DE10150517A1 - Verwendung von Phosphodiesterase IV-Inhibitoren - Google Patents
Verwendung von Phosphodiesterase IV-InhibitorenInfo
- Publication number
- DE10150517A1 DE10150517A1 DE10150517A DE10150517A DE10150517A1 DE 10150517 A1 DE10150517 A1 DE 10150517A1 DE 10150517 A DE10150517 A DE 10150517A DE 10150517 A DE10150517 A DE 10150517A DE 10150517 A1 DE10150517 A1 DE 10150517A1
- Authority
- DE
- Germany
- Prior art keywords
- ethyl
- dihydro
- benzyl
- dimethoxyphenyl
- methoxyphenyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Withdrawn
Links
- 206010028980 Neoplasm Diseases 0.000 title claims abstract description 25
- 238000011282 treatment Methods 0.000 title claims abstract description 21
- 201000006417 multiple sclerosis Diseases 0.000 title claims abstract description 14
- 206010039073 rheumatoid arthritis Diseases 0.000 title claims abstract description 14
- 208000001132 Osteoporosis Diseases 0.000 title claims abstract description 13
- 201000001320 Atherosclerosis Diseases 0.000 title claims abstract description 9
- 239000003814 drug Substances 0.000 title claims description 16
- AAILEWXSEQLMNI-UHFFFAOYSA-N 1h-pyridazin-6-one Chemical compound OC1=CC=CN=N1 AAILEWXSEQLMNI-UHFFFAOYSA-N 0.000 title 1
- QQSGDKKFXBGYON-UHFFFAOYSA-N ethoxy-methylperoxy-(6-methyl-2-propan-2-ylpyrimidin-4-yl)oxy-sulfanylidene-$l^{5}-phosphane Chemical class CCOP(=S)(OOC)OC1=CC(C)=NC(C(C)C)=N1 QQSGDKKFXBGYON-UHFFFAOYSA-N 0.000 title 1
- -1 phenyl-substituted 2,3,4,5-tetrahydro-pyridazin-3-one Chemical class 0.000 claims abstract description 317
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 25
- 125000002947 alkylene group Chemical group 0.000 claims abstract description 17
- 125000000753 cycloalkyl group Chemical group 0.000 claims abstract description 15
- 150000003839 salts Chemical class 0.000 claims abstract description 14
- 208000030507 AIDS Diseases 0.000 claims abstract description 13
- 206010012601 diabetes mellitus Diseases 0.000 claims abstract description 12
- 206010009900 Colitis ulcerative Diseases 0.000 claims abstract description 11
- 125000003342 alkenyl group Chemical group 0.000 claims abstract description 11
- 206010027476 Metastases Diseases 0.000 claims abstract description 10
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims abstract description 9
- 229910052760 oxygen Inorganic materials 0.000 claims abstract description 9
- 201000006704 Ulcerative Colitis Diseases 0.000 claims abstract description 8
- 125000002252 acyl group Chemical group 0.000 claims abstract description 7
- 229910052717 sulfur Inorganic materials 0.000 claims abstract description 7
- 125000000000 cycloalkoxy group Chemical group 0.000 claims abstract description 4
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical group C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims abstract description 3
- 229910052799 carbon Inorganic materials 0.000 claims abstract description 3
- 125000000623 heterocyclic group Chemical group 0.000 claims abstract description 3
- 125000004432 carbon atom Chemical group C* 0.000 claims description 52
- 150000001875 compounds Chemical class 0.000 claims description 49
- 125000003762 3,4-dimethoxyphenyl group Chemical group [H]C1=C([H])C(OC([H])([H])[H])=C(OC([H])([H])[H])C([H])=C1* 0.000 claims description 18
- 238000004519 manufacturing process Methods 0.000 claims description 15
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 12
- 125000001153 fluoro group Chemical group F* 0.000 claims description 11
- DLFVBJFMPXGRIB-UHFFFAOYSA-N thioacetamide Natural products CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 claims description 7
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 6
- LEURGHMXWSUXTF-UHFFFAOYSA-N 5-[4-(difluoromethoxy)-3-methoxyphenyl]-3,6-dihydro-1,3,4-thiadiazin-2-one Chemical compound C1=C(OC(F)F)C(OC)=CC(C=2CSC(=O)NN=2)=C1 LEURGHMXWSUXTF-UHFFFAOYSA-N 0.000 claims description 5
- KQUGNOYYBNPZBP-UHFFFAOYSA-N 5-[4-(difluoromethoxy)-3-methoxyphenyl]-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-one Chemical compound CCC1SC(=O)NN=C1C1=CC=C(OC(F)F)C(OC)=C1 KQUGNOYYBNPZBP-UHFFFAOYSA-N 0.000 claims description 5
- NIHJXZMNNAHEEV-UHFFFAOYSA-N ethyl n-[4-[[3-(3,4-dimethoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]carbamate Chemical compound C1=CC(NC(=O)OCC)=CC=C1CN1C(=O)CC(CC)C(C=2C=C(OC)C(OC)=CC=2)=N1 NIHJXZMNNAHEEV-UHFFFAOYSA-N 0.000 claims description 5
- VZVHHKYHUMMCRW-UHFFFAOYSA-N methyl n-[4-[[3-(3,4-dimethoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]carbamate Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)CC(=O)N1CC1=CC=C(NC(=O)OC)C=C1 VZVHHKYHUMMCRW-UHFFFAOYSA-N 0.000 claims description 5
- YYLMPPQOOUHPPJ-UHFFFAOYSA-N n-[3-[[3-(3,4-dimethoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]acetamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CCC1=O)=NN1CC1=CC=CC(NC(C)=O)=C1 YYLMPPQOOUHPPJ-UHFFFAOYSA-N 0.000 claims description 5
- FCEFLSGAPFCWGS-UHFFFAOYSA-N n-[3-[[3-(3,4-dimethoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]methanesulfonamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CCC1=O)=NN1CC1=CC=CC(NS(C)(=O)=O)=C1 FCEFLSGAPFCWGS-UHFFFAOYSA-N 0.000 claims description 5
- XDGXAZPROPKMKW-UHFFFAOYSA-N n-[4-[[3-(3,4-dimethoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-2,2,2-trifluoroacetamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)CC(=O)N1CC1=CC=C(NC(=O)C(F)(F)F)C=C1 XDGXAZPROPKMKW-UHFFFAOYSA-N 0.000 claims description 5
- YMAJLELSVNAWDQ-UHFFFAOYSA-N n-[4-[[3-(3,4-dimethoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]butanamide Chemical compound C1=CC(NC(=O)CCC)=CC=C1CN1C(=O)CC(CC)C(C=2C=C(OC)C(OC)=CC=2)=N1 YMAJLELSVNAWDQ-UHFFFAOYSA-N 0.000 claims description 5
- ZUIQPDPVTCODLP-UHFFFAOYSA-N n-[4-[[3-(3,4-dimethoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]pyridine-3-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)CC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=CN=C1 ZUIQPDPVTCODLP-UHFFFAOYSA-N 0.000 claims description 5
- NZUBMTQQNISIDZ-UHFFFAOYSA-N n-[4-[[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]pyridine-3-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CSC1=O)=NN1CC(C=C1)=CC=C1NC(=O)C1=CC=CN=C1 NZUBMTQQNISIDZ-UHFFFAOYSA-N 0.000 claims description 5
- UZFKGQZERPKMQX-UHFFFAOYSA-N n-[4-[[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]pyridine-4-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CSC1=O)=NN1CC(C=C1)=CC=C1NC(=O)C1=CC=NC=C1 UZFKGQZERPKMQX-UHFFFAOYSA-N 0.000 claims description 5
- BCINSFUJSPEZRI-UHFFFAOYSA-N n-[4-[[5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]pyridine-3-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)OC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=CN=C1 BCINSFUJSPEZRI-UHFFFAOYSA-N 0.000 claims description 5
- JEHXGPPOGAKEIP-UHFFFAOYSA-N n-[[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-thiadiazin-3-yl]-phenylmethyl]pyridine-4-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CSC1=O)=NN1C(C=1C=CC=CC=1)NC(=O)C1=CC=NC=C1 JEHXGPPOGAKEIP-UHFFFAOYSA-N 0.000 claims description 5
- MWJLPJRBACIIEQ-UHFFFAOYSA-N n-[[5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-thiadiazin-3-yl]-phenylmethyl]pyridine-4-carboxamide Chemical compound CCC1SC(=O)N(C(NC(=O)C=2C=CN=CC=2)C=2C=CC=CC=2)N=C1C1=CC=C(OC)C(OC)=C1 MWJLPJRBACIIEQ-UHFFFAOYSA-N 0.000 claims description 5
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 5
- CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical class [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 claims description 4
- 230000006907 apoptotic process Effects 0.000 claims description 4
- RQPOEGOXCVKURG-UHFFFAOYSA-N ethyl n-[4-[[3-(3,4-dimethoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]carbamate Chemical compound C1=CC(NC(=O)OCC)=CC=C1CN1C(=O)CCC(C=2C=C(OC)C(OC)=CC=2)=N1 RQPOEGOXCVKURG-UHFFFAOYSA-N 0.000 claims description 4
- 229940126601 medicinal product Drugs 0.000 claims description 4
- FGQYYCHKYIREFI-UHFFFAOYSA-N 3-[(2,6-dichlorophenyl)methyl]-5-(3,4-dimethoxyphenyl)-6-ethyl-6h-1,3,4-thiadiazin-2-one Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)SC(=O)N1CC1=C(Cl)C=CC=C1Cl FGQYYCHKYIREFI-UHFFFAOYSA-N 0.000 claims description 3
- RCWFQIICHNGYHS-UHFFFAOYSA-N 3-[(4-aminophenyl)methyl]-5-(3,4-dimethoxyphenyl)-6-ethyl-6h-1,3,4-thiadiazin-2-one Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)SC(=O)N1CC1=CC=C(N)C=C1 RCWFQIICHNGYHS-UHFFFAOYSA-N 0.000 claims description 3
- JPJFJTANAMGIFE-UHFFFAOYSA-N 5-(3,4-dimethoxyphenyl)-6-ethyl-3-[(4-methoxyphenyl)methyl]-6h-1,3,4-thiadiazin-2-one Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)SC(=O)N1CC1=CC=C(OC)C=C1 JPJFJTANAMGIFE-UHFFFAOYSA-N 0.000 claims description 3
- GWVPBGLOGIVWER-UHFFFAOYSA-N 5-(3,4-dimethoxyphenyl)-6-ethyl-3-[(4-nitrophenyl)methyl]-6h-1,3,4-thiadiazin-2-one Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)SC(=O)N1CC1=CC=C([N+]([O-])=O)C=C1 GWVPBGLOGIVWER-UHFFFAOYSA-N 0.000 claims description 3
- BSZQDFRBNZBYMQ-UHFFFAOYSA-N n-[4-[[3-(3-cyclopentyloxy-4-methoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-2-(4-methylpiperazin-1-yl)acetamide Chemical compound COC1=CC=C(C=2CCC(=O)N(CC=3C=CC(NC(=O)CN4CCN(C)CC4)=CC=3)N=2)C=C1OC1CCCC1 BSZQDFRBNZBYMQ-UHFFFAOYSA-N 0.000 claims description 3
- OHPMMTQUBIIBQX-UHFFFAOYSA-N n-[4-[[3-(3-ethoxy-4-methoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-2-(4-methylpiperazin-1-yl)acetamide Chemical compound C1=C(OC)C(OCC)=CC(C=2CCC(=O)N(CC=3C=CC(NC(=O)CN4CCN(C)CC4)=CC=3)N=2)=C1 OHPMMTQUBIIBQX-UHFFFAOYSA-N 0.000 claims description 3
- VULAEEDZQSJNRT-UHFFFAOYSA-N n-[4-[[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]acetamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CSC1=O)=NN1CC1=CC=C(NC(C)=O)C=C1 VULAEEDZQSJNRT-UHFFFAOYSA-N 0.000 claims description 3
- HTZVRAPOLYURTG-UHFFFAOYSA-N n-[4-[[5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]-2,2,2-trifluoroacetamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)SC(=O)N1CC1=CC=C(NC(=O)C(F)(F)F)C=C1 HTZVRAPOLYURTG-UHFFFAOYSA-N 0.000 claims description 3
- 239000001301 oxygen Substances 0.000 claims description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 2
- 210000005260 human cell Anatomy 0.000 claims description 2
- 230000001613 neoplastic effect Effects 0.000 claims description 2
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 2
- 125000004434 sulfur atom Chemical group 0.000 claims description 2
- 229920006395 saturated elastomer Polymers 0.000 claims 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract description 69
- 125000005843 halogen group Chemical group 0.000 abstract 6
- 125000006237 oxymethylenoxy group Chemical group [H]C([H])([*:1])[*:2] 0.000 abstract 4
- JCXJVPUVTGWSNB-UHFFFAOYSA-N Nitrogen dioxide Chemical compound O=[N]=O JCXJVPUVTGWSNB-UHFFFAOYSA-N 0.000 abstract 3
- MDFFNEOEWAXZRQ-UHFFFAOYSA-N aminyl Chemical compound [NH2] MDFFNEOEWAXZRQ-UHFFFAOYSA-N 0.000 abstract 3
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 abstract 1
- 125000005842 heteroatom Chemical group 0.000 abstract 1
- 125000000896 monocarboxylic acid group Chemical group 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 description 10
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 8
- CXGADTMFRPJNRF-UHFFFAOYSA-N [4-[[5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-6H-1,3,4-thiadiazin-3-yl]methyl]phenyl]carbamic acid Chemical compound COC=1C=C(C=CC=1OC)C1=NN(C(SC1CC)=O)CC1=CC=C(C=C1)NC(O)=O CXGADTMFRPJNRF-UHFFFAOYSA-N 0.000 description 6
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 5
- 125000001664 diethylamino group Chemical group [H]C([H])([H])C([H])([H])N(*)C([H])([H])C([H])([H])[H] 0.000 description 5
- 239000012453 solvate Substances 0.000 description 5
- GUTBSANSYUYRAN-UHFFFAOYSA-N 6-(3,4-dimethoxyphenyl)-2-[(4-nitrophenyl)methyl]-4,5-dihydropyridazin-3-one Chemical compound C1=C(OC)C(OC)=CC=C1C(CCC1=O)=NN1CC1=CC=C([N+]([O-])=O)C=C1 GUTBSANSYUYRAN-UHFFFAOYSA-N 0.000 description 4
- XMIJMMGMQCHZLA-UHFFFAOYSA-N 6-chloro-n-[4-[2-[3-(3,4-dimethoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]ethyl]phenyl]pyridazine-3-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)CC(=O)N1CCC(C=C1)=CC=C1NC(=O)C1=CC=C(Cl)N=N1 XMIJMMGMQCHZLA-UHFFFAOYSA-N 0.000 description 4
- VRUMPENLSSRPKS-UHFFFAOYSA-N [4-[[3-(3-cyclopentyloxy-4-methoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]carbamic acid Chemical compound C1(CCCC1)OC=1C=C(C=CC=1OC)C=1CCC(N(N=1)CC1=CC=C(C=C1)NC(O)=O)=O VRUMPENLSSRPKS-UHFFFAOYSA-N 0.000 description 4
- 201000011510 cancer Diseases 0.000 description 4
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 4
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 description 4
- MHQLCHXVPJLEKO-UHFFFAOYSA-N n-[3-[[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]-1h-imidazole-5-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(COC1=O)=NN1CC1=CC=CC(NC(=O)C=2N=CNC=2)=C1 MHQLCHXVPJLEKO-UHFFFAOYSA-N 0.000 description 4
- HNKIVFWNYCJMMO-UHFFFAOYSA-N n-[4-[[3-(3,4-dimethoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]pyridine-3-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CCC1=O)=NN1CC(C=C1)=CC=C1NC(=O)C1=CC=CN=C1 HNKIVFWNYCJMMO-UHFFFAOYSA-N 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 206010003210 Arteriosclerosis Diseases 0.000 description 3
- 208000023275 Autoimmune disease Diseases 0.000 description 3
- 206010012438 Dermatitis atopic Diseases 0.000 description 3
- PSSQIJNVFYKCKK-UHFFFAOYSA-N [4-[[5-(3-ethoxy-4-methoxyphenyl)-6-ethyl-2-oxo-6H-1,3,4-thiadiazin-3-yl]methyl]phenyl]carbamic acid Chemical compound C(C)OC=1C=C(C=CC=1OC)C1=NN(C(SC1CC)=O)CC1=CC=C(C=C1)NC(O)=O PSSQIJNVFYKCKK-UHFFFAOYSA-N 0.000 description 3
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- 210000004027 cell Anatomy 0.000 description 3
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- 125000004494 ethyl ester group Chemical group 0.000 description 3
- 230000002401 inhibitory effect Effects 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- DSZXEXAFDZVTGT-UHFFFAOYSA-N n-[3-[[3-(3,4-dimethoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-2,2-dimethylpropanamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CCC1=O)=NN1CC1=CC=CC(NC(=O)C(C)(C)C)=C1 DSZXEXAFDZVTGT-UHFFFAOYSA-N 0.000 description 3
- YCHIWCIRMQIQIQ-UHFFFAOYSA-N n-[3-[[3-(3-cyclopentyloxy-4-methoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-2,2-dimethylpropanamide Chemical compound N1=C(C=2C=C(OC3CCCC3)C(OC)=CC=2)C(CC)CC(=O)N1CC1=CC=CC(NC(=O)C(C)(C)C)=C1 YCHIWCIRMQIQIQ-UHFFFAOYSA-N 0.000 description 3
- OJCARHSRJBWXPK-UHFFFAOYSA-N n-[4-[[3-(3,4-dimethoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-2,2-dimethylpropanamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)CC(=O)N1CC1=CC=C(NC(=O)C(C)(C)C)C=C1 OJCARHSRJBWXPK-UHFFFAOYSA-N 0.000 description 3
- DJFNEVLEQCTYRC-UHFFFAOYSA-N n-[4-[[3-(3,4-dimethoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-2,2-dimethylpropanamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CCC1=O)=NN1CC1=CC=C(NC(=O)C(C)(C)C)C=C1 DJFNEVLEQCTYRC-UHFFFAOYSA-N 0.000 description 3
- NGBGHDLHCVJZGA-UHFFFAOYSA-N n-[4-[[3-(3-cyclopentyloxy-4-methoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-2,2-dimethylpropanamide Chemical compound N1=C(C=2C=C(OC3CCCC3)C(OC)=CC=2)C(CC)CC(=O)N1CC1=CC=C(NC(=O)C(C)(C)C)C=C1 NGBGHDLHCVJZGA-UHFFFAOYSA-N 0.000 description 3
- JSINYLALQWCWRZ-UHFFFAOYSA-N n-[4-[[3-(3-cyclopentyloxy-4-methoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-2,2-dimethylpropanamide Chemical compound COC1=CC=C(C=2CCC(=O)N(CC=3C=CC(NC(=O)C(C)(C)C)=CC=3)N=2)C=C1OC1CCCC1 JSINYLALQWCWRZ-UHFFFAOYSA-N 0.000 description 3
- NEXRJPBVDDLSLY-UHFFFAOYSA-N n-[4-[[6-ethyl-5-[3-(fluoromethoxy)-4-methoxyphenyl]-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]pyridine-3-carboxamide Chemical compound N1=C(C=2C=C(OCF)C(OC)=CC=2)C(CC)SC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=CN=C1 NEXRJPBVDDLSLY-UHFFFAOYSA-N 0.000 description 3
- 239000002587 phosphodiesterase IV inhibitor Substances 0.000 description 3
- ZDUJYDRBEZPFIM-UHFFFAOYSA-N 2-(4-hydroxypiperidin-1-yl)-n-[4-[[3-(4-methoxy-3-propan-2-yloxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]acetamide Chemical compound C1=C(OC(C)C)C(OC)=CC=C1C(CCC1=O)=NN1CC(C=C1)=CC=C1NC(=O)CN1CCC(O)CC1 ZDUJYDRBEZPFIM-UHFFFAOYSA-N 0.000 description 2
- RCSOHJKSSBLBTL-UHFFFAOYSA-N 2-(4-hydroxypiperidin-1-yl)-n-[4-[[3-(4-methoxy-3-propoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]acetamide Chemical compound C1=C(OC)C(OCCC)=CC(C=2CCC(=O)N(CC=3C=CC(NC(=O)CN4CCC(O)CC4)=CC=3)N=2)=C1 RCSOHJKSSBLBTL-UHFFFAOYSA-N 0.000 description 2
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- ONFVLRWCUFULEW-UHFFFAOYSA-N [4-[[3-(3-ethoxy-4-methoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]urea Chemical compound C1=C(OC)C(OCC)=CC(C=2C(CC(=O)N(CC=3C=CC(NC(N)=O)=CC=3)N=2)CC)=C1 ONFVLRWCUFULEW-UHFFFAOYSA-N 0.000 description 2
- YMFFBPIOIXNHKJ-UHFFFAOYSA-N [4-[[3-(3-ethoxy-4-methoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]urea Chemical compound C1=C(OC)C(OCC)=CC(C=2CCC(=O)N(CC=3C=CC(NC(N)=O)=CC=3)N=2)=C1 YMFFBPIOIXNHKJ-UHFFFAOYSA-N 0.000 description 2
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- FXNIOZTXWRGXKV-UHFFFAOYSA-N [4-[[3-[3-(fluoromethoxy)-4-methoxyphenyl]-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]carbamic acid Chemical compound FCOC=1C=C(C=CC=1OC)C=1CCC(N(N=1)CC1=CC=C(C=C1)NC(O)=O)=O FXNIOZTXWRGXKV-UHFFFAOYSA-N 0.000 description 2
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- COJHOKXVQOBJIF-UHFFFAOYSA-N [4-[[4-ethyl-3-[3-(fluoromethoxy)-4-methoxyphenyl]-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]urea Chemical compound N1=C(C=2C=C(OCF)C(OC)=CC=2)C(CC)CC(=O)N1CC1=CC=C(NC(N)=O)C=C1 COJHOKXVQOBJIF-UHFFFAOYSA-N 0.000 description 2
- LPLQYKYLYGJNAL-UHFFFAOYSA-N [4-[[4-ethyl-3-[3-methoxy-4-(trifluoromethoxy)phenyl]-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]urea Chemical compound N1=C(C=2C=C(OC)C(OC(F)(F)F)=CC=2)C(CC)CC(=O)N1CC1=CC=C(NC(N)=O)C=C1 LPLQYKYLYGJNAL-UHFFFAOYSA-N 0.000 description 2
- CDVLZUINIYBNKE-UHFFFAOYSA-N [4-[[4-ethyl-3-[4-(fluoromethoxy)-3-methoxyphenyl]-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]urea Chemical compound N1=C(C=2C=C(OC)C(OCF)=CC=2)C(CC)CC(=O)N1CC1=CC=C(NC(N)=O)C=C1 CDVLZUINIYBNKE-UHFFFAOYSA-N 0.000 description 2
- ZCDJAPCKHRMEMK-UHFFFAOYSA-N [4-[[4-ethyl-3-[4-methoxy-3-(trifluoromethoxy)phenyl]-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]urea Chemical compound N1=C(C=2C=C(OC(F)(F)F)C(OC)=CC=2)C(CC)CC(=O)N1CC1=CC=C(NC(N)=O)C=C1 ZCDJAPCKHRMEMK-UHFFFAOYSA-N 0.000 description 2
- XVQAIPBAXIMBHB-UHFFFAOYSA-N [4-[[5-(3-ethoxy-4-methoxyphenyl)-2-oxo-6H-1,3,4-thiadiazin-3-yl]methyl]phenyl]carbamic acid Chemical compound C(C)OC=1C=C(C=CC=1OC)C1=NN(C(SC1)=O)CC1=CC=C(C=C1)NC(O)=O XVQAIPBAXIMBHB-UHFFFAOYSA-N 0.000 description 2
- 239000008186 active pharmaceutical agent Substances 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 230000037396 body weight Effects 0.000 description 2
- KXDHJXZQYSOELW-UHFFFAOYSA-N carbonic acid monoamide Natural products NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 125000004786 difluoromethoxy group Chemical group [H]C(F)(F)O* 0.000 description 2
- URBLGKZUXYOKEX-UHFFFAOYSA-N ethyl n-[3-[[3-(3,4-dimethoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]carbamate Chemical compound CCOC(=O)NC1=CC=CC(CN2C(CC(CC)C(=N2)C=2C=C(OC)C(OC)=CC=2)=O)=C1 URBLGKZUXYOKEX-UHFFFAOYSA-N 0.000 description 2
- SFZRRCZVQQMRJY-UHFFFAOYSA-N ethyl n-[3-[[3-(3,4-dimethoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]carbamate Chemical compound CCOC(=O)NC1=CC=CC(CN2C(CCC(=N2)C=2C=C(OC)C(OC)=CC=2)=O)=C1 SFZRRCZVQQMRJY-UHFFFAOYSA-N 0.000 description 2
- XVAVKPRGWLAJPM-UHFFFAOYSA-N ethyl n-[3-[[3-(3-cyclopentyloxy-4-methoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]carbamate Chemical compound CCOC(=O)NC1=CC=CC(CN2C(CC(CC)C(=N2)C=2C=C(OC3CCCC3)C(OC)=CC=2)=O)=C1 XVAVKPRGWLAJPM-UHFFFAOYSA-N 0.000 description 2
- GCTGMPXZEYVMKM-UHFFFAOYSA-N ethyl n-[4-[2-[3-(3,4-dimethoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]ethyl]phenyl]carbamate Chemical compound C1=CC(NC(=O)OCC)=CC=C1CCN1C(=O)CC(CC)C(C=2C=C(OC)C(OC)=CC=2)=N1 GCTGMPXZEYVMKM-UHFFFAOYSA-N 0.000 description 2
- ARSIANLVWYUQBF-UHFFFAOYSA-N ethyl n-[4-[2-[3-(3,4-dimethoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]ethyl]phenyl]carbamate Chemical compound C1=CC(NC(=O)OCC)=CC=C1CCN1C(=O)CCC(C=2C=C(OC)C(OC)=CC=2)=N1 ARSIANLVWYUQBF-UHFFFAOYSA-N 0.000 description 2
- SSIBZUDDTFSNAO-UHFFFAOYSA-N ethyl n-[4-[[3-(3-cyclopentyloxy-4-methoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]carbamate Chemical compound C1=CC(NC(=O)OCC)=CC=C1CN1C(=O)CC(CC)C(C=2C=C(OC3CCCC3)C(OC)=CC=2)=N1 SSIBZUDDTFSNAO-UHFFFAOYSA-N 0.000 description 2
- ZQIUHVHFDUIYQD-UHFFFAOYSA-N ethyl n-[4-[[3-(3-cyclopentyloxy-4-methoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]carbamate Chemical compound C1=CC(NC(=O)OCC)=CC=C1CN1C(=O)CCC(C=2C=C(OC3CCCC3)C(OC)=CC=2)=N1 ZQIUHVHFDUIYQD-UHFFFAOYSA-N 0.000 description 2
- QVWKBVPRCSKSIE-UHFFFAOYSA-N ethyl n-[4-[[3-(3-ethoxy-4-methoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]carbamate Chemical compound C1=CC(NC(=O)OCC)=CC=C1CN1C(=O)CC(CC)C(C=2C=C(OCC)C(OC)=CC=2)=N1 QVWKBVPRCSKSIE-UHFFFAOYSA-N 0.000 description 2
- SDKPDXHJQJYWBK-UHFFFAOYSA-N ethyl n-[4-[[3-(3-ethoxy-4-methoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]carbamate Chemical compound C1=CC(NC(=O)OCC)=CC=C1CN1C(=O)CCC(C=2C=C(OCC)C(OC)=CC=2)=N1 SDKPDXHJQJYWBK-UHFFFAOYSA-N 0.000 description 2
- BDMQCZIGYDYBBE-UHFFFAOYSA-N ethyl n-[4-[[3-[3-(difluoromethoxy)-4-methoxyphenyl]-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]carbamate Chemical compound C1=CC(NC(=O)OCC)=CC=C1CN1C(=O)CC(CC)C(C=2C=C(OC(F)F)C(OC)=CC=2)=N1 BDMQCZIGYDYBBE-UHFFFAOYSA-N 0.000 description 2
- LIUJINWHPPBRJU-UHFFFAOYSA-N ethyl n-[4-[[3-[4-(difluoromethoxy)-3-methoxyphenyl]-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]carbamate Chemical compound C1=CC(NC(=O)OCC)=CC=C1CN1C(=O)CC(CC)C(C=2C=C(OC)C(OC(F)F)=CC=2)=N1 LIUJINWHPPBRJU-UHFFFAOYSA-N 0.000 description 2
- WABGJDMYOUPEKJ-UHFFFAOYSA-N ethyl n-[4-[[4-ethyl-3-[3-(fluoromethoxy)-4-methoxyphenyl]-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]carbamate Chemical compound C1=CC(NC(=O)OCC)=CC=C1CN1C(=O)CC(CC)C(C=2C=C(OCF)C(OC)=CC=2)=N1 WABGJDMYOUPEKJ-UHFFFAOYSA-N 0.000 description 2
- DOKWENINAQJBTQ-UHFFFAOYSA-N ethyl n-[4-[[4-ethyl-3-[3-methoxy-4-(trifluoromethoxy)phenyl]-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]carbamate Chemical compound C1=CC(NC(=O)OCC)=CC=C1CN1C(=O)CC(CC)C(C=2C=C(OC)C(OC(F)(F)F)=CC=2)=N1 DOKWENINAQJBTQ-UHFFFAOYSA-N 0.000 description 2
- QHAWILCTEYTIAR-UHFFFAOYSA-N ethyl n-[4-[[4-ethyl-3-[4-(fluoromethoxy)-3-methoxyphenyl]-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]carbamate Chemical compound C1=CC(NC(=O)OCC)=CC=C1CN1C(=O)CC(CC)C(C=2C=C(OC)C(OCF)=CC=2)=N1 QHAWILCTEYTIAR-UHFFFAOYSA-N 0.000 description 2
- RDQXPJUVTBTRER-UHFFFAOYSA-N ethyl n-[4-[[4-ethyl-3-[4-methoxy-3-(trifluoromethoxy)phenyl]-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]carbamate Chemical compound C1=CC(NC(=O)OCC)=CC=C1CN1C(=O)CC(CC)C(C=2C=C(OC(F)(F)F)C(OC)=CC=2)=N1 RDQXPJUVTBTRER-UHFFFAOYSA-N 0.000 description 2
- 230000012010 growth Effects 0.000 description 2
- 208000027866 inflammatory disease Diseases 0.000 description 2
- 230000005764 inhibitory process Effects 0.000 description 2
- HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 2
- YWPDKNOLKSLTLB-UHFFFAOYSA-N methyl 2-[3-[[3-(3,4-dimethoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]anilino]-2-oxoacetate Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)CC(=O)N1CC1=CC=CC(NC(=O)C(=O)OC)=C1 YWPDKNOLKSLTLB-UHFFFAOYSA-N 0.000 description 2
- KXSOQZRWQCSFJG-UHFFFAOYSA-N methyl 2-[3-[[3-(3,4-dimethoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]anilino]-2-oxoacetate Chemical compound COC(=O)C(=O)NC1=CC=CC(CN2C(CCC(=N2)C=2C=C(OC)C(OC)=CC=2)=O)=C1 KXSOQZRWQCSFJG-UHFFFAOYSA-N 0.000 description 2
- QXMPDRNZOKHCDA-UHFFFAOYSA-N methyl 2-[3-[[3-(3-cyclopentyloxy-4-methoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]anilino]-2-oxoacetate Chemical compound N1=C(C=2C=C(OC3CCCC3)C(OC)=CC=2)C(CC)CC(=O)N1CC1=CC=CC(NC(=O)C(=O)OC)=C1 QXMPDRNZOKHCDA-UHFFFAOYSA-N 0.000 description 2
- OUPGIHQDRGFOQM-UHFFFAOYSA-N methyl 2-[4-[2-[3-(3,4-dimethoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]ethyl]anilino]-2-oxoacetate Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)CC(=O)N1CCC1=CC=C(NC(=O)C(=O)OC)C=C1 OUPGIHQDRGFOQM-UHFFFAOYSA-N 0.000 description 2
- GVAAJIYLDBOALI-UHFFFAOYSA-N methyl 2-[4-[2-[3-(3,4-dimethoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]ethyl]anilino]-2-oxoacetate Chemical compound C1=CC(NC(=O)C(=O)OC)=CC=C1CCN1C(=O)CCC(C=2C=C(OC)C(OC)=CC=2)=N1 GVAAJIYLDBOALI-UHFFFAOYSA-N 0.000 description 2
- WNXOKRJNHQBTDQ-UHFFFAOYSA-N methyl 2-[4-[[3-(3,4-dimethoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]anilino]-2-oxoacetate Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)CC(=O)N1CC1=CC=C(NC(=O)C(=O)OC)C=C1 WNXOKRJNHQBTDQ-UHFFFAOYSA-N 0.000 description 2
- HVQLONHFPXVKGM-UHFFFAOYSA-N methyl 2-[4-[[3-(3,4-dimethoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]anilino]-2-oxoacetate Chemical compound C1=CC(NC(=O)C(=O)OC)=CC=C1CN1C(=O)CCC(C=2C=C(OC)C(OC)=CC=2)=N1 HVQLONHFPXVKGM-UHFFFAOYSA-N 0.000 description 2
- PZZOMTVBAIJTSM-UHFFFAOYSA-N methyl 2-[4-[[3-(3-cyclopentyloxy-4-methoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]anilino]-2-oxoacetate Chemical compound N1=C(C=2C=C(OC3CCCC3)C(OC)=CC=2)C(CC)CC(=O)N1CC1=CC=C(NC(=O)C(=O)OC)C=C1 PZZOMTVBAIJTSM-UHFFFAOYSA-N 0.000 description 2
- PNAAXTXDAXPPCR-UHFFFAOYSA-N methyl 2-[4-[[3-(3-cyclopentyloxy-4-methoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]anilino]-2-oxoacetate Chemical compound C1=CC(NC(=O)C(=O)OC)=CC=C1CN1C(=O)CCC(C=2C=C(OC3CCCC3)C(OC)=CC=2)=N1 PNAAXTXDAXPPCR-UHFFFAOYSA-N 0.000 description 2
- ZUTDQPMRVIUTPA-UHFFFAOYSA-N methyl 2-[4-[[3-(3-ethoxy-4-methoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]anilino]-2-oxoacetate Chemical compound C1=C(OC)C(OCC)=CC(C=2C(CC(=O)N(CC=3C=CC(NC(=O)C(=O)OC)=CC=3)N=2)CC)=C1 ZUTDQPMRVIUTPA-UHFFFAOYSA-N 0.000 description 2
- MTACDBARDPRQMY-UHFFFAOYSA-N methyl 2-[4-[[3-(3-ethoxy-4-methoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]anilino]-2-oxoacetate Chemical compound C1=C(OC)C(OCC)=CC(C=2CCC(=O)N(CC=3C=CC(NC(=O)C(=O)OC)=CC=3)N=2)=C1 MTACDBARDPRQMY-UHFFFAOYSA-N 0.000 description 2
- DRNAKASZNADFQV-UHFFFAOYSA-N methyl 2-[4-[[3-[3-(difluoromethoxy)-4-methoxyphenyl]-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]anilino]-2-oxoacetate Chemical compound N1=C(C=2C=C(OC(F)F)C(OC)=CC=2)C(CC)CC(=O)N1CC1=CC=C(NC(=O)C(=O)OC)C=C1 DRNAKASZNADFQV-UHFFFAOYSA-N 0.000 description 2
- UQHNVTCKSFRTDI-UHFFFAOYSA-N methyl 2-[4-[[3-[4-(difluoromethoxy)-3-methoxyphenyl]-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]anilino]-2-oxoacetate Chemical compound N1=C(C=2C=C(OC)C(OC(F)F)=CC=2)C(CC)CC(=O)N1CC1=CC=C(NC(=O)C(=O)OC)C=C1 UQHNVTCKSFRTDI-UHFFFAOYSA-N 0.000 description 2
- ZUIHGOLCNVKKKR-UHFFFAOYSA-N methyl 2-[4-[[4-ethyl-3-[3-(fluoromethoxy)-4-methoxyphenyl]-6-oxo-4,5-dihydropyridazin-1-yl]methyl]anilino]-2-oxoacetate Chemical compound N1=C(C=2C=C(OCF)C(OC)=CC=2)C(CC)CC(=O)N1CC1=CC=C(NC(=O)C(=O)OC)C=C1 ZUIHGOLCNVKKKR-UHFFFAOYSA-N 0.000 description 2
- POAZMKKVOWSGND-UHFFFAOYSA-N methyl 2-[4-[[4-ethyl-3-[3-methoxy-4-(trifluoromethoxy)phenyl]-6-oxo-4,5-dihydropyridazin-1-yl]methyl]anilino]-2-oxoacetate Chemical compound N1=C(C=2C=C(OC)C(OC(F)(F)F)=CC=2)C(CC)CC(=O)N1CC1=CC=C(NC(=O)C(=O)OC)C=C1 POAZMKKVOWSGND-UHFFFAOYSA-N 0.000 description 2
- IWVUUKXMZFMIRB-UHFFFAOYSA-N methyl 2-[4-[[4-ethyl-3-[4-(fluoromethoxy)-3-methoxyphenyl]-6-oxo-4,5-dihydropyridazin-1-yl]methyl]anilino]-2-oxoacetate Chemical compound N1=C(C=2C=C(OC)C(OCF)=CC=2)C(CC)CC(=O)N1CC1=CC=C(NC(=O)C(=O)OC)C=C1 IWVUUKXMZFMIRB-UHFFFAOYSA-N 0.000 description 2
- ZKWVJXUKPDWNJJ-UHFFFAOYSA-N methyl 2-[4-[[4-ethyl-3-[4-methoxy-3-(trifluoromethoxy)phenyl]-6-oxo-4,5-dihydropyridazin-1-yl]methyl]anilino]-2-oxoacetate Chemical compound N1=C(C=2C=C(OC(F)(F)F)C(OC)=CC=2)C(CC)CC(=O)N1CC1=CC=C(NC(=O)C(=O)OC)C=C1 ZKWVJXUKPDWNJJ-UHFFFAOYSA-N 0.000 description 2
- AAVSBRVGOGNZDK-UHFFFAOYSA-N methyl n-[3-[[3-(3,4-dimethoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]carbamate Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)CC(=O)N1CC1=CC=CC(NC(=O)OC)=C1 AAVSBRVGOGNZDK-UHFFFAOYSA-N 0.000 description 2
- QVGFXSAKMWSHSR-UHFFFAOYSA-N methyl n-[3-[[3-(3,4-dimethoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]carbamate Chemical compound COC(=O)NC1=CC=CC(CN2C(CCC(=N2)C=2C=C(OC)C(OC)=CC=2)=O)=C1 QVGFXSAKMWSHSR-UHFFFAOYSA-N 0.000 description 2
- WOHSIJFDZKWNRL-UHFFFAOYSA-N methyl n-[3-[[3-(3-cyclopentyloxy-4-methoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]carbamate Chemical compound N1=C(C=2C=C(OC3CCCC3)C(OC)=CC=2)C(CC)CC(=O)N1CC1=CC=CC(NC(=O)OC)=C1 WOHSIJFDZKWNRL-UHFFFAOYSA-N 0.000 description 2
- IGVUZYDRMGFKFD-UHFFFAOYSA-N methyl n-[4-[2-[3-(3,4-dimethoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]ethyl]phenyl]carbamate Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)CC(=O)N1CCC1=CC=C(NC(=O)OC)C=C1 IGVUZYDRMGFKFD-UHFFFAOYSA-N 0.000 description 2
- FONCJTUPQGDYCT-UHFFFAOYSA-N methyl n-[4-[2-[3-(3,4-dimethoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]ethyl]phenyl]carbamate Chemical compound C1=CC(NC(=O)OC)=CC=C1CCN1C(=O)CCC(C=2C=C(OC)C(OC)=CC=2)=N1 FONCJTUPQGDYCT-UHFFFAOYSA-N 0.000 description 2
- HSEWOFPHGBRPMD-UHFFFAOYSA-N methyl n-[4-[[3-(3,4-dimethoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]carbamate Chemical compound C1=CC(NC(=O)OC)=CC=C1CN1C(=O)CCC(C=2C=C(OC)C(OC)=CC=2)=N1 HSEWOFPHGBRPMD-UHFFFAOYSA-N 0.000 description 2
- QOMQZZYHFYONCG-UHFFFAOYSA-N methyl n-[4-[[3-(3-cyclopentyloxy-4-methoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]carbamate Chemical compound N1=C(C=2C=C(OC3CCCC3)C(OC)=CC=2)C(CC)CC(=O)N1CC1=CC=C(NC(=O)OC)C=C1 QOMQZZYHFYONCG-UHFFFAOYSA-N 0.000 description 2
- JCNUKBBYWVDZTM-UHFFFAOYSA-N methyl n-[4-[[3-(3-cyclopentyloxy-4-methoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]carbamate Chemical compound C1=CC(NC(=O)OC)=CC=C1CN1C(=O)CCC(C=2C=C(OC3CCCC3)C(OC)=CC=2)=N1 JCNUKBBYWVDZTM-UHFFFAOYSA-N 0.000 description 2
- GNIQXHKTYKZEEI-UHFFFAOYSA-N methyl n-[4-[[3-(3-ethoxy-4-methoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]carbamate Chemical compound C1=C(OC)C(OCC)=CC(C=2C(CC(=O)N(CC=3C=CC(NC(=O)OC)=CC=3)N=2)CC)=C1 GNIQXHKTYKZEEI-UHFFFAOYSA-N 0.000 description 2
- NDOUMDUYIWPXOX-UHFFFAOYSA-N methyl n-[4-[[3-(3-ethoxy-4-methoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]carbamate Chemical compound C1=C(OC)C(OCC)=CC(C=2CCC(=O)N(CC=3C=CC(NC(=O)OC)=CC=3)N=2)=C1 NDOUMDUYIWPXOX-UHFFFAOYSA-N 0.000 description 2
- FNFJFNYSSGZYGV-UHFFFAOYSA-N methyl n-[4-[[3-[3-(difluoromethoxy)-4-methoxyphenyl]-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]carbamate Chemical compound N1=C(C=2C=C(OC(F)F)C(OC)=CC=2)C(CC)CC(=O)N1CC1=CC=C(NC(=O)OC)C=C1 FNFJFNYSSGZYGV-UHFFFAOYSA-N 0.000 description 2
- OCCVKBRWWJHYBW-UHFFFAOYSA-N methyl n-[4-[[3-[4-(difluoromethoxy)-3-methoxyphenyl]-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]carbamate Chemical compound N1=C(C=2C=C(OC)C(OC(F)F)=CC=2)C(CC)CC(=O)N1CC1=CC=C(NC(=O)OC)C=C1 OCCVKBRWWJHYBW-UHFFFAOYSA-N 0.000 description 2
- WGCOJCYYPSQGGN-UHFFFAOYSA-N methyl n-[4-[[4-ethyl-3-[3-(fluoromethoxy)-4-methoxyphenyl]-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]carbamate Chemical compound N1=C(C=2C=C(OCF)C(OC)=CC=2)C(CC)CC(=O)N1CC1=CC=C(NC(=O)OC)C=C1 WGCOJCYYPSQGGN-UHFFFAOYSA-N 0.000 description 2
- UXPKUOTZZJNOBG-UHFFFAOYSA-N methyl n-[4-[[4-ethyl-3-[3-methoxy-4-(trifluoromethoxy)phenyl]-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]carbamate Chemical compound N1=C(C=2C=C(OC)C(OC(F)(F)F)=CC=2)C(CC)CC(=O)N1CC1=CC=C(NC(=O)OC)C=C1 UXPKUOTZZJNOBG-UHFFFAOYSA-N 0.000 description 2
- SVKHSLUYEANZCF-UHFFFAOYSA-N methyl n-[4-[[4-ethyl-3-[4-(fluoromethoxy)-3-methoxyphenyl]-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]carbamate Chemical compound N1=C(C=2C=C(OC)C(OCF)=CC=2)C(CC)CC(=O)N1CC1=CC=C(NC(=O)OC)C=C1 SVKHSLUYEANZCF-UHFFFAOYSA-N 0.000 description 2
- WSWIJVFPBWPGLH-UHFFFAOYSA-N methyl n-[4-[[4-ethyl-3-[4-methoxy-3-(trifluoromethoxy)phenyl]-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]carbamate Chemical compound N1=C(C=2C=C(OC(F)(F)F)C(OC)=CC=2)C(CC)CC(=O)N1CC1=CC=C(NC(=O)OC)C=C1 WSWIJVFPBWPGLH-UHFFFAOYSA-N 0.000 description 2
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- PKWYHHBCGBVQQT-UHFFFAOYSA-N n-[2-[[3-(3,4-dimethoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-1,2-oxazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)CC(=O)N1CC1=CC=CC=C1NC(=O)C1=CC=NO1 PKWYHHBCGBVQQT-UHFFFAOYSA-N 0.000 description 2
- KFMYVLMJISCKNM-UHFFFAOYSA-N n-[2-[[3-(3,4-dimethoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-1,3-oxazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)CC(=O)N1CC1=CC=CC=C1NC(=O)C1=CN=CO1 KFMYVLMJISCKNM-UHFFFAOYSA-N 0.000 description 2
- UIIGGQCDCOFTMC-UHFFFAOYSA-N n-[2-[[3-(3,4-dimethoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-1h-imidazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)CC(=O)N1CC1=CC=CC=C1NC(=O)C1=CNC=N1 UIIGGQCDCOFTMC-UHFFFAOYSA-N 0.000 description 2
- OTIXJVDUVJCHIM-UHFFFAOYSA-N n-[2-[[3-(3,4-dimethoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-1h-pyrazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)CC(=O)N1CC1=CC=CC=C1NC(=O)C=1C=CNN=1 OTIXJVDUVJCHIM-UHFFFAOYSA-N 0.000 description 2
- KPEZGGNLLNZMQM-UHFFFAOYSA-N n-[2-[[3-(3,4-dimethoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-1h-pyrrole-2-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)CC(=O)N1CC1=CC=CC=C1NC(=O)C1=CC=CN1 KPEZGGNLLNZMQM-UHFFFAOYSA-N 0.000 description 2
- DPDQGSZMEJXVGV-UHFFFAOYSA-N n-[2-[[3-(3,4-dimethoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-2,4-dimethyl-1,3-thiazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)CC(=O)N1CC1=CC=CC=C1NC(=O)C=1SC(C)=NC=1C DPDQGSZMEJXVGV-UHFFFAOYSA-N 0.000 description 2
- CGVROIUYQJFQFB-UHFFFAOYSA-N n-[2-[[3-(3,4-dimethoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]furan-2-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)CC(=O)N1CC1=CC=CC=C1NC(=O)C1=CC=CO1 CGVROIUYQJFQFB-UHFFFAOYSA-N 0.000 description 2
- WXBXENDYUZBAQF-UHFFFAOYSA-N n-[2-[[3-(3,4-dimethoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]pyrazine-2-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)CC(=O)N1CC1=CC=CC=C1NC(=O)C1=CN=CC=N1 WXBXENDYUZBAQF-UHFFFAOYSA-N 0.000 description 2
- BNSCCCSCMKTSTI-UHFFFAOYSA-N n-[2-[[3-(3,4-dimethoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]pyridine-3-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)CC(=O)N1CC1=CC=CC=C1NC(=O)C1=CC=CN=C1 BNSCCCSCMKTSTI-UHFFFAOYSA-N 0.000 description 2
- ZNHBGFZBALEVPZ-UHFFFAOYSA-N n-[2-[[3-(3,4-dimethoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]pyridine-4-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)CC(=O)N1CC1=CC=CC=C1NC(=O)C1=CC=NC=C1 ZNHBGFZBALEVPZ-UHFFFAOYSA-N 0.000 description 2
- UKHYXPBUHKEBTE-UHFFFAOYSA-N n-[2-[[3-(3,4-dimethoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]pyrimidine-2-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)CC(=O)N1CC1=CC=CC=C1NC(=O)C1=NC=CC=N1 UKHYXPBUHKEBTE-UHFFFAOYSA-N 0.000 description 2
- JNEVLEUKNUVSGY-UHFFFAOYSA-N n-[2-[[3-(3,4-dimethoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-1,2-oxazole-5-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CCC1=O)=NN1CC1=CC=CC=C1NC(=O)C1=CC=NO1 JNEVLEUKNUVSGY-UHFFFAOYSA-N 0.000 description 2
- ZHLSDPJNUPVQSH-UHFFFAOYSA-N n-[2-[[3-(3,4-dimethoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-1,3-oxazole-5-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CCC1=O)=NN1CC1=CC=CC=C1NC(=O)C1=CN=CO1 ZHLSDPJNUPVQSH-UHFFFAOYSA-N 0.000 description 2
- LXPLZSNSOHWPEJ-UHFFFAOYSA-N n-[2-[[3-(3,4-dimethoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-1h-imidazole-5-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CCC1=O)=NN1CC1=CC=CC=C1NC(=O)C1=CNC=N1 LXPLZSNSOHWPEJ-UHFFFAOYSA-N 0.000 description 2
- RWMSJJZJJWTXQO-UHFFFAOYSA-N n-[2-[[3-(3,4-dimethoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-1h-pyrazole-5-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CCC1=O)=NN1CC1=CC=CC=C1NC(=O)C1=NNC=C1 RWMSJJZJJWTXQO-UHFFFAOYSA-N 0.000 description 2
- IEGMIKIJXYKRMK-UHFFFAOYSA-N n-[2-[[3-(3,4-dimethoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-1h-pyrrole-2-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CCC1=O)=NN1CC1=CC=CC=C1NC(=O)C1=CC=CN1 IEGMIKIJXYKRMK-UHFFFAOYSA-N 0.000 description 2
- RAVOWHFURQATIO-UHFFFAOYSA-N n-[2-[[3-(3,4-dimethoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-2,4-dimethyl-1,3-thiazole-5-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CCC1=O)=NN1CC1=CC=CC=C1NC(=O)C1=C(C)N=C(C)S1 RAVOWHFURQATIO-UHFFFAOYSA-N 0.000 description 2
- KNUWNCARQUDUSF-UHFFFAOYSA-N n-[2-[[3-(3,4-dimethoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]pyrazine-2-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CCC1=O)=NN1CC1=CC=CC=C1NC(=O)C1=CN=CC=N1 KNUWNCARQUDUSF-UHFFFAOYSA-N 0.000 description 2
- CELNHASYKXCXKP-UHFFFAOYSA-N n-[2-[[3-(3,4-dimethoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]pyridine-3-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CCC1=O)=NN1CC1=CC=CC=C1NC(=O)C1=CC=CN=C1 CELNHASYKXCXKP-UHFFFAOYSA-N 0.000 description 2
- JQHWYZJURZMSOU-UHFFFAOYSA-N n-[2-[[3-(3,4-dimethoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]pyridine-4-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CCC1=O)=NN1CC1=CC=CC=C1NC(=O)C1=CC=NC=C1 JQHWYZJURZMSOU-UHFFFAOYSA-N 0.000 description 2
- DQDNKBXVHLYWLV-UHFFFAOYSA-N n-[2-[[3-(3,4-dimethoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]pyrimidine-2-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CCC1=O)=NN1CC1=CC=CC=C1NC(=O)C1=NC=CC=N1 DQDNKBXVHLYWLV-UHFFFAOYSA-N 0.000 description 2
- NUPLGGQAVYINCT-UHFFFAOYSA-N n-[2-[[3-(3,4-dimethoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]thiophene-2-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CCC1=O)=NN1CC1=CC=CC=C1NC(=O)C1=CC=CS1 NUPLGGQAVYINCT-UHFFFAOYSA-N 0.000 description 2
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- YOOXXZHJWDELIH-UHFFFAOYSA-N n-[2-[[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]-1,3-oxazole-5-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(COC1=O)=NN1CC1=CC=CC=C1NC(=O)C1=CN=CO1 YOOXXZHJWDELIH-UHFFFAOYSA-N 0.000 description 2
- WQMIGCSMOIEWDT-UHFFFAOYSA-N n-[2-[[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]-1h-imidazole-5-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(COC1=O)=NN1CC1=CC=CC=C1NC(=O)C1=CNC=N1 WQMIGCSMOIEWDT-UHFFFAOYSA-N 0.000 description 2
- GXQMBBGDPAFHKI-UHFFFAOYSA-N n-[2-[[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]-1h-pyrazole-5-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(COC1=O)=NN1CC1=CC=CC=C1NC(=O)C1=NNC=C1 GXQMBBGDPAFHKI-UHFFFAOYSA-N 0.000 description 2
- BNPJBDCOGRBFIK-UHFFFAOYSA-N n-[2-[[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]-1h-pyrrole-2-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(COC1=O)=NN1CC1=CC=CC=C1NC(=O)C1=CC=CN1 BNPJBDCOGRBFIK-UHFFFAOYSA-N 0.000 description 2
- VLZUNGZBTVRMFF-UHFFFAOYSA-N n-[2-[[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]-2,4-dimethyl-1,3-thiazole-5-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(COC1=O)=NN1CC1=CC=CC=C1NC(=O)C1=C(C)N=C(C)S1 VLZUNGZBTVRMFF-UHFFFAOYSA-N 0.000 description 2
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- ODVFUBRBUJKWIR-UHFFFAOYSA-N n-[2-[[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]pyrazine-2-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(COC1=O)=NN1CC1=CC=CC=C1NC(=O)C1=CN=CC=N1 ODVFUBRBUJKWIR-UHFFFAOYSA-N 0.000 description 2
- DXMISARGCHGSGA-UHFFFAOYSA-N n-[2-[[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]pyridine-3-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(COC1=O)=NN1CC1=CC=CC=C1NC(=O)C1=CC=CN=C1 DXMISARGCHGSGA-UHFFFAOYSA-N 0.000 description 2
- WCYBOQPXIPPKBR-UHFFFAOYSA-N n-[2-[[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]pyridine-4-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(COC1=O)=NN1CC1=CC=CC=C1NC(=O)C1=CC=NC=C1 WCYBOQPXIPPKBR-UHFFFAOYSA-N 0.000 description 2
- QBBXRMFWQOYQPL-UHFFFAOYSA-N n-[2-[[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]pyrimidine-2-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(COC1=O)=NN1CC1=CC=CC=C1NC(=O)C1=NC=CC=N1 QBBXRMFWQOYQPL-UHFFFAOYSA-N 0.000 description 2
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- KQLJNTWTQHAONW-UHFFFAOYSA-N n-[2-[[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]furan-2-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CSC1=O)=NN1CC1=CC=CC=C1NC(=O)C1=CC=CO1 KQLJNTWTQHAONW-UHFFFAOYSA-N 0.000 description 2
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- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
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Abstract
Verwendung von Phosphodiesterase IV-Inhibitoren und/oder ihrer physiologisch unbedenklichen Salze zur Herstellung eines Arzneimittels zur Behandlung von Osteoporose, Tumoren, Tumormetastasen, Atherosklerose, rheumatoide Arthritis, multiple Sklerose, Diabetes mellitus, ulzerative Kolitis und AIDS.
Description
- Die Erfindung betrifft die Verwendung von
- a) Verbindungen der Formel I, offenbart in EP 0 738 715 A2,
worin
R1 und R2 jeweils unabhängig voneinander H oder A,
R3 und R4 jeweils unabhängig voneinander -OH, -OR10, -S-R10, -SO-R10, -SO2-R10, Hal, Methylendioxy, -NO2, -NH2, -NHR10 oder -NR10R11,
R5 einen unsubstituierten oder ein- oder zweifach durch R6 und/oder R7 substituierten Phenylrest,
Q fehlt oder Alkylen mit 1-6 C-Atomen,
R6 und R7 jeweils unabhängig voneinander -NH2, NR8R9, -NHR10, -NR10R11, -NO2, Hal, -CN, -OA, -COOH oder -COOA,
R8 und R9 jeweils unabhängig voneinander H, Acyl mit 1-8 C- Atomen, das durch 1-5 F- und/oder Cl-Atome substituiert sein kann, -COOA, -SO-A, -SO2A, -CONH2, -CONHA, -CONA2, -CO-COOH, -CO-COOA, -CO-CONH2, -CO-CONHA oder -CO-CONA2,
A Alkyl mit 1 bis 6 C-Atomen, das durch 1-5 F- und/oder Cl-Atome substituiert sein kann,
R10 und R11 jeweils unabhängig voneinander A, Cycloalkyl mit 3-7 C- Atomen, Methylencycloalkyl mit 4-8 C-Atomen oder Alkenyl mit 2-8 C-Atomen
und
Hal F, Cl, Br oder I
bedeuten, - b) Verbindungen der Formel I, offenbart in EP 0 723 962 B1,
worin
R1 und R2 jeweils unabhängig voneinander H oder A,
R3 und R4 jeweils unabhängig voneinander -OH, -OR10, -S-R10, -SO-R10, -SO2-R10, Hal, Methylendioxy, -NO2, -NH2, -NHR10 oder -NR10R11,
R5 einen unsubstituierten oder ein- oder zweifach durch R6 und/oder R7 substituierten Phenylrest,
Q fehlt oder Alkylen mit 1-6 C-Atomen,
R6 und R7 jeweils unabhängig voneinander -NH2, NR8R9, -NHR10, -NR10R11, -NO2, Hal, -CN, -OA, -COOH oder -COOA,
R8 und R9 jeweils unabhängig voneinander H, Acyl mit 1-8 C- Atomen, das durch 1-5 F- und/oder Cl-Atome substituiert sein kann, -COOA, -SO-A, -SO2A, -CONH2, -CONHA, -CONA2, -CO-COOH, -CO-COOA, -CO-CONH2, -CO-CONHA oder -CO-CONA2,
A Alkyl mit 1 bis 6 C-Atomen, das durch 1-5 F- und/oder Cl-Atome substituiert sein kann,
R10 und R11 jeweils unabhängig voneinander A, Cycloalkyl mit 3-7 C- Atomen, Methylencycloalkyl mit 4-8 C-Atomen oder Alkenyl mit 2-8 C-Atomen
und
Hal F, Cl, Br oder I
bedeuten, - c) Verbindungen der Formel I, offenbart in EP 0 763 534 A1,
worin
B einen aromatischen Heterocyclus mit 1 bis 4 N-, O- und/oder S-Atomen, über N oder C gebunden, der unsubstituiert oder ein-, zwei- oder dreifach durch Hal, A und/oder OA substituiert sein kann, und auch an einen Benzol- oder Pyridinring kondensiert sein kann,
Q fehlt oder Alkylen mit 1-6 C-Atomen,
X CH2, S oder O,
R1 und R2 jeweils unabhängig voneinander H oder A,
R3 und R4 jeweils unabhängig voneinander -OH, OR5, -S-R5, -SO-R5, -SO2-R5, Hal, Methylendioxy, -NO2, -NH2, -NHR5 oder-NR5R6,
R5 und R6 jeweils unabhängig voneinander A, Cycloalkyl mit 3-7 C-Atomen, Methylencycloalkyl mit 4-8 C-Atomen oder Alkenyl mit 2-8 C-Atomen,
A Alkyl mit 1 bis 10 C-Atomen, das durch 1 bis 5 F- und/oder Cl-Atome substituiert sein kann und
Hal F, Cl, Br oder I
bedeuten, - d) Verbindungen der Formel I, offenbart in EP 0 539 806 B1,
worin
R1 und R2 jeweils unabhängig voneinander H oder A,
R3 H, OA oder O-CmH2m+1-nXn,
R4 -O-CmH2m+1-nXn,
X F oder Cl,
A Alkyl mit 1-6 C-Atomen,
m 1, 2, 3, 4, 5 oder 6 und
n 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12 oder 13
bedeuten, - e) Verbindungen der Formel I, offenbart in EP 0 618 201 A1,
worin
R1 und R2 jeweiis unabhängig voneinander H oder A,
R3 und R4 jeweils unabhängig voneinander OH, OA, SA, SOA, SO2A, Hal, Methylendioxy, Cycloalkyloxy mit 3-7 C- Atomen oder O-CmH2m+1-kFk,
wobei eine CH2-Gruppe auch durch Sauerstoff ersetzt sein kann,
R6 und R7 jeweils unabhängig voneinander H oder A,
Q Alkylen mit 1-6 C-Atomen,
A Alkyl mit 1-6 C-Atomen,
Hal F, Cl, Br oder I,
m 1, 2, 3, 4, 5 oder 6,
n 3, 4, 5 oder 6,
k 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12 oder 13
bedeuten, - f) Verbindungen der Formel I, offenbart in DE 196 04 388 A1,
worin
R1 und R2 jeweils unabhängig voneinander H oder A,
R3 und R4 jeweils unabhängig voneinander -OH, OA, -S-A, -SO-A, -SO2-A, Hal, Methylendioxy, -NO2, -NH2, -NHA oder -NAA',
A und A' jeweils unabhängig voneinander Alkyl mit 1 bis 10 C- Atomen, das durch 1 bis 5 F- und/oder Cl-Atome substituiert sein kann, Cycloalkyl mit 3-7 C-Atomen oder Methylencycloalkyl mit 4-8 C-Atomen,
B -Y-R5 oder -O-Y-R5,
Q fehlt oder Alkylen mit 1-4 C-Atomen,
Y fehlt oder Alkylen mit 1-10 C-Atomen,
X CH2 oder S,
R5 NH2, NHA, NAA' oder einen unsubstituierten oder einfach durch A oder OH substituierten gesättigten 3-8- gliedrigen Heterocyclus mit mindestens einem N-Atom, worin zusätzlich weitere CH2-Gruppen durch NH, NA, S oder 0 ersetzt sein können,
Hal F, Cl, Br oder I
bedeuten, - Der Erfindung lag die Aufgabe zugrunde, neue Verwendungen der Verbindungen der Formeln I aufzufinden, insbesondere solche, die zur Herstellung von Arzneimitteln führen können.
- Es wurde gefunden, daß die Verbindungen der Formeln I und ihre Salze bei guter Verträglichkeit sehr wertvolle pharmakologische Eigenschaften besitzen.
- Insbesondere zeigen sie eine selektive Phosphodiesterase IV-Hemmung, die mit einer intrazellulären Erhöhung von cAMP verbunden ist (N. Sommer et al., Nature Medicine, 1, 244-248 (1995)).
- Die PDE IV-Hemmung kann z. B. analog C.W. Davis in Biochim, biophys. Acta 797, 354-362 (1984) nachgewiesen werden.
- Die erfindungsgemäßen Verbindungen können zur Behandlung von asthmatischen Erkrankungen eingesetzt werden. Die antiasthmatische Wirkung der PDE IV-Hemmer ist z. B. von T.J. Torphy et al. in Thorax, 46, 512-523 (1991) beschrieben und kann z. B. nach der Methode von T. Olsson, Acta allergologica 26, 438-447 (1971), bestimmt werden.
- Da cAMP knochenabbauende Zellen hemmt und knochenaufbauende Zellen stimuliert (S. Kasugai et al., M681 und K. Miyamoto, M 682, in Abstract der American Society for Bone and Mineral Research 18th annual meeting, 1996), können die erfindungsgemäßen Verbindungen zur Behandlung von Osteoporose eingesetzt werden.
- Die Verbindungen zeigen außerdem eine hemmende Wirkung auf die Bildung von TNF (Tumor Nekrose Faktor) und eignen sich daher zur Behandlung von allergischen und entzündlichen Krankheiten, Autoimmunkrankheiten und Transplantatabstoßungsreaktionen.
- Sie können zur Behandlung von Gedächtnisstörungen, Tumoren, Tumormetastasen, Atherosklerose, rheumatoide Arthritis, multiple Sklerose, Morbus Crohn, atopische Dermatitis, Diabetes mellitus, Ulzerative Kolitis und AIDS eingesetzt werden.
- Die Wirkung von PDE IV-Hemmern bei der Behandlung von Asthma, entzündlichen Erkrankungen, Diabetes mellitus, atopischer Dermatitis, Psoriasis, AIDS, Tumorwachstum oder Tumormetastasen ist z. B. in der EP 779 291 beschrieben.
- Die antünflammatorische Wirkung der erfindungsgemäßen Substanzen und ihre Wirksamkeit zur Behandlung von z. B. Autoimmunerkrankungen, Multipler Sklerose oder rheumatoider Arthritis kann analog den Methoden von N. Sommer et al., Nature Medicine, 1, 244-248 (1995) oder L. Sekut et al., Clin. Exp. Immunol., 100, 126-132 (1995) bestimmt werden.
- Die Wirkung von PDE IV-Hemmern bei der Tumorbehandlung ist z. B. in der WO 95 35 281, WO 95 17 399 oder WO 96 00 215 beschrieben.
- Überraschenderweise wurde gefunden, daß die Verbindungen der Formel I zur Behandlung von Krebs geeignet sind.
- Gegenstand der Erfindung ist weiterhin die Verwendung der Verbindungen der Formeln I sowie deren physiologisch unbedenklichen Salze und/oder Solvate zur Herstellung eines Arzneimittels zur Inhibierung des Wachstums neoplastischer Zellen.
- Unter neoplastischen Zellen werden Krebszellen verstanden.
- Gegenstand der Erfindung ist insbesondere die Verwendung der Verbindungen der Formeln I sowie deren physiologisch unbedenklichen Salze und/oder Solvate zur Herstellung eines Arzneimittels zur Behandlung und/oder Prophylaxe von Krebserkrankungen.
- Gegenstand der Erfindung ist weiterhin die Verwendung der Verbindungen der Formeln I sowie deren physiologisch unbedenklichen Salze und/oder Solvate zur Herstellung eines Arzneimittels zur Behandlung neoplastischer Schädigungen.
- Gegenstand der Erfindung ist weiterhin die Verwendung der Verbindungen der Formeln I sowie deren physiologisch unbedenklichen Salze und/oder Solvate zur Herstellung eines Arzneimittels zur Behandlung präcancerogener Schädigungen.
- Unter präcancerogenen Schädigungen versteht man z. B. gutartige Wucherungen im Darm, die zu Darmkrebs führen können.
- Unter präcancerogenen Schädigungen werden insbesondere die in US 5,948,911 in Spalte 4, Zeilen 49-60 genannten Läsionen verstanden.
- Unregelmäßigkeiten der Apoptose (Zelltod) spielen eine Rolle bei der Bildung präcancerogener Schädigungen.
- Auch ist bekannt, daß die Regulierung von Apoptose bei Krankheiten eine wichtige Rolle spielt, die im Zusammenhang mit einem abnormalen Zellwachstum stehen, wie z. B. gutartige Prostatahyperplasie, neurodegenerative Erkrankungen, wie z. B. Parkinson, Autoimmunkrankheiten einschließlich Multiple Sklerose und rheumatoide Arthritis oder Infektionskrankheiten wie AIDS.
- Die Verbindungen der Formeln I modulieren Apoptose und finden Verwendung bei der Behandlung oder Prophylaxe von Krebserkrankungen.
- Gegenstand der Erfindung ist somit die Verwendung der Verbindungen der Formeln I sowie deren physiologisch unbedenklichen Salze und/oder Solvate zur Herstellung eines Arzneimittels zur Regulierung von Apoptose in menschlichen Zellen.
- Die Verbindungen der Formeln I können als Arzneimittelwirkstoffe in der Human- und Veterinärmedizin eingesetzt werden. Ferner können sie als Zwischenprodukte zur Herstellung weiterer Arzneimittelwirkstoffe eingesetzt werden.
- Die Verbindungen der Formeln I können ein chirales Zentrum aufweisen und können daher in mehreren stereoisomeren Formen auftreten. Alle diese Formen (z. B. R- und S-Formen) und deren Gemische (z. B. die R,S- Formen) sind in den Formeln I eingeschlossen.
- Diese Verbindungen der Formeln I können als Arzneimittel in der Human- oder Veterinärmedizin verwendet werden. Als Trägerstoffe kommen organische oder anorganische Substanzen in Frage, die sich für die enterale (z. B. orale), parenterale oder topische Applikation eignen und mit den neuen Verbindungen nicht reagieren, beispielsweise Wasser, pflanzliche Öle, Benzylalkohole, Alkylenglykole, Polyethylenglykole, Glycerintriacetat, Gelatine, Kohlehydrate wie Lactose oder Stärke, Magnesiumstearat, Talk, Vaseline. Zur oralen Anwendung dienen insbesondere Tabletten, Pillen, Dragees, Kapseln, Pulver, Granulate, Sirupe, Säfte oder Tropfen, zur rektalen Anwendung Suppositorien, zur parenteralen Anwendung Lösungen, vorzugsweise ölige oder wässrige Lösungen, ferner Suspensionen, Emulsionen oder Implantate, für die topische Anwendung Salben, Cremes oder Puder. Die neuen Verbindungen können auch lyophilisiert und die erhaltenen Lyophilisate z. B. zur Herstellung von Injektionspräparaten verwendet werden. Die angegebenen Zubereitungen können sterilisiert sein und/oder Hilfsstoffe wie Gleit-, Konservierungs-, Stabilisierungs- und/oder Netzmittel, Emulgatoren, Salze zur Beeinflussung des osmotischen Druckes, Puffersubstanzen, Farb-, Geschmacks- und/oder ein oder mehrere weitere Wirkstoffe enthalten, z. B. ein oder mehrere Vitamine.
- Die Verbindungen der Formeln I und ihre physiologisch unbedenklichen Salze können bei der Bekämpfung von Krankheiten, bei denen eine Erhöhung des cAMP(cyclo-Adenosin-monophosphat)-Spiegels zu Entzündungshemmung oder -verhinderung und Muskelentspannung führt, eingesetzt werden. Besondere Verwendung können die erfindungsgemäßen Verbindungen bei der Behandlung von Osteoporose, Tumoren, Tumormetastasen, Asthma, chronischer Bronchitis, atopischer Dermatitis, Psoriasis und anderer Hautkrankheiten und Autoimmunerkrankungen finden.
- Dabei werden die erfindungsgemäßen Substanzen in der Regel vorzugsweise in Dosierungen zwischen etwa 1 und 500 mg, insbesondere zwischen 5 und 100 mg pro Dosierungseinheit verabreicht. Die tägliche Dosierung liegt vorzugsweise zwischen etwa 0,02 und 10 mg/kg Körpergewicht. Die spezielle Dosis für jeden Patienten hängt jedoch von den verschiedensten Faktoren ab, beispielsweise von der Wirksamkeit der eingesetzten speziellen Verbindung, vom Alter, Körpergewicht, allgemeinen Gesundheitszustand, Geschlecht, von der Kost, vom Verabreichungszeitpunkt und -weg, von der Ausscheidungsgeschwindigkeit, Arzneistoffkombination und Schwere der jeweiligen Erkrankung, welcher die Therapie gilt. Die orale Applikation ist bevorzugt.
- Verbindungen der Formeln I können ein oder mehrere Asymmetriezentren enthalten. In diesem Fall liegen sie gewöhnlich in racemischer Form vor. Erhaltene Racemate können nach an sich bekannten Methoden mechanisch oder chemisch in ihre Enantiomeren getrennt werden. Vorzugsweise werden aus dem racemischen Gemisch durch Umsetzung mit einem optisch-aktiven Trennmittel Diastereomere gebildet.
- Gegenstand der Erfindung ist insbesondere die Verwendung von
- a) Verbindungen, offenbart in EP 0 738 715 A2, ausgewählt aus der
Gruppe
2-(4-Nitrobenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5-tetrahydropyridazin-3-on, F. 126°;
2: (3-Nitrobenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5-tetrahydropyridazin-3-on, F. 122°;
2-(2-Nitrobenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5-tetrahydropyridazin-3-on;
2-(2,3-Dinitrobenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5-tetrahydropyridazin-3-on;
2-(2,4-Dinitrobenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5-tetrahydropyridazin-3-on;
2-(2-Methoxybenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Methoxybenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5-tetrahydropyridazin-3-on;
2-(2-Chlorbenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5-tetrahydropyridazin-3-on;
2-(2,6-Dichlorbenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Cyanbenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Carboxybenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Nitrobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(3-Nitrobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(2-Nitrobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(2,3-Dinitrobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(2,4-Dinitrobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(2-Methoxybenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Methoxybenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(2-Chlorbenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(2,6-Dichlorbenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Cyanbenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Carboxybenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Nitrobenzyl)-6-(3-methoxy-4-trifluormethoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Nitrobenzyl)-6-(3-methoxy-4-difluormethoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Nitrobenzyl)-6-(3-methoxy-4-fluormethoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Nitrobenzyl)-6-(3-difluormethoxy-4-methoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Nitrobenzyl)-6-(3-trifluormethoxy-4-methoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Nitrobenzyl)-6-(3-Fluormethoxy-4-methoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Nitrobenzyl)-6-(3-Methoxy-4-ethoxyphenyl)-5-ethyl-2,3,4,5- tetrahydro-pyridazin-3-on;
2-(4-Nitrobenzyl)-6-(3-Ethoxy-4-methoxyphenyl)-5-ethyl-2,3,4,5- tetrahydro-pyridazin-3-on;
2-(4-Nitrobenzyl)-6-(3-hydroxy-4-methoxyphenyl)-5-ethyl-2,3,4,5- tetrahydro-pyridazin-3-on;
2-(4-Nitrobenzyl)-6-(4-methylsulfonylyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Nitrobenzyl)-6-(4-methylenoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Nitrobenzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Aminobenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydropyridazin-3-on, F. 184°;
2-(3-Aminobenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5-tetrahydropyridazin-3-on, F. 140°;
2-(2-Aminobenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5-tetrahydropyridazin-3-on;
2-(2,3-Diaminobenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5-tetrahydropyridazin-3-on;
2-(2,4-Diaminobenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Aminobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5- tetrahydro-pyridazin-3-on;
2-(3-Aminobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5- tetrahydro-pyridazin-3-on, F. 49°;
2-(2-Aminobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5- tetrahydro-pyridazin-3-on;
2-(2,3-Diaminobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(2,4-Diaminobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Aminobenzyl)-6-(3-methoxy-4-trifluormethoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Aminobenzyl)-6-(3-methoxy-4-difluormethoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Aminobenzyl)-6-(3-methoxy-4-fluormethoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Aminobenzyl)-6-(3-difluormethoxy-4-methoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Aminobenzyl)-6-(3-trifluormethoxy-4-methoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Aminobenzyl)-6-(3-Fluormethoxy-4-methoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Aminobenzyl)-6-(3-Methoxy-4-ethoxyphenyl)-5-ethyl-2,3,4,5- tetrahydro-pyridazin-3-on;
2-(4-Aminobenzyl)-6-(3-Ethoxy-4-methoxyphenyl)-5-ethyl-2,3,4,5- tetrahyd ro-pyridazin-3-on;
2-(4-Aminobenzyl)-6-(3-hydroxy-4-methoxyphenyl)-5-ethyl-2,3,4,5- tetrahydro-pyridazin-3-on;
2-(4-Aminobenzyl)-6-(4-methylsulfonylphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Aminobenzyl)-6-(4-methylenoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Aminobenzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(3-Aminobenzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydro-pyridazin-3-on, F. 109°;
2-(4-Aminophenethyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Aminophenethyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(3-Aminobenzyl)-6-(3-ethoxy-4-methoxyphenyl)-2,3,4,5-tetrahydropyridazin-3-on, F. 112°;
2-(4-Carboxybenzyl)-6-(3,4-dihydroxyphenyl)-5-ethyl-2,3,4,5- tetrahydro-pyridazin-3-on;
2-(4-Butyrylaminobenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5-tetrahydropyridazin-3-on, F. 148°;
2-(4-Acetamidobenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5-tetrahydropyridazin-3-on, F. 183°;
2-(4-Trifluoracetamidobenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydropyridazin-3-on, F. 210°;
2-(4-Methylsulfonamidobenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydropyridazin-3-on, F. 138°;
2-(4-Propionylaminobenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydropyridazin-3-on, F. 176°;
2-(4-tert.-Butylcarbonylaminobenzyl)-6-(3,4-dimethoxyphenyl)- 2,3,4,5-tetrahydropyridazin-3-on, F. 155°;
2-(4-Isobutyrylaminobenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydropyridazin-3-on;
2-(4-Methoxycarbonylaminobenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydropyridazin-3-on;
2-(4-Pivalylaminobenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydropyridazin-3-on;
2-(4-Cyclopentylcarbamoylbenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydropyridazin-3-on;
2-(4-Ethoxycarbonylaminobenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydropyridazin-3-on, F. 147°;
2-(4-Methoxalylaminobenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydropyridazin-3-on;
2-(4-Ureidobenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydropyridazin-3-on;
2-(4-Pentanoylaminobenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydropyridazin-3-on;
2-(4-Hexanoylaminobenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydropyridazin-3-on;
2-(4-Pentafluorpropionylaminobenzyl)-6-(3,4-dimethoxyphenyl)- 2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Acetamidobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5- tetrahydropyridazin-3-on;
2-(4-Trifluoracetamidobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydropyridazin-3-on, F. 133°;
2-(4-Methylsulfonamidobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Propionylaminobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5- tetrahydropyridazin-3-on, F. 81°;
2-(4-tert.-Butylcarbonylaminobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Butyrylaminobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5- tetrahydropyridazin-3-on, F. 117°;
2-(4-Isobutyrylaminobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5- tetrahydropyridazin-3-on;
2-(4-Methoxycarbonylaminobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydropyridazin-3-on, F. 144°;
2-(4-Pivalylaminobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5- tetrahydropyridazin-3-on;
2-(4-Cyclopentylcarbamoylbenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Ethoxycarbonylaminobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydropyridazin-3-on, F.154°;
2-(4-Methoxalylaminobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Ureidobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5- tetrahydropyridazin-3-on;
2-(4-Pentanoylaminobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5- tetrahydropyridazin-3-on;
2-(4-Hexanoylaminobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5- tetrahydropyridazin-3-on;
2-(4-Pentafluorpropionylaminobenzyl)-6-(3,4-dimethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Acetamidobenzyl)-6-(3-ethoxy-4-methoxyphenyl)-5-ethyl-2,3,4,5- tetrahydropyridazin-3-on;
2-(4-Trifluoracetamidobenzyl)-6-(3-ethoxy-4-methoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Methylsulfonamidobenzyl)-6-(3-ethoxy-4-methoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Propionylaminobenzyl)-6-(3-ethoxy-4-methoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Butyrylaminobenzyl)-6-(3-ethoxy-4-methoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Isobutyrylaminobenzyl)-6-(3-ethoxy-4-methoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Methoxycarbonylaminobenzyl)-6-(3-ethoxy-4-methoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Pivalylaminobenzyl)-6-(3-ethoxy-4-methoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Cyclopentylcarbamoylbenzyl)-6-(3-ethoxy-4-methoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Ethoxycarbonylaminobenzyl)-6-(3-ethoxy-4-methoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Methoxalylaminobenzyl)-6-(3-ethoxy-4-methoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Ureidobenzyl)-6-(3-ethoxy-4-methoxyphenyl)-5-ethyl-2,3,4,5- tetrahydropyridazin-3-on;
2-(4-Pentanoylaminobenzyl)-6-(3-ethoxy-4-methoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Hexanoylaminobenzyl)-6-(3-ethoxy-4-methoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Pentafluorpropionylaminobenzyl)-6-(3-ethoxy-4-methoxyphenyl)- 5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Acetamidobenzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Trifluoracetamidobenzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)- 5-ethyl-2,3,4,5-tetrahydropyridazin-3-on, F. 162°;
2-(4-Methylsulfonamidobenzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Propionylaminobenzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on, F. 69°;
2-(4-tert.-Butylcarbonylaminobenzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Butyrylaminobenzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Isobutyrylaminobenzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Methoxycarbonylaminobenzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Pivalylaminobenzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Cyclopentylcarbamoylbenzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Ethoxycarbonylaminobenzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on, F. 73°;
2-(4-Methoxalylaminobenzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)- 5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Ureidobenzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Pentanoylaminobenzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Hexanoylaminobenzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Pentafluorpropionylaminobenzyl)-6-(3-cyclopentyloxy-4- methoxy-phenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Acetamidophenethyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5- tetrahydropyridazin-3-on;
2-(4-Trifluoracetamidophenethyl)-6-(3,4-dimethoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Methylsulfonamidophenethyl)-6-(3,4-dimethoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Propionylaminophenethyl)-6-(3,4-dimethoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Butyrylaminophenethyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5- tetrahydropyridazin-3-on;
2-(4-Isobutyrylaminophenethyl)-6-(3,4-dimethoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Methoxycarbonylaminophenethyl)-6-(3,4-dimethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Pivalylaminophenethyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5- tetrahyd ropyridazin-3-on;
2-(4-Cyclopentylcarbamoylphenethyl)-6-(3,4-dimethoxyphenyl)-5- ethyl- 2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Ethoxycarbonylaminophenethyl)-6-(3,4-dimethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Methoxalylaminophenethyl)-6-(3,4-dimethoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Ureidophenethyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5- tetrahydropyridazin-3-on;
2-(4-Pentanoylaminophenethyl)-6-(3,4-dimethoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Hexanoylaminophenethyl)-6-(3,4-dimethoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Pentafluorpropionylaminophenethyl)-6-(3,4-dimethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(3-Acetamidobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5- tetrahydropyridazin-3-on;
2-(3-Trifluoracetamidobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydropyridazin-3-on, F. 142°;
2-(3-Methylsulfonamidobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydropyridazin-3-on;
2-(3-Propionylaminobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5- tetrahydropyridazin-3-on, F. 126°;
2-(3-Butyrylaminobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5- tetrahydropyridazin-3-on;
2-(3-Isobutyrylaminobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5- tetrahydropyridazin-3-on;
2-(3-Methoxycarbonylaminobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydropyridazin-3-on;
2-(3-Pivalylaminobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5- tetrahydropyridazin-3-on;
2-(3-Cyclopentylcarbamoylbenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydropyridazin-3-on;
2-(3-Ethoxycarbonylaminobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydropyridazin-3-on, F. 54°;
2-(3-Methoxalylaminobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydropyridazin-3-on;
2-(3-Ureidobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5- tetrahydropyridazin-3-on;
2-(3-Pentanoylaminobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5- tetrahydropyridazin-3-on;
2-(3-Hexanoylaminobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5- tetrahydropyridazin-3-on;
2-(3-Pentafluorpropionylaminobenzyl)-6-(3,4-dimethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Acetamidobenzyl)-6-(3-fluormethoxy-4-methoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Trifluoracetamidobenzyl)-6-(3-fluormethoxy-4-methoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Methylsulfonamidobenzyl)-6-(3-fluormethoxy-4-methoxyphenyl)- 5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Propionylaminobenzyl)-6-(3-fluormethoxy-4-methoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Butyrylaminobenzyl)-6-(3-ffuormethoxy-4-methoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-lsobutyrylaminobenzyl)-6-(3-fluormethoxy-4-methoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Methoxycarbonylaminobenzyl)-6-(3-fluormethoxy-4-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Pivalylaminobenzyl)-6-(3-fluormethoxy-4-methoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Cyclopentylcarbamoylbenzyl)-6-(3-fluormethoxy-4-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Ethoxycarbonylaminobenzyl)-6-(3-fluormethoxy-4-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Methoxalylaminobenzyl)-6-(3-fluormethoxy-4-methoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Ureidobenzyl)-6-(3-fluormethoxy-4-methoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Pentanoylaminobenzyl)-6-(3-fluormethoxy-4-methoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Hexanoylaminobenzyl)-6-(3-fluormethoxy-4-methoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Pentafluorpropionylaminobenzyl)-6-(3-fluormethoxy-4-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Acetamidobenzyl)-6-(3-difluormethoxy-4-methoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Trifluoracetamidobenzyl)-6-(3-difluormethoxy-4-methoxyphenyl)- 5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Methylsulfonamidobenzyl)-6-(3-difluormethoxy-4-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Propionylaminobenzyl)-6-(3-difluormethoxy-4-methoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Butyrylaminobenzyl)-6-(3-difluormethoxy-4-methoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Isobutyrylaminobenzyl)-6-(3-difluormethoxy-4-methoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Methoxycarbonylaminobenzyl)-6-(3-difluormethoxy-4-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Pivalylaminobenzyl)-6-(3-difluormethoxy-4-methoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Cyclopentylcarbamoylbenzyl)-6-(3-difluormethoxy-4-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Ethoxycarbonylaminobenzyl)-6-(3-difluormethoxy-4-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Methoxalylaminobenzyl)-6-(3-difluormethoxy-4-methoxyphenyl)- 5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Ureidobenzyl)-6-(3-difluormethoxy-4-methoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Pentanoylaminobenzyl)-6-(3-difluormethoxy-4-methoxyphenyl)- 5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Hexanoylaminobenzyl)-6-(3-difluormethoxy-4-methoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Pentafluorpropionylaminobenzyl)-6-(3-difluormethoxy-4- methoxy-phenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Acetamidobenzyl)-6-(3-trifluormethoxy-4-methoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Trifluoracetamidobenzyl)-6-(3-trifluormethoxy-4-methoxyphenyl)- 5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Methylsulfonamidobenzyl)-6-(3-trifluormethoxy-4-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Propionylaminobenzyl)-6-(3-trifluormethoxy-4-methoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Butyrylaminobenzyl)-6-(3-trifluormethoxy-4-methoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Isobutyrylaminobenzyl)-6-(3-trifluormethoxy-4-methoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Methoxycarbonylaminobenzyl)-6-(3-trifluormethoxy-4-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Pivalylaminobenzyl)-6-(3-trifluormethoxy-4-methoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Cyclopentylcarbamoylbenzyl)-6-(3-trifluormethoxy-4-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Ethoxycarbonylaminobenzyl)-6-(3-trifluormethoxy-4-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Methoxalylaminobenzyl)-6-(3-trifluormethoxy-4-methoxyphenyl)- 5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Ureidobenzyl)-6-(3-trifluormethoxy-4-methoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Pentanoylaminobenzyl)-6-(3-trifluormethoxy-4-methoxyphenyl)- 5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Hexanoylaminobenzyl)-6-(3-trifluormethoxy-4-methoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Pentafluorpropionylaminobenzyl)-6-(3-trifluormethoxy-4- methoxy-phenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on.
2-(4-Acetamidobenzyl)-6-(3-methoxy-4-fluormethoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Trifluoracetamidobenzyl)-6-(3-methoxy-4-fluormethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Methylsulfonamidobenzyl)-6-(3-methoxy-4-fluormethoxyphenyl)- 5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Propionylaminobenzyl)-6-(3-methoxy-4-fluormethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Butyrylaminobenzyl)-6-(3-methoxy-4-fluormethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Isobutyrylaminobenzyl)-6-(3-methoxy-4-fluormethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Methoxycarbonylaminobenzyl)-6-(3-methoxy-4-fluormethoxyphenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Pivalylaminobenzyl)-6-(3-methoxy-4-fluormethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Cyclopentylcarbamoylbenzyl)-6-(3-methoxy-4-fluormethoxyphenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Ethoxycarbonylaminobenzyl)-6-(3-methoxy-4-fluormethoxyphenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Methoxalylaminobenzyl)-6-(3-methoxy-4-fluormethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Ureidobenzyl)-6-(3-methoxy-4-fluormethoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Pentanoylaminobenzyl)-6-(3-methoxy-4-fluormethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Hexanoylaminobenzyl)-6-(3-methoxy-4-fluormethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Pentafluorpropionylaminobenzyl)-6-(3-methoxy-4-fluormethoxyphenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Acetamidobenzyl)-6-(3-methoxy-4-difluormethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Trifluoracetamidobenzyl)-6-(3-methoxy-4-difluormethoxyphenyl)- 5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Methylsulfonamidobenzyl)-6-(3-methoxy-4-difluormethoxyphenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Propionylaminobenzyl)-6-(3-methoxy-4-difluormethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Butyrylaminobenzyl)-6-(3-methoxy-4-difluormethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Isobutyrylaminobenzyl)-6-(3-methoxy-4-difluormethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Methoxycarbonylaminobenzyl)-6-(3-methoxy-4-difluormethoxyphenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Pivalylaminobenzyl)-6-(3-methoxy-4-difluormethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Cyclopentylcarbamoylbenzyl)-6-(3-methoxy-4-difluormethoxyphenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Ethoxycarbonylaminobenzyl)-6-(3-methoxy-4-difluormethoxyphenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Methoxalylaminobenzyl)-6-(3-methoxy-4-difluormethoxyphenyl)- 5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Ureidobenzyl)-6-(3-methoxy-4-difluormethoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Pentanoylaminobenzyl)-6-(3-methoxy-4-difluormethoxyphenyl)- 5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Hexanoylaminobenzyl)-6-(3-methoxy-4-difluormethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Pentafluorpropionylaminobenzyl)-6-(3-methoxy-4- difluormethoxy-phenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Acetamidobenzyl)-6-(3-methoxy-4-trifluormethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Trifluoracetamidobenzyl)-6-(3-methoxy-4-trifluormethoxyphenyl)- 5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Methylsulfonamidobenzyl)-6-(3-methoxy-4-trifluormethoxyphenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Propionylaminobenzyl)-6-(3-methoxy-4-trifluormethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Butyrylaminobenzyl)-6-(3-methoxy-4-trifluormethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Isobutyrylaminobenzyl)-6-(3-methoxy-4-trifluormethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Methoxycarbonylaminobenzyl)-6-(3-methoxy-4-trifluormethoxyphenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Pivalylaminobenzyl)-6-(3-methoxy-4-trifluormethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Cyclopentylcarbamoylbenzyl)-6-(3-methoxy-4-trifluormethoxyphenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Ethoxycarbonylaminobenzyl)-6-(3-methoxy-4-trifluormethoxyphenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Methoxalylaminobenzyl)-6-(3-methoxy-4-trifluormethoxyphenyl)- 5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Ureidobenzyl)-6-(3-methoxy-4-trifluormethoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Pentanoylaminobenzyl)-6-(3-methoxy-4-trifluormethoxyphenyl)- 5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Hexanoylaminobenzyl)-6-(3-methoxy-4-trifluormethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Pentafluorpropionylaminobenzyl)-6-(3-methoxy-4- trifluormethoxy-phenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Acetamidobenzyl)-6-(3-ethoxy-4-methoxyphenyl)-2,3,4,5- tetrahydropyridazin-3-on, F. 170°;
2-(4-Trifluoracetamidobenzyl)-6-(3-ethoxy-4-methoxyphenyl)-2,3,4,5- tetrahydropyridazin-3-on;
2-(4-Methylsulfonamidobenzyl)-6-(3-ethoxy-4-methoxyphenyl)- 2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Propionylaminobenzyl)-6-(3-ethoxy-4-methoxyphenyl)-2,3,4,5- tetrahydropyridazin-3-on;
2-(4-Butyrylaminobenzyl)-6-(3-ethoxy-4-methoxyphenyl)-2,3,4,5- tetrahydropyridazin-3-on;
2-(4-Isobutyrylaminobenzyl)-6-(3-ethoxy-4-methoxyphenyl)-2,3,4,5- tetrahydropyridazin-3-on;
2-(4-Methoxycarbonylaminobenzyl)-6-(3-ethoxy-4-methoxyphenyl)- 2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Pivalylaminobenzyl)-6-(3-ethoxy-4-methoxyphenyl)-2,3,4,5- tetrahydropyridazin-3-on;
2-(4-Cyclopentylcarbamoylbenzyl)-6-(3-ethoxy-4-methoxyphenyl)- 2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Ethoxycarbonylaminobenzyl)-6-(3-ethoxy-4-methoxyphenyl)- 2,3,4,5-tetrahydropyridazin-3-on, F. 128°;
2-(4-Methoxalylaminobenzyl)-6-(3-ethoxy-4-methoxyphenyl)-2,3,4,5- tetrahydropyridazin-3-on;
2-(4-Ureidobenzyl)-6-(3-ethoxy-4-methoxyphenyl)-2,3,4,5- tetrahydropyridazin-3-on;
2-(4-Pentanoylaminobenzyl)-6-(3-ethoxy-4-methoxyphenyl)-2,3,4,5- tetrahydropyridazin-3-on;
2-(4-Hexanoylaminobenzyl)-6-(3-ethoxy-4-methoxyphenyl)-2,3,4,5- tetrahydropyridazin-3-on;
2-(4-Pentafluorpropionylaminobenzyl)-6-(3-ethoxy-4-methoxyphenyl)- 2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Acetamidobenzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)- 2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Trifluoracetamidobenzyl)-6-(3-cyclopentyloxy-4-methoxyplienyl)- 2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Methylsulfonamidobenzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Propionylaminobenzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)- 2,3,4,5-tetrahydropyridazin-3-on;
2-(4-tert.-Butylcarbonylaminobenzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Butyrylaminobenzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)- 2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Isobutyrylaminobenzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)- 2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Methoxycarbonylaminobenzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Pivalylaminobenzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)- 2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Cyclopentylcarbamoylbenzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Ethoxycarbonylaminobenzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Methoxalylaminobenzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)- 2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Ureidobenzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)-2,3,4,5- tetrahydropyridazin-3-on;
2-(4-Pentanoylaminobenzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)- 2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Hexanoylaminobenzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)- 2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Pentafluorpropionylaminobenzyl)-6-(3-cyciopentyloxy-4- methoxy-phenyl)-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Acetamidophenethyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydropyridazin-3-on;
2-(4-Trifluoracetamidophenethyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydropyridazin-3-on;
2-(4-Methylsulfonamidophenethyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydropyridazin-3-on;
2-(4-Propionylaminophenethyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydropyridazin-3-on;
2-(4-Butyrylaminophenethyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydropyridazin-3-on;
2-(4-Isobutyrylaminophenethyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydropyridazin-3-on;
2-(4-Methoxycarbonylaminophenethyl)-6-(3,4-dimethoxyphenyl)- 2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Pivalylaminophenethyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydropyridazin-3-on;
2-(4-Cyclopentylcarbamoylphenethyl)-6-(3,4-dimethoxyphenyl)- 2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Ethoxycarbonylaminophenethyl)-6-(3,4-dimethoxyphenyl)- 2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Methoxalylaminophenethyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydropyridazin-3-on;
2-(4-Ureidophenethyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydropyridazin-3-on;
2-(4-Pentanoylaminophenethyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydropyridazin-3-on;
2-(4-Hexanoylaminophenethyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydropyridazin-3-on;
2-(4-Pentafluorpropionylaminophenethyl)-6-(3,4-dimethoxyphenyl)- 2,3,4,5-tetrahydropyridazin-3-on;
2-(3-Acetamidobenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5-tetrahydropyridazin-3-on, F. 105°;
2-(3-Trifluoracetamidobenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydropyridazin-3-on, F. 136°;
2-(3-Methylsulfonamidobenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydropyridazin-3-on, F. 177°;
2-(3-Propionylaminobenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydropyridazin-3-on, F. 152°;
2-(3-tert.-Butylcarbonylaminobenzyl)-6-(3,4-dimethoxyphenyl)- 2,3,4,5-tetrahydropyridazin-3-on;
2-(3-Butyrylaminobenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydropyridazin-3-on;
2-(3-Isobutyrylaminobenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydropyridazin-3-on;
2-(3-Methoxycarbonylaminobenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydropyridazin-3-on;
2-(3-Pivalylaminobenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydropyridazin-3-on;
2-(3-Cyclopentylcarbamoylbenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydropyridazin-3-on;
2-(3-Ethoxycarbonylaminobenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydropyridazin-3-on, F. 179°;
2-(3-Methoxalylaminobenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydropyridazin-3-on;
2-(3-Ureidobenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydropyridazin-3-on;
2-(3-Pentanoylaminobenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydropyridazin-3-on;
2-(3-Hexanoylaminobenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydropyridazin-3-on;
2-(3-Pentafluorpropionylaminobenzyl)-6-(3,4-dimethoxyphenyl)- 2,3,4,5-tetrahydropyridazin-3-on;
2-(3-Acetamidobenzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydropyridazin-3-on;
2-(3-Trifluoracetamidobenzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)- 5-ethyl-2,3,4,5-tetrahydropyridazin-3-on, F. 70°;
2-(3-Methylsulfonamidobenzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(3-Propionylaminobenzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on, F. 113°;
2-(3-tert.-Butylcarbonylaminobenzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(3-Butyrylaminobenzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(3-Isobutyrylaminobenzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(3-Methoxycarbonylaminobenzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(3-Pivalylaminobenzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(3-Cyclopentylcarbamoylbenzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(3-Ethoxycarbonylaminobenzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on, F. 153°;
2-(3-Methoxalylaminobenzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)- 5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(3-Ureidobenzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydropyridazin-3-on;
2-(3-Pentanoylaminobenzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(3-Hexanoylaminobenzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(3-Pentafluorpropionylaminobenzyl)-6-(3-cyclopentyloxy-4- methoxy-phenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Nitrobenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5-tetrahydropyridazin-3-on, F. 126°;
2-(4-Nitrophenyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5-tetrahydropyridazin-3-on;
- b) Verbindungen, offenbart in EP 0 763 534, ausgewählt aus der
Gruppe
2-(4-Nicotinoylamino-benzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydro-pyridazin-3-on;
2-(3-Nicotinoylamino-benzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydro-pyridazin-3-on;
2-(2-Nicotinoylamino-benzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydro-pyridazin-3-on;
2-(4-Nicotinoylamino-benzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5- tetrahydro-pyridazin-3-on;
2-(3-Nicotinoylamino-benzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5- tetrahydro-pyridazin-3-on;
2-(2-Nicotinoylamino-benzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5- tetrahydro-pyridazin-3-on;
2-(4-Nicotinoylamino-benzyl)-6-(3-methoxy-4-trifluormethoxyphenyl)- 5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Nicotinoylamino-benzyl)-6-(3-methoxy-4-difluormethoxyphenyl)- 5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Nicotinoylaino-benzyl)-6-(3-methoxy-4-fluormethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Nicotinoylamino-benzyl)-6-(3-difluormethoxy-4-methoxyphenyl)- 5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Nicotinoylamino-benzyl)-6-(3-trifluormethoxy-4-methoxyphenyl)- 5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Nicotinoylamino-benzyl)-6-(3-fluormethoxy-4-methoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Nicotinoylamino-benzyl)-6-(3-methoxy-4-ethoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Nicotinoylamino-benzyl)-6-(3-Ethoxy-4-methoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Nicotinoylamino-benzyl)-6-(3-hydroxy-4-methoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Nicotinoylamino-benzyl)-6-(4-methylsulfonylphenyl)-5-ethyl- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Nicotinoylamino-benzyl)-6-(4-methylenoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Nicotinoylamino-benzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)- 5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(3-Nicotinoylamino-benzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)- 5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Nicotinoylamino-phenethyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydro-pyridazin-3-on;
2-(4-Nicotinoylamino-phenethyl)-6-(3,4-dimethoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydro-pyridazin-3-on;
3-(4-Nicotinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-3,6-dihydro- 1,3,4-thiadiazin-2-on;
3-(3-Nicotinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-3,6-dihydro- 1,3,4-thiadiazin-2-on;
3-(2-Nicotinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-3,6-dihydro- 1,3,4-thiadiazin-2-on;
3-(4-Nicotinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6- dihydro-1,3,4-thiadiazin-2-on;
3-(3-Nicotinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6- dihydro-1,3,4-thiadiazin-2-on;
3-(2-Nicotinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6- dihydro-1,3,4-thiadiazin-2-on;
3-(4-Nicotinoylamino-benzyl)-5-(3-methoxy-4-trifluormethoxyphenyl)- 6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on
3-(4-Nicotinoylamino-benzyl)-5-(3-methoxy-4-difluormethoxyphenyl)- 6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on
3-(4-Nicotinoylamino-benzyl)-5-(3-methoxy-4-fluormethoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-Nicotinoylamino-benzyl)-5-(3-difluormethoxy-4-methoxyphenyl)- 6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-Nicotinoylamino-benzyl)-5-(3-trifluormethoxy-4-methoxyphenyl)- 6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-Nicotinoylamino-benzyl)-5-(3-fluormethoxy-4-methoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-Nicotinoylamino-benzyl)-5-(3-methoxy-4-ethoxyphenyl)-6-ethyl- 3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-Nicotinoylamino-benzyl)-5-(3-ethoxy-4-methoxyphenyl)-6-ethyl- 3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-Nicotinoylamino-benzyl)-5-(3-hydroxy-4-methoxyphenyl)-6-ethyl- 3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-Nicotinoylamino-benzyl)-5-(4-methylsulfonylphenyl)-6-ethyl-3,6- dihydro-1,3,4-thiadiazin-2-on;
3-(4-Nicotinoylamino-benzyl)-5-(4-methylenoxyphenyl)-6-ethyl-3,6- dihydro-1,3,4-thiadiazin-2-on;
3-(4-Nicotinoylamino-benzyl)-5-(3-cyclopentyloxy-4-methoxyphenyl)- 6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(3-Nicotinoylamino-benzyl)-5-(3-cyclopentyloxy-4-methoxyphenyl)- 6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-Nicotinoylamino-phenethyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1,3,4-thiadiazin-2-on;
3-(4-Nicotinoylamino-phenethyl)-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6- dihydro-1,3,4-thiadiazin-2-on;
3-(4-Nicotinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-3,6-dihydro- 1,3,4-oxadiazin-2-on;
3-(3-Nicotinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-3,6-dihydro- 1,3,4-oxadiazin-2-on;
3-(2-Nicotinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-3,6-dihydro- 1,3,4-oxadiazin-2-on;
3-(4-Nicotinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6- dihydro-1,3,4-oxadiazin-2-on;
3-(3-Nicotinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6- dihydro-1,3,4-oxadiazin-2-on;
3-(2-Nicotinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6- dihydro-1,3,4-oxadiazin-2-on;
3-(4-Nicotinoylamino-benzyl)-5-(3-methoxy-4-trifluormethoxyphenyl)- 6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-Nicotinoylamino-benzyl)-5-(3-methoxy-4-difluormethoxyphenyl)- 6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-Nicotinoylamino-benzyl)-5-(3-methoxy-4-fluormethoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-Nicotinoylamino-benzyl)-5-(3-difluormethoxy-4-methoxyphenyl)- 6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-Nicotinoylamino-benzyl)-5-(3-trifluormethoxy-4-methoxyphenyl)- 6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-Nicotinoylamino-benzyl)-5-(3-fluormethoxy-4-methoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-Nicotinoylamino-benzyl)-5-(3-methoxy-4-ethoxyphenyl)-6-ethyl- 3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-Nicotinoylamino-benzyl)-5-(3-ethoxy-4-methoxyphenyl)-6-ethyl- 3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-Nicotinoylamino-benzyl)-5-(3-hydroxy-4-methoxyphenyl)-6-ethyl- 3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-Nicotinoylamino-benzyl)-5-(4-methylsulfonylphenyl)-6-ethyl-3,6- dihydro-1,3,4-oxadiazin-2-on;
3-(4-Nicotinoylamino-benzyl)-5-(4-methylenoxyphenyl)-6-ethyl-3,6- dihydro-1,3,4-oxadiazin-2-on;
3-(4-Nicotinoylamino-benzyl)-5-(3-cyclopentyloxy-4-methoxyphenyl)- 6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(3-Nicotinoylamino-benzyl)-5-(3-cyclopentyloxy-4-methoxyphenyl)- 6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-Nicotinoylamino-phenethyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1,3,4-oxadiazin-2-on;
3-(4-Nicotinoylamino-phenethyl)-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6- dihydro-1,3,4-oxadiazin-2-on;
2-(4-Isonicotinoylamino-benzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydro-pyridazin-3-on;
2-(3-Isonicotinoylamino-benzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydro-pyridazin-3-on;
2-(2-Isonicotinoylamino-benzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydro-pyridazin-3-on;
2-(4-Isonicotinoylamino-benzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(3-Isonicotinoylamino-benzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(2-Isonicotinoylamino-benzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Isonicotinoylamino-benzyl)-6-(3-methoxy-4-trifluormethoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Isonicotinoylamino-benzyl)-6-(3-methoxy-4-difluormethoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Isonicotinoylamino-benzyl)-6-(3-methoxy-4-fluormethoxyphenyl)- 5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Isonicotinoylamino-benzyl)-6-(3-difluormethoxy-4- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Isonicotinoylamino-benzyl)-6-(3-trifluormethoxy-4- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Isonicotinoylamino-benzyl)-6-(3-fluormethoxy-4-methoxyphenyl)- 5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Isonicotinoylamino-benzyl)-6-(3-Methoxy-4-ethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Isonicotinoylamino-benzyl)-6-(3-ethoxy-4-methoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Isonicotinoylamino-benzyl)-6-(3-hydroxy-4-methoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Isonicotinoylamino-benzyl)-6-(4-methylsulfonylphenyl)-5-ethyl- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Isonicotinoylamino-benzyl)-6-(4-methylenoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Isonicotinoylamino-benzyl)-6-(3-cyclopentyloxy-4- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(3-Isonicotinoylamino-benzyl)-6-(3-cyclopentyloxy-4- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Isonicotinoylamino-phenethyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydro-pyridazin-3-on;
2-(4-Isonicotinoylamino-phenethyl)-6-(3,4-dimethoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydro-pyridazin-3-on;
3-(4-Isonicotinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-3,6-dihydro- 1,3,4-thiadiazin-2-on;
3-(3-Isonicotinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-3,6-dihydro- 1,3,4-thiadiazin-2-on;
3-(2-Isonicotinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-3,6-dihydro- 1,3,4-thiadiazin-2-on;
3-(4-Isonicotinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6- dihydro-1,3,4-thiadiazin-2-on;
3-(3-Isonicotinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6- dihydro-1,3,4-thiadiazin-2-on;
3-(2-Isonicotinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6- dihydro-1,3,4-thiadiazin-2-on;
3-(4-Isonicotinoylamino-benzyl)-5-(3-methoxy-4-trifluormethoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-Isonicotinoylamino-benzyl)-5-(3-methoxy-4-difluormethoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-Isonicotinoylamino-benzyl)-5-(3-methoxy-4-fluormethoxyphenyl)- 6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-Isonicotinoylamino-benzyl)-5-(3-difluormethoxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-Isonicotinoylamino-benzyl)-5-(3-trifluormethoxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1, 3,4-thiadiazin-2-on;
3-(4-Nicotinoylamino-benzyl)-5-(3-fluormethoxy-4-methoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-Isonicotinoylamino-benzyl)-5-(3-methoxy-4-ethoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-Isonicotinoylamino-benzyl)-5-(3-ethoxy-4-methoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-Isonicotinoylamino-benzyl)-5-(3-hydroxy-4-methoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-Isonicotinoylamino-benzyl)-5-(4-methylsulfonylphenyl)-6-ethyl- 3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-Isonicotinoylamino-benzyl)-5-(4-methylenoxyphenyl)-6-ethyl-3,6- dihydro-1,3,4-thiadiazin-2-on;
3-(4-Isonicotinoylamino-benzyl)-5-(3-cyclopentyloxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(3-Isonicotinoylamino-benzyl)-5-(3-cyclopentyloxy-4- methoxyphenyl)-6-ethyl-3,6-d ihyd ro-1,3,4-thiadiazin-2-on;
3-(4-Isonicotinoylamino-phenethyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1,3,4-thiadiazin-2-on;
3-(4-Isonicotinoylamino-phenethyl)-5-(3,4-dimethoxyphenyl)-6-ethyl- 3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-Isonicotinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-3,6-dihydro- 1,3,4-oxadiazin-2-on;
3-(3-Isonicotinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-3,6-dihydro- 1,3,4-oxadiazin-2-on;
3-(2-Isonicotinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-3,6-dihydro- 1,3,4-oxadiazin-2-on;
3-(4-Isonicotinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6- dihydro-1,3,4-oxadiazin-2-on;
3-(3-Isonicotinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6- dihydro-1,3,4-oxadiazin-2-on;
3-(2-Isonicotinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6- dihydro-1,3,4-oxadiazin-2-on;
3-(4-Isonicotinoylamino-benzyl)-5-(3-methoxy-4-trifluormethoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-Isonicotinoylamino-benzyl)-5-(3-methoxy-4-difluormethoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-Isonicotinoylamino-benzyl)-5-(3-methoxy-4-fluormethoxyphenyl)- 6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-Isonicotinoylamino-benzyl)-5-(3-difluormethoxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-Isonicotinoylamino-benzyl)-5-(3-trifluormethoxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-Isonicotinoylamino-benzyl)-5-(3-fluormethoxy-4-methoxyphenyl)- 6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-Isonicotinoylamino-benzyl)-5-(3-methoxy-4-ethoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-Isonicotinoylamino-benzyl)-5-(3-ethoxy-4-methoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-Isonicotinoylamino-benzyl)-5-(3-hydroxy-4-methoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-Isonicotinoylamino-benzyl)-5-(4-methylsulfonylphenyl)-6-ethyl- 3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-isonicotinoylamino-benzyl)-5-(4-methylenoxyphenyl)-6-ethyl-3,6- dihydro-1,3,4-oxadiazin-2-on;
3-(4-Isonicotinoylamino-benzyl)-5-(3-cyclopentyloxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(3-Isonicotinoylamino-benzyl)-5-(3-cyclopentyloxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-Isonicotinoylamino-phenethyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1,3,4-oxadiazin-2-on;
3-(4-Isonicotinoylamino-phenethyl)-5-(3,4-dimethoxyphenyl)-6-ethyl- 3,6-dihydro-1,3,4-oxadiazin-2-on;
2-(4-Picolinoylamino-benzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydro-pyridazin-3-on;
2-(3-Picolinoylamino-benzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydro-pyridazin-3-on;
2-(2-Picolinoylamino-benzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydro-pyridazin-3-on;
2-(4-Picolinoylamino-benzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5- tetrahydro-pyridazin-3-on;
2-(3-Picolinoylamino-benzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5- tetrahydro-pyridazin-3-on;
2-(2-Picolinoylamino-benzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5- tetrahydro-pyridazin-3-on;
2-(4-Picolinoylamino-benzyl)-6-(3-methoxy-4-trifluormethoxyphenyl)- 5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Picolinoylamino-benzyl)-6-(3-methoxy-4-difluormethoxyphenyl)- 5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Picolinoylamino-benzyl)-6-(3-methoxy-4-fluormethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Picolinoylamino-benzyl)-6-(3-difluormethoxy-4-methoxyphenyl)- 5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Picolinoylamino-benzyl)-6-(3-trifluormethoxy-4-methoxyphenyl)- 5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Picolinoylamino-benzyl)-6-(3-tluormethoxy-4-methoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Picolinoylamino-benzyl)-6-(3-methoxy-4-ethoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Picolinoylamino-benzyl)-6-(3-ethoxy-4-methoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Picolinoylamino-benzyl)-6-(3-hydroxy-4-methoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Picolinoylamino-benzyl)-6-(4-methylsulfonylphenyl)-5-ethyl- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Picolinoylamino-benzyl)-6-(4-methylenoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Picolinoylamino-benzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)- 5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(3-Picolinoylamino-benzyl)-6-(3-cyciopentyloxy-4-methoxyphenyl)- 5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Picolinoylamino-phenethyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydro-pyridazin-3-on;
2-(4-Picolinoylamino-phenethyl)-6-(3,4-dimethoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydro-pyridazin-3-on;
3-(4-Picolinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-3,6-dihydro- 1,3,4-thiadiazin-2-on;
3-(3-Picolinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-3,6-dihydro- 1,3,4-thiadiazin-2-on;
3-(2-Picolinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-3,6-dihydro- 1,3,4-thiadiazin-2-on;
3-(4-Picolinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6- dihydro-1,3,4-thiadiazin-2-on;
3-(3-Picolinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6- dihydro-1,3,4-thiadiazin-2-on;
3-(2-Picolinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6- dihydro-1,3,4-thiadiazin-2-on;
3-(4-Picolinoylamino-benzyl)-5-(3-methoxy-4-trifluormethoxyphenyl)- 6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-Picolinoylamino-benzyl)-5-(3-methoxy-4-difluormethoxyphenyl)- 6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-Picolinoylamino-benzyl)-5-(3-methoxy-4-fluormethoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-Picolinoylamino-benzyl)-5-(3-difluormethoxy-4-methoxyphenyl)- 6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-Picolinoylamino-benzyl)-5-(3-trifluormethoxy-4-methoxyphenyl)- 6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-Picolinoylamino-benzyl)-5-(3-fluormethoxy-4-methoxypheriyl)-6- ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-Picolinoylamino-benzyl)-5-(3-methoxy-4-ethoxyphenyl)-6-ethyl- 3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-Picolinoylamino-benzyl)-5-(3-ethoxy-4-methoxyphenyl)-6-ethyl- 3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-Picolinoylamino-benzyl)-5-(3-hydroxy-4-methoxyphenyl)-6-ethyl- 3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-Picolinoylamino-benzyl)-5-(4-methylsulfonylphenyl)-6-ethyl-3,6- dihydro-1,3,4-thiadiazin-2-on;
3-(4-Picolinoylamino-benzyl)-5-(4-methylenoxyphenyl)-6-ethyl-3,6- dihydro-1,3,4-thiadiazin-2-on;
3-(4-Picolinoylamino-benzyl)-5-(3-cyclopentyloxy-4-methoxyphenyl)- 6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(3-Picolinoylamino-benzyl)-5-(3-cyclopentyloxy-4-methoxyphenyl)- 6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-Picolinoylamino-phenethyl)-5-(3,4-dimethoxyphenyl)-3,6-dihydro- 1,3,4-thiadiazin-2-on;
3-(4-Picolinoylamino-phenethyl)-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6- dihydro-1,3,4-thiadiazin-2-on;
3-(4-Picolinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-3,6-dihydro- 1,3,4-oxadiazin-2-on;
3-(3-Picolinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-3,6-dihydro- 1,3,4-oxadiazin-2-on;
3-(2-Picolinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-3,6-dihydro- 1,3,4-oxadiazin-2-on;
3-(4-Picolinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6- dihydro-1,3,4-oxadiazin-2-on;
3-(3-Picolinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6- dihydro-1,3,4-oxadiazin-2-on;
3-(2-Picolinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6- dihydro-1,3,4-oxadiazin-2-on;
3-(4-Picolinoylamino-benzyl)-5-(3-methoxy-4-trifluormethoxyphenyl)- 6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-Picolinoylamino-benzyl)-5-(3-methoxy-4-difluormethoxyphenyl)- 6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-Picolinoylamino-benzyl)-5-(3-methoxy-4-fluormethoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-Picolinoylamino-benzyl)-5-(3-difluormethoxy-4-methoxyphenyl)- 6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-Picolinoylamino-benzyl)-5-(3-trifluormethoxy-4-methoxyphenyl)- 6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-Picolinoylamino-benzyl)-5-(3-fluormethoxy-4-methoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-Picolinoylamino-benzyl)-5-(3-methoxy-4-ethoxyphenyl)-6-ethyl- 3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-Picolinoylamino-benzyl)-5-(3-ethoxy-4-methoxyphenyl)-6-ethyl- 3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-Picolinoylamino-benzyl)-5-(3-hydroxy-4-methoxyphenyl)-6-ethyl- 3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-Picolinoylamino-benzyl)-5-(4-methylsulfonylphenyl)-6-ethyl-3,6- dihydro-1,3,4-oxadiazin-2-on;
3-(4-Picolinoylamino-benzyl)-5-(4-methylenoxyphenyl)-6-ethyl-3,6- dihydro-1,3,4-oxadiazin-2-on;
3-(4-Picolinoylamino-benzyl)-5-(3-cyclopentyloxy-4-methoxyphenyl)- 6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(3-Picolinoylamino-benzyl)-5-(3-cyclopentyloxy-4-methoxyphenyl)- 6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-Picolinoylamino-phenethyl)-5-(3,4-dimethoxyphenyl)-3,6-dihydro- 1,3,4-oxadiazin-2-on;
3-(4-Picolinoylamino-phenethyl)-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6- dihydro-1,3,4-oxadiazin-2-on;
2-(4-(Furan-2-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(3-(Furan-2-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(2-(Furan-2-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Furan-2-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(3-(Furan-2-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(2-(Furan-2-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Furan-2-carbonylamino)-benzyl)-6-(3-methoxy-4-trifluormethoxy-phenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Furan-2-carbonylamino)-benzyl)-6-(3-methoxy-4-difluormethoxy-phenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Furan-2-carbonylamino)-benzyl)-6-(3-methoxy-4-fluor-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Furan-2-carbonylamino)-benzyl)-6-(3-difluormethoxy-4- methoxy-phenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Furan-2-carbonylamino)-benzyl)-6-(3-trifluormethoxy-4- methoxy-phenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Furan-2-carbonylamino)-benzyl)-6-(3-Fluormethoxy-4-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Furan-2-carbonylamino)-benzyl)-6-(3-methoxy-4-ethoxyphenyl)- 5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Furan-2-carbonylamino)-benzyl)-6-(3-ethoxy-4-methoxyphenyl)- 5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Furan-2-carbonylamino)-benzyl)-6-(3-hydroxy-4- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Furan-2-carbonylamino)-benzyl)-6-(4-methylsulfonylphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Furan-2-carbonylamino)-benzyl)-6-(4-methylenoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Furan-2-carbonylamino)-benzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(3-(Furan-2-carbonylamino)-benzyl)-6-(3-cyclopentyloxy-4-methoxy-phenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Furan-2-carbonylamino)-phenethyl)-6-(3,4-dimethoxyphenyl)- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Furan-2-carbonylamino)-phenethyl)-6-(3,4-dimethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
3-(4-(Furan-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1,3,4-thiadiazin-2-on;
3-(3-(Furan-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1,3,4-thiadiazin-2-on;
3-(2-(Furan-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Furan-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(3-(Furan-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(2-(Furan-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Furan-2-carbonylamino)-benzyl)-5-(3-methoxy-4-trifluormethoxy-phenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Furan-2-carbonylamino)-benzyl)-5-(3-methoxy-4-difluormethoxy-phenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Furan-2-carbonylamino)-benzyl)-5-(3-methoxy-4-fluormethoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Furan-2-carbonylamino)-benzyl)-5-(3-difluormethoxy-4- methoxy-phenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Furan-2-carbonylamino)-benzyl)-5-(3-trifluormethoxy-4- methoxy-phenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Furan-2-carbonylamino)-benzyl)-5-(3-fluormethoxy-4-methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Furan-2-carbonylamino)-benzyl)-5-(3-methoxy-4-ethoxyphenyl)- 6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Furan-2-carbonylamino)-benzyl)-5-(3-ethoxy-4-methoxyphenyl)- 6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Furan-2-carbonylamino)-benzyl)-5-(3-hydroxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1, 3,4-thiadiazin-2-on;
3-(4-(Furan-2-carbonylamino)-benzyl)-5-(4-methylsulfonylphenyl)-6- ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Furan-2-carbonylamino)-benzyl)-5-(4-methylenoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Furan-2-carbonylamino)-benzyl)-5-(3-cyclopentyloxy-4-methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(3-(Furan-2-carbonylamino)-benzyl)-5-(3-cyclopentyloxy-4-methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Furan-2-carbonylamino)-phenethyl)-5-(3,4-dimethoxyphenyl)- 3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Furan-2-carbonylamino)-phenethyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Furan-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1,3,4-oxadiazin-2-on;
3-(3-(Furan-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1,3,4-oxadiazin-2-on;
3-(2-(Furan-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Furan-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(3-(Furan-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-axadiazin-2-on;
3-(2-(Furan-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Furan-2-carbonylamino)-benzyl)-5-(3-methoxy-4-trifluormethoxy-phenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Furan-2-carbonylamino)-benzyl)-5-(3-methoxy-4-difluormethoxy-phenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Furan-2-carbonylamino)-benzyl)-5-(3-methoxy-4-fluor-methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Furan-2-carbonylamino)-benzyl)-5-(3-difluormethoxy-4- methoxy-phenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Furan-2-carbonylamino)-benzyl)-5-(3-trifluormethoxy-4- methoxy-phenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Furan-2-carbonylamino)-benzyl)-5-(3-fluormethoxy-4-methoxyphenyl)-6-ethyl-3, 6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Furan-2-carbonylamino)-benzyl)-5-(3-methoxy-4-ethoxyphenyl)- 6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Furan-2-carbonylamino)-benzyl)-5-(3-ethoxy-4-methoxyphenyl)- 6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Furan-2-carbonylamino)-benzyl)-5-(3-hydroxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Furan-2-carbonylamino)-benzyl)-5-(4-methylsulfonylphenyl)-6- ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Furan-2-carbonylamino)-benzyl)-5-(4-methylenoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Furan-2-carbonylamino)-benzyl)-5-(3-cyclopentyloxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(3-(Furan-2-carbonylamino)-benzyl)-5-(3-cyclopentyloxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Furan-2-carbonylamino)-phenethyl)-5-(3,4-dimethoxyphenyl)- 3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Furan-2-carbonylamino)-phenethyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
2-(4-(Pyrrol-2-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(3-(Pyrrol-2-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(2-(Pyrrol-2-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Pyrrol-2-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(3-(Pyrrol-2-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(2-(Pyrrol-2-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Pyrrol-2-carbonylamino)-benzyl)-6-(3-methoxy-4-trifluormethoxy-phenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Pyrrol-2-carbonylamino)-benzyl)-6-(3-methoxy-4-difluormethoxy-phenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Pyrrol-2-carbonylamino)-benzyl)-6-(3-methoxy-4-fluormethoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Pyrrol-2-carbonylamino)-benzyl)-6-(3-difluormethoxy-4-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Pyrrol-2-carbonylamino)-benzyl)-6-(3-trifluormethoxy-4- methoxy-phenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Pyrrol-2-carbonylamino)-benzyl)-6-(3-Fluormethoxy-4-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Pyrrol-2-carbonylamino)-benzyl)-6-(3-methoxy-4-ethoxyphenyl)- 5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Pyrrol-2-carbonylamino)-benzyl)-6-(3-ethoxy-4-methoxyphenyl)- 5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Pyrrol-2-carbonylamino)-benzyl)-6-(3-hydroxy-4- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Pyrrol-2-carbonylamino)-benzyl)-6-(4-methylsulfonylphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Pyrrol-2-carbonylamino)-benzyl)-6-(4-methylenoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Pyrrol-2-carbonylamino)-benzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(3-(Pyrrol-2-carbonylamino)-benzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Pyrrol-2-carbonylamino)-phenethyl)-6-(3,4-dimethoxyphenyl)- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Pyrrol-2-carbonylamino)-phenethyl)-6-(3,4-dimethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
3-(4-(Pyrrol-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1,3,4-thiadiazin-2-on;
3-(3-(Pyrrol-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1,3,4-thiadiazin-2-on;
3-(2-(Pyrrol-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Pyrrol-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(3-(Pyrrol-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(2-(Pyrrol-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Pyrrol-2-carbonylamino)-benzyl)-5-(3-methoxy-4-trifluormethoxy-phenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Pyrrol-2-carbonylamino)-benzyl)-5-(3-methoxy-4-difluormethoxy-phenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Pyrrol-2-carbonylamino)-benzyl)-5-(3-methoxy-4-fluor-methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Pyrrol-2-carbonylamino)-benzyl)-5-(3-difluormethoxy-4-methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Pyrrol-2-carbonylamino)-benzyl)-5-(3-trifluormethoxy-4- methoxy-phenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Pyrrol-2-carbonylamino)-benzyl)-5-(3-fluormethoxy-4-methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Pyrrol-2-carbonylamino)-benzyl)-5-(3-Methoxy-4-ethoxyphenyl)- 6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Pyrrol-2-carbonylamino)-benzyl)-5-(3-ethoxy-4-methoxyplienyl)- 6-ethyl-3, 6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Pyrrol-2-carbonylamino)-benzyl)-5-(3-hydroxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Pyrrol-2-carbonylamino)-benzyl)-5-(4-methylsulfonylphenyl)-6- ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Pyrrol-2-carbonylamino)-benzyl)-5-(4-methylenoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Pyrrol-2-carbonylamino)-benzyl)-5-(3-cyclopentyloxy-4-methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(3-(Pyrrol-2-carbonylamino)-benzyl)-5-(3-cyclopentyloxy-4-methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Pyrrol-2-carbonylamino)-phenethyl)-5-(3,4-dimethoxyphenyl)- 3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Pyrrol-2-carbonylamino)-phenethyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Pyrrol-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1,3,4-oxadiazin-2-on;
3-(3-(Pyrrol-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1,3,4-oxadiazin-2-on;
3-(2-(Pyrrol-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Pyrrol-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(3-(Pyrrol-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(2-(Pyrrol-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Pyrrol-2-carbonylamino)-benzyl)-5-(3-methoxy-4-trifluormethoxy-phenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Pyrrol-2-carbonylamino)-benzyl)-5-(3-methoxy-4-difluormethoxy-phenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Pyrrol-2-carbonylamino)-benzyl)-5-(3-methoxy-4-fluor-methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Pyrrol-2-carbonylamino)-benzyl)-5-(3-difluormethoxy-4-methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Pyrrol-2-carbonylamino)-benzyl)-5-(3-trifluormethoxy-4- methoxy-phenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Pyrrol-2-carbonylamino)-benzyl)-5-(3-fluormethoxy-4-methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Pyrrol-2-carbonylamino)-benzyl)-5-(3-methoxy-4-ethoxyphenyl)- 6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Pyrrol-2-carbonylamino)-benzyl)-5-(3-ethoxy-4-methoxyphenyl)- 6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Pyrrol-2-carbonylamino)-benzyl)-5-(3-hydroxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Pyrrol-2-carbonylamino)-benzyl)-5-(4-methylsulfonylphenyl)-6- ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Pyrrol-2-carbonylamino)-benzyl)-5-(4-methylenoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Pyrrol-2-carbonylamino)-benzyl)-5-(3-cyclopentyloxy-4-methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(3-(Pyrrol-2-carbonylamino)-benzyl)-5-(3-cyclopentyloxy-4-methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Pyrrol-2-carbonylamino)-phenethyl)-5-(3,4-dimethoxyphenyl)- 3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Pyrrol-2-carbonylamino)-phenethyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
2-(4-(Thiophen-2-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(3-(Thiophen-2-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(2-(Thiophen-2-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Thiophen-2-carbonylamino)-benzyl)-6-(3,4-dimethoxyphehyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(3-(Thiophen-2-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(2-(Thiophen-2-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyt)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Thiophen-2-carbonylamino)-benzyl)-6-(3-methoxy-4-trifluormethoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Thiophen-2-carbonylamino)-benzyl)-6-(3-methoxy-4-difluormethoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Thiophen-2-carbonylamino)-benzyl)-6-(3-methoxy-4-fluormethoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Thiophen-2-carbonylamino)-benzyl)-6-(3-difluormethoxy-4- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Thiophen-2-carbonylamino)-benzyl)-6-(3-trifluormethoxy-4- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Thiophen-2-carbonylamino)-benzyl)-6-(3-fluormethoxy-4- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Thiophen-2-carbonylamino)-benzyl)-6-(3-Methoxy-4-ethoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Thiophen-2-carbonylamino)-benzyl)-6-(3-ethoxy-4-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Thiophen-2-carbonylamino)-benzyl)-6-(3-hydroxy-4-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Thiophen-2-carbonylamino)-benzyl)-6-(4-methylsulfonylphenyl)- 5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Thiophen-2-carbonylamino)-benzyl)-6-(4-methylenoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Thiophen-2-carbonylamino)-benzyl)-6-(3-cyclopentyloxy-4- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(3-(Thiophen-2-carbonylamino)-benzyl)-6-(3-cyclopentyloxy-4- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Thiophen-2-carbonylamino)-phenethyl)-6-(3,4- dimethoxyphenyl)-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Thiophen-2-carbonylamino)-phenethyl)-6-(3,4- dimethoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
3-(4-(Thiophen-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)- 3,6-dihydro-1,3,4-thiadiazin-2-on, F. 186°;
3-(3-(Thiophen-2-carbonylamino)-benzy()-5-(3,4-dimethoxyphenyl)- 3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(2-(Thiophen-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)- 3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Thiophen-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(3-(Thiophen-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(2-(Thiophen-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Thiophen-2-carbonylamino)-benzyl)-5-(3-methoxy-4-trifluormethoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Thiophen-2-carbonylamino)-benzyl)-5-(3-methoxy-4-difluormethoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Thiophen-2-carbonylamino)-benzyl)-5-(3-methoxy-4-fluormethoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Thiophen-2-carbonylamino)-benzyl)-5-(3-difluormethoxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Thiophen-2-carbonylamino)-benzyl)-5-(3-trifluormethoxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Thiophen-2-carbonylamino)-benzyl)-5-(3-fluormethoxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Thiophen-2-carbonylamino)-benzyl)-5-(3-methoxy-4-ethoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Thiophen-2-carbonylamino)-benzyl)-5-(3-ethoxy-4-methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Thiophen-2-carbonylamino)-benzyl)-5-(3-hydroxy-4-methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Thiophen-2-carbonylamino)-benzyl)-5-(4-methylsulfonylphenyl)- 6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Thiophen-2-carbonylamino)-benzyl)-5-(4-methylenoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Thiophen-2-carbonylamino)-benzyl)-5-(3-cyclopentyloxy-4- methoxy-phenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(3-(Thiophen-2-carbonylamino)-benzyl)-5-(3-cyclopentyloxy-4- methoxy-phenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Thiophen-2-carbonylamino)-phenethyl)-5-(3,4- dimethoxyphenyl)-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Thiophen-2-carbonylamino)-phenethyl)-5-(3,4- dimethoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Thiophen-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)- 3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(3-(Thiophen-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)- 3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(2-(Thiophen-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)- 3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Thiophen-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(3-(Thiophen-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(2-(Thiophen-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Thiophen-2-carbonylamino)-benzyl)-5-(3-methoxy-4-trifluormethoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Thiophen-2-carbonylamino)-benzyl)-5-(3-methoxy-4-difluormethoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Thiophen-2-carbonylamino)-benzyl)-5-(3-methoxy-4-fluormethoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Thiophen-2-carbonylamino)-benzyl)-5-(3-difluormethoxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Thiophen-2-carbonylamino)-benzyl)-5-(3-trifluormethoxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Thiophen-2-carbonylamino)-benzyl)-5-(3-fluormethoxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Thiophen-2-carbonylamino)-benzyl)-5-(3-Methoxy-4-ethoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Thiophen-2-carbonylamino)-benzyl)-5-(3-ethoxy-4-methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Thiophen-2-carbonylamino)-benzyl)-5-(3-hydroxy-4-methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Thiophen-2-carbonylamino)-benzyl)-5-(4-methylsulfonylphenyl)- 6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Thiophen-2-carbonylamino)-benzyl)-5-(4-methylenoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Thiophen-2-carbonylamino)-benzyl)-5-(3-cyclopentyloxy-4- methoxy-phenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(3-(Thiophen-2-carbonylamino)-benzyl)-5-(3-cyclopentyloxy-4- methoxy-phenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Thiophen-2-carbonylamino)-phenethyl)-5-(3,4- dimethoxyphenyl)-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Thiophen-2-carbonylamino)-phenethyl)-5-(3,4- dimethoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
2-(4-Pyrazincarbonylamino-benzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydro-pyridazin-3-on, F. 197°;
2-(3-Pyrazincarbonylamino-benzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydro-pyridazin-3-on;
2-(2-Pyrazincarbonylamino-benzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydro-pyridazin-3-on;
2-(4-Pyrazincarbonylamino-benzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(3-Pyrazincarbonylamino-benzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(2-Pyrazincarbonylamino-benzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Pyrazincarbonylamino-benzyl)-6-(3-methoxy-4-trifluor-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Pyrazincarbonylamino-benzyl)-6-(3-methoxy-4-difluor-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Pyrazincarbonylamino-benzyl)-6-(3-methoxy-4-fluor-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Pyrazincarbonylamino-benzyl)-6-(3-difluormethoxy-4-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Pyrazincarbonylamino-benzyl)-6-(3-trifluormethoxy-4-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Pyrazincarbonylamino-benzyl)-6-(3-fluormethoxy-4-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Pyrazincarbonylamino-benzyl)-6-(3-methoxy-4-ethoxy-phenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Pyrazincarbonylamino-benzyl)-6-(3-ethoxy-4-methoxy-phenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Pyrazincarbonylamino-benzyl)-6-(3-hydroxy-4-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Pyrazincarbonylamino-benzyl)-6-(4-methylsulfonylphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Pyrazincarbonylamino-benzyl)-6-(4-methylenoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Pyrazincarbonylamino-benzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(3-Pyrazincarbonylamino-benzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Pyrazincarbonylamino-phenethyl)-6-(3,4-dimethoxyphenyl)- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Pyrazincarbonylamino-phenethyl)-6-(3,4-dimethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
3-(4-Pyrazincarbonylamino-benzyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1,3,4-thiadiazin-2-on, F. 202°;
3-(3-Pyrazincarbonylamino-benzyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1,3,4-thiadiazin-2-on;
3-(2-Pyrazincarbonylamino-benzyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1,3,4-thiadiazin-2-on;
3-(4-Pyrazincarbonylamino-benzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl- 3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(3-Pyrazincarbonylamino-benzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl- 3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(2-Pyrazincarbonylamino-benzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl- 3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-Pyrazincarbonylamino-benzyl)-5-(3-methoxy-4-trifluor-methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-Pyrazincarbonylamino-benzyl)-5-(3-methoxy-4-difluor-methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-Pyrazincarbonylamino-benzyl)-5-(3-methoxy-4-fluor-methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-Pyrazincarbonylamino-benzyl)-5-(3-difluormethoxy-4-methoxyphenyl)-6-ethyl-3,6-dihyd ro-1,3,4-thiad iazin-2-on;
3-(4-Pyrazincarbonylamino-benzyl)-5-(3-trifluormethoxy-4-methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-Pyrazincarbonylamino-benzyl)-5-(3-fluormethoxy-4-methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-Pyrazincarbonylamino-benzyl)-5-(3-methoxy-4-ethoxy-phenyl)-6- ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-Pyrazincarbonylamino-benzyl)-5-(3-ethoxy-4-methoxy-phenyl)-6- ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-Pyrazincarbonylamino-benzyl)-5-(3-hydroxy-4-methoxy-phenyl)- 6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-Pyrazincarbonylamino-benzyl)-5-(4-methylsulfonylphenyl)-6- ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-Pyrazincarbonylamino-benzyl)-5-(4-methylenoxyphenyl)-6-ethyl- 3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-Pyrazincarbonylamino-benzyl)-5-(3-cyclopentyloxy-4-methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(3-Pyrazincarbonylamino-benzyl)-5-(3-cyclopentyloxy-4-methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-Pyrazincarbonylamino-phenethyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1,3,4-thiadiazin-2-on;
3-(4-Pyrazincarbonylamino-phenethyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-Pyrazincarbonylamino-benzyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1,3,4-oxadiazin-2-on;
3-(3-Pyrazincarbonylamino-benzyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1,3,4-oxadiazin-2-on;
3-(2-Pyrazincarbonylamino-benzyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1,3,4-oxadiazin-2-on;
3-(4-Pyrazincarbonylamino-benzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl- 3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(3-Pyrazincarbonylamino-benzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl- 3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(2-Pyrazincarbonylamino-benzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl- 3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-Pyrazincarbonylamino-benzyl)-5-(3-methoxy-4-trifluor-methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-Pyrazincarbonylamino-benzyl)-5-(3-methoxy-4-difluor-methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-Pyrazincarbonylamino-benzyl)-5-(3-methoxy-4-fluor-methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-Pyrazincarbonylamino-benzyl)-5-(3-difluormethoxy-4-methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-Pyrazincarbonylamino-benzyl)-5-(3-trifluormethoxy-4-methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-Pyrazincarbonylamino-benzyl)-5-(3-fluormethoxy-4-methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-Pyrazincarbonylamino-benzyl)-5-(3-Methoxy-4-ethoxy-phenyl)-6- ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-Pyrazincarbonylamino-benzyl)-5-(3-ethoxy-4-methoxy-phenyl)-6- ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-Pyrazincarbonylamino-benzyl)-5-(3-hydroxy-4-methoxy-phenyl)- 6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-Pyrazincarbonylamino-benzyl)-5-(4-methylsulfonylphenyl)-6- ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-Pyrazincarbonylamino-benzyl)-5-(4-methylenoxyphenyl)-6-ethyl- 3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-Pyrazincarbonylamino-benzyl)-5-(3-cyclopentyloxy-4-methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(3-Pyrazincarbonylamino-benzyl)-5-(3-cyclopentyloxy-4-methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-Pyrazincarbonylamino-phenethyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1,3,4-oxadiazin-2-on;
3-(4-Pyrazincarbonylamino-phenethyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
2-(4-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(3-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(2-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(3-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(2-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-6-(3-methoxy-4- trifluor-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-6-(3-methoxy-4- difluor-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-6-(3-methoxy-4- fluor-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-6-(3-difluormethoxy- 4-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-6-(3- trifluormethoxy-4-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3- on;
2-(4-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-6-(3-fluormethoxy- 4-methoxyphenyl)-5-eth%2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-6-(3-methoxy-4- ethoxy-phenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-6-(3-ethoxy-4- methoxy-phenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-6-(3-hydroxy-4- methoxy-phenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-6-(4- methylsulfonylphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-6-(4-methylenoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-6-(3-cyclopentyloxy- 4-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(3-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-6-(3-cyclopentyloxy- 4-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(6-Chlor-pyridazin-3-carbonylamino)-phenethyl)-6-(3,4- dimethoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(6-Chlor-pyridazin-3-carbonylamino)-phenethyl)-6-(3,4- dimethoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
3-(4-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(3-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(2-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(3-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(2-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-5-(3-methoxy-4- trifluor-methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-5-(3-methoxy-4- difluor-methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-5-(3-methoxy-4- fluor-methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-5-(3-difluormethoxy- 4-methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-5-(3- trifluormethoxy-4-methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-5-(3-fluormethoxy- 4-methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-5-(3-methoxy-4- ethoxy-phenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-5-(3-ethoxy-4- methoxy-phenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-5-(3-hydroxy-4- methoxy-phenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(6-Chtor-pyridazin-3-carbonylamino)-benzyl)-5-(4- methylsulfonylphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-5-(4-methylenoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-5-(3-cyclopentyloxy- 4-methoxy-phenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(3-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-5-(3-cyclopentyloxy- 4-methoxy-phenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(6-Chlor-pyridazin-3-carbonylamino)-phenethyl)-5-(3,4- dimethoxyphenyl)-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(6-Chlor-pyridazin-3-carbonylamino)-phenethyl)-5-(3,4- dimethoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(3-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(2-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-5-(3,4- dimethoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(3-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-5-(3,4- dimethoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(2-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-5-(3,4- dimethoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-5-(3-methoxy-4- trifluor-methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-5-(3-methoxy-4- difluor-methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-5-(3-methoxy-4- fluor-methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-5-(3-difluormethoxy- 4-methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-5-(3- trifluormethoxy-4-methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-5-(3-fluormethoxy- 4-methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-5-(3-methoxy-4- ethoxy-phenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-5-(3-ethoxy-4- methoxy-phenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-5-(3-hydroxy-4- methoxy-phenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-5-(4- methylsulfonylphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-5-(4- methylenoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-5-(3-cyclopentyloxy- 4-methoxy-phenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(3-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-5-(3-cyclopentyloxy- 4-methoxy-phenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(6-Chlor-pyridazin-3-carbonylamino)-phenethyl)-5-(3,4- dimethoxyphenyl)-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(6-Chlor-pyridazin-3-carbonylamino)-phenethyl)-5-(3,4- dimethoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
2-(4-(Imidazol-4-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(3-(Imidazol-4-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(2-(Imidazol-4-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Imidazol-4-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(3-(Imidazol-4-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(2-(Imidazol-4-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Imidazol-4-carbonylamino)-benzyl)-6-(3-methoxy-4-trifluormethoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Imidazol-4-carbonylamino)-benzyl)-6-(3-methoxy-4-difluormethoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Imidazol-4-carbonylamino)-benzyl)-6-(3-methoxy-4-fluormethoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Imidazol-4-carbonylamino)-benzyl)-6-(3-difluormethoxy-4- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Imidazol-4-carbonylamino)-benzyl)-6-(3-trifluormethoxy-4- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Imidazol-4-carbonylam ino)-benzyl)-6-(3-fluormethoxy-4- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Imidazol-4-carbonylamino)-benzyl)-6-(3-methoxy-4-ethoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Imidazol-4-carbonylamino>-benzyl)-6-(3-ethoxy-4-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Imidazol-4-carbonylamino)-benzyl)-6-(3-hydroxy-4-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Imidazol-4-carbonylamino)-benzyl)-6-(4-methylsulfonylphenyl)- 5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Imidazol-4-carbonylamino)-benzyl)-6-(4-methylenoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Imidazol-4-carbonylamino)-benzyl)-6-(3-cyclopentyloxy-4- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(3-(Imidazol-4-carbonylamino)-benzyl)-6-(3-cyclopentyloxy-4- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Imidazol-4-carbonylamino)-phenethyl)-6-(3,4-dimethoxyphenyl)- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(f midazol-4-carbonylamino)-phenethyl)-6-(3,4-dimethoxyphenyl)- 5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
3-(4-(Imidazol-4-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)- 3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(3-(Imidazol-4-carbonylamino)-benzyD-5-(3,4-dimethoxyphenyl)- 3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(2-(Imidazol-4-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)- 3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Imidazol-4-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(3-(Imidazol-4-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(2-(Imidazol-4-carbonylamino)-benzyl)-5-(3,4-d imethoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Imidazol-4-carbonylamino)-benzyl)-5-(3-methoxy-4-trifluormethoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Imidazol-4-carbonylamino)-benzyl)-5-(3-methoxy-4-difluormethoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Imidazol-4-carbonylamino)-benzyl)-5-(3-methoxy-4-fluormethoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Imidazol-4-carbonylamino)-benzyl)-5-(3-difluormethoxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Imidazol-4-carbonylamino)-benzyl)-5-(3-trifluormethoxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-Imidazol-4-carbonylamino)-benzyl)-5-(3-fluormethoxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Imidazol-4-carbonylamino)-benzyl)-5-(3-methoxy-4-ethoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Imidazol-4-carbonylamino)-benzyl)-5-(3-ethoxy-4-methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Imidazol-4-carbonylamino)-benzyl)-5-(3-hydroxy-4-methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Imidazol-4-carbonylamino)-benzyl)-5-(4-methylsulfonylphenyl)- 6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Imidazol-4-carbonylamino)-benzyl)-5-(4-methylenoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Imidazol-4-carbonylamino)-benzyl)-5-(3-cyclopentyloxy-4- methoxy-phenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(3-(Imidazol-4-carbonylamino)-benzyl)-5-(3-cyclopentyloxy-4- methoxy-phenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Imidazol-4-carbonylamino)-phenethyl)-5-(3,4-dimethoxyphenyl)- 3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Imidazol-4-carbonylamino)-phenethyl)-5-(3,4-dimethoxyphenyl)- 6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Imidazol-4-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)- 3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(3-(Imidazol-4-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)- 3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(2-(Imidazol-4-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)- 3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Imidazol-4-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(3-(Imidazol-4-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(2-(Imidazol-4-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Imidazol-4-carbonylamino)-benzyl)-5-(3-methoxy-4-trifluormethoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Imidazol-4-carbonylamino)-benzyl)-5-(3-methoxy-4-difluormethoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Imidazol-4-carbonylamino)-benzyl)-5-(3-methoxy-4-fluormethoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Imidazol-4-carbonylamino)-benzyl)-5-(3-difluormethoxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Imidazol-4-carbonylamino)-benzyl)-5-(3-trifluormethoxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Imidazol-4-carbonylamino)-benzyl)-5-(3-fluormethoxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Imidazol-4-carbonylamino)-benzyl)-5-(3-methoxy-4-ethoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Imidazol-4-carbonylaminv)-benzyl)-5-(3-ethoxy-4-methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Imidazol-4-carbonylamino)-benzyl)-5-(3-hydroxy-4-methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Imidazol-4-carbonylamino)-benzyl)-5-(4-methylsulfonylphenyl)- 6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Imidazol-4-carbonylamino)-benzyl)-5-(4-methylenoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Imidazol-4-carbonylamino)-benzyl)-5-(3-cyclopentyloxy-4- methoxy-phenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(3-(Imidazol-4-carbonylamino)-benzyl)-5-(3-cyclopentyloxy-4- methoxy-phenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Imidazol-4-carbonylamino)-phenethyl)-5-(3,4-dimethoxyphenyl)- 3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Imidazol-4-carbonylamino)-phenethyl)-5-(3,4-dimethoxyphenyl)- 6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
2-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-6-(3,4- dimethoxyphenyl)-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(3-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-6-(3,4- dimethoxyphenyl)-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(2-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-6-(3,4- dimethoxyphenyl)-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-6-(3,4- dimethoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(3-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-6-(3,4- dimethoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(2-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-6-(3,4- dimethoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-6-(3-methoxy-4- trifluor-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-6-(3-methoxy-4- difluor-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-6-(3-methoxy-4- fluor-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-6-(3-difluormethoxy-4-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-6-(3- trifluormethoxy-4-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3- on;
2-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-6-(3- fluormethoxy-4-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-6-(3-methoxy-4- ethoxy-phenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-6-(3-ethoxy-4- methoxy-phenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-6-(3-hydroxy-4- methoxy-phenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-6-(4- methylsulfonylphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-6-(4- methylenoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(3-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-phenethyl)-6-(3,4- dimethoxyphenyl)-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-phenethyl)-6-(3,4- dimethoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
3-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-5-(3,4- dimethoxyphenyl)-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(3-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-5-(3,4- dimethoxyphenyl)-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(2-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-5-(3,4- dimethoxyphenyl)-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-5-(3,4- dimethoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(3-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-5-(3,4- dimethoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(2-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-5-(3,4- dimethoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-5-(3-methoxy-4- trifluor-methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-5-(3-methoxy-4- difluormethoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-5-(3-methoxy-4- fluor-methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-5-(3-difluormethoxy-4-methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-5-(3-trifluormethoxy-4-methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-5-(3- fluormethoxy-4-methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-5-(3-methoxy-4- ethoxy-phenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-5-(3-ethoxy-4- methoxy-phenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-5-(3-hydroxy-4- methoxy-phenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-5-(4- methylsulfonylphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-5-(4- methylenoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-5-(3-cyclopentyloxy-4-methoxy-phenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(3-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-5-(3-cyclopentyloxy-4-methoxy-phenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-phenethyl)-5-(3,4- dimethoxyphenyl)-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-phenethyl)-5-(3,4- dimethoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-5-(3,4- dimethoxyphenyl)-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(3-(Imidazol-4-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)- 3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(2-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-5-(3,4- dimethoxyphenyl)-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-5-(3,4- dimethoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(3-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-5-(3,4- dimethoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(2-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-5-(3,4- dimethoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-5-(3-methoxy-4- trifluor-methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-5-(3-methoxy-4- difluor-methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-5-(3-methoxy-4- fluor-methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-5-(3-difluormethoxy-4-methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-5-(3-trifluormethoxy-4-methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-5-(3- fluormethoxy-4-methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-5-(3-methoxy-4- ethoxy-phenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-5-(3-ethoxy-4- methoxy-phenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-5-(3-hydroxy-4- methoxy-phenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-5-(4- methylsulfonylphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-5-(4- methylenoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-5-(3-cyclopentyloxy-4-methoxy-phenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(3-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-5-(3-cyclopentyloxy-4-methoxy-phenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-phenethyl)-5-(3,4- dimethoxyphenyl)-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-phenethyl)-5-(3,4- dimethoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
2-(4-(Isoxazol-5-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)- 2,3,4,5-tetrahydro-pyridazin-3-on, F. 217°;
2-(3-(Isoxazol-5-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(2-(Isoxazol-5-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Isoxazol-5-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(3-(Isoxazol-5-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(2-(Isoxazol-5-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Isoxazol-5-carbonylamino)-benzyl)-6-(3-methoxy-4-trifluormethoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Isoxazol-5-carbonylamino)-benzyl)-6-(3-methoxy-4-difluormethoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Isoxazol-5-carbonylamino)-benzyl)-6-(3-methoxy-4-fluormethoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Isoxazol-5-carbonylamino)-benzyl)-6-(3-difluormethoxy-4- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Isoxazol-5-carbonylamino)-benzyl)-6-(3-trifluormethoxy-4- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Isoxazol-5-carbonylamino)-benzyl)-6-(3-fluormethoxy-4- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Isoxazol-5-carbonylamino)-benzyl)-6-(3-methoxy-4-ethoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Isoxazol-5-carbonylamino)-benzyl)-6-(3-ethoxy-4-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Isoxazol-5-carbonylamino)-benzyl)-6-(3-hydroxy-4-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Isoxazol-5-carbonylamino)-benzyl)-6-(4-methylsulfonylphenyl)- 5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Isoxazol-5-carbonylamino)-benzyl)-6-(4-methylenoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Isoxazol-5-carbonylamino)-benzyl)-6-(3-cyclopentyloxy-4- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(3-(Isoxazol-5-carbonylamino)-benzyl)-6-(3-cyclopentyloxy-4- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Isoxazol-5-carbonylamino)-phenethyl)-6-(3,4-dimethoxyphenyl)- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Isoxazol-5-carbonylamino)-phenethyl)-6-(3,4-dimethoxyphenyl)- 5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
3-(4-(Isoxazol-5-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1,3,4-thiadiazin-2-on, F. 196°;
3-(3-(Isoxazol-5-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1,3,4-thiadiazin-2-on;
3-(2-(Isoxazol-5-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Isoxazol-5-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(3-(Isoxazol-5-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(2-(Isoxazol-5-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Isoxazol-5-carbonylamino)-benzyl)-5-(3-methoxy-4-trifluormethoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Isoxazol-5-carbonylamino)-benzyl)-5-(3-methoxy-4-difluormethoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Isoxazol-5-carbonylamino)-benzyl)-5-(3-methoxy-4-fluormethoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Isoxazol-5-carbonylamino)-benzyl)-5-(3-difluormethoxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Isoxazol-5-carbonylamino)-benzyl)-5-(3-trifluormethoxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Isoxazol-5-carbonylamino)-benzyl)-5-(3-fluormethoxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Isoxazol-5-carbonylamino)-benzyl)-5-(3-methoxy-4-ethoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Isoxazol-5-carbonylamino)-benzyl)-5-(3-ethoxy-4-methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Isoxazol-5-carbonylamino)-benzyl)-5-(3-hydroxy-4-methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Isoxazol-5-carbonylamino)-benzyl)-5-(4-methylsulfonylphenyl)- 6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Isoxazol-5-carbonylamino)-benzyl)-5-(4-methylenoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Isoxazol-5-carbonylamino)-benzyl)-5-(3-cyclopentyloxy-4- methoxy-phenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(3-(Isoxazol-5-carbonylamino)-benzyl)-5-(3-cyclopentyloxy-4- methoxy-phenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Isoxazol-5-carbonylamino)-phenethyl)-5-(3,4-dimethoxyphenyl)- 3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Isoxazol-5-carbonylamino)-phenethyl)-5-(3,4-dimethoxyphenyl)- 6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Isoxazol-5-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1,3,4-oxadiazin-2-on;
3-(3-(Isoxazol-5-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)- 3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(2-(Isoxazol-5-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Isoxazol-5-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(3-(Isoxazol-5-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(2-(Isoxazol-5-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Isoxazol-5-carbonylamino)-benzyl)-5-(3-methoxy-4-trifluormethoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Isoxazol-5-carbonylamino)-benzyl)-5-(3-methoxy-4-difluormethoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Isoxazol-5-carbonylamino)-benzyl)-5-(3-methoxy-4-fluormethoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Isoxazol-5-carbonylamino)-benzyl)-5-(3-difluormethoxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Isoxazol-5-carbonylamino)-benzyl)-5-(3-trifluormethoxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Isoxazol-5-carbonylamino)-benzyl)-5-(3-fluormethoxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Isoxazol-5-carbonylamino)-benzyl)-5-(3-methoxy-4-ethoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Isoxazol-5-carbonylamino)-benzyl)-5-(3-ethoxy-4-methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Isoxazol-5-carbonylamino)-benzyl)-5-(3-hydroxy-4-methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Isoxazol-5-carbonylamino)-benzyl)-5-(4-methylsulfonylphenyl)- 6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Isoxazol-5-carbonylamino)-benzyl)-5-(4-methylenoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Isoxazol-5-carbonylamino)-benzyl)-5-(3-cyclopentyloxy-4- methoxy-phenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(3-(Isoxazol-5-carbonylamino)-benzyl)-5-(3-cyclopentyloxy-4- methoxy-phenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Isoxazol-5-carbonylamino)-phenethyl)-5-(3,4-dimethoxyphenyl)- 3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Isoxazol-5-carbonylamino)-phenethyl)-5-(3,4-dimethoxyphenyl)- 6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
2-(4-(Oxazol-5-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(3-(Oxazol-5-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(2-(Oxazol-5-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Oxazol-5-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2 (3-(Oxazol-5-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(2-(Oxazol-5-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Oxazol-5-carbonylamino)-benzyl)-6-(3-methoxy-4-trifluormethoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Oxazol-5-carbonylamino)-benzyl)-6-(3-methoxy-4-difluormethoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Oxazol-5-carbonylamino)-benzyl)-6-(3-methaxy-4-fluormethoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Oxazol-5-carbonylamino)-benzyl)-6-(3-difluormethoxy-4- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Oxazol-5-carbonylamino)-benzyl)-6-(3-trifluormethoxy-4- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Oxazol-5-carbonylamino)-benzyl)-6-(3-fluormethoxy-4-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Oxazol-5-carbonylamino)-benzyl)-6-(3-methoxy-4-ethoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Oxazol-5-carbonylamino)-benzyl)-6-(3-ethoxy-4-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Oxazol-5-carbonylamino)-benzyl)-6-(3-hydroxy-4-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Oxazol-5-carbonylamino)-benzyl)-6-(4-methylsulfonylphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Oxazol-5-carbonylamino)-benzyl)-6-(4-methylenoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Oxazol-5-carbonylamino)-benzyl)-6-(3-cyclopentyloxy-4- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(3-(Oxazol-5-carbonylamino)-benzyl)-6-(3-cyclopentyloxy-4- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Oxazol-5-carbonylamino)-phenethyl)-6-(3,4-dimethoxyphenyl)- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Oxazol-5-carbonylamino)-phenethyl)-6-(3,4-dimethoxyphenyl)- 5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
3-(4-(Oxazol-5-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1,3,4-thiadiazin-2-on;
3-(3-(Oxazol-5-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1,3,4-thiadiazin-2-on;
3-(2-(Oxazol-5-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Oxazol-5-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(3-(Oxazol-5-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(2-(Oxazol-5-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Oxazol-5-carbonylamino)-benzyl)-5-(3-methoxy-4-trifluormethoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Oxazol-5-carbonylamino)-benzyl)-5-(3-methoxy-4-difluormethoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Oxazol-5-carbonylamino)-benzyl)-5-(3-methoxy-4-fluormethoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Oxazol-5-carbonylamino)-benzyl)-5-(3-difluormethoxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Oxazol-5-carbonylamino)-benzyl)-5-(3-trifluormethoxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Oxazol-5-carbonylamino)-benzyl)-5-(3-fluormethoxy-4-methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Oxazol-5-carbonylamino)-benzyl)-5-(3-methoxy-4-ethoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Oxazol-5-carbonylamino)-benzyl)-5-(3-ethoxy-4-methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Oxazol-5-carbonylamino)-benzyl)-5-(3-hydroxy-4-methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Oxazol-5-carbonylamino)-benzyl)-5-(4-methylsulfonylphenyl)-6- ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Oxazol-5-carbonylamino)-benzyl)-5-(4-methylenoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Oxazol-5-carbonylamino)-benzyl)-5-(3-cyclopentyloxy-4- methoxy-phenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(3-(Oxazol-5-carbonylamino)-benzyl)-5-(3-cyclopentyloxy-4- methoxy-phenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Oxazol-5-carbonylamino)-phenethyl)-5-(3,4-dimethoxyphenyl)- 3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Oxazol-5-carbonylamino)-phenethyl)-5-(3,4-dimethoxyphenyl)- 6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Oxazol-5-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1,3,4-oxadiazin-2-on;
3-(3-(Oxazol-5-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1,3,4-oxadiazin-2-on;
3-(2-(Oxazol-5-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Oxazol-5-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(3-(Oxazol-5-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(2-(Oxazol-5-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Oxazol-5-carbonylamino)-benzyl)-5-(3-methoxy-4-trifluormethoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Oxazol-5-carbonylamino)-benzyl)-5-(3-methoxy-4-difluormethoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Oxazol-5-carbonylamino)-benzyl)-5-(3-methoxy-4-fluormethoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Oxazol-5-carbonylamino)-benzyl)-5-(3-difluormethoxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Oxazol-5-carbonylamino)-benzyl)-5-(3-trifluormethoxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Oxazol-5-carbonylamino)-benzyl)-5-(3-fluormethoxy-4-methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Oxazol-5-carbonylamino)-benzyl)-5-(3-methoxy-4-ethoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Oxazol-5-carbonylamino)-benzyl)-5-(3-ethoxy-4-methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Oxazol-5-carbonylamino)-benzyl)-5-(3-hydroxy-4-methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Oxazol-5-carbonylamino)-benzyl)-5-(4-methylsulfonylphenyl)-6- ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Oxazol-5-carbonylamino)-benzyl)-5-(4-methylenoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Oxazol-5-carbonylamino)-benzyl)-5-(3-cyclopentyloxy-4- methoxy-phenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(3-(Oxazol-5-carbonylamino)-benzyl)-5-(3-cyclopentyloxy-4- methoxy-phenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Oxazol-5-carbonylamino)-phenethyl)-5-(3,4-dimethoxyphenyl)- 3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Oxazol-5-carbonylamino)-phenethyl)-5-(3,4-dimethoxyphenyl)- 6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
2-(4-(Pyrimidin-2-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(3-(Pyrimidin-2-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(2-(Pyrimidin-2-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Pyrimidin-2-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(3-(Pyrimidin-2-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(2-(Pyrimidin-2-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Pyrimidin-2-carbonylamino)-benzyl)-6-(3-methoxy-4-trifluormethoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Pyrimidin-2-carbonylamino)-benzyl)-6-(3-methoxy-4-difluormethoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Pyrimidin-2-carbonylamino)-benzyl)-6-(3-methoxy-4-fluormethoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Pyrimidin-2-carbonylamino)-benzyl)-6-(3-difluormethoxy-4- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Pyrimidin-2-carbonylamino)-benzyl)-6-(3-trifluormethoxy-4- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Pyrimidin-2-carbonylamino)-benzyl)-6-(3-fluormethoxy-4- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Pyrimidin-2-carbonylamino)-benzyl)-6-(3-methoxy-4-ethoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Pyrimidin-2-carbonylamino)-benzyl)-6-(3-ethoxy-4-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Pyrimidin-2-carbonylamino)-benzyl)-6-(3-hydroxy-4-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Pyrimidin-2-carbonylamino)-benzyl)-6-(4-methylsulfonylphenyl)- 5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Pyrimidin-2-carbonylamino)-benzyl)-6-(4-methylenoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Pyrimidin-2-carbonylamino)-benzyl)-6-(3-cyclopentyloxy-4- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(3-(Pyrimidin-2-carbonylamino)-benzyl)-6-(3-cyclopentyloxy-4- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Pyrimidin-2-carbonylamino)-phenethyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Pyrimidin-2-carbonylamino)-phenethyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
3-(4-(Pyrimidin-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)- 3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(3-(Pyrimidin-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)- 3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(2-(Pyrimidin-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)- 3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Pyrimidin-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(3-(Pyrimidin-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(2-(Pyrimidin-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Pyrimidin-2-carbonylamino)-benzyl)-5-(3-methoxy-4-trifluormethoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Pyrimidin-2-csrbonylamino)-benzyl)-5-(3-methoxy-4-difluormethoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Pyrimidin-2-carbonylamino)-benzyl)-5-(3-methoxy-4-fluormethoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Pyrimidin-2-carbonylamino)-benzyl)-5-(3-difluormethoxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Pyrimidin-2-carbonylamino)-benzyl)-5-(3-trifluormethoxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Pyrimidin-2-carbonylamino)-benzyl)-5-(3-fluormethoxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Pyrimidin-2-carbonylamino)-benzyl)-5-(3-methoxy-4-ethoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Pyrimidin-2-carbonylamino)-benzyl)-5-(3-ethoxy-4-methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Pyrimidin-2-carbonylamino)-benzyl)-5-(3-hydroxy-4-methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Pyrimidin-2-carbonylamino)-benzyl)-5-(4-methylsulfonylphenyl)- 6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Pyrimidin-2-carbonylamino)-benzyl)-5-(4-methylenoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Pyrimidin-2-carbonylamino)-benzyl)-5-(3-cyclopentyloxy-4- methoxy-phenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(3-(Pyrimidin-2-carbonylamino)-benzyl)-5-(3-cyclopentyloxy-4- methoxy-phenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Pyrimidin-2-carbonylamino)-phenethyl)-5-(3,4-dimethoxyphenyl)-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-Pyrimidin-2-carbonylamino)-phenethyl)-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Pyrimidin-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)- 3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(3-(Pyrimidin-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)- 3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(2-(Pyrimidin-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)- 3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Pyrimid in-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(3-(Pyrimidin-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(2-(Pyrimidin-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Pyrimidin-2-carbonylamino)-benzyl)-5-(3-methoxy-4-trifluormethoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Pyrimidin-2-carbonylamino)-benzyl)-5-(3-methoxy-4-difluormethoxyphenyl)-6-ethyl-3, 6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Pyrimidin-2-carbonylamino)-benzyl)-5-(3-methoxy-4-fluormethoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Pyrimidin-2-carbonylamino)-benzyl)-5-(3-difluormethoxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Pyrimidin-2-carbonylamino)-benzyl)-5-(3-trifluormethoxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Pyrimidin-2-carbonylamino)-benzyl)-5-(3-fluormethoxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Pyrimidin-2-carbonylamino)-benzyl)-5-(3-methoxy-4-ethoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Pyrimidin-2-carbonylamino)-benzyl)-5-(3-ethoxy-4-methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Pyrimid in-2-carbonylamino)-benzyl)-5-(3-hyd roxy-4-methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Pyrimidin-2-carbonylamino)-benzyl)-5-(4-methylsulfonylphenyl)- 6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Pyrimidin-2-carbonylamino)-benzyl)-5-(4-methylenoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Pyrimidin-2-carbonylamino)-benzyl)-5-(3-cyclopentyloxy-4- methoxy-phenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(3-(Pyrimidin-2-carbonylamino)-benzyl)-5-(3-cyclopentyloxy-4- methoxy-phenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Pyrimidin-2-carbonylamino)-phenethyl)-5-(3,4-dimethoxyphenyl)-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Pyrimidin-2-carbonylamino)-phenethyl)-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
2-(4-(Pyrazol-3-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(3-(Pyrazol-3-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(2-(Pyrazol-3-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Pyrazol-3-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(3-(Pyrazol-3-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(2-(Pyrazol-3-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Pyrazol-3-carbonylamino)-benzyl)-6-(3-methoxy-4-trifluormethoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Pyrazol-3-carbonylamino)-benzyl)-6-(3-methoxy-4-difluormethoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Pyrazol-3-carbonylamino)-benzyl)-6-(3-methoxy-4-fluormethoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Pyrazol-3-carbonylamino)-benzyl)-6-(3-difluormethoxy-4- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Pyrazol-3-carbonylamino)-benzyl)-6-(3-trifluormethoxy-4- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Pyrazol-3-carbonylamino)-benzyl)-6-(3-fluormethoxy-4-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Pyrazol-3-carbonylamino)-benzyl)-6-(3-methoxy-4-ethoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Pyrazol-3-carbonylamino)-benzyl)-6-(3-ethoxy-4-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Pyrazol-3-carbonylamino)-benzyl)-6-(3-hydroxy-4-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Pyrazol-3-carbonylamino)-benzyl)-6-(4-methylsulfonylphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Pyrazol-3-carbonylamino)-benzyl)-6-(4-methylenoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Pyrazol-3-carbonylamino)-benzyl)-6-(3-cyclopentyloxy-4- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(3-(Pyrazol-3-carbonylamino)-benzyl)-6-(3-cyclopentyloxy-4- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Pyrazol-3-carbonylamino)-phenethyl)-6-(3,4-dimethoxyphenyl)- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Pyrazol-3-carbonylamino)-phenethyl)-6-(3,4-dimethoxyphenyl)- 5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
3-(4-(Pyrazol-3-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1,3,4-thiadiazin-2-on;
3-(3-(Pyrazol-3-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1,3,4-thiadiazin-2-on;
3-(2-(Pyrazol-3-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Pyrazol-3-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(3-(Pyrazol-3-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(2-(Pyrazol-3-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Pyrazol-3-carbonylamino)-benzyl)-5-(3-methoxy-4-trifluormethoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Pyrazol-3-carbonylamino)-benzyl)-5-(3-methoxy-4-difluormethoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Pyrazol-3-carbonylamino)-benzyl)-5-(3-methoxy-4-fluormethoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Pyrazol-3-carbonylamino)-benzyl)-5-(3-difluormethoxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Pyrazol-3-carbonylamino)-benzyl)-5-(3-trifluormethoxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Pyrazol-3-carbonylamino)-benzyl)-5-(3-fluormethoxy-4-methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Pyrazol-3-carbonylamino)-benzyl)-5-(3-methoxy-4-ethoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Pyrazol-3-carbonylamino)-benzyl)-5-(3-ethoxy-4-methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Pyrazol-3-carbonylamino)-benzyl)-5-(3-hydroxy-4-methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Pyrazol-3-carbonylamino)-benzyl)-5-(4-methylsulfonylphenyl)-6- ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Pyrazol-3-carbonylamino)-benzyl)-5-(4-methylenoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Pyrazol-3-carbonylamino)-benzyl)-5-(3-cyclopentyloxy-4- methoxy-phenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(3-(Pyrazol-3-carbonylamino)-benzyl)-5-(3-cyclopentyloxy-4- methoxy-phenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Pyrazol-3-carbonylamino)-phenethyl)-5-(3,4-dimethoxyphenyl)- 3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Pyrazol-3-carbonylamino)-phenethyl)-5-(3,4-dimethoxyphenyl)- 6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-(Pyrazol-3-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1,3,4-oxadiazin-2-on;
3-(3-(Pyrazol-3-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1,3,4-oxadiazin-2-on;
3-(2-(Pyrazol-3-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Pyrazol-3-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(3-(Pyrazol-3-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(2-(Pyrazol-3-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Pyrazol-3-carbonylamino)-benzyl)-5-(3-methoxy-4-trifluormethoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Pyrazol-3-carbonylamino)-benzyl)-5-(3-methoxy-4-difluormethoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Pyrazol-3-carbonylamino)-benzyl)-5-(3-methoxy-4-fluormethoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Pyrazol-3-carbonylamino)-benzyl)-5-(3-difluormethoxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Pyrazol-3-carbonylamino)-benzyl)-5-(3-trifluormethoxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Pyrazol-3-carbonylamino)-benzyl)-5-(3-fluormethoxy-4-methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Pyrazol-3-carbonylamino)-benzyl)-5-(3-methoxy-4-ethoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Pyrazol-3-carbonylamino)-benzyl)-5-(3-ethoxy-4-methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Pyrazol-3-carbonylamino)-benzyl)-5-(3-hydroxy-4-methoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Pyrazol-3-carbonylamino)-benzyl)-5-(4-methylsulfonylphenyl)-6- ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Pyrazol-3-carbonylamino)-benzyl)-5-(4-methylenoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Pyrazol-3-carbonylamino)-benzyl)-5-(3-cyclopentyloxy-4- methoxy-phenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(3-(Pyrazol-3-carbonylamino)-benzyl)-5-(3-cyclopentyloxy-4- methoxy-phenyl)-6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Pyrazol-3-carbonylamino)-phenethyl)-5-(3,4-dimethoxyphenyl)- 3,6-dihydro-1,3,4-oxadiazin-2-on;
3-(4-(Pyrazol-3-carbonylamino)-phenethyl)-5-(3,4-dimethoxyphenyl)- 6-ethyl-3,6-dihydro-1,3,4-oxadiazin-2-on;
2-(3-Nicotinoylaminobenzyl)-6-(3-ethoxy-4-methoxyphenyl)-2,3,4,5- tetrahydropyridazin-3-on, F. 204°;
2-(4-Isonicotinoylaminobenzyl)-6-(3-ethoxy-4-methoxyphenyl)- 2,3,4,5-tetrahydropyridazin-3-on, Hydrochlorid F. 252°;
2-(4-Pyrazincarbonylaminobenzyl)-6-(3-ethoxy-4-methoxyphenyl)- 2,3,4,5-tetrahydropyridazin-3-on, F. 202°;
2-(4-(Isoxazol-5-carbonylamino)-benzyl)-6-(3-ethoxy-4-methoxyphenyl)-2,3,4,5-tetrahydropyridazin-3-on, F. 192°;
2-(4-Nicotinoylaminobenzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)- 2,3,4,5-tetrahydropyridazin-3-on, F. 205°
2-(4-Nicotinoylaminobenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5-tetrahydropyridazin-3-on, Hydrochlorid F. 212°;
- c) Verbindungen, offenbart in EP 0 539 806 B1, ausgewählt aus der
Gruppe
5-(3-Methoxy-4-difluormethoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4- thiadiazin-2-on, F. 97°;
5-(3-Methoxy-4-trifluormethoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4- thiadiazin-2-on;
5-(3-Methoxy-4-trifluormethoxyphenyl)-6-methyl-3,6-dihydro-1,3,4- thiadiazin-2-on;
5-(3-Methoxy-4-difluormethoxyphenyl)-6-methyl-3,6-dihydro-1,3,4- thiadiazin-2-on;
5-[3-Methoxy-4-(1,1,2,2-tetrafluorethoxy)-phenyl]-6-ethyl-3,6-dihydro- 1,3,4-thiadiazin-2-on;
5-(3-Methoxy-4-chlormethoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4- thiadiazin-2-on;
5-(3-Methoxy-4-chlormethoxyphenyl)-6-methyl-3, 6-dihydro-1,3,4- thiadiazin-2-on;
5-(3-Methoxy-4-pentachlorethoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4- thiadiazin-2-on;
5-(3-Methoxy-4-trifluormethoxyphenyl)-6-propyl-3,6-dihydro-1,3,4- thiadiazin-2-on;
5-(3-Methoxy-4-difluormethoxyphenyl)-6-propyl-3,6-dihydro-1,3,4- thiadiazin-2-on;
5-[3-Methoxy-4-(1,1,2-trifluorethoxy)-phenyl]-6-ethyl-3,6-dihydro- 1,3,4-thiadiazin-2-on;
5-[3-Methoxy-4-(1,1,2-trifluorethoxy)-phenyl]-6-methyl-3,6-dihydro- 1,3,4-thiadiazin-2-on;
5-(3-Methoxy-4-difluormethoxyphenyl)-3,6-dihydro-1,3,4-thiadiazin-2- on, F. 120°;
5-(3-Methoxy-4-trifluormethoxyphenyl)-3,6-dihydro-1,3,4-thiadiazin-2- on;
5-(4-Trifluormethoxyphenyl)-3,6-dihydro-1,3,4-thiadiazin-2-on;
5-[3-Methoxy-4-(1,1,2,2-tetrafluorethoxy)-phenyl]-3,6-dihydro-1,3,4- thiadiazin-2-on;
5-(3-Methoxy-4-chlormethoxyphenyl)-3,6-dihydro-1,3,4-thiadiazin-2- on;
5-(3-Methoxy-4-trichlormethoxyphenyl)-3,6-dihydro-1,3,4-thiadiazin-2- on;
5-(3-Methoxy-4-pentachlorethoxyphenyl)-3,6-dihydro-1,3,4-thiadiazin- 2-on;
5-(4-Difluormethoxyphenyl)-3,6-dihydro-1,3,4-thiadiazin-2-on;
5-[3-Methoxy-4-(1, 1,2,2,3-pentafluorpropoxy)-phenyl]-6-ethyl-3,6- dihydro-1,3,4-thiadiazin-2-on;
5-[Bis-3,4-(difluormethoxy)-phenyl]-3,6-dihydro-1,3,4-thiadiazin-2-on;
5-[Bis-3,4-(dichlormethoxy)-phenyl]-3,6-dihydro-1,3,4-thiadiazin-2-on;
5-[Bis-3,4-(1,2-difluorethoxy)-phenyl]-3,6-dihydro-1,3,4-thiadiazin-2- on;
5-[3-Ethoxy-4-(1, 1,2,2,-tetrafluorethoxy)-phenyl-3,6-dihyd ro-1,3,4- thiadiazin-2-on;
5-[3-Methoxy-4-(1,2,2,-trichlorethoxy)-phenyl]-3,6-dihydro-1,3,4- thiadiazin-2-on;
5-[4-(2,2,2-Trifluorethoxy)-phenyl]-6-ethyl-3,6-dihydro-1,3,4- thiadiazin-2-on, F. 102°;
5-[3-Methoxy-4-(2,2,2-trifluorethoxy)-phenyl]-6-ethyl-3,6-dihydro- 1,3,4-thiadiazin-2-on, F. 123-125°;
5-[3-Methoxy-4-(2,2,2-trifluorethoxy)-phenyl]-3,6-dihydro-1,3,4- thiadiazin-2-on, F. 120°;
5-[3-(2,2,2-Trifluorethoxy)-4-methoxy-phenyl]-6-ethyl-3,6-dihydro- 1,3,4-thiadiazin-2-on, F. 120-121°;
5-(3-Difluormethoxy-4-methoxy-phenyl)-6-ethyl-3,6-dihydro-1,3,4- thiadiazin-2-on, F. 105°;
- d) Verbindungen, offenbart in EP 0 618 201 A1, ausgewählt aus der
Gruppe
3-Dimethylaminopropyl-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6-dihydro- 1,3,4-thiadiazinon-2-on, F. 175°;
3-Dimethylaminopropyl-5-(3-methoxy-4-trifluormethoxyphenyl)-6- ethyl-3,6-dihydro-1,3,4-thiadiazinon-2-on;
3-Dimethylaminopropyl-5-(3-methoxy-4-difluormethoxy-phenyl)-6- ethyl-3,6-dihydro-1,3,4-thiadiazinon-2-on;
3-Dimethylaminopropyl-5-(3-methoxy-4-fluormethoxy-phenyl)-6-ethyl- 3,6-dihydro-1,3,4-thiadiazinon-2-on;
3-Dimethylaminopropyl-5-(4-methoxy-3-difluormethoxy-phenyl)-6- ethyl-3,6-dihydro-1,3,4-thiadiazinon-2-on;
3-Dimethylaminopropyl-5-[4-methoxy-3-(2,2,2-trifluorethoxy)-phenyl]- 6-ethyl-3,6-dihydro-1,3,4-thiadiazinon-2-on;
3-Dimethylaminopropyl-5-(4-methoxy-3-fluormethoxy-phenyl)-6-ethyl- 3,6-d ihydro-1,3,4-thiadiazinon-2-on;
3-Dimethylaminopropyl-5-(3-methoxy-4-ethoxy-phenyl)-6-ethyl-3,6- dihydro-1,3,4-thiadiazinon-2-on;
3-Dimethylaminopropyl-5-(4-methoxy-3-ethoxy-phenyl)-6-ethyl-3,6- dihydro-1,3,4-thiadiazinon-2-on;
3-Dimethylaminopropyl-5-(3-methoxy-4-hydroxy-phenyl)-6-ethyl-3,6- dihydro-1,3,4-thiadiazinon-2-on;
3-Dimethylaminopropyl-5-(3,4-dimethoxy-phenyl)-3,6-dihydro-1,3,4- thiadiazinon-2-on;
2-Dimethylaminoethyl-5-(3,4-dimethoxy-phenyl)-6-ethyl-3,6-dihydro- 1,3,4-thiadiazinon-2-on;
2-Dimethylaminoethyl-5-(3-methoxy-4-trifluormethoxyphenyl)-6-ethyl- 3,6-dihydro-1,3,4-thiadiazinon-2-on;
2-Dimethylaminoethyl-5-(3-methoxy-4-difluormethoxy-phenyl)-6-ethyl- 3,6-dihydro-1,3,4-thiadiazinon-2-on;
2-Dimethylaminoethyl-5-(3-methoxy-4-fluormethoxy-phenyl)-6-ethyl- 3,6-dihydro-1,3,4-thiadiazinon-2-on;
2-Dimethylaminoethyl-5-(4-methoxy-3-difluormethoxy-phenyl)-6-ethyl- 3,6-dihydro-1,3,4-thiadiazinon-2-on;
2-Dimethylaminoethyl-5-(4-methoxy-3-fluormethoxy-phenyl)-6-ethyl- 3,6-dihydro-1,3,4-thiadiazinon-2-on;
2-Dimethylaminoethyl-5-(3-methoxy-4-ethoxy-phenyl)-6-ethyl-3,6- dihydro-1,3,4-thiadiazinon-2-on;
2-Dimethylaminoethyl-5-(4-methoxy-3-ethoxy-phenyl)-6-ethyl-3,6- dihydro-1,3,4-thiadiazinon-2-on;
2-Dimethylaminoethyl-5-(4-methoxy-3-hydroxy-phenyl)-6-ethyl-3,6- dihydro-1,3,4-thiadiazinon-2-on;
3-Morpholinopropyl-5-[3-methoxy-4-(1,1,2,2,3-pentafluorpropoxy)- phenyl]-6-ethyl-3,6-dihydro-1,3,4-thiadiazinon-2-on;
3-Dimethylaminopropyl-5-[3,4-bis-(difluormethoxy)-phenyl]-3,6- dihydro-1,3,4-thiadiazinon-2-on;
3-Dimethylaminopropyl-5-[3-methoxy-4-(1,1,2-trifluorethoxy)-phenyl]- 3,6-dihydro-1,3,4-thiadiazinon-2-on;
3-Dimethylaminopropyl-5-[3,4-bis-(chlormethoxy)-phenyl]-3, 6-dihydro- 1,3,4-thiadiazinon-2-on;
3-Morpholinopropyl-5-(3-methoxy-4-fluormethoxyphenyl)-6-ethyl-3,6- dihydro-1,3,4-thiadiazinon-2-on;
3-Morpholinopropyl-5-(3-methoxy-4-trifluormethoxyphenyl)-6-ethyl- 3,6-dihydro-1,3,4-thiadiazinon-2-on;
3-Piperidinopropyl-5-(3-methoxy-4-difluormethoxyphenyl)-6-ethyl-3,6- dihydro-1,3,4-thiadiazinon-2-on;
3-Morpholinopropyl-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6-dihydro- 1,3,4-thiadiazinon-2-on;
3-Piperidinopropyl-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4- thiadiazinon-2-on;
3-Pyrrolidinopropyl-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6-dihydro- 1,3,4-thiadiazinon-2-on;
3-Morpholinopropyl-5-(3-methoxy-4-ethoxyphenyl)-6-ethyl-3,6- dihydro-1,3,4-thiadiazinon-2-on;
3-Piperidinopropyl-5-(3-methoxy-4-ethoxyphenyl)-6-ethyl-3,6-dihydro- 1,3,4-thiadiazinon-2-on;
3-Pyrrolidinopropyl-5-(3-methoxy-4-ethoxyphenyl)-6-ethyl-3,6- dihydro-1,3,4-thiadiazinon-2-on;
3-Morpholinopropyl-5-(4-methoxy-3-ethoxyphenyl)-6-ethyl-3,6- dihydro-1,3,4-thiadiazinon-2-on;
3-Piperidinopropyl-5-(4-methoxy-3-ethoxyphenyl)-6-ethyl-3,6-dihydro- 1,3,4-thiadiazinon-2-on;
3-Morpholinopropyl-5-(3-methoxy-4-difluormethoxyphenyl)-6-ethyl- 3,6-dihydro-1,3,4-thiadiazinon-2-on;
3-Piperidinopropyl-5-(4-methoxy-3-difluormethoxyphenyl)-6-ethyl-3,6- dihydro-1,3,4-thiadiazinon-2-on;
3-Piperidinopropyl-5-[3-(2,2,2-trifluorethoxy)-4-methoxyphenyl]-6- ethyl-3,6-dihydro-1,3,4-thiadiazinon-2-on;
3-Morpholinopropyl-5-[3-(2,2,2-trifluorethoxy)-4-methoxyphenyl]-6- ethyl-3,6-dihydro-1,3,4-thiadiazinon-2-on;
2-Morpholinoethyl-5-(3-methoxy-4-fluormethoxyphenyl)-6-ethyl-3,6- dihydro-1,3,4-thiadiazinon-2-on;
2-Morpholinoethyl-5-(3-methoxy-4-trifluormethoxyphenyl)-6-ethyl-3,6- dihydro-1,3,4-thiadiazinon-2-on;
- e) Verbindungen, offenbart in DE 196 04 388 A1, ausgewählt aus der
Gruppe
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1,3,4-thiadiazin- 3-ylmethyl)-phenyl]-carbaminsäure-3-(N,N-diethylamino)-propylester;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1,3,4-thiadiazin- 3-ylmethyl)-phenyl]-carbaminsäure-2-(N,N-diethylamino)-ethylester;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1,3,4-thiadiazin- 3-ylmethyl)-phenyl]-carbaminsäure-2-(N, N-diisopropylamino)-ethylester, Hydrochlorid, F. 218°;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1,3,4-thiadiazin- 3-ylmethyl)-phenyl]-carbaminsäure-6-(N,N-dimethylamino)-hexylester;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1,3,4-thiadiazin- 3-ylmethyl)-phenyl]-carbaminsäure-2-(N,N-dimethylamino)-1-methylethylester;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1,3,4-thiadiazin- 3-ylmethyl)-phenyl]-carbaminsäure-(1-methyl-4-piperidyl)-ester, F. 183°;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1,3,4-thiadiazin- 3-ylmethyl)-phenyl]-carbaminsäure-(4-hydroxy-1-piperidyl)-ethylester;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-morpholino-ethylestester;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1,3,4-thiadiazin- 3-ylmethyl)-phenyl]-carbaminsäure-3-morpholino-propylester;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1,3,4-thiadiazin- 3-ylmethyl)-phenyl]-carbaminsäure-2-thiomorpholino-ethylester;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1,3,4-thiadiazin- 3-ylmethyl)-phenyl]-carbaminsäure-3-thiomorpholino-propylester;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-piperazino-ethylester;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1,3,4-thiadiazin- 3-ylmethyl)-phenyl]-carbaminsäure-3-piperazino-propylester;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1,3,4-thiadiazin- 3-ylmethyl)-phenyl]-carbaminsäure-2-pyrrolidino-ethylester;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1,3,4-thiadiazin- 3-ylmethyl)-phenyl]-carbaminsäure-3-pyrrolidino-propylester;
N-[3-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1,3,4-thiadiazin- 3-ylmethyl)-phenyl]-carbaminsäure-3-(N,N-diethylamino)-propylester, Hydrochlorid, F. 161°;
N-[3-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1,3,4-thiadiazin- 3-ylmethyl)-phenyl]-carbaminsäure-2-(N,N-diethylamino)-ethylester;
N-[3-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1,3,4-thiadiazin- 3-ylmethyl)-phenyl]-carbaminsäure-2-(N,N-diisopropylamino)-ethylester;
N-[3-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1,3,4-thiadiazin- 3-ylmethyl)-phenyl]-carbaminsäure-6-(N, N-dimethylamino)-hexylester;
N-[3-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1,3,4-thiadiazin- 3-ylmethyl)-phenyl]-carbaminsäure-2-(N,N-dimethylamino)-1-methylethylester;
N-[3-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1,3,4-thiadiazin- 3-ylmethyl)-phenyl]-carbaminsäure-(1-methyl-4-piperidyl)-ester;
N-[3-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-morpholino-ethylester;
N-[3-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1,3,4-thiadiazin- 3-ylmethyl)-phenyl]-carbaminsäure-3-morpholino-propylester;
N-[3-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1,3,4-thiadiazin- 3-ylmethyl)-phenyl]-carbaminsäure-2-thiomorpholino-ethylester;
N-[3-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1,3,4-thiadiazin- 3-ylmethyl)-phenyl]-carbaminsäure-3-thiomorpholino-propylester;
N-[3-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1,3,4-thiadiazin- 3-ylmethyl)-phenyl]-carbaminsäure-2-piperazino-ethylester;
N-[3-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1,3,4-thiadiazin- 3-ylmethyl)-phenyl]-carbaminsäure-3-piperazino-propylester;
N-[3-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1,3,4-thiadiazin- 3-ylmethyl)-phenyl]-carbaminsäure-2-pyrrolidino-ethylester;
N-[3-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-3-pyrrolidino-propylester;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-3-(N,N-diethylamino)- propylester;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-(N,N-diethylamino)-ethylester;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-(N,N-diisopropylamino)- ethylester;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-6-(N,N-dimethylamino)- hexylester;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-(N,N-dimethylamino)-1-methylethylester;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-(1-methyl-4-piperidyl)-ester, F. 153;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-morpholino-ethylester;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-3-morpholino-propylester;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-thiomorpholino-ethylester;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-3-thiomorpholino-propylester;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-piperazino-ethylester;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-3-piperazino-propylester;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-pyrrolidino-ethylester;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-3-pyrrolidino-propylester;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-3-(N,N-diethylamino)- propylester;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-(N,N-diethylamino)- ethylester;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-(N,N-diisopropylamino)- ethylester;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-6-(N,N-dimethylamino)- hexylester;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-(N,N-dimethylamino)-1- methyl-ethylester;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-(1-methyl-4-piperidyl)-ester;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-2H-1,3,4- thia-diazin-3-ylmethyl)-phenyl]-carbaminsäure-2-morpholino-ethylester;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-3-morpholino-propylester;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-thiomorpholino-ethylester;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-3-thiomorpholino-propylester;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-piperazino-ethylester;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-3-piperazino-propylester;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-pyrrolidino-ethylester;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-3-pyrrolidino-propylester;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-6-ethyl-2-oxo-2H- 1,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-3-(N,N-diethyla mino)- propylester;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-6-ethyl-2-oxo-2H- 1,3,4-thiadiazin-3-ylmethyl)-phenyQ-carbaminsäure-2-(N,N-diethylamino)- ethylester;
N-[4-(3,6-Dihydro-5-(3-ethoxy4-methoxyphenyl)-6-ethyl-2-oxo-2H- 1,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-(N,N- diisopropylamino)-ethylester;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-6-ethyl-2-oxo-2H- 1,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-6-(N,N-dimethylamino)- hexylester;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-6-ethyl-2-oxo-2H- 1,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-(N,N-dimethylamino)- 1-methyl-ethylester
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-6-ethyl-2-oxo-2H- 1,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-(1-methyl-4-piperidyl)- ester;
N-[4-(3,6-Dihydro-5-(3hoxy-4-methoxyphenyl)-6-ethyl-2-oxo-2H- 1,3,4-thia-diazin-3-ylmethyl)-phenyl]-carbaminsäure-2-morphofinoethylester;
-2-oxo-2H-1,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-3- morpholino-propylester;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-6-ethyl-2-oxo-2H- 1,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-thiomorpholino-ethylester;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-6-ethyl-2-oxo-2H- 1,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-3-thiomorpholinopropylester;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-6-ethyl-2-oxo-2H- 1,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-piperazinoethylester;
N-[4-(3,6-Dihyd ro-5-(3-ethoxy-4-methoxyphenyl)-6-ethyl-2-oxo-2H- 1,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-3-piperazinopropylester;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-6-ethyl-2-oxo-2H- 1,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-pyrrolidinoethyleeter;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-6-ethyl-2-oxo-2H- 1,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-3-pyrrolidinopropylester;
N-[4-(3,6-Dihydro-5-(3-cyclopentyloxy-4-methoxyphenyl)-2-oxo-2H- 1,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-3-(N,N-diethylamino)- propylester;
N-[4-(3,6-Dihydro-5-(3-cyclopentyloxy-4-methoxyphenyl)-2-oxo-2H- 1,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-(N,N-diethylamino)- ethylester;
N-[4-(3,6-Dihydro-5-(3-cyclopentyloxy-4-methoxyphenyl)-2-oxo-2H- 1,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-(N,Ndiisopropylamino)-ethylester;
N-[4-(3,6-Dihydro-5-(3-cyclopentyloxy-4-methoxyphenyl)-2-oxo-2H- 1,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-6-(N,N-dimethylamino)- hexylester;
N-[4-(3,6-Dihydro-5-(3-cyclopentyloxy-4-methoxyphenyl)-2-oxo-2H- 1,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-(N,N-dimethylamino)- 1-methyl-ethylester;
N-[4-(3,6-Dihydro-5-(3-cyclopentyloxy-4-methoxyphenyl)-2-oxo-2H- 1,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-(1-methyl-4-piperidyl)- ester;
N-[4-(3,6-Dihydro-5-(3-cyclopentyloxy-4-methoxyphenyl)-2-oxo-2H- 1,3,4-thia-diazin-3-ylmethyl)-phenyl]-carbaminsäure-2-morpholinoethylester;
N-[4-(3,6-Dihydro-5-(3-cyclopentyloxy-4-methoxyphenyl)-2-oxo-2H- 1,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-3-morpholinopropylester;
N-[4-(3,6-Dihydro-5-(3-cyclopentyloxy-4-methoxyphenyl)-2-oxo-2H- 1,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-thiomorpholino-ethylester;
N-[4-(3,6-Dihydro-5-(3-cyclopentyloxy-4-methoxyphenyl)-2-oxo-2H- 1,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-3-thiomorpholinopropylester;
N-[4-(3,6-Dihydro-5-(3-cyclopentyloxy-4-methoxyphenyl)-2-oxo-2H- 1,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-piperazinoethylester;
N-[4-(3,6-Dihydro-5-(3-cyclopentyloxy-4-methoxyphenyl)-2-oxo-2H- 1,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-3-piperazinopropylester;
N-[4-(3,6-Dihydro-5-(3-cyclopentyloxy-4-methoxyphenyl)-2-oxo-2H- 1,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-pyrrolidinoethylester;
N-[4-(3,6-Dihydro-5-(3-cyclopentyloxy-4-methoxyphenyl)-2-oxo-2H- 1,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-3-pyrrolidinopropylester.
N-[4-(3,6-Dihydro-5-(3-propoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-3-(N,N-diethylamino)- propylester;
N-[4-(3,6-Dihydro-5-(3-propoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-(N,N-diethylamino)- ethylester;
N-[4-(3,6-Dihydro-5-(3-propoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-(N,N-diisopropylamino)- ethylester;
N-[4-(3,6-Dihydro-5-(3-propoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-6-(N,N-dimethylamino)- hexylester;
N-[4-(3,6-Dihydro-5-(3-propoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-(N,N-dimethylamino)-1- methyl-ethylester;
N-[4-(3,6-Dihydro-5-(3-propoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-(1-methyl-4-piperidyl)-ester;
N-[4-(3,6-Dihydro-5-(3-propoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-morpholino-ethylester;
N-[4-(3,6-Dihydro-5-(3-propoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-3-morpholino-propylester;
N-[4-(3,6-Dihydro-5-(3-propoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-thiomorpholino-ethylester;
N-[4-(3,6-Dihydro-5-(3-propoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-3-thiomorpholino-propylester;
N-[4-(3,6-Dihydro-5-(3-propoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-piperazino-ethylester;
N-[4-(3,6-Dihydro-5-(3-propoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-3-piperazino-propylester;
N-[4-(3,6-Dihydro-5-(3-propoxy.4-methoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-pyrrolidino-ethylester;
N-[4-(3,6-Dihydro-5-(3-isopropoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-3-pyrrolidino-propylester;
N-[4-(3,6-Dihydro-5-(3-isopropoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-3-(N,N-diethylamino)- propylester;
N-[4-(3,6-Dihydro-5-(3-isopropoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-(N,N-diethylamino)- ethylester;
N-[4-(3,6-Dihydro-5-(3-isopropoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-(N,N-dlisopropylamino)- ethylester;
N-[4-(3,6-Dihydro-5-(3-isopropoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-6-(N,N-dimethylamino)- hexylester;
N-[4-(3,6-Dihydro-5-(3-isopropoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-(N,N-dimethylamino)-1- methyl-ethylester;
N-[4-(3,6-Dihydro-5-(3-isopropoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-(1-methyl-4-piperidyl)-ester;
N-[4-(3,6-Dihydro-5-(3-isopropoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-morpholino-ethylester;
N-[4-(3,6-Dihydro-5-(3-isopropoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-3-morpholino-propylester;
N-[4-(3,6-Dihydro-5-(3-isopropoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-thiomorpholino-ethylester;
N-[4-(3,6-Dihydro-5-(3-isopropoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-3-thiomorpholino-propylester;
N-[4-(3,6-Dihydro-5-(3-isopropoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-piperazino-ethylester;
N-[4-(3,6-Dihydro-5-(3-isopropoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-3-piperazino-propylester;
N-[4-(3,6-Dihydro-5-(3-isopropoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-pyrrolidino-ethylester;
N-[4-(3,6-Dihydro-5-(3-isopropoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-3-pyrrolidino-propylester;
N-[4-(3,6-Dihydro-5-(3-fluormethoxy-4-methoxyphenyl)-2-oxo-2H- 1,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-3-(N,N-diethylamino)- propylester;
N-[4-(3,6-Dihydro-5-(3-fluormethoxy-4-methoxyphenyl)-2-oxo-2H- 1,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-(N,N-diethylamino)- ethylester;
N-[4-(3,6-Dihydro-5-(3-fluormethoxy-4-methoxyphenyl)-2-oxo-2H- 1,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-(N,N-diisopropylamino)-ethylester;
N-[4-(3,6-Dihydro-5-(3-fluormethoxy-4-methoxyphenyl)-2-oxo-2H- 1,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-6-(N,N-dimethylamino)- hexylester;
N-[4-(3,6-Dihydro-5-(3-fluormethoxy-4-methoxyphenyl)-2-oxo-2H- 1,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-(N,N-dimethylamino)- 1-methyl-ethylester;
N-[4-(3,6-Dihydro-5-(3-fluormethoxy-4-m ethoxyphenyl)-2-oxo-2H- 1,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-(1-methyl-4-piperidyl)- ester;
N-[4-(3,6-Dihydro-5-(3-fluormethoxy-4-methoxyphenyl)-2-oxo-2H- 1,3,4-thia-diazin-3-ylmethyl)-phenyl]-carbaminsäure-2-morpholinoethylester;
N-[4-(3,6-Dihydro-5-(3-fluormethoxy-4-methoxyphenyl)-2-oxo-2H- 1,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-3-morpholinopropylester;
N-[4-(3,6-Dihydro-5-(3-fluormethoxy-4-methoxyphenyl)-2-oxo-2H- 1,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-thiomorpholino-ethylester;
N-[4-(3,6-Dihydro-5-(3-fluormethoxy-4-methoxyphenyl)-2-oxo-2H- 1,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-3-thiomorpholinopropylester;
N-[4-(3,6-Dihydro-5-(3-fluormethoxy-4-methoxyphenyl)-2-oxo-2H- 1,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-piperazinoethylester;
N-[4-(3,6-Dihydro-5-(3-fluormethoxy-4-methoxyphenyl)-2-oxo-2H- 1,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-3-piperazinopropylester;
N-[4-(3,6-Dihydro-5-(3-fluormethoxy-4-methoxyphenyl)-2-oxo-2H- 1,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-pyrrolidinoethylester;
N-[4-(3,6-Dihydro-5-(3-fluormethoxy-4-methoxyphenyl)-2-oxo-2H- 1,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-3-pyrrolidinopropylester;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1,3,4-thiadiazin- 3-ylmethyl)-phenyl]-2-morpholino-acetamid;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1,3,4-thiadiazin- 3-ylmethyl)-phenyl]-2-(N,N-diethylamino)-acetamid;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1,3,4-thiadiazin- 3-ylmethyl)-phenyl]-2-(N,N-diisopropylamino)-acetamid;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-2-thiomorpholino-acetamid;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1,3,4-thiadiazin- 3-ylmethyl)-phenyl]-2-piperidino-acetamid;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1,3,4-thiadiazin- 3-ylmethyl)-phenyl]-2-(4-hydroxy-piperidino)-acetamid;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1,3,4-thiadiazin- 3-ylmethyl)-phenyl]-2-piperazino-acetamid;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1,3,4-thiadiazin- 3-ylmethyl)-phenyl]-2-(4-methyl-piperazino)-acetamid;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1,3,4-thiadiazin- 3-ylmethyl)-phenyl]-2-pyrrolidino-acetamid;
N-[3-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1,3,4-thiadiazin- 3-ylmethyl)-phenyl]-2-(4-morpholinyl)-acetamid;
N-[3-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1,3,4-thiadiazin- 3-ylmethyl)-phenyl]-2-(N,N-diethylamino)-acetamid;
N-[3-(3,6-Dihyd ro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1,3,4-thiadiazin- 3-ylmethyl)-phenyl]-2-(N,N-diisopropylamino)-acetamid;
N-[3-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-2-thiomorpholino-acetamid;
N-[3-(3, 6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1,3,4-thiadiazin- 3-ylmethyl)-phenyl]-2-piperidino-acetamid;
N-[3-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1,3,4-thiadiazin- 3-ylmethyl)-phenyl]-2-(4-hydroxy-piperidino)-acetamid;
N-[3-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1,3,4-thiadiazin- 3-ylmethyl)-phenyl]-2-piperazino-acetamid;
N-[3-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1,3,4-thiadiazin- 3-ylmethyl)-phenyl]-2-(4-methyl-piperazino)-acetamid;
N-[3-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1,3,4-thiadiazin- 3-ylmethyl)-phenyl]-2-pyrrolidino-acetamid;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1,3,4-thiadiazin- 3-ylmethyl)-phenyl]-3-(4-morpholinyl)-propionsäureamid;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1,3,4-thiadiazin- 3-ylmethyl)-phenyl]-3-(N,N-diethylamino)-propionsäureamid;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1,3,4-thiadiazin- 3-ylmethyl)-phenyl]-3-(N,N-diisopropylamino)-propionsäureamid;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1,3,4-thiadiazin- 3-ylmethyl)-phenyl]-3-thiomorpholino-propionsäureamid;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1,3,4-thiadiazin- 3-ylmethyl)-phenyl]-3-piperidino-propionsäureamid;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1,3,4-thiadiazin- 3-ylmethyl)-phenyl]-3-(4-hydroxy-piperidino)-propionsäureamid;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1,3,4-thiadiazin- 3-ylmethyl)-phenyl]-3-piperazino-propionsäureamid;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1,3,4-thiadiazin- 3-ylmethyl)-phenyl]-3-pyrrolidino-propionsäureamid;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-2-(4-morpholinyl)-acetamid;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-2-(N,N-diethylamino)-acetamid;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-2-(N,N-diisopropylamino)-acetamid;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-2-thiomorpholino-acetamid;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-2-piperidino-acetamid;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-2-(4-hydroxy-piperidino)-acetamid;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-2-piperazino-acetamid;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-2-pyrrolidino-acetamid;
N-[4-(3,6-Dihydro-5-(3-propoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-2-(4-morpholinyl)-acetamid;
N-[4-(3,6-Dihydro-5-(3-propoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-2-(N,N-diethylamino)-acetamid;
N-[4-(3,6-Dihydro-5-(3-propoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-2-(N, N-diisopropylamino)-acetamid;
N-[4-(3,6-Dihydro-5-(3-propoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-2-thiomorpholino-acetamid;
N-[4-(3,6-Dihydro-5-(3-propoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-2-piperidino-acetamid;
N-[4-(3,6-Dihydro-5-(3-propoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-2-(4-hydroxy-piperidino)-acetamid;
N-[4-(3,6-Dihydro-5-(3-propoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-2-piperazino-acetamid;
N-[4-(3,6-Dihydro-5-(3-propoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-2-pyrrolidino-acetamid;
N-[4-(3,6-Dihydro-5-(3-isopropoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-2-(4-morpholinyl)-acetamid;
N-[4-(3,6-Dihydro-5-(3-isopropoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-2-(N,N-diethylamino)-acetamid;
N-[4-(3,6-Dihydro-5-(3-isopropoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-2-(N,N-diisopropylamino)-acetamid;
N-[4-(3,6-Dihydro-5-(3-isopropoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-2-thiomorpholino-acetamid;
N-[4-(3,6-Dihydro-5-(3-isopropoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-2-piperidino-acetamid;
N-[4-(3,6-Dihyd ro-5-(3-isopropoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-2-(4-hydroxy-piperidino)-acetamid;
N-[4-(3,6-Dihydro-5-(3-isopropoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-2-piperazino-acetamid;
N-[4-(3,6-Dihydro-5-(3-isopropoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-2-pyrrolidino-acetamid;
N-[4-(3,6-Dihydro-5-(3-cyclopentyloxy-4-methoxyphenyl)-2-oxo-2H- 1,3,4-thiadiazin-3-ylmethyl)-phenyl]-2-(4-morpholinyl)-acetamid;
N-[4-(3,6-Dihydro-5-(3-cyclopentyloxy-4-methoxyphenyl)-2-oxo-2H- 1,3,4-thiadiazin-3-ylmethyl)-phenyl]-2-(N,N-diethylamino)-acetamid;
N-[4-(3,6-Dihydro-5-(3-cyclopentyloxy-4-methoxyphenyl)-2-oxo-2H- 1,3,4-thiadiazin-3-ylmethyl)-phenyl]-2-(N,N-diisopropylamino)-acetamid;
N-[4-(3,6-Dihydro-5-(3-cyclopentyloxy-4-methoxyphenyl)-2-oxo-2H- 1,3,4-thiadiazin-3-ylmethyl)-phenyl]-2-thiomorpholino-acetamid;
N-[4-(3,6-Dihydro-5-(3-cyclopentyloxy-4-methoxyphenyl)-2-oxo-2H- 1,3,4-thiadiazin-3-ylmethyl)-phenyl]-2-piperidino-acetamid;
N-[4-(3,6-Dihydro-5-(3-cyclopentyloxy-4-methoxyphenyl)-2-oxo-2H- 1,3,4-thiadiazin-3-ylmethyl)-phenyl]-2-(4-hydroxy-piperidino)-acetamid;
N-[4-(3,6-Dihydro-5-(3-cyclopentyloxy-4-methoxyphenyl)-2-oxo-2H- 1,3,4-thiadiazin-3-ylmethyl)-phenyl]-2-pyrrolidino-acetamid;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-3-(4-morpholinyl)-propionsäureamid;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-3-(N,N-diethylamino)-propionsäureamid;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-3-(N,N-diisopropylamino)-propionsäureamid;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-3-thiomorpholino-propionsäure-amid;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-3-piperidino-propionsäureamid;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-3-(4-hydroxy-piperidino)-propionsäureamid;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-3-piperazino-propionsäureamid;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-3-pyrrolidino-propionsäureamid;
N-[4-(3,6-Dihydro-5-(3-propoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-3-(4-morphoiinyl)-propionsäureamid;
N-[4-(3,6-Dihydro-5-(3-propoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-3-(N,N-diethylamino)-propionsäureamid;
N-[4-(3,6-Dihydro-5-(3-propoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-3-(N,N-diisopropylamino)-propionsäureamid;
N-[4-(3,6-Dihydro-5-(3-propoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-3-thiomorpholino-propionsäureamid;
N-[4-(3,6-Dihydro-5-(3-propoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-3-piperidino-propionsäureamid;
N-[4-(3,6-Dihydro-5-(3-propoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-3-(4-hydroxy-piperidino)-propionsäureamid;
N-[4-(3,6-Dihydro-5-(3-propoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-3-piperazino-propionsäureamid;
N-[4-(3,6-Dihydro-5-(3-propoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-3-pyrrolidino-propionsäureamid.
N-[4-(3,6-Dihydro-5-(3-isopropoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-3-(4-morpholinyl)-propionsäureamid;
N-[4-(3,6-Dihydro-5-(3-isopropoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-3-(N,N-diethylamino)-propionsäureamid;
N-[4-(3,6-Dihydro-5-(3-isopropoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-3-(N,N-diisopropylamino)-propionsäureamid;
N-[4-(3,6-Dihydro-5-(3-isopropoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-3-thiomorpholino-propionsäureamid;
N-[4-(3,6-Dihydro-5-(3-isopropoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-3-piperidino-propionsäureamid;
N-[4-(3,6-Dihydro-5-(3-isopropoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-3-(4-hydroxy-piperidino)-propionsäureamid;
N-[4-(3,6-Dihydro-5-(3-isopropoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-3-piperazino-propionsäureamid;
N-[4-(3,6-Dihydro-5-(3-isopropoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-3-pyrrolidino-propionsäureamid;
N-[4-(3,6-Dihydro-5-(3-cyclopentyloxy-4-methoxyphenyl)-2-oxo-2H- 1,3,4-thiadiazin-3-ylmethyl)-phenyl]-3-(4-morpholinyl)-propionsäure-amid;
N-[4-(3,6-Dihydro-5-(3-cyclopentyloxy-4-methoxyphenyl)-2-oxo = 2H- 1,3,4-thiadiazin-3-ylmethyl)-phenyl]-3-(N,N-diethylamino)-propionsäureamid;
N-[4-(3,6-Dihydro-5-(3-cyclopentyloxy-4-methoxyphenyl)-2-oxo-2H- 1,3,4-thiadiazin-3-ylmethyl)-phenyl]-3-(N,N-diisopropylamino)-propionsäureamid;
N-[4-(3,6-Dihydro-5-(3-cyclopentyloxy-4-methoxyphenyl)-2-oxo-2H- 1,3,4-thiadiazin-3-ylmethyl)-phenyl]-3-thiomorpholino-propionsäureamid;
N-[4-(3,6-Dihydro-5-(3-cyclopentyloxy-4-methoxyphenyl)-2-oxo-2H- 1,3,4-thiadiazin-3-ylmethyl)-phenyl]-3-piperidino-propionsäure-amid;
N-[4-(3,6-Dihydro-5-(3-cyclopentyloxy-4-methoxyphenyl)-2-oxo-2H- 1,3,4-thiadiazin-3-ylmethyl)-phenyl]-3-(4-hydroxy-piperidino)-propionsäureamid;
N-[4-(3,6-Dihydro-5-(3-cyclopentyloxy-4-methoxyphenyl)-2-oxo-2H- 1,3,4-thiadiazin-3-ylmethyl)-phenyl]-3-piperazino-propionsäure-amid;
N-[4-(3,6-Dihydro-5-(3-cyclopentyloxy-4-methoxyphenyl)-2-oxo-2H- 1,3,4-thiadiazin-3-ylmethyl)-phenyl]-3-pyrrolidino-propionsäureamid;
N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-2,3,4,5-tetrahydro-pyridazin-2- ylmethyl)-phenyl]-carbaminsäure-3-(N,N-diethylamino)-propylester;
N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-2,3,4,5-tetrahydro-pyridazin-2- ylmethyl)-phenyl]-carbaminsäure-2-(N,N-diethylamino)-ethylester;
N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-2,3,4,5-tetrahydro-pyridazin-2- ylmethyl)-phenyl]-carbaminsäure-2-(N,N-diisopropylamino)-ethylester;
N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-2,3,4,5-tetrahydro-pyridazin-2- ylmethyl)-phenyl]carbaminsäure-6-(N,N-dimethylamino)-hexylester;
N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-2,3,4,5-tetrahydro-pyridazin-2- ylmethyl)-phenyl]-carbaminsäure-2-(N,N-dimethylamino)-1-methylethylester;
N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-2,3,4,5-tetrahydro-pyridazin-2- ylmethyl)-phenyl]-carbaminsäure-(1-methyl-4-piperidyl)-ester;
N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-2,3,4,5-tetrahydro-pyridazin-2- ylmethyl)-phenyl]-carbaminsäure-(4-hydroxy-1-piperidyl)-ethylester;
N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-2,3,4,5-tetrahydro-pyridazin- 2- ylmethyl)-phenyl]-carbaminsäure-2-morpholino-ethylester;
N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-2,3,4,5-tetrahydro-pyridazin-2- ylmethyl)-phenyl]-carbaminsäure-3-morpholino-propylester;
N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-2,3,4,5-tetrahydro-pyridazin-2- ylmethyl)-phenyl]-carbaminsäure-2-thiomorpholino-ethylester;
N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-2,3,4,5-tetrahydro-pyridazin-2- ylmethyl)-phenyl]-carbaminsäure-3-thiomorpholino-propylester;
N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-2,3,4,5-tetrahydro-pyridazin-2- ylmethyl)-phenyl]-carbaminsäure-2-piperazino-ethylester;
N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-2,3,4,5-tetrahydro-pyridazin-2- ylmethyl)-phenyl]-carbaminsäure-3-piperazino-propylester;
N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-2,3,4,5-tetrahydro-pyridazin-2- ylmethyl)-phenyl]-carbaminsäure-2-pyrrolidino-ethylester;
N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-2,3,4,5-tetrahydro-pyridazin-2- ylmethyl)-phenyl]-carbaminsäure-3-pyrrolidino-propylester.
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-3-(N,N-diethylamino)- propylester;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-(N, N-diethylamino)- ethylester;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-(N,N-diisopropylamino)- ethylester;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-6-(N,N-dimethylamino)- hexylester;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-(N,N-dimethylamino)-1- methyl-ethylester;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-(1-methyl-4-piperidyl)-ester;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-morpholino-ethylester;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-3-morpholino-propylester;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-thiomorpholino-ethylester;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-3-thiomorpholino-propylester;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-piperazino-ethylester;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-3-piperazino-propylester;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-pyrrolidino-ethylester;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-3-pyrrolidino-propylester;
N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-5-ethyl-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-3-(N,N-diethylamino)- propylester;
N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-5-ethyl-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-(N,N-diethylamino)- ethylester;
N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-5-ethyl-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-(N,N-diisopropylamino)- ethylester;
N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-5-ethyl-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-6-(N,N-dimethylamino)- hexylester;
N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-5-ethyl-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-(N, N-dimethylamino)-1- methyl-ethylester;
N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-5-ethyl-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-(1-methyl-4-piperidyl)-ester;
N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-5-ethyl-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-morpholino-ethylester;
N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-5-ethyl-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-3-morpholino-propylester;
N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-5-ethyl-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-thiomorpholino-ethylester;
N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-5-ethyl-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-3-thiomorpholino-propylester;
N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-5-ethyl-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-piperazino-ethylester;
N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-5-ethyl-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-3-piperazino-propylester;
N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-5-ethyl-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-pyrrolidino-ethylester;
N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-5-ethyl-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-3-pyrrolidino-propylester;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-5-ethyl-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-3-(N,N-diethylamino)- propylester;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-5-ethyl-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-(N,N-diethylamino)- ethylester;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-5-ethyl-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-(N,N-diisopropylamino)- ethylester;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-5-ethyl-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-6-(N,N-dimethylamino)- hexylester;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-5-ethyl-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-(N,N-dimethylamino)-1- methyl-ethylester;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-5-ethyl-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-(1-methyl-4-piperidyl)-ester;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-5-ethyl-2,3,4,5-tetrahyd ropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-morpholino-ethylester;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-5-ethyl-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-3-morpholino-propylester;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-5-ethyl-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-thiomorpholino-ethylester;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-5-ethyl-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäu re-3-thiomorpholino-propylester;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-5-ethyl-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-piperazino-ethylester;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-5-ethyl-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-3-piperazino-propylester;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-5-ethyl-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl)-carbaminsäure-2-pyrrolidino-ethylester;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-5-ethyl-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-3-pyrrolidino-propylester;
N-[4-(6-(3-Cyclopentyloxy-4-methoxyphenyl)-3-oxo-2,3,4,5- tetrahydro-pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-3-(N,N-diethylamino)-propylester;
N-[4-(6-(3-Cyclopentyloxy-4-methoxyphenyl)-3-oxo-2,3,4,5- tetrahydro-pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-(N,N-diethylamino)-ethylester;
N-[4-(6-(3-Cyclopentyloxy-4-methoxyphenyl)-3-oxo-2,3,4,5- tetrahydro-pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-(N,N- diisopropylamino)-ethylester;
N-[4-(6-(3-Cyclopentyloxy-4-methoxyphenyl)-3-oxo-2,3,4,5- tetrahydro-pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-6-(N,N-dimethylamino)-hexylester;
N-[4-(6-(3-Cyclopentyloxy-4-methoxyphenyl)-3-oxo-2,3,4,5- tetrahydro-pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-(N,Ndimethylamino)-1-methyl-ethylester;
N-[4-(6-(3-Cyclopentyloxy-4-methoxyphenyl)-3-oxo-2,3,4,5- tetrahydro-pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-(1-methyl-4- piperidyl)-ester;
N-[4-(6-(3-Cyclopentyloxy-4-methoxyphenyl)-3-oxo-2,3,4,5- tetrahydro-pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-morpholinoethylester;
N-[4-(6-(3-Cyclopentyloxy-4-methoxyphenyl)-3-oxo-2,3,4,5- tetrahydro-pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-3-morpholinopropylester;
N-[4-(6-(3-Cyclopentyloxy-4-methoxyphenyl)-3-oxo-2,3,4,5- tetrahydro-pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-thiomorpholinoethylester;
N-[4-(6-(3-Cyclopentyloxy-4-methoxyphenyl)-3-oxo-2,3,4,5- tetrahydro-pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-3-thiomorpholinopropylester;
N-[4-(6-(3-Cyclopentyloxy-4-methoxyphenyl)-3-oxo-2,3,4,5- tetrahydro-pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-piperazinoethylester;
N-[4-(6-(3-Cyclopentyloxy-4-methoxyphenyl)-3-oxo-2,3,4,5- tetrahydro-pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-3-piperazinopropylester;
N-[4-(6-(3-Cyclopentyloxy-4-methoxyphenyl)-3-oxo-2,3,4,5- tetrahydro-pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-pyrrolidinoethylester;
N-[4-(6-(3-Cyclopentyloxy-4-methoxyphenyl)-3-oxo-2,3,4,5- tetrahydro-pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-3-pyrrolidinopropylester;
N-[4-(6-(3-Propoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-3-(N,N-diethylamino)- propylester;
N-[4-(6-(3-Propoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-(N,N-diethylamino)- ethylester;
N-[4-(6-(3-Propoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-(N,N-diisopropylamino)- ethylester;
N-[4-(6-(3-Propoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-6-(N,N-dimethylamino)- hexylester;
N-[4-(6-(3-Propoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-(N,N-dimethylamino)-1- methyl-ethylester;
N-[4-(6-(3-Propoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-(1-methyl-4-piperidyl)-ester;
N-[4-(6-(3-Propoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-morpholino-ethylester;
N-[4-(6-(3-Propoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-3-morpholino-propylester;
N-[4-(6-(3-Propoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-thiomorpholino-ethylester;
N-[4-(6-(3-Propoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-3-thiomorpholino-propylester;
N-[4-(6-(3-Propoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-piperazino-ethylester;
N-[4-(6-(3-Propoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-3-piperazino-propylester;
N-[4-(6-(3-Propoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-pyrrolidino-ethylester;
N-[4-(6-(3-Propoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-3-pyrrolidino-propylester;
N-[4-(6-(3-Isopropoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-3-(N,N-diethylamino)- propylester;
N-[4-(6-(3-Isopropoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-(N,N-diethylamino)- ethylester;
N-[4-(6-(3-Isopropoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-(N,N-diisopropylamino)- ethylester;
N-[4-(6-(3-Isopropoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-6-(N, N-dimethylamino)- hexylester;
N-[4-(6-(3-Isopropoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-(N, N-dimethylamino)-1- methyl-ethylester;
N-[4-(6-(3-Isopropoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-(1-methyl-4-piperidyl)-ester;
N-[4-(6-(3-Isopropoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-morpholino-ethylester;
N-[4-(6-(3-Isopropoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-3-morpholino-propylester;
N-[4-(6-(3-Isopropoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-thiomorpholino-ethylester;
N-[4-(6-(3-Isopropoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-3-thiomorpholino-propylester;
N-[4-(6-(3-Isopropoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-piperazino-ethylester;
N-[4-(6-(3-Isopropoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-3-piperazino-propylester;
N-[4-(6-(3-Isopropoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-pyrrolidino-ethylester;
N-[4-(6-(3-Isopropoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-3-pyrrolidino-propylester;
N-[4-(6-(3-Fluormethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-3-(N,N-diethylamino)- propylester;
N-[4-(6-(3-Fluormethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-(N, N-diethylamino)- ethylester;
N-[4-(6-(3-Fluormethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-(N,N-diisopropylamino)- ethylester;
N-[4-(6-(3-Fluormethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-6-(N,N-dimethylamino)- hexylester;
N-[4-(6-(3-Fluormethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-(N,N-dimethylamino)-1- methyl-ethylester;
N-[4-(6-(3-Fluormethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-(1-methyl-4-piperidyl)-ester;
N-[4-(6-(3-Fluormethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-morpholino-ethylester;
N-[4-(6-(3-Fluormethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-3-morpholino-propylester;
N-[4-(6-(3-Fluormethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-thiomorpholino-ethylester;
N-[4-(6-(3-Fluormethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-3-thiomorpholino-propylester;
N-[4-(6-(3-Fluormethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-piperazino-ethylester;
N-[4-(6-(3-Fluormethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-3-piperazino-propylester;
N-[4-(6-(3-Fluormethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-pyrrolidino-ethylester;
N-[4-(6-(3-Fluormethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5- tetrahydro-pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-3-pyrrolidinopropylester;
N-[4-(6-(3-ethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-2-(4-morpholinyl)-acetamid, F. 150°;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-2-(N,N-diethylamino)-acetamid;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-2-(N,N-diisopropylamino)-acetamid;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-2-thiomorpholino-acetamid;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-2-piperidino-acetamid;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-2-(4-hydroxy-piperidino)-acetamid;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-2-piperazino-acetamid;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-2-pyrrolidino-acetamid;
N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-2,3,4,5-tetrahydro-pyridazin-2- ylmethyl)-phenyl]-2-(4-morpholinyl)-acetamid;
N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-2,3,4,5-tetrahydro-pyridazin-2- ylmethyl)-phenyl]-2-(N,N-diethylamino)-acetamid;
N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-2,3,4,5-tetrahydro-pyridazin-2- ylmethyl)-phenyl]-2-(N,N-diisopropylamino)-acetamid;
N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-2,3,4,5-tetrahydro-pyridazin- 2-ylmethyl)-phenyl]-2-thiomorphofino-acetamid;
N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-2,3,4,5-tetrahydro-pyridazin-2- ylmethyl)-phenyl]-2-piperidino-acetamid;
N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-2,3,4,5-tetrahydro-pyridazin-2- ylmethyl)-phenyl]-2-(4-hydroxy-piperidino)-acetamid;
N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-2,3,4,5-tetrahydro-pyridazin-2- ylmethyl)-phenyl]-2-piperazino-acetamid;
N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-2,3,4,5-tetrahydro-pyridazin-2- ylmethyl)-phenyl]-2-pyrrolidino-acetamid;
N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-2,3,4,5-tetrahydro-pyridazin-2- ylmethyl)-phenyl]-3-(4-morpholinyl)-propionsäureamid;
N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-2,3,4,5-tetrahydro-pyridazin-2- ylmethyl)-phenyl]-3-(N,N-diethylamino)-propionsäureamid;
N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-2,3,4,5-tetrahydro-pyridazin-2- ylmethyl)-phenyl]-3-(N,N-diisopropylamino)-propionsäureamid;
N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-2,3,4,5-tetrahydro-pyridazin- 2-ylmethyl)-phenyl]-3-thiomorpholino-propionsäureamid;
N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-2,3,4,5-tetrahydro-pyridazin-2- ylmethyl)-phenyl]-3-piperidino-propionsäureamid;
N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-2,3,4,5-tetrahydro-pyridazin-2- ylmethyl)-phenyl]-3-(4-hydroxy-piperidino)-propionsäureamid;
N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-2,3,4,5-tetrahydro-pyridazin-2- ylmethyl)-phenyl]-3-piperazino-propionsäureamid;
N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-2,3,4,5-tetrahydro-pyridazin-2- ylmethyl)-phenyl]-3-pyrrolidino-propionsäureamid;
N-[4-(6-(3-Propoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-2-(4-morpholinyl)-acetamid;
N-[4-(6-(3-Propoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-2-(N,N-diethylamino)-acetamid;
N-[4-(6-(3-Propoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-2-(N,N-diisopropylamino)-acetamid;
N-[4-(6-(3-Propoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-2-thiomorpholino-acetamid;
N-[4-(6-(3-Propoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-2-piperidino-acetamid;
N-[4-(6-(3-Propoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-2-(4-hydroxy-piperidino)-acetamid;
N-[4-(6-(3-Propoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-2-piperazino-acetamid;
N-[4-(6-(3-Propoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-2-pyrrolidino-acetamid;
N-[4-(6-(3-Isopropoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-2-(4-morpholinyl)-acetamid;
N-[4-(6-(3-Isopropoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-2-(N, N-diethylamino)-acetamid;
N-[4-(6-(3-Isopropoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-2-(N,N-diisopropylamino)-acetamid;
N-[4-(6-(3-I sopropoxy-4-methoxyph enyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-2-thiomorpholino-acetamid;
N-[4-(6-(3-Isopropoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-2-piperidino-acetamid;
N-[4-(6-(3-Isopropoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-2-(4-hydroxy-piperidino)-acetamid;
N-[4-(6-(3-Isopropoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-2-piperazino-acetamid;
N-[4-(6-(3-Isopropoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-2-pyrrolidino-acetamid;
N-[4-(6-(3-Cyclopentyloxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro-pyridazin-2-ylmethyl)-phenyl]-2-(4-morpholinyl)-acetamid;
N-[4-(6-(3-Cyclopentyloxy-4-methoxyphenyl)-3-oxo-2,3,4,5- tetrahydro-pyridazin-2-ylmethyl)-phenyl]-2-(N,N-diethylamino)-acetamid;
N-[4-(6-(3-Cyclopentyloxy-4-methoxyphenyl)-3-oxo-2,3,4,5- tetrahydro-pyridazin-2-ylmethyl)-phenyl]-2-(N,N-diisopropylamino)- acetamid;
N-[4-(6-(3-Cyclopentyloxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro-pyridazin-2-ylmethyl)-phenyl]-2-thiomorpholino-acetamid;
N-[4-(6-(3-Cyclopentyloxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro-pyridazin-2-ylmethyl)-phenyl]-2-piperidino-acetamid;
N-[4-(6-(3-Cyclopentyloxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro-pyridazin-2-ylmethyl)-phenyl]-2-(4-hydroxy-piperidino)-acetamid;
N-[4-(6-(3-Cyclopentyloxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro-pyridazin-2-ylmethyl)-2-piperazino-acetamid;
N-[4-(6-(3-Cyclopentyloxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro-pyridazin-2-ylmethyl)-phenyl]-2-pyrrolidino-acetamid;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-3-(4-morpholinyl)-propionsäureamid;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-3-(N,N-diethylamino)-propionsäureamid;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-3-(N,N-diisopropylamino)-propionsäureamid;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-3-thiomorpholino-propionsäureamid;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-3-piperidino-propionsäureamid;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-3-(4-hydroxy-piperidino)-propion-säureamid;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-3-piperazino-propionsäureamid;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-3-pyrrolidino-propionsäureamid;
N-[4-(6-(3-Propoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-3-(4-morpholinyl)-propionsäureamid;
N-[4-(6-(3-Propoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-3-(N,N-diethylamino)-propionsäureamid;
N-[4-(6-(3-Propoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-3-(N,N-diisopropylamino)-propionsäureamid;
N-[4-(6-(3-Propoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-3-thiomorpholino-propionsäureamid;
N-[4-(6-(3-Propoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-3-piperidino-propionsäureamid;
N-[4-(6-(3-Propoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-3-(4-hydroxy-piperidino)-propion-säureamid;
N-[4-(6-(3-Propoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahyd ropyridazin-2-ylmethyl)-phenyl]-3-piperazino-propionsäureamid;
N-[4-(6-(3-Propoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-3-pyrrolidino-propionsäureamid;
N-[4-(6-(3-Isopropoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-3-(4-morpholinyl)-propionsäureamid;
N-[4-(6-(3-Isopropoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-3-(N,N-diethylamino)-propionsäureamid;
N-[4-(6-(3-Isopropoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-3-(N,N-diisopropylamino)-propionsäureamid;
N-[4-(6-(3-Isopropoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-3-thiomorpholino-propionsäureamid;
N-[4-(6-(3-Isopropoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-3-piperidino-propionsäureamid;
N-[4-(6-(3-Isopropoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-3-(4-hydroxy-piperidino)-propionsäureamid;
N-[4-(6-(3-Isopropoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-3-piperazino-propionsäureamid;
N-[4-(6-(3-Isopropoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-3-pyrrolidino-propionsäureamid;
N-[4-(6-(3-Cyclopentyloxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro-pyridazin-2-ylmethyl)-phenyl]-3-(4-morpholinyl)-propionsäureamid;
N-[4-(6-(3-Cyclopentyloxy-4-methoxyphenyl)-3-oxo-2,3,4,5- tetrahydro-pyridazin-2-ylmethyl)-phenyl]-3-(N,N-diethylamino)- propionsäureamid;
N-[4-(6-(3-Cyclopentyloxy-4-methoxyphenyl)-3-oxo-2,3,4,5- tetrahydro-pyridazin-2-ylmethyl)-phenyl]-3-(N,N-diisopropylamino)-propionsäureamid;
N-[4-(6-(3-Cyclopentyloxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro-pyridazin-2-ylmethyl)-phenyl]-3-thiomorpholino-propionsäureamid;
N-[4-(6-(3-Cyclopentyloxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro-pyridazin-2-ylmethyl)-phenyl]-3-piperidino-propionsäureamid;
N-[4-(6-(3-Cyclopentyloxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro-pyridazin-2-ylmethyl)-phenyl]-3-(4-hydroxy-piperidino)-propionsäureamid;
N-[4-(6-(3-Cyclopentyloxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro-pyridazin-2-ylmethyl)-phenyl]-3-piperazino-propionsäureamid;
N-[4-(6-(3-Cyclopentyloxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro-pyridazin-2-ylmethyl)-phenyl]-3-pyrrolidino-propionsäure-amid;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1,3,4-thiadiazin- 3-ylmethyl)-phenyl]-carbaminsäure-3-(N,N-diethylamino)-propylester; - Gegenstand der Erfindung ist insbesondere die Verwendung von
- a) Verbindungen, offenbart in EP 0 738 715 A2, ausgewählt aus der
Gruppe
2-(4-Ethoxycarbonylaminobenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydro-pyridazin-3-on;
2-(3-Methylsulfonamidobenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydro-pyridazin-3-on;
2-(3-Acetamidobenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Trifluoracetamidobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Ethoxycarbonylaminobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Methoxycarbonylaminobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Butyrylaminobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5- tetrahydro-pyridazin-3-on;
- b) Verbindungen, offenbart in EP 0 723 962 B1, ausgewählt aus der
Gruppe
3-(4-Nitrobenzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4- thiadiazin-2-on;
3-(4-Aminobenzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4- thiadiazin-2-on;
3-(4-Trifluoroacetamidobenzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6- dihydro-1,3,4-thiadiazin-2-on;
3-(4-Acetamidobenzyl)-5-(3,4-dimethoxy-phenyl)-3,6-dihydro-1,3,4- thiadiazin-2-on;
3-(4-Methoxybenzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6-dihydro- 1,3,4-thiadiazin-2-one;
3-(2,6-Dichlorobenzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6-dihydro- 1,3,4-thiadiazin-2-on;
- c) Verbindungen, offenbart in EP 0 763 534 A1, ausgewählt aus der
Gruppe
3-(4-Picolinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6- dihydro-1,3,4-thiadiazin-2-on;
3-(4-Picolinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-3,6-dihydro- 1,3,4-thiadiazin-2-on;
3-(4-Nicotinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-3,6-dihydro- 1,3,4-thiadiazin-2-on;
3-(4-Isonicotinoylaminobenzyl)-5-(3,4-dimethoxyphenyl)-3,6-dihydro- 1,3,4-thiadiazin-2-on;
3-(4-Nicotinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6- dihydro-1,3,4-oxadiazin-2-on;
2-(4-Nicotinoylamino-benzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5- tetrahydro-pyridazin-3-on;
- d) Verbindungen, offenbart in EP 0 539 806 B1, ausgewählt aus der
Gruppe
5-(3-Methoxy-4-difluormethoxy-phenyl)-6-ethyl-3,6-dihydro-1,3,4- thiadiazin-2-on;
5-(3-Methoxy-4-difluormethoxy-phenyl)-3,6-dihydro-1,3,4-thiadiazin-2- on;
- e) Verbindungen, offenbart in EP 0 618 201 A1, ausgewählt aus der
Gruppe
3-Dimethylaminopropyl-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6-dihydro- 1,3,4-thiadiazinon-2-on;
3-Dimethylaminopropyl-5-(3,4-dimethoxyphenyl)-3,6-dihydro-1,3,4- thiadiazinon-2-on;
3-Dimethylaminoethyl-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6-dihydro- 1,3,4-thiadiazinon-2-on;
3-Piperidinopropyl-5-(3-methoxy-4-ditl uormethoxy-phenyl)-6-ethyl- 3,6-dihydro-1,3,4-thiadiazinon-2-on;
3-Morpholinopropyl-5-(3-methoxy-4-difluormethoxy-phenyl)-6-ethyl- 3,6-dihydro-1,3,4-thiadiazinon-2-on;
- f) Verbindungen, offenbart in DE 196 04 388 A1, ausgewählt aus der
Gruppe
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1,3,4-thiadiazin- 3-ylmethyl)-phenyl]-carbaminsäure-3-(N, N-diethylamino)-propylester;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-3-(N,N-diethylamino)- propylester;
N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-2,3,4,5-tetrahydro-pyridazin-2- ylmethyl)-phenyl]-carbaminsäure-3-(N,N-diethyl-amino)-propylester;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-3-(N,N-diethylamino)- propylester;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-2-(4-methylpiperazino)-acetamid;
N-[4-(6-(3-Cyclopentyloxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro-pyridazin-2-ylmethyl)-phenyl]-2-(4-methylpiperazino)-acetamid;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-(4-methyl-piperazino)- acetamid;
Claims (5)
1. Verwendung von
und/oder ihrer physiologisch unbedenklichen Salze zur Herstellung
eines Arzneimittels zur Behandlung von Osteoporose, Tumoren,
Tumormetastasen, Atherosklerose, rheumatoide Arthritis, multiple
Sklerose, Diabetes mellitus, ulzerative Kolitis und AIDS.
a) Verbindungen der Formel I, offenbart in EP 0738715 A2,
worin
R1 und R2 jeweils unabhängig voneinander H oder A,
R3 und R4 jeweils unabhängig voneinander -OH, -OR10, -S-R10, -SO-R10, -SO2-R10, Hal, Methylendioxy, -NO2, -NH2, -NHR10 oder -NR10R11,
R5 einen unsubstituierten oder ein- oder zweifach durch R6 und/oder R7 substituierten Phenylrest,
Q fehlt oder Alkylen mit 1-6 C-Atomen,
R6 und R7 jeweils unabhängig voneinander -NH2, -NR8R9, -NHR10, NR10R11, -NO2, Hal, -CN, -OA, -COOH oder -COOA,
R8 und R9 jeweils unabhängig voneinander H, Acyl mit 1-8 C- Atomen, das durch 1-5 F- und/oder Cl-Atome substituiert sein kann, -COOA, -SO-A, -SO2A, -CONH2, -CONHA, -CONA2, -CO-COOH, -CO-COOA, -CO-CONH2, -CO-CONHA oder-CO-CONA2,
A Alkyl mit 1 bis 6 C-Atomen, das durch 1-5 F- und/oder Cl-Atome substituiert sein kann,
R10 und R11 jeweils unabhängig voneinander A, Cycloalkyl mit 3-7 C- Atomen, Methylencycloalkyl mit 4-8 C-Atomen oder Alkenyl mit 2-8 C-Atomen
und
Hal F, Cl, Br oder I
bedeuten,
b) Verbindungen der Formel I, offenbart in EP 0723962 B1,
worin
R1 und R2 jeweils unabhängig voneinander H oder A,
R3 und R4 jeweils unabhängig voneinander -OH, -OR10, -S-R10, -SO-R10, -SO2-R10, Hal, Methylendioxy, -NO2, -NH2, -NHR10 oder -NR10R11,
R5 einen unsubstituierten oder ein- oder zweifach durch R6 und/oder R7 substituierten Phenylrest,
Q fehlt oder Alkylen mit 1-6 C-Atomen,
R6 und R7 jeweils unabhängig voneinander -NH2, -NR8R9, -NHR10, -NR10R10R11, -NO2, Hal, -CN, -OA, -COOH oder -COOA,
R8 und R9 jeweils unabhängig voneinander H, Acyl mit 1-8 C- Atomen, das durch 1-5 F- und/oder Cl-Atome substituiert sein kann, -COOA, -SO-A, -SO2A, -CONH2, -CONHA, -CONA2, -CO-COOH, -CO-COOA, -CO-CONH2, -CO-CONHA oder -CO-CONA2,
A Alkyl mit 1 bis 6 C-Atomen, das durch 1-5 F- und/oder Cl-Atome substituiert sein kann,
R10 und R11 jeweils unabhängig voneinander A, Cycloalkyl mit 3-7 C- Atomen, Methylencycloalkyl mit 4-8 C-Atomen oder Alkenyl mit 2-8 C-Atomen
und
Hal F, Cl, Br oder I
bedeuten,
worin
R1 und R2 jeweils unabhängig voneinander H oder A,
R3 und R4 jeweils unabhängig voneinander -OH, -OR10, -S-R10, -SO-R10, -SO2-R10, Hal, Methylendioxy, -NO2, -NH2, -NHR10 oder -NR10R11,
R5 einen unsubstituierten oder ein- oder zweifach durch R6 und/oder R7 substituierten Phenylrest,
Q fehlt oder Alkylen mit 1-6 C-Atomen,
R6 und R7 jeweils unabhängig voneinander -NH2, -NR8R9, -NHR10, NR10R11, -NO2, Hal, -CN, -OA, -COOH oder -COOA,
R8 und R9 jeweils unabhängig voneinander H, Acyl mit 1-8 C- Atomen, das durch 1-5 F- und/oder Cl-Atome substituiert sein kann, -COOA, -SO-A, -SO2A, -CONH2, -CONHA, -CONA2, -CO-COOH, -CO-COOA, -CO-CONH2, -CO-CONHA oder-CO-CONA2,
A Alkyl mit 1 bis 6 C-Atomen, das durch 1-5 F- und/oder Cl-Atome substituiert sein kann,
R10 und R11 jeweils unabhängig voneinander A, Cycloalkyl mit 3-7 C- Atomen, Methylencycloalkyl mit 4-8 C-Atomen oder Alkenyl mit 2-8 C-Atomen
und
Hal F, Cl, Br oder I
bedeuten,
b) Verbindungen der Formel I, offenbart in EP 0723962 B1,
worin
R1 und R2 jeweils unabhängig voneinander H oder A,
R3 und R4 jeweils unabhängig voneinander -OH, -OR10, -S-R10, -SO-R10, -SO2-R10, Hal, Methylendioxy, -NO2, -NH2, -NHR10 oder -NR10R11,
R5 einen unsubstituierten oder ein- oder zweifach durch R6 und/oder R7 substituierten Phenylrest,
Q fehlt oder Alkylen mit 1-6 C-Atomen,
R6 und R7 jeweils unabhängig voneinander -NH2, -NR8R9, -NHR10, -NR10R10R11, -NO2, Hal, -CN, -OA, -COOH oder -COOA,
R8 und R9 jeweils unabhängig voneinander H, Acyl mit 1-8 C- Atomen, das durch 1-5 F- und/oder Cl-Atome substituiert sein kann, -COOA, -SO-A, -SO2A, -CONH2, -CONHA, -CONA2, -CO-COOH, -CO-COOA, -CO-CONH2, -CO-CONHA oder -CO-CONA2,
A Alkyl mit 1 bis 6 C-Atomen, das durch 1-5 F- und/oder Cl-Atome substituiert sein kann,
R10 und R11 jeweils unabhängig voneinander A, Cycloalkyl mit 3-7 C- Atomen, Methylencycloalkyl mit 4-8 C-Atomen oder Alkenyl mit 2-8 C-Atomen
und
Hal F, Cl, Br oder I
bedeuten,
b) Verbindungen der Formel I, offenbart in EP 0763534 A1,
worin
B einen aromatischen Heterocyclus mit 1 bis 4 N-, O- und/oder S-Atomen, über N oder C gebunden, der unsubstituiert oder ein-, zwei- oder dreifach durch Hal, A und/oder OA substituiert sein kann, und auch an einen Benzol- oder Pyridinring kondensiert sein kann,
Q fehlt oder Alkylen mit 1-6 C-Atomen,
X CH2, S oder O,
R1 und R2 jeweils unabhängig voneinander H oder A,
R3 und R4 jeweils unabhängig voneinander -OH, OR5, -S-R5, -SO-R5, -SO2-R5, Hal, Methylendioxy, -NO2, -NH2, -NHR5 oder -NR5R6,
R5 und R6 jeweils unabhängig voneinander A, Cycloalkyl mit 3-7 C-Atomen, Methylencycloalkyl mit 4-8 C-Atomen oder Alkenyl mit 2-8 C-Atomen,
A Alkyl mit 1 bis 10 C-Atomen, das durch 1 bis 5 F- undoder Cl-Atome substituiert sein kann und
Hal F, Cl, Br oder I
bedeuten,
worin
B einen aromatischen Heterocyclus mit 1 bis 4 N-, O- und/oder S-Atomen, über N oder C gebunden, der unsubstituiert oder ein-, zwei- oder dreifach durch Hal, A und/oder OA substituiert sein kann, und auch an einen Benzol- oder Pyridinring kondensiert sein kann,
Q fehlt oder Alkylen mit 1-6 C-Atomen,
X CH2, S oder O,
R1 und R2 jeweils unabhängig voneinander H oder A,
R3 und R4 jeweils unabhängig voneinander -OH, OR5, -S-R5, -SO-R5, -SO2-R5, Hal, Methylendioxy, -NO2, -NH2, -NHR5 oder -NR5R6,
R5 und R6 jeweils unabhängig voneinander A, Cycloalkyl mit 3-7 C-Atomen, Methylencycloalkyl mit 4-8 C-Atomen oder Alkenyl mit 2-8 C-Atomen,
A Alkyl mit 1 bis 10 C-Atomen, das durch 1 bis 5 F- undoder Cl-Atome substituiert sein kann und
Hal F, Cl, Br oder I
bedeuten,
c) Verbindungen der Formel I, offenbart in EP 0539806 B1,
worin
R1 und R2 jeweils unabhängig voneinander H oder A,
R3 H, OA oder O-CmH2m+1-nXn,
R4 -O-CmH2m+1-nXn,
X F oder Cl,
A Alkyl mit 1-6 C-Atomen,
m 1, 2, 3, 4, 5 oder 6 und
n 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12 oder 13
bedeuten,
worin
R1 und R2 jeweils unabhängig voneinander H oder A,
R3 H, OA oder O-CmH2m+1-nXn,
R4 -O-CmH2m+1-nXn,
X F oder Cl,
A Alkyl mit 1-6 C-Atomen,
m 1, 2, 3, 4, 5 oder 6 und
n 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12 oder 13
bedeuten,
d) Verbindungen der Formel I, offenbart in EP 0618201 A1,
worin
R1 und R2 jeweils unabhängig voneinander H oder A,
R3 und R4 jeweils unabhängig voneinander OH, OA, SA, SOA, SO2A, Hal, Methylendioxy, Cycloalkyloxy mit 3-7 C- Atomen oder O-CmH2m+1-kFk,
wobei eine CH2-Gruppe auch durch Sauerstoff ersetzt sein kann,
R6 und R7 jeweils unabhängig voneinander H oder A,
Q Alkylen mit 1-6 C-Atomen,
A Alkyl mit 1-6 C-Atomen,
Hal F, Cl, Br oder I,
m 1, 2, 3, 4, 5 oder 6,
n 3, 4, 5 oder 6,
k 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12 oder 13
bedeuten,
worin
R1 und R2 jeweils unabhängig voneinander H oder A,
R3 und R4 jeweils unabhängig voneinander OH, OA, SA, SOA, SO2A, Hal, Methylendioxy, Cycloalkyloxy mit 3-7 C- Atomen oder O-CmH2m+1-kFk,
wobei eine CH2-Gruppe auch durch Sauerstoff ersetzt sein kann,
R6 und R7 jeweils unabhängig voneinander H oder A,
Q Alkylen mit 1-6 C-Atomen,
A Alkyl mit 1-6 C-Atomen,
Hal F, Cl, Br oder I,
m 1, 2, 3, 4, 5 oder 6,
n 3, 4, 5 oder 6,
k 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12 oder 13
bedeuten,
e) Verbindungen der Formel I, offenbart in DE 196 04 388 A1,
worin
R1 und R2 jeweils unabhängig voneinander H oder A,
R3 und R4 jeweils unabhängig voneinander -OH, OA, -S-A, -SO-A, -SO2-A, Hal, Methylendioxy, -NO2, -NH2, -NHA oder -NAA',
A und A' jeweils unabhängig voneinander Alkyl mit 1 bis 10 C- Atomen, das durch 1 bis 5 F- und/oder Cl-Atome substituiert sein kann, Cycloalkyl mit 3-7 C-Atomen oder Methylencycloalkyl mit 4-8 C-Atomen,
B -Y-R5 oder -O-Y-R5,
Q fehlt oder Alkylen mit 1-4 C-Atomen,
Y fehlt oder Alkylen mit 1-10 C-Atomen,
X CH2 oder S,
R5 NH2, NHA, NAA' oder einen unsubstituierten oder einfach durch A oder OH substituierten gesättigten 3-8- gliedrigen Heterocyclus mit mindestens einem N-Atom, worin zusätzlich weitere CH2-Gruppen durch NH, NA, S oder O ersetzt sein können,
Hal F, Cl, Br oder I
bedeuten,
worin
R1 und R2 jeweils unabhängig voneinander H oder A,
R3 und R4 jeweils unabhängig voneinander -OH, OA, -S-A, -SO-A, -SO2-A, Hal, Methylendioxy, -NO2, -NH2, -NHA oder -NAA',
A und A' jeweils unabhängig voneinander Alkyl mit 1 bis 10 C- Atomen, das durch 1 bis 5 F- und/oder Cl-Atome substituiert sein kann, Cycloalkyl mit 3-7 C-Atomen oder Methylencycloalkyl mit 4-8 C-Atomen,
B -Y-R5 oder -O-Y-R5,
Q fehlt oder Alkylen mit 1-4 C-Atomen,
Y fehlt oder Alkylen mit 1-10 C-Atomen,
X CH2 oder S,
R5 NH2, NHA, NAA' oder einen unsubstituierten oder einfach durch A oder OH substituierten gesättigten 3-8- gliedrigen Heterocyclus mit mindestens einem N-Atom, worin zusätzlich weitere CH2-Gruppen durch NH, NA, S oder O ersetzt sein können,
Hal F, Cl, Br oder I
bedeuten,
2. Verwendung nach Anspruch 1 von
und/oder ihrer physiologisch unbedenklichen Salze zur Herstellung
eines Arzneimittels zur Behandlung von Osteoporose, Tumoren,
Tumormetastasen, Atherosklerose, rheumatoide Arthritis, multiple
Sklerose, Diabetes mellitus, ulzerative Kolitis und AIDS.
a) Verbindungen, offenbart in EP 0738715 A2, ausgewählt aus der
Gruppe
2-(4-Ethoxycarbonylaminobenzyl)-6-(3,4-dimethoxyphenyl)- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(3-Methylsulfonamidobenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydro-pyridazin-3-on;
2-(3-Acetamidobenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydro-pyridazin-3-on;
2-(4-Trifluoracetamidobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Ethoxycarbonylaminobenzyl)-6-(3,4-dimethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Methoxycarbonylaminobenzyl)-6-(3,4-dimethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Butyrylaminobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Ethoxycarbonylaminobenzyl)-6-(3,4-dimethoxyphenyl)- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(3-Methylsulfonamidobenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydro-pyridazin-3-on;
2-(3-Acetamidobenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydro-pyridazin-3-on;
2-(4-Trifluoracetamidobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Ethoxycarbonylaminobenzyl)-6-(3,4-dimethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Methoxycarbonylaminobenzyl)-6-(3,4-dimethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Butyrylaminobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydro-pyridazin-3-on;
b) Verbindungen, offenbart in EP 0723962 B1, ausgewählt aus der
Gruppe
3-(4-Nitrobenzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6-dihydro- 1,3,4-thiadiazin-2-on;
3-(4-Aminobenzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6-dihydro- 1,3,4-thiadiazin-2-on;
3-(4-Trifluoroacetamidobenzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl- 3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-Acetamidobenzyl)-5-(3,4-dimethoxy-phenyl)-3,6-dihydro- 1,3,4-thiadiazin-2-on;
3-(4-Methoxybenzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6- dihydro-1,3,4-thiadiazin-2-one;
3-(2,6-Dichlorobenzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6- dihydro-1,3,4-thiadiazin-2-on;
3-(4-Nitrobenzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6-dihydro- 1,3,4-thiadiazin-2-on;
3-(4-Aminobenzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6-dihydro- 1,3,4-thiadiazin-2-on;
3-(4-Trifluoroacetamidobenzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl- 3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-Acetamidobenzyl)-5-(3,4-dimethoxy-phenyl)-3,6-dihydro- 1,3,4-thiadiazin-2-on;
3-(4-Methoxybenzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6- dihydro-1,3,4-thiadiazin-2-one;
3-(2,6-Dichlorobenzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6- dihydro-1,3,4-thiadiazin-2-on;
c) Verbindungen, offenbart in EP 0763534 A1, ausgewählt aus der
Gruppe
3-(4-Picolinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl- 3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-Picolinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1,3,4-thiadiazin-2-on;
3-(4-Nicotinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1,3,4-thiadiazin-2-on;
3-(4-lsonicotinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1,3,4-thiadiazin-2-on;
3-(4-Nicotinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl- 3,6-dihydro-1,3,4-oxadiazin-2-on;
2-(4-Nicotinoylamino-benzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydro-pyridazin-3-on;
3-(4-Picolinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl- 3,6-dihydro-1,3,4-thiadiazin-2-on;
3-(4-Picolinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1,3,4-thiadiazin-2-on;
3-(4-Nicotinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1,3,4-thiadiazin-2-on;
3-(4-lsonicotinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1,3,4-thiadiazin-2-on;
3-(4-Nicotinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl- 3,6-dihydro-1,3,4-oxadiazin-2-on;
2-(4-Nicotinoylamino-benzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydro-pyridazin-3-on;
d) Verbindungen, offenbart in EP 0539806 B1, ausgewählt aus der
Gruppe
5-(3-Methoxy-4-difluormethoxy-phenyl)-6-ethyl-3,6-dihydro- 1,3,4-thiadiazin-2-on;
5-(3-Methoxy-4-difluormethoxy-phenyl)-3,6-dihydro-1,3,4- thiadiazin-2-on;
5-(3-Methoxy-4-difluormethoxy-phenyl)-6-ethyl-3,6-dihydro- 1,3,4-thiadiazin-2-on;
5-(3-Methoxy-4-difluormethoxy-phenyl)-3,6-dihydro-1,3,4- thiadiazin-2-on;
e) Verbindungen, offenbart in EP 0618201 A1, ausgewählt aus der
Gruppe
3-Dimethylaminopropyl-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6- dihydro-1,3,4-thiadiazinon-2-on;
3-Dimethylaminopropyl-5-(3,4-dimethoxyphenyl)-3,6-dihydro- 1,3,4-thiadiazinon-2-on;
3-Dimethylaminoethyl-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6- dihydro-1,3,4-thiadiazinon-2-on;
3-Piperidinopropyl-5-(3-methoxy-4-difluormethoxy-phenyl)-6- ethyl-3,6-dihydro-1,3,4-thiadiazinon-2-on;
3-Morpholinopropyl-5-(3-methoxy-4-difluormethoxy-phenyl)-6- ethyl-3,6-dihydro-1,3,4-thiadiazinon-2-on;
3-Dimethylaminopropyl-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6- dihydro-1,3,4-thiadiazinon-2-on;
3-Dimethylaminopropyl-5-(3,4-dimethoxyphenyl)-3,6-dihydro- 1,3,4-thiadiazinon-2-on;
3-Dimethylaminoethyl-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6- dihydro-1,3,4-thiadiazinon-2-on;
3-Piperidinopropyl-5-(3-methoxy-4-difluormethoxy-phenyl)-6- ethyl-3,6-dihydro-1,3,4-thiadiazinon-2-on;
3-Morpholinopropyl-5-(3-methoxy-4-difluormethoxy-phenyl)-6- ethyl-3,6-dihydro-1,3,4-thiadiazinon-2-on;
f) Verbindungen, offenbart in DE 196 04 388 A1, ausgewählt aus der
Gruppe
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-3-(N,N-diethylamino)- propylester;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-2-oxo-2H- 1,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-3-(N,N-diethylamino)-propylester;
N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenylj-carbaminsäure-3-(N,N-diethyl-amino)- propylester;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-3-(N,N-diethylamino)- propylester;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-2-(4-methylpiperazino)-acetamid;
N-[4-(6-(3-Cyclopentyloxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro-pyridazin-2-ylmethyl)-phenyl]-2-(4-methylpiperazino)-acetamid;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-2-oxo-2H- 1,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-(4-methylpiperazino)-acetamid;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-3-(N,N-diethylamino)- propylester;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-2-oxo-2H- 1,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-3-(N,N-diethylamino)-propylester;
N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenylj-carbaminsäure-3-(N,N-diethyl-amino)- propylester;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-carbaminsäure-3-(N,N-diethylamino)- propylester;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydropyridazin-2-ylmethyl)-phenyl]-2-(4-methylpiperazino)-acetamid;
N-[4-(6-(3-Cyclopentyloxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro-pyridazin-2-ylmethyl)-phenyl]-2-(4-methylpiperazino)-acetamid;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-2-oxo-2H- 1,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-(4-methylpiperazino)-acetamid;
3. Verwendung nach Anspruch 1 oder 2 zur Herstellung eines
Arzneimittels zur Behandlung neoplastischer Schädigungen.
4. Verwendung nach Anspruch 1 oder 2 zur Herstellung eines
Arzneimittels zur Behandlung präcancerogener Schädigungen.
5. Verwendung nach Anspruch 1 oder 2 zur Herstellung eines
Arzneimittels zur Regulierung von Apoptose in menschlichen Zellen.
Priority Applications (15)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE10150517A DE10150517A1 (de) | 2001-10-12 | 2001-10-12 | Verwendung von Phosphodiesterase IV-Inhibitoren |
| JP2003535796A JP2005505604A (ja) | 2001-10-12 | 2002-09-19 | ホスホロジエステラーゼiv阻害剤の使用 |
| HU0401641A HUP0401641A3 (en) | 2001-10-12 | 2002-09-19 | Use of substituted diazonine derivatives as phosphorodiesterase iv inhibitors |
| CA2460135A CA2460135C (en) | 2001-10-12 | 2002-09-19 | Use of pyridazinone compounds as phosphodiesterase iv inhibitors for treating cancer and other diseases |
| CZ2004457A CZ2004457A3 (cs) | 2001-10-12 | 2002-09-19 | Použití inhibitorů fotodiesterasy IV |
| KR1020047005415A KR20050028900A (ko) | 2001-10-12 | 2002-09-19 | 포스포디에스테라아제 ⅳ 억제제의 용도 |
| PCT/EP2002/010507 WO2003032993A1 (de) | 2001-10-12 | 2002-09-19 | Verwendung von phosphodiesterase iv - inhibitoren |
| AU2002338734A AU2002338734B2 (en) | 2001-10-12 | 2002-09-19 | Use of phosphorodiesterase IV inhibitors |
| MXPA04002639A MXPA04002639A (es) | 2001-10-12 | 2002-09-19 | Uso de inhibidores de fosfodiesterasa iv. |
| SK165-2004A SK1652004A3 (sk) | 2001-10-12 | 2002-09-19 | Použitie inhibítorov fosfodiesterázy IV |
| EP02777150A EP1435958A1 (de) | 2001-10-12 | 2002-09-19 | Verwendung von phosphodiesterase iv - inhibitoren |
| US10/492,367 US20040235845A1 (en) | 2001-10-12 | 2002-09-19 | Use of phosphodiesterase iv inhibitors |
| CNA028198638A CN1564687A (zh) | 2001-10-12 | 2002-09-19 | 磷酸二酯酶iv抑制剂的用途 |
| ARP020103824A AR037741A1 (es) | 2001-10-12 | 2002-10-11 | Uso de inhibidores de la fosfodiesterasa iv |
| NO20041938A NO20041938L (no) | 2001-10-12 | 2004-05-11 | Anvendelse av fosfodiesterase IV-inhibitorer |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE10150517A DE10150517A1 (de) | 2001-10-12 | 2001-10-12 | Verwendung von Phosphodiesterase IV-Inhibitoren |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE10150517A1 true DE10150517A1 (de) | 2003-04-17 |
Family
ID=7702358
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE10150517A Withdrawn DE10150517A1 (de) | 2001-10-12 | 2001-10-12 | Verwendung von Phosphodiesterase IV-Inhibitoren |
Country Status (15)
| Country | Link |
|---|---|
| US (1) | US20040235845A1 (de) |
| EP (1) | EP1435958A1 (de) |
| JP (1) | JP2005505604A (de) |
| KR (1) | KR20050028900A (de) |
| CN (1) | CN1564687A (de) |
| AR (1) | AR037741A1 (de) |
| AU (1) | AU2002338734B2 (de) |
| CA (1) | CA2460135C (de) |
| CZ (1) | CZ2004457A3 (de) |
| DE (1) | DE10150517A1 (de) |
| HU (1) | HUP0401641A3 (de) |
| MX (1) | MXPA04002639A (de) |
| NO (1) | NO20041938L (de) |
| SK (1) | SK1652004A3 (de) |
| WO (1) | WO2003032993A1 (de) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2005023253A1 (en) * | 2003-09-05 | 2005-03-17 | Altana Pharma Ag | Use of pde4 inhibitors for the treatment of diabetes mellitus |
| WO2007057093A1 (de) * | 2005-11-21 | 2007-05-24 | Merck Patent Gmbh | 3, 6-dihydro-2-oxo-6h-(1,3,4)thiadiazinderivate |
| WO2007057092A1 (de) * | 2005-11-21 | 2007-05-24 | Merck Patent Gmbh | Substituierte 5-phenyl-3,6-dihydro-2-oxo-6h-[1,3,4]thiadiazine |
| EP2213289A1 (de) | 2006-09-07 | 2010-08-04 | Nycomed GmbH | Kombination zur Behandlung für Diabetes mellitus |
| US8017633B2 (en) | 2005-03-08 | 2011-09-13 | Nycomed Gmbh | Roflumilast for the treatment of diabetes mellitus |
| RU2626677C1 (ru) * | 2016-03-09 | 2017-07-31 | Федеральное государственное автономное образовательное учреждение высшего образования "Уральский федеральный университет имени первого Президента России Б.Н. Ельцина" | Применение фармацевтической композиции 2-морфолино-5-фенил-6н-1,3,4-тиадиазина с аскорбиновой кислотой в качестве средства коррекции аллоксанового сахарного диабета |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2005075437A1 (en) * | 2004-02-04 | 2005-08-18 | Altana Pharma Ag | Pyridazinone derivatives and their use as pde4 inhibitors |
| CA2554797C (en) | 2004-02-04 | 2012-09-04 | Altana Pharma Ag | 2-(piperidin-4-yl)-4,5-dihydro-2h-pyridazin-3-one derivatives as pde4 inhibitors |
| CN105121439A (zh) | 2013-02-19 | 2015-12-02 | 辉瑞公司 | 作为pde4亚型抑制剂用于治疗cns和其他病症的氮杂苯并咪唑化合物 |
| JP6713982B2 (ja) | 2014-07-24 | 2020-06-24 | ファイザー・インク | ピラゾロピリミジン化合物 |
| KR102061952B1 (ko) | 2014-08-06 | 2020-01-02 | 화이자 인코포레이티드 | 이미다조피리다진 화합물 |
| MA59016B1 (fr) * | 2022-12-30 | 2024-09-30 | Université Ibn Tofail | Nouveaux composés hétérocycliques de type 1,3,4-thiadiazines pour le traitement du diabète de type 2 |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE4134893A1 (de) * | 1991-10-23 | 1993-04-29 | Merck Patent Gmbh | Thiadiazinone |
| DE4310699A1 (de) * | 1993-04-01 | 1994-10-06 | Merck Patent Gmbh | Thiadiazinone |
| US5786354A (en) * | 1994-06-21 | 1998-07-28 | Celltech Therapeutics, Limited | Tri-substituted phenyl derivatives and processes for their preparation |
| DE19502699A1 (de) * | 1995-01-28 | 1996-08-01 | Merck Patent Gmbh | Arylalkyl-thiadiazinone |
| DE19514568A1 (de) * | 1995-04-20 | 1996-10-24 | Merck Patent Gmbh | Arylalkyl-pyridazinone |
| DE19533975A1 (de) * | 1995-09-14 | 1997-03-20 | Merck Patent Gmbh | Arylalkyl-diazinone |
| GB9525262D0 (en) * | 1995-12-11 | 1996-02-07 | Bayer Ag | Heterocyclylcarbonyl substituted benzofuranyl-ureas |
| DE19604388A1 (de) * | 1996-02-07 | 1997-08-14 | Merck Patent Gmbh | Arylalkyl-diazinone |
| US5948911A (en) * | 1998-11-20 | 1999-09-07 | Cell Pathways, Inc. | Method for inhibiting neoplastic cells and related conditions by exposure to thienopyrimidine derivatives |
-
2001
- 2001-10-12 DE DE10150517A patent/DE10150517A1/de not_active Withdrawn
-
2002
- 2002-09-19 JP JP2003535796A patent/JP2005505604A/ja active Pending
- 2002-09-19 HU HU0401641A patent/HUP0401641A3/hu unknown
- 2002-09-19 CA CA2460135A patent/CA2460135C/en not_active Expired - Fee Related
- 2002-09-19 CZ CZ2004457A patent/CZ2004457A3/cs unknown
- 2002-09-19 SK SK165-2004A patent/SK1652004A3/sk not_active Application Discontinuation
- 2002-09-19 KR KR1020047005415A patent/KR20050028900A/ko not_active Withdrawn
- 2002-09-19 US US10/492,367 patent/US20040235845A1/en not_active Abandoned
- 2002-09-19 CN CNA028198638A patent/CN1564687A/zh active Pending
- 2002-09-19 WO PCT/EP2002/010507 patent/WO2003032993A1/de not_active Ceased
- 2002-09-19 EP EP02777150A patent/EP1435958A1/de not_active Withdrawn
- 2002-09-19 AU AU2002338734A patent/AU2002338734B2/en not_active Ceased
- 2002-09-19 MX MXPA04002639A patent/MXPA04002639A/es not_active Application Discontinuation
- 2002-10-11 AR ARP020103824A patent/AR037741A1/es not_active Application Discontinuation
-
2004
- 2004-05-11 NO NO20041938A patent/NO20041938L/no unknown
Cited By (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7776893B2 (en) | 2003-09-05 | 2010-08-17 | Nycomed Gmbh | Use of PDE4 inhibitors for the treatment of diabetes mellitus |
| JP2007504201A (ja) * | 2003-09-05 | 2007-03-01 | アルタナ ファルマ アクチエンゲゼルシャフト | 真性糖尿病の治療のためのpde4阻害剤の使用 |
| WO2005023253A1 (en) * | 2003-09-05 | 2005-03-17 | Altana Pharma Ag | Use of pde4 inhibitors for the treatment of diabetes mellitus |
| AU2004269923B2 (en) * | 2003-09-05 | 2010-05-13 | Takeda Gmbh | Use of PDE4 inhibitors for the treatment of diabetes mellitus |
| US8541456B2 (en) | 2005-03-08 | 2013-09-24 | Takeda Gmbh | Roflumilast for the treatment of diabetes mellitus type 2 |
| US8017633B2 (en) | 2005-03-08 | 2011-09-13 | Nycomed Gmbh | Roflumilast for the treatment of diabetes mellitus |
| US7902186B2 (en) | 2005-11-21 | 2011-03-08 | Merck Patent Gmbh | Substituted 5-phenyl-3,6-dihydro-2-oxo-6H-1,3,4-thiadiazines |
| US7534785B2 (en) | 2005-11-21 | 2009-05-19 | Merck Patent Gesellschaft | 3,6-dihydro-2-oxo-6H-1,3,4,-thiadiazine derivatives |
| EA015253B1 (ru) * | 2005-11-21 | 2011-06-30 | Мерк Патент Гмбх | Производные 3,6-дигидро-2-оксо-6н-1,3,4-тиадиазина |
| EA015352B1 (ru) * | 2005-11-21 | 2011-06-30 | Мерк Патент Гмбх | Замещенные 5-фенил-3,6-дигидро-2-оксо-2h-1,3,4-тиадиазины |
| WO2007057092A1 (de) * | 2005-11-21 | 2007-05-24 | Merck Patent Gmbh | Substituierte 5-phenyl-3,6-dihydro-2-oxo-6h-[1,3,4]thiadiazine |
| AU2006314873B2 (en) * | 2005-11-21 | 2011-12-08 | Merck Patent Gmbh | Substituted 5-phenyl-3,6-dihydro-2-oxo-6h-[1,3,4]thiadiazines |
| AU2006314874B2 (en) * | 2005-11-21 | 2012-01-19 | Merck Patent Gmbh | 3, 6-dihydro-2-oxo-6h-(1,3,4)thiadiazine derivatives |
| WO2007057093A1 (de) * | 2005-11-21 | 2007-05-24 | Merck Patent Gmbh | 3, 6-dihydro-2-oxo-6h-(1,3,4)thiadiazinderivate |
| EP2213289A1 (de) | 2006-09-07 | 2010-08-04 | Nycomed GmbH | Kombination zur Behandlung für Diabetes mellitus |
| RU2626677C1 (ru) * | 2016-03-09 | 2017-07-31 | Федеральное государственное автономное образовательное учреждение высшего образования "Уральский федеральный университет имени первого Президента России Б.Н. Ельцина" | Применение фармацевтической композиции 2-морфолино-5-фенил-6н-1,3,4-тиадиазина с аскорбиновой кислотой в качестве средства коррекции аллоксанового сахарного диабета |
Also Published As
| Publication number | Publication date |
|---|---|
| CA2460135C (en) | 2010-08-24 |
| JP2005505604A (ja) | 2005-02-24 |
| NO20041938L (no) | 2004-05-11 |
| US20040235845A1 (en) | 2004-11-25 |
| EP1435958A1 (de) | 2004-07-14 |
| AU2002338734B2 (en) | 2007-11-08 |
| HUP0401641A2 (hu) | 2004-11-29 |
| HUP0401641A3 (en) | 2007-02-28 |
| CZ2004457A3 (cs) | 2005-04-13 |
| AR037741A1 (es) | 2004-12-01 |
| CA2460135A1 (en) | 2003-04-24 |
| CN1564687A (zh) | 2005-01-12 |
| SK1652004A3 (sk) | 2005-05-05 |
| KR20050028900A (ko) | 2005-03-23 |
| MXPA04002639A (es) | 2004-06-07 |
| WO2003032993A1 (de) | 2003-04-24 |
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| 8139 | Disposal/non-payment of the annual fee |