JP2010507674A - マトリクスメタロプロテアーゼ阻害剤としての三環式化合物 - Google Patents

マトリクスメタロプロテアーゼ阻害剤としての三環式化合物 Download PDF

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Publication number: JP2010507674A
Authority: JP; Japan
Prior art keywords: group; methyl; sulfonamido; dibenzo; alkyl
Prior art date: 2006-10-27
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 Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Withdrawn

Application number

JP2009534660A

Other languages

English (en)

Japanese (ja)

Inventor

ウェイリー，

チアンチャンリー，

ユーチュアンウー，

スティーブタム，

タレックマンソール，

ジョセフピー．サイペック，

イアンマクフェイデン，

ライーブホットチャンダニ，

チュンジュンウー，

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Wyeth LLC

Original Assignee

Wyeth LLC

Priority date (The priority date 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 date listed.)

2006-10-27

Filing date

2007-10-26

Publication date

2010-03-11

2007-10-26 Application filed by Wyeth LLC filed Critical Wyeth LLC

2010-03-11 Publication of JP2010507674A publication Critical patent/JP2010507674A/ja

Status Withdrawn legal-status Critical Current

Links

150000001875 compounds Chemical class 0.000 title claims abstract description 177
239000011159 matrix material Substances 0.000 title claims abstract description 8
239000003475 metalloproteinase inhibitor Substances 0.000 title description 2
238000000034 method Methods 0.000 claims abstract description 222
150000003839 salts Chemical class 0.000 claims abstract description 94
150000002148 esters Chemical class 0.000 claims abstract description 81
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims abstract description 26
230000001575 pathological effect Effects 0.000 claims abstract description 14
241000124008 Mammalia Species 0.000 claims abstract description 12
208000006673 asthma Diseases 0.000 claims abstract description 7
102000005741 Metalloproteases Human genes 0.000 claims abstract description 6
108010006035 Metalloproteases Proteins 0.000 claims abstract description 6
230000001404 mediated effect Effects 0.000 claims abstract description 6
-1 wherein Chemical group 0.000 claims description 237
125000000217 alkyl group Chemical group 0.000 claims description 213
125000001072 heteroaryl group Chemical group 0.000 claims description 109
125000000008 (C1-C10) alkyl group Chemical group 0.000 claims description 103
125000000304 alkynyl group Chemical group 0.000 claims description 89
125000005915 C6-C14 aryl group Chemical group 0.000 claims description 83
125000006374 C2-C10 alkenyl group Chemical group 0.000 claims description 81
125000001188 haloalkyl group Chemical group 0.000 claims description 78
125000006376 (C3-C10) cycloalkyl group Chemical group 0.000 claims description 72
229910052739 hydrogen Inorganic materials 0.000 claims description 60
UZVGSSNIUNSOFA-UHFFFAOYSA-N dibenzofuran-1-carboxylic acid Chemical compound O1C2=CC=CC=C2C2=C1C=CC=C2C(=O)O UZVGSSNIUNSOFA-UHFFFAOYSA-N 0.000 claims description 58
150000002367 halogens Chemical class 0.000 claims description 44
229910052736 halogen Inorganic materials 0.000 claims description 43
FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 claims description 39
125000004122 cyclic group Chemical group 0.000 claims description 38
125000003118 aryl group Chemical group 0.000 claims description 34
229940024606 amino acid Drugs 0.000 claims description 33
150000001413 amino acids Chemical class 0.000 claims description 28
229910052757 nitrogen Inorganic materials 0.000 claims description 27
125000000027 (C1-C10) alkoxy group Chemical group 0.000 claims description 26
PXBRQCKWGAHEHS-UHFFFAOYSA-N dichlorodifluoromethane Chemical compound FC(F)(Cl)Cl PXBRQCKWGAHEHS-UHFFFAOYSA-N 0.000 claims description 26
229910052717 sulfur Inorganic materials 0.000 claims description 25
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 23
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 22
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 21
125000004433 nitrogen atom Chemical group N* 0.000 claims description 20
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 17
239000002253 acid Substances 0.000 claims description 16
125000000753 cycloalkyl group Chemical group 0.000 claims description 16
102100027998 Macrophage metalloelastase Human genes 0.000 claims description 15
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 15
229910052760 oxygen Inorganic materials 0.000 claims description 15
ZMGMDXCADSRNCX-UHFFFAOYSA-N 5,6-dihydroxy-1,3-diazepan-2-one Chemical group OC1CNC(=O)NCC1O ZMGMDXCADSRNCX-UHFFFAOYSA-N 0.000 claims description 14
101710187853 Macrophage metalloelastase Proteins 0.000 claims description 14
KXDHJXZQYSOELW-UHFFFAOYSA-N Carbamic acid Chemical group NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 claims description 13
208000035475 disorder Diseases 0.000 claims description 13
125000004043 oxo group Chemical group O=* 0.000 claims description 13
229960004295 valine Drugs 0.000 claims description 13
150000003862 amino acid derivatives Chemical class 0.000 claims description 12
125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 11
125000001541 3-thienyl group Chemical group S1C([H])=C([*])C([H])=C1[H] 0.000 claims description 9
125000003342 alkenyl group Chemical group 0.000 claims description 9
239000008194 pharmaceutical composition Substances 0.000 claims description 9
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 9
125000001010 sulfinic acid amide group Chemical group 0.000 claims description 9
125000000565 sulfonamide group Chemical group 0.000 claims description 9
125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims description 9
125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims description 8
125000001544 thienyl group Chemical group 0.000 claims description 8
125000006570 (C5-C6) heteroaryl group Chemical group 0.000 claims description 7
125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 7
125000000842 isoxazolyl group Chemical group 0.000 claims description 7
201000001320 Atherosclerosis Diseases 0.000 claims description 6
229910052794 bromium Inorganic materials 0.000 claims description 6
229910052799 carbon Inorganic materials 0.000 claims description 6
239000003937 drug carrier Substances 0.000 claims description 6
206010039073 rheumatoid arthritis Diseases 0.000 claims description 6
MFYWCBCSORYQGC-QGZVFWFLSA-N (2r)-2-[[7-(methanesulfonamido)dibenzofuran-2-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound CS(=O)(=O)NC1=CC=C2C3=CC(S(=O)(=O)N[C@H](C(C)C)C(O)=O)=CC=C3OC2=C1 MFYWCBCSORYQGC-QGZVFWFLSA-N 0.000 claims description 5
ALKUUIDKRJZTBK-KRWDZBQOSA-N (2s)-2-[[8-(methoxycarbonylamino)dibenzothiophen-3-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound CC(C)[C@@H](C(O)=O)NS(=O)(=O)C1=CC=C2C3=CC(NC(=O)OC)=CC=C3SC2=C1 ALKUUIDKRJZTBK-KRWDZBQOSA-N 0.000 claims description 5
KZSNJWFQEVHDMF-BYPYZUCNSA-N L-valine Chemical compound CC(C)[C@H](N)C(O)=O KZSNJWFQEVHDMF-BYPYZUCNSA-N 0.000 claims description 5
201000008482 osteoarthritis Diseases 0.000 claims description 5
125000004076 pyridyl group Chemical group 0.000 claims description 5
FCEREKQNGKXOCN-MRXNPFEDSA-N (2r)-2-[(7-aminodibenzofuran-2-yl)sulfonylamino]-3-methylbutanoic acid Chemical compound NC1=CC=C2C3=CC(S(=O)(=O)N[C@H](C(C)C)C(O)=O)=CC=C3OC2=C1 FCEREKQNGKXOCN-MRXNPFEDSA-N 0.000 claims description 4
CDMBFFVZSBPJKT-JOCHJYFZSA-N (2r)-2-[[7-(2,5-dimethylpyrrol-1-yl)dibenzofuran-2-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound C=1C=C2C3=CC(S(=O)(=O)N[C@H](C(C)C)C(O)=O)=CC=C3OC2=CC=1N1C(C)=CC=C1C CDMBFFVZSBPJKT-JOCHJYFZSA-N 0.000 claims description 4
NWGPAKNFZSPNEQ-QGZVFWFLSA-N (2r)-2-[[7-(5-methoxytetrazol-2-yl)dibenzofuran-2-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound N1=C(OC)N=NN1C1=CC=C2C3=CC(S(=O)(=O)N[C@H](C(C)C)C(O)=O)=CC=C3OC2=C1 NWGPAKNFZSPNEQ-QGZVFWFLSA-N 0.000 claims description 4
VYHRVPLRVRJBQD-GOSISDBHSA-N (2r)-2-[[7-(ethylcarbamoylamino)dibenzofuran-2-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound C1=C(S(=O)(=O)N[C@H](C(C)C)C(O)=O)C=C2C3=CC=C(NC(=O)NCC)C=C3OC2=C1 VYHRVPLRVRJBQD-GOSISDBHSA-N 0.000 claims description 4
ZIWJMZRKXIZGPA-HXUWFJFHSA-N (2r)-2-[[7-[4-(2-hydroxyethyl)triazol-1-yl]dibenzofuran-2-yl]sulfonylamino]-3-methylbutanoic acid Chemical group C=1C=C2C3=CC(S(=O)(=O)N[C@H](C(C)C)C(O)=O)=CC=C3OC2=CC=1N1C=C(CCO)N=N1 ZIWJMZRKXIZGPA-HXUWFJFHSA-N 0.000 claims description 4
JLPDHPKDOKCGJN-MRXNPFEDSA-N (2r)-3-methyl-2-[(7-nitrodibenzofuran-3-yl)sulfonylamino]butanoic acid Chemical compound [O-][N+](=O)C1=CC=C2C3=CC=C(S(=O)(=O)N[C@H](C(C)C)C(O)=O)C=C3OC2=C1 JLPDHPKDOKCGJN-MRXNPFEDSA-N 0.000 claims description 4
QOADPKUGMBOSTM-GOSISDBHSA-N (2r)-3-methyl-2-[[7-(2-oxo-1,3-oxazolidin-3-yl)dibenzofuran-2-yl]sulfonylamino]butanoic acid Chemical compound C=1C=C2C3=CC(S(=O)(=O)N[C@H](C(C)C)C(O)=O)=CC=C3OC2=CC=1N1CCOC1=O QOADPKUGMBOSTM-GOSISDBHSA-N 0.000 claims description 4
JJXJTKKNKINCDO-MRXNPFEDSA-N (2r)-3-methyl-2-[[7-(5-oxo-1h-tetrazol-2-yl)dibenzofuran-2-yl]sulfonylamino]butanoic acid Chemical compound C=1C=C2C3=CC(S(=O)(=O)N[C@H](C(C)C)C(O)=O)=CC=C3OC2=CC=1N1N=NC(=O)N1 JJXJTKKNKINCDO-MRXNPFEDSA-N 0.000 claims description 4
OADYPHPCILZNAB-QFIPXVFZSA-N (2s)-2-[[7-(2,5-dimethylpyrrol-1-yl)dibenzofuran-3-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=CC=3)C=1OC2=CC=3N1C(C)=CC=C1C OADYPHPCILZNAB-QFIPXVFZSA-N 0.000 claims description 4
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RJPKUSCRONDBIL-DEOSSOPVSA-N (2s)-2-[[7-[benzyl(methyl)amino]dibenzothiophen-3-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=CC=3)C=1SC2=CC=3N(C)CC1=CC=CC=C1 RJPKUSCRONDBIL-DEOSSOPVSA-N 0.000 claims description 4
GWRZKEDFHLLTIO-SFHVURJKSA-N (2s)-2-[[7-[methoxycarbonyl(methyl)amino]dibenzothiophen-3-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound CC(C)[C@@H](C(O)=O)NS(=O)(=O)C1=CC=C2C3=CC=C(N(C)C(=O)OC)C=C3SC2=C1 GWRZKEDFHLLTIO-SFHVURJKSA-N 0.000 claims description 4
HFUOQSPXLWRCGA-KRWDZBQOSA-N (2s)-2-[[8-bromo-7-(methoxycarbonylamino)dibenzofuran-2-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound O1C2=CC=C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)C=C2C2=C1C=C(NC(=O)OC)C(Br)=C2 HFUOQSPXLWRCGA-KRWDZBQOSA-N 0.000 claims description 4
RZZRAZNLIARUJB-FQEVSTJZSA-N (2s)-3-methyl-2-[[7-(thiophen-3-ylcarbamoylamino)dibenzofuran-3-yl]sulfonylamino]butanoic acid Chemical compound C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=CC=3)C=1OC2=CC=3NC(=O)NC=1C=CSC=1 RZZRAZNLIARUJB-FQEVSTJZSA-N 0.000 claims description 4
YJNMHYDKUXILIB-IBGZPJMESA-N (2s)-3-methyl-2-[[7-[3-(trifluoromethyl)pyrazol-1-yl]dibenzofuran-3-yl]sulfonylamino]butanoic acid Chemical compound C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=CC=3)C=1OC2=CC=3N1C=CC(C(F)(F)F)=N1 YJNMHYDKUXILIB-IBGZPJMESA-N 0.000 claims description 4
VYAMAYOVUONCDB-FQEVSTJZSA-N (2s)-3-methyl-2-[[8-(2-methylpropoxycarbonylamino)dibenzofuran-3-yl]sulfonylamino]butanoic acid Chemical compound CC(C)[C@@H](C(O)=O)NS(=O)(=O)C1=CC=C2C3=CC(NC(=O)OCC(C)C)=CC=C3OC2=C1 VYAMAYOVUONCDB-FQEVSTJZSA-N 0.000 claims description 4
WOQIQKYKNMVGLZ-IBGZPJMESA-N (2s)-3-methyl-2-[[8-[3-(trifluoromethyl)pyrazol-1-yl]dibenzofuran-3-yl]sulfonylamino]butanoic acid Chemical group C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=C3)C=1OC2=CC=C3N1C=CC(C(F)(F)F)=N1 WOQIQKYKNMVGLZ-IBGZPJMESA-N 0.000 claims description 4
206010016654 Fibrosis Diseases 0.000 claims description 4
206010019280 Heart failures Diseases 0.000 claims description 4
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 4
230000004761 fibrosis Effects 0.000 claims description 4
125000001207 fluorophenyl group Chemical group 0.000 claims description 4
125000002883 imidazolyl group Chemical group 0.000 claims description 4
125000003226 pyrazolyl group Chemical group 0.000 claims description 4
125000000168 pyrrolyl group Chemical group 0.000 claims description 4
125000003831 tetrazolyl group Chemical group 0.000 claims description 4
125000001425 triazolyl group Chemical group 0.000 claims description 4
230000004614 tumor growth Effects 0.000 claims description 4
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MDCGYMUTUNGJAY-QGZVFWFLSA-N (2r)-2-[[7-(chloromethylsulfonylamino)dibenzofuran-2-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound ClCS(=O)(=O)NC1=CC=C2C3=CC(S(=O)(=O)N[C@H](C(C)C)C(O)=O)=CC=C3OC2=C1 MDCGYMUTUNGJAY-QGZVFWFLSA-N 0.000 claims description 3
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JUTPKTDNWMOAGF-QGZVFWFLSA-N (2r)-2-[[7-(methanesulfonamido)dibenzothiophen-2-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound CS(=O)(=O)NC1=CC=C2C3=CC(S(=O)(=O)N[C@H](C(C)C)C(O)=O)=CC=C3SC2=C1 JUTPKTDNWMOAGF-QGZVFWFLSA-N 0.000 claims description 3
SKLOAVPDSDQCQV-QGZVFWFLSA-N (2r)-2-[[7-(methoxycarbonylamino)dibenzofuran-3-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound CC(C)[C@H](C(O)=O)NS(=O)(=O)C1=CC=C2C3=CC=C(NC(=O)OC)C=C3OC2=C1 SKLOAVPDSDQCQV-QGZVFWFLSA-N 0.000 claims description 3
HJAMHEUHISNRJU-QGZVFWFLSA-N (2r)-2-[[7-(methoxycarbonylamino)dibenzothiophen-2-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound C1=C(S(=O)(=O)N[C@H](C(C)C)C(O)=O)C=C2C3=CC=C(NC(=O)OC)C=C3SC2=C1 HJAMHEUHISNRJU-QGZVFWFLSA-N 0.000 claims description 3
KRVMUJILUZQWCW-QGZVFWFLSA-N (2r)-2-[[7-(methoxycarbonylamino)dibenzothiophen-3-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound CC(C)[C@H](C(O)=O)NS(=O)(=O)C1=CC=C2C3=CC=C(NC(=O)OC)C=C3SC2=C1 KRVMUJILUZQWCW-QGZVFWFLSA-N 0.000 claims description 3
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FNQPEVCAXACHQE-HSZRJFAPSA-N (2r)-2-[[7-[(4-fluorophenyl)methylcarbamoylamino]dibenzofuran-2-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound C=1C=C2C3=CC(S(=O)(=O)N[C@H](C(C)C)C(O)=O)=CC=C3OC2=CC=1NC(=O)NCC1=CC=C(F)C=C1 FNQPEVCAXACHQE-HSZRJFAPSA-N 0.000 claims description 3
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CGLUAYHIJCCTAB-GOSISDBHSA-N (2r)-3-methyl-2-[[7-(1,2,4-triazol-4-yl)dibenzofuran-2-yl]sulfonylamino]butanoic acid Chemical compound C=1C=C2C3=CC(S(=O)(=O)N[C@H](C(C)C)C(O)=O)=CC=C3OC2=CC=1N1C=NN=C1 CGLUAYHIJCCTAB-GOSISDBHSA-N 0.000 claims description 3
UMJTXMWZLCIRFO-JOCHJYFZSA-N (2r)-3-methyl-2-[[7-(2-thiophen-2-ylethylcarbamoylamino)dibenzofuran-2-yl]sulfonylamino]butanoic acid Chemical compound C=1C=C2C3=CC(S(=O)(=O)N[C@H](C(C)C)C(O)=O)=CC=C3OC2=CC=1NC(=O)NCCC1=CC=CS1 UMJTXMWZLCIRFO-JOCHJYFZSA-N 0.000 claims description 3
YSRLIHTZJHEXLM-JOCHJYFZSA-N (2r)-3-methyl-2-[[7-(phenoxycarbonylamino)dibenzofuran-2-yl]sulfonylamino]butanoic acid Chemical compound C=1C=C2C3=CC(S(=O)(=O)N[C@H](C(C)C)C(O)=O)=CC=C3OC2=CC=1NC(=O)OC1=CC=CC=C1 YSRLIHTZJHEXLM-JOCHJYFZSA-N 0.000 claims description 3
FIKHJLBGJKASJJ-LJQANCHMSA-N (2r)-3-methyl-2-[[7-(propan-2-yloxycarbonylamino)dibenzofuran-2-yl]sulfonylamino]butanoic acid Chemical compound C1=C(S(=O)(=O)N[C@H](C(C)C)C(O)=O)C=C2C3=CC=C(NC(=O)OC(C)C)C=C3OC2=C1 FIKHJLBGJKASJJ-LJQANCHMSA-N 0.000 claims description 3
SMWVRODLVRVTBW-LJQANCHMSA-N (2r)-3-methyl-2-[[7-(propan-2-ylsulfonylamino)dibenzofuran-2-yl]sulfonylamino]butanoic acid Chemical compound CC(C)S(=O)(=O)NC1=CC=C2C3=CC(S(=O)(=O)N[C@H](C(C)C)C(O)=O)=CC=C3OC2=C1 SMWVRODLVRVTBW-LJQANCHMSA-N 0.000 claims description 3
KKGJFHSYGOMRAH-LJQANCHMSA-N (2r)-3-methyl-2-[[7-(propoxycarbonylamino)dibenzofuran-2-yl]sulfonylamino]butanoic acid Chemical compound C1=C(S(=O)(=O)N[C@H](C(C)C)C(O)=O)C=C2C3=CC=C(NC(=O)OCCC)C=C3OC2=C1 KKGJFHSYGOMRAH-LJQANCHMSA-N 0.000 claims description 3
XEIYVZBYDHXRAS-MUUNZHRXSA-N (2r)-3-methyl-2-[[7-[(3-phenoxyphenyl)carbamoylamino]dibenzofuran-2-yl]sulfonylamino]butanoic acid Chemical compound C=1C=C2C3=CC(S(=O)(=O)N[C@H](C(C)C)C(O)=O)=CC=C3OC2=CC=1NC(=O)NC(C=1)=CC=CC=1OC1=CC=CC=C1 XEIYVZBYDHXRAS-MUUNZHRXSA-N 0.000 claims description 3
BDIJEIQPXRAMLB-JOCHJYFZSA-N (2r)-3-methyl-2-[[7-[[4-(trifluoromethoxy)phenyl]carbamoylamino]dibenzofuran-2-yl]sulfonylamino]butanoic acid Chemical compound C=1C=C2C3=CC(S(=O)(=O)N[C@H](C(C)C)C(O)=O)=CC=C3OC2=CC=1NC(=O)NC1=CC=C(OC(F)(F)F)C=C1 BDIJEIQPXRAMLB-JOCHJYFZSA-N 0.000 claims description 3
MWRNQANARICLAU-GOSISDBHSA-N (2r)-3-methyl-2-[[7-[[4-(trifluoromethyl)-1,3-thiazol-2-yl]amino]dibenzofuran-2-yl]sulfonylamino]butanoic acid Chemical compound C=1C=C2C3=CC(S(=O)(=O)N[C@H](C(C)C)C(O)=O)=CC=C3OC2=CC=1NC1=NC(C(F)(F)F)=CS1 MWRNQANARICLAU-GOSISDBHSA-N 0.000 claims description 3
LVKVLDFLVUHWEO-INIZCTEOSA-N (2s)-2-[(7-amino-8-bromodibenzofuran-3-yl)sulfonylamino]-3-methylbutanoic acid Chemical compound NC1=C(Br)C=C2C3=CC=C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)C=C3OC2=C1 LVKVLDFLVUHWEO-INIZCTEOSA-N 0.000 claims description 3
FCEREKQNGKXOCN-INIZCTEOSA-N (2s)-2-[(7-aminodibenzofuran-2-yl)sulfonylamino]-3-methylbutanoic acid Chemical compound NC1=CC=C2C3=CC(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C3OC2=C1 FCEREKQNGKXOCN-INIZCTEOSA-N 0.000 claims description 3
SMJNKVQJVSTDHQ-INIZCTEOSA-N (2s)-2-[(7-aminodibenzofuran-3-yl)sulfonylamino]-3-methylbutanoic acid Chemical compound NC1=CC=C2C3=CC=C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)C=C3OC2=C1 SMJNKVQJVSTDHQ-INIZCTEOSA-N 0.000 claims description 3
OXYXCGFFMXBSPM-INIZCTEOSA-N (2s)-2-[(8-aminodibenzofuran-3-yl)sulfonylamino]-3-methylbutanoic acid Chemical compound C1=C(N)C=C2C3=CC=C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)C=C3OC2=C1 OXYXCGFFMXBSPM-INIZCTEOSA-N 0.000 claims description 3
XSLDNQKKUOHLAR-IBGZPJMESA-N (2s)-2-[(8-imidazol-1-yldibenzofuran-3-yl)sulfonylamino]-3-methylbutanoic acid Chemical group C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=C3)C=1OC2=CC=C3N1C=CN=C1 XSLDNQKKUOHLAR-IBGZPJMESA-N 0.000 claims description 3
NLMBTVYVMHAZIJ-INIZCTEOSA-N (2s)-2-[[6-chloro-7-(methoxycarbonylamino)dibenzothiophen-3-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound C1=C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)C=C2SC3=C(Cl)C(NC(=O)OC)=CC=C3C2=C1 NLMBTVYVMHAZIJ-INIZCTEOSA-N 0.000 claims description 3
TUJKFLFRSWBCFZ-QHCPKHFHSA-N (2s)-2-[[7-(benzylcarbamoylamino)dibenzothiophen-3-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=CC=3)C=1SC2=CC=3NC(=O)NCC1=CC=CC=C1 TUJKFLFRSWBCFZ-QHCPKHFHSA-N 0.000 claims description 3
BTXBJTKZMVQTEK-INIZCTEOSA-N (2s)-2-[[7-(carbamoylamino)dibenzofuran-3-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound NC(=O)NC1=CC=C2C3=CC=C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)C=C3OC2=C1 BTXBJTKZMVQTEK-INIZCTEOSA-N 0.000 claims description 3
ZURXLNWQPVEFOH-SFHVURJKSA-N (2s)-2-[[7-(ethoxycarbonylamino)dibenzothiophen-3-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound CC(C)[C@@H](C(O)=O)NS(=O)(=O)C1=CC=C2C3=CC=C(NC(=O)OCC)C=C3SC2=C1 ZURXLNWQPVEFOH-SFHVURJKSA-N 0.000 claims description 3
FSGICYMUBKMNGZ-SFHVURJKSA-N (2s)-2-[[7-(ethylamino)dibenzofuran-3-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound CC(C)[C@@H](C(O)=O)NS(=O)(=O)C1=CC=C2C3=CC=C(NCC)C=C3OC2=C1 FSGICYMUBKMNGZ-SFHVURJKSA-N 0.000 claims description 3
VYHRVPLRVRJBQD-SFHVURJKSA-N (2s)-2-[[7-(ethylcarbamoylamino)dibenzofuran-2-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound C1=C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)C=C2C3=CC=C(NC(=O)NCC)C=C3OC2=C1 VYHRVPLRVRJBQD-SFHVURJKSA-N 0.000 claims description 3
JPIVNFSAQUANEQ-SFHVURJKSA-N (2s)-2-[[7-(ethylcarbamoylamino)dibenzothiophen-3-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound CC(C)[C@@H](C(O)=O)NS(=O)(=O)C1=CC=C2C3=CC=C(NC(=O)NCC)C=C3SC2=C1 JPIVNFSAQUANEQ-SFHVURJKSA-N 0.000 claims description 3
JUTPKTDNWMOAGF-KRWDZBQOSA-N (2s)-2-[[7-(methanesulfonamido)dibenzothiophen-2-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound CS(=O)(=O)NC1=CC=C2C3=CC(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C3SC2=C1 JUTPKTDNWMOAGF-KRWDZBQOSA-N 0.000 claims description 3
SKLOAVPDSDQCQV-KRWDZBQOSA-N (2s)-2-[[7-(methoxycarbonylamino)dibenzofuran-3-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound CC(C)[C@@H](C(O)=O)NS(=O)(=O)C1=CC=C2C3=CC=C(NC(=O)OC)C=C3OC2=C1 SKLOAVPDSDQCQV-KRWDZBQOSA-N 0.000 claims description 3
YEQNPOXRFMQKMY-QFIPXVFZSA-N (2s)-2-[[7-[(3,4-difluorophenyl)carbamoylamino]dibenzofuran-3-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=CC=3)C=1OC2=CC=3NC(=O)NC1=CC=C(F)C(F)=C1 YEQNPOXRFMQKMY-QFIPXVFZSA-N 0.000 claims description 3
SQQRAMLTIHSAJA-QFIPXVFZSA-N (2s)-2-[[7-[(4-fluorophenoxy)carbonylamino]dibenzothiophen-3-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=CC=3)C=1SC2=CC=3NC(=O)OC1=CC=C(F)C=C1 SQQRAMLTIHSAJA-QFIPXVFZSA-N 0.000 claims description 3
OKYAVNAGJYNMFW-DEOSSOPVSA-N (2s)-2-[[7-[[4-(dimethylamino)phenyl]carbamoylamino]dibenzothiophen-3-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=CC=3)C=1SC2=CC=3NC(=O)NC1=CC=C(N(C)C)C=C1 OKYAVNAGJYNMFW-DEOSSOPVSA-N 0.000 claims description 3
OCULDNAKUFSPLR-DEOSSOPVSA-N (2s)-2-[[7-[benzylcarbamoyl(methyl)amino]dibenzothiophen-3-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=CC=3)C=1SC2=CC=3N(C)C(=O)NCC1=CC=CC=C1 OCULDNAKUFSPLR-DEOSSOPVSA-N 0.000 claims description 3
JIRQDQWKUGNSAB-IBGZPJMESA-N (2s)-2-[[7-[dimethylcarbamoyl(methyl)amino]dibenzothiophen-3-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound CN(C)C(=O)N(C)C1=CC=C2C3=CC=C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)C=C3SC2=C1 JIRQDQWKUGNSAB-IBGZPJMESA-N 0.000 claims description 3
KZHFLZLKKTWPBC-IBGZPJMESA-N (2s)-2-[[7-[ethyl(methoxycarbonyl)amino]dibenzofuran-3-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound CC(C)[C@@H](C(O)=O)NS(=O)(=O)C1=CC=C2C3=CC=C(N(C(=O)OC)CC)C=C3OC2=C1 KZHFLZLKKTWPBC-IBGZPJMESA-N 0.000 claims description 3
JGGGQIKNXQXITN-IBGZPJMESA-N (2s)-2-[[7-[ethyl(methyl)amino]dibenzofuran-3-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound CC(C)[C@@H](C(O)=O)NS(=O)(=O)C1=CC=C2C3=CC=C(N(C)CC)C=C3OC2=C1 JGGGQIKNXQXITN-IBGZPJMESA-N 0.000 claims description 3
GFWDBHKNTWBARR-IBGZPJMESA-N (2s)-2-[[7-[ethylcarbamoyl(methyl)amino]dibenzothiophen-3-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound CC(C)[C@@H](C(O)=O)NS(=O)(=O)C1=CC=C2C3=CC=C(N(C)C(=O)NCC)C=C3SC2=C1 GFWDBHKNTWBARR-IBGZPJMESA-N 0.000 claims description 3
NLVDBPIFVIMYBQ-SFHVURJKSA-N (2s)-2-[[8-(2-chloroethoxycarbonylamino)dibenzofuran-3-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound C1=C(NC(=O)OCCCl)C=C2C3=CC=C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)C=C3OC2=C1 NLVDBPIFVIMYBQ-SFHVURJKSA-N 0.000 claims description 3
OPWVSVUBJXWILK-FQEVSTJZSA-N (2s)-2-[[8-(but-2-ynoxycarbonylamino)dibenzofuran-3-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound CC(C)[C@@H](C(O)=O)NS(=O)(=O)C1=CC=C2C3=CC(NC(=O)OCC#CC)=CC=C3OC2=C1 OPWVSVUBJXWILK-FQEVSTJZSA-N 0.000 claims description 3
RMGPUNZGMWNHGC-FQEVSTJZSA-N (2s)-2-[[8-(but-3-ynoxycarbonylamino)dibenzofuran-3-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound C1=C(NC(=O)OCCC#C)C=C2C3=CC=C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)C=C3OC2=C1 RMGPUNZGMWNHGC-FQEVSTJZSA-N 0.000 claims description 3
OUNOAPVJMCBRTF-INIZCTEOSA-N (2s)-2-[[8-(carbamoylamino)dibenzofuran-3-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound C1=C(NC(N)=O)C=C2C3=CC=C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)C=C3OC2=C1 OUNOAPVJMCBRTF-INIZCTEOSA-N 0.000 claims description 3
LDOSBGUASYKJNO-NRFANRHFSA-N (2s)-2-[[8-(cyclopentylcarbamoylamino)dibenzofuran-3-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=C3)C=1OC2=CC=C3NC(=O)NC1CCCC1 LDOSBGUASYKJNO-NRFANRHFSA-N 0.000 claims description 3
SAGDLVPASXKTTC-FQEVSTJZSA-N (2s)-2-[[8-(diethylamino)dibenzofuran-3-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound CC(C)[C@@H](C(O)=O)NS(=O)(=O)C1=CC=C2C3=CC(N(CC)CC)=CC=C3OC2=C1 SAGDLVPASXKTTC-FQEVSTJZSA-N 0.000 claims description 3
HANNJPXOWYFOHG-SFHVURJKSA-N (2s)-2-[[8-(ethoxycarbonylamino)dibenzofuran-3-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound CC(C)[C@@H](C(O)=O)NS(=O)(=O)C1=CC=C2C3=CC(NC(=O)OCC)=CC=C3OC2=C1 HANNJPXOWYFOHG-SFHVURJKSA-N 0.000 claims description 3
NDZIXRBDBSYWDM-QFIPXVFZSA-N (2s)-2-[[8-(hexoxycarbonylamino)dibenzofuran-3-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound CC(C)[C@@H](C(O)=O)NS(=O)(=O)C1=CC=C2C3=CC(NC(=O)OCCCCCC)=CC=C3OC2=C1 NDZIXRBDBSYWDM-QFIPXVFZSA-N 0.000 claims description 3
PASQOFLVNKNUQM-KRWDZBQOSA-N (2s)-2-[[8-(methanesulfonamido)dibenzofuran-3-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound C1=C(NS(C)(=O)=O)C=C2C3=CC=C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)C=C3OC2=C1 PASQOFLVNKNUQM-KRWDZBQOSA-N 0.000 claims description 3
KNBKYJWSHYOTTH-KRWDZBQOSA-N (2s)-2-[[8-(methanesulfonamido)dibenzothiophen-3-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound C1=C(NS(C)(=O)=O)C=C2C3=CC=C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)C=C3SC2=C1 KNBKYJWSHYOTTH-KRWDZBQOSA-N 0.000 claims description 3
MKAIHDAGQJQAHA-KRWDZBQOSA-N (2s)-2-[[8-(methoxycarbonylamino)dibenzofuran-3-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound CC(C)[C@@H](C(O)=O)NS(=O)(=O)C1=CC=C2C3=CC(NC(=O)OC)=CC=C3OC2=C1 MKAIHDAGQJQAHA-KRWDZBQOSA-N 0.000 claims description 3
XLKFKKFDBGDYAT-QFIPXVFZSA-N (2s)-2-[[8-[(3,4-difluorophenyl)carbamoylamino]dibenzofuran-3-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=C3)C=1OC2=CC=C3NC(=O)NC1=CC=C(F)C(F)=C1 XLKFKKFDBGDYAT-QFIPXVFZSA-N 0.000 claims description 3
OORMENJOPNOSIQ-FQEVSTJZSA-N (2s)-2-[[8-[(3,5-dimethyl-1,2-oxazol-4-yl)carbamoylamino]dibenzofuran-3-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=C3)C=1OC2=CC=C3NC(=O)NC=1C(C)=NOC=1C OORMENJOPNOSIQ-FQEVSTJZSA-N 0.000 claims description 3
PTTXNBUVBBFAFF-IBGZPJMESA-N (2s)-2-[[8-[(4,5-dichlorothiophen-2-yl)sulfonylamino]dibenzofuran-3-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=C3)C=1OC2=CC=C3NS(=O)(=O)C1=CC(Cl)=C(Cl)S1 PTTXNBUVBBFAFF-IBGZPJMESA-N 0.000 claims description 3
FPIYGZYQBRUTRI-QHCPKHFHSA-N (2s)-2-[[8-[(4-fluorophenyl)methylcarbamoylamino]dibenzofuran-3-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=C3)C=1OC2=CC=C3NC(=O)NCC1=CC=C(F)C=C1 FPIYGZYQBRUTRI-QHCPKHFHSA-N 0.000 claims description 3
KSVWFXJKTAZEPG-IBGZPJMESA-N (2s)-2-[[8-[ethyl(methoxycarbonyl)amino]dibenzofuran-3-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound CC(C)[C@@H](C(O)=O)NS(=O)(=O)C1=CC=C2C3=CC(N(C(=O)OC)CC)=CC=C3OC2=C1 KSVWFXJKTAZEPG-IBGZPJMESA-N 0.000 claims description 3
ZMZDPFANGAHBIS-FQEVSTJZSA-N (2s)-3-methyl-2-[(7-pyrrol-1-yldibenzofuran-3-yl)sulfonylamino]butanoic acid Chemical compound C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=CC=3)C=1OC2=CC=3N1C=CC=C1 ZMZDPFANGAHBIS-FQEVSTJZSA-N 0.000 claims description 3
YODOKYMGJFAIPQ-FQEVSTJZSA-N (2s)-3-methyl-2-[(8-morpholin-4-yldibenzofuran-3-yl)sulfonylamino]butanoic acid Chemical group C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=C3)C=1OC2=CC=C3N1CCOCC1 YODOKYMGJFAIPQ-FQEVSTJZSA-N 0.000 claims description 3
ZLJMGGBUDDVMDJ-FQEVSTJZSA-N (2s)-3-methyl-2-[(8-piperazin-1-yldibenzofuran-3-yl)sulfonylamino]butanoic acid Chemical group C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=C3)C=1OC2=CC=C3N1CCNCC1 ZLJMGGBUDDVMDJ-FQEVSTJZSA-N 0.000 claims description 3
VQQBCGJKDAMCHZ-IBGZPJMESA-N (2s)-3-methyl-2-[(8-pyrazol-1-yldibenzofuran-3-yl)sulfonylamino]butanoic acid Chemical group C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=C3)C=1OC2=CC=C3N1C=CC=N1 VQQBCGJKDAMCHZ-IBGZPJMESA-N 0.000 claims description 3
PEOWGCZHIMSTFM-FQEVSTJZSA-N (2s)-3-methyl-2-[[7-(2-methylpropoxycarbonylamino)dibenzothiophen-3-yl]sulfonylamino]butanoic acid Chemical compound CC(C)[C@@H](C(O)=O)NS(=O)(=O)C1=CC=C2C3=CC=C(NC(=O)OCC(C)C)C=C3SC2=C1 PEOWGCZHIMSTFM-FQEVSTJZSA-N 0.000 claims description 3
NKGBFKCCSGHHPF-SFHVURJKSA-N (2s)-3-methyl-2-[[7-(2-oxo-1,3-oxazolidin-3-yl)dibenzothiophen-3-yl]sulfonylamino]butanoic acid Chemical compound C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=CC=3)C=1SC2=CC=3N1CCOC1=O NKGBFKCCSGHHPF-SFHVURJKSA-N 0.000 claims description 3
NUGAJOGBFNOZHX-DEOSSOPVSA-N (2s)-3-methyl-2-[[7-(2-phenylethylcarbamoylamino)dibenzothiophen-3-yl]sulfonylamino]butanoic acid Chemical compound C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=CC=3)C=1SC2=CC=3NC(=O)NCCC1=CC=CC=C1 NUGAJOGBFNOZHX-DEOSSOPVSA-N 0.000 claims description 3
DXRHJEFJSKWMEQ-QFIPXVFZSA-N (2s)-3-methyl-2-[[7-(2-thiophen-2-ylethylcarbamoylamino)dibenzothiophen-3-yl]sulfonylamino]butanoic acid Chemical compound C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=CC=3)C=1SC2=CC=3NC(=O)NCCC1=CC=CS1 DXRHJEFJSKWMEQ-QFIPXVFZSA-N 0.000 claims description 3
BGYJIIYCNSCNMS-KRWDZBQOSA-N (2s)-3-methyl-2-[[7-(methylamino)dibenzothiophen-3-yl]sulfonylamino]butanoic acid Chemical compound CC(C)[C@@H](C(O)=O)NS(=O)(=O)C1=CC=C2C3=CC=C(NC)C=C3SC2=C1 BGYJIIYCNSCNMS-KRWDZBQOSA-N 0.000 claims description 3
RGCUFTVHLLFSQN-QFIPXVFZSA-N (2s)-3-methyl-2-[[7-(phenoxycarbonylamino)dibenzothiophen-3-yl]sulfonylamino]butanoic acid Chemical compound C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=CC=3)C=1SC2=CC=3NC(=O)OC1=CC=CC=C1 RGCUFTVHLLFSQN-QFIPXVFZSA-N 0.000 claims description 3
CCTDBXLXFNHDIL-QFIPXVFZSA-N (2s)-3-methyl-2-[[7-(phenylcarbamoylamino)dibenzothiophen-3-yl]sulfonylamino]butanoic acid Chemical compound C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=CC=3)C=1SC2=CC=3NC(=O)NC1=CC=CC=C1 CCTDBXLXFNHDIL-QFIPXVFZSA-N 0.000 claims description 3
PDNBECNZCXDNGB-QHCPKHFHSA-N (2s)-3-methyl-2-[[7-(phenylmethoxycarbonylamino)dibenzothiophen-3-yl]sulfonylamino]butanoic acid Chemical compound C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=CC=3)C=1SC2=CC=3NC(=O)OCC1=CC=CC=C1 PDNBECNZCXDNGB-QHCPKHFHSA-N 0.000 claims description 3
WUJPOLIUEWWSHN-IBGZPJMESA-N (2s)-3-methyl-2-[[7-(propan-2-yloxycarbonylamino)dibenzothiophen-3-yl]sulfonylamino]butanoic acid Chemical compound CC(C)[C@@H](C(O)=O)NS(=O)(=O)C1=CC=C2C3=CC=C(NC(=O)OC(C)C)C=C3SC2=C1 WUJPOLIUEWWSHN-IBGZPJMESA-N 0.000 claims description 3
HUCXFUVLIRLLHG-NRFANRHFSA-N (2s)-3-methyl-2-[[7-(pyridin-4-ylcarbamoylamino)dibenzothiophen-3-yl]sulfonylamino]butanoic acid Chemical compound C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=CC=3)C=1SC2=CC=3NC(=O)NC1=CC=NC=C1 HUCXFUVLIRLLHG-NRFANRHFSA-N 0.000 claims description 3
HXBJNXGJYVMWNL-DEOSSOPVSA-N (2s)-3-methyl-2-[[7-[(3,4,5-trimethoxyphenyl)carbamoylamino]dibenzothiophen-3-yl]sulfonylamino]butanoic acid Chemical compound COC1=C(OC)C(OC)=CC(NC(=O)NC=2C=C3C(C4=CC=C(C=C4S3)S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=2)=C1 HXBJNXGJYVMWNL-DEOSSOPVSA-N 0.000 claims description 3
BGPDKPPPOAJAIA-QHCPKHFHSA-N (2s)-3-methyl-2-[[7-[(4-methylphenoxy)carbonylamino]dibenzothiophen-3-yl]sulfonylamino]butanoic acid Chemical compound C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=CC=3)C=1SC2=CC=3NC(=O)OC1=CC=C(C)C=C1 BGPDKPPPOAJAIA-QHCPKHFHSA-N 0.000 claims description 3
WLEBEMKWNGHRCJ-QFIPXVFZSA-N (2s)-3-methyl-2-[[7-[[4-(trifluoromethyl)phenyl]carbamoylamino]dibenzothiophen-3-yl]sulfonylamino]butanoic acid Chemical compound C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=CC=3)C=1SC2=CC=3NC(=O)NC1=CC=C(C(F)(F)F)C=C1 WLEBEMKWNGHRCJ-QFIPXVFZSA-N 0.000 claims description 3
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MASZPEHZFFMMMJ-IBGZPJMESA-N (2s)-3-methyl-2-[[8-(2-oxo-1,3-oxazinan-3-yl)dibenzofuran-3-yl]sulfonylamino]butanoic acid Chemical compound C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=C3)C=1OC2=CC=C3N1CCCOC1=O MASZPEHZFFMMMJ-IBGZPJMESA-N 0.000 claims description 3
FWPVXLYOKAOERT-SFHVURJKSA-N (2s)-3-methyl-2-[[8-(2-oxo-1,3-oxazolidin-3-yl)dibenzofuran-3-yl]sulfonylamino]butanoic acid Chemical compound C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=C3)C=1OC2=CC=C3N1CCOC1=O FWPVXLYOKAOERT-SFHVURJKSA-N 0.000 claims description 3
LIBJLMBRYDKFLR-QFIPXVFZSA-N (2s)-3-methyl-2-[[8-(2-thiophen-2-ylethylcarbamoylamino)dibenzofuran-3-yl]sulfonylamino]butanoic acid Chemical compound C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=C3)C=1OC2=CC=C3NC(=O)NCCC1=CC=CS1 LIBJLMBRYDKFLR-QFIPXVFZSA-N 0.000 claims description 3
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HDBFESYFFDJYCI-VWLOTQADSA-N (2s)-3-methyl-2-[[8-[3-(4-nitrophenyl)pyrazol-1-yl]dibenzofuran-3-yl]sulfonylamino]butanoic acid Chemical compound C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=C3)C=1OC2=CC=C3N(N=1)C=CC=1C1=CC=C([N+]([O-])=O)C=C1 HDBFESYFFDJYCI-VWLOTQADSA-N 0.000 claims description 3
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125000003386 piperidinyl group Chemical group 0.000 claims description 3
125000000719 pyrrolidinyl group Chemical group 0.000 claims description 3
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IHGDPVRQEAPZIT-NRFANRHFSA-N (2s)-2-[[7-[4-[(dimethylamino)methyl]triazol-1-yl]dibenzothiophen-3-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=CC=3)C=1SC2=CC=3N1C=C(CN(C)C)N=N1 IHGDPVRQEAPZIT-NRFANRHFSA-N 0.000 claims description 2
KXKQWQRQFSFSCM-VWLOTQADSA-N (2s)-2-[[7-[[benzyl(methyl)carbamoyl]-methylamino]dibenzothiophen-3-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=CC=3)C=1SC2=CC=3N(C)C(=O)N(C)CC1=CC=CC=C1 KXKQWQRQFSFSCM-VWLOTQADSA-N 0.000 claims description 2
YLTIPLVEGWLCBT-FQEVSTJZSA-N (2s)-2-[[7-[acetyl(2-hydroxyethyl)amino]dibenzofuran-3-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound OCCN(C(C)=O)C1=CC=C2C3=CC=C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)C=C3OC2=C1 YLTIPLVEGWLCBT-FQEVSTJZSA-N 0.000 claims description 2
XCRHMNDPJJSJDI-IBGZPJMESA-N (2s)-2-[[7-[ethoxycarbonyl(methyl)amino]dibenzothiophen-3-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound CC(C)[C@@H](C(O)=O)NS(=O)(=O)C1=CC=C2C3=CC=C(N(C)C(=O)OCC)C=C3SC2=C1 XCRHMNDPJJSJDI-IBGZPJMESA-N 0.000 claims description 2
BVIQGKIXZLPCIK-SFHVURJKSA-N (2s)-2-[[8-(2-bromoethoxycarbonylamino)dibenzofuran-3-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound C1=C(NC(=O)OCCBr)C=C2C3=CC=C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)C=C3OC2=C1 BVIQGKIXZLPCIK-SFHVURJKSA-N 0.000 claims description 2
YTIQSKPYJKROHS-SFHVURJKSA-N (2s)-2-[[8-(2-fluoroethoxycarbonylamino)dibenzofuran-3-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound C1=C(NC(=O)OCCF)C=C2C3=CC=C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)C=C3OC2=C1 YTIQSKPYJKROHS-SFHVURJKSA-N 0.000 claims description 2
MUHJBADWPNYZIG-IBGZPJMESA-N (2s)-2-[[8-(3-chloropropoxycarbonylamino)dibenzofuran-3-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound C1=C(NC(=O)OCCCCl)C=C2C3=CC=C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)C=C3OC2=C1 MUHJBADWPNYZIG-IBGZPJMESA-N 0.000 claims description 2
GOSJSQIRHRMJSP-FQEVSTJZSA-N (2s)-2-[[8-(4,4-difluoropiperidin-1-yl)dibenzofuran-3-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=C3)C=1OC2=CC=C3N1CCC(F)(F)CC1 GOSJSQIRHRMJSP-FQEVSTJZSA-N 0.000 claims description 2
NNSDJBPKHHPRMC-NRFANRHFSA-N (2s)-2-[[8-(4,5-dimethylimidazol-1-yl)dibenzofuran-3-yl]sulfonylamino]-3-methylbutanoic acid Chemical group C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=C3)C=1OC2=CC=C3N1C=NC(C)=C1C NNSDJBPKHHPRMC-NRFANRHFSA-N 0.000 claims description 2
GNJQQINHEPWJFY-DEOSSOPVSA-N (2s)-2-[[8-(4-cyclohexyltriazol-1-yl)dibenzofuran-3-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=C3)C=1OC2=CC=C3N(N=N1)C=C1C1CCCCC1 GNJQQINHEPWJFY-DEOSSOPVSA-N 0.000 claims description 2
PRDGEFIBGIPFSC-SFHVURJKSA-N (2s)-2-[[8-(ethylamino)dibenzofuran-3-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound CC(C)[C@@H](C(O)=O)NS(=O)(=O)C1=CC=C2C3=CC(NCC)=CC=C3OC2=C1 PRDGEFIBGIPFSC-SFHVURJKSA-N 0.000 claims description 2
OVNMRAAOAGLGFS-NRFANRHFSA-N (2s)-2-[[8-[(2,6-dichloropyridin-4-yl)carbamoylamino]dibenzofuran-3-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=C3)C=1OC2=CC=C3NC(=O)NC1=CC(Cl)=NC(Cl)=C1 OVNMRAAOAGLGFS-NRFANRHFSA-N 0.000 claims description 2
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JZFQJGOLTBCTDJ-FQEVSTJZSA-N (2s)-2-[[8-[4-(2-hydroxyethyl)triazol-1-yl]dibenzofuran-3-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=C3)C=1OC2=CC=C3N1C=C(CCO)N=N1 JZFQJGOLTBCTDJ-FQEVSTJZSA-N 0.000 claims description 2
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GHWXLUNPOODUAN-SFHVURJKSA-N (2s)-3-methyl-2-[[7-(2-oxoimidazolidin-1-yl)dibenzothiophen-3-yl]sulfonylamino]butanoic acid Chemical compound C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=CC=3)C=1SC2=CC=3N1CCNC1=O GHWXLUNPOODUAN-SFHVURJKSA-N 0.000 claims description 2
FFGHBWJVBSUBKN-QFIPXVFZSA-N (2s)-3-methyl-2-[[7-(2-thiophen-2-ylethylcarbamoylamino)dibenzofuran-3-yl]sulfonylamino]butanoic acid Chemical compound C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=CC=3)C=1OC2=CC=3NC(=O)NCCC1=CC=CS1 FFGHBWJVBSUBKN-QFIPXVFZSA-N 0.000 claims description 2
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AOTDYMVGZCDNKP-QHCPKHFHSA-N (2s)-3-methyl-2-[[7-[4-(1-methylpyrrol-2-yl)triazol-1-yl]dibenzothiophen-3-yl]sulfonylamino]butanoic acid Chemical compound C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=CC=3)C=1SC2=CC=3N(N=N1)C=C1C1=CC=CN1C AOTDYMVGZCDNKP-QHCPKHFHSA-N 0.000 claims description 2
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Classifications

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- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
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- A61P9/04—Inotropic agents, i.e. stimulants of cardiac contraction; Drugs for heart failure
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- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/50—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
- C07D333/76—Dibenzothiophenes
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/04—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
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- C07D409/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing three or more hetero rings
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a chain containing hetero atoms as chain links

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Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
Veterinary Medicine (AREA)
Chemical Kinetics & Catalysis (AREA)
General Chemical & Material Sciences (AREA)
Medicinal Chemistry (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Bioinformatics & Cheminformatics (AREA)
Pharmacology & Pharmacy (AREA)
Life Sciences & Earth Sciences (AREA)
Animal Behavior & Ethology (AREA)
General Health & Medical Sciences (AREA)
Public Health (AREA)
Engineering & Computer Science (AREA)
Cardiology (AREA)
Heart & Thoracic Surgery (AREA)
Pulmonology (AREA)
Rheumatology (AREA)
Hospice & Palliative Care (AREA)
Urology & Nephrology (AREA)
Vascular Medicine (AREA)
Pain & Pain Management (AREA)
Immunology (AREA)
Orthopedic Medicine & Surgery (AREA)
Physical Education & Sports Medicine (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Furan Compounds (AREA)
Plural Heterocyclic Compounds (AREA)

JP2009534660A 2006-10-27 2007-10-26 マトリクスメタロプロテアーゼ阻害剤としての三環式化合物 Withdrawn JP2010507674A (ja)

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SMT202200369T1 (it)	2015-11-19	2022-11-18	Incyte Corp	Composti eterociclici come immunomodulatori
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UA128453C2 (uk)	2018-03-30	2024-07-17	Інсайт Корпорейшн	Гетероциклічні сполуки як імуномодулятори
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MXPA01013172A (es) *	2001-02-14	2002-08-21	Warner Lambert Co	Inhibidores sulfonamida de metaloproteinasa de matriz.
SI1620429T1 (sl) *	2003-04-11	2009-08-31	Glenmark Pharmaceuticals Sa	Nove heterociklične spojine, uporabne za zdravljenje vnetnih in alergijskih motenj: postopek za njihovo pripravo in farmacevtski sestavki, ki jih vsebujejo

2007
- 2007-10-26 CA CA002667644A patent/CA2667644A1/en not_active Abandoned
- 2007-10-26 JP JP2009534660A patent/JP2010507674A/ja not_active Withdrawn
- 2007-10-26 MX MX2009004289A patent/MX2009004289A/es unknown
- 2007-10-26 EP EP07839790A patent/EP2074107A2/en not_active Withdrawn
- 2007-10-26 WO PCT/US2007/022651 patent/WO2008057254A2/en not_active Ceased

Also Published As

Publication number	Publication date
MX2009004289A (es)	2009-05-05
EP2074107A2 (en)	2009-07-01
WO2008057254A3 (en)	2009-01-08
WO2008057254A2 (en)	2008-05-15
CA2667644A1 (en)	2008-05-15

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