RU2009132881A - Производные пуринила и их применение в качестве модуляторов калиевых каналов - Google Patents
Производные пуринила и их применение в качестве модуляторов калиевых каналов Download PDFInfo
- Publication number
- RU2009132881A RU2009132881A RU2009132881/04A RU2009132881A RU2009132881A RU 2009132881 A RU2009132881 A RU 2009132881A RU 2009132881/04 A RU2009132881/04 A RU 2009132881/04A RU 2009132881 A RU2009132881 A RU 2009132881A RU 2009132881 A RU2009132881 A RU 2009132881A
- Authority
- RU
- Russia
- Prior art keywords
- methyl
- purin
- pyrazol
- phenyl
- amine
- Prior art date
Links
- -1 PURINYL Chemical class 0.000 title claims abstract 20
- 102000004257 Potassium Channel Human genes 0.000 title claims 4
- 108020001213 potassium channel Proteins 0.000 title claims 4
- 125000000217 alkyl group Chemical group 0.000 claims abstract 19
- 125000000753 cycloalkyl group Chemical group 0.000 claims abstract 14
- 125000004076 pyridyl group Chemical group 0.000 claims abstract 14
- 125000000561 purinyl group Chemical group N1=C(N=C2N=CNC2=C1)* 0.000 claims abstract 13
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract 12
- 125000001424 substituent group Chemical group 0.000 claims abstract 8
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims abstract 8
- 125000003545 alkoxy group Chemical group 0.000 claims abstract 7
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract 7
- 239000001257 hydrogen Substances 0.000 claims abstract 7
- 125000003226 pyrazolyl group Chemical group 0.000 claims abstract 7
- 125000003785 benzimidazolyl group Chemical group N1=C(NC2=C1C=CC=C2)* 0.000 claims abstract 6
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims abstract 6
- 125000002883 imidazolyl group Chemical group 0.000 claims abstract 6
- 125000003453 indazolyl group Chemical group N1N=C(C2=C1C=CC=C2)* 0.000 claims abstract 6
- 229910052736 halogen Inorganic materials 0.000 claims abstract 5
- 150000002367 halogens Chemical group 0.000 claims abstract 5
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims abstract 4
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims abstract 4
- 229910052760 oxygen Inorganic materials 0.000 claims abstract 4
- 229940002612 prodrug Drugs 0.000 claims abstract 4
- 239000000651 prodrug Substances 0.000 claims abstract 4
- 150000003839 salts Chemical class 0.000 claims abstract 4
- 229910052717 sulfur Inorganic materials 0.000 claims abstract 4
- 150000001204 N-oxides Chemical class 0.000 claims abstract 3
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims abstract 3
- 125000004093 cyano group Chemical group *C#N 0.000 claims abstract 3
- 125000001475 halogen functional group Chemical group 0.000 claims abstract 3
- 125000000623 heterocyclic group Chemical group 0.000 claims abstract 3
- 239000000203 mixture Substances 0.000 claims abstract 3
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims abstract 3
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims abstract 3
- 125000003342 alkenyl group Chemical group 0.000 claims abstract 2
- 125000000304 alkynyl group Chemical group 0.000 claims abstract 2
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 claims abstract 2
- 125000002541 furyl group Chemical group 0.000 claims abstract 2
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract 2
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 7
- 208000035475 disorder Diseases 0.000 claims 4
- 206010010904 Convulsion Diseases 0.000 claims 3
- 201000010099 disease Diseases 0.000 claims 3
- 150000002431 hydrogen Chemical class 0.000 claims 3
- 241001465754 Metazoa Species 0.000 claims 2
- 206010002026 amyotrophic lateral sclerosis Diseases 0.000 claims 2
- ZPUCINDJVBIVPJ-LJISPDSOSA-N cocaine Chemical compound O([C@H]1C[C@@H]2CC[C@@H](N2C)[C@H]1C(=O)OC)C(=O)C1=CC=CC=C1 ZPUCINDJVBIVPJ-LJISPDSOSA-N 0.000 claims 2
- 208000029078 coronary artery disease Diseases 0.000 claims 2
- 239000003814 drug Substances 0.000 claims 2
- 230000000694 effects Effects 0.000 claims 2
- BQJCRHHNABKAKU-KBQPJGBKSA-N morphine Chemical compound O([C@H]1[C@H](C=C[C@H]23)O)C4=C5[C@@]12CCN(C)[C@@H]3CC5=CC=C4O BQJCRHHNABKAKU-KBQPJGBKSA-N 0.000 claims 2
- 208000024891 symptom Diseases 0.000 claims 2
- 210000003932 urinary bladder Anatomy 0.000 claims 2
- LAKYIPSTOCBIGH-UHFFFAOYSA-N 2-(3,5-dimethylpyrazol-1-yl)-9-(2-methoxyethyl)-n-phenylpurin-6-amine Chemical compound N1=C(N2C(=CC(C)=N2)C)N=C2N(CCOC)C=NC2=C1NC1=CC=CC=C1 LAKYIPSTOCBIGH-UHFFFAOYSA-N 0.000 claims 1
- HPIALDHBJZLANG-UHFFFAOYSA-N 2-(3,5-dimethylpyrazol-1-yl)-9-methyl-n-(2-phenylethyl)purin-6-amine Chemical compound N1=C(C)C=C(C)N1C1=NC(NCCC=2C=CC=CC=2)=C(N=CN2C)C2=N1 HPIALDHBJZLANG-UHFFFAOYSA-N 0.000 claims 1
- LSDRWHLLIQWLAA-UHFFFAOYSA-N 2-(3,5-dimethylpyrazol-1-yl)-9-methyl-n-(4-nitrophenyl)purin-6-amine Chemical compound N1=C(C)C=C(C)N1C1=NC(NC=2C=CC(=CC=2)[N+]([O-])=O)=C(N=CN2C)C2=N1 LSDRWHLLIQWLAA-UHFFFAOYSA-N 0.000 claims 1
- MDHRZOQHXZSEED-UHFFFAOYSA-N 2-(3,5-dimethylpyrazol-1-yl)-9-methyl-n-[4-(trifluoromethyl)phenyl]purin-6-amine Chemical compound N1=C(C)C=C(C)N1C1=NC(NC=2C=CC(=CC=2)C(F)(F)F)=C(N=CN2C)C2=N1 MDHRZOQHXZSEED-UHFFFAOYSA-N 0.000 claims 1
- SWQBZPXHGALVPL-UHFFFAOYSA-N 2-(3,5-dimethylpyrazol-1-yl)-9-methyl-n-phenylpurin-6-amine Chemical compound N1=C(C)C=C(C)N1C1=NC(NC=2C=CC=CC=2)=C(N=CN2C)C2=N1 SWQBZPXHGALVPL-UHFFFAOYSA-N 0.000 claims 1
- SFNDTYYCHFPNPJ-UHFFFAOYSA-N 2-(3,5-dimethylpyrazol-1-yl)-9-methyl-n-pyridin-4-ylpurin-6-amine Chemical compound N1=C(C)C=C(C)N1C1=NC(NC=2C=CN=CC=2)=C(N=CN2C)C2=N1 SFNDTYYCHFPNPJ-UHFFFAOYSA-N 0.000 claims 1
- FCHDAFWIYTYUTH-UHFFFAOYSA-N 2-(3,5-dimethylpyrazol-1-yl)-n-(4-fluorophenyl)-9-methylpurin-6-amine Chemical compound N1=C(C)C=C(C)N1C1=NC(NC=2C=CC(F)=CC=2)=C(N=CN2C)C2=N1 FCHDAFWIYTYUTH-UHFFFAOYSA-N 0.000 claims 1
- OWLCDPPNVHMZOB-UHFFFAOYSA-N 2-(3,5-dimethylpyrazol-1-yl)-n-phenyl-7h-purin-6-amine Chemical compound N1=C(C)C=C(C)N1C1=NC(NC=2C=CC=CC=2)=C(N=CN2)C2=N1 OWLCDPPNVHMZOB-UHFFFAOYSA-N 0.000 claims 1
- IVZJKPUNBLSGOH-UHFFFAOYSA-N 2-(4-chloro-3,5-dimethylpyrazol-1-yl)-n-(4-chlorophenyl)-9-methylpurin-6-amine Chemical compound CC1=C(Cl)C(C)=NN1C1=NC(NC=2C=CC(Cl)=CC=2)=C(N=CN2C)C2=N1 IVZJKPUNBLSGOH-UHFFFAOYSA-N 0.000 claims 1
- DXFHHGPKNMVEHR-UHFFFAOYSA-N 2-(4-chloro-3-methylpyrazol-1-yl)-n-(4-chlorophenyl)-9-methylpurin-6-amine Chemical compound C1=C(Cl)C(C)=NN1C1=NC(NC=2C=CC(Cl)=CC=2)=C(N=CN2C)C2=N1 DXFHHGPKNMVEHR-UHFFFAOYSA-N 0.000 claims 1
- MFIDWIAONNDJDA-UHFFFAOYSA-N 2-(5-chloro-3-methylpyrazol-1-yl)-n-(4-chlorophenyl)-9-methylpurin-6-amine Chemical compound N1=C(C)C=C(Cl)N1C1=NC(NC=2C=CC(Cl)=CC=2)=C(N=CN2C)C2=N1 MFIDWIAONNDJDA-UHFFFAOYSA-N 0.000 claims 1
- ANQNLWGEHMNWBN-UHFFFAOYSA-N 2-[3,5-bis(trifluoromethyl)pyrazol-1-yl]-n-(4-chlorophenyl)-9-methylpurin-6-amine Chemical compound N1=C(N2C(=CC(=N2)C(F)(F)F)C(F)(F)F)N=C2N(C)C=NC2=C1NC1=CC=C(Cl)C=C1 ANQNLWGEHMNWBN-UHFFFAOYSA-N 0.000 claims 1
- DXYSJRWJZSLBCS-UHFFFAOYSA-N 4-[[2-(3,5-dimethylpyrazol-1-yl)-9-methylpurin-6-yl]amino]benzonitrile Chemical compound N1=C(C)C=C(C)N1C1=NC(NC=2C=CC(=CC=2)C#N)=C(N=CN2C)C2=N1 DXYSJRWJZSLBCS-UHFFFAOYSA-N 0.000 claims 1
- IMFNNVDXBUGETE-UHFFFAOYSA-N 4-n-[2-(3,5-dimethylpyrazol-1-yl)-9-methylpurin-6-yl]benzene-1,4-diamine Chemical compound N1=C(C)C=C(C)N1C1=NC(NC=2C=CC(N)=CC=2)=C(N=CN2C)C2=N1 IMFNNVDXBUGETE-UHFFFAOYSA-N 0.000 claims 1
- PBHFDUNUQBRNOP-UHFFFAOYSA-N 6-(4-chlorophenyl)sulfanyl-2-(3,5-dimethylpyrazol-1-yl)-9-methylpurine Chemical compound N1=C(C)C=C(C)N1C1=NC(SC=2C=CC(Cl)=CC=2)=C(N=CN2C)C2=N1 PBHFDUNUQBRNOP-UHFFFAOYSA-N 0.000 claims 1
- 201000004384 Alopecia Diseases 0.000 claims 1
- 208000024827 Alzheimer disease Diseases 0.000 claims 1
- 206010002383 Angina Pectoris Diseases 0.000 claims 1
- 208000019901 Anxiety disease Diseases 0.000 claims 1
- 206010003225 Arteriospasm coronary Diseases 0.000 claims 1
- 206010003591 Ataxia Diseases 0.000 claims 1
- 206010003805 Autism Diseases 0.000 claims 1
- 208000020706 Autistic disease Diseases 0.000 claims 1
- 208000020925 Bipolar disease Diseases 0.000 claims 1
- 201000006474 Brain Ischemia Diseases 0.000 claims 1
- 206010008120 Cerebral ischaemia Diseases 0.000 claims 1
- 208000003890 Coronary Vasospasm Diseases 0.000 claims 1
- 206010012289 Dementia Diseases 0.000 claims 1
- 206010012735 Diarrhoea Diseases 0.000 claims 1
- 208000005171 Dysmenorrhea Diseases 0.000 claims 1
- 206010013935 Dysmenorrhoea Diseases 0.000 claims 1
- 208000010228 Erectile Dysfunction Diseases 0.000 claims 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 1
- GVGLGOZIDCSQPN-PVHGPHFFSA-N Heroin Chemical compound O([C@H]1[C@H](C=C[C@H]23)OC(C)=O)C4=C5[C@@]12CCN(C)[C@@H]3CC5=CC=C4OC(C)=O GVGLGOZIDCSQPN-PVHGPHFFSA-N 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- 206010020772 Hypertension Diseases 0.000 claims 1
- 206010020853 Hypertonic bladder Diseases 0.000 claims 1
- 206010062016 Immunosuppression Diseases 0.000 claims 1
- 206010022562 Intermittent claudication Diseases 0.000 claims 1
- 208000005615 Interstitial Cystitis Diseases 0.000 claims 1
- 241000124008 Mammalia Species 0.000 claims 1
- 206010026749 Mania Diseases 0.000 claims 1
- 208000019695 Migraine disease Diseases 0.000 claims 1
- 208000019022 Mood disease Diseases 0.000 claims 1
- 208000007101 Muscle Cramp Diseases 0.000 claims 1
- 208000008238 Muscle Spasticity Diseases 0.000 claims 1
- 206010028980 Neoplasm Diseases 0.000 claims 1
- 208000009722 Overactive Urinary Bladder Diseases 0.000 claims 1
- 208000002193 Pain Diseases 0.000 claims 1
- 208000018737 Parkinson disease Diseases 0.000 claims 1
- 208000005107 Premature Birth Diseases 0.000 claims 1
- 206010036590 Premature baby Diseases 0.000 claims 1
- 208000028017 Psychotic disease Diseases 0.000 claims 1
- 208000003782 Raynaud disease Diseases 0.000 claims 1
- 208000012322 Raynaud phenomenon Diseases 0.000 claims 1
- 208000021386 Sjogren Syndrome Diseases 0.000 claims 1
- 208000005392 Spasm Diseases 0.000 claims 1
- 208000030886 Traumatic Brain injury Diseases 0.000 claims 1
- 206010046543 Urinary incontinence Diseases 0.000 claims 1
- 206010047163 Vasospasm Diseases 0.000 claims 1
- KFXJAONTTAGDMF-UHFFFAOYSA-N [2-[6-(4-chloroanilino)-9-methylpurin-2-yl]-5-methylpyrazol-3-yl]methanol Chemical compound N1=C(C)C=C(CO)N1C1=NC(NC=2C=CC(Cl)=CC=2)=C(N=CN2C)C2=N1 KFXJAONTTAGDMF-UHFFFAOYSA-N 0.000 claims 1
- 231100000360 alopecia Toxicity 0.000 claims 1
- 230000036506 anxiety Effects 0.000 claims 1
- 206010003119 arrhythmia Diseases 0.000 claims 1
- 230000006793 arrhythmia Effects 0.000 claims 1
- 229940049706 benzodiazepine Drugs 0.000 claims 1
- 125000003310 benzodiazepinyl group Chemical class N1N=C(C=CC2=C1C=CC=C2)* 0.000 claims 1
- 201000011510 cancer Diseases 0.000 claims 1
- 206010008118 cerebral infarction Diseases 0.000 claims 1
- 229960003920 cocaine Drugs 0.000 claims 1
- 230000036461 convulsion Effects 0.000 claims 1
- 201000011634 coronary artery vasospasm Diseases 0.000 claims 1
- 229960002069 diamorphine Drugs 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 claims 1
- 229940079593 drug Drugs 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 206010015037 epilepsy Diseases 0.000 claims 1
- JILGOVQTCFFYRU-UHFFFAOYSA-N ethyl 1-[6-(4-chloroanilino)-9-methylpurin-2-yl]-5-methylpyrazole-3-carboxylate Chemical compound N1=C(C(=O)OCC)C=C(C)N1C1=NC(NC=2C=CC(Cl)=CC=2)=C(N=CN2C)C2=N1 JILGOVQTCFFYRU-UHFFFAOYSA-N 0.000 claims 1
- 230000007160 gastrointestinal dysfunction Effects 0.000 claims 1
- 230000001506 immunosuppresive effect Effects 0.000 claims 1
- 201000001881 impotence Diseases 0.000 claims 1
- 208000021156 intermittent vascular claudication Diseases 0.000 claims 1
- 208000002551 irritable bowel syndrome Diseases 0.000 claims 1
- 208000028867 ischemia Diseases 0.000 claims 1
- 208000017169 kidney disease Diseases 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 238000000034 method Methods 0.000 claims 1
- 206010027599 migraine Diseases 0.000 claims 1
- 229960005181 morphine Drugs 0.000 claims 1
- 201000006938 muscular dystrophy Diseases 0.000 claims 1
- 230000003274 myotonic effect Effects 0.000 claims 1
- QTSMUSVACRPCBF-UHFFFAOYSA-N n-(1,3-benzodioxol-5-yl)-2-(3,5-dimethylpyrazol-1-yl)-9-ethylpurin-6-amine Chemical compound N1=C2N(CC)C=NC2=C(NC=2C=C3OCOC3=CC=2)N=C1N1N=C(C)C=C1C QTSMUSVACRPCBF-UHFFFAOYSA-N 0.000 claims 1
- PNDJDUPBDDSPKP-UHFFFAOYSA-N n-(4-bromophenyl)-2-(3,5-dimethylpyrazol-1-yl)-9-methylpurin-6-amine Chemical compound N1=C(C)C=C(C)N1C1=NC(NC=2C=CC(Br)=CC=2)=C(N=CN2C)C2=N1 PNDJDUPBDDSPKP-UHFFFAOYSA-N 0.000 claims 1
- LBKYEDHQRCYISU-UHFFFAOYSA-N n-(4-chlorophenyl)-2-(3,5-diethylpyrazol-1-yl)-9-methylpurin-6-amine Chemical compound N1=C(CC)C=C(CC)N1C1=NC(NC=2C=CC(Cl)=CC=2)=C(N=CN2C)C2=N1 LBKYEDHQRCYISU-UHFFFAOYSA-N 0.000 claims 1
- UGZACSMZFZCJLF-UHFFFAOYSA-N n-(4-chlorophenyl)-2-(3,5-dimethylpyrazol-1-yl)-7-methylpurin-6-amine Chemical compound N1=C(C)C=C(C)N1C1=NC(NC=2C=CC(Cl)=CC=2)=C(N(C)C=N2)C2=N1 UGZACSMZFZCJLF-UHFFFAOYSA-N 0.000 claims 1
- YASLNLYVBLBRCK-UHFFFAOYSA-N n-(4-chlorophenyl)-2-(3,5-dimethylpyrazol-1-yl)-9-(2-ethoxyethyl)purin-6-amine Chemical compound N1=C(N2C(=CC(C)=N2)C)N=C2N(CCOCC)C=NC2=C1NC1=CC=C(Cl)C=C1 YASLNLYVBLBRCK-UHFFFAOYSA-N 0.000 claims 1
- OXFVPYHKTKDQIN-UHFFFAOYSA-N n-(4-chlorophenyl)-2-(3,5-dimethylpyrazol-1-yl)-9-(2-methylpropyl)purin-6-amine Chemical compound N1=C(N2C(=CC(C)=N2)C)N=C2N(CC(C)C)C=NC2=C1NC1=CC=C(Cl)C=C1 OXFVPYHKTKDQIN-UHFFFAOYSA-N 0.000 claims 1
- AGPUJPIPIGWWIE-UHFFFAOYSA-N n-(4-chlorophenyl)-2-(3,5-dimethylpyrazol-1-yl)-9-ethylpurin-6-amine Chemical compound N1=C(N2C(=CC(C)=N2)C)N=C2N(CC)C=NC2=C1NC1=CC=C(Cl)C=C1 AGPUJPIPIGWWIE-UHFFFAOYSA-N 0.000 claims 1
- DVQOPNIPUIOXHU-UHFFFAOYSA-N n-(4-chlorophenyl)-2-(3,5-dimethylpyrazol-1-yl)-9-methylpurin-6-amine Chemical compound N1=C(C)C=C(C)N1C1=NC(NC=2C=CC(Cl)=CC=2)=C(N=CN2C)C2=N1 DVQOPNIPUIOXHU-UHFFFAOYSA-N 0.000 claims 1
- SMRVGEMZXQTXMU-UHFFFAOYSA-N n-(4-chlorophenyl)-2-[3-(furan-2-yl)-5-methylpyrazol-1-yl]-9-methylpurin-6-amine Chemical compound CC1=CC(C=2OC=CC=2)=NN1C(N=C1N(C)C=NC1=1)=NC=1NC1=CC=C(Cl)C=C1 SMRVGEMZXQTXMU-UHFFFAOYSA-N 0.000 claims 1
- WQFMOPBXKIKQIA-UHFFFAOYSA-N n-(4-chlorophenyl)-9-methyl-2-(3,4,5-trimethylpyrazol-1-yl)purin-6-amine Chemical compound CC1=C(C)C(C)=NN1C1=NC(NC=2C=CC(Cl)=CC=2)=C(N=CN2C)C2=N1 WQFMOPBXKIKQIA-UHFFFAOYSA-N 0.000 claims 1
- HKLGPONAUCIKNP-UHFFFAOYSA-N n-(4-chlorophenyl)-9-methyl-2-(5-methyl-3-phenylpyrazol-1-yl)purin-6-amine Chemical compound CC1=CC(C=2C=CC=CC=2)=NN1C(N=C1N(C)C=NC1=1)=NC=1NC1=CC=C(Cl)C=C1 HKLGPONAUCIKNP-UHFFFAOYSA-N 0.000 claims 1
- BQXNAWLDYCXWNU-UHFFFAOYSA-N n-(4-chlorophenyl)-9-methyl-2-[5-methyl-3-(trifluoromethyl)pyrazol-1-yl]purin-6-amine Chemical compound CC1=CC(C(F)(F)F)=NN1C1=NC(NC=2C=CC(Cl)=CC=2)=C(N=CN2C)C2=N1 BQXNAWLDYCXWNU-UHFFFAOYSA-N 0.000 claims 1
- GZTZZLOZIOCJJN-UHFFFAOYSA-N n-(5-chloropyridin-2-yl)-2-(3,5-dimethylpyrazol-1-yl)-9-methylpurin-6-amine Chemical compound N1=C(C)C=C(C)N1C1=NC(NC=2N=CC(Cl)=CC=2)=C(N=CN2C)C2=N1 GZTZZLOZIOCJJN-UHFFFAOYSA-N 0.000 claims 1
- GTZYKPFKLYHYCT-UHFFFAOYSA-N n-(6-chloropyridin-3-yl)-2-(3,5-dimethylpyrazol-1-yl)-9-methylpurin-6-amine Chemical compound N1=C(C)C=C(C)N1C1=NC(NC=2C=NC(Cl)=CC=2)=C(N=CN2C)C2=N1 GTZYKPFKLYHYCT-UHFFFAOYSA-N 0.000 claims 1
- CMYJVPVMHKLTAQ-UHFFFAOYSA-N n-cyclohexyl-2-(3,5-dimethylpyrazol-1-yl)-7-methylpurin-6-amine Chemical compound N1=C(C)C=C(C)N1C1=NC(NC2CCCCC2)=C(N(C)C=N2)C2=N1 CMYJVPVMHKLTAQ-UHFFFAOYSA-N 0.000 claims 1
- ZVXURWKWHMNVFM-UHFFFAOYSA-N n-cyclohexyl-2-(3,5-dimethylpyrazol-1-yl)-7h-purin-6-amine Chemical compound N1=C(C)C=C(C)N1C1=NC(NC2CCCCC2)=C(N=CN2)C2=N1 ZVXURWKWHMNVFM-UHFFFAOYSA-N 0.000 claims 1
- 201000003631 narcolepsy Diseases 0.000 claims 1
- 229940005483 opioid analgesics Drugs 0.000 claims 1
- 208000020629 overactive bladder Diseases 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 208000030761 polycystic kidney disease Diseases 0.000 claims 1
- 208000023504 respiratory system disease Diseases 0.000 claims 1
- 201000000980 schizophrenia Diseases 0.000 claims 1
- 201000009881 secretory diarrhea Diseases 0.000 claims 1
- 239000000126 substance Substances 0.000 claims 1
- 208000011580 syndromic disease Diseases 0.000 claims 1
- 230000009529 traumatic brain injury Effects 0.000 claims 1
- 208000001072 type 2 diabetes mellitus Diseases 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 3
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D473/00—Heterocyclic compounds containing purine ring systems
- C07D473/02—Heterocyclic compounds containing purine ring systems with oxygen, sulphur, or nitrogen atoms directly attached in positions 2 and 6
- C07D473/04—Heterocyclic compounds containing purine ring systems with oxygen, sulphur, or nitrogen atoms directly attached in positions 2 and 6 two oxygen atoms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
- A61K31/519—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim ortho- or peri-condensed with heterocyclic rings
- A61K31/52—Purines, e.g. adenine
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/02—Stomatological preparations, e.g. drugs for caries, aphtae, periodontitis
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/04—Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/12—Antidiarrhoeals
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/14—Prodigestives, e.g. acids, enzymes, appetite stimulants, antidyspeptics, tonics, antiflatulents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
- A61P11/06—Antiasthmatics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
- A61P13/02—Drugs for disorders of the urinary system of urine or of the urinary tract, e.g. urine acidifiers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
- A61P13/10—Drugs for disorders of the urinary system of the bladder
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
- A61P13/12—Drugs for disorders of the urinary system of the kidneys
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P15/00—Drugs for genital or sexual disorders; Contraceptives
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P15/00—Drugs for genital or sexual disorders; Contraceptives
- A61P15/06—Antiabortive agents; Labour repressants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P15/00—Drugs for genital or sexual disorders; Contraceptives
- A61P15/08—Drugs for genital or sexual disorders; Contraceptives for gonadal disorders or for enhancing fertility, e.g. inducers of ovulation or of spermatogenesis
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P15/00—Drugs for genital or sexual disorders; Contraceptives
- A61P15/10—Drugs for genital or sexual disorders; Contraceptives for impotence
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
- A61P17/14—Drugs for dermatological disorders for baldness or alopecia
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P21/00—Drugs for disorders of the muscular or neuromuscular system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P21/00—Drugs for disorders of the muscular or neuromuscular system
- A61P21/02—Muscle relaxants, e.g. for tetanus or cramps
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P21/00—Drugs for disorders of the muscular or neuromuscular system
- A61P21/04—Drugs for disorders of the muscular or neuromuscular system for myasthenia gravis
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/04—Centrally acting analgesics, e.g. opioids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/06—Antimigraine agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/08—Antiepileptics; Anticonvulsants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/14—Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/14—Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
- A61P25/16—Anti-Parkinson drugs
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/18—Antipsychotics, i.e. neuroleptics; Drugs for mania or schizophrenia
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/20—Hypnotics; Sedatives
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/22—Anxiolytics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/24—Antidepressants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/30—Drugs for disorders of the nervous system for treating abuse or dependence
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/30—Drugs for disorders of the nervous system for treating abuse or dependence
- A61P25/32—Alcohol-abuse
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/30—Drugs for disorders of the nervous system for treating abuse or dependence
- A61P25/34—Tobacco-abuse
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/30—Drugs for disorders of the nervous system for treating abuse or dependence
- A61P25/36—Opioid-abuse
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P27/00—Drugs for disorders of the senses
- A61P27/16—Otologicals
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
- A61P3/10—Drugs for disorders of the metabolism for glucose homeostasis for hyperglycaemia, e.g. antidiabetics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/02—Immunomodulators
- A61P37/04—Immunostimulants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/02—Immunomodulators
- A61P37/06—Immunosuppressants, e.g. drugs for graft rejection
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P5/00—Drugs for disorders of the endocrine system
- A61P5/24—Drugs for disorders of the endocrine system of the sex hormones
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P5/00—Drugs for disorders of the endocrine system
- A61P5/48—Drugs for disorders of the endocrine system of the pancreatic hormones
- A61P5/50—Drugs for disorders of the endocrine system of the pancreatic hormones for increasing or potentiating the activity of insulin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P7/00—Drugs for disorders of the blood or the extracellular fluid
- A61P7/12—Antidiuretics, e.g. drugs for diabetes insipidus
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/06—Antiarrhythmics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/08—Vasodilators for multiple indications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/12—Antihypertensives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D473/00—Heterocyclic compounds containing purine ring systems
- C07D473/02—Heterocyclic compounds containing purine ring systems with oxygen, sulphur, or nitrogen atoms directly attached in positions 2 and 6
- C07D473/16—Heterocyclic compounds containing purine ring systems with oxygen, sulphur, or nitrogen atoms directly attached in positions 2 and 6 two nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D473/00—Heterocyclic compounds containing purine ring systems
- C07D473/02—Heterocyclic compounds containing purine ring systems with oxygen, sulphur, or nitrogen atoms directly attached in positions 2 and 6
- C07D473/24—Heterocyclic compounds containing purine ring systems with oxygen, sulphur, or nitrogen atoms directly attached in positions 2 and 6 one nitrogen and one sulfur atom
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Biomedical Technology (AREA)
- Diabetes (AREA)
- Endocrinology (AREA)
- Psychiatry (AREA)
- Addiction (AREA)
- Immunology (AREA)
- Pain & Pain Management (AREA)
- Urology & Nephrology (AREA)
- Heart & Thoracic Surgery (AREA)
- Cardiology (AREA)
- Reproductive Health (AREA)
- Pulmonology (AREA)
- Physical Education & Sports Medicine (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Hematology (AREA)
- Gynecology & Obstetrics (AREA)
- Obesity (AREA)
- Emergency Medicine (AREA)
- Psychology (AREA)
- Pregnancy & Childbirth (AREA)
- Rheumatology (AREA)
- Dermatology (AREA)
- Nutrition Science (AREA)
Abstract
1. Производное пуринила формулы Ia или Ib ! ! его стереоизомер или смесь его стереоизомеров, его N-оксид, его пролекарство или его фармацевтически приемлемая соль, где ! n равно 0, 1, 2 или 3; ! X представляет собой O, S или NR1, где R1 представляет собой водород, алкил, циклоалкил, фенил или бензил; ! Y представляет собой алкил, циклоалкил, фенил, бензо[1,3]диоксолил или пиридил, где алкил, циклоалкил, фенил, бензо[1,3]диоксолил и пиридил возможно замещены одним заместителем, выбранным из группы, состоящей из алкила, циклоалкила, галогено, трифторметила, трифторметокси, гидрокси, алкокси, циано, нитро и амино; ! R1 представляет собой водород, алкил или алкокси-алкил; и ! Het представляет собой гетероциклическую группу, выбранную из пиразолила, имидазолила, индазолила, бензимидазолила и пиридинила, где пиразолил, имидазолил, индазолил, бензимидазолил и пиридинил замещены два или более чем два раза заместителями, выбранными из группы, состоящей из алкила, гидрокси-алкила, циклоалкила, циклоалкил-алкила, алкенила, алкинила, галогено, трифторметила, трифторметокси, гидрокси, алкокси, алкокси-карбонила, карбокси, циано, нитро, амино, амино-карбонила, N,N-диалкил-амино-карбонила, фенила, бензила и фуранила. ! 2. Производное пуринила по п.1, где n равно 0, 1 или 2. ! 3. Производное пуринила по п.1 или 2, где X представляет собой O, S или NR1, где R1 представляет собой водород или алкил. ! 4. Производное пуринила по п.1, где Y представляет собой циклоалкил, фенил, бензо[1,3]диоксолил или пиридил, где циклоалкил, фенил, бензо[1,3]диоксолил и пиридил возможно замещены одним заместителем, выбранным из группы, состоящей из алкила, циклоалкила, галогено, трифторметила, трифт�
Claims (12)
1. Производное пуринила формулы Ia или Ib
его стереоизомер или смесь его стереоизомеров, его N-оксид, его пролекарство или его фармацевтически приемлемая соль, где
n равно 0, 1, 2 или 3;
X представляет собой O, S или NR1, где R1 представляет собой водород, алкил, циклоалкил, фенил или бензил;
Y представляет собой алкил, циклоалкил, фенил, бензо[1,3]диоксолил или пиридил, где алкил, циклоалкил, фенил, бензо[1,3]диоксолил и пиридил возможно замещены одним заместителем, выбранным из группы, состоящей из алкила, циклоалкила, галогено, трифторметила, трифторметокси, гидрокси, алкокси, циано, нитро и амино;
R1 представляет собой водород, алкил или алкокси-алкил; и
Het представляет собой гетероциклическую группу, выбранную из пиразолила, имидазолила, индазолила, бензимидазолила и пиридинила, где пиразолил, имидазолил, индазолил, бензимидазолил и пиридинил замещены два или более чем два раза заместителями, выбранными из группы, состоящей из алкила, гидрокси-алкила, циклоалкила, циклоалкил-алкила, алкенила, алкинила, галогено, трифторметила, трифторметокси, гидрокси, алкокси, алкокси-карбонила, карбокси, циано, нитро, амино, амино-карбонила, N,N-диалкил-амино-карбонила, фенила, бензила и фуранила.
2. Производное пуринила по п.1, где n равно 0, 1 или 2.
3. Производное пуринила по п.1 или 2, где X представляет собой O, S или NR1, где R1 представляет собой водород или алкил.
4. Производное пуринила по п.1, где Y представляет собой циклоалкил, фенил, бензо[1,3]диоксолил или пиридил, где циклоалкил, фенил, бензо[1,3]диоксолил и пиридил возможно замещены одним заместителем, выбранным из группы, состоящей из алкила, циклоалкила, галогено, трифторметила, трифторметокси, гидрокси, алкокси, циано, нитро и амино.
5. Производное пуринила по п.1, где R1 представляет собой водород, алкил или алкокси-алкил.
6. Производное пуринила по п.1, где Het представляет собой гетероциклическую группу, выбранную из пиразолила, имидазолила, индазолила, бензимидазолила и пиридинила, где пиразолил, имидазолил, индазолил, бензимидазолил и пиридинил замещены два или более чем два раза заместителями, выбранными из группы, состоящей из алкила, гидрокси-алкила, галогено, трифторметила, трифторметокси, гидрокси, алкокси, алкокси-карбонила, циано, нитро, амино, фенила и бензила.
7. Производное пуринила по п.6, где Het представляет собой пиразолил, который замещен два или более чем два раза заместителями, выбранными из группы, состоящей из алкила, гидрокси-алкила, галогено, трифторметила, трифторметокси, гидрокси, алкокси, алкокси-карбонила, циано, нитро, амино, фенила и бензила.
8. Производное пуринила по п.1, представляющее собой:
(4-хлор-фенил)-[2-(3,5-диметил-пиразол-1-ил)-9-метил-9Н-пурин-6-ил]-амин;
циклогексил-[2-(3,5-диметил-пиразол-1-ил)-7-метил-7Н-пурин-6-ил]-амин;
(4-хлор-фенил)-[2-(3,5-диметил-пиразол-1-ил)-7-метил-7Н-пурин-6-ил]-амин;
(4-хлор-фенил)-[2-(3,5-диметил-пиразол-1-ил)-9-этил-9Н-пурин-6-ил]-амин;
бензо[1,3]диоксол-5-ил-[2-(3,5-диметил-пиразол-1-ил)-9-этил-9Н-пурин-6-ил]-амин;
6-(4-хлор-фенилсульфанил)-2-(3,5-диметил-пиразол-1-ил)-9-метил-9Н-пурин;
[2-(4-хлор-3-метил-пиразол-1-ил)-9-метил-9Н-пурин-6-ил]-(4-хлор-фенил)-амин;
[2-(5-хлор-3-метил-пиразол-1-ил)-9-метил-9H-пурин-6-ил]-(4-хлор-фенил)-амин;
циклогексил-[2-(3,5-диметил-пиразол-1-ил)-9Н-пурин-6-ил]-амин;
[2-(3,5-диметил-пиразол-1-ил)-9-метил-9Н-пурин-6-ил]-(4-фтор-фенил)-амин;
(4-хлор-фенил)-[2-(3,5-диметил-пиразол-1-ил)-9-изобутил-9Н-пурин-6-ил]-амин;
(4-хлор-фенил)-[2-(3,5-диметил-пиразол-1-ил)-9-(2-этокси-этил)-9H-пурин-6-ил]-амин;
[2-(3,5-диметил-пиразол-1-ил)-9-метил-9Н-пурин-6-ил]-(4-трифторметил-фенил)-амин;
[2-(3,5-диметил-пиразол-1-ил)-9-метил-9Н-пурин-6-ил]-пиридин-4-ил-амин;
(5-хлор-пиридин-2-ил)-[2-(3,5-диметил-пиразол-1-ил)-9-метил-9Н-пурин-6-ил]-амин;
(6-хлор-пиридин-3-ил)-[2-(3,5-диметил-пиразол-1-ил)-9-метил-9Н-пурин-6-ил]-амин;
[2-(3,5-диметил-пиразол-1-ил)-9-метил-9Н-пурин-6-ил]-(4-нитро-фенил)-амин;
4-[2-(3,5-диметил-пиразол-1-ил)-9-метил-9H-пурин-6-иламино]-бензонитрил;
[2-(3,5-диметил-пиразол-1-ил)-9-метил-9Н-пурин-6-ил]-фенил-амин;
[2-(3,5-диметил-пиразол-1-ил)-9-метил-9Н-пурин-6-ил]-фенетил-амин;
(4-бром-фенил)-[2-(3,5-диметил-пиразол-1-ил)-9-метил-9H-пурин-6-ил]-амин;
(4-хлор-фенил)-[9-метил--2-(5-метил-3-трифторметил-пиразол-1-ил)-9Н-пурин-6-ил]-амин;
(4-хлор-фенил)-[2-(3,5-диэтил-пиразол-1-ил)-9-метил-9Н-пурин-6-ил]-амин;
(4-хлор-фенил)-[9-метил-2-(3,4,5-триметил-пиразол-1-ил)-9Н-пурин-6-ил]-амин;
[2-(4-хлор-3,5-диметил-пиразол-1-ил)-9-метил-9H-пурин-6-ил]-(4-хлор-фенил)-амин;
(4-хлор-фенил)-[9-метил-2-(5-метил-3-фенил-пиразол-1-ил)-9Н-пурин-6-ил]-амин;
(4-хлор-фенил)-[2-(3-фуран-2-ил-5-метил-пиразол-1-ил)-9-метил-9Н-пурин-6-ил]-амин;
этиловый эфир 1-[6-(4-хлор-фениламино)-9-метил-9H-пурин-2-ил]-5-метил-1Н-пиразол-3-карбоновой кислоты;
[2-(3,5-бис-трифторметил-пиразол-1-ил)-9-метил-9Н-пурин-6-ил]-(4-хлор-фенил)-амин;
N-[2-(3,5-диметил-пиразол-1-ил)-9-метил-9H-пурин-6-ил]-бензол-1,4-диамин;
{2-[6-(4-хлор-фениламино)-9-метил-9Н-пурин-2-ил]-5-метил-2Н-пиразол-3-ил}-метанол;
[2-(3,5-диметил-пиразол-1-ил)-9Н-пурин-6-ил]-фенил-амин;
[2-(3,5-диметил-пиразол-1-ил)-9-(2-метокси-этил)-9Н-пурин-6-ил]-фенил-амин;
или его стереоизомер или смесь его стереоизомеров, его N-оксид, его пролекарство или его фармацевтически приемлемая соль.
9. Фармацевтическая композиция, содержащая терапевтически эффективное количество производного пуринила по любому из пп.1-8, или его фармацевтически приемлемой соли присоединения, или его пролекарства вместе с по меньшей мере одним фармацевтически приемлемым носителем или разбавителем.
10. Применение производного пуринила по любому из пп.1-8 для производства лекарственного средства для лечения, предупреждения или облегчения симптомов заболевания, или расстройства, или состояния млекопитающего, включая человека, которое ассоциировано с активностью калиевых каналов.
11. Применение по п.10, где заболевание или расстройство, ассоциированное с активностью калиевых каналов, представляет собой респираторное заболевание, эпилепсию, судороги, эпилептические припадки, малые эпилептические припадки, спазмы сосудов, спазмы коронарных артерий, почечные расстройства, поликистозную болезнь почек, спазмы мочевого пузыря, гиперактивный мочевой пузырь, недержание мочи, синдром инфравезикальной обструкции, интерстициальный цистит, эректильную дисфункцию, желудочно-кишечную дисфункцию, секреторную диарею, ишемию, церебральную ишемию, ишемическую болезнь сердца, стенокардию, коронарную болезнь сердца, аутизм, атаксию, травматическое повреждение мозга, болезнь Паркинсона, биполярное расстройство, психоз, шизофрению, тревогу, депрессию, манию, расстройства настроения, деменцию, нарушения памяти и внимания, болезнь Альцгеймера, боковой амиотрофический склероз (ALS), дисменорею, нарколепсию, болезнь Рейно, перемежающуюся хромоту, синдром Шегрена, аритмию, гипертензию, миотоническую мышечную дистрофию, мышечную спастичность, ксеростомию, диабет II типа, гиперинсулинемию, преждевременные роды, алопецию, рак, синдром раздраженной толстой кишки, иммуносупрессию, мигрень или боль, или синдром отмены, вызванный прекращением употребления химических веществ, в частности опиоидов, героина, кокаина, морфина, бензодиазепинов и бензодиазепиноподобных лекарственных средств и алкоголя.
12. Способ лечения, предупреждения или облегчения симптомов заболевания, или расстройства, или состояния организма живого животного, включая человека, которое чувствительно к модуляции калиевых каналов, включающий введение в такой организм живого животного, включая человека, нуждающегося в этом, терапевтически эффективного количества производного пуринила по любому из пп.1-8.
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US90850307P | 2007-03-28 | 2007-03-28 | |
| DKPA200700482 | 2007-03-28 | ||
| US60/908,503 | 2007-03-28 | ||
| DKPA200700482 | 2007-03-28 | ||
| PCT/EP2008/053648 WO2008116909A1 (en) | 2007-03-28 | 2008-03-27 | Purinyl derivatives and their use as potassium channel modulators |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| RU2009132881A true RU2009132881A (ru) | 2011-05-10 |
| RU2468026C2 RU2468026C2 (ru) | 2012-11-27 |
Family
ID=41658005
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2009132881/04A RU2468026C2 (ru) | 2007-03-28 | 2008-03-27 | Производные пуринила и их применение в качестве модуляторов калиевых каналов |
Country Status (10)
| Country | Link |
|---|---|
| US (2) | US20100105705A1 (ru) |
| EP (1) | EP2402341B1 (ru) |
| JP (5) | JP2010522720A (ru) |
| KR (1) | KR101564233B1 (ru) |
| CN (1) | CN101646669B (ru) |
| BR (1) | BRPI0808746B8 (ru) |
| NZ (1) | NZ579248A (ru) |
| RU (1) | RU2468026C2 (ru) |
| UA (1) | UA98482C2 (ru) |
| ZA (1) | ZA200905796B (ru) |
Families Citing this family (24)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2010517970A (ja) * | 2007-02-02 | 2010-05-27 | ノイロサーチ アクティーゼルスカブ | ピリジニル−ピラゾール誘導体及びカリウムチャネル調節剤としてのそれらの使用 |
| JP2010522720A (ja) * | 2007-03-28 | 2010-07-08 | ノイロサーチ アクティーゼルスカブ | プリニル誘導体及びカリウムチャネルモジュレーターとしてのそれらの使用 |
| US20100152210A1 (en) * | 2007-03-28 | 2010-06-17 | Neuro Search A/S/ | Purinyl derivatives and their use as potassium channel modulators |
| WO2009037247A1 (en) | 2007-09-17 | 2009-03-26 | Neurosearch A/S | Pyrazine derivatives and their use as potassium channel modulators |
| MX2010012583A (es) * | 2008-05-30 | 2011-02-24 | Genentech Inc | Compuestos inhibidores de purina pi3k y métodos de uso. |
| JP2012501308A (ja) * | 2008-09-02 | 2012-01-19 | ノイロサーチ アクティーゼルスカブ | ピラゾリルピリミジン誘導体及びカリウムチャネルモジュレーターとしてのそれらの使用 |
| WO2010034707A1 (en) * | 2008-09-26 | 2010-04-01 | Neurosearch A/S | Substituted purinyl-pyrazol derivatives and their use as potassium channel modulators |
| EP2344501A1 (en) * | 2008-09-26 | 2011-07-20 | NeuroSearch A/S | Substituted purinyl-pyrazol derivatives and their use as potassium channel modulators |
| WO2010112486A1 (en) | 2009-04-01 | 2010-10-07 | Neurosearch A/S | SUBSTITUTED [1,2,4]TRIAZOLO[1,5-a]PYRIMIDINES AND THEIR USE AS POTASSIUM CHANNEL MODULATORS |
| WO2010112485A1 (en) | 2009-04-01 | 2010-10-07 | Neurosearch A/S | SUBSTITUTED [1,2,4]TRIAZOLO[1,5-a]PYRIMIDINES AND THEIR USE AS POTASSIUM CHANNEL MODULATORS |
| AR079814A1 (es) | 2009-12-31 | 2012-02-22 | Otsuka Pharma Co Ltd | Compuestos heterociclicos, composiciones farmaceuticas que los contienen y sus usos |
| JP6121658B2 (ja) * | 2011-06-29 | 2017-04-26 | 大塚製薬株式会社 | 治療用化合物、及び関連する使用の方法 |
| AU2013283488A1 (en) | 2012-06-26 | 2015-01-15 | Saniona Aps | A phenyl triazole derivative and its use for modulating the GABAA receptor complex |
| CA2902375A1 (en) * | 2013-03-05 | 2014-09-12 | F. Hoffmann-La Roche Ag | Inhibitors of bruton's tyrosine kinase |
| JP2016512491A (ja) * | 2013-03-06 | 2016-04-28 | バイエル・ファルマ・アクティエンゲゼルシャフト | 置換チアゾロピリミジン類 |
| DK3154947T3 (en) * | 2014-06-11 | 2018-06-18 | Bayer Cropscience Ag | PROCEDURE FOR PREPARING 3,5-BIS (HALOGENAL COOL) PYRAZOLES BY ACYLATION OF KETIMINES |
| WO2017210545A1 (en) | 2016-06-02 | 2017-12-07 | Cadent Therapeutics, Inc. | Potassium channel modulators |
| EP3528816A4 (en) * | 2016-10-21 | 2020-04-08 | Nimbus Lakshmi, Inc. | TYK2 INHIBITORS AND USES THEREOF |
| LT3571193T (lt) | 2017-01-23 | 2022-02-10 | Cadent Therapeutics, Inc. | Kalio kanalo moduliatoriai |
| FR3066761B1 (fr) * | 2017-05-23 | 2020-10-30 | Centre Nat Rech Scient | Nouveaux composes inhibiteurs des canaux ioniques |
| CN107698500A (zh) * | 2017-10-17 | 2018-02-16 | 扬子江药业集团四川海蓉药业有限公司 | 一种奈妥匹坦的制备方法 |
| KR20210080446A (ko) | 2018-10-22 | 2021-06-30 | 카덴트 테라퓨틱스, 인크. | 칼륨 채널 조절제의 결정 형태 |
| CN116178374B (zh) * | 2023-01-13 | 2024-10-08 | 河北医科大学 | 小电导钙激活钾离子通道激动剂及其合成和应用 |
| CN119684293A (zh) * | 2024-11-25 | 2025-03-25 | 山东第一医科大学(山东省医学科学院) | 嘌呤类化合物及其在制备防治脑衰老药物中的应用 |
Family Cites Families (33)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP3497554B2 (ja) * | 1994-03-25 | 2004-02-16 | 日本臓器製薬株式会社 | 新規プリン誘導体及びその薬学的に許容される塩 |
| EP0874846B1 (en) * | 1995-11-01 | 2003-04-02 | Novartis AG | Purine derivatives and processes for their preparation |
| FR2741881B1 (fr) * | 1995-12-01 | 1999-07-30 | Centre Nat Rech Scient | Nouveaux derives de purine possedant notamment des prorietes anti-proliferatives et leurs applications biologiques |
| DE19834044A1 (de) * | 1998-07-29 | 2000-02-03 | Bayer Ag | Neue substituierte Pyrazolderivate |
| US7115589B2 (en) * | 1999-12-17 | 2006-10-03 | Ariad Pharmaceuticals, Inc. | Purine derivatives |
| AU2583901A (en) * | 1999-12-17 | 2001-06-25 | Ariad Pharmaceuticals, Inc. | Proton pump inhibitors |
| CZ294535B6 (cs) * | 2001-08-02 | 2005-01-12 | Ústav Experimentální Botaniky Avčr | Heterocyklické sloučeniny na bázi N6-substituovaného adeninu, způsoby jejich přípravy, jejich použití pro přípravu léčiv, kosmetických přípravků a růstových regulátorů, farmaceutické přípravky, kosmetické přípravky a růstové regulátory tyto sloučeniny obsahující |
| US20030078232A1 (en) * | 2001-08-08 | 2003-04-24 | Elfatih Elzein | Adenosine receptor A3 agonists |
| US7262176B2 (en) * | 2001-08-08 | 2007-08-28 | Cv Therapeutics, Inc. | Adenosine A3 receptor agonists |
| US20060009642A1 (en) * | 2001-10-12 | 2006-01-12 | Irm Llc, A Delaware Limited Liability Company | Methods for the synthesis of substituted purines |
| EP1578722A4 (en) * | 2001-10-12 | 2006-09-06 | Irm Llc | KINASEINHIBITOR SCAFFOLD AND METHOD FOR THE PRODUCTION THEREOF |
| US20030229105A1 (en) * | 2002-05-21 | 2003-12-11 | Cyclacel Limited | Treatment of autoimmune disorders |
| AU2003254053A1 (en) * | 2002-07-23 | 2004-02-09 | Smithkline Beecham Corporation | Pyrazolopyrimidines as protein kinase inhibitors |
| US20030139427A1 (en) * | 2002-08-23 | 2003-07-24 | Osi Pharmaceuticals Inc. | Bicyclic pyrimidinyl derivatives and methods of use thereof |
| AU2003265636A1 (en) * | 2002-09-06 | 2004-03-29 | Smithkline Beecham Corporation | Pyrrolo(2, 3-d)pyrimidine-4-yl and purin-6-yl urea compounds |
| MXPA06001758A (es) * | 2003-08-15 | 2006-08-11 | Irm Llc | Anilino purinas sustituidas en la posicion 6 utiles como inhibidores de rtk. |
| US20050153989A1 (en) * | 2004-01-13 | 2005-07-14 | Ambit Biosciences Corporation | Pyrrolopyrimidine derivatives and analogs and their use in the treatment and prevention of diseases |
| GB0407723D0 (en) * | 2004-04-05 | 2004-05-12 | Novartis Ag | Organic compounds |
| FR2876583B1 (fr) * | 2004-10-15 | 2007-04-13 | Centre Nat Rech Scient Cnrse | Utilisation de derives de purines pour la fabrication de medicaments pour le traitement de la mucoviscidose et de maladies liees a un defaut d'adressage des proteines dans les cellules |
| GB0505219D0 (en) * | 2005-03-14 | 2005-04-20 | Novartis Ag | Organic compounds |
| US20090036475A1 (en) * | 2005-03-22 | 2009-02-05 | Neurosearch A/S | Pyrazolyl-Pyrimidines as Potassium Channel Modulating Agents and Their Medical Use |
| EP1863796A1 (en) | 2005-03-22 | 2007-12-12 | NeuroSearch A/S | Pyrazolyl-pyrimidines as potassium channel modulating agents and their medical use |
| EP1881991A1 (en) * | 2005-05-19 | 2008-01-30 | Cv Therapeutics, Inc. | A1 adenosine receptor agonists |
| US7419599B2 (en) * | 2005-07-12 | 2008-09-02 | Ge Healthcare Bio-Sciences Ab | Automated packing system and method for chromatography columns |
| EP1966184B1 (en) * | 2005-12-20 | 2010-08-25 | NeuroSearch A/S | Pyridinyl-quinazoline derivatives and their medical use |
| JP2010516774A (ja) * | 2007-01-26 | 2010-05-20 | アイアールエム・リミテッド・ライアビリティ・カンパニー | マラリア原虫関連疾患を処置するためのキナーゼ阻害剤としてのプリン化合物および組成物 |
| JP2010517970A (ja) * | 2007-02-02 | 2010-05-27 | ノイロサーチ アクティーゼルスカブ | ピリジニル−ピラゾール誘導体及びカリウムチャネル調節剤としてのそれらの使用 |
| JP2010522720A (ja) * | 2007-03-28 | 2010-07-08 | ノイロサーチ アクティーゼルスカブ | プリニル誘導体及びカリウムチャネルモジュレーターとしてのそれらの使用 |
| US20100152210A1 (en) * | 2007-03-28 | 2010-06-17 | Neuro Search A/S/ | Purinyl derivatives and their use as potassium channel modulators |
| KR20100068286A (ko) * | 2007-10-17 | 2010-06-22 | 노파르티스 아게 | 아데노신 a1 수용체 리간드로서의 퓨린 유도체 |
| WO2010034707A1 (en) * | 2008-09-26 | 2010-04-01 | Neurosearch A/S | Substituted purinyl-pyrazol derivatives and their use as potassium channel modulators |
| EP2344501A1 (en) * | 2008-09-26 | 2011-07-20 | NeuroSearch A/S | Substituted purinyl-pyrazol derivatives and their use as potassium channel modulators |
| PE20100362A1 (es) * | 2008-10-30 | 2010-05-27 | Irm Llc | Derivados de purina que expanden las celulas madre hematopoyeticas |
-
2008
- 2008-03-27 JP JP2010500274A patent/JP2010522720A/ja active Pending
- 2008-03-27 CN CN2008800099645A patent/CN101646669B/zh active Active
- 2008-03-27 JP JP2010500275A patent/JP2010522721A/ja active Pending
- 2008-03-27 JP JP2010500272A patent/JP5703432B2/ja active Active
- 2008-03-27 NZ NZ579248A patent/NZ579248A/en unknown
- 2008-03-27 BR BRPI0808746A patent/BRPI0808746B8/pt active IP Right Grant
- 2008-03-27 EP EP11182703.6A patent/EP2402341B1/en active Active
- 2008-03-27 KR KR1020097020281A patent/KR101564233B1/ko active Active
- 2008-03-27 US US12/593,269 patent/US20100105705A1/en not_active Abandoned
- 2008-03-27 RU RU2009132881/04A patent/RU2468026C2/ru active
- 2008-03-27 ZA ZA200905796A patent/ZA200905796B/xx unknown
- 2008-03-27 JP JP2010500276A patent/JP2010522722A/ja active Pending
- 2008-03-27 JP JP2010500273A patent/JP2010522719A/ja active Pending
- 2008-03-27 UA UAA200908793A patent/UA98482C2/ru unknown
- 2008-03-27 US US12/593,220 patent/US20120004246A1/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| EP2402341B1 (en) | 2017-10-25 |
| JP5703432B2 (ja) | 2015-04-22 |
| CN101646669B (zh) | 2013-09-04 |
| RU2468026C2 (ru) | 2012-11-27 |
| KR20100014648A (ko) | 2010-02-10 |
| JP2010522718A (ja) | 2010-07-08 |
| UA98482C2 (ru) | 2012-05-25 |
| ZA200905796B (en) | 2010-10-27 |
| JP2010522719A (ja) | 2010-07-08 |
| BRPI0808746B1 (pt) | 2020-09-24 |
| JP2010522722A (ja) | 2010-07-08 |
| CN101646669A (zh) | 2010-02-10 |
| JP2010522721A (ja) | 2010-07-08 |
| NZ579248A (en) | 2011-08-26 |
| EP2402341A2 (en) | 2012-01-04 |
| US20100105705A1 (en) | 2010-04-29 |
| JP2010522720A (ja) | 2010-07-08 |
| BRPI0808746B8 (pt) | 2021-05-25 |
| KR101564233B1 (ko) | 2015-10-29 |
| US20120004246A1 (en) | 2012-01-05 |
| BRPI0808746A2 (pt) | 2014-08-19 |
| EP2402341A3 (en) | 2014-11-12 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| RU2009132881A (ru) | Производные пуринила и их применение в качестве модуляторов калиевых каналов | |
| JP2010522718A5 (ru) | ||
| US10772892B2 (en) | Bicyclic bromodomain inhibitors | |
| US11279691B2 (en) | Substituted pyridine and pyrazine compounds as PDE4 inhibitors | |
| ES2638850T3 (es) | Compuestos de azabenzimidazol como inhibidores de las isoenzimas de la PDE4 para el tratamiento de trastornos del SNC y otros trastornos | |
| US10150765B2 (en) | P2X7 modulators | |
| US20160200730A1 (en) | Polyfluorinated compounds acting as bruton tyrosine kinase inhibitors | |
| AU2011347377A1 (en) | 5,6-dihydro-imidazo[1,2-a]pyrazin-8-ylamine derivatives useful as inhibitors of beta-secretase (BACE) | |
| US20180222904A1 (en) | Bruton's tyrosine kinase inhibitors | |
| US20130252942A1 (en) | Quinazoline carboxamide azetidines | |
| US20130210844A1 (en) | BICYCLIC COMPOUNDS AS mPGES-1 INHIBITORS | |
| US11541057B2 (en) | Thienopyrimidinone NMDA receptor modulators and uses thereof | |
| JP2010505794A5 (ru) | ||
| TW202112766A (zh) | Cot 調節劑及其使用方法 | |
| EP2970125A1 (en) | Substituted naphthyridine and quinoline compounds as mao inhibitors | |
| TW200526196A (en) | Substituted nitrogen-containing six-membered amino-heterocycles as vanilloid-1 receptor antagonists for treating pain | |
| EA031267B1 (ru) | Замещенные пиридопиримидиновые соединения и их применение в качестве flt3 ингибиторов | |
| US20230165854A1 (en) | Compounds and compositions for treating conditions associated with apj receptor activity | |
| AU2024205090A1 (en) | Methods of use for trisubstituted benzotriazole derivatives as dihydroorotate oxygenase inhibitors | |
| CA3173787A1 (en) | Expanded dosage regimens for integrin inhibitors | |
| TWI903404B (zh) | 雜環化合物 | |
| US10080753B2 (en) | Heterocyclic carboxamides as modulators of kinase activity | |
| JP2024516429A (ja) | メチオニンアデノシルトランスフェラーゼ阻害剤、その調製方法およびその適用 | |
| US20180155366A1 (en) | Thiazolopyrimidinone compounds and preparation methods and use thereof | |
| JP2023512647A (ja) | コラーゲン1翻訳阻害剤およびその使用方法 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PC41 | Official registration of the transfer of exclusive right |
Effective date: 20151007 |