JP2008508248A5 - - Google Patents
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- Publication number
- JP2008508248A5 JP2008508248A5 JP2007523161A JP2007523161A JP2008508248A5 JP 2008508248 A5 JP2008508248 A5 JP 2008508248A5 JP 2007523161 A JP2007523161 A JP 2007523161A JP 2007523161 A JP2007523161 A JP 2007523161A JP 2008508248 A5 JP2008508248 A5 JP 2008508248A5
- Authority
- JP
- Japan
- Prior art keywords
- formula
- indole
- carboxamidine
- benzyl
- pain
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Withdrawn
Links
- NUNZGJKXTJMXGY-UHFFFAOYSA-N 1H-indole-2-carboximidamide Chemical class C1=CC=C2NC(C(=N)N)=CC2=C1 NUNZGJKXTJMXGY-UHFFFAOYSA-N 0.000 claims 8
- 150000003839 salts Chemical class 0.000 claims 6
- 241000725303 Human immunodeficiency virus Species 0.000 claims 4
- 208000002193 Pain Diseases 0.000 claims 4
- 150000001450 anions Chemical class 0.000 claims 4
- 239000003795 chemical substances by application Substances 0.000 claims 4
- 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 4
- 125000005843 halogen group Chemical group 0.000 claims 4
- 208000015122 neurodegenerative disease Diseases 0.000 claims 4
- 208000024891 symptom Diseases 0.000 claims 4
- 239000000654 additive Substances 0.000 claims 3
- 150000003974 aralkylamines Chemical class 0.000 claims 3
- 239000000969 carrier Substances 0.000 claims 3
- 150000001875 compounds Chemical class 0.000 claims 3
- 238000004519 manufacturing process Methods 0.000 claims 3
- 208000024827 Alzheimer disease Diseases 0.000 claims 2
- 208000019901 Anxiety disease Diseases 0.000 claims 2
- 206010058019 Cancer Pain Diseases 0.000 claims 2
- 208000000094 Chronic Pain Diseases 0.000 claims 2
- 206010011878 Deafness Diseases 0.000 claims 2
- 206010012289 Dementia Diseases 0.000 claims 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 2
- 208000010412 Glaucoma Diseases 0.000 claims 2
- 241000282412 Homo Species 0.000 claims 2
- 208000023105 Huntington disease Diseases 0.000 claims 2
- 208000013016 Hypoglycemia Diseases 0.000 claims 2
- 241000124008 Mammalia Species 0.000 claims 2
- 208000019695 Migraine disease Diseases 0.000 claims 2
- 208000007101 Muscle Cramp Diseases 0.000 claims 2
- 208000018737 Parkinson disease Diseases 0.000 claims 2
- 208000028017 Psychotic disease Diseases 0.000 claims 2
- 208000005392 Spasm Diseases 0.000 claims 2
- 208000007271 Substance Withdrawal Syndrome Diseases 0.000 claims 2
- 208000009205 Tinnitus Diseases 0.000 claims 2
- 239000004480 active ingredient Substances 0.000 claims 2
- 229940126574 aminoglycoside antibiotic Drugs 0.000 claims 2
- 239000002647 aminoglycoside antibiotic agent Substances 0.000 claims 2
- 206010002026 amyotrophic lateral sclerosis Diseases 0.000 claims 2
- 230000036506 anxiety Effects 0.000 claims 2
- 208000006673 asthma Diseases 0.000 claims 2
- 210000004556 brain Anatomy 0.000 claims 2
- 208000015114 central nervous system disease Diseases 0.000 claims 2
- 230000001684 chronic effect Effects 0.000 claims 2
- 229960003920 cocaine Drugs 0.000 claims 2
- 239000003085 diluting agent Substances 0.000 claims 2
- 239000003814 drug Substances 0.000 claims 2
- 239000003995 emulsifying agent Substances 0.000 claims 2
- 206010015037 epilepsy Diseases 0.000 claims 2
- 239000000796 flavoring agent Substances 0.000 claims 2
- 235000013355 food flavoring agent Nutrition 0.000 claims 2
- 239000003205 fragrance Substances 0.000 claims 2
- 230000010370 hearing loss Effects 0.000 claims 2
- 231100000888 hearing loss Toxicity 0.000 claims 2
- 208000016354 hearing loss disease Diseases 0.000 claims 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 2
- 230000002218 hypoglycaemic effect Effects 0.000 claims 2
- 208000014674 injury Diseases 0.000 claims 2
- 230000000302 ischemic effect Effects 0.000 claims 2
- 238000000034 method Methods 0.000 claims 2
- 206010027599 migraine Diseases 0.000 claims 2
- 208000004296 neuralgia Diseases 0.000 claims 2
- 231100000878 neurological injury Toxicity 0.000 claims 2
- 208000021722 neuropathic pain Diseases 0.000 claims 2
- 230000003287 optical effect Effects 0.000 claims 2
- 230000003204 osmotic effect Effects 0.000 claims 2
- 239000000546 pharmaceutical excipient Substances 0.000 claims 2
- 210000001525 retina Anatomy 0.000 claims 2
- 210000000278 spinal cord Anatomy 0.000 claims 2
- 239000003381 stabilizer Substances 0.000 claims 2
- 239000000126 substance Substances 0.000 claims 2
- 125000001424 substituent group Chemical group 0.000 claims 2
- 231100000886 tinnitus Toxicity 0.000 claims 2
- 230000008736 traumatic injury Effects 0.000 claims 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical group C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 claims 1
- VAVCHKDWTHPHIZ-UHFFFAOYSA-N 5-methoxy-N'-[(3-methoxyphenyl)methyl]-1H-indole-2-carboximidamide Chemical compound COC1=CC=CC(CNC(=N)C=2NC3=CC=C(OC)C=C3C=2)=C1 VAVCHKDWTHPHIZ-UHFFFAOYSA-N 0.000 claims 1
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 claims 1
- 102100022630 Glutamate receptor ionotropic, NMDA 2B Human genes 0.000 claims 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims 1
- YFSGCLWMVKOPCV-UHFFFAOYSA-N N'-[(2-ethoxyphenyl)methyl]-1H-indole-2-carboximidamide Chemical compound CCOC1=CC=CC=C1CNC(=N)C1=CC2=CC=CC=C2N1 YFSGCLWMVKOPCV-UHFFFAOYSA-N 0.000 claims 1
- AHWVUKXCVFZVQZ-UHFFFAOYSA-N N'-[(2-ethoxyphenyl)methyl]-5-fluoro-1H-indole-2-carboximidamide Chemical compound CCOC1=CC=CC=C1CNC(=N)C1=CC2=CC(F)=CC=C2N1 AHWVUKXCVFZVQZ-UHFFFAOYSA-N 0.000 claims 1
- 108090001041 N-Methyl-D-Aspartate Receptors Proteins 0.000 claims 1
- 102000014649 NMDA glutamate receptor activity proteins Human genes 0.000 claims 1
- -1 Preparations Substances 0.000 claims 1
- 108010038912 Retinoid X Receptors Proteins 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- 230000000996 additive effect Effects 0.000 claims 1
- 125000005907 alkyl ester group Chemical group 0.000 claims 1
- 230000003042 antagnostic effect Effects 0.000 claims 1
- XRFJTMWLAFLVMZ-UHFFFAOYSA-N chembl1187939 Chemical compound COC1=CC=CC(OC)=C1CNC(=N)C1=CC2=CC=CC=C2N1 XRFJTMWLAFLVMZ-UHFFFAOYSA-N 0.000 claims 1
- AZFIMJORKKWWAI-UHFFFAOYSA-N chembl1188722 Chemical compound COC1=CC=CC(OC)=C1CNC(=N)C1=CC2=CC(Cl)=CC=C2N1 AZFIMJORKKWWAI-UHFFFAOYSA-N 0.000 claims 1
- ORNVTLQUTGQFPT-UHFFFAOYSA-N chembl1189498 Chemical compound COC1=CC=CC(OC)=C1CNC(=N)C1=CC2=CC(F)=CC=C2N1 ORNVTLQUTGQFPT-UHFFFAOYSA-N 0.000 claims 1
- SGCBSFBLWDLENT-UHFFFAOYSA-N chembl1197001 Chemical compound C=1C2=CC(OC)=CC=C2NC=1C(=N)NCC1=C(OC)C=CC=C1OC SGCBSFBLWDLENT-UHFFFAOYSA-N 0.000 claims 1
- 125000004093 cyano group Chemical group *C#N 0.000 claims 1
- 239000000945 filler Substances 0.000 claims 1
- 238000009472 formulation Methods 0.000 claims 1
- 125000005842 heteroatom Chemical group 0.000 claims 1
- 125000000623 heterocyclic group Chemical group 0.000 claims 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 125000002950 monocyclic group Chemical group 0.000 claims 1
- 229910052757 nitrogen Inorganic materials 0.000 claims 1
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
- 238000002360 preparation method Methods 0.000 claims 1
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims 1
- 238000009736 wetting Methods 0.000 claims 1
- 239000000080 wetting agent Substances 0.000 claims 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| HU0401523A HUP0401523A3 (en) | 2004-07-29 | 2004-07-29 | Indole-2-carboxamide derivatives, pharmaceutical compositions containing them and process for producing them |
| PCT/HU2005/000078 WO2006010965A1 (en) | 2004-07-29 | 2005-07-21 | Indole-2 -carboxamidine derivatives as nmda receptor antagonists |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2008508248A JP2008508248A (ja) | 2008-03-21 |
| JP2008508248A5 true JP2008508248A5 (OSRAM) | 2008-05-15 |
Family
ID=89985408
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2007523161A Withdrawn JP2008508248A (ja) | 2004-07-29 | 2005-07-21 | Ｎｍｄａ受容体アンタゴニストとしてのインドール−２−カルボキサミジン誘導体 |
Country Status (21)
| Country | Link |
|---|---|
| US (1) | US20090048303A1 (OSRAM) |
| EP (1) | EP1773770B1 (OSRAM) |
| JP (1) | JP2008508248A (OSRAM) |
| KR (1) | KR20070038502A (OSRAM) |
| CN (1) | CN1989103A (OSRAM) |
| AP (1) | AP2006003840A0 (OSRAM) |
| AT (1) | ATE427299T1 (OSRAM) |
| AU (1) | AU2005266160A1 (OSRAM) |
| BR (1) | BRPI0513932A (OSRAM) |
| CA (1) | CA2574155A1 (OSRAM) |
| DE (1) | DE602005013675D1 (OSRAM) |
| EA (1) | EA009981B1 (OSRAM) |
| GE (1) | GEP20094606B (OSRAM) |
| HU (1) | HUP0401523A3 (OSRAM) |
| IL (1) | IL179485A0 (OSRAM) |
| MA (1) | MA28815B1 (OSRAM) |
| MX (1) | MX2007001052A (OSRAM) |
| NO (1) | NO20071109L (OSRAM) |
| TN (1) | TNSN07016A1 (OSRAM) |
| WO (1) | WO2006010965A1 (OSRAM) |
| ZA (1) | ZA200700325B (OSRAM) |
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7732162B2 (en) | 2003-05-05 | 2010-06-08 | Probiodrug Ag | Inhibitors of glutaminyl cyclase for treating neurodegenerative diseases |
| WO2008055945A1 (en) | 2006-11-09 | 2008-05-15 | Probiodrug Ag | 3-hydr0xy-1,5-dihydr0-pyrr0l-2-one derivatives as inhibitors of glutaminyl cyclase for the treatment of ulcer, cancer and other diseases |
| EP2091948B1 (en) | 2006-11-30 | 2012-04-18 | Probiodrug AG | Novel inhibitors of glutaminyl cyclase |
| CN101668525A (zh) | 2007-03-01 | 2010-03-10 | 前体生物药物股份公司 | 谷氨酰胺酰环化酶抑制剂的新用途 |
| US9656991B2 (en) | 2007-04-18 | 2017-05-23 | Probiodrug Ag | Inhibitors of glutaminyl cyclase |
| ES2548913T3 (es) | 2009-09-11 | 2015-10-21 | Probiodrug Ag | Derivados heterocíclicos como inhibidores de glutaminil ciclasa |
| AU2011216950A1 (en) | 2010-02-16 | 2012-08-23 | Pfizer Inc. | (R)-4-((4-((4-(tetrahydrofuran-3-yloxy) benzo[d]isoxazol-3-yloxy)methyl)piperidin-1-yl)methyl)tetrahydro-2H-pyran-4-ol, a partial agonist of 5-HT4 receptors |
| WO2011107530A2 (en) | 2010-03-03 | 2011-09-09 | Probiodrug Ag | Novel inhibitors |
| CA2789440C (en) | 2010-03-10 | 2020-03-24 | Probiodrug Ag | Heterocyclic inhibitors of glutaminyl cyclase (qc, ec 2.3.2.5) |
| JP5945532B2 (ja) | 2010-04-21 | 2016-07-05 | プロビオドルグ エージー | グルタミニルシクラーゼの阻害剤としてのベンゾイミダゾール誘導体 |
| PE20140406A1 (es) * | 2010-11-18 | 2014-04-16 | Univ Yale | Moleculas bifuncionales con actividad de reclutamiento de anticuerpos y actividad inhibitoria inicial contra el virus de la inmunodeficiencia humana |
| US8530670B2 (en) | 2011-03-16 | 2013-09-10 | Probiodrug Ag | Inhibitors |
| BR112014028718A2 (pt) * | 2012-05-22 | 2017-06-27 | Autifony Therapeutics Ltd | derivados de hidantoína como inibidores de kv3 |
| JO3579B1 (ar) | 2014-09-26 | 2020-07-05 | Luc Therapeutics Inc | مُعدِلات تفاغرية سالبة لمستقبل nr2b من المركب n-ألكيل أريل-5-أوكسي أريل-ثامن هيدرو-خماسي الحلقة [c] بيرول |
| US11230541B2 (en) | 2017-07-28 | 2022-01-25 | Takeda Pharmaceutical Company Limited | Heterocyclic compound |
| EP3461819B1 (en) | 2017-09-29 | 2020-05-27 | Probiodrug AG | Inhibitors of glutaminyl cyclase |
| JP2021050161A (ja) | 2019-09-25 | 2021-04-01 | 武田薬品工業株式会社 | 複素環化合物及びその用途 |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB9726388D0 (en) * | 1997-12-12 | 1998-02-11 | Cerebrus Ltd | Chemical compounds |
| US6376530B1 (en) * | 1999-05-10 | 2002-04-23 | Merck & Co., Inc. | Cyclic amidines useful as NMDA NR2B antagonists |
| US6319944B1 (en) * | 1999-05-10 | 2001-11-20 | Merck & Co., Inc. | Aryl amidines, compositions containing such compounds and methods of use |
| GB0015488D0 (en) * | 2000-06-23 | 2000-08-16 | Merck Sharp & Dohme | Therapeutic agents |
| HU227197B1 (en) * | 2000-10-24 | 2010-10-28 | Richter Gedeon Nyrt | Nmda receptor antagonist carboxylic acid amide derivatives and pharmaceutical compositions containing them |
| JP2004253425A (ja) * | 2003-02-18 | 2004-09-09 | Tdk Corp | 積層コンデンサ |
-
2004
- 2004-07-29 HU HU0401523A patent/HUP0401523A3/hu unknown
-
2005
- 2005-07-21 EP EP05764412A patent/EP1773770B1/en not_active Expired - Lifetime
- 2005-07-21 KR KR1020077000263A patent/KR20070038502A/ko not_active Withdrawn
- 2005-07-21 US US11/658,787 patent/US20090048303A1/en not_active Abandoned
- 2005-07-21 AP AP2006003840A patent/AP2006003840A0/xx unknown
- 2005-07-21 MX MX2007001052A patent/MX2007001052A/es active IP Right Grant
- 2005-07-21 AT AT05764412T patent/ATE427299T1/de not_active IP Right Cessation
- 2005-07-21 EA EA200700365A patent/EA009981B1/ru not_active IP Right Cessation
- 2005-07-21 CN CNA2005800247658A patent/CN1989103A/zh active Pending
- 2005-07-21 GE GEAP20059893A patent/GEP20094606B/en unknown
- 2005-07-21 WO PCT/HU2005/000078 patent/WO2006010965A1/en not_active Ceased
- 2005-07-21 AU AU2005266160A patent/AU2005266160A1/en not_active Abandoned
- 2005-07-21 DE DE602005013675T patent/DE602005013675D1/de not_active Expired - Fee Related
- 2005-07-21 BR BRPI0513932-5A patent/BRPI0513932A/pt not_active IP Right Cessation
- 2005-07-21 CA CA002574155A patent/CA2574155A1/en not_active Abandoned
- 2005-07-21 JP JP2007523161A patent/JP2008508248A/ja not_active Withdrawn
-
2006
- 2006-11-22 IL IL179485A patent/IL179485A0/en unknown
-
2007
- 2007-01-11 ZA ZA200700325A patent/ZA200700325B/en unknown
- 2007-01-17 TN TNP2007000016A patent/TNSN07016A1/en unknown
- 2007-02-22 MA MA29702A patent/MA28815B1/fr unknown
- 2007-02-27 NO NO20071109A patent/NO20071109L/no not_active Application Discontinuation
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