JP2005517640A5 - - Google Patents
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- Publication number
- JP2005517640A5 JP2005517640A5 JP2003549315A JP2003549315A JP2005517640A5 JP 2005517640 A5 JP2005517640 A5 JP 2005517640A5 JP 2003549315 A JP2003549315 A JP 2003549315A JP 2003549315 A JP2003549315 A JP 2003549315A JP 2005517640 A5 JP2005517640 A5 JP 2005517640A5
- Authority
- JP
- Japan
- Prior art keywords
- lower alkyl
- hydrogen
- compound according
- methyl
- compound
- 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.)
- Pending
Links
- 150000001875 compounds Chemical class 0.000 claims 23
- 125000000217 alkyl group Chemical group 0.000 claims 21
- 229910052739 hydrogen Inorganic materials 0.000 claims 13
- 239000001257 hydrogen Substances 0.000 claims 13
- -1 furo [3,2-c] pyridinyl Chemical group 0.000 claims 12
- 125000001072 heteroaryl group Chemical group 0.000 claims 8
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 7
- 150000002431 hydrogen Chemical class 0.000 claims 6
- 125000000753 cycloalkyl group Chemical group 0.000 claims 4
- 102000005927 Cysteine Proteases Human genes 0.000 claims 3
- 108010005843 Cysteine Proteases Proteins 0.000 claims 3
- 125000003118 aryl group Chemical group 0.000 claims 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 3
- 238000000034 method Methods 0.000 claims 3
- 239000013543 active substance Substances 0.000 claims 2
- 125000003545 alkoxy group Chemical group 0.000 claims 2
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims 2
- 125000004414 alkyl thio group Chemical group 0.000 claims 2
- 125000001164 benzothiazolyl group Chemical group S1C(=NC2=C1C=CC=C2)* 0.000 claims 2
- 230000006806 disease prevention Effects 0.000 claims 2
- 125000003453 indazolyl group Chemical group N1N=C(C2=C1C=CC=C2)* 0.000 claims 2
- 125000003406 indolizinyl group Chemical group C=1(C=CN2C=CC=CC12)* 0.000 claims 2
- 125000001041 indolyl group Chemical group 0.000 claims 2
- 125000002183 isoquinolinyl group Chemical group C1(=NC=CC2=CC=CC=C12)* 0.000 claims 2
- 239000008194 pharmaceutical composition Substances 0.000 claims 2
- 125000003226 pyrazolyl group Chemical group 0.000 claims 2
- 125000004076 pyridyl group Chemical group 0.000 claims 2
- 125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 claims 2
- IDGAVOBWFVWFEV-UHFFFAOYSA-N 1-(2-hydroxyethyl)indole-2-carboxylic acid Chemical compound C1=CC=C2N(CCO)C(C(O)=O)=CC2=C1 IDGAVOBWFVWFEV-UHFFFAOYSA-N 0.000 claims 1
- GVLRTOYGRNLSDW-UHFFFAOYSA-N 1h-pyrazolo[3,4-b]pyridine Chemical compound C1=CC=C2C=NNC2=N1 GVLRTOYGRNLSDW-UHFFFAOYSA-N 0.000 claims 1
- KNYHISBJRQVMAZ-UHFFFAOYSA-N 1h-pyrazolo[3,4-c]pyridine Chemical compound N1=CC=C2C=NNC2=C1 KNYHISBJRQVMAZ-UHFFFAOYSA-N 0.000 claims 1
- AMFYRKOUWBAGHV-UHFFFAOYSA-N 1h-pyrazolo[4,3-b]pyridine Chemical compound C1=CN=C2C=NNC2=C1 AMFYRKOUWBAGHV-UHFFFAOYSA-N 0.000 claims 1
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 claims 1
- 239000002671 adjuvant Substances 0.000 claims 1
- 125000003342 alkenyl group Chemical group 0.000 claims 1
- 125000003710 aryl alkyl group Chemical group 0.000 claims 1
- 125000005334 azaindolyl group Chemical group N1N=C(C2=CC=CC=C12)* 0.000 claims 1
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 1
- 239000012024 dehydrating agents Substances 0.000 claims 1
- 201000010099 disease Diseases 0.000 claims 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 150000002148 esters Chemical class 0.000 claims 1
- 125000004615 furo[2,3-b]pyridinyl group Chemical group O1C(=CC=2C1=NC=CC2)* 0.000 claims 1
- 125000004613 furo[2,3-c]pyridinyl group Chemical group O1C(=CC=2C1=CN=CC2)* 0.000 claims 1
- 125000001475 halogen functional group Chemical group 0.000 claims 1
- 125000004404 heteroalkyl group Chemical group 0.000 claims 1
- 125000005114 heteroarylalkoxy group Chemical group 0.000 claims 1
- 125000005844 heterocyclyloxy group Chemical group 0.000 claims 1
- 125000002249 indol-2-yl group Chemical group [H]C1=C([H])C([H])=C2N([H])C([*])=C([H])C2=C1[H] 0.000 claims 1
- 125000004531 indol-5-yl group Chemical group [H]N1C([H])=C([H])C2=C([H])C(*)=C([H])C([H])=C12 0.000 claims 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims 1
- IJDMNOPONIFIFW-HIFRSBDPSA-N n-[(1s,2r)-2-(cyanomethylcarbamoyl)cyclohexyl]-1h-indole-2-carboxamide Chemical compound N#CCNC(=O)[C@@H]1CCCC[C@@H]1NC(=O)C1=CC2=CC=CC=C2N1 IJDMNOPONIFIFW-HIFRSBDPSA-N 0.000 claims 1
- MMNDMYKGOCWEQT-RTWAWAEBSA-N n-[(1s,2r)-2-(cyanomethylcarbamoyl)cyclohexyl]-6-[2-(4-methylpiperazin-1-yl)ethoxy]-1h-indole-2-carboxamide Chemical compound C1CN(C)CCN1CCOC1=CC=C(C=C(N2)C(=O)N[C@@H]3[C@@H](CCCC3)C(=O)NCC#N)C2=C1 MMNDMYKGOCWEQT-RTWAWAEBSA-N 0.000 claims 1
- LEQLRLCEVLBBQK-DMDYGQEQSA-N n-[(1s,2r)-2-[[(1s)-1-cyano-3-methylbutyl]carbamoyl]cyclohexyl]-1-methyl-6-(2-pyridin-2-ylethoxy)indole-2-carboxamide Chemical compound CC(C)C[C@@H](C#N)NC(=O)[C@@H]1CCCC[C@@H]1NC(=O)C(N(C1=C2)C)=CC1=CC=C2OCCC1=CC=CC=N1 LEQLRLCEVLBBQK-DMDYGQEQSA-N 0.000 claims 1
- ZKEFMKABWCXPEB-OTWHNJEPSA-N n-[(1s,2r)-2-[[(1s)-1-cyano-3-methylbutyl]carbamoyl]cyclohexyl]-1-methylindole-2-carboxamide Chemical compound CC(C)C[C@@H](C#N)NC(=O)[C@@H]1CCCC[C@@H]1NC(=O)C1=CC2=CC=CC=C2N1C ZKEFMKABWCXPEB-OTWHNJEPSA-N 0.000 claims 1
- YXVUQVNXKNUADU-FGTMMUONSA-N n-[(1s,2r)-2-[[(s)-cyano(cyclopropyl)methyl]carbamoyl]cyclohexyl]-1-methylindole-2-carboxamide Chemical compound C1([C@@H](C#N)NC(=O)[C@@H]2CCCC[C@@H]2NC(=O)C=2N(C3=CC=CC=C3C=2)C)CC1 YXVUQVNXKNUADU-FGTMMUONSA-N 0.000 claims 1
- YXVUQVNXKNUADU-DVKDBIPTSA-N n-[(1s,2r)-2-[[cyano(cyclopropyl)methyl]carbamoyl]cyclohexyl]-1-methylindole-2-carboxamide Chemical compound O=C([C@@H]1CCCC[C@@H]1NC(=O)C=1N(C2=CC=CC=C2C=1)C)NC(C#N)C1CC1 YXVUQVNXKNUADU-DVKDBIPTSA-N 0.000 claims 1
- FIKTZYJAOSTYPW-FAZYOCGDSA-N n-[(1s,2r)-2-[[cyano(cyclopropyl)methyl]carbamoyl]cyclohexyl]-1h-indole-5-carboxamide Chemical compound O=C([C@H]1[C@H](CCCC1)NC(=O)C=1C=C2C=CNC2=CC=1)NC(C#N)C1CC1 FIKTZYJAOSTYPW-FAZYOCGDSA-N 0.000 claims 1
- WXOVXRUXJAYCHW-MARPTJLWSA-N n-[(1s,2r)-2-[[cyano(cyclopropyl)methyl]carbamoyl]cyclohexyl]quinoline-2-carboxamide Chemical compound O=C([C@H]1[C@H](CCCC1)NC(=O)C=1N=C2C=CC=CC2=CC=1)NC(C#N)C1CC1 WXOVXRUXJAYCHW-MARPTJLWSA-N 0.000 claims 1
- 125000004593 naphthyridinyl group Chemical group N1=C(C=CC2=CC=CN=C12)* 0.000 claims 1
- 125000004159 quinolin-2-yl group Chemical group [H]C1=C([H])C([H])=C2C([H])=C([H])C(*)=NC2=C1[H] 0.000 claims 1
- 125000001567 quinoxalinyl group Chemical group N1=C(C=NC2=CC=CC=C12)* 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
- 125000001424 substituent group Chemical group 0.000 claims 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US33675001P | 2001-12-04 | 2001-12-04 | |
| PCT/EP2002/013221 WO2003048123A1 (en) | 2001-12-04 | 2002-11-25 | Substituted 2-amino-cycloalkanecarboxamides and their use as cysteine protease inhibitors |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2005517640A JP2005517640A (ja) | 2005-06-16 |
| JP2005517640A5 true JP2005517640A5 (https=) | 2005-12-22 |
Family
ID=23317485
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2003549315A Pending JP2005517640A (ja) | 2001-12-04 | 2002-11-25 | 置換２−アミノ−シクロアルカンカルボキサアミドならびにシステインプロテアーゼインヒビターとしてのその使用 |
Country Status (25)
| Country | Link |
|---|---|
| US (1) | US6747053B2 (https=) |
| EP (1) | EP1453801B1 (https=) |
| JP (1) | JP2005517640A (https=) |
| KR (1) | KR20050044660A (https=) |
| CN (1) | CN1315806C (https=) |
| AR (1) | AR037683A1 (https=) |
| AT (1) | ATE357432T1 (https=) |
| AU (1) | AU2002352126A1 (https=) |
| BR (1) | BR0214642A (https=) |
| CA (1) | CA2467435A1 (https=) |
| DE (1) | DE60219068T2 (https=) |
| ES (1) | ES2282497T3 (https=) |
| GT (1) | GT200200253A (https=) |
| HU (1) | HUP0402344A2 (https=) |
| IL (1) | IL161992A0 (https=) |
| MX (1) | MXPA04005263A (https=) |
| NO (1) | NO20042719L (https=) |
| PA (1) | PA8559701A1 (https=) |
| PE (1) | PE20030723A1 (https=) |
| PL (1) | PL370766A1 (https=) |
| RU (1) | RU2004120784A (https=) |
| TW (1) | TW200303861A (https=) |
| UY (1) | UY27561A1 (https=) |
| WO (1) | WO2003048123A1 (https=) |
| ZA (1) | ZA200404343B (https=) |
Families Citing this family (28)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2000042213A1 (en) * | 1999-01-13 | 2000-07-20 | The Research Foundation Of State University Of New York | A novel method for designing protein kinase inhibitors |
| US7005445B2 (en) * | 2001-10-22 | 2006-02-28 | The Research Foundation Of State University Of New York | Protein kinase and phosphatase inhibitors and methods for designing them |
| GB0128996D0 (en) | 2001-12-04 | 2002-01-23 | Novartis Ag | Organic compounds |
| DK1474425T3 (da) * | 2002-01-07 | 2006-09-25 | Eisai Co Ltd | Deazapuriner og anvendelser deraf |
| SE0203712D0 (sv) | 2002-12-13 | 2002-12-13 | Astrazeneca Ab | Novel compounds |
| GB0403038D0 (en) | 2004-02-11 | 2004-03-17 | Novartis Ag | Organic compounds |
| WO2006007664A1 (en) * | 2004-07-22 | 2006-01-26 | Genomics Research Partners Pty Ltd | Agents and methods for diagnosing osteoarthritis |
| WO2007002481A2 (en) * | 2005-06-28 | 2007-01-04 | Merck & Co., Inc. | Non-nucleoside reverse transcriptase inhibitors |
| EP1749822B1 (en) * | 2005-08-05 | 2008-10-15 | Hybrigenics S.A. | Novel cysteine protease inhibitors and their therapeutic applications |
| RU2424234C2 (ru) * | 2005-08-05 | 2011-07-20 | Ибриженикс Са | Новые ингибиторы цистеиновых протеаз и их терапевтическое применение |
| WO2007041775A1 (en) * | 2005-10-10 | 2007-04-19 | The University Of Queensland | Cysteine protease inhibitors incorporating azide groups |
| WO2007081530A2 (en) * | 2006-01-03 | 2007-07-19 | Med Institute, Inc. | Endoluminal medical device for local delivery of cathepsin inhibitors |
| JP4012239B2 (ja) * | 2006-01-11 | 2007-11-21 | 生化学工業株式会社 | オキサゾロン誘導体 |
| US7838542B2 (en) * | 2006-06-29 | 2010-11-23 | Kinex Pharmaceuticals, Llc | Bicyclic compositions and methods for modulating a kinase cascade |
| WO2009001129A1 (en) | 2007-06-26 | 2008-12-31 | Astrazeneca Ab | 1-cyanocyclopropyl-derivatives as cathepsin k inhibitors |
| CN101591327B (zh) * | 2008-05-26 | 2012-07-25 | 华东理工大学 | 苯烷酰胺类化合物及其用途 |
| MY169319A (en) * | 2011-07-26 | 2019-03-21 | Sanofi Sa | 3-heteroaroylamino-propionic acid derivatives and their use as pharmaceuticals |
| ES2660210T3 (es) | 2012-09-07 | 2018-03-21 | Novartis Ag | Derivados de indolcarboxamida y usos de los mismos |
| NO2699580T3 (https=) | 2014-01-24 | 2018-02-24 | ||
| US9950989B2 (en) * | 2014-02-14 | 2018-04-24 | Toa Eiyo Ltd. | Cyclic hydrocarbon compound |
| EP3661500B1 (en) | 2017-07-31 | 2026-01-07 | Novartis AG | Use of mavoglurant in the reduction of cocaine use or in preventing relapse into cocaine use |
| HUE070049T2 (hu) | 2018-03-01 | 2025-05-28 | Astrazeneca Ab | (2S)-{(1S)-1-ciano-2-[4-(3-metil-2-oxo-2,3-dihidro-1,3-benzoxazol-5-il)fenil]etil} -1,4-oxazepán-2-karboxamidot tartalmazó gyógyászati készítmények |
| WO2020018547A1 (en) | 2018-07-17 | 2020-01-23 | Insmed Incorporated | Certain (2s)-n-[(1s)-1-cyano-2-phenylethyl]-1,4-oxazepane-2-carboxamides for treating lupus nephritis |
| CN115996923B (zh) | 2020-08-26 | 2025-07-18 | 海思科医药集团股份有限公司 | 一种作为二肽基肽酶1抑制剂的腈衍生物及其用途 |
| KR20230117738A (ko) | 2020-12-04 | 2023-08-09 | 레이스톤 바이오파마 컴퍼니 리미티드 | 카텝신 c의 소분자 억제제 및 이의 의약적 용도 |
| EP4538271A4 (en) | 2022-06-07 | 2025-10-08 | Reistone Biopharma Company Ltd | POLYMORPH OF BENZO[C]CHROMANE COMPOUND, ITS PREPARATION METHOD AND ITS USE |
| TW202404961A (zh) | 2022-06-07 | 2024-02-01 | 大陸商瑞石生物醫藥有限公司 | 苯并［ｃ］色滿化合物的可藥用鹽、其多晶型及用途 |
| JP2026503035A (ja) | 2023-01-06 | 2026-01-27 | インスメッド インコーポレイテッド | 新規な可逆性ｄｐｐ１阻害剤及びその用途 |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| HU177576B (en) | 1975-06-02 | 1981-11-28 | Chinoin Gyogyszer Es Vegyeszet | Process for preparing 2-amino-cyclohexane carboxylic acid,its amides and similar compounds |
| DE4417163A1 (de) | 1994-05-17 | 1995-11-23 | Hoechst Schering Agrevo Gmbh | Heterocyclylamino- und Heterocyclyloxy-cycloalkyl-Derivate, ihre Herstellung und ihre Verwendung als Schädlingsbekämpfungsmittel und Fungizide |
| IT1283467B1 (it) | 1996-07-19 | 1998-04-21 | Menarini Farma Ind | Derivati di cicloalcani 1,2 sostituiti come inibitori della trombina, procedimento per la loro preparazione e loro impiego in formulazioni |
| SK6572000A3 (en) | 1997-11-05 | 2000-10-09 | Novartis Ag | Dipeptide nitriles, process for the preparation thereof, their use as medicaments and pharmaceutical composition comprising them |
| ES2270898T3 (es) * | 1999-12-24 | 2007-04-16 | F. Hoffmann-La Roche Ag | Derivados de nitrilo como inhibidores de catepsina k. |
| DE60132975T2 (de) | 2000-01-06 | 2009-02-26 | Merck Frosst Canada Inc., Kirkland | Neue substanzen und verbindungen als protease-inhibitoren |
| US6462076B2 (en) * | 2000-06-14 | 2002-10-08 | Hoffmann-La Roche Inc. | Beta-amino acid nitrile derivatives as cathepsin K inhibitors |
| WO2003041649A2 (en) | 2001-11-13 | 2003-05-22 | Merck Frosst Canada & Co. | Cyanoalkylamino derivatives as protease inhibitors |
-
2002
- 2002-11-25 HU HU0402344A patent/HUP0402344A2/hu unknown
- 2002-11-25 PL PL02370766A patent/PL370766A1/xx not_active Application Discontinuation
- 2002-11-25 BR BR0214642-8A patent/BR0214642A/pt not_active IP Right Cessation
- 2002-11-25 RU RU2004120784/04A patent/RU2004120784A/ru not_active Application Discontinuation
- 2002-11-25 WO PCT/EP2002/013221 patent/WO2003048123A1/en not_active Ceased
- 2002-11-25 IL IL16199202A patent/IL161992A0/xx unknown
- 2002-11-25 ES ES02787799T patent/ES2282497T3/es not_active Expired - Lifetime
- 2002-11-25 CA CA002467435A patent/CA2467435A1/en not_active Abandoned
- 2002-11-25 DE DE60219068T patent/DE60219068T2/de not_active Expired - Fee Related
- 2002-11-25 KR KR1020047008481A patent/KR20050044660A/ko not_active Ceased
- 2002-11-25 EP EP02787799A patent/EP1453801B1/en not_active Expired - Lifetime
- 2002-11-25 CN CNB02824060XA patent/CN1315806C/zh not_active Expired - Fee Related
- 2002-11-25 MX MXPA04005263A patent/MXPA04005263A/es unknown
- 2002-11-25 AT AT02787799T patent/ATE357432T1/de not_active IP Right Cessation
- 2002-11-25 AU AU2002352126A patent/AU2002352126A1/en not_active Abandoned
- 2002-11-25 JP JP2003549315A patent/JP2005517640A/ja active Pending
- 2002-11-29 PA PA20028559701A patent/PA8559701A1/es unknown
- 2002-11-29 PE PE2002001152A patent/PE20030723A1/es not_active Application Discontinuation
- 2002-11-29 TW TW091134784A patent/TW200303861A/zh unknown
- 2002-12-02 AR ARP020104642A patent/AR037683A1/es unknown
- 2002-12-03 GT GT200200253A patent/GT200200253A/es unknown
- 2002-12-03 UY UY27561A patent/UY27561A1/es not_active Application Discontinuation
- 2002-12-03 US US10/308,963 patent/US6747053B2/en not_active Expired - Fee Related
-
2004
- 2004-06-02 ZA ZA200404343A patent/ZA200404343B/en unknown
- 2004-06-28 NO NO20042719A patent/NO20042719L/no not_active Application Discontinuation
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