JP2014526492A5 - - Google Patents
Download PDFInfo
- Publication number
- JP2014526492A5 JP2014526492A5 JP2014530262A JP2014530262A JP2014526492A5 JP 2014526492 A5 JP2014526492 A5 JP 2014526492A5 JP 2014530262 A JP2014530262 A JP 2014530262A JP 2014530262 A JP2014530262 A JP 2014530262A JP 2014526492 A5 JP2014526492 A5 JP 2014526492A5
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- optionally substituted
- independently
- ring
- carbon atoms
- 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.)
- Granted
Links
- 150000001875 compounds Chemical class 0.000 claims description 25
- 125000004432 carbon atom Chemical group C* 0.000 claims description 22
- 125000005842 heteroatom Chemical group 0.000 claims description 22
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims description 18
- 229910052736 halogen Inorganic materials 0.000 claims description 16
- 150000002367 halogens Chemical class 0.000 claims description 16
- 239000003112 inhibitor Substances 0.000 claims description 16
- 229920006395 saturated elastomer Polymers 0.000 claims description 16
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 12
- 150000003839 salts Chemical class 0.000 claims description 12
- 125000003118 aryl group Chemical group 0.000 claims description 8
- -1 Pyridinyl- Chemical group 0.000 claims description 7
- 125000002950 monocyclic group Chemical group 0.000 claims description 7
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims description 6
- 125000004122 cyclic group Chemical group 0.000 claims description 6
- 125000002619 bicyclic group Chemical group 0.000 claims description 5
- 239000003814 drug Substances 0.000 claims description 5
- 239000008194 pharmaceutical composition Substances 0.000 claims description 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 5
- 102100029921 Dipeptidyl peptidase 1 Human genes 0.000 claims description 4
- 101710087078 Dipeptidyl peptidase 1 Proteins 0.000 claims description 4
- 239000005557 antagonist Substances 0.000 claims description 4
- 201000010099 disease Diseases 0.000 claims description 4
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 4
- 229940079593 drug Drugs 0.000 claims description 4
- 230000000694 effects Effects 0.000 claims description 4
- 230000001225 therapeutic effect Effects 0.000 claims description 4
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims description 3
- 238000000034 method Methods 0.000 claims description 3
- QWENRTYMTSOGBR-UHFFFAOYSA-N 1H-1,2,3-Triazole Chemical compound C=1C=NNN=1 QWENRTYMTSOGBR-UHFFFAOYSA-N 0.000 claims description 2
- 201000001320 Atherosclerosis Diseases 0.000 claims description 2
- 102100022718 Atypical chemokine receptor 2 Human genes 0.000 claims description 2
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims description 2
- 125000001313 C5-C10 heteroaryl group Chemical group 0.000 claims description 2
- 208000006545 Chronic Obstructive Pulmonary Disease Diseases 0.000 claims description 2
- 208000027004 Eosinophilic disease Diseases 0.000 claims description 2
- 208000018522 Gastrointestinal disease Diseases 0.000 claims description 2
- 229940122236 Histamine receptor antagonist Drugs 0.000 claims description 2
- 101000678892 Homo sapiens Atypical chemokine receptor 2 Proteins 0.000 claims description 2
- 101000716070 Homo sapiens C-C chemokine receptor type 9 Proteins 0.000 claims description 2
- 101000577881 Homo sapiens Macrophage metalloelastase Proteins 0.000 claims description 2
- 101000990902 Homo sapiens Matrix metalloproteinase-9 Proteins 0.000 claims description 2
- 102100027998 Macrophage metalloelastase Human genes 0.000 claims description 2
- 102100030412 Matrix metalloproteinase-9 Human genes 0.000 claims description 2
- 229940123932 Phosphodiesterase 4 inhibitor Drugs 0.000 claims description 2
- 108050000258 Prostaglandin D receptors Proteins 0.000 claims description 2
- 102100024218 Prostaglandin D2 receptor 2 Human genes 0.000 claims description 2
- 239000013543 active substance Substances 0.000 claims description 2
- 208000026935 allergic disease Diseases 0.000 claims description 2
- 208000006673 asthma Diseases 0.000 claims description 2
- 239000003246 corticosteroid Substances 0.000 claims description 2
- 208000015181 infectious disease Diseases 0.000 claims description 2
- 230000002757 inflammatory effect Effects 0.000 claims description 2
- YEESKJGWJFYOOK-IJHYULJSSA-N leukotriene D4 Chemical compound CCCCC\C=C/C\C=C/C=C/C=C/[C@H]([C@@H](O)CCCC(O)=O)SC[C@H](N)C(=O)NCC(O)=O YEESKJGWJFYOOK-IJHYULJSSA-N 0.000 claims description 2
- 244000000010 microbial pathogen Species 0.000 claims description 2
- 125000002971 oxazolyl group Chemical group 0.000 claims description 2
- 239000002587 phosphodiesterase IV inhibitor Substances 0.000 claims description 2
- 230000001078 anti-cholinergic effect Effects 0.000 claims 1
- 206010003246 arthritis Diseases 0.000 claims 1
- 230000006806 disease prevention Effects 0.000 claims 1
- 229940121647 egfr inhibitor Drugs 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 0 CC(C)S(N1CCC(*)CC1)(=O)=O Chemical compound CC(C)S(N1CCC(*)CC1)(=O)=O 0.000 description 5
- CCBHAIKSYFMWBC-XQRVVYSFSA-N C=N/C=C(/C1CC1)\N Chemical compound C=N/C=C(/C1CC1)\N CCBHAIKSYFMWBC-XQRVVYSFSA-N 0.000 description 1
- FPSLNIKJVXOHRC-UHFFFAOYSA-N CC(C)NC(N1CCC(C)CC1)=O Chemical compound CC(C)NC(N1CCC(C)CC1)=O FPSLNIKJVXOHRC-UHFFFAOYSA-N 0.000 description 1
- LBTABEMXXIJAST-UHFFFAOYSA-N CC(CC1)CCN1S=O Chemical compound CC(CC1)CCN1S=O LBTABEMXXIJAST-UHFFFAOYSA-N 0.000 description 1
- OWCWMQJOCMEVLE-UHFFFAOYSA-N CC1CCN(CC(F)F)CC1 Chemical compound CC1CCN(CC(F)F)CC1 OWCWMQJOCMEVLE-UHFFFAOYSA-N 0.000 description 1
- JOLSRNOUXISBRG-UHFFFAOYSA-N CCC(N1CCC(C)CC1)=O Chemical compound CCC(N1CCC(C)CC1)=O JOLSRNOUXISBRG-UHFFFAOYSA-N 0.000 description 1
- SEXYCMHETBVTFR-UHFFFAOYSA-N CCCC(N1CCC(C)CC1)=O Chemical compound CCCC(N1CCC(C)CC1)=O SEXYCMHETBVTFR-UHFFFAOYSA-N 0.000 description 1
- KTBPNPCUNDUYAN-UHFFFAOYSA-N CCNC(N1CCC(C)CC1)=O Chemical compound CCNC(N1CCC(C)CC1)=O KTBPNPCUNDUYAN-UHFFFAOYSA-N 0.000 description 1
- ZBIMOFZASGTLNO-YFHOEESVSA-N CN/C=C(/c1cccc(OC)c1)\N Chemical compound CN/C=C(/c1cccc(OC)c1)\N ZBIMOFZASGTLNO-YFHOEESVSA-N 0.000 description 1
- HZFJTLFHAAKENV-UHFFFAOYSA-N COc(cccc1)c1C1=C[NH+](C=C)[N-]1 Chemical compound COc(cccc1)c1C1=C[NH+](C=C)[N-]1 HZFJTLFHAAKENV-UHFFFAOYSA-N 0.000 description 1
- BQOHGIXUJUOZGA-UHFFFAOYSA-N Cc(cc1)ccc1[S+](NC)[OH2+] Chemical compound Cc(cc1)ccc1[S+](NC)[OH2+] BQOHGIXUJUOZGA-UHFFFAOYSA-N 0.000 description 1
- 229940121948 Muscarinic receptor antagonist Drugs 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000000812 cholinergic antagonist Substances 0.000 description 1
- 102000052116 epidermal growth factor receptor activity proteins Human genes 0.000 description 1
- 108700015053 epidermal growth factor receptor activity proteins Proteins 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- YOHYSYJDKVYCJI-UHFFFAOYSA-N n-[3-[[6-[3-(trifluoromethyl)anilino]pyrimidin-4-yl]amino]phenyl]cyclopropanecarboxamide Chemical compound FC(F)(F)C1=CC=CC(NC=2N=CN=C(NC=3C=C(NC(=O)C4CC4)C=CC=3)C=2)=C1 YOHYSYJDKVYCJI-UHFFFAOYSA-N 0.000 description 1
- 206010039073 rheumatoid arthritis Diseases 0.000 description 1
- 238000011287 therapeutic dose Methods 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP11181805 | 2011-09-19 | ||
| EP11181805.0 | 2011-09-19 | ||
| PCT/EP2012/068284 WO2013041497A1 (en) | 2011-09-19 | 2012-09-18 | Substituted n- [1-cyano-2- (phenyl) ethyl] -2-azabicyclo [2.2.1] heptane-3-carboxamide inhibitors of cathepsin c |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2014526492A JP2014526492A (ja) | 2014-10-06 |
| JP2014526492A5 true JP2014526492A5 (OSRAM) | 2015-11-12 |
| JP6012736B2 JP6012736B2 (ja) | 2016-10-25 |
Family
ID=46875812
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2014530262A Active JP6012736B2 (ja) | 2011-09-19 | 2012-09-18 | カテプシンｃ阻害剤である置換ｎ−［１−シアノ−２−（フェニル）エチル］−２−アザビシクロ［２．２．１］ヘプタン−３−カルボキサミド |
Country Status (16)
| Country | Link |
|---|---|
| US (1) | US8999975B2 (OSRAM) |
| EP (1) | EP2758398B1 (OSRAM) |
| JP (1) | JP6012736B2 (OSRAM) |
| KR (1) | KR20140078626A (OSRAM) |
| CN (1) | CN103814028B (OSRAM) |
| AR (1) | AR087913A1 (OSRAM) |
| AU (1) | AU2012311656B2 (OSRAM) |
| BR (1) | BR112014006297A2 (OSRAM) |
| CA (1) | CA2848929A1 (OSRAM) |
| CL (1) | CL2014000299A1 (OSRAM) |
| EA (1) | EA024817B1 (OSRAM) |
| IL (1) | IL230820A (OSRAM) |
| MX (1) | MX335941B (OSRAM) |
| NZ (1) | NZ620208A (OSRAM) |
| PH (1) | PH12014500529A1 (OSRAM) |
| WO (1) | WO2013041497A1 (OSRAM) |
Families Citing this family (30)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2014082880A1 (en) | 2012-11-27 | 2014-06-05 | Basf Se | Substituted [1,2,4] triazole compounds |
| EP2925730A1 (en) | 2012-11-27 | 2015-10-07 | Basf Se | Substituted 2-[phenoxy-phenyl]-1-[1,2,4]triazol-1-yl-ethanol compounds and their use as fungicides |
| WO2014082881A1 (en) | 2012-11-27 | 2014-06-05 | Basf Se | Substituted 2-[phenoxy-phenyl]-1-[1,2,4]triazol-1-yl-ethanol compounds and their use as fungicides |
| DK2970283T3 (da) * | 2013-03-14 | 2021-01-25 | Boehringer Ingelheim Int | Substituerede 2-aza-bicyclo[2.2.1]heptan-3-carboxylsyre-(benzyl-cyano-methyl)-amider som inhibitorer af cathepsin-c |
| EP2970252B1 (en) * | 2013-03-14 | 2020-06-03 | Boehringer Ingelheim International GmbH | Substituted 2-aza-bicyclo[2.2.2]octane-3-carboxylic acid (benzyl-cyano-methyl)-amides inhibitors of cathepsin c |
| JP6441830B2 (ja) | 2013-03-14 | 2018-12-19 | ベーリンガー インゲルハイム インターナショナル ゲゼルシャフト ミット ベシュレンクテル ハフツング | カテプシンｃの置換２−アザ−ビシクロ［２．２．１］ヘプタン−３−カルボン酸（シアノ−メチル）−アミド阻害剤 |
| US8889708B2 (en) | 2013-03-14 | 2014-11-18 | Boehringer Ingelheim International Gmbh | Substituted bicyclic 1-carboxylic-acid (benzyl-cyano-methyl)-amides inhibitors of cathepsin C |
| WO2014201172A1 (en) * | 2013-06-11 | 2014-12-18 | Receptos, Inc. | Novel glp-1 receptor modulators |
| WO2015032943A1 (en) * | 2013-09-09 | 2015-03-12 | Prozymex A/S | Peptidyl nitril compounds as dipeptidyl peptidase i inhibitors |
| WO2015032942A1 (en) * | 2013-09-09 | 2015-03-12 | Prozymex A/S | N-substituted 3,3'-(biphenyl-4,4'-diyl)bis-2-aminopropanenitriles as dppi inhibitors |
| NO2699580T3 (OSRAM) | 2014-01-24 | 2018-02-24 | ||
| AR100743A1 (es) | 2014-06-06 | 2016-10-26 | Basf Se | Compuestos de [1,2,4]triazol sustituido |
| JP6529575B2 (ja) | 2014-08-01 | 2019-06-12 | ベーリンガー インゲルハイム インターナショナル ゲゼルシャフト ミット ベシュレンクテル ハフツング | 置換オキセタンおよびそれらのカテプシンｃの阻害薬としての使用 |
| EP3191487B1 (en) | 2014-09-12 | 2019-08-07 | Boehringer Ingelheim International GmbH | Spirocyclic inhibitors of cathepsin c |
| CA2978234C (en) | 2015-03-05 | 2023-05-02 | Prozymex A/S | Peptidyl nitril compounds as dipeptidyl peptidase i inhibitors |
| WO2016139355A1 (en) | 2015-03-05 | 2016-09-09 | Prozymex A/S | N-substituted 3,3'-(biphenyl-4,4'-diyl)bis-2-aminopropanenitriles as dppi inhibitors |
| FI3758708T3 (fi) | 2018-03-01 | 2025-02-18 | Astrazeneca Ab | (2s)-{(1s)-1-syano-2-[4-(3-metyyli-2-okso-2,3-dihydro-1,3-bentsoksatsol-5-yyli)fenyyli]etyyli}-1,4-oksatsepaani-2-karboksamidia käsittäviä farmaseuttisia koostumuksia |
| EP3817822A4 (en) | 2018-07-06 | 2022-07-27 | Kymera Therapeutics, Inc. | PROTEIN DEGRADANTS AND USES THEREOF |
| KR20210032431A (ko) | 2018-07-17 | 2021-03-24 | 인스메드 인코포레이티드 | 루푸스 신염을 치료하기 위한 특정 (2s)-n-[(1s)-1-시아노-2-페닐에틸]-1,4-옥사제판-2-카복스아미드 |
| WO2020251972A1 (en) * | 2019-06-10 | 2020-12-17 | Kymera Therapeutics, Inc. | Smarca degraders and uses thereof |
| CA3162502A1 (en) | 2019-12-23 | 2021-07-01 | Yi Zhang | Smarca degraders and uses thereof |
| EP4182700A4 (en) | 2020-07-20 | 2024-11-13 | Insmed Incorporated | METHODS FOR EXTRACTING NEUTROPHIL SERINE PROTEASES AND TREATMENT OF DIPETIDYL PEPTIDASE-1-MEDIATED DISEASES |
| CN114106005B (zh) * | 2020-08-26 | 2025-08-01 | 西藏海思科制药有限公司 | 一种作为二肽基肽酶1抑制剂的腈衍生物及其用途 |
| JP7657291B2 (ja) | 2020-08-26 | 2025-04-04 | ハイスコ ファーマスーティカル プライベート リミテッド | ジペプチジルペプチダーゼ１の阻害剤として作用するニトリル誘導体及びその使用 |
| CN116157405A (zh) * | 2020-12-04 | 2023-05-23 | 瑞石生物医药有限公司 | 组织蛋白酶c小分子抑制剂及其医药用途 |
| US12479854B2 (en) | 2021-07-29 | 2025-11-25 | Enanta Pharmaceuticals, Inc. | Spiropyrrolidine derived antiviral agents |
| EP4538277A4 (en) * | 2022-06-07 | 2025-10-08 | Reistone Biopharma Company Ltd | PHARMACEUTICALLY ACCEPTABLE SALT OF A BENZO[C]CHROMANE COMPOUND, POLYMORPHIC FORM AND USE OF A PHARMACEUTICALLY ACCEPTABLE SALT |
| TW202404960A (zh) | 2022-06-07 | 2024-02-01 | 大陸商瑞石生物醫藥有限公司 | 苯并［ｃ］色滿化合物的多晶型及其製備方法和用途 |
| WO2024094208A1 (zh) * | 2022-11-04 | 2024-05-10 | 南京明德新药研发有限公司 | 含氰基取代的杂环类衍生物及其制备方法 |
| IL321931A (en) | 2023-01-06 | 2025-09-01 | Insmed Inc | New and reversible DPP1 inhibitors and their uses |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6960597B2 (en) | 2000-06-30 | 2005-11-01 | Orth-Mcneil Pharmaceutical, Inc. | Aza-bridged-bicyclic amino acid derivatives as α4 integrin antagonists |
| US7012075B2 (en) * | 2001-03-02 | 2006-03-14 | Merck & Co., Inc. | Cathepsin cysteine protease inhibitors |
| WO2004110988A1 (en) | 2003-06-18 | 2004-12-23 | Prozymex A/S | Protease inhibitors |
| TW200528440A (en) * | 2003-10-31 | 2005-09-01 | Fujisawa Pharmaceutical Co | 2-cyanopyrrolidinecarboxamide compound |
| WO2006096807A1 (en) * | 2005-03-08 | 2006-09-14 | Janssen Pharmaceutica N.V. | Aza-bridged-bicyclic amino acid derivatives as alpha 4 integrin antagonists |
| AU2008334444B2 (en) | 2007-12-12 | 2011-12-15 | Astrazeneca Ab | Peptidyl nitriles and use thereof as dipeptidyl peptidase I inhibitors |
| WO2010142985A1 (en) | 2009-06-10 | 2010-12-16 | Astrazeneca Ab | Substituted n-[1-cyano-2-(phenyl)ethyl]piperidin-2-ylcarboxmide compounds 761 |
-
2012
- 2012-09-14 US US13/615,781 patent/US8999975B2/en active Active
- 2012-09-18 CN CN201280045607.0A patent/CN103814028B/zh not_active Expired - Fee Related
- 2012-09-18 CA CA2848929A patent/CA2848929A1/en not_active Abandoned
- 2012-09-18 KR KR1020147007194A patent/KR20140078626A/ko not_active Withdrawn
- 2012-09-18 WO PCT/EP2012/068284 patent/WO2013041497A1/en not_active Ceased
- 2012-09-18 MX MX2014003080A patent/MX335941B/es unknown
- 2012-09-18 BR BR112014006297A patent/BR112014006297A2/pt active Search and Examination
- 2012-09-18 EA EA201400358A patent/EA024817B1/ru not_active IP Right Cessation
- 2012-09-18 PH PH1/2014/500529A patent/PH12014500529A1/en unknown
- 2012-09-18 JP JP2014530262A patent/JP6012736B2/ja active Active
- 2012-09-18 NZ NZ620208A patent/NZ620208A/en not_active IP Right Cessation
- 2012-09-18 EP EP12759724.3A patent/EP2758398B1/en active Active
- 2012-09-18 AR ARP120103441A patent/AR087913A1/es unknown
- 2012-09-18 AU AU2012311656A patent/AU2012311656B2/en not_active Ceased
-
2014
- 2014-02-05 IL IL230820A patent/IL230820A/en not_active IP Right Cessation
- 2014-02-06 CL CL2014000299A patent/CL2014000299A1/es unknown
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP2014526492A5 (OSRAM) | ||
| CA2923090C (en) | Methods and pharmaceutical compositions for the treatment of hepatitis b virus infection | |
| US10220038B2 (en) | Pharmaceutical combinations | |
| JP6532878B2 (ja) | 組合せ医薬 | |
| AU2023286024B2 (en) | Ripretinib for treating gastrointestinal stromal tumors | |
| JP2021529780A (ja) | Ｎｌｒｐ３アンタゴニストを使用するｔｎｆ阻害剤に対して抵抗性の対象のための治療の方法又は治療を選択する方法 | |
| JP2010174019A5 (OSRAM) | ||
| JP2016515110A5 (OSRAM) | ||
| JP2017522352A5 (OSRAM) | ||
| KR20180054657A (ko) | Dna 손상제 및 atr 저해제의 병용물을 사용한 암 치료 방법 | |
| US20160287605A1 (en) | Combination therapy | |
| US20160346291A1 (en) | Compositions and therapeutic methods for accelerated plaque regression | |
| JP2017537164A (ja) | リンパ腫の治療に使用されるヒストン脱アセチル化酵素阻害剤とベンダムスチンとの組み合わせ | |
| JP2016510785A5 (OSRAM) | ||
| JP2016532667A (ja) | ヒストンデアセチラーゼ阻害薬及び免疫調節薬の組み合わせ | |
| SI3004106T1 (en) | Dual selective PI3 delta and gamma inhibitors | |
| JP2011500621A5 (OSRAM) | ||
| RU2014135436A (ru) | Комбинация ингибитора rtk с антиэстрогеном и ее применение для лечения рака | |
| JP2016510784A5 (OSRAM) | ||
| DK3027183T3 (en) | SELECTIVE AT2 RECEPTOR AGONISTS FOR USING CACKSY TREATMENT | |
| AU2014310369A1 (en) | Compositions and therapeutic methods for accelerated plaque regression | |
| JP2016501838A (ja) | 併用療法 | |
| Shukla et al. | Novel non-biologic targets for inflammatory bowel disease | |
| CN101939001A (zh) | 用于治疗卵巢癌的含有紫杉醇的组合 | |
| JP2019518736A5 (OSRAM) |