JP2002519406A5 - - Google Patents
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- Publication number
- JP2002519406A5 JP2002519406A5 JP2000558071A JP2000558071A JP2002519406A5 JP 2002519406 A5 JP2002519406 A5 JP 2002519406A5 JP 2000558071 A JP2000558071 A JP 2000558071A JP 2000558071 A JP2000558071 A JP 2000558071A JP 2002519406 A5 JP2002519406 A5 JP 2002519406A5
- Authority
- JP
- Japan
- Prior art keywords
- phenyl
- substituted
- naphthyl
- alkyl
- cycloalkyl
- 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
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 84
- 125000000753 cycloalkyl group Chemical group 0.000 description 40
- 125000000217 alkyl group Chemical group 0.000 description 28
- 125000001624 naphthyl group Chemical group 0.000 description 24
- 125000001622 2-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C([H])=C(*)C([H])=C([H])C2=C1[H] 0.000 description 23
- 150000001875 compounds Chemical class 0.000 description 23
- 125000001072 heteroaryl group Chemical group 0.000 description 21
- 150000003839 salts Chemical class 0.000 description 21
- 229910052739 hydrogen Inorganic materials 0.000 description 19
- 239000001257 hydrogen Substances 0.000 description 19
- 150000002431 hydrogen Chemical class 0.000 description 14
- 125000003884 phenylalkyl group Chemical group 0.000 description 12
- 238000000034 method Methods 0.000 description 11
- -1 2-benzoxazolyl Chemical group 0.000 description 9
- 210000004027 cell Anatomy 0.000 description 9
- 210000000056 organ Anatomy 0.000 description 7
- 239000008194 pharmaceutical composition Substances 0.000 description 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 5
- 125000001637 1-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C(*)=C([H])C([H])=C([H])C2=C1[H] 0.000 description 2
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 2
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 239000003937 drug carrier Substances 0.000 description 2
- 229910052731 fluorine Inorganic materials 0.000 description 2
- 239000011737 fluorine Substances 0.000 description 2
- 210000003958 hematopoietic stem cell Anatomy 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 125000004043 oxo group Chemical group O=* 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 229910052717 sulfur Inorganic materials 0.000 description 2
- 125000004434 sulfur atom Chemical group 0.000 description 2
- 230000035899 viability Effects 0.000 description 2
- 208000023275 Autoimmune disease Diseases 0.000 description 1
- KZSNJWFQEVHDMF-BYPYZUCNSA-N L-valine Chemical compound CC(C)[C@H](N)C(O)=O KZSNJWFQEVHDMF-BYPYZUCNSA-N 0.000 description 1
- 239000005950 Oxamyl Substances 0.000 description 1
- KZSNJWFQEVHDMF-UHFFFAOYSA-N Valine Natural products CC(C)C(N)C(O)=O KZSNJWFQEVHDMF-UHFFFAOYSA-N 0.000 description 1
- 150000001413 amino acids Chemical class 0.000 description 1
- 210000000601 blood cell Anatomy 0.000 description 1
- 210000001772 blood platelet Anatomy 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 125000004210 cyclohexylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 description 1
- 150000001975 deuterium Chemical group 0.000 description 1
- 229910052805 deuterium Inorganic materials 0.000 description 1
- 210000005064 dopaminergic neuron Anatomy 0.000 description 1
- 210000003743 erythrocyte Anatomy 0.000 description 1
- 125000002541 furyl group Chemical group 0.000 description 1
- 210000004565 granule cell Anatomy 0.000 description 1
- 125000004970 halomethyl group Chemical group 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 125000002883 imidazolyl group Chemical group 0.000 description 1
- 125000001041 indolyl group Chemical group 0.000 description 1
- 208000027866 inflammatory disease Diseases 0.000 description 1
- 238000001802 infusion Methods 0.000 description 1
- 208000037906 ischaemic injury Diseases 0.000 description 1
- 210000004153 islets of langerhan Anatomy 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 125000000842 isoxazolyl group Chemical group 0.000 description 1
- 210000004698 lymphocyte Anatomy 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 210000001616 monocyte Anatomy 0.000 description 1
- 230000004770 neurodegeneration Effects 0.000 description 1
- 208000015122 neurodegenerative disease Diseases 0.000 description 1
- KZAUOCCYDRDERY-UHFFFAOYSA-N oxamyl Chemical compound CNC(=O)ON=C(SC)C(=O)N(C)C KZAUOCCYDRDERY-UHFFFAOYSA-N 0.000 description 1
- 125000003373 pyrazinyl group Chemical group 0.000 description 1
- 125000003226 pyrazolyl group Chemical group 0.000 description 1
- 125000004076 pyridyl group Chemical group 0.000 description 1
- 125000000714 pyrimidinyl group Chemical group 0.000 description 1
- 238000001356 surgical procedure Methods 0.000 description 1
- 230000004083 survival effect Effects 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 125000003831 tetrazolyl group Chemical group 0.000 description 1
- 125000000335 thiazolyl group Chemical group 0.000 description 1
- 125000001544 thienyl group Chemical group 0.000 description 1
- 238000002054 transplantation Methods 0.000 description 1
- 125000004306 triazinyl group Chemical group 0.000 description 1
- 239000004474 valine Substances 0.000 description 1
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US9168998P | 1998-07-02 | 1998-07-02 | |
| US60/091,689 | 1998-07-02 | ||
| US09/177,549 US6197750B1 (en) | 1998-07-02 | 1998-10-22 | C-terminal modified oxamyl dipeptides as inhibitors of the ICE/ced-3 family of cysteine proteases |
| US09/177,549 | 1998-10-22 | ||
| PCT/US1999/015074 WO2000001666A1 (en) | 1998-07-02 | 1999-07-01 | C-TERMINAL MODIFIED OXAMYL DIPEPTIDES AS INHIBITORS OF THE ICE/ced-3 FAMILY OF CYSTEINE PROTEASES |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2002519406A JP2002519406A (ja) | 2002-07-02 |
| JP2002519406A5 true JP2002519406A5 (https=) | 2006-03-30 |
| JP3815968B2 JP3815968B2 (ja) | 2006-08-30 |
Family
ID=26784233
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2000558071A Expired - Lifetime JP3815968B2 (ja) | 1998-07-02 | 1999-07-01 | システインプロテアーゼのＩＣＥ／ｃｅｄ−３ファミリーのインヒビターとしてのＣ−末端修飾オキサミルジぺプチド |
Country Status (22)
| Country | Link |
|---|---|
| US (1) | US6197750B1 (https=) |
| EP (2) | EP1091930B1 (https=) |
| JP (1) | JP3815968B2 (https=) |
| KR (1) | KR100804432B1 (https=) |
| CN (1) | CN1159289C (https=) |
| AT (2) | ATE442843T1 (https=) |
| AU (1) | AU752339B2 (https=) |
| BR (1) | BR9911675A (https=) |
| CA (1) | CA2336474C (https=) |
| CY (1) | CY1108088T1 (https=) |
| DE (2) | DE69941440D1 (https=) |
| DK (2) | DK1754475T3 (https=) |
| ES (2) | ES2330663T3 (https=) |
| HU (1) | HUP0102898A3 (https=) |
| ID (1) | ID28263A (https=) |
| IL (1) | IL140554A0 (https=) |
| MX (1) | MXPA00013014A (https=) |
| NO (1) | NO20006544L (https=) |
| NZ (1) | NZ509025A (https=) |
| PL (1) | PL207578B1 (https=) |
| PT (1) | PT1091930E (https=) |
| WO (1) | WO2000001666A1 (https=) |
Families Citing this family (47)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1647279A3 (en) * | 1996-09-12 | 2006-04-26 | Idun Pharmaceuticals, Inc. | Inhibition of apoptosis using interleukin-1beta-converting enzyme (ICE)/CED-3 family inhibitors |
| US6184210B1 (en) * | 1997-10-10 | 2001-02-06 | Cytovia, Inc. | Dipeptide apoptosis inhibitors and the use thereof |
| TWI243828B (en) * | 1998-03-19 | 2005-11-21 | Vertex Pharma | Inhibitors of caspases |
| US7053056B2 (en) * | 1998-07-02 | 2006-05-30 | Idun Pharmaceuticals, Inc. | C-terminal modified oxamyl dipeptides as inhibitors of the ICE/ced-3 family of cysteine proteases |
| US6544951B2 (en) | 1998-07-02 | 2003-04-08 | Idun Pharmaceuticals, Inc. | C-terminal modified oxamyl dipeptides as inhibitors of the ICE/ced-3 family of cysteine proteases |
| US6355618B1 (en) | 1999-04-09 | 2002-03-12 | Cytovia, Inc. | Caspase inhibitors and the use thereof |
| US6495522B1 (en) | 1999-08-27 | 2002-12-17 | Cytovia, Inc. | Substituted alpha-hydroxy acid caspase inhibitors and the use thereof |
| KR20020058078A (ko) * | 1999-12-03 | 2002-07-12 | 우에노 도시오 | 옥사디아졸 유도체 및 그 유도체를 유효 성분으로 하는 약제 |
| US6790989B2 (en) * | 2000-01-13 | 2004-09-14 | Idun Pharmaceuticals, Inc. | Inhibitors of the ICE/ced-3 family of cysteine proteases |
| US6515173B1 (en) | 2000-01-13 | 2003-02-04 | Idun Pharmaceuticals, Inc. | Inhibitors of the ICE/ced-3 family of cysteine proteases |
| US6867299B2 (en) * | 2000-02-24 | 2005-03-15 | Hoffmann-La Roche Inc. | Oxamide IMPDH inhibitors |
| US6525024B1 (en) | 2000-04-17 | 2003-02-25 | Idun Pharmaceuticals, Inc. | Inhibitors of the ICE/ced-3 family of cysteine proteases |
| EP1276717A2 (en) * | 2000-04-17 | 2003-01-22 | Idun Pharmaceuticals, Inc. | Inhibitors of the ice/ced-3 family of cysteine proteases |
| PE20011350A1 (es) | 2000-05-19 | 2002-01-15 | Vertex Pharma | PROFARMACO DE UN INHIBIDOR DE ENZIMA CONVERTIDORA DE INTERLEUCINA-1ß (ICE) |
| WO2002070544A2 (en) * | 2001-03-02 | 2002-09-12 | Idun Pharmaceuticals, Inc. | Methods, compositions and kits for preserving antigenicity |
| EP1465862A1 (en) | 2002-01-17 | 2004-10-13 | SmithKline Beecham Corporation | Cycloalkyl ketoamides derivatives useful as cathepsin k inhibitors |
| US7410956B2 (en) * | 2002-02-11 | 2008-08-12 | Vertex Pharmaceuticals Incorporated | Caspase inhibitor prodrugs |
| AU2003225088A1 (en) * | 2002-04-19 | 2003-11-03 | Vertex Pharmaceuticals Incorporated | Regulation of tnf-alpha |
| US6727241B2 (en) * | 2002-06-12 | 2004-04-27 | Chemocentryx | Anti-inflammatory compositions and methods of use |
| JP2006503852A (ja) * | 2002-09-25 | 2006-02-02 | ユニバーシティー オブ ロチェスター | 抗癌薬としてのカスパーゼインヒビター |
| WO2004033397A2 (en) * | 2002-10-09 | 2004-04-22 | Activx Biosciences, Inc. | Activity-based probes, and methods of their preparation and use |
| PE20050159A1 (es) * | 2003-05-27 | 2005-04-19 | Vertex Pharma | Derivados de acido 3-[2-(3-amino-2-oxo-2h-piridin-1-il)-acetilamino]-4-oxo-pentanoico como inhibidores de caspasa |
| AU2003902704A0 (en) * | 2003-05-29 | 2003-06-19 | Crc For Waste Management And Pollution Control Limited Of Unsw | Process for producing a nanoscale zero-valent metal |
| WO2005023761A2 (en) * | 2003-09-11 | 2005-03-17 | Kemia, Inc. | Cytokine inhibitors |
| CA2545733A1 (en) * | 2003-11-10 | 2005-05-26 | Vertex Pharmaceuticals Incorporated | Methods for monitoring il-18 |
| EP2399916B1 (en) * | 2004-03-12 | 2014-12-10 | Vertex Pharmaceuticals Incorporated | Process and intermediates for the preparation of aspartic acetal caspase ihnhibitors |
| CA2567080A1 (en) | 2004-05-27 | 2005-12-15 | Vertex Pharmaceuticals Incorporated | Ice inhibitors for the treatment of autoinflammatory diseases |
| ATE543803T1 (de) | 2004-11-24 | 2012-02-15 | Vertex Pharma | 3-ä2-(3-azylamino-2-oxo-2h-pyridin-1- yl)acetylaminoü-4-oxopentansäurederivate und deren verwendung als caspase-inhibitoren |
| MX2008000659A (es) * | 2005-07-11 | 2008-03-13 | Pfizer Ltd | Nueva combinacion de anticuerpo contra madcam y de inhibidor de caspasa antifibrotico. |
| CN101268084A (zh) * | 2005-07-28 | 2008-09-17 | 沃泰克斯药物股份有限公司 | 天冬氨酸特异性半胱氨酸蛋白酶抑制剂前体药物 |
| CN103951583B (zh) * | 2006-12-06 | 2016-01-06 | 科内图斯医药公司 | 一种抑制剂的结晶形式 |
| WO2012061786A1 (en) | 2010-11-05 | 2012-05-10 | Brandeis University | Ice cleaved alpha-synuclein a biomarker |
| US9956260B1 (en) | 2011-07-22 | 2018-05-01 | The J. David Gladstone Institutes | Treatment of HIV-1 infection and AIDS |
| EP4218829A3 (en) * | 2013-03-15 | 2023-08-16 | The Board of Trustees of the Leland Stanford Junior University | Activity-based probe compounds, compositions, and methods of use |
| JP2017515854A (ja) | 2014-05-12 | 2017-06-15 | クオナトウス ファーマシューティカルズ，インコーポレイテッド | カスパーゼ阻害剤による慢性肝疾患の合併症の治療 |
| WO2016144830A1 (en) | 2015-03-06 | 2016-09-15 | Concert Pharmaceuticals, Inc. | Deuterated emricasan |
| WO2017079566A1 (en) | 2015-11-05 | 2017-05-11 | Conatus Pharmaceuticals, Inc. | Caspase inhibitors for use in the treatment of liver cancer |
| CA3010286A1 (en) | 2015-12-31 | 2017-07-06 | Conatus Pharmaceuticals Inc. | Methods of using caspase inhibitors in treatment of liver disease |
| TW201739734A (zh) * | 2016-05-11 | 2017-11-16 | Chia Tai Tianqing Pharmaceutical Group Co Ltd | Caspase抑制劑及其藥物組合物、用途和治療方法 |
| RU2019113150A (ru) | 2016-10-05 | 2020-11-06 | Новартис Аг | Комбинация композиций, содержащих агонисты fxr, предназначенная для лечения или предупреждения фиброзирующего, цирротического заболевания или нарушения |
| JP6984909B2 (ja) | 2016-12-23 | 2021-12-22 | ザ ボード オブ トラスティーズ オブ ザ レランド スタンフォード ジュニア ユニバーシティー | 活性ベースのプローブ化合物、組成物、および使用方法 |
| WO2018133870A1 (zh) * | 2017-01-23 | 2018-07-26 | 正大天晴药业集团股份有限公司 | 作为Caspase抑制剂的联环化合物 |
| WO2019174589A1 (zh) * | 2018-03-13 | 2019-09-19 | 正大天晴药业集团股份有限公司 | 一种Caspase抑制剂的结晶 |
| EP3814327A1 (en) | 2018-06-29 | 2021-05-05 | Histogen, Inc. | (s)-3-(2-(4-(benzyl)-3-oxopiperazin-1-yl)acetamido)-4-oxo-5-(2,3,5,6-tetrafluorophenoxy)pentanoic acid derivatives and related compounds as caspase inhibitors for treating cardiovascular diseases |
| WO2022123062A1 (en) | 2020-12-11 | 2022-06-16 | INSERM (Institut National de la Santé et de la Recherche Médicale) | Blocking caspase and/or fasl for preventing fatal outcome in covid-19 patients |
| IL315185A (en) * | 2022-02-25 | 2024-10-01 | Carmel Haifa Univ Economic Corporation Ltd | Apoptosis related protein in the tgf-beta signaling pathway (arts) mimetic compounds, compositions, methods and uses thereof in induction of apoptosis |
| CN119529128B (zh) * | 2024-11-21 | 2026-04-17 | 中国科学院昆明植物研究所 | 具有抗白血病活性的当归多糖aps-1 ii 13糖和子结构9糖的制备 |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6204261B1 (en) * | 1995-12-20 | 2001-03-20 | Vertex Pharmaceuticals Incorporated | Inhibitors of interleukin-1β Converting enzyme inhibitors |
| EP0618223A3 (en) * | 1993-03-08 | 1996-06-12 | Sandoz Ltd | Peptides, the release of Interleukin 1-Bêta, useful as anti-inflammatory agents. |
| CA2122227A1 (en) | 1993-04-29 | 1994-10-30 | Roland E. Dolle | Peptide analogs as irreversible interleukin-1.beta. protease inhibitors |
| US5869519A (en) * | 1996-12-16 | 1999-02-09 | Idun Pharmaceuticals, Inc. | C-terminal modified (n-substituted)-2-indolyl dipeptides as inhibitors of the ICE/ced-3 family of cysteine proteases |
| US5968927A (en) * | 1996-09-20 | 1999-10-19 | Idun Pharmaceuticals, Inc. | Tricyclic compounds for the inhibition of the ICE/ced-3 protease family of enzymes |
| US5877197A (en) * | 1996-12-16 | 1999-03-02 | Karanewsky; Donald S. | C-terminal modified (N-substituted)-2-indolyl dipeptides as inhibitors of the ICE/ced-3 family of cysteine proteases |
-
1998
- 1998-10-22 US US09/177,549 patent/US6197750B1/en not_active Expired - Lifetime
-
1999
- 1999-07-01 AT AT06125650T patent/ATE442843T1/de not_active IP Right Cessation
- 1999-07-01 ES ES06125650T patent/ES2330663T3/es not_active Expired - Lifetime
- 1999-07-01 EP EP99932211A patent/EP1091930B1/en not_active Expired - Lifetime
- 1999-07-01 CN CNB998100196A patent/CN1159289C/zh not_active Expired - Lifetime
- 1999-07-01 WO PCT/US1999/015074 patent/WO2000001666A1/en not_active Ceased
- 1999-07-01 MX MXPA00013014A patent/MXPA00013014A/es active IP Right Grant
- 1999-07-01 HU HU0102898A patent/HUP0102898A3/hu unknown
- 1999-07-01 ID IDW20010254A patent/ID28263A/id unknown
- 1999-07-01 BR BR9911675-8A patent/BR9911675A/pt not_active IP Right Cessation
- 1999-07-01 CA CA002336474A patent/CA2336474C/en not_active Expired - Lifetime
- 1999-07-01 DE DE69941440T patent/DE69941440D1/de not_active Expired - Lifetime
- 1999-07-01 DE DE69934405T patent/DE69934405T2/de not_active Expired - Lifetime
- 1999-07-01 DK DK06125650T patent/DK1754475T3/da active
- 1999-07-01 AU AU48569/99A patent/AU752339B2/en not_active Expired
- 1999-07-01 PT PT99932211T patent/PT1091930E/pt unknown
- 1999-07-01 EP EP06125650A patent/EP1754475B1/en not_active Expired - Lifetime
- 1999-07-01 JP JP2000558071A patent/JP3815968B2/ja not_active Expired - Lifetime
- 1999-07-01 ES ES99932211T patent/ES2276520T3/es not_active Expired - Lifetime
- 1999-07-01 IL IL14055499A patent/IL140554A0/xx not_active IP Right Cessation
- 1999-07-01 AT AT99932211T patent/ATE348096T1/de active
- 1999-07-01 KR KR1020007015074A patent/KR100804432B1/ko not_active Expired - Lifetime
- 1999-07-01 DK DK99932211T patent/DK1091930T3/da active
- 1999-07-01 NZ NZ509025A patent/NZ509025A/en not_active Application Discontinuation
- 1999-07-01 PL PL345350A patent/PL207578B1/pl not_active IP Right Cessation
-
2000
- 2000-12-21 NO NO20006544A patent/NO20006544L/no unknown
-
2007
- 2007-02-22 CY CY20071100251T patent/CY1108088T1/el unknown
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