CA2846231C - Inhibitors of nedd8-activating enzyme - Google Patents
Inhibitors of nedd8-activating enzyme Download PDFInfo
- Publication number
- CA2846231C CA2846231C CA2846231A CA2846231A CA2846231C CA 2846231 C CA2846231 C CA 2846231C CA 2846231 A CA2846231 A CA 2846231A CA 2846231 A CA2846231 A CA 2846231A CA 2846231 C CA2846231 C CA 2846231C
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- Prior art keywords
- cancer
- chemical entity
- methyl
- para
- amino
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- 108091007790 NEDD8-activating enzyme E1 Proteins 0.000 title claims abstract description 25
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- -1 6-{[(1R,2S)-5-chloro-2-methoxy-2,3-dihydro-1H-inden-1-yl] amino}pyrimidin-4-yl Chemical group 0.000 claims abstract description 189
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- QCQCHGYLTSGIGX-GHXANHINSA-N 4-[[(3ar,5ar,5br,7ar,9s,11ar,11br,13as)-5a,5b,8,8,11a-pentamethyl-3a-[(5-methylpyridine-3-carbonyl)amino]-2-oxo-1-propan-2-yl-4,5,6,7,7a,9,10,11,11b,12,13,13a-dodecahydro-3h-cyclopenta[a]chrysen-9-yl]oxy]-2,2-dimethyl-4-oxobutanoic acid Chemical compound N([C@@]12CC[C@@]3(C)[C@]4(C)CC[C@H]5C(C)(C)[C@@H](OC(=O)CC(C)(C)C(O)=O)CC[C@]5(C)[C@H]4CC[C@@H]3C1=C(C(C2)=O)C(C)C)C(=O)C1=CN=CC(C)=C1 QCQCHGYLTSGIGX-GHXANHINSA-N 0.000 claims description 37
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- IHIXIJGXTJIKRB-UHFFFAOYSA-N trisodium vanadate Chemical compound [Na+].[Na+].[Na+].[O-][V]([O-])([O-])=O IHIXIJGXTJIKRB-UHFFFAOYSA-N 0.000 description 1
- 230000004614 tumor growth Effects 0.000 description 1
- 239000005483 tyrosine kinase inhibitor Substances 0.000 description 1
- ZDPHROOEEOARMN-UHFFFAOYSA-N undecanoic acid Chemical compound CCCCCCCCCCC(O)=O ZDPHROOEEOARMN-UHFFFAOYSA-N 0.000 description 1
- 210000002700 urine Anatomy 0.000 description 1
- 230000002792 vascular Effects 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 239000003981 vehicle Substances 0.000 description 1
- 229940099039 velcade Drugs 0.000 description 1
- JXLYSJRDGCGARV-CFWMRBGOSA-N vinblastine Chemical compound C([C@H](C[C@]1(C(=O)OC)C=2C(=CC3=C([C@]45[C@H]([C@@]([C@H](OC(C)=O)[C@]6(CC)C=CCN([C@H]56)CC4)(O)C(=O)OC)N3C)C=2)OC)C[C@@](C2)(O)CC)N2CCC2=C1NC1=CC=CC=C21 JXLYSJRDGCGARV-CFWMRBGOSA-N 0.000 description 1
- 229960003048 vinblastine Drugs 0.000 description 1
- OGWKCGZFUXNPDA-XQKSVPLYSA-N vincristine Chemical compound C([N@]1C[C@@H](C[C@]2(C(=O)OC)C=3C(=CC4=C([C@]56[C@H]([C@@]([C@H](OC(C)=O)[C@]7(CC)C=CCN([C@H]67)CC5)(O)C(=O)OC)N4C=O)C=3)OC)C[C@@](C1)(O)CC)CC1=C2NC2=CC=CC=C12 OGWKCGZFUXNPDA-XQKSVPLYSA-N 0.000 description 1
- 229960004528 vincristine Drugs 0.000 description 1
- OGWKCGZFUXNPDA-UHFFFAOYSA-N vincristine Natural products C1C(CC)(O)CC(CC2(C(=O)OC)C=3C(=CC4=C(C56C(C(C(OC(C)=O)C7(CC)C=CCN(C67)CC5)(O)C(=O)OC)N4C=O)C=3)OC)CN1CCC1=C2NC2=CC=CC=C12 OGWKCGZFUXNPDA-UHFFFAOYSA-N 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 230000003442 weekly effect Effects 0.000 description 1
- 208000016261 weight loss Diseases 0.000 description 1
- 238000001262 western blot Methods 0.000 description 1
- 239000003871 white petrolatum Substances 0.000 description 1
- 239000011995 wilkinson's catalyst Substances 0.000 description 1
- UTODFRQBVUVYOB-UHFFFAOYSA-P wilkinson's catalyst Chemical compound [Cl-].C1=CC=CC=C1P(C=1C=CC=CC=1)(C=1C=CC=CC=1)[Rh+](P(C=1C=CC=CC=1)(C=1C=CC=CC=1)C=1C=CC=CC=1)P(C=1C=CC=CC=1)(C=1C=CC=CC=1)C1=CC=CC=C1 UTODFRQBVUVYOB-UHFFFAOYSA-P 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
- 150000003751 zinc Chemical class 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
- C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
- C07D239/47—One nitrogen atom and one oxygen or sulfur atom, e.g. cytosine
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
- C07D239/46—Two or more oxygen, sulphur or 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D473/00—Heterocyclic compounds containing purine ring systems
- C07D473/26—Heterocyclic compounds containing purine ring systems with an oxygen, sulphur, or nitrogen atom directly attached in position 2 or 6, but not in both
- C07D473/32—Nitrogen atom
- C07D473/34—Nitrogen atom attached in position 6, e.g. adenine
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201161526830P | 2011-08-24 | 2011-08-24 | |
| US61/526,830 | 2011-08-24 | ||
| PCT/US2012/052007 WO2013028832A2 (en) | 2011-08-24 | 2012-08-23 | Inhibitors of nedd8-activating enzyme |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2846231A1 CA2846231A1 (en) | 2013-02-28 |
| CA2846231C true CA2846231C (en) | 2017-06-20 |
Family
ID=47747080
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2846231A Expired - Fee Related CA2846231C (en) | 2011-08-24 | 2012-08-23 | Inhibitors of nedd8-activating enzyme |
Country Status (29)
| Country | Link |
|---|---|
| US (3) | US8809356B2 (OSRAM) |
| EP (2) | EP2748168A4 (OSRAM) |
| JP (1) | JP6038150B2 (OSRAM) |
| KR (1) | KR20140054288A (OSRAM) |
| CN (1) | CN103889988B (OSRAM) |
| AR (1) | AR087672A1 (OSRAM) |
| AU (1) | AU2012298813B2 (OSRAM) |
| BR (1) | BR112014004239A2 (OSRAM) |
| CA (1) | CA2846231C (OSRAM) |
| CL (1) | CL2014000441A1 (OSRAM) |
| CO (1) | CO6900148A2 (OSRAM) |
| CR (1) | CR20140128A (OSRAM) |
| DO (1) | DOP2014000037A (OSRAM) |
| EA (1) | EA031067B1 (OSRAM) |
| EC (1) | ECSP14013263A (OSRAM) |
| GE (1) | GEP201606522B (OSRAM) |
| HK (1) | HK1199252A1 (OSRAM) |
| IL (1) | IL231069B (OSRAM) |
| MA (1) | MA35439B1 (OSRAM) |
| MX (1) | MX2014002015A (OSRAM) |
| MY (1) | MY166889A (OSRAM) |
| PE (1) | PE20141146A1 (OSRAM) |
| PH (1) | PH12014500419A1 (OSRAM) |
| SG (2) | SG10201601023UA (OSRAM) |
| TN (1) | TN2014000080A1 (OSRAM) |
| TW (1) | TWI577667B (OSRAM) |
| UA (1) | UA114894C2 (OSRAM) |
| UY (1) | UY34292A (OSRAM) |
| WO (1) | WO2013028832A2 (OSRAM) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8008307B2 (en) | 2006-08-08 | 2011-08-30 | Millennium Pharmaceuticals, Inc. | Heteroaryl compounds useful as inhibitors of E1 activating enzymes |
| MY166889A (en) * | 2011-08-24 | 2018-07-24 | Millennium Pharm Inc | Inhibitors of nedd8-activating enzyme |
| US9290500B2 (en) | 2012-02-17 | 2016-03-22 | Millennium Pharmaceuticals, Inc. | Pyrazolopyrimidinyl inhibitors of ubiquitin-activating enzyme |
| WO2014022744A1 (en) | 2012-08-03 | 2014-02-06 | Millennium Pharmaceuticals, Inc. | INDOLE-SUBSTITUTED PYRROLOPYRIMIDINYL INHIBITORS OF Uba6 |
| EP2764866A1 (en) | 2013-02-07 | 2014-08-13 | IP Gesellschaft für Management mbH | Inhibitors of nedd8-activating enzyme |
| US9695154B2 (en) | 2013-07-02 | 2017-07-04 | Millennium Pharmaceuticals, Inc. | Heteroaryl inhibitors of sumo activating enzyme |
| CN103948590A (zh) * | 2014-05-22 | 2014-07-30 | 中国药科大学 | Nedd8激活酶抑制剂及其医药用途 |
| PT3164130T (pt) * | 2014-07-01 | 2019-11-18 | Millennium Pharm Inc | Compostos de heteroaril úteis como inibidores de enzima ativadora de sumo |
| WO2017183927A1 (ko) * | 2016-04-20 | 2017-10-26 | 한국화학연구원 | 신규한 헤테로고리 화합물, 이의 제조방법 및 이를 유효성분으로 함유하는 암의 예방 또는 치료용 약학적 조성물 |
| WO2018213258A1 (en) * | 2017-05-15 | 2018-11-22 | Millennium Pharmaceuticals, Inc. | Treatment of merlin-deficient tumors using nae inhibitors |
| HUE068695T2 (hu) | 2018-05-08 | 2025-01-28 | Nippon Shinyaku Co Ltd | Azabenzimidazol vegyületek és gyógyszerek |
| WO2023025668A1 (en) | 2021-08-25 | 2023-03-02 | Asociación Centro De Investigación Cooperativa En Biociencias-Cic Biogune | Methods for the generation of stem cell memory t cells for adoptive t cell therapy |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5194446A (en) | 1989-06-12 | 1993-03-16 | A. H. Robins Company, Incorporated | Compounds having one or more aminosulfaonyloxy radicals useful as pharmaceuticals |
| AU6500696A (en) | 1995-07-28 | 1997-02-26 | Cubist Pharmaceuticals, Inc. | Aminoacyl adenylate mimics as novel antimicrobial and antiparasitic agents |
| WO2004043955A1 (en) | 2002-11-13 | 2004-05-27 | Rigel Pharmaceuticals, Inc. | Rhodanine derivatives and pharmaceutical compositions containing them |
| EP1680431A1 (en) | 2003-10-17 | 2006-07-19 | Rigel Pharmaceuticals, Inc. | Benzothiazole and thiazole'5,5-b!pyridine compositions and their use as ubiquitin ligase inhibitors |
| US20050282818A1 (en) | 2004-06-22 | 2005-12-22 | Rigel Pharmaceuticals, Inc. | Ubiquitin ligase inhibitors |
| CA2596424C (en) | 2005-02-04 | 2016-03-29 | Millennium Pharmaceuticals, Inc. | Inhibitors of e1 activating enzymes |
| KR101450533B1 (ko) | 2006-02-02 | 2014-10-16 | 밀레니엄 파머슈티컬스 인코퍼레이티드 | Ｅ１ 활성화 효소의 억제제 |
| US8008307B2 (en) * | 2006-08-08 | 2011-08-30 | Millennium Pharmaceuticals, Inc. | Heteroaryl compounds useful as inhibitors of E1 activating enzymes |
| DK2049491T3 (da) * | 2006-08-08 | 2011-02-14 | Millennium Pharm Inc | Heteroaryl-sammensætninger anvendelige som inhibitorer af enzymer, der aktiverer E1 |
| KR20120024715A (ko) * | 2009-05-14 | 2012-03-14 | 밀레니엄 파머슈티컬스 인코퍼레이티드 | （（1ｓ，2ｓ，4ｒ）?4?｛4?〔（1ｓ)?2，3?디하이드로?1ｈ?인덴?1?일아미노〕?7ｈ?피롤로〔2，3?ｄ〕피리미딘?7?일｝?2?하이드록시사이클로펜틸)메틸 설파메이트의 하이드로클로라이드 염 |
| MY166889A (en) * | 2011-08-24 | 2018-07-24 | Millennium Pharm Inc | Inhibitors of nedd8-activating enzyme |
| BR112014010699B1 (pt) * | 2011-11-03 | 2020-12-15 | Millennium Pharmaceuticals, Inc | Uso de um inibidor nae com um agente de hipometilação para tratar malignidade hematológica e kit |
-
2012
- 2012-08-23 MY MYPI2014000482A patent/MY166889A/en unknown
- 2012-08-23 EA EA201400249A patent/EA031067B1/ru not_active IP Right Cessation
- 2012-08-23 SG SG10201601023UA patent/SG10201601023UA/en unknown
- 2012-08-23 CN CN201280052013.2A patent/CN103889988B/zh not_active Expired - Fee Related
- 2012-08-23 UA UAA201402893A patent/UA114894C2/uk unknown
- 2012-08-23 EP EP12825411.7A patent/EP2748168A4/en not_active Withdrawn
- 2012-08-23 AU AU2012298813A patent/AU2012298813B2/en not_active Ceased
- 2012-08-23 PE PE2014000250A patent/PE20141146A1/es active IP Right Grant
- 2012-08-23 JP JP2014527287A patent/JP6038150B2/ja not_active Expired - Fee Related
- 2012-08-23 HK HK14112794.7A patent/HK1199252A1/xx unknown
- 2012-08-23 EP EP17193006.8A patent/EP3323414A1/en not_active Withdrawn
- 2012-08-23 GE GEAP201213424A patent/GEP201606522B/en unknown
- 2012-08-23 SG SG11201400102WA patent/SG11201400102WA/en unknown
- 2012-08-23 KR KR1020147007200A patent/KR20140054288A/ko not_active Abandoned
- 2012-08-23 PH PH1/2014/500419A patent/PH12014500419A1/en unknown
- 2012-08-23 WO PCT/US2012/052007 patent/WO2013028832A2/en not_active Ceased
- 2012-08-23 US US13/592,389 patent/US8809356B2/en active Active
- 2012-08-23 MX MX2014002015A patent/MX2014002015A/es unknown
- 2012-08-23 BR BR112014004239A patent/BR112014004239A2/pt not_active Application Discontinuation
- 2012-08-23 CA CA2846231A patent/CA2846231C/en not_active Expired - Fee Related
- 2012-08-24 TW TW101130884A patent/TWI577667B/zh not_active IP Right Cessation
- 2012-08-24 UY UY0001034292A patent/UY34292A/es not_active Application Discontinuation
- 2012-08-24 AR ARP120103134A patent/AR087672A1/es unknown
-
2014
- 2014-02-20 IL IL231069A patent/IL231069B/en active IP Right Grant
- 2014-02-21 TN TNP2014000080A patent/TN2014000080A1/en unknown
- 2014-02-24 DO DO2014000037A patent/DOP2014000037A/es unknown
- 2014-02-24 CL CL2014000441A patent/CL2014000441A1/es unknown
- 2014-03-12 CO CO14052377A patent/CO6900148A2/es unknown
- 2014-03-13 MA MA36826A patent/MA35439B1/fr unknown
- 2014-03-17 CR CR20140128A patent/CR20140128A/es unknown
- 2014-03-21 EC ECSP14013263 patent/ECSP14013263A/es unknown
- 2014-07-08 US US14/326,051 patent/US9850214B2/en active Active
-
2017
- 2017-11-09 US US15/808,491 patent/US20180290983A1/en not_active Abandoned
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request |
Effective date: 20160617 |
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| MKLA | Lapsed |
Effective date: 20220301 |
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| MKLA | Lapsed |
Effective date: 20200831 |