MXPA05002571A - Pirazolopirimidinas como inhibidores de cinasa dependientes de ciclina. - Google Patents
Pirazolopirimidinas como inhibidores de cinasa dependientes de ciclina.Info
- Publication number
- MXPA05002571A MXPA05002571A MXPA05002571A MXPA05002571A MXPA05002571A MX PA05002571 A MXPA05002571 A MX PA05002571A MX PA05002571 A MXPA05002571 A MX PA05002571A MX PA05002571 A MXPA05002571 A MX PA05002571A MX PA05002571 A MXPA05002571 A MX PA05002571A
- Authority
- MX
- Mexico
- Prior art keywords
- mmol
- aryl
- alkyl
- prepared
- compound
- Prior art date
Links
- 229940043378 cyclin-dependent kinase inhibitor Drugs 0.000 title description 4
- APXRHPDHORGIEB-UHFFFAOYSA-N 1H-pyrazolo[4,3-d]pyrimidine Chemical class N1=CN=C2C=NNC2=C1 APXRHPDHORGIEB-UHFFFAOYSA-N 0.000 title description 3
- 239000002875 cyclin dependent kinase inhibitor Substances 0.000 title description 3
- 150000001875 compounds Chemical class 0.000 claims abstract description 390
- 108091007914 CDKs Proteins 0.000 claims abstract description 25
- 102000003903 Cyclin-dependent kinases Human genes 0.000 claims abstract description 21
- 108090000266 Cyclin-dependent kinases Proteins 0.000 claims abstract description 21
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims abstract description 21
- 238000011282 treatment Methods 0.000 claims abstract description 21
- 201000010099 disease Diseases 0.000 claims abstract description 19
- 239000008194 pharmaceutical composition Substances 0.000 claims abstract description 11
- 125000000217 alkyl group Chemical group 0.000 claims description 109
- 125000003118 aryl group Chemical group 0.000 claims description 79
- 229910052739 hydrogen Inorganic materials 0.000 claims description 79
- -1 methylenedioxy Chemical group 0.000 claims description 76
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 61
- 125000000623 heterocyclic group Chemical group 0.000 claims description 58
- 125000001072 heteroaryl group Chemical group 0.000 claims description 56
- 150000003839 salts Chemical class 0.000 claims description 39
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 36
- 229910052736 halogen Inorganic materials 0.000 claims description 30
- 150000002367 halogens Chemical class 0.000 claims description 28
- 150000001412 amines Chemical class 0.000 claims description 26
- 239000012453 solvate Substances 0.000 claims description 25
- 125000000304 alkynyl group Chemical group 0.000 claims description 23
- 125000004446 heteroarylalkyl group Chemical group 0.000 claims description 22
- 125000004415 heterocyclylalkyl group Chemical group 0.000 claims description 22
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 20
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- 229910052757 nitrogen Inorganic materials 0.000 claims description 17
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims description 15
- 108010024986 Cyclin-Dependent Kinase 2 Proteins 0.000 claims description 14
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims description 14
- 229910052799 carbon Inorganic materials 0.000 claims description 12
- 239000003814 drug Substances 0.000 claims description 10
- 102000043136 MAP kinase family Human genes 0.000 claims description 9
- 108091054455 MAP kinase family Proteins 0.000 claims description 9
- 125000003342 alkenyl group Chemical group 0.000 claims description 9
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 9
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 8
- 239000002246 antineoplastic agent Substances 0.000 claims description 8
- 125000004076 pyridyl group Chemical group 0.000 claims description 8
- 125000005038 alkynylalkyl group Chemical group 0.000 claims description 7
- 150000001408 amides Chemical class 0.000 claims description 7
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 7
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- ZDZOTLJHXYCWBA-VCVYQWHSSA-N N-debenzoyl-N-(tert-butoxycarbonyl)-10-deacetyltaxol Chemical compound O([C@H]1[C@H]2[C@@](C([C@H](O)C3=C(C)[C@@H](OC(=O)[C@H](O)[C@@H](NC(=O)OC(C)(C)C)C=4C=CC=CC=4)C[C@]1(O)C3(C)C)=O)(C)[C@@H](O)C[C@H]1OC[C@]12OC(=O)C)C(=O)C1=CC=CC=C1 ZDZOTLJHXYCWBA-VCVYQWHSSA-N 0.000 claims description 6
- 150000001204 N-oxides Chemical class 0.000 claims description 6
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- MUMGGOZAMZWBJJ-DYKIIFRCSA-N Testostosterone Chemical compound O=C1CC[C@]2(C)[C@H]3CC[C@](C)([C@H](CC4)O)[C@@H]4[C@@H]3CCC2=C1 MUMGGOZAMZWBJJ-DYKIIFRCSA-N 0.000 claims description 6
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- 125000003545 alkoxy group Chemical group 0.000 claims description 6
- 125000005018 aryl alkenyl group Chemical group 0.000 claims description 6
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- 230000002401 inhibitory effect Effects 0.000 claims description 6
- GLVAUDGFNGKCSF-UHFFFAOYSA-N mercaptopurine Chemical compound S=C1NC=NC2=C1NC=N2 GLVAUDGFNGKCSF-UHFFFAOYSA-N 0.000 claims description 6
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 6
- 229960001592 paclitaxel Drugs 0.000 claims description 6
- RCINICONZNJXQF-MZXODVADSA-N taxol Chemical compound O([C@@H]1[C@@]2(C[C@@H](C(C)=C(C2(C)C)[C@H](C([C@]2(C)[C@@H](O)C[C@H]3OC[C@]3([C@H]21)OC(C)=O)=O)OC(=O)C)OC(=O)[C@H](O)[C@@H](NC(=O)C=1C=CC=CC=1)C=1C=CC=CC=1)O)C(=O)C1=CC=CC=C1 RCINICONZNJXQF-MZXODVADSA-N 0.000 claims description 6
- WYWHKKSPHMUBEB-UHFFFAOYSA-N tioguanine Chemical compound N1C(N)=NC(=S)C2=C1N=CN2 WYWHKKSPHMUBEB-UHFFFAOYSA-N 0.000 claims description 6
- UHDGCWIWMRVCDJ-CCXZUQQUSA-N Cytarabine Chemical compound O=C1N=C(N)C=CN1[C@H]1[C@@H](O)[C@H](O)[C@@H](CO)O1 UHDGCWIWMRVCDJ-CCXZUQQUSA-N 0.000 claims description 5
- GHASVSINZRGABV-UHFFFAOYSA-N Fluorouracil Chemical compound FC1=CNC(=O)NC1=O GHASVSINZRGABV-UHFFFAOYSA-N 0.000 claims description 5
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 5
- 229910052794 bromium Inorganic materials 0.000 claims description 5
- DQLATGHUWYMOKM-UHFFFAOYSA-L cisplatin Chemical compound N[Pt](N)(Cl)Cl DQLATGHUWYMOKM-UHFFFAOYSA-L 0.000 claims description 5
- 229960004316 cisplatin Drugs 0.000 claims description 5
- 125000002541 furyl group Chemical group 0.000 claims description 5
- 125000005842 heteroatom Chemical group 0.000 claims description 5
- 125000001544 thienyl group Chemical group 0.000 claims description 5
- 208000024893 Acute lymphoblastic leukemia Diseases 0.000 claims description 4
- 208000014697 Acute lymphocytic leukaemia Diseases 0.000 claims description 4
- CMSMOCZEIVJLDB-UHFFFAOYSA-N Cyclophosphamide Chemical compound ClCCN(CCCl)P1(=O)NCCCO1 CMSMOCZEIVJLDB-UHFFFAOYSA-N 0.000 claims description 4
- 102000019058 Glycogen Synthase Kinase 3 beta Human genes 0.000 claims description 4
- 108010051975 Glycogen Synthase Kinase 3 beta Proteins 0.000 claims description 4
- 206010025323 Lymphomas Diseases 0.000 claims description 4
- 241000124008 Mammalia Species 0.000 claims description 4
- 208000006664 Precursor Cell Lymphoblastic Leukemia-Lymphoma Diseases 0.000 claims description 4
- BPEGJWRSRHCHSN-UHFFFAOYSA-N Temozolomide Chemical compound O=C1N(C)N=NC2=C(C(N)=O)N=CN21 BPEGJWRSRHCHSN-UHFFFAOYSA-N 0.000 claims description 4
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 4
- 229910052801 chlorine Inorganic materials 0.000 claims description 4
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 4
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims description 4
- 239000000824 cytostatic agent Substances 0.000 claims description 4
- 102000052116 epidermal growth factor receptor activity proteins Human genes 0.000 claims description 4
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- DHMTURDWPRKSOA-RUZDIDTESA-N lonafarnib Chemical compound C1CN(C(=O)N)CCC1CC(=O)N1CCC([C@@H]2C3=C(Br)C=C(Cl)C=C3CCC3=CC(Br)=CN=C32)CC1 DHMTURDWPRKSOA-RUZDIDTESA-N 0.000 claims description 4
- 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 claims description 4
- 210000002307 prostate Anatomy 0.000 claims description 4
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- FPVKHBSQESCIEP-UHFFFAOYSA-N (8S)-3-(2-deoxy-beta-D-erythro-pentofuranosyl)-3,6,7,8-tetrahydroimidazo[4,5-d][1,3]diazepin-8-ol Natural products C1C(O)C(CO)OC1N1C(NC=NCC2O)=C2N=C1 FPVKHBSQESCIEP-UHFFFAOYSA-N 0.000 claims description 3
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- AJILWPCUWOPSPC-UHFFFAOYSA-N tert-butyl n-[2-(1-carbamoylpiperidin-3-yl)ethyl]carbamate Chemical compound CC(C)(C)OC(=O)NCCC1CCCN(C(N)=O)C1 AJILWPCUWOPSPC-UHFFFAOYSA-N 0.000 description 1
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Classifications
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- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
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- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
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- A—HUMAN NECESSITIES
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- A—HUMAN NECESSITIES
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- A—HUMAN NECESSITIES
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- A61P35/00—Antineoplastic agents
- A61P35/02—Antineoplastic agents specific for leukemia
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- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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- A—HUMAN NECESSITIES
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Landscapes
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
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- Virology (AREA)
- Psychiatry (AREA)
- Cardiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US40802702P | 2002-09-04 | 2002-09-04 | |
| US42195902P | 2002-10-29 | 2002-10-29 | |
| PCT/US2003/027555 WO2004022561A1 (en) | 2002-09-04 | 2003-09-03 | Pyrazolopyrimidines as cyclin-dependent kinase inhibitors |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| MXPA05002571A true MXPA05002571A (es) | 2005-09-08 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MXPA05002571A MXPA05002571A (es) | 2002-09-04 | 2003-09-03 | Pirazolopirimidinas como inhibidores de cinasa dependientes de ciclina. |
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| NZ (1) | NZ539165A (cg-RX-API-DMAC7.html) |
| WO (1) | WO2004022561A1 (cg-RX-API-DMAC7.html) |
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| US7196078B2 (en) * | 2002-09-04 | 2007-03-27 | Schering Corpoartion | Trisubstituted and tetrasubstituted pyrazolopyrimidines as cyclin dependent kinase inhibitors |
| AR041134A1 (es) * | 2002-09-04 | 2005-05-04 | Schering Corp | Pirazolopirimidinas como inhibidores de la quinasa dependiente de ciclina |
| US7605155B2 (en) * | 2002-09-04 | 2009-10-20 | Schering Corporation | Substituted pyrazolo[1,5-a]pyrimidines as protein kinase inhibitors |
| US7601724B2 (en) * | 2002-09-04 | 2009-10-13 | Schering Corporation | Substituted pyrazolo[1,5-a]pyrimidines as protein kinase inhibitors |
| US7119200B2 (en) * | 2002-09-04 | 2006-10-10 | Schering Corporation | Pyrazolopyrimidines as cyclin dependent kinase inhibitors |
| US7563798B2 (en) * | 2002-09-04 | 2009-07-21 | Schering Corporation | Substituted pyrazolo[1,5-a]pyrimidines as protein kinase inhibitors |
| MXPA05008955A (es) * | 2003-02-28 | 2006-02-22 | Teijin Pharma Ltd | Derivados de pirazolo [1,5-a] pirimidina. |
| GB0305559D0 (en) * | 2003-03-11 | 2003-04-16 | Teijin Ltd | Compounds |
| EP1608652A1 (en) * | 2003-03-31 | 2005-12-28 | Vernalis (Cambridge) Limited | Pyrazolopyrimidine compounds and their use in medicine |
| ES2300672T3 (es) * | 2003-04-30 | 2008-06-16 | Merck Patent Gmbh | Derivados de cromenona. |
| EP1666468A4 (en) * | 2003-09-09 | 2007-03-21 | Ono Pharmaceutical Co | CRF ANTAGONISTS AND HETEROBICYCLIC COMPOUNDS |
| CA2561858A1 (en) | 2004-04-20 | 2005-12-15 | Amgen Inc. | Arylsulfonamides and uses related thereto |
| GB0412553D0 (en) * | 2004-06-04 | 2004-07-07 | Univ Aberdeen | Therapeutic agents for the treatment of bone conditions |
| KR101276136B1 (ko) | 2004-06-17 | 2013-06-18 | 싸이토키네틱스, 인코포레이티드 | 화합물, 조성물 및 방법 |
| US7667036B2 (en) | 2004-08-13 | 2010-02-23 | Teijin Pharma Limited | Pyrazolo[1,5-a]pyrimidine derivatives |
| JPWO2006016715A1 (ja) * | 2004-08-13 | 2008-05-01 | 帝人ファーマ株式会社 | ピラゾロ［１，５−ａ］ピリミジン誘導体 |
| ATE517901T1 (de) | 2004-09-06 | 2011-08-15 | Bayer Schering Pharma Ag | Pyrazolopyrimidine als hemmer der proteinkinase b (akt) |
| GB0515026D0 (en) * | 2005-07-21 | 2005-08-31 | Novartis Ag | Organic compounds |
| EP1922321A1 (en) * | 2005-08-09 | 2008-05-21 | Eirx Therapeutics Ltd | Pyrazoloý1,5-a¨pyrimidine compounds and pharmaceutical compositions containing them |
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| US7700773B2 (en) | 2005-09-09 | 2010-04-20 | Schering Corporation | 4-cyano, 4-amino, and 4-aminomethyl derivatives of pyrazolo[1,5-a]pyridines, pyrazolo[1,5-c]pyrimidines and 2H-indazole compounds and 5-cyano, 5-amino, and 5-aminomethyl derivatives of imidazo[1,2-a]pyridines, and imidazo[1,5-a]pyrazines as cyclin dependent kinase inhibitors |
| CN101321760A (zh) * | 2005-10-06 | 2008-12-10 | 先灵公司 | 作为蛋白激酶抑制剂的吡唑并嘧啶 |
| EP1942900B1 (en) * | 2005-10-06 | 2015-06-03 | Merck Sharp & Dohme Corp. | Use of pyrazolo [1,5-a] pyrimidine derivatives for inhibiting kinases methods for inhibiting protein kinases |
| WO2007047978A2 (en) | 2005-10-21 | 2007-04-26 | Braincells, Inc. | Modulation of neurogenesis by pde inhibition |
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| US7825120B2 (en) * | 2005-12-15 | 2010-11-02 | Cytokinetics, Inc. | Certain substituted ((piperazin-1-ylmethyl)benzyl)ureas |
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| PE20080071A1 (es) * | 2006-05-22 | 2008-02-11 | Schering Corp | PIRAZOLO[1,5-a]PIRIMIDINAS |
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| ATE546437T1 (de) * | 2006-10-19 | 2012-03-15 | Hoffmann La Roche | Aminomethyl-4-imidazole |
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| DE102007032349A1 (de) * | 2007-07-11 | 2009-01-15 | Bayer Healthcare Ag | Imidazo-, Pyrazolopyrazine und Imidazotriazine und ihre Verwendung |
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| FR2817469B1 (fr) * | 2000-12-04 | 2003-04-18 | Oreal | Composition de coloration, procede d'obtention et utilisation pour la coloration de fibres keratiniques |
| WO2002050079A1 (fr) | 2000-12-20 | 2002-06-27 | Societe De Conseils De Recherches Et D'applications Scientifiques (S.C.R.A.S.) | Inhibiteurs de kinases dependantes des cylines (cdk) et de la glycogene synthase kinase-3 (gsk-3) |
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| JP2004277337A (ja) * | 2003-03-14 | 2004-10-07 | Sumitomo Pharmaceut Co Ltd | ピラゾロ［１，５−ａ］ピリミジン誘導体 |
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2003
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- 2003-09-03 NZ NZ539165A patent/NZ539165A/en not_active IP Right Cessation
- 2003-09-03 DK DK03794592.0T patent/DK1537116T3/da active
- 2003-09-03 AU AU2003263071A patent/AU2003263071B2/en not_active Expired
- 2003-09-03 MX MXPA05002571A patent/MXPA05002571A/es active IP Right Grant
- 2003-09-03 KR KR1020057003655A patent/KR101088922B1/ko not_active Expired - Lifetime
- 2003-09-03 AT AT03794592T patent/ATE469903T1/de active
- 2003-09-03 WO PCT/US2003/027555 patent/WO2004022561A1/en not_active Ceased
- 2003-09-03 EP EP03794592A patent/EP1537116B1/en not_active Expired - Lifetime
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- 2003-09-03 JP JP2004534487A patent/JP4881558B2/ja not_active Expired - Lifetime
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| AU2003263071A1 (en) | 2004-03-29 |
| HK1071756A1 (en) | 2005-07-29 |
| BRPI0314001B1 (pt) | 2018-10-23 |
| KR20050057120A (ko) | 2005-06-16 |
| IL167086A (en) | 2015-01-29 |
| JP2006502163A (ja) | 2006-01-19 |
| AU2003263071B2 (en) | 2007-03-15 |
| KR101088922B1 (ko) | 2011-12-01 |
| CA2497440C (en) | 2011-03-22 |
| ATE469903T1 (de) | 2010-06-15 |
| NZ539165A (en) | 2008-03-28 |
| JP4881558B2 (ja) | 2012-02-22 |
| DK1537116T3 (da) | 2010-09-27 |
| BR0314001A (pt) | 2005-07-05 |
| CA2497440A1 (en) | 2004-03-18 |
| BRPI0314001B8 (pt) | 2021-05-25 |
| WO2004022561A1 (en) | 2004-03-18 |
| EP1537116A1 (en) | 2005-06-08 |
| EP1537116B1 (en) | 2010-06-02 |
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