JP5512545B2 - Aktタンパク質キナーゼ阻害剤としてのピリミジルシクロペンタン類 - Google Patents
Aktタンパク質キナーゼ阻害剤としてのピリミジルシクロペンタン類 Download PDFInfo
- Publication number
- JP5512545B2 JP5512545B2 JP2010542374A JP2010542374A JP5512545B2 JP 5512545 B2 JP5512545 B2 JP 5512545B2 JP 2010542374 A JP2010542374 A JP 2010542374A JP 2010542374 A JP2010542374 A JP 2010542374A JP 5512545 B2 JP5512545 B2 JP 5512545B2
- Authority
- JP
- Japan
- Prior art keywords
- methyl
- indoline
- dihydro
- cyclopenta
- pyrimidin
- 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.)
- Active
Links
- 0 CCC(C)(C1)c(cccc2)c2N1c1c(C(*)CC2(*)*)c2ncn1 Chemical compound CCC(C)(C1)c(cccc2)c2N1c1c(C(*)CC2(*)*)c2ncn1 0.000 description 50
- FCCYKZCTHBMUAH-FCHUYYIVSA-N C=C([C@@]1(CCC2)CN2[C@@H](CCN)c(cc2)ccc2Cl)Nc(cc2)c1cc2F Chemical compound C=C([C@@]1(CCC2)CN2[C@@H](CCN)c(cc2)ccc2Cl)Nc(cc2)c1cc2F FCCYKZCTHBMUAH-FCHUYYIVSA-N 0.000 description 1
- NLIRCNDZRWNMJZ-UHFFFAOYSA-N CC(C)(C1(c(cc(c(Br)c2)F)c2N(C)C1)I)I Chemical compound CC(C)(C1(c(cc(c(Br)c2)F)c2N(C)C1)I)I NLIRCNDZRWNMJZ-UHFFFAOYSA-N 0.000 description 1
- ANGBPOUMOWHMDC-UHFFFAOYSA-N CC(C)CCC(N(C)C)=O Chemical compound CC(C)CCC(N(C)C)=O ANGBPOUMOWHMDC-UHFFFAOYSA-N 0.000 description 1
- FHBSIIZALGOVLM-UHFFFAOYSA-N CC(C)c(cc1)ccc1Cl Chemical compound CC(C)c(cc1)ccc1Cl FHBSIIZALGOVLM-UHFFFAOYSA-N 0.000 description 1
- WAMAISPFNRWSQX-UHFFFAOYSA-N CC(C1(C)c(c(Cl)cc(F)c2)c2N(C)C1)I Chemical compound CC(C1(C)c(c(Cl)cc(F)c2)c2N(C)C1)I WAMAISPFNRWSQX-UHFFFAOYSA-N 0.000 description 1
- CDFXMMDBPHEBIA-UHFFFAOYSA-N CC(C1(C)c(cc(c(F)c2)Cl)c2N(C)C1)I Chemical compound CC(C1(C)c(cc(c(F)c2)Cl)c2N(C)C1)I CDFXMMDBPHEBIA-UHFFFAOYSA-N 0.000 description 1
- SPHVXUAFUTVFJA-UHFFFAOYSA-N CC(C1)(c(ccc(Br)c2)c2N1[I](C)I)[IH]C Chemical compound CC(C1)(c(ccc(Br)c2)c2N1[I](C)I)[IH]C SPHVXUAFUTVFJA-UHFFFAOYSA-N 0.000 description 1
- MVOSNPUNXINWAD-UHFFFAOYSA-N CC(c(cc1)ccc1Cl)O Chemical compound CC(c(cc1)ccc1Cl)O MVOSNPUNXINWAD-UHFFFAOYSA-N 0.000 description 1
- DUJYSMNFFQFNLH-UHFFFAOYSA-N CC1(C)c(c(Br)c(cc2)Br)c2N(C)C1 Chemical compound CC1(C)c(c(Br)c(cc2)Br)c2N(C)C1 DUJYSMNFFQFNLH-UHFFFAOYSA-N 0.000 description 1
- UPQYMRBXDSCIGW-UHFFFAOYSA-N CC1(C)c(c(C#N)c(cc2)Cl)c2N(C)C1 Chemical compound CC1(C)c(c(C#N)c(cc2)Cl)c2N(C)C1 UPQYMRBXDSCIGW-UHFFFAOYSA-N 0.000 description 1
- IARMDNLMYGTYGU-UHFFFAOYSA-N CC1(C)c(c(C#N)c(cc2)F)c2N(C)C1 Chemical compound CC1(C)c(c(C#N)c(cc2)F)c2N(C)C1 IARMDNLMYGTYGU-UHFFFAOYSA-N 0.000 description 1
- UQALTMQRNSLBBM-UHFFFAOYSA-N CC1(C)c(c(Cl)cc(Cl)c2)c2N(C)C1 Chemical compound CC1(C)c(c(Cl)cc(Cl)c2)c2N(C)C1 UQALTMQRNSLBBM-UHFFFAOYSA-N 0.000 description 1
- FXUKGUMEHPUJKQ-UHFFFAOYSA-N CC1(C)c(c(F)c(cc2)F)c2N(C)C1 Chemical compound CC1(C)c(c(F)c(cc2)F)c2N(C)C1 FXUKGUMEHPUJKQ-UHFFFAOYSA-N 0.000 description 1
- WWSGRSLIZBAKFZ-UHFFFAOYSA-N CC1(C)c(c(F)cc(F)c2)c2N(C)C1 Chemical compound CC1(C)c(c(F)cc(F)c2)c2N(C)C1 WWSGRSLIZBAKFZ-UHFFFAOYSA-N 0.000 description 1
- BFWLIOBJGRJKAU-UHFFFAOYSA-N CC1(C)c(cc(c(F)c2)C#N)c2N(C)C1 Chemical compound CC1(C)c(cc(c(F)c2)C#N)c2N(C)C1 BFWLIOBJGRJKAU-UHFFFAOYSA-N 0.000 description 1
- YMFCJFYFPIHHNI-UHFFFAOYSA-N CC1(C)c(cc(cc2)C#N)c2N(C)C1 Chemical compound CC1(C)c(cc(cc2)C#N)c2N(C)C1 YMFCJFYFPIHHNI-UHFFFAOYSA-N 0.000 description 1
- CFAAYQMGGJXTNV-UHFFFAOYSA-N CC1(C)c(ccc(Cl)c2)c2N(C)C1 Chemical compound CC1(C)c(ccc(Cl)c2)c2N(C)C1 CFAAYQMGGJXTNV-UHFFFAOYSA-N 0.000 description 1
- SGCXXASSVDBYTD-UHFFFAOYSA-N CC1(c(c(Br)c(cc2)Cl)c2N(C)C1)S Chemical compound CC1(c(c(Br)c(cc2)Cl)c2N(C)C1)S SGCXXASSVDBYTD-UHFFFAOYSA-N 0.000 description 1
- WMFCPCWWZOYEQV-UHFFFAOYSA-N CC1(c(c(C#N)ccc2)c2N(C)C1)I Chemical compound CC1(c(c(C#N)ccc2)c2N(C)C1)I WMFCPCWWZOYEQV-UHFFFAOYSA-N 0.000 description 1
- JFBPHNJKXYYTKK-UHFFFAOYSA-N CC1(c(c(F)cc(Br)c2)c2N(C)C1)SC Chemical compound CC1(c(c(F)cc(Br)c2)c2N(C)C1)SC JFBPHNJKXYYTKK-UHFFFAOYSA-N 0.000 description 1
- XUQXGANPGMYARO-UHFFFAOYSA-N CC1(c(c(F)cc(Cl)c2)c2N(C)C1)S Chemical compound CC1(c(c(F)cc(Cl)c2)c2N(C)C1)S XUQXGANPGMYARO-UHFFFAOYSA-N 0.000 description 1
- HMLVACJLSRLRDQ-UHFFFAOYSA-N CC1(c(cc(c(Br)c2)Cl)c2N(C)C1)S Chemical compound CC1(c(cc(c(Br)c2)Cl)c2N(C)C1)S HMLVACJLSRLRDQ-UHFFFAOYSA-N 0.000 description 1
- MXBRPYLPVWIEBS-UHFFFAOYSA-N CC1(c(cc(c(Cl)c2)C#N)c2N(C)C1)I Chemical compound CC1(c(cc(c(Cl)c2)C#N)c2N(C)C1)I MXBRPYLPVWIEBS-UHFFFAOYSA-N 0.000 description 1
- IAOVPXOTGXBPOU-UHFFFAOYSA-N CC1(c(cc(c(F)c2)F)c2N(C)C1)[IH]C Chemical compound CC1(c(cc(c(F)c2)F)c2N(C)C1)[IH]C IAOVPXOTGXBPOU-UHFFFAOYSA-N 0.000 description 1
- GKBFEXZDSNLOJK-UHFFFAOYSA-N CC1OC1N(C)C Chemical compound CC1OC1N(C)C GKBFEXZDSNLOJK-UHFFFAOYSA-N 0.000 description 1
- FYXJHQIEMFZCIS-UHFFFAOYSA-N CCC(CC)(c1c(CNC2CCCC2)cccc1C)I Chemical compound CCC(CC)(c1c(CNC2CCCC2)cccc1C)I FYXJHQIEMFZCIS-UHFFFAOYSA-N 0.000 description 1
- MBHINSULENHCMF-UHFFFAOYSA-N CCC(N(C)C)=O Chemical compound CCC(N(C)C)=O MBHINSULENHCMF-UHFFFAOYSA-N 0.000 description 1
- ABMDIECEEGFXNC-UHFFFAOYSA-N CCC(NCC)=O Chemical compound CCC(NCC)=O ABMDIECEEGFXNC-UHFFFAOYSA-N 0.000 description 1
- PWATWSYOIIXYMA-UHFFFAOYSA-N CCCCCc1ccccc1 Chemical compound CCCCCc1ccccc1 PWATWSYOIIXYMA-UHFFFAOYSA-N 0.000 description 1
- RHGLVYPQOJIBAX-UHFFFAOYSA-N CCCNC1OC1C Chemical compound CCCNC1OC1C RHGLVYPQOJIBAX-UHFFFAOYSA-N 0.000 description 1
- GPOFSFLJOIAMSA-UHFFFAOYSA-N CCc(cc1)ccc1Cl Chemical compound CCc(cc1)ccc1Cl GPOFSFLJOIAMSA-UHFFFAOYSA-N 0.000 description 1
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N CCc1ccccc1 Chemical compound CCc1ccccc1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 1
- WZQNIRMCHDVFPU-UHFFFAOYSA-N CN(CC1(CN(CCCN)CCC1)c1c2)c1ccc2F Chemical compound CN(CC1(CN(CCCN)CCC1)c1c2)c1ccc2F WZQNIRMCHDVFPU-UHFFFAOYSA-N 0.000 description 1
- GLFIJRADPBLAFH-GFCCVEGCSA-N CN(CC1)C[C@@]11c2cc(Cl)ccc2NC1 Chemical compound CN(CC1)C[C@@]11c2cc(Cl)ccc2NC1 GLFIJRADPBLAFH-GFCCVEGCSA-N 0.000 description 1
- MDMOBQLDFAFQTB-UHFFFAOYSA-N CN(CC12CCNCC1)c(cc1)c2c(Br)c1Cl Chemical compound CN(CC12CCNCC1)c(cc1)c2c(Br)c1Cl MDMOBQLDFAFQTB-UHFFFAOYSA-N 0.000 description 1
- QGPXLMIAXSGZPG-LBPRGKRZSA-N CN(C[C@]1(CNCC1)c1c2)c1ccc2Cl Chemical compound CN(C[C@]1(CNCC1)c1c2)c1ccc2Cl QGPXLMIAXSGZPG-LBPRGKRZSA-N 0.000 description 1
- UXWJKZKZWDIPSO-UHFFFAOYSA-N CS(C1)C1C(c1cc(Cl)ccc1)O Chemical compound CS(C1)C1C(c1cc(Cl)ccc1)O UXWJKZKZWDIPSO-UHFFFAOYSA-N 0.000 description 1
- OHCMLCYNRBCSKR-UHFFFAOYSA-N CS1C(Cc2cc(Cl)ccc2)C1 Chemical compound CS1C(Cc2cc(Cl)ccc2)C1 OHCMLCYNRBCSKR-UHFFFAOYSA-N 0.000 description 1
- LLRQOEAMYPIKSY-MRVPVSSYSA-N CS[C@H](c(cc1)ccc1Cl)O Chemical compound CS[C@H](c(cc1)ccc1Cl)O LLRQOEAMYPIKSY-MRVPVSSYSA-N 0.000 description 1
- MVOSNPUNXINWAD-LURJTMIESA-N C[C@@H](c(cc1)ccc1Cl)O Chemical compound C[C@@H](c(cc1)ccc1Cl)O MVOSNPUNXINWAD-LURJTMIESA-N 0.000 description 1
- YLCHCCZZZCBZOS-ZETCQYMHSA-N C[C@@H](c(cc1)ccc1Cl)OC Chemical compound C[C@@H](c(cc1)ccc1Cl)OC YLCHCCZZZCBZOS-ZETCQYMHSA-N 0.000 description 1
- KDSDVNYISAQTNU-ZUOKHONESA-N C[C@H](CC1)c2c1ncnc2N(C[C@@]1(CNCCC1)c1c2)c1ccc2F Chemical compound C[C@H](CC1)c2c1ncnc2N(C[C@@]1(CNCCC1)c1c2)c1ccc2F KDSDVNYISAQTNU-ZUOKHONESA-N 0.000 description 1
- KDSDVNYISAQTNU-XCLFUZPHSA-N C[C@H](CC1)c2c1ncnc2N(C[C@]1(CNCCC1)c1c2)c1ccc2F Chemical compound C[C@H](CC1)c2c1ncnc2N(C[C@]1(CNCCC1)c1c2)c1ccc2F KDSDVNYISAQTNU-XCLFUZPHSA-N 0.000 description 1
- SGBGODIIJXSBEZ-OEPVSBQMSA-N C[C@H]1c2c(N(CC3(CCNCC3)c3c4)c3ccc4OC(CN)c3ccccc3)ncnc2CC1 Chemical compound C[C@H]1c2c(N(CC3(CCNCC3)c3c4)c3ccc4OC(CN)c3ccccc3)ncnc2CC1 SGBGODIIJXSBEZ-OEPVSBQMSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/10—Spiro-condensed systems
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/16—Drugs for disorders of the alimentary tract or the digestive system for liver or gallbladder disorders, e.g. hepatoprotective agents, cholagogues, litholytics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
- A61P17/06—Antipsoriatics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P21/00—Drugs for disorders of the muscular or neuromuscular system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/14—Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
- A61P25/16—Anti-Parkinson drugs
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- 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]
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
- A61P3/10—Drugs for disorders of the metabolism for glucose homeostasis for hyperglycaemia, e.g. antidiabetics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
- A61P35/02—Antineoplastic agents specific for leukemia
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
- A61P35/04—Antineoplastic agents specific for metastasis
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/02—Immunomodulators
- A61P37/06—Immunosuppressants, e.g. drugs for graft rejection
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/08—Antiallergic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P5/00—Drugs for disorders of the endocrine system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P7/00—Drugs for disorders of the blood or the extracellular fluid
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- 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
- C07D487/10—Spiro-condensed systems
Landscapes
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Neurology (AREA)
- Immunology (AREA)
- Diabetes (AREA)
- Neurosurgery (AREA)
- Biomedical Technology (AREA)
- Oncology (AREA)
- Hematology (AREA)
- Endocrinology (AREA)
- Cardiology (AREA)
- Heart & Thoracic Surgery (AREA)
- Physical Education & Sports Medicine (AREA)
- Communicable Diseases (AREA)
- Pain & Pain Management (AREA)
- Hospice & Palliative Care (AREA)
- Virology (AREA)
- Transplantation (AREA)
- Rheumatology (AREA)
- Vascular Medicine (AREA)
- Urology & Nephrology (AREA)
- Obesity (AREA)
- Psychology (AREA)
- Pulmonology (AREA)
- Psychiatry (AREA)
- Gastroenterology & Hepatology (AREA)
- Dermatology (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US2012508P | 2008-01-09 | 2008-01-09 | |
| US61/020,125 | 2008-01-09 | ||
| PCT/US2009/030603 WO2009089454A1 (en) | 2008-01-09 | 2009-01-09 | Pyrimidyl cyclopentanes as akt protein kinase inhibitors |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2011509307A JP2011509307A (ja) | 2011-03-24 |
| JP2011509307A5 JP2011509307A5 (https=) | 2013-01-31 |
| JP5512545B2 true JP5512545B2 (ja) | 2014-06-04 |
Family
ID=40436385
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2010542374A Active JP5512545B2 (ja) | 2008-01-09 | 2009-01-09 | Aktタンパク質キナーゼ阻害剤としてのピリミジルシクロペンタン類 |
Country Status (11)
| Country | Link |
|---|---|
| US (2) | US8324221B2 (https=) |
| EP (1) | EP2240483B8 (https=) |
| JP (1) | JP5512545B2 (https=) |
| CN (1) | CN102015708B (https=) |
| AR (1) | AR070136A1 (https=) |
| CA (1) | CA2714888C (https=) |
| CL (1) | CL2009000035A1 (https=) |
| ES (1) | ES2403284T3 (https=) |
| PE (1) | PE20091315A1 (https=) |
| TW (1) | TW200940542A (https=) |
| WO (1) | WO2009089454A1 (https=) |
Families Citing this family (33)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102015708B (zh) | 2008-01-09 | 2014-03-26 | 阵列生物制药公司 | 作为akt蛋白激酶抑制剂的嘧啶基环戊烷 |
| US20100048524A1 (en) | 2008-03-14 | 2010-02-25 | Angela Brodie | Novel C-17-Heteroaryl Steroidal CYP17 Inhibitors/Antiandrogens;Synthesis In Vitro Biological Activities, Pharmacokinetics and Antitumor Activity |
| AU2009242279B2 (en) | 2008-04-29 | 2012-08-30 | Novartis Ag | Spiro-indole derivatives for the treatment of parasitic diseases |
| WO2010091306A1 (en) | 2009-02-05 | 2010-08-12 | Tokai Pharmaceuticals | Novel prodrugs of steroidal cyp17 inhibitors/antiandrogens |
| TWI466885B (zh) | 2009-07-31 | 2015-01-01 | Japan Tobacco Inc | 含氮螺環化合物及其醫藥用途 |
| US8921576B2 (en) | 2011-10-19 | 2014-12-30 | Kowa Company, Ltd. | Spiroindoline compound, and medicinal agent comprising same |
| DK2841075T3 (da) | 2012-04-26 | 2020-06-22 | Massachusetts Gen Hospital | Midler og fremgangsmåder til behandling og forebyggelse af seboroisk keratose |
| KR20150127720A (ko) | 2013-03-14 | 2015-11-17 | 유니버시티 오브 매릴랜드, 발티모어 | 안드로겐 수용체 하향 조절제 및 그의 용도 |
| WO2014186663A2 (en) * | 2013-05-17 | 2014-11-20 | The General Hospital Corporation | Methods for detecting and treating variants of seborrheic keratoses |
| CA2920317A1 (en) | 2013-08-12 | 2015-02-19 | Tokai Pharmaceuticals, Inc. | Biomarkers for treatment of neoplastic disorders using androgen-targeted therapies |
| WO2016126726A1 (en) | 2015-02-02 | 2016-08-11 | Forma Therapeutics, Inc. | Bicyclic [4,6,0] hydroxamic acids as hdac6 inhibitors |
| SG11201708622UA (en) | 2015-02-02 | 2017-11-29 | Forma Therapeutics Inc | 3-aryl-4-amido-bicyclic [4,5,0] hydroxamic acids as hdac inhibitors |
| US9745253B2 (en) | 2015-03-13 | 2017-08-29 | Forma Therapeutics, Inc. | Alpha-cinnamide compounds and compositions as HDAC8 inhibitors |
| EP3472131B1 (en) | 2016-06-17 | 2020-02-19 | Forma Therapeutics, Inc. | 2-spiro-5- and 6-hydroxamic acid indanes as hdac inhibitors |
| EP3703675A4 (en) | 2017-10-30 | 2021-06-16 | Neuropore Therapies, Inc. | SUBSTITUTED PHENYLSULFONYLPHÉNYLTRIAZOLETHIONES AND ASSOCIATED USES |
| TWI830733B (zh) * | 2018-05-11 | 2024-02-01 | 中國大陸商迪哲(江蘇)醫藥有限公司 | 環戊烷化合物 |
| CN114981298B (zh) | 2019-12-12 | 2024-08-20 | 听治疗有限责任公司 | 用于预防和治疗听力损失的组合物和方法 |
| US12540141B2 (en) | 2020-11-23 | 2026-02-03 | Enanta Pharmaceuticals, Inc. | Spiropyrrolidine derived antiviral agents |
| KR20230124583A (ko) | 2020-11-23 | 2023-08-25 | 이난타 파마슈티칼스, 인코포레이티드 | 신규한 스피로피롤리딘 유래 항바이러스제 |
| WO2022235605A1 (en) | 2021-05-04 | 2022-11-10 | Enanta Pharmaceuticals, Inc. | Novel macrocyclic antiviral agents |
| US12398147B2 (en) | 2021-05-11 | 2025-08-26 | Enanta Pharmaceuticals, Inc. | Macrocyclic spiropyrrolidine derived antiviral agents |
| US12479854B2 (en) | 2021-07-29 | 2025-11-25 | Enanta Pharmaceuticals, Inc. | Spiropyrrolidine derived antiviral agents |
| WO2023086352A1 (en) | 2021-11-12 | 2023-05-19 | Enanta Pharmaceuticals, Inc. | Novel spiropyrrolidine derived antiviral agents |
| WO2023086350A1 (en) | 2021-11-12 | 2023-05-19 | Enanta Pharmaceuticals, Inc. | Alkyne-containing antiviral agents |
| US11919910B2 (en) | 2021-11-12 | 2024-03-05 | Enanta Pharmaceuticals, Inc. | Spiropyrrolidine derived antiviral agents |
| US20230159546A1 (en) * | 2021-11-18 | 2023-05-25 | Enanta Pharmaceuticals, Inc. | Novel spiropyrrolidine derived antiviral agents |
| US11993600B2 (en) | 2021-12-08 | 2024-05-28 | Enanta Pharmaceuticals, Inc. | Saturated spirocyclics as antiviral agents |
| US12145941B2 (en) | 2021-12-08 | 2024-11-19 | Enanta Pharmaceuticals, Inc. | Heterocyclic antiviral agents |
| WO2023196307A1 (en) | 2022-04-05 | 2023-10-12 | Enanta Pharmaceuticals, Inc. | Novel spiropyrrolidine derived antiviral agents |
| CN114751852B (zh) * | 2022-05-23 | 2023-09-15 | 山西库邦生物医药科技有限公司 | 一种西咯多辛关键中间体的制备方法 |
| AU2023279857A1 (en) * | 2022-06-03 | 2024-11-14 | Domain Therapeutics | Novel par-2 inhibitors |
| CN116903625B (zh) * | 2023-02-16 | 2025-09-23 | 广州安岩仁医药科技有限公司 | 一种egfr抑制剂中间体及其合成方法与应用 |
| CN117700429A (zh) * | 2023-12-21 | 2024-03-15 | 广州白云科技股份有限公司 | 聚氨酯扩链剂、聚氨酯预聚体、力致变色聚氨酯胶及其制备方法 |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1317450B1 (en) | 2000-09-15 | 2006-11-22 | Vertex Pharmaceuticals Incorporated | Pyrazole compounds useful as protein kinase inhibitors |
| CA2546754A1 (en) * | 2003-11-21 | 2005-06-09 | Array Biopharma Inc. | Akt protein kinase inhibitors |
| WO2005113762A1 (en) | 2004-05-18 | 2005-12-01 | Pfizer Products Inc. | CRYSTAL STRUCTURE OF PROTEIN KINASE B-α (AKT-1) AND USES THEREOF |
| US20090111805A1 (en) * | 2005-02-24 | 2009-04-30 | Pfizer Inc. | Bicyclic heteroaromatic derivatives useful as anticancer agents |
| US7495007B2 (en) * | 2006-03-13 | 2009-02-24 | Hoffmann-La Roche Inc. | Spiroindolinone derivatives |
| EP2049500B1 (en) | 2006-07-06 | 2011-09-07 | Array Biopharma, Inc. | Cyclopenta [d] pyrimidines as akt protein kinase inhibitors |
| US8063050B2 (en) * | 2006-07-06 | 2011-11-22 | Array Biopharma Inc. | Hydroxylated and methoxylated pyrimidyl cyclopentanes as AKT protein kinase inhibitors |
| UA95641C2 (xx) | 2006-07-06 | 2011-08-25 | Эррей Биофарма Инк. | Гідроксильовані піримідильні циклопентани як інгібітори акт протеїнкінази$гидроксилированные пиримидильные циклопентаны как ингибиторы акт протеинкиназы |
| US20080051419A1 (en) * | 2006-07-26 | 2008-02-28 | Pfizer Inc. | Amine derivatives useful as anticancer agents |
| TW200904423A (en) * | 2007-06-20 | 2009-02-01 | Glaxo Group Ltd | Spiroindolines as modulators of chemokine receptors |
| CN103396409B (zh) * | 2007-07-05 | 2015-03-11 | 阵列生物制药公司 | 作为akt蛋白激酶抑制剂的嘧啶基环戊烷 |
| CN102015708B (zh) | 2008-01-09 | 2014-03-26 | 阵列生物制药公司 | 作为akt蛋白激酶抑制剂的嘧啶基环戊烷 |
-
2009
- 2009-01-09 CN CN200980108322.5A patent/CN102015708B/zh active Active
- 2009-01-09 EP EP09700747A patent/EP2240483B8/en active Active
- 2009-01-09 WO PCT/US2009/030603 patent/WO2009089454A1/en not_active Ceased
- 2009-01-09 PE PE2009000021A patent/PE20091315A1/es not_active Application Discontinuation
- 2009-01-09 JP JP2010542374A patent/JP5512545B2/ja active Active
- 2009-01-09 CL CL2009000035A patent/CL2009000035A1/es unknown
- 2009-01-09 CA CA2714888A patent/CA2714888C/en not_active Expired - Fee Related
- 2009-01-09 US US12/812,384 patent/US8324221B2/en active Active
- 2009-01-09 ES ES09700747T patent/ES2403284T3/es active Active
- 2009-01-09 AR ARP090100067A patent/AR070136A1/es not_active Application Discontinuation
- 2009-01-09 TW TW098100759A patent/TW200940542A/zh unknown
-
2012
- 2012-11-14 US US13/676,963 patent/US9346805B2/en active Active
Also Published As
| Publication number | Publication date |
|---|---|
| EP2240483B1 (en) | 2013-02-27 |
| AR070136A1 (es) | 2010-03-17 |
| HK1149270A1 (en) | 2011-09-30 |
| WO2009089454A1 (en) | 2009-07-16 |
| JP2011509307A (ja) | 2011-03-24 |
| ES2403284T3 (es) | 2013-05-17 |
| PE20091315A1 (es) | 2009-09-21 |
| TW200940542A (en) | 2009-10-01 |
| US20110053959A1 (en) | 2011-03-03 |
| EP2240483B8 (en) | 2013-04-03 |
| CA2714888C (en) | 2017-03-14 |
| CN102015708B (zh) | 2014-03-26 |
| US9346805B2 (en) | 2016-05-24 |
| EP2240483A1 (en) | 2010-10-20 |
| US8324221B2 (en) | 2012-12-04 |
| CN102015708A (zh) | 2011-04-13 |
| US20130072500A1 (en) | 2013-03-21 |
| CA2714888A1 (en) | 2009-07-16 |
| CL2009000035A1 (es) | 2009-11-27 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP5512545B2 (ja) | Aktタンパク質キナーゼ阻害剤としてのピリミジルシクロペンタン類 | |
| JP5836294B2 (ja) | Aktプロテインキナーゼ阻害剤としてのヒドロキシル化およびメトキシル化されたシクロペンタ[d]ピリミジン | |
| CN103415520B (zh) | 吡咯并六元杂芳环类衍生物、其制备方法及其在医药上的应用 | |
| JP5586735B2 (ja) | Aktプロテインキナーゼ阻害剤としてのシクロペンタ[d]ピリミジン | |
| KR101498774B1 (ko) | 피리도[3,2-d]피리미딘 pi3k 델타 억제제 화합물 및 이의 용도 | |
| JP6234444B2 (ja) | チエノピリミジン類 | |
| JP2022524759A (ja) | Shp2アンタゴニストとしてのカルボキサミド-ピリミジン誘導体 | |
| JP5231410B2 (ja) | Aktプロテインキナーゼ阻害剤としてのジヒドロフロピリミジン | |
| JP2013522286A (ja) | スピロ環化合物ならびに治療薬及び診断プローブとしてのその使用 | |
| MX2010008926A (es) | Compuestos de pirimidin-2-amina y su uso como inhibidores de jak cinasas. | |
| KR20100044819A (ko) | Akt 단백질 키나제 억제제로서의 피리미딜 시클로펜탄 | |
| WO2021233236A1 (zh) | 取代的杂芳基化合物及其组合物和用途 | |
| HK1149270B (en) | Pyrimidyl cyclopentanes as akt protein kinase inhibitors |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20111213 |
|
| A621 | Written request for application examination |
Free format text: JAPANESE INTERMEDIATE CODE: A621 Effective date: 20111213 |
|
| A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20121130 |
|
| A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20130919 |
|
| A601 | Written request for extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A601 Effective date: 20131218 |
|
| A602 | Written permission of extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A602 Effective date: 20131226 |
|
| A601 | Written request for extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A601 Effective date: 20140117 |
|
| A602 | Written permission of extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A602 Effective date: 20140124 |
|
| A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20140203 |
|
| TRDD | Decision of grant or rejection written | ||
| A01 | Written decision to grant a patent or to grant a registration (utility model) |
Free format text: JAPANESE INTERMEDIATE CODE: A01 Effective date: 20140226 |
|
| A61 | First payment of annual fees (during grant procedure) |
Free format text: JAPANESE INTERMEDIATE CODE: A61 Effective date: 20140326 |
|
| R150 | Certificate of patent or registration of utility model |
Ref document number: 5512545 Country of ref document: JP Free format text: JAPANESE INTERMEDIATE CODE: R150 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |