JP2016528298A - Pimキナーゼ阻害剤として有用なフロピリジン及びチエノピリジンカルボキシアミド化合物 - Google Patents
Pimキナーゼ阻害剤として有用なフロピリジン及びチエノピリジンカルボキシアミド化合物 Download PDFInfo
- Publication number
- JP2016528298A JP2016528298A JP2016536470A JP2016536470A JP2016528298A JP 2016528298 A JP2016528298 A JP 2016528298A JP 2016536470 A JP2016536470 A JP 2016536470A JP 2016536470 A JP2016536470 A JP 2016536470A JP 2016528298 A JP2016528298 A JP 2016528298A
- Authority
- JP
- Japan
- Prior art keywords
- amino
- pyridine
- carboxamide
- pyridin
- alkyl
- 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.)
- Pending
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- 0 *C(CCC1)CN1I Chemical compound *C(CCC1)CN1I 0.000 description 18
- NDFPNMVMDCAFDP-UHFFFAOYSA-N CC(C)(C)OC(NC(CC(CC[SiH-](C)(C(C)(C)C)[O-])C1)CN1c(ccnc1)c1N(Br)Br)=O Chemical compound CC(C)(C)OC(NC(CC(CC[SiH-](C)(C(C)(C)C)[O-])C1)CN1c(ccnc1)c1N(Br)Br)=O NDFPNMVMDCAFDP-UHFFFAOYSA-N 0.000 description 1
- DBCCTHZDGFNRJO-UHFFFAOYSA-N CC(C)(C)OC(NC(CC1)CN1c(c(C)cnc1)c1N)=O Chemical compound CC(C)(C)OC(NC(CC1)CN1c(c(C)cnc1)c1N)=O DBCCTHZDGFNRJO-UHFFFAOYSA-N 0.000 description 1
- ZURHECIIIDOPBV-QNSVNVJESA-N CC(C)(C)OC(NC(C[C@H](C1)C(F)(F)F)CN1c(ccnc1)c1NC(c1c(NBr)[o]c2cc(-c3cncnc3)cnc12)=O)=O Chemical compound CC(C)(C)OC(NC(C[C@H](C1)C(F)(F)F)CN1c(ccnc1)c1NC(c1c(NBr)[o]c2cc(-c3cncnc3)cnc12)=O)=O ZURHECIIIDOPBV-QNSVNVJESA-N 0.000 description 1
- DPRFBFYDOAFZKK-QNSVNVJESA-N CC(C)(C)OC(Nc([o]c1c2)c(C(Nc(cncc3)c3N(C[C@@H](C3)C(F)(F)F)CC3NBr)=O)c1ncc2-c1c[n](C)nc1)=O Chemical compound CC(C)(C)OC(Nc([o]c1c2)c(C(Nc(cncc3)c3N(C[C@@H](C3)C(F)(F)F)CC3NBr)=O)c1ncc2-c1c[n](C)nc1)=O DPRFBFYDOAFZKK-QNSVNVJESA-N 0.000 description 1
- HMPDGZSJPJYUMT-UHFFFAOYSA-N CC(C)(C)OC(Nc([s]c1c2)c(C(O)=O)c1ncc2OC)=O Chemical compound CC(C)(C)OC(Nc([s]c1c2)c(C(O)=O)c1ncc2OC)=O HMPDGZSJPJYUMT-UHFFFAOYSA-N 0.000 description 1
- GCYDZVCDJNAUMB-UHFFFAOYSA-N CC(C)(C)OC(Nc([s]c1c2ncc(OC)c1)c2Br)=O Chemical compound CC(C)(C)OC(Nc([s]c1c2ncc(OC)c1)c2Br)=O GCYDZVCDJNAUMB-UHFFFAOYSA-N 0.000 description 1
- ALFIRQLZBAKXSD-SUJUWSLUSA-O CC(C)(C)OC(Nc1c(C(N/C(/C=[NH2+])=C(/NC)\N(C[C@@H](C2)C(F)(F)F)CC2N)=O)c2ncc(C3CCOCC3)cc2[o]1)=O Chemical compound CC(C)(C)OC(Nc1c(C(N/C(/C=[NH2+])=C(/NC)\N(C[C@@H](C2)C(F)(F)F)CC2N)=O)c2ncc(C3CCOCC3)cc2[o]1)=O ALFIRQLZBAKXSD-SUJUWSLUSA-O 0.000 description 1
- VZVUHEMVNGMCGP-UHFFFAOYSA-N CC(C)(C)OC(Nc1c(C(OC)=O)[s]c2cc(S)cnc12)=O Chemical compound CC(C)(C)OC(Nc1c(C(OC)=O)[s]c2cc(S)cnc12)=O VZVUHEMVNGMCGP-UHFFFAOYSA-N 0.000 description 1
- WMDBRYMLZXUBHO-UHFFFAOYSA-N CC(C)(C)OC(Nc1c(C(OC)=O)c(ncc(C(C2)CN2C(OCc2ccccc2)=O)c2)c2[s]1)=O Chemical compound CC(C)(C)OC(Nc1c(C(OC)=O)c(ncc(C(C2)CN2C(OCc2ccccc2)=O)c2)c2[s]1)=O WMDBRYMLZXUBHO-UHFFFAOYSA-N 0.000 description 1
- AOLJGGIDLTZJBP-UHFFFAOYSA-N CC(CC(C1)N)CN1I Chemical compound CC(CC(C1)N)CN1I AOLJGGIDLTZJBP-UHFFFAOYSA-N 0.000 description 1
- YZGMFTYBFMXZBL-UHFFFAOYSA-N CC(CN(CC1C)I)C1(C)O Chemical compound CC(CN(CC1C)I)C1(C)O YZGMFTYBFMXZBL-UHFFFAOYSA-N 0.000 description 1
- UYPVPPUVZNWKFD-UHFFFAOYSA-N CC(CN(CC1C)I)C1O Chemical compound CC(CN(CC1C)I)C1O UYPVPPUVZNWKFD-UHFFFAOYSA-N 0.000 description 1
- WVGKGLADMOCUAQ-UHFFFAOYSA-N CC(CN(CC1C2CC2)I)C1O Chemical compound CC(CN(CC1C2CC2)I)C1O WVGKGLADMOCUAQ-UHFFFAOYSA-N 0.000 description 1
- WMALJEADQDWVKJ-UHFFFAOYSA-N CCOC(Cc1ncc(C)cc1F)=O Chemical compound CCOC(Cc1ncc(C)cc1F)=O WMALJEADQDWVKJ-UHFFFAOYSA-N 0.000 description 1
- WIWGXHNCAGOKGJ-UHFFFAOYSA-N CCOC(c1c(NC(OC(C)(C)C)=O)[o]c2c1ncc(-c(c(F)ccc1)c1F)c2)=O Chemical compound CCOC(c1c(NC(OC(C)(C)C)=O)[o]c2c1ncc(-c(c(F)ccc1)c1F)c2)=O WIWGXHNCAGOKGJ-UHFFFAOYSA-N 0.000 description 1
- FRIXIBKJVMGBDL-MGBWYDKGSA-N CN/C(/N(C[C@@H](C1)C(F)(F)F)CC1N)=C(\C=N)/NC(c1c(N)[o]c2cc(C3CCN(C)CC3)cnc12)=O Chemical compound CN/C(/N(C[C@@H](C1)C(F)(F)F)CC1N)=C(\C=N)/NC(c1c(N)[o]c2cc(C3CCN(C)CC3)cnc12)=O FRIXIBKJVMGBDL-MGBWYDKGSA-N 0.000 description 1
- TZZPEYYDYPVTOK-CVEARBPZSA-N CNC(c(cc1)ncc1-c1cnc2c(C(Nc(cncc3)c3N(C[C@@H](C3)C(F)(F)F)C[C@H]3N)=O)c(N)[o]c2c1)=O Chemical compound CNC(c(cc1)ncc1-c1cnc2c(C(Nc(cncc3)c3N(C[C@@H](C3)C(F)(F)F)C[C@H]3N)=O)c(N)[o]c2c1)=O TZZPEYYDYPVTOK-CVEARBPZSA-N 0.000 description 1
- LTOQEWILRDVXAZ-UHFFFAOYSA-N COC(c([s]c1cc(OC)cnc11)c1Br)=O Chemical compound COC(c([s]c1cc(OC)cnc11)c1Br)=O LTOQEWILRDVXAZ-UHFFFAOYSA-N 0.000 description 1
- NHXOWJAQHDXTQW-UHFFFAOYSA-N COC(c([s]c1cccnc11)c1Br)=O Chemical compound COC(c([s]c1cccnc11)c1Br)=O NHXOWJAQHDXTQW-UHFFFAOYSA-N 0.000 description 1
- GLZFTKOZCYITFP-NSHDSACASA-N COc1c2[s]c(N)c(C(Nc(cncc3)c3N(CCC3)C[C@H]3N)=O)c2ncc1 Chemical compound COc1c2[s]c(N)c(C(Nc(cncc3)c3N(CCC3)C[C@H]3N)=O)c2ncc1 GLZFTKOZCYITFP-NSHDSACASA-N 0.000 description 1
- YSZDFWSNBXVREZ-FUJMWEONSA-N C[C@@H](CN(CC1NC(OC(C)(C)C)=O)c(ccnc2)c2N(Br)Br)C1[n]1nncc1 Chemical compound C[C@@H](CN(CC1NC(OC(C)(C)C)=O)c(ccnc2)c2N(Br)Br)C1[n]1nncc1 YSZDFWSNBXVREZ-FUJMWEONSA-N 0.000 description 1
- UMBMASIMYGLKFL-QTZUAFFRSA-N C[C@@H](CNCC1NC(OC(C)(C)C)=O)C1(C)O Chemical compound C[C@@H](CNCC1NC(OC(C)(C)C)=O)C1(C)O UMBMASIMYGLKFL-QTZUAFFRSA-N 0.000 description 1
- GKVADBLVTUJQQW-XWDNMSNZSA-N C[C@@H](C[C@H](C1)C(F)(F)F)CN1c(ccnc1)c1NC(c1c(N)[o]c2cc(C3COCC3)cnc12)=O Chemical compound C[C@@H](C[C@H](C1)C(F)(F)F)CN1c(ccnc1)c1NC(c1c(N)[o]c2cc(C3COCC3)cnc12)=O GKVADBLVTUJQQW-XWDNMSNZSA-N 0.000 description 1
- CIKFZEURMYMWJL-JBZHPUCOSA-N C[C@H](CC(C1)N)CN1c([s]nc1)c1NC(c1c(NC)[o]c2cc(C3CCOCC3)cnc12)=O Chemical compound C[C@H](CC(C1)N)CN1c([s]nc1)c1NC(c1c(NC)[o]c2cc(C3CCOCC3)cnc12)=O CIKFZEURMYMWJL-JBZHPUCOSA-N 0.000 description 1
- NEARQPXXGSOUKK-DUSLRRAJSA-N C[C@H](CC(C1)NBr)CN1c(ccnc1)c1NC(c1c(NC(OC(C)(C)C)=O)[o]c2cc(CCCOC)cnc12)=O Chemical compound C[C@H](CC(C1)NBr)CN1c(ccnc1)c1NC(c1c(NC(OC(C)(C)C)=O)[o]c2cc(CCCOC)cnc12)=O NEARQPXXGSOUKK-DUSLRRAJSA-N 0.000 description 1
- IADZCDKLEZGOBZ-WBVHZDCISA-N C[C@H](CCC1)C[C@H]1c(ccnc1)c1NC(OCc1ccccc1)=O Chemical compound C[C@H](CCC1)C[C@H]1c(ccnc1)c1NC(OCc1ccccc1)=O IADZCDKLEZGOBZ-WBVHZDCISA-N 0.000 description 1
- ZCLQEQLXQWLAJS-PWSUYJOCSA-N C[C@H](C[C@@H](C1)N)CN1c(ccnc1)c1NC(c1c(N)[o]c2cc(C(F)(F)F)cnc12)=O Chemical compound C[C@H](C[C@@H](C1)N)CN1c(ccnc1)c1NC(c1c(N)[o]c2cc(C(F)(F)F)cnc12)=O ZCLQEQLXQWLAJS-PWSUYJOCSA-N 0.000 description 1
- CQEOANUPDBUUHZ-UHFFFAOYSA-N Cc1cnc2c(C(OC)=O)c(N[Br]=C)[o]c2c1 Chemical compound Cc1cnc2c(C(OC)=O)c(N[Br]=C)[o]c2c1 CQEOANUPDBUUHZ-UHFFFAOYSA-N 0.000 description 1
- UKPRAQFJQCBDLU-UHFFFAOYSA-N NC(CC(C1)C(F)(F)F)CN1I Chemical compound NC(CC(C1)C(F)(F)F)CN1I UKPRAQFJQCBDLU-UHFFFAOYSA-N 0.000 description 1
- RERMNLQWVDWRKZ-UHFFFAOYSA-N NC(CN(CC1)I)C1F Chemical compound NC(CN(CC1)I)C1F RERMNLQWVDWRKZ-UHFFFAOYSA-N 0.000 description 1
- QLARBZRLYJIILI-UHFFFAOYSA-N OC(c1c(NBr)[o]c2cc(C3CCOCC3)cnc12)=O Chemical compound OC(c1c(NBr)[o]c2cc(C3CCOCC3)cnc12)=O QLARBZRLYJIILI-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D495/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
- C07D495/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
- C07D495/04—Ortho-condensed systems
-
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- A—HUMAN NECESSITIES
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- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
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- 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
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
- C07D491/04—Ortho-condensed systems
- C07D491/044—Ortho-condensed systems with only one oxygen atom as ring hetero atom in the oxygen-containing ring
- C07D491/048—Ortho-condensed systems with only one oxygen atom as ring hetero atom in the oxygen-containing ring the oxygen-containing ring being five-membered
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Public Health (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- General Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Immunology (AREA)
- Diabetes (AREA)
- Hematology (AREA)
- Pulmonology (AREA)
- Dermatology (AREA)
- Neurology (AREA)
- Rheumatology (AREA)
- Cardiology (AREA)
- Endocrinology (AREA)
- Physical Education & Sports Medicine (AREA)
- Urology & Nephrology (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Oncology (AREA)
- Heart & Thoracic Surgery (AREA)
- Transplantation (AREA)
- Pain & Pain Management (AREA)
- Vascular Medicine (AREA)
- Obesity (AREA)
- Biomedical Technology (AREA)
- Neurosurgery (AREA)
- Emergency Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Epidemiology (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201361869442P | 2013-08-23 | 2013-08-23 | |
| US61/869,442 | 2013-08-23 | ||
| PCT/US2014/052214 WO2015027124A1 (en) | 2013-08-23 | 2014-08-22 | Furo- and thieno-pyridine carboxamide compounds useful as pim kinase inhibitors |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2016528298A true JP2016528298A (ja) | 2016-09-15 |
| JP2016528298A5 JP2016528298A5 (enExample) | 2017-10-05 |
Family
ID=51541297
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2016536470A Pending JP2016528298A (ja) | 2013-08-23 | 2014-08-22 | Pimキナーゼ阻害剤として有用なフロピリジン及びチエノピリジンカルボキシアミド化合物 |
Country Status (18)
| Country | Link |
|---|---|
| US (2) | US9556197B2 (enExample) |
| EP (1) | EP3036238A1 (enExample) |
| JP (1) | JP2016528298A (enExample) |
| KR (1) | KR20160056896A (enExample) |
| CN (1) | CN105658653A (enExample) |
| AR (1) | AR097431A1 (enExample) |
| AU (2) | AU2014308703A1 (enExample) |
| CA (1) | CA2921959A1 (enExample) |
| CL (1) | CL2016000398A1 (enExample) |
| CR (1) | CR20160135A (enExample) |
| EA (1) | EA201690458A1 (enExample) |
| IL (1) | IL244224A0 (enExample) |
| MX (1) | MX2016002367A (enExample) |
| PE (1) | PE20160532A1 (enExample) |
| PH (1) | PH12016500359A1 (enExample) |
| SG (1) | SG11201601259YA (enExample) |
| TW (1) | TW201605866A (enExample) |
| WO (1) | WO2015027124A1 (enExample) |
Families Citing this family (23)
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2014
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- 2014-08-22 AU AU2014308703A patent/AU2014308703A1/en not_active Abandoned
- 2014-08-22 EP EP14766267.0A patent/EP3036238A1/en not_active Withdrawn
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- 2014-08-22 WO PCT/US2014/052214 patent/WO2015027124A1/en not_active Ceased
- 2014-08-22 PE PE2016000289A patent/PE20160532A1/es unknown
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- 2014-08-22 US US14/465,910 patent/US9556197B2/en active Active
- 2014-08-22 KR KR1020167007614A patent/KR20160056896A/ko not_active Withdrawn
- 2014-08-22 JP JP2016536470A patent/JP2016528298A/ja active Pending
- 2014-08-22 CN CN201480057613.7A patent/CN105658653A/zh active Pending
- 2014-08-22 EA EA201690458A patent/EA201690458A1/ru unknown
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2018
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| CL2016000398A1 (es) | 2016-09-23 |
| IL244224A0 (en) | 2016-04-21 |
| EP3036238A1 (en) | 2016-06-29 |
| WO2015027124A1 (en) | 2015-02-26 |
| AR097431A1 (es) | 2016-03-16 |
| CN105658653A (zh) | 2016-06-08 |
| MX2016002367A (es) | 2016-10-28 |
| CA2921959A1 (en) | 2015-02-26 |
| SG11201601259YA (en) | 2016-03-30 |
| US20170190716A1 (en) | 2017-07-06 |
| US9556197B2 (en) | 2017-01-31 |
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| EA201690458A1 (ru) | 2016-07-29 |
| PE20160532A1 (es) | 2016-05-21 |
| KR20160056896A (ko) | 2016-05-20 |
| AU2014308703A1 (en) | 2016-03-24 |
| PH12016500359A1 (en) | 2016-05-16 |
| US20150057265A1 (en) | 2015-02-26 |
| US10000507B2 (en) | 2018-06-19 |
| AU2018278928A1 (en) | 2019-01-17 |
| TW201605866A (zh) | 2016-02-16 |
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