KR101849143B1 - 트로포미오신 수용체 키나제(Trk) 억제제인 치환된 피라졸로[1,5-a]피리딘 - Google Patents
트로포미오신 수용체 키나제(Trk) 억제제인 치환된 피라졸로[1,5-a]피리딘 Download PDFInfo
- Publication number
- KR101849143B1 KR101849143B1 KR1020177000318A KR20177000318A KR101849143B1 KR 101849143 B1 KR101849143 B1 KR 101849143B1 KR 1020177000318 A KR1020177000318 A KR 1020177000318A KR 20177000318 A KR20177000318 A KR 20177000318A KR 101849143 B1 KR101849143 B1 KR 101849143B1
- Authority
- KR
- South Korea
- Prior art keywords
- pyridine
- pyrazolo
- carboxamide
- pyrrolidin
- fluoro
- 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.)
- Expired - Fee Related
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- 0 Cc1c(*)cc[n]2ncc(C(N(C)S(*=C)(=O)=O)=O)c12 Chemical compound Cc1c(*)cc[n]2ncc(C(N(C)S(*=C)(=O)=O)=O)c12 0.000 description 4
- SMFCXZYKQCOPCK-YADARESESA-N CC(C)(C)S(NC(c1c(cc(cc2)N(C[C@H](C3)F)[C@H]3c3cc(F)cc(OC4CCOCC4)c3)[n]2nc1)=O)(=O)=O Chemical compound CC(C)(C)S(NC(c1c(cc(cc2)N(C[C@H](C3)F)[C@H]3c3cc(F)cc(OC4CCOCC4)c3)[n]2nc1)=O)(=O)=O SMFCXZYKQCOPCK-YADARESESA-N 0.000 description 1
- GQBLZKYOCYRFKH-YADARESESA-N CC(C)S(NC(c1c(cc(cc2)N(C[C@H](C3)F)[C@H]3c3cc(F)cc(OC4CCOCC4)c3)[n]2nc1)=O)(=O)=O Chemical compound CC(C)S(NC(c1c(cc(cc2)N(C[C@H](C3)F)[C@H]3c3cc(F)cc(OC4CCOCC4)c3)[n]2nc1)=O)(=O)=O GQBLZKYOCYRFKH-YADARESESA-N 0.000 description 1
- YVTPUCHIOSGVSH-UHFFFAOYSA-N CC(c1cc(F)cc([N+]([O-])=O)c1O)=O Chemical compound CC(c1cc(F)cc([N+]([O-])=O)c1O)=O YVTPUCHIOSGVSH-UHFFFAOYSA-N 0.000 description 1
- IWFWTBSSQORMIB-UHFFFAOYSA-N CC1(CC1)S(OCc1ccccc1)(=O)=O Chemical compound CC1(CC1)S(OCc1ccccc1)(=O)=O IWFWTBSSQORMIB-UHFFFAOYSA-N 0.000 description 1
- HJELEFNIVKRNAU-UUSAFJCLSA-N CCN(C)S(NC(c1c(cc(cc2)N(CCC3)[C@H]3c3c4OC(CF)COc4cc(F)c3)[n]2nc1)=O)(=O)=O Chemical compound CCN(C)S(NC(c1c(cc(cc2)N(CCC3)[C@H]3c3c4OC(CF)COc4cc(F)c3)[n]2nc1)=O)(=O)=O HJELEFNIVKRNAU-UUSAFJCLSA-N 0.000 description 1
- UAHVJMSMXLGOQI-LJQANCHMSA-N CCN(C)S(NC(c1c(cc(cc2)N(CCC3)[C@H]3c3c4OCCOc4cc(F)c3)[n]2nc1)=O)(=O)=O Chemical compound CCN(C)S(NC(c1c(cc(cc2)N(CCC3)[C@H]3c3c4OCCOc4cc(F)c3)[n]2nc1)=O)(=O)=O UAHVJMSMXLGOQI-LJQANCHMSA-N 0.000 description 1
- IBQHXODPAWAXIS-HXUWFJFHSA-N CCN(C)S(NC(c1c(cc(cc2)N(CCC3)[C@H]3c3cc(F)ccc3C)[n]2nc1)=O)(=O)=O Chemical compound CCN(C)S(NC(c1c(cc(cc2)N(CCC3)[C@H]3c3cc(F)ccc3C)[n]2nc1)=O)(=O)=O IBQHXODPAWAXIS-HXUWFJFHSA-N 0.000 description 1
- WRMBVMMPRUQZMV-LJQANCHMSA-N CCN(C)S(NC(c1c(cc(cc2)N(CCC3)[C@H]3c3cccc(F)c3)[n]2nc1)=O)(=O)=O Chemical compound CCN(C)S(NC(c1c(cc(cc2)N(CCC3)[C@H]3c3cccc(F)c3)[n]2nc1)=O)(=O)=O WRMBVMMPRUQZMV-LJQANCHMSA-N 0.000 description 1
- ZKDRYRQTOIGJGC-YADARESESA-N CCN(C)S(NC(c1c(cc(cc2)N(C[C@H](C3)F)[C@H]3c3cc(F)cc(OC4CCOCC4)c3)[n]2nc1)=O)(=O)=O Chemical compound CCN(C)S(NC(c1c(cc(cc2)N(C[C@H](C3)F)[C@H]3c3cc(F)cc(OC4CCOCC4)c3)[n]2nc1)=O)(=O)=O ZKDRYRQTOIGJGC-YADARESESA-N 0.000 description 1
- QTAOYUQDRGXDQK-GOSISDBHSA-N CCOC(c1c(cc(cc2)N(CCC3)[C@H]3c(cc(cc3)F)c3F)[n]2nc1)=O Chemical compound CCOC(c1c(cc(cc2)N(CCC3)[C@H]3c(cc(cc3)F)c3F)[n]2nc1)=O QTAOYUQDRGXDQK-GOSISDBHSA-N 0.000 description 1
- PKFPEVJKUOUTIZ-HXUWFJFHSA-N CN(C1CC1)S(NC(c1c(cc(cc2)N(CCC3)[C@H]3c(cc(cc3)F)c3F)[n]2nc1)=O)(=O)=O Chemical compound CN(C1CC1)S(NC(c1c(cc(cc2)N(CCC3)[C@H]3c(cc(cc3)F)c3F)[n]2nc1)=O)(=O)=O PKFPEVJKUOUTIZ-HXUWFJFHSA-N 0.000 description 1
- SHAXCYCLFLKQEW-HXUWFJFHSA-N CN(CCOC)S(NC(c1c(cc(cc2)N(CCC3)[C@H]3c3cc(F)ccc3F)[n]2nc1)=O)(=O)=O Chemical compound CN(CCOC)S(NC(c1c(cc(cc2)N(CCC3)[C@H]3c3cc(F)ccc3F)[n]2nc1)=O)(=O)=O SHAXCYCLFLKQEW-HXUWFJFHSA-N 0.000 description 1
- MMNHATWZAJOXSI-UHFFFAOYSA-N Fc(cc1Br)cc2c1OCCO2 Chemical compound Fc(cc1Br)cc2c1OCCO2 MMNHATWZAJOXSI-UHFFFAOYSA-N 0.000 description 1
- QHUXMZXLFJOZJO-UHFFFAOYSA-N OC(c1c(cc(cc2)N(CCC3)C3c3c4OCCOc4cc(F)c3)[n]2nc1)=O Chemical compound OC(c1c(cc(cc2)N(CCC3)C3c3c4OCCOc4cc(F)c3)[n]2nc1)=O QHUXMZXLFJOZJO-UHFFFAOYSA-N 0.000 description 1
Classifications
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- 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
- C07D471/04—Ortho-condensed systems
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- A61K31/4353—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom ortho- or peri-condensed with heterocyclic ring systems
- A61K31/437—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom ortho- or peri-condensed with heterocyclic ring systems the heterocyclic ring system containing a five-membered ring having nitrogen as a ring hetero atom, e.g. indolizine, beta-carboline
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- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/4427—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems
- A61K31/444—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems containing a six-membered ring with nitrogen as a ring heteroatom, e.g. amrinone
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- 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
- C07D487/04—Ortho-condensed systems
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- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
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- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
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- Medicinal Chemistry (AREA)
- Organic Chemistry (AREA)
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- Communicable Diseases (AREA)
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- Immunology (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IN4329/CHE/2011 | 2011-12-12 | ||
| IN4329CH2011 | 2011-12-12 | ||
| PCT/IB2012/003012 WO2013088256A1 (en) | 2011-12-12 | 2012-12-12 | Substituted pyrazolo[1,5-a] pyridine as tropomyosin receptor kinase (trk) inhibitors |
Related Parent Applications (1)
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|---|---|---|---|
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