CA2606760C - Tetrahydronaphthyridine and tetrahydropyrido[4,3-d]pyrimidine compounds and compositions thereof useful in the treatment of conditions associated with neurological and inflammatory disorders and disfunctions - Google Patents
Tetrahydronaphthyridine and tetrahydropyrido[4,3-d]pyrimidine compounds and compositions thereof useful in the treatment of conditions associated with neurological and inflammatory disorders and disfunctions Download PDFInfo
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- CA2606760C CA2606760C CA2606760A CA2606760A CA2606760C CA 2606760 C CA2606760 C CA 2606760C CA 2606760 A CA2606760 A CA 2606760A CA 2606760 A CA2606760 A CA 2606760A CA 2606760 C CA2606760 C CA 2606760C
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- substituted
- unsubstituted
- pain
- neuralgia
- pyrimidin
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- ZCZVGQCBSJLDDS-UHFFFAOYSA-N 1,2,3,4-tetrahydro-1,8-naphthyridine Chemical compound C1=CC=C2CCCNC2=N1 ZCZVGQCBSJLDDS-UHFFFAOYSA-N 0.000 title description 3
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- 230000000926 neurological effect Effects 0.000 title description 3
- AESJTDNODAZMEA-UHFFFAOYSA-N 1,2,3,4-tetrahydropyrido[4,3-d]pyrimidine Chemical class N1=CC=C2NCNCC2=C1 AESJTDNODAZMEA-UHFFFAOYSA-N 0.000 title description 2
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- AWJUIBRHMBBTKR-UHFFFAOYSA-N isoquinoline Chemical compound C1=NC=CC2=CC=CC=C21 AWJUIBRHMBBTKR-UHFFFAOYSA-N 0.000 claims description 6
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- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 6
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- SMWDFEZZVXVKRB-UHFFFAOYSA-N anhydrous quinoline Natural products N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 claims description 5
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- 125000006217 methyl sulfide group Chemical group [H]C([H])([H])S* 0.000 claims description 4
- 229910052760 oxygen Inorganic materials 0.000 claims description 4
- 125000004527 pyrimidin-4-yl group Chemical group N1=CN=C(C=C1)* 0.000 claims description 4
- 125000001475 halogen functional group Chemical group 0.000 claims description 3
- PZOUSPYUWWUPPK-UHFFFAOYSA-N indole Natural products CC1=CC=CC2=C1C=CN2 PZOUSPYUWWUPPK-UHFFFAOYSA-N 0.000 claims description 3
- RKJUIXBNRJVNHR-UHFFFAOYSA-N indolenine Natural products C1=CC=C2CC=NC2=C1 RKJUIXBNRJVNHR-UHFFFAOYSA-N 0.000 claims description 3
- 125000004076 pyridyl group Chemical group 0.000 claims description 3
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims description 3
- 229910006074 SO2NH2 Inorganic materials 0.000 claims description 2
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- 108010081348 HRT1 protein Hairy Proteins 0.000 claims 2
- 102100021881 Hairy/enhancer-of-split related with YRPW motif protein 1 Human genes 0.000 claims 2
- 125000004786 difluoromethoxy group Chemical group [H]C(F)(F)O* 0.000 claims 2
- 125000004356 hydroxy functional group Chemical group O* 0.000 claims 2
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims 2
- 125000003070 2-(2-chlorophenyl)ethyl group Chemical group [H]C1=C([H])C(Cl)=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 claims 1
- 125000003852 3-chlorobenzyl group Chemical group [H]C1=C([H])C(=C([H])C(Cl)=C1[H])C([H])([H])* 0.000 claims 1
- 125000006283 4-chlorobenzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1Cl)C([H])([H])* 0.000 claims 1
- CEKMYRMUKLEDAM-UHFFFAOYSA-N 6-(5-methylpyridin-2-yl)-n-(2-phenylethyl)-7,8-dihydro-5h-pyrido[4,3-d]pyrimidin-4-amine Chemical compound N1=CC(C)=CC=C1N1CC2=C(NCCC=3C=CC=CC=3)N=CN=C2CC1 CEKMYRMUKLEDAM-UHFFFAOYSA-N 0.000 claims 1
- MCKATWNAHWWXNX-UHFFFAOYSA-N 6-(5-methylpyridin-2-yl)-n-[2-[3-(trifluoromethyl)phenyl]ethyl]-7,8-dihydro-5h-pyrido[4,3-d]pyrimidin-4-amine Chemical compound N1=CC(C)=CC=C1N1CC2=C(NCCC=3C=C(C=CC=3)C(F)(F)F)N=CN=C2CC1 MCKATWNAHWWXNX-UHFFFAOYSA-N 0.000 claims 1
- QCPWBRUFKOYOBO-UHFFFAOYSA-N 6-(5-methylpyridin-2-yl)-n-[[2-(trifluoromethoxy)phenyl]methyl]-7,8-dihydro-5h-pyrido[4,3-d]pyrimidin-4-amine Chemical compound N1=CC(C)=CC=C1N1CC2=C(NCC=3C(=CC=CC=3)OC(F)(F)F)N=CN=C2CC1 QCPWBRUFKOYOBO-UHFFFAOYSA-N 0.000 claims 1
- FMCWYPCITGBOLX-UHFFFAOYSA-N 6-(5-methylpyridin-2-yl)-n-[[4-(trifluoromethyl)phenyl]methyl]-7,8-dihydro-5h-pyrido[4,3-d]pyrimidin-4-amine Chemical compound N1=CC(C)=CC=C1N1CC2=C(NCC=3C=CC(=CC=3)C(F)(F)F)N=CN=C2CC1 FMCWYPCITGBOLX-UHFFFAOYSA-N 0.000 claims 1
- ZZRLTCJZOJCIHC-UHFFFAOYSA-N 7-cyclohexyl-1-(cyclohexylamino)-3-morpholin-4-yl-6,8-dihydro-5h-2,7-naphthyridine-4-carbonitrile Chemical compound N1=C(N2CCOCC2)C(C#N)=C2CCN(C3CCCCC3)CC2=C1NC1CCCCC1 ZZRLTCJZOJCIHC-UHFFFAOYSA-N 0.000 claims 1
- MBPDMPQGMKKBDF-UHFFFAOYSA-N 7-cyclohexyl-1-(cyclohexylamino)-3-piperidin-1-yl-6,8-dihydro-5h-2,7-naphthyridine-4-carbonitrile Chemical compound N1=C(N2CCCCC2)C(C#N)=C2CCN(C3CCCCC3)CC2=C1NC1CCCCC1 MBPDMPQGMKKBDF-UHFFFAOYSA-N 0.000 claims 1
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- NPSGDTBYKGZOCT-UHFFFAOYSA-N n-[(2-methylphenyl)methyl]-6-(5-methylpyridin-2-yl)-7,8-dihydro-5h-pyrido[4,3-d]pyrimidin-4-amine Chemical compound N1=CC(C)=CC=C1N1CC2=C(NCC=3C(=CC=CC=3)C)N=CN=C2CC1 NPSGDTBYKGZOCT-UHFFFAOYSA-N 0.000 claims 1
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- 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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| EP2410857B1 (en) | 2009-03-23 | 2014-01-29 | Merck Sharp & Dohme Corp. | P2x3, receptor antagonists for treatment of pain |
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| FR2984318B1 (fr) | 2011-12-16 | 2014-06-27 | Oreal | Coupleur de structure 7 amino-1,2,3,4-tetrahydroquinoleines cationiques, composition tinctoriale en comprenant, procedes et utilisations |
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| UA112897C2 (uk) | 2012-05-09 | 2016-11-10 | Байєр Фарма Акцієнгезелльшафт | Біциклічно заміщені урацили та їх застосування для лікування і/або профілактики захворювань |
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| US9388185B2 (en) | 2012-08-10 | 2016-07-12 | Incyte Holdings Corporation | Substituted pyrrolo[2,3-b]pyrazines as FGFR inhibitors |
| US9266892B2 (en) | 2012-12-19 | 2016-02-23 | Incyte Holdings Corporation | Fused pyrazoles as FGFR inhibitors |
| TWI499591B (zh) * | 2013-01-11 | 2015-09-11 | Lilly Co Eli | 雙環嘧啶化合物 |
| LT2986610T (lt) | 2013-04-19 | 2018-04-10 | Incyte Holdings Corporation | Bicikliniai heterociklai, kaip fgfr inhibitoriai |
| TWI637949B (zh) | 2013-06-14 | 2018-10-11 | 塩野義製藥股份有限公司 | 胺基三衍生物及含有其等之醫藥組合物 |
| CN109045032A (zh) | 2014-01-01 | 2018-12-21 | 麦迪威森技术有限责任公司 | 氨基吡啶类化合物和使用方法 |
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| DK3587417T3 (da) | 2014-12-09 | 2022-03-28 | Bayer Ag | 1,3-thiazol-2-yl-substituerede benzamider |
| US10183937B2 (en) | 2014-12-09 | 2019-01-22 | Bayer Aktiengesellschaft | 1,3-thiazol-2-yl substituted benzamides |
| WO2016134294A1 (en) | 2015-02-20 | 2016-08-25 | Incyte Corporation | Bicyclic heterocycles as fgfr4 inhibitors |
| MA41551A (fr) | 2015-02-20 | 2017-12-26 | Incyte Corp | Hétérocycles bicycliques utilisés en tant qu'inhibiteurs de fgfr4 |
| SG10201913036RA (en) | 2015-02-20 | 2020-02-27 | Incyte Corp | Bicyclic heterocycles as fgfr inhibitors |
| AR111960A1 (es) | 2017-05-26 | 2019-09-04 | Incyte Corp | Formas cristalinas de un inhibidor de fgfr y procesos para su preparación |
| CN107597107A (zh) * | 2017-08-30 | 2018-01-19 | 重庆中邦科技有限公司 | 一种2,3‑二氯吡啶生产用催化剂及其制备方法 |
| PL3788047T3 (pl) | 2018-05-04 | 2025-04-14 | Incyte Corporation | Stałe postacie inhibitora fgfr i sposoby ich otrzymywania |
| KR20210018264A (ko) | 2018-05-04 | 2021-02-17 | 인사이트 코포레이션 | Fgfr 억제제의 염 |
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| EP3930722A4 (en) | 2019-02-25 | 2022-12-28 | Bellus Health Cough Inc. | TREATMENT WITH P2X3 MODULATORS |
| AU2020232616A1 (en) * | 2019-03-01 | 2021-09-09 | Revolution Medicines, Inc. | Bicyclic heterocyclyl compounds and uses thereof |
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| US11591329B2 (en) | 2019-07-09 | 2023-02-28 | Incyte Corporation | Bicyclic heterocycles as FGFR inhibitors |
| WO2021067374A1 (en) | 2019-10-01 | 2021-04-08 | Incyte Corporation | Bicyclic heterocycles as fgfr inhibitors |
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| US11566028B2 (en) | 2019-10-16 | 2023-01-31 | Incyte Corporation | Bicyclic heterocycles as FGFR inhibitors |
| EP4620531A3 (en) | 2019-11-08 | 2025-11-26 | Revolution Medicines, Inc. | Bicyclic heteroaryl compounds and uses thereof |
| AU2020395185A1 (en) | 2019-12-04 | 2022-06-02 | Incyte Corporation | Derivatives of an FGFR inhibitor |
| JP7720840B2 (ja) | 2019-12-04 | 2025-08-08 | インサイト・コーポレイション | Ｆｇｆｒ阻害剤としての三環式複素環 |
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| TWI793704B (zh) * | 2020-08-06 | 2023-02-21 | 大陸商北京泰德製藥股份有限公司 | Sos1抑制劑、包含其的藥物組合物及其用途 |
| WO2022112491A1 (en) * | 2020-11-27 | 2022-06-02 | Chiesi Farmaceutici S.P.A. | (aza)quinoline 4-amines derivatives as p2x3 inhibitors |
| TW202304459A (zh) | 2021-04-12 | 2023-02-01 | 美商英塞特公司 | 包含ｆｇｆｒ抑制劑及ｎｅｃｔｉｎ－４靶向劑之組合療法 |
| CN115626922A (zh) * | 2021-04-29 | 2023-01-20 | 苏州恩华生物医药科技有限公司 | 5,6,7,8-四氢吡啶并[4,3-d]嘧啶-4-醇衍生物及其应用 |
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2006
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- 2006-05-04 MX MX2007013595A patent/MX2007013595A/es active IP Right Grant
- 2006-05-04 WO PCT/US2006/017614 patent/WO2006119504A2/en not_active Ceased
- 2006-05-04 ES ES06770066.6T patent/ES2552804T3/es active Active
- 2006-05-04 CA CA2606760A patent/CA2606760C/en active Active
- 2006-05-04 JP JP2008510301A patent/JP5198256B2/ja active Active
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Also Published As
| Publication number | Publication date |
|---|---|
| US8859545B2 (en) | 2014-10-14 |
| JP2008546639A (ja) | 2008-12-25 |
| EP1885369B1 (en) | 2015-09-23 |
| US20060258689A1 (en) | 2006-11-16 |
| JP2012197299A (ja) | 2012-10-18 |
| JP5722280B2 (ja) | 2015-05-20 |
| ES2552804T3 (es) | 2015-12-02 |
| WO2006119504A3 (en) | 2009-06-11 |
| JP5198256B2 (ja) | 2013-05-15 |
| CA2606760A1 (en) | 2006-11-09 |
| EP1885369A4 (en) | 2010-04-14 |
| WO2006119504A2 (en) | 2006-11-09 |
| MX2007013595A (es) | 2008-01-24 |
| US20100317676A1 (en) | 2010-12-16 |
| EP1885369A2 (en) | 2008-02-13 |
| US7745451B2 (en) | 2010-06-29 |
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