JP2011518219A5 - - Google Patents
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- Publication number
- JP2011518219A5 JP2011518219A5 JP2011506293A JP2011506293A JP2011518219A5 JP 2011518219 A5 JP2011518219 A5 JP 2011518219A5 JP 2011506293 A JP2011506293 A JP 2011506293A JP 2011506293 A JP2011506293 A JP 2011506293A JP 2011518219 A5 JP2011518219 A5 JP 2011518219A5
- Authority
- JP
- Japan
- Prior art keywords
- ylamino
- alkylene
- pyrrolo
- pyrimidin
- amino
- 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.)
- Withdrawn
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- 125000002947 alkylene group Chemical group 0.000 claims 108
- -1 amino, hydroxy Chemical group 0.000 claims 60
- 125000003545 alkoxy group Chemical group 0.000 claims 42
- 125000000217 alkyl group Chemical group 0.000 claims 42
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 40
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims 37
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims 30
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 27
- 229910052799 carbon Inorganic materials 0.000 claims 25
- 125000000623 heterocyclic group Chemical group 0.000 claims 25
- 125000003118 aryl group Chemical group 0.000 claims 20
- 125000001475 halogen functional group Chemical group 0.000 claims 20
- 229910052739 hydrogen Inorganic materials 0.000 claims 20
- 125000004043 oxo group Chemical group O=* 0.000 claims 18
- 125000001072 heteroaryl group Chemical group 0.000 claims 17
- 150000003839 salts Chemical class 0.000 claims 17
- 125000004448 alkyl carbonyl group Chemical group 0.000 claims 16
- 125000004093 cyano group Chemical group *C#N 0.000 claims 16
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims 15
- 125000001424 substituent group Chemical group 0.000 claims 15
- 125000004466 alkoxycarbonylamino group Chemical group 0.000 claims 12
- 150000001875 compounds Chemical class 0.000 claims 11
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims 8
- 125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 claims 8
- 125000004076 pyridyl group Chemical group 0.000 claims 8
- 125000004457 alkyl amino carbonyl group Chemical group 0.000 claims 7
- 229910052757 nitrogen Inorganic materials 0.000 claims 7
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 6
- 125000003806 alkyl carbonyl amino group Chemical group 0.000 claims 6
- 125000006356 alkylene carbonyl group Chemical group 0.000 claims 6
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 6
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 6
- 125000006598 aminocarbonylamino group Chemical group 0.000 claims 5
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 5
- KXDAEFPNCMNJSK-UHFFFAOYSA-N Benzamide Chemical compound NC(=O)C1=CC=CC=C1 KXDAEFPNCMNJSK-UHFFFAOYSA-N 0.000 claims 4
- 125000003282 alkyl amino group Chemical group 0.000 claims 4
- 125000005237 alkyleneamino group Chemical group 0.000 claims 4
- 125000005842 heteroatom Chemical group 0.000 claims 4
- 229910052717 sulfur Inorganic materials 0.000 claims 4
- VPQNMDJVVNHZTD-UHFFFAOYSA-N 2-[4-(4-acetylpiperazin-1-yl)anilino]-4-[4-(aminomethyl)piperidin-1-yl]-7h-pyrrolo[2,3-d]pyrimidine-5-carbonitrile Chemical compound C1CN(C(=O)C)CCN1C(C=C1)=CC=C1NC1=NC(N2CCC(CN)CC2)=C(C(=CN2)C#N)C2=N1 VPQNMDJVVNHZTD-UHFFFAOYSA-N 0.000 claims 3
- 102000042838 JAK family Human genes 0.000 claims 3
- 125000005001 aminoaryl group Chemical group 0.000 claims 3
- 210000004027 cell Anatomy 0.000 claims 3
- 201000010099 disease Diseases 0.000 claims 3
- 208000035475 disorder Diseases 0.000 claims 3
- 229910052736 halogen Inorganic materials 0.000 claims 3
- 150000002367 halogens Chemical class 0.000 claims 3
- ORTFAQDWJHRMNX-UHFFFAOYSA-N hydroxidooxidocarbon(.) Chemical group O[C]=O ORTFAQDWJHRMNX-UHFFFAOYSA-N 0.000 claims 3
- 229910052760 oxygen Inorganic materials 0.000 claims 3
- 125000004194 piperazin-1-yl group Chemical group [H]N1C([H])([H])C([H])([H])N(*)C([H])([H])C1([H])[H] 0.000 claims 3
- 208000007056 sickle cell anemia Diseases 0.000 claims 3
- MFMUWALWYSDAIX-INIZCTEOSA-N (3s)-1-[2-(4-piperazin-1-ylanilino)-7h-pyrrolo[2,3-d]pyrimidin-4-yl]pyrrolidin-3-ol Chemical compound C1[C@@H](O)CCN1C1=NC(NC=2C=CC(=CC=2)N2CCNCC2)=NC2=C1C=CN2 MFMUWALWYSDAIX-INIZCTEOSA-N 0.000 claims 2
- ISPIWMLOLHWBJV-UHFFFAOYSA-N 1-[2-(4-piperazin-1-ylanilino)-7h-pyrrolo[2,3-d]pyrimidin-4-yl]piperidine-3-carboxamide Chemical compound C1C(C(=O)N)CCCN1C1=NC(NC=2C=CC(=CC=2)N2CCNCC2)=NC2=C1C=CN2 ISPIWMLOLHWBJV-UHFFFAOYSA-N 0.000 claims 2
- DSBLPCYZGDBXSG-UHFFFAOYSA-N 1-[2-(4-piperazin-1-ylanilino)-7h-pyrrolo[2,3-d]pyrimidin-4-yl]piperidine-4-carboxamide Chemical compound C1CC(C(=O)N)CCN1C1=NC(NC=2C=CC(=CC=2)N2CCNCC2)=NC2=C1C=CN2 DSBLPCYZGDBXSG-UHFFFAOYSA-N 0.000 claims 2
- ITBJIOFDMUDQPI-UHFFFAOYSA-N 1-[2-[4-(4-acetylpiperazin-1-yl)anilino]-5-fluoropyrimidin-4-yl]piperidine-3-carboxamide Chemical compound C1CN(C(=O)C)CCN1C(C=C1)=CC=C1NC1=NC=C(F)C(N2CC(CCC2)C(N)=O)=N1 ITBJIOFDMUDQPI-UHFFFAOYSA-N 0.000 claims 2
- BKSBYMLCXXKXNA-UHFFFAOYSA-N 1-[2-[4-(4-acetylpiperazin-1-yl)anilino]-7h-pyrrolo[2,3-d]pyrimidin-4-yl]piperidine-3-carboxamide Chemical compound C1CN(C(=O)C)CCN1C(C=C1)=CC=C1NC1=NC(N2CC(CCC2)C(N)=O)=C(C=CN2)C2=N1 BKSBYMLCXXKXNA-UHFFFAOYSA-N 0.000 claims 2
- QORZSWGMEPAGEF-UHFFFAOYSA-N 1-[2-[4-(4-acetylpiperazin-1-yl)anilino]-7h-pyrrolo[2,3-d]pyrimidin-4-yl]piperidine-4-carboxamide Chemical compound C1CN(C(=O)C)CCN1C(C=C1)=CC=C1NC1=NC(N2CCC(CC2)C(N)=O)=C(C=CN2)C2=N1 QORZSWGMEPAGEF-UHFFFAOYSA-N 0.000 claims 2
- KLNYWORCDSBKLN-UHFFFAOYSA-N 1-[4-[4-[(4-piperidin-1-yl-7h-pyrrolo[2,3-d]pyrimidin-2-yl)amino]phenyl]piperazin-1-yl]ethanone Chemical compound C1CN(C(=O)C)CCN1C(C=C1)=CC=C1NC1=NC(N2CCCCC2)=C(C=CN2)C2=N1 KLNYWORCDSBKLN-UHFFFAOYSA-N 0.000 claims 2
- XQNOAAQTRVPEJY-UHFFFAOYSA-N 1-[4-[4-[(4-pyrrolidin-1-yl-7h-pyrrolo[2,3-d]pyrimidin-2-yl)amino]phenyl]piperazin-1-yl]ethanone Chemical compound C1CN(C(=O)C)CCN1C(C=C1)=CC=C1NC1=NC(N2CCCC2)=C(C=CN2)C2=N1 XQNOAAQTRVPEJY-UHFFFAOYSA-N 0.000 claims 2
- IMBSTVSBJXHUBW-SFHVURJKSA-N 1-[4-[4-[[4-[(3s)-3-hydroxypyrrolidin-1-yl]-7h-pyrrolo[2,3-d]pyrimidin-2-yl]amino]phenyl]piperazin-1-yl]ethanone Chemical compound C1CN(C(=O)C)CCN1C(C=C1)=CC=C1NC1=NC(N2C[C@@H](O)CC2)=C(C=CN2)C2=N1 IMBSTVSBJXHUBW-SFHVURJKSA-N 0.000 claims 2
- UTOCZLMILKVPEA-UHFFFAOYSA-N 1-[4-[4-[[4-[2-(aminomethyl)piperidin-1-yl]-5-fluoropyrimidin-2-yl]amino]phenyl]piperazin-1-yl]ethanone Chemical compound C1CN(C(=O)C)CCN1C(C=C1)=CC=C1NC1=NC=C(F)C(N2C(CCCC2)CN)=N1 UTOCZLMILKVPEA-UHFFFAOYSA-N 0.000 claims 2
- AMHCKXVMDFGYGX-UHFFFAOYSA-N 1-[4-[4-[[4-[4-(aminomethyl)piperidin-1-yl]-5-fluoropyrimidin-2-yl]amino]phenyl]piperazin-1-yl]ethanone Chemical compound C1CN(C(=O)C)CCN1C(C=C1)=CC=C1NC1=NC=C(F)C(N2CCC(CN)CC2)=N1 AMHCKXVMDFGYGX-UHFFFAOYSA-N 0.000 claims 2
- NSCXCHDGMQTJCY-UHFFFAOYSA-N 1-[4-[4-[[4-[4-(aminomethyl)piperidin-1-yl]-7h-pyrrolo[2,3-d]pyrimidin-2-yl]amino]phenyl]piperazin-1-yl]ethanone Chemical compound C1CN(C(=O)C)CCN1C(C=C1)=CC=C1NC1=NC(N2CCC(CN)CC2)=C(C=CN2)C2=N1 NSCXCHDGMQTJCY-UHFFFAOYSA-N 0.000 claims 2
- IFHNDWIKIZOFSN-UHFFFAOYSA-N 1-[4-[4-[[6-[4-(aminomethyl)piperidin-1-yl]-7h-purin-2-yl]amino]phenyl]piperazin-1-yl]ethanone Chemical compound C1CN(C(=O)C)CCN1C(C=C1)=CC=C1NC1=NC(N2CCC(CN)CC2)=C(N=CN2)C2=N1 IFHNDWIKIZOFSN-UHFFFAOYSA-N 0.000 claims 2
- QNDRJTWJOGGLGW-UHFFFAOYSA-N 1-[5-fluoro-2-(1h-indazol-6-ylamino)pyrimidin-4-yl]piperidine-3-carboxamide Chemical compound C1C(C(=O)N)CCCN1C1=NC(NC=2C=C3NN=CC3=CC=2)=NC=C1F QNDRJTWJOGGLGW-UHFFFAOYSA-N 0.000 claims 2
- VMVVFAMYFKESAL-UHFFFAOYSA-N 2-[4-(4-acetylpiperazin-1-yl)anilino]-4-[4-(aminomethyl)piperidin-1-yl]pyrimidine-5-carboxamide Chemical compound C1CN(C(=O)C)CCN1C(C=C1)=CC=C1NC1=NC=C(C(N)=O)C(N2CCC(CN)CC2)=N1 VMVVFAMYFKESAL-UHFFFAOYSA-N 0.000 claims 2
- WSHBDAVXQWKPGV-UHFFFAOYSA-N 4-[4-(aminomethyl)piperidin-1-yl]-5-fluoro-n-(3,4,5-trimethoxyphenyl)pyrimidin-2-amine Chemical compound COC1=C(OC)C(OC)=CC(NC=2N=C(C(F)=CN=2)N2CCC(CN)CC2)=C1 WSHBDAVXQWKPGV-UHFFFAOYSA-N 0.000 claims 2
- AIOJJUROCPYRGY-UHFFFAOYSA-N 4-[4-(aminomethyl)piperidin-1-yl]-n-(4-piperazin-1-ylphenyl)-7h-pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1CC(CN)CCN1C1=NC(NC=2C=CC(=CC=2)N2CCNCC2)=NC2=C1C=CN2 AIOJJUROCPYRGY-UHFFFAOYSA-N 0.000 claims 2
- CJZAKNKOVZAWIW-UHFFFAOYSA-N 6-[[4-[4-(aminomethyl)piperidin-1-yl]-5-fluoropyrimidin-2-yl]amino]-3,4-dihydro-1h-quinolin-2-one Chemical compound C1CC(CN)CCN1C1=NC(NC=2C=C3CCC(=O)NC3=CC=2)=NC=C1F CJZAKNKOVZAWIW-UHFFFAOYSA-N 0.000 claims 2
- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 claims 2
- 208000002903 Thalassemia Diseases 0.000 claims 2
- 125000006361 alkylene amino carbonyl group Chemical group 0.000 claims 2
- 125000000304 alkynyl group Chemical group 0.000 claims 2
- 230000000694 effects Effects 0.000 claims 2
- 208000019622 heart disease Diseases 0.000 claims 2
- 125000001841 imino group Chemical group [H]N=* 0.000 claims 2
- 208000027866 inflammatory disease Diseases 0.000 claims 2
- 230000001404 mediated effect Effects 0.000 claims 2
- XZZALAYXCNVFOZ-UHFFFAOYSA-N methyl n-[4-[[4-(cyclobutylamino)-7h-pyrrolo[2,3-d]pyrimidin-2-yl]amino]phenyl]-n-methylcarbamate Chemical compound C1=CC(N(C)C(=O)OC)=CC=C1NC1=NC(NC2CCC2)=C(C=CN2)C2=N1 XZZALAYXCNVFOZ-UHFFFAOYSA-N 0.000 claims 2
- RTPBRAGXGHSNGI-UHFFFAOYSA-N n-(4-piperazin-1-ylphenyl)-4-piperidin-1-yl-7h-pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1CCCCN1C1=NC(NC=2C=CC(=CC=2)N2CCNCC2)=NC2=C1C=CN2 RTPBRAGXGHSNGI-UHFFFAOYSA-N 0.000 claims 2
- LGSSRXTZRZRCGP-UHFFFAOYSA-N n-(4-piperazin-1-ylphenyl)-4-pyrrolidin-1-yl-7h-pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound C1CCCN1C1=NC(NC=2C=CC(=CC=2)N2CCNCC2)=NC2=C1C=CN2 LGSSRXTZRZRCGP-UHFFFAOYSA-N 0.000 claims 2
- HQXXUQWPFMATCL-UHFFFAOYSA-N n-[4-[2-(aminomethyl)piperidin-1-yl]-5-fluoropyrimidin-2-yl]-1h-indazol-6-amine Chemical compound NCC1CCCCN1C1=NC(NC=2C=C3NN=CC3=CC=2)=NC=C1F HQXXUQWPFMATCL-UHFFFAOYSA-N 0.000 claims 2
- LUQJBQPCCBQITJ-UHFFFAOYSA-N n-[4-[4-(aminomethyl)piperidin-1-yl]-5-fluoropyrimidin-2-yl]-1h-indazol-6-amine Chemical compound C1CC(CN)CCN1C1=NC(NC=2C=C3NN=CC3=CC=2)=NC=C1F LUQJBQPCCBQITJ-UHFFFAOYSA-N 0.000 claims 2
- SMQOSQSCUMJLTB-UHFFFAOYSA-N n-[4-[[4-[4-(aminomethyl)piperidin-1-yl]-5-fluoropyrimidin-2-yl]amino]phenyl]-n-methylacetamide Chemical compound C1=CC(N(C(C)=O)C)=CC=C1NC1=NC=C(F)C(N2CCC(CN)CC2)=N1 SMQOSQSCUMJLTB-UHFFFAOYSA-N 0.000 claims 2
- IKMBLWLVMKDJOW-UHFFFAOYSA-N tert-butyl n-[[1-[2-(4-carbamoylanilino)-5-fluoropyrimidin-4-yl]piperidin-4-yl]methyl]carbamate Chemical compound C1CC(CNC(=O)OC(C)(C)C)CCN1C1=NC(NC=2C=CC(=CC=2)C(N)=O)=NC=C1F IKMBLWLVMKDJOW-UHFFFAOYSA-N 0.000 claims 2
- RJPFULDFMSGSPC-UHFFFAOYSA-N tert-butyl n-[[1-[2-[4-[acetyl(methyl)amino]anilino]-5-fluoropyrimidin-4-yl]piperidin-4-yl]methyl]carbamate Chemical compound C1=CC(N(C(C)=O)C)=CC=C1NC1=NC=C(F)C(N2CCC(CNC(=O)OC(C)(C)C)CC2)=N1 RJPFULDFMSGSPC-UHFFFAOYSA-N 0.000 claims 2
- TWGVBXWKYXJGIH-UHFFFAOYSA-N tert-butyl n-[[1-[5-fluoro-2-(1h-indazol-6-ylamino)pyrimidin-4-yl]piperidin-2-yl]methyl]carbamate Chemical compound CC(C)(C)OC(=O)NCC1CCCCN1C1=NC(NC=2C=C3NN=CC3=CC=2)=NC=C1F TWGVBXWKYXJGIH-UHFFFAOYSA-N 0.000 claims 2
- DTZXUJSOKGXUCS-CYBMUJFWSA-N (2r)-2-[[2-(4-piperazin-1-ylanilino)-7h-pyrrolo[2,3-d]pyrimidin-4-yl]amino]propan-1-ol Chemical compound N=1C=2NC=CC=2C(N[C@@H](CO)C)=NC=1NC(C=C1)=CC=C1N1CCNCC1 DTZXUJSOKGXUCS-CYBMUJFWSA-N 0.000 claims 1
- DTZXUJSOKGXUCS-ZDUSSCGKSA-N (2s)-2-[[2-(4-piperazin-1-ylanilino)-7h-pyrrolo[2,3-d]pyrimidin-4-yl]amino]propan-1-ol Chemical compound N=1C=2NC=CC=2C(N[C@H](CO)C)=NC=1NC(C=C1)=CC=C1N1CCNCC1 DTZXUJSOKGXUCS-ZDUSSCGKSA-N 0.000 claims 1
- 125000006636 (C3-C8) cycloalkylcarbonyl group Chemical group 0.000 claims 1
- XZGJAHQTUQUDGB-UHFFFAOYSA-N 1-[2-(4-piperazin-1-ylanilino)-7h-purin-6-yl]piperidine-3-carboxylic acid Chemical compound C1C(C(=O)O)CCCN1C1=NC(NC=2C=CC(=CC=2)N2CCNCC2)=NC2=C1N=CN2 XZGJAHQTUQUDGB-UHFFFAOYSA-N 0.000 claims 1
- QKXBGQYQXGMLCG-UHFFFAOYSA-N 1-[2-[4-(4-acetylpiperazin-1-yl)anilino]-7h-purin-6-yl]piperidine-3-carboxylic acid Chemical compound C1CN(C(=O)C)CCN1C(C=C1)=CC=C1NC1=NC(N2CC(CCC2)C(O)=O)=C(N=CN2)C2=N1 QKXBGQYQXGMLCG-UHFFFAOYSA-N 0.000 claims 1
- XNQDTXPMUWEHIU-UHFFFAOYSA-N 1-[4-(cyclopropylamino)-2-(1h-indazol-6-ylamino)-7h-pyrrolo[2,3-d]pyrimidin-5-yl]ethanone Chemical compound C=12C(C(=O)C)=CNC2=NC(NC=2C=C3NN=CC3=CC=2)=NC=1NC1CC1 XNQDTXPMUWEHIU-UHFFFAOYSA-N 0.000 claims 1
- YPPGEPDDWNRUCU-UHFFFAOYSA-N 1-[4-[4-[(5-fluoro-4-piperazin-1-ylpyrimidin-2-yl)amino]phenyl]piperazin-1-yl]ethanone Chemical compound C1CN(C(=O)C)CCN1C(C=C1)=CC=C1NC1=NC=C(F)C(N2CCNCC2)=N1 YPPGEPDDWNRUCU-UHFFFAOYSA-N 0.000 claims 1
- UTBMAXNCUMKDHF-UHFFFAOYSA-N 1-[4-[4-[[4-(2-methoxyethylamino)-7h-pyrrolo[2,3-d]pyrimidin-2-yl]amino]phenyl]piperazin-1-yl]ethanone Chemical compound N=1C=2NC=CC=2C(NCCOC)=NC=1NC(C=C1)=CC=C1N1CCN(C(C)=O)CC1 UTBMAXNCUMKDHF-UHFFFAOYSA-N 0.000 claims 1
- PRVQGVFQRVRVNF-UHFFFAOYSA-N 1-[4-[4-[[4-(4-aminopiperidin-1-yl)-5-fluoropyrimidin-2-yl]amino]phenyl]piperazin-1-yl]ethanone Chemical compound C1CN(C(=O)C)CCN1C(C=C1)=CC=C1NC1=NC=C(F)C(N2CCC(N)CC2)=N1 PRVQGVFQRVRVNF-UHFFFAOYSA-N 0.000 claims 1
- ZNOASPNIGDFOQH-UHFFFAOYSA-N 1-[4-[4-[[4-(cyclopropylamino)-5-pyridin-4-yl-7h-pyrrolo[2,3-d]pyrimidin-2-yl]amino]phenyl]piperazin-1-yl]ethanone Chemical compound C1CN(C(=O)C)CCN1C(C=C1)=CC=C1NC1=NC(NC2CC2)=C(C(=CN2)C=3C=CN=CC=3)C2=N1 ZNOASPNIGDFOQH-UHFFFAOYSA-N 0.000 claims 1
- PSFSHWDADXKQTD-UHFFFAOYSA-N 1-[4-[4-[[4-(methylamino)-5-pyridin-4-yl-7h-pyrrolo[2,3-d]pyrimidin-2-yl]amino]phenyl]piperazin-1-yl]ethanone Chemical compound N=1C=2NC=C(C=3C=CN=CC=3)C=2C(NC)=NC=1NC(C=C1)=CC=C1N1CCN(C(C)=O)CC1 PSFSHWDADXKQTD-UHFFFAOYSA-N 0.000 claims 1
- XJTYNCJATWFGOR-UHFFFAOYSA-N 1-[4-[4-[[4-(piperidin-4-ylmethylamino)-5-pyridin-4-yl-7h-pyrrolo[2,3-d]pyrimidin-2-yl]amino]phenyl]piperazin-1-yl]ethanone Chemical compound C1CN(C(=O)C)CCN1C(C=C1)=CC=C1NC1=NC(NCC2CCNCC2)=C(C(=CN2)C=3C=CN=CC=3)C2=N1 XJTYNCJATWFGOR-UHFFFAOYSA-N 0.000 claims 1
- MFSDUZLYAOQMHU-KRWDZBQOSA-N 1-[4-[4-[[4-[(3s)-3-aminopiperidin-1-yl]-7h-pyrrolo[2,3-d]pyrimidin-2-yl]amino]phenyl]piperazin-1-yl]ethanone Chemical compound C1CN(C(=O)C)CCN1C(C=C1)=CC=C1NC1=NC(N2C[C@@H](N)CCC2)=C(C=CN2)C2=N1 MFSDUZLYAOQMHU-KRWDZBQOSA-N 0.000 claims 1
- PFQZSZKQBYZRGW-UHFFFAOYSA-N 1-[4-[4-[[4-[(4-aminocyclohexyl)amino]-7h-pyrrolo[2,3-d]pyrimidin-2-yl]amino]phenyl]piperazin-1-yl]ethanone Chemical compound C1CN(C(=O)C)CCN1C(C=C1)=CC=C1NC1=NC(NC2CCC(N)CC2)=C(C=CN2)C2=N1 PFQZSZKQBYZRGW-UHFFFAOYSA-N 0.000 claims 1
- AXPRUMVDNQHMHM-UHFFFAOYSA-N 1-[4-[4-[[4-[4-(aminomethyl)piperidin-1-yl]-5-chloropyrimidin-2-yl]amino]phenyl]piperazin-1-yl]ethanone Chemical compound C1CN(C(=O)C)CCN1C(C=C1)=CC=C1NC1=NC=C(Cl)C(N2CCC(CN)CC2)=N1 AXPRUMVDNQHMHM-UHFFFAOYSA-N 0.000 claims 1
- WVGLLIMUMJTKGE-CQSZACIVSA-N 1-[4-[4-[[4-[[(2r)-1-hydroxypropan-2-yl]amino]-7h-pyrrolo[2,3-d]pyrimidin-2-yl]amino]phenyl]piperazin-1-yl]ethanone Chemical compound N=1C=2NC=CC=2C(N[C@@H](CO)C)=NC=1NC(C=C1)=CC=C1N1CCN(C(C)=O)CC1 WVGLLIMUMJTKGE-CQSZACIVSA-N 0.000 claims 1
- WVGLLIMUMJTKGE-AWEZNQCLSA-N 1-[4-[4-[[4-[[(2s)-1-hydroxypropan-2-yl]amino]-7h-pyrrolo[2,3-d]pyrimidin-2-yl]amino]phenyl]piperazin-1-yl]ethanone Chemical compound N=1C=2NC=CC=2C(N[C@H](CO)C)=NC=1NC(C=C1)=CC=C1N1CCN(C(C)=O)CC1 WVGLLIMUMJTKGE-AWEZNQCLSA-N 0.000 claims 1
- KCWJGNYVKTXHCU-UHFFFAOYSA-N 1-[4-[4-[[5-fluoro-4-[4-(hydroxymethyl)piperidin-1-yl]pyrimidin-2-yl]amino]phenyl]piperazin-1-yl]ethanone Chemical compound C1CN(C(=O)C)CCN1C(C=C1)=CC=C1NC1=NC=C(F)C(N2CCC(CO)CC2)=N1 KCWJGNYVKTXHCU-UHFFFAOYSA-N 0.000 claims 1
- JTHRAEIOHKMUAR-UHFFFAOYSA-N 1-[4-[[4-(cyclobutylamino)-7h-pyrrolo[2,3-d]pyrimidin-2-yl]amino]phenyl]piperidin-4-ol Chemical compound C1CC(O)CCN1C(C=C1)=CC=C1NC1=NC(NC2CCC2)=C(C=CN2)C2=N1 JTHRAEIOHKMUAR-UHFFFAOYSA-N 0.000 claims 1
- DHKNMIIKOXMEOH-UHFFFAOYSA-N 1-[4-[[4-(cyclobutylamino)-7h-pyrrolo[2,3-d]pyrimidin-2-yl]amino]phenyl]sulfonylpiperidin-4-ol Chemical compound C1CC(O)CCN1S(=O)(=O)C(C=C1)=CC=C1NC1=NC(NC2CCC2)=C(C=CN2)C2=N1 DHKNMIIKOXMEOH-UHFFFAOYSA-N 0.000 claims 1
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Families Citing this family (171)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU2007322033B2 (en) | 2006-11-20 | 2013-07-11 | President And Fellows Of Harvard College | Methods, compositions, and kits for treating pain and pruritis |
| US8252803B2 (en) * | 2007-02-12 | 2012-08-28 | Merck Sharp & Dohme Corp. | Piperidine derivatives |
| US8138339B2 (en) | 2008-04-16 | 2012-03-20 | Portola Pharmaceuticals, Inc. | Inhibitors of protein kinases |
| US8063058B2 (en) | 2008-04-16 | 2011-11-22 | Portola Pharmaceuticals, Inc. | Inhibitors of syk and JAK protein kinases |
| US9273077B2 (en) | 2008-05-21 | 2016-03-01 | Ariad Pharmaceuticals, Inc. | Phosphorus derivatives as kinase inhibitors |
| MX353308B (es) | 2008-05-21 | 2018-01-08 | Ariad Pharma Inc | Derivados fosforosos como inhibidores de cinasa. |
| CN102131389A (zh) * | 2008-06-20 | 2011-07-20 | 健泰科生物技术公司 | 三唑并吡啶jak抑制剂化合物和方法 |
| WO2009155565A1 (en) * | 2008-06-20 | 2009-12-23 | Genentech, Inc. | Triazolopyridine jak inhibitor compounds and methods |
| TW201016676A (en) * | 2008-10-03 | 2010-05-01 | Astrazeneca Ab | Heterocyclic derivatives and methods of use thereof |
| US8242248B2 (en) * | 2009-03-23 | 2012-08-14 | Nodality, Inc. | Kits for multiparametric phospho analysis |
| JP6205133B2 (ja) | 2009-07-10 | 2017-09-27 | プレジデント アンド フェローズ オブ ハーバード カレッジ | 抗炎症剤としての恒久的に荷電したナトリウムおよびカルシウムチャンネルブロッカー |
| WO2011103196A1 (en) * | 2010-02-17 | 2011-08-25 | Amgen Inc. | Aryl carboxamide derivatives as sodium channel inhibitors for treatment of pain |
| TWI513694B (zh) | 2010-05-11 | 2015-12-21 | Amgen Inc | 抑制間變性淋巴瘤激酶的嘧啶化合物 |
| ES2689103T3 (es) | 2010-06-30 | 2018-11-08 | Fujifilm Corporation | Nuevo derivado de nicotinamida o sal del mismo |
| US9586961B2 (en) | 2010-07-09 | 2017-03-07 | Leo Pharma A/S | Homopiperazine derivatives as protein tyrosine kinase inhibitors and pharmaceutical use thereof |
| CN102372717B (zh) * | 2010-08-20 | 2014-06-18 | 和记黄埔医药（上海）有限公司 | 吡咯并嘧啶类化合物及其用途 |
| CA2816219C (en) * | 2010-11-01 | 2019-10-29 | Portola Pharmaceuticals, Inc. | Nicotinamides as syk modulators |
| US8754114B2 (en) | 2010-12-22 | 2014-06-17 | Incyte Corporation | Substituted imidazopyridazines and benzimidazoles as inhibitors of FGFR3 |
| CN102093364B (zh) * | 2011-01-07 | 2015-01-28 | 北京赛林泰医药技术有限公司 | 作为FAK/Pyk2抑制剂的2,4-二氨基-6,7-二氢-5H-吡咯并[2,3]嘧啶衍生物 |
| CN103476776B (zh) * | 2011-01-07 | 2016-09-28 | 北京赛林泰医药技术有限公司 | 作为FAK/Pyk2抑制剂的2,4-二氨基-6,7-二氢-5H-吡咯并[2,3]嘧啶衍生物 |
| EP2489663A1 (en) | 2011-02-16 | 2012-08-22 | Almirall, S.A. | Compounds as syk kinase inhibitors |
| EP2683716A1 (en) * | 2011-03-11 | 2014-01-15 | Glaxo Group Limited | Pyrido[3,4-b]pyrazine derivatives as syk inhibitors |
| EP2937349B1 (en) * | 2011-03-23 | 2016-12-28 | Amgen Inc. | Fused tricyclic dual inhibitors of cdk 4/6 and flt3 |
| US9139534B2 (en) | 2011-04-22 | 2015-09-22 | Signal Pharmaceuticals, Llc | Substituted diaminocarboxamide and diaminocarbonitrile pyrimidines, compositions thereof, and methods of treatment therewith |
| EP2704572B1 (en) | 2011-05-04 | 2015-12-30 | Ariad Pharmaceuticals, Inc. | Compounds for inhibiting cell proliferation in egfr-driven cancers |
| EP2706853B1 (en) | 2011-05-10 | 2017-06-14 | Merck Sharp & Dohme Corp. | Aminopyrimidines as syk inhibitors |
| CA2834062A1 (en) | 2011-05-10 | 2012-11-15 | Merck Sharp & Dohme Corp. | Pyridyl aminopyridines as syk inhibitors |
| US9145391B2 (en) | 2011-05-10 | 2015-09-29 | Merck Sharp & Dohme Corp. | Bipyridylaminopyridines as Syk inhibitors |
| EP2554544A1 (en) | 2011-08-01 | 2013-02-06 | Almirall, S.A. | Pyridin-2(1h)-one derivatives as jak inhibitors |
| US9216173B2 (en) | 2011-10-05 | 2015-12-22 | Merck Sharp & Dohme Corp. | 2-Pyridyl carboxamide-containing spleen tyrosine kinase (SYK) inhibitors |
| EP2763975B1 (en) | 2011-10-05 | 2016-04-06 | Merck Sharp & Dohme Corp. | 3-pyridyl carboxamide-containing spleen tyrosine kinase (syk) inhibitors |
| WO2013052391A1 (en) | 2011-10-05 | 2013-04-11 | Merck Sharp & Dohme Corp. | PHENYL CARBOXAMIDE-CONTAINING SPLEEN TYROSINE KINASE (Syk) INHIBITORS |
| MX363551B (es) | 2011-11-23 | 2019-03-27 | Portola Pharmaceuticals Inc Star | Compuestos derivados de pirazina como inhibidores de cinasa. |
| EP2799431B1 (en) | 2011-12-28 | 2018-01-24 | FUJIFILM Corporation | Novel nicotinamide derivative or salt thereof |
| WO2013106792A1 (en) | 2012-01-13 | 2013-07-18 | Acea Biosciences Inc. | Heterocyclic compounds and uses as anticancer agents. |
| US9586965B2 (en) | 2012-01-13 | 2017-03-07 | Acea Biosciences Inc. | Pyrrolo[2,3-d]pyrimidine compounds as inhibitors of protein kinases |
| US9034885B2 (en) | 2012-01-13 | 2015-05-19 | Acea Biosciences Inc. | EGFR modulators and uses thereof |
| US9464089B2 (en) | 2012-01-13 | 2016-10-11 | Acea Biosciences Inc. | Heterocyclic compounds and uses thereof |
| WO2013169401A1 (en) | 2012-05-05 | 2013-11-14 | Ariad Pharmaceuticals, Inc. | Compounds for inhibiting cell proliferation in egfr-driven cancers |
| RS58514B1 (sr) | 2012-06-13 | 2019-04-30 | Incyte Holdings Corp | Supstituisana triciklična jedinjenja kao inhibitori fgfr |
| EP2863913B1 (en) | 2012-06-20 | 2018-09-12 | Merck Sharp & Dohme Corp. | Imidazolyl analogs as syk inhibitors |
| EP2863914B1 (en) | 2012-06-20 | 2018-10-03 | Merck Sharp & Dohme Corp. | Pyrazolyl derivatives as syk inhibitors |
| EP2863915B1 (en) | 2012-06-22 | 2017-12-06 | Merck Sharp & Dohme Corp. | SUBSTITUTED DIAZINE AND TRIAZINE SPLEEN TYROSINE KINASE (Syk) INHIBITORS |
| EP2863916B1 (en) | 2012-06-22 | 2018-07-18 | Merck Sharp & Dohme Corp. | Substituted pyridine spleen tyrosine kinase (syk) inhibitors |
| EP2867236B1 (en) | 2012-06-29 | 2017-06-14 | Pfizer Inc | Novel 4-(substituted-amino)-7h-pyrrolo[2,3-d]pyrimidines as lrrk2 inhibitors |
| US9388185B2 (en) | 2012-08-10 | 2016-07-12 | Incyte Holdings Corporation | Substituted pyrrolo[2,3-b]pyrazines as FGFR inhibitors |
| WO2014026467A1 (zh) | 2012-08-14 | 2014-02-20 | 山东轩竹医药科技有限公司 | 双环取代的嘧啶类化合物 |
| US9353066B2 (en) | 2012-08-20 | 2016-05-31 | Merck Sharp & Dohme Corp. | Substituted phenyl-Spleen Tyrosine Kinase (Syk) inhibitors |
| WO2014048065A1 (en) | 2012-09-28 | 2014-04-03 | Merck Sharp & Dohme Corp. | Triazolyl derivatives as syk inhibitors |
| WO2014060371A1 (en) * | 2012-10-19 | 2014-04-24 | F. Hoffmann-La Roche Ag | Inhibitors of syk |
| NZ746607A (en) | 2012-11-21 | 2019-11-29 | Ptc Therapeutics Inc | Substituted reverse pyrimidine bmi-1 inhibitors |
| US10130632B2 (en) | 2012-11-27 | 2018-11-20 | Beth Israel Deaconess Medical Center, Inc. | Methods for treating renal disease |
| EP2931281B1 (en) | 2012-12-12 | 2018-01-17 | Merck Sharp & Dohme Corp. | Amino-pyrimidine-containing spleen tyrosine kinase inhibitors |
| US9266892B2 (en) | 2012-12-19 | 2016-02-23 | Incyte Holdings Corporation | Fused pyrazoles as FGFR inhibitors |
| PE20151995A1 (es) * | 2013-01-16 | 2016-01-13 | Signal Pharm Llc | Compuestos sustituidos de pirrolopirimidina, composiciones de los mismos, y metodos de tratamiento con los mismos |
| US9708326B2 (en) | 2013-02-25 | 2017-07-18 | Pharmacyclics Llc | Inhibitors of bruton's tyrosine kinase |
| EP2970138B1 (en) | 2013-03-13 | 2019-01-16 | Canadian Blood Services | Pyrazole derivatives and their uses thereof |
| US9611283B1 (en) | 2013-04-10 | 2017-04-04 | Ariad Pharmaceuticals, Inc. | Methods for inhibiting cell proliferation in ALK-driven cancers |
| PH12015502383B1 (en) | 2013-04-19 | 2023-02-03 | Incyte Holdings Corp | Bicyclic heterocycles as fgfr inhibitors |
| WO2014176210A1 (en) | 2013-04-26 | 2014-10-30 | Merck Sharp & Dohme Corp. | Thiazole-substituted aminoheteroaryls as spleen tyrosine kinase inhibitors |
| EP2988749B1 (en) | 2013-04-26 | 2019-08-14 | Merck Sharp & Dohme Corp. | Thiazole-substituted aminopyrimidines as spleen tyrosine kinase inhibitors |
| CN104177363B (zh) * | 2013-05-24 | 2018-06-05 | 江苏先声药业有限公司 | 双环杂环胺类Hedgehog信号通路抑制剂 |
| KR101657616B1 (ko) * | 2013-05-24 | 2016-09-19 | 주식회사유한양행 | 피리미딘 고리를 포함하는 바이사이클릭 유도체 및 그의 제조방법 |
| KR102173433B1 (ko) | 2013-07-11 | 2020-11-04 | 에이시아 바이오사이언시스 인코포레이티드. | 키나아제 억제제로써의 피리미딘 유도체 |
| EA034866B1 (ru) | 2013-08-30 | 2020-03-31 | ПиТиСи ТЕРАПЬЮТИКС, ИНК. | Замещенные пиримидиновые ингибиторы bmi-1 |
| KR101879422B1 (ko) | 2013-09-18 | 2018-07-17 | 베이징 한미 파마슈티컬 컴퍼니 리미티드 | Btk 및/또는 jak3 키나제의 활성을 억제하는 화합물 |
| BR112016008632A8 (pt) * | 2013-10-21 | 2020-03-17 | Merck Patent Gmbh | compostos de heteroarila como inibidores de btk, seus usos, e composição farmacêutica |
| WO2015076800A1 (en) | 2013-11-21 | 2015-05-28 | Ptc Therapeutics, Inc. | Substituted pyridine and pyrazine bmi-1 inhibitors |
| US9382246B2 (en) | 2013-12-05 | 2016-07-05 | Pharmacyclics Llc | Inhibitors of Bruton's tyrosine kinase |
| EP3083618B1 (en) | 2013-12-17 | 2018-02-21 | Pfizer Inc | Novel 3,4-disubstituted-1h-pyrrolo[2,3-b]pyridines and 4,5-disubstituted-7h-pyrrolo[2,3-c]pyridazines as lrrk2 inhibitors |
| US9822107B2 (en) | 2013-12-20 | 2017-11-21 | Merck Sharp & Dohme Corp. | Thiazole-substituted aminoheteroaryls as spleen tyrosine kinase inhibitors |
| WO2015095444A1 (en) | 2013-12-20 | 2015-06-25 | Merck Sharp & Dohme Corp. | Thiazole-substituted aminoheteroaryls as spleen tyrosine kinase inhibitors |
| WO2015094997A1 (en) | 2013-12-20 | 2015-06-25 | Merck Sharp & Dohme Corp. | Thiazole-substituted aminoheteroaryls as spleen tyrosine kinase inhibitors |
| WO2015107494A1 (en) | 2014-01-17 | 2015-07-23 | Novartis Ag | 1 -(triazin-3-yi_/pyridazin-3-yl)-piper(-azine)idine derivatives and compositions thereof for inhibiting the activity of shp2 |
| ES2699351T3 (es) | 2014-01-17 | 2019-02-08 | Novartis Ag | Derivados de 1-piridazin/triazin-3-il-piper(-azina)/idina/pirolidina y composiciones de las mismas para inhibir la actividad de SHP2 |
| JO3517B1 (ar) | 2014-01-17 | 2020-07-05 | Novartis Ag | ان-ازاسبيرو الكان حلقي كبديل مركبات اريل-ان مغايرة وتركيبات لتثبيط نشاط shp2 |
| GB201401086D0 (en) * | 2014-01-23 | 2014-03-12 | Galapagos Nv | Novel compounds and pharmaceutical compositions thereof for the treatment of inflammatory disorders |
| NZ715903A (en) | 2014-01-30 | 2017-06-30 | Signal Pharm Llc | Solid forms of 2-(tert-butylamino)-4-((1r,3r,4r)-3-hydroxy-4-methylcyclohexylamino)-pyrimidine-5-carboxamide, compositions thereof and methods of their use |
| WO2015138273A1 (en) | 2014-03-13 | 2015-09-17 | Merck Sharp & Dohme Corp. | 2-pyrazine carboxamides as spleen tyrosine kinase inhibitors |
| WO2015148867A1 (en) * | 2014-03-28 | 2015-10-01 | Calitor Sciences, Llc | Substituted heteroaryl compounds and methods of use |
| JP2017518737A (ja) | 2014-04-21 | 2017-07-13 | ミレニアム ファーマシューティカルズ， インコーポレイテッドＭｉｌｌｅｎｎｉｕｍ Ｐｈａｒｍａｃｅｕｔｉｃａｌｓ， Ｉｎｃ． | ＳＹＫ標的治療薬のための抗ｐＳＹＫ抗体分子及びその使用 |
| CN104086551B (zh) * | 2014-06-06 | 2016-09-21 | 人福医药集团股份公司 | 化合物及其制备方法和用途 |
| NZ629796A (en) | 2014-07-14 | 2015-12-24 | Signal Pharm Llc | Amorphous form of 4-((4-(cyclopentyloxy)-5-(2-methylbenzo[d]oxazol-6-yl)-7h-pyrrolo[2,3-d]pyrimidin-2-yl)amino)-3-methoxy-n-methylbenzamide, compositions thereof and methods of their use |
| WO2016010886A1 (en) * | 2014-07-14 | 2016-01-21 | Signal Pharmaceuticals, Llc | Methods of treating a cancer using substituted pyrrolopyrimidine compounds, compositions thereof |
| US10851105B2 (en) | 2014-10-22 | 2020-12-01 | Incyte Corporation | Bicyclic heterocycles as FGFR4 inhibitors |
| US9513297B2 (en) | 2014-12-16 | 2016-12-06 | Signal Pharmaceuticals, Llc | Methods for measurement of inhibition of c-Jun N-terminal kinase in skin |
| CN107108524A (zh) | 2014-12-16 | 2017-08-29 | 西格诺药品有限公司 | 2‑(叔丁基氨基)‑4‑((1r,3r,4r)‑3‑羟基‑4‑甲基环己基氨基)‑嘧啶‑5‑甲酰胺的配制物 |
| CA2973949C (en) * | 2015-01-16 | 2023-07-11 | The General Hospital Corporation | Compounds for improving mrna splicing |
| EP3250557B1 (en) | 2015-01-29 | 2024-11-20 | Signal Pharmaceuticals, LLC | Isotopologues of 2-(tert-butylamino)-4-((1r,3r,4r)-3-hydroxy-4-methylcyclohexylamino)-pyrimidine-5-carboxamide |
| CN105837577B (zh) * | 2015-02-02 | 2019-01-25 | 四川大学 | 1-(嘧啶-4-基)3-胺基哌啶衍生物及其制备方法和用途 |
| CN107801397B (zh) * | 2015-02-13 | 2021-07-30 | 达纳－法伯癌症研究所公司 | Lrrk2抑制剂及其制备和使用方法 |
| MA41551A (fr) | 2015-02-20 | 2017-12-26 | Incyte Corp | Hétérocycles bicycliques utilisés en tant qu'inhibiteurs de fgfr4 |
| TWI712601B (zh) | 2015-02-20 | 2020-12-11 | 美商英塞特公司 | 作為fgfr抑制劑之雙環雜環 |
| US9580423B2 (en) | 2015-02-20 | 2017-02-28 | Incyte Corporation | Bicyclic heterocycles as FGFR4 inhibitors |
| CN106188060A (zh) * | 2015-04-29 | 2016-12-07 | 厦门大学 | 嘧啶并吡咯类化合物、其制备方法、药用组合物及其应用 |
| US10287266B2 (en) | 2015-06-19 | 2019-05-14 | Novartis Ag | Compounds and compositions for inhibiting the activity of SHP2 |
| WO2016203405A1 (en) | 2015-06-19 | 2016-12-22 | Novartis Ag | Compounds and compositions for inhibiting the activity of shp2 |
| EP3310779B1 (en) | 2015-06-19 | 2019-05-08 | Novartis AG | Compounds and compositions for inhibiting the activity of shp2 |
| MX2017016325A (es) | 2015-06-22 | 2018-03-02 | Ono Pharmaceutical Co | Compuesto inhibidor de cinasa de tumor de mama (brk). |
| ES2854703T3 (es) * | 2015-07-09 | 2021-09-22 | Merck Patent Gmbh | Compuestos de heteroarilo como inhibidores de BTK y usos de los mismos |
| WO2017011720A1 (en) * | 2015-07-16 | 2017-01-19 | Signal Pharmaceuticals, Llc | Solod forms 4-((4-(cyclopentyloxy)-5-(2-methylbenzo[d] oxazol-6-yl)17h-pyrrolo[2,3-d]pyrimidin-2-yl)amino)-3-methoxy-n-methylbenzamide, compositions thereof and methods of their use |
| CN107922287B (zh) | 2015-07-24 | 2021-04-09 | 细胞基因公司 | 合成(1r,2r,5r)-5-氨基-2-甲基环己醇盐酸盐的方法和其中可用的中间体 |
| KR20180069782A (ko) | 2015-08-03 | 2018-06-25 | 프레지던트 앤드 펠로우즈 오브 하바드 칼리지 | 하전 이온 채널 블록커 및 이용 방법 |
| KR102110573B1 (ko) | 2015-08-13 | 2020-05-13 | 베이징 한미 파마슈티컬 컴퍼니 리미티드 | Irak4억제제 및 이의 용도 |
| US10562902B2 (en) | 2015-08-13 | 2020-02-18 | Beijing Hanmi Pharmaceutical Co., Ltd. | IRAK4 inhibitor and use thereof |
| RU2722149C1 (ru) | 2015-09-14 | 2020-05-27 | Пфайзер Инк. | Новые производные имидазо[4,5-c] хинолинов и имидазо[4,5-c][1,5] нафтиридинов в качестве ингибиторов LRRK2 |
| WO2017059280A1 (en) * | 2015-10-02 | 2017-04-06 | The University Of North Carolina At Chapel Hill | Novel pan-tam inhibitors and mer/axl dual inhibitors |
| JP6889494B2 (ja) | 2015-10-09 | 2021-06-18 | エイシア セラピューティクス， インコーポレイテッド | ピロロピリミジンキナーゼ阻害剤の薬学的塩、物理的形態、および組成物、ならびにそれらを作製する方法 |
| WO2017148995A1 (en) | 2016-03-04 | 2017-09-08 | Bayer Pharma Aktiengesellschaft | 1-(pyrimidin-2-yl)-1h-indazoles having bub1 kinase inhibiting activity |
| US10711002B2 (en) | 2016-04-21 | 2020-07-14 | The Royal Institution For The Advancement Of Learning/Mcgill University | Purine compounds and method for the treatment of cancer |
| WO2017216706A1 (en) | 2016-06-14 | 2017-12-21 | Novartis Ag | Compounds and compositions for inhibiting the activity of shp2 |
| EP3475263B1 (en) | 2016-06-27 | 2022-12-28 | Rigel Pharmaceuticals, Inc. | 2,4-diamino-pyrimidine compounds and their use as irak4 inhibitors |
| CN106187899B (zh) * | 2016-06-28 | 2019-07-16 | 绍兴文理学院 | 一种氟代氮杂芳烃的合成方法 |
| MX388591B (es) | 2016-06-30 | 2025-03-20 | Daewoong Pharmaceutical Co Ltd | Derivados de pirazolopirimidina como inhibidor de cinasa. |
| CN106349224A (zh) * | 2016-08-03 | 2017-01-25 | 山东大学 | 一种含有4‑氨基‑(1h)‑吡唑结构的jak激酶抑制剂及其制备方法和应用 |
| KR102477063B1 (ko) * | 2016-10-28 | 2022-12-12 | 브리스톨-마이어스 스큅 컴퍼니 | Il-12, il-23 및/또는 ifn 알파 반응의 조정제로서 유용한 헤테로비시클릭 화합물 |
| CN110691782A (zh) * | 2016-12-01 | 2020-01-14 | 艾普托斯生物科学公司 | 作为brd4和jak2双重抑制剂的稠合的嘧啶化合物及其使用方法 |
| ES2909234T3 (es) * | 2016-12-21 | 2022-05-05 | Ono Pharmaceutical Co | Compuestos de 6-amino-7,9-dihidro-8H-purin-8-ona como inhibidores de Brk |
| CA3048340A1 (en) | 2017-01-10 | 2018-07-19 | Novartis Ag | Pharmaceutical combination comprising an alk inhibitor and a shp2 inhibitor |
| EP3587422A4 (en) * | 2017-02-22 | 2020-05-06 | Daegu-Gyeongbuk Medical Innovation Foundation | PYRROLOPYRIMIDINE DERIVATIVE COMPOUND, PRODUCTION METHOD THEREFOR, AND PHARMACEUTICAL COMPOSITION WITH THIS COMPOUND AS AN ACTIVE SUBSTANCE FOR PREVENTING OR TREATING PROTEIN KINASE-RELATED DISEASE |
| AU2017408099A1 (en) | 2017-04-07 | 2019-11-07 | ACEA Therapeutics, Inc. | Pharmaceutical salts, physical forms, and compositions of pyrrolopyrimidine kinase inhibitors, and methods of making same |
| AR111960A1 (es) | 2017-05-26 | 2019-09-04 | Incyte Corp | Formas cristalinas de un inhibidor de fgfr y procesos para su preparación |
| WO2019043208A1 (en) | 2017-09-04 | 2019-03-07 | F. Hoffmann-La Roche Ag | DIHYDROQUINOLINONES |
| KR20190043437A (ko) * | 2017-10-18 | 2019-04-26 | 씨제이헬스케어 주식회사 | 단백질 키나제 억제제로서의 헤테로고리 화합물 |
| RU2758370C1 (ru) | 2017-12-28 | 2021-10-28 | Даевунг Фармасьютикал Ко., Лтд. | Производные оксифторпиперидина в качестве ингибитора киназы |
| HRP20241288T1 (hr) | 2018-05-04 | 2024-12-06 | Incyte Corporation | Čvrsti oblici fgfr inhibitora i postupci za njihovu proizvodnju |
| AU2019262579B2 (en) | 2018-05-04 | 2024-09-12 | Incyte Corporation | Salts of an FGFR inhibitor |
| KR102195348B1 (ko) | 2018-11-15 | 2020-12-24 | 에이치케이이노엔 주식회사 | 단백질 키나제 억제제로서의 신규 화합물 및 이를 포함하는 약제학적 조성물 |
| AU2020209789A1 (en) * | 2019-01-18 | 2021-09-16 | Voronoi Co., Ltd. | Pyrrolopyrimidine derivative, and pharmaceutical composition for preventing or treating protein kinase-related disease comprising same as active ingredient |
| EP3915985A4 (en) | 2019-01-18 | 2022-09-28 | Voronoi Co., Ltd. | PYRROLOPYRIDE DERIVATIVE AND USE THEREOF FOR THE PREVENTION AND TREATMENT OF PROTEIN KINASE RELATED DISEASES |
| US11628162B2 (en) | 2019-03-08 | 2023-04-18 | Incyte Corporation | Methods of treating cancer with an FGFR inhibitor |
| US10828287B2 (en) | 2019-03-11 | 2020-11-10 | Nocion Therapeutics, Inc. | Charged ion channel blockers and methods for use |
| AU2020235888A1 (en) | 2019-03-11 | 2021-09-30 | Nocion Therapeutics, Inc. | Charged ION channel blockers and methods for use |
| US10934263B2 (en) | 2019-03-11 | 2021-03-02 | Nocion Therapeutics, Inc. | Charged ion channel blockers and methods for use |
| US10780083B1 (en) | 2019-03-11 | 2020-09-22 | Nocion Therapeutics, Inc. | Charged ion channel blockers and methods for use |
| MX2021010869A (es) | 2019-03-11 | 2022-01-19 | Nocion Therapeutics Inc | Bloqueadores de canales iónicos sustituidos por éster y métodos para su uso. |
| EA202192575A1 (ru) | 2019-03-21 | 2022-01-14 | Онксео | Соединения dbait в сочетании с ингибиторами киназ для лечения рака |
| WO2020235902A1 (ko) * | 2019-05-17 | 2020-11-26 | 주식회사 보로노이 | 헤테로고리 융합 피리미딘 유도체 및 이의 용도 |
| CN110317176A (zh) * | 2019-07-04 | 2019-10-11 | 沈阳药科大学 | 2-氨基嘧啶类化合物及其用途 |
| US11591329B2 (en) | 2019-07-09 | 2023-02-28 | Incyte Corporation | Bicyclic heterocycles as FGFR inhibitors |
| US20220372135A1 (en) | 2019-09-27 | 2022-11-24 | Disc Medicine, Inc. | Methods for treating myelofibrosis and related conditions |
| WO2021067374A1 (en) | 2019-10-01 | 2021-04-08 | Incyte Corporation | Bicyclic heterocycles as fgfr inhibitors |
| CA3157361A1 (en) | 2019-10-14 | 2021-04-22 | Incyte Corporation | Bicyclic heterocycles as fgfr inhibitors |
| WO2021076728A1 (en) | 2019-10-16 | 2021-04-22 | Incyte Corporation | Bicyclic heterocycles as fgfr inhibitors |
| CN114828845A (zh) | 2019-11-06 | 2022-07-29 | 诺西恩医疗公司 | 带电的离子通道阻滞剂及其使用方法 |
| US10933055B1 (en) | 2019-11-06 | 2021-03-02 | Nocion Therapeutics, Inc. | Charged ion channel blockers and methods for use |
| CN114761006A (zh) | 2019-11-08 | 2022-07-15 | Inserm(法国国家健康医学研究院) | 对激酶抑制剂产生耐药性的癌症的治疗方法 |
| CA3163875A1 (en) | 2019-12-04 | 2021-06-10 | Incyte Corporation | Tricyclic heterocycles as fgfr inhibitors |
| JP7832891B2 (ja) | 2019-12-04 | 2026-03-18 | インサイト・コーポレイション | Ｆｇｆｒ阻害剤の誘導体 |
| US12012409B2 (en) | 2020-01-15 | 2024-06-18 | Incyte Corporation | Bicyclic heterocycles as FGFR inhibitors |
| WO2021148581A1 (en) | 2020-01-22 | 2021-07-29 | Onxeo | Novel dbait molecule and its use |
| CN119118953A (zh) | 2020-03-11 | 2024-12-13 | 诺西恩医疗公司 | 带电的离子通道阻滞剂及其使用方法 |
| US12162851B2 (en) | 2020-03-11 | 2024-12-10 | Nocion Therapeutics, Inc. | Charged ion channel blockers and methods for use |
| KR20230012539A (ko) | 2020-05-13 | 2023-01-26 | 디스크 메디슨, 인크. | 골수섬유증을 치료하기 위한 항-헤모주벨린 (hjv) 항체 |
| WO2021238908A1 (zh) * | 2020-05-25 | 2021-12-02 | 上海翰森生物医药科技有限公司 | 杂芳类衍生物的盐、晶型及其制备方法 |
| CN113717194B (zh) * | 2020-05-25 | 2026-03-20 | 上海翰森生物医药科技有限公司 | 杂芳类衍生物的盐及其制备方法 |
| CN113717202B (zh) * | 2020-05-25 | 2025-10-17 | 上海翰森生物医药科技有限公司 | 杂芳类衍生物的自由碱晶型及其制备方法 |
| CN112107580A (zh) * | 2020-09-29 | 2020-12-22 | 北京鑫开元医药科技有限公司 | 一种脾酪氨酸激酶抑制剂的制剂组合物及其制备方法 |
| CN111892580B (zh) * | 2020-09-29 | 2021-02-05 | 北京鑫开元医药科技有限公司 | 一种2-氨基-4-(异吲哚啉-2-基)嘧啶-5-甲酰胺衍生物、制备方法及应用 |
| KR20220081631A (ko) | 2020-12-09 | 2022-06-16 | 보로노이 주식회사 | 염증성 질환의 예방 및/또는 치료를 위한 피롤로-피리딘 유도체 화합물의 신규 용도 |
| WO2022203466A1 (ko) * | 2021-03-26 | 2022-09-29 | 주식회사 스탠다임 | Lrrk2에 대해 저해 활성을 갖는 신규한 페닐아미노피리미딘 화합물 및 이의 용도 |
| WO2022221170A1 (en) | 2021-04-12 | 2022-10-20 | Incyte Corporation | Combination therapy comprising an fgfr inhibitor and a nectin-4 targeting agent |
| KR20240004539A (ko) * | 2021-04-30 | 2024-01-11 | 위겐 바이오메더슨 테크널러지 (상하이) 컴퍼니 리미티드 | Wee-1 억제제로서의 축합 고리 화합물, 그를 위한 제조 방법 및 그의 용도 |
| CA3220155A1 (en) | 2021-06-09 | 2022-12-15 | Incyte Corporation | Tricyclic heterocycles as fgfr inhibitors |
| US11939331B2 (en) | 2021-06-09 | 2024-03-26 | Incyte Corporation | Tricyclic heterocycles as FGFR inhibitors |
| CN118103371A (zh) * | 2021-09-18 | 2024-05-28 | 山东新时代药业有限公司 | 一种egfr抑制剂及其制备方法和用途 |
| US20250051337A1 (en) * | 2021-09-28 | 2025-02-13 | Sanford Burnham Prebys Medical Discovery Institute | Inhibitors of serine/threonine protein kinase stk3 or stk4 and uses thereof |
| US12084453B2 (en) | 2021-12-10 | 2024-09-10 | Incyte Corporation | Bicyclic amines as CDK12 inhibitors |
| CN116813550A (zh) * | 2022-03-28 | 2023-09-29 | 上海医药工业研究院有限公司 | 吲唑类衍生物、其制备方法、药物组合物及应用 |
| CN118005609B (zh) * | 2022-11-09 | 2025-06-17 | 沈阳药科大学 | 2-氨基嘧啶类化合物及其用途 |
| US20250320206A1 (en) * | 2024-03-27 | 2025-10-16 | Gilead Sciences, Inc. | Stat6 degraders |
Family Cites Families (81)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5728536A (en) | 1993-07-29 | 1998-03-17 | St. Jude Children's Research Hospital | Jak kinases and regulation of Cytokine signal transduction |
| WO1996037064A1 (de) * | 1995-05-19 | 1996-11-21 | Siemens Aktiengesellschaft | Verfahren zum rechnergestützten austausch kryptographischer schlüssel zwischen einer ersten computereinheit und einer zweiten computereinheit |
| US6316635B1 (en) | 1995-06-07 | 2001-11-13 | Sugen, Inc. | 2-indolinone derivatives as modulators of protein kinase activity |
| US6696448B2 (en) | 1996-06-05 | 2004-02-24 | Sugen, Inc. | 3-(piperazinylbenzylidenyl)-2-indolinone compounds and derivatives as protein tyrosine kinase inhibitors |
| US6486185B1 (en) | 1997-05-07 | 2002-11-26 | Sugen, Inc. | 3-heteroarylidene-2-indolinone protein kinase inhibitors |
| US6316429B1 (en) | 1997-05-07 | 2001-11-13 | Sugen, Inc. | Bicyclic protein kinase inhibitors |
| GB9718913D0 (en) | 1997-09-05 | 1997-11-12 | Glaxo Group Ltd | Substituted oxindole derivatives |
| US6133305A (en) | 1997-09-26 | 2000-10-17 | Sugen, Inc. | 3-(substituted)-2-indolinones compounds and use thereof as inhibitors of protein kinase activity |
| WO2000000202A1 (en) | 1998-06-30 | 2000-01-06 | Parker Hughes Institute | Method for inhibiting c-jun expression using jak-3 inhibitors |
| KR20010089171A (ko) | 1998-08-21 | 2001-09-29 | 추후제출 | 퀴나졸린 유도체 |
| GB9828511D0 (en) | 1998-12-24 | 1999-02-17 | Zeneca Ltd | Chemical compounds |
| US6841567B1 (en) | 1999-02-12 | 2005-01-11 | Cephalon, Inc. | Cyclic substituted fused pyrrolocarbazoles and isoindolones |
| GB9904995D0 (en) | 1999-03-04 | 1999-04-28 | Glaxo Group Ltd | Substituted aza-oxindole derivatives |
| US6624171B1 (en) | 1999-03-04 | 2003-09-23 | Smithkline Beecham Corporation | Substituted aza-oxindole derivatives |
| US6080747A (en) | 1999-03-05 | 2000-06-27 | Hughes Institute | JAK-3 inhibitors for treating allergic disorders |
| GB9905075D0 (en) * | 1999-03-06 | 1999-04-28 | Zeneca Ltd | Chemical compounds |
| US7125875B2 (en) | 1999-04-15 | 2006-10-24 | Bristol-Myers Squibb Company | Cyclic protein tyrosine kinase inhibitors |
| US7655423B2 (en) | 1999-06-14 | 2010-02-02 | Henry Ford Health System | Nitric oxide donors for inducing neurogenesis |
| GB9918035D0 (en) * | 1999-07-30 | 1999-09-29 | Novartis Ag | Organic compounds |
| CA2392554A1 (en) | 1999-11-30 | 2001-06-28 | Parker Hughes Institute | Inhibitors of thrombin induced platelet aggregation |
| DE60037345T2 (de) | 1999-12-10 | 2008-11-13 | Pfizer Products Inc., Groton | Pyrrolo(2,3-d)pyrimidin-Verbindungen |
| CO5271715A1 (es) | 1999-12-21 | 2003-04-30 | Sugen Inc | 7-aza-indolin-2-onas sustituidas en 4 y su uso como inhibidores de proteiuna quinasa |
| US20020065270A1 (en) | 1999-12-28 | 2002-05-30 | Moriarty Kevin Joseph | N-heterocyclic inhibitors of TNF-alpha expression |
| EP1250137B1 (en) | 2000-01-24 | 2007-08-15 | Genzyme Corporation | Jak/stat pathway inhibitors and the use thereof for the treatment of primary generalized osteoarthritis |
| JP4739632B2 (ja) | 2000-02-05 | 2011-08-03 | バーテックス ファーマシューティカルズ インコーポレイテッド | Ｅｒｋのインヒビターとして有用なピラゾール組成物 |
| KR20010111298A (ko) | 2000-02-05 | 2001-12-17 | 버텍스 파마슈티칼스 인코포레이티드 | Ｅｒｋ의 억제제로서 유용한 피라졸 조성물 |
| GB0004888D0 (en) | 2000-03-01 | 2000-04-19 | Astrazeneca Uk Ltd | Chemical compounds |
| US6608048B2 (en) | 2000-03-28 | 2003-08-19 | Wyeth Holdings | Tricyclic protein kinase inhibitors |
| AR028261A1 (es) | 2000-03-28 | 2003-04-30 | Wyeth Corp | Inhibidores triciclicos de la proteina quinasa |
| ATE423120T1 (de) | 2000-06-26 | 2009-03-15 | Pfizer Prod Inc | Pyrroloä2,3-düpyrimidin verbindungen als immunosuppressive wirkstoffe |
| AU2001229722A1 (en) | 2000-11-29 | 2002-06-11 | Parker Hughes Institute | Inhibitors of thrombin induced platelet aggregation |
| US20020115173A1 (en) * | 2000-12-11 | 2002-08-22 | Children's Medical Center Corporation | Short peptides from the 'A-region' of protein kinases which selectively modulate protein kinase activity |
| WO2002055517A2 (en) | 2000-12-20 | 2002-07-18 | Jingrong Cui | 4-(hetero)aryl substituted indolinones |
| BR0116452A (pt) | 2000-12-21 | 2003-09-30 | Glaxo Group Ltd | Composto, composição farmacêutica, uso de um composto |
| FR2818642B1 (fr) | 2000-12-26 | 2005-07-15 | Hoechst Marion Roussel Inc | Nouveaux derives de la purine, leur procede de preparation, leur application a titre de medicaments, compositions pharmaceutiques et nouvelle utilistion |
| US20040102455A1 (en) | 2001-01-30 | 2004-05-27 | Burns Christopher John | Method of inhibiting kinases |
| AUPR279101A0 (en) | 2001-01-30 | 2001-02-22 | Cytopia Pty Ltd | Protein kinase signalling |
| BR0209774A (pt) * | 2001-05-29 | 2004-06-01 | Schering Ag | Pirimidinas inibidoras de cdk, sua preparação e aplicação como medicamento |
| US7301023B2 (en) | 2001-05-31 | 2007-11-27 | Pfizer Inc. | Chiral salt resolution |
| CA2450769A1 (en) | 2001-06-15 | 2002-12-27 | Vertex Pharmaceuticals Incorporated | 5-(2-aminopyrimidin-4-yl) benzisoxazoles as protein kinase inhibitors |
| US6433018B1 (en) | 2001-08-31 | 2002-08-13 | The Research Foundation Of State University Of New York | Method for reducing hypertrophy and ischemia |
| WO2003020698A2 (en) | 2001-09-06 | 2003-03-13 | Prochon Biotech Ltd. | Protein tyrosine kinase inhibitors |
| US6777417B2 (en) | 2001-09-10 | 2004-08-17 | Sugen, Inc. | 3-(4,5,6,7-tetrahydroindol-2-ylmethylidiene-2-indolinone derivatives as kinase inhibitors |
| WO2003030909A1 (en) | 2001-09-25 | 2003-04-17 | Bayer Pharmaceuticals Corporation | 2- and 4-aminopyrimidines n-substtituded by a bicyclic ring for use as kinase inhibitors in the treatment of cancer |
| PY0228255A (es) | 2001-12-06 | 2004-06-01 | Pfizer Prod Inc | Compuestos cristalinos novedosos |
| TWI329105B (en) | 2002-02-01 | 2010-08-21 | Rigel Pharmaceuticals Inc | 2,4-pyrimidinediamine compounds and their uses |
| US6998391B2 (en) | 2002-02-07 | 2006-02-14 | Supergen.Inc. | Method for treating diseases associated with abnormal kinase activity |
| AU2003209077A1 (en) | 2002-02-08 | 2003-09-02 | Smithkline Beecham Corporation | Pyrimidine compounds |
| AU2003220970A1 (en) | 2002-03-01 | 2003-09-16 | Smithkline Beecham Corporation | Diamino-pyrimidines and their use as angiogenesis inhibitors |
| WO2003095448A1 (en) | 2002-05-06 | 2003-11-20 | Bayer Pharmaceuticals Corporation | Pyridinyl amino pyrimidine derivatives useful for treating hyper-proliferative disorders |
| RU2004135386A (ru) | 2002-05-06 | 2005-07-20 | Вертекс Фармасьютикалз Инкорпорейтед (Us) | Тиадиазолы или оксадиазолы и их применение в качестве ингибиторов протеинкиназы jak |
| JP2005528443A (ja) | 2002-05-30 | 2005-09-22 | バーテックス ファーマシューティカルズ インコーポレイテッド | Ｊａｋキナーゼおよびｃｄｋ２プロテインキナーゼのインヒビター |
| CA2489648A1 (en) | 2002-06-17 | 2003-12-24 | Smithkline Beecham Corporation | Chemical process |
| HRP20050089B1 (hr) | 2002-07-29 | 2015-06-19 | Rigel Pharmaceuticals | Upotreba 2,4 pirimidindiaminskog spoja za proizvodnju lijeka za lijeäśenje ili sprjeäśavanje autoimunosne bolesti |
| AU2003262642B2 (en) | 2002-08-14 | 2010-06-17 | Vertex Pharmaceuticals Incorporated | Protein kinase inhibitors and uses thereof |
| AU2003286876A1 (en) | 2002-11-01 | 2004-06-07 | Vertex Pharmaceuticals Incorporated | Compositions useful as inhibitors of jak and other protein kinases |
| US7259161B2 (en) | 2002-11-04 | 2007-08-21 | Vertex Pharmaceuticals Incorporated | Compositions useful as inhibitors of JAK and other protein kinases |
| EP1560824A1 (en) | 2002-11-05 | 2005-08-10 | Vertex Pharmaceuticals Incorporated | Compounds useful as inhibitors of jak and other protein kinases |
| TWI335913B (en) | 2002-11-15 | 2011-01-11 | Vertex Pharma | Diaminotriazoles useful as inhibitors of protein kinases |
| AU2003278529A1 (en) | 2002-11-21 | 2004-06-15 | Pfizer Products Inc. | 3-amino-piperidine derivatives and processes for their preparation |
| NZ539901A (en) | 2002-11-26 | 2007-09-28 | Pfizer Prod Inc | Method of treatment of transplant rejection |
| DE60326646D1 (de) | 2002-12-18 | 2009-04-23 | Vertex Pharma | Benzisoxazolderivate, die sich als inhibitoren von proteinkinasen eigen |
| AU2004230841A1 (en) | 2003-04-03 | 2004-10-28 | Vertex Pharmaceuticals Incorporated | Compositions useful as inhibitors of protein kinases |
| US7504429B2 (en) | 2003-07-24 | 2009-03-17 | Merck & Co., Inc. | Tyrosine kinase inhibitors |
| WO2005012294A1 (en) | 2003-07-30 | 2005-02-10 | Rigel Pharmaceuticals, Inc. | 2,4-pyrimidinediamine compounds for use in the treatment or prevention of autoimmune diseases |
| EA200600225A1 (ru) | 2003-08-14 | 2006-08-25 | Пфайзер Инк. | Производные пиперазина для лечения вич инфекций |
| PT1660458E (pt) | 2003-08-15 | 2012-04-27 | Novartis Ag | 2,4-pirimidinodiaminas úteis no tratamento de doenças neoplásicas, desordens inflamatórias e do sistema imunitário |
| TWI339206B (en) | 2003-09-04 | 2011-03-21 | Vertex Pharma | Compositions useful as inhibitors of protein kinases |
| KR100777885B1 (ko) | 2003-10-03 | 2007-11-28 | 화이자 인코포레이티드 | Ｈｉｖ 및 염증 치료를 위한 ｃｃｒ5 수용체 길항제 활성을갖는 이미다조피리딘 치환된 트로판 유도체 |
| DE10349423A1 (de) | 2003-10-16 | 2005-06-16 | Schering Ag | Sulfoximinsubstituierte Parimidine als CDK- und/oder VEGF-Inhibitoren, deren Herstellung und Verwendung als Arzneimittel |
| DK1704145T3 (da) | 2004-01-12 | 2012-09-24 | Ym Biosciences Australia Pty | Selektive kinaseinhibitorer |
| GB0407723D0 (en) * | 2004-04-05 | 2004-05-12 | Novartis Ag | Organic compounds |
| WO2005122294A1 (ja) | 2004-06-14 | 2005-12-22 | Nec Corporation | フィルム外装電気デバイス |
| SI1814878T1 (sl) | 2004-11-24 | 2012-06-29 | Rigel Pharmaceuticals Inc | Spojine spiro-2,4-pirimidindiamina in njihova uporaba |
| AU2006206458B2 (en) | 2005-01-19 | 2012-10-25 | Rigel Pharmaceuticals, Inc. | Prodrugs of 2,4-pyrimidinediamine compounds and their uses |
| EP1883302A4 (en) * | 2005-05-03 | 2009-05-20 | Rigel Pharmaceuticals Inc | JAK KINASE HEMMER AND ITS USE |
| JP2009511528A (ja) | 2005-10-13 | 2009-03-19 | グラクソ グループ リミテッド | Ｓｙｋ阻害物質としてのピロロピリミジン誘導体群 |
| WO2007070872A1 (en) | 2005-12-15 | 2007-06-21 | Rigel Pharmaceuticals, Inc. | Kinase inhibitors and their uses |
| GB0526246D0 (en) | 2005-12-22 | 2006-02-01 | Novartis Ag | Organic compounds |
| WO2008009458A1 (en) | 2006-07-21 | 2008-01-24 | Novartis Ag | 2, 4 -di (arylaminio) -pyrimidine-5-carboxamide compounds as jak kinases inhibitors |
| CN101679440A (zh) * | 2007-04-02 | 2010-03-24 | 帕劳制药股份有限公司 | 作为jak3抑制剂的吡咯并嘧啶衍生物 |
-
2009
- 2009-04-22 AU AU2009238590A patent/AU2009238590A1/en not_active Abandoned
- 2009-04-22 EP EP09734422.0A patent/EP2271631B1/en active Active
- 2009-04-22 JP JP2011506293A patent/JP2011518219A/ja not_active Withdrawn
- 2009-04-22 NZ NZ588830A patent/NZ588830A/xx not_active IP Right Cessation
- 2009-04-22 BR BRPI0910668A patent/BRPI0910668A2/pt not_active IP Right Cessation
- 2009-04-22 CA CA2723185A patent/CA2723185A1/en not_active Abandoned
- 2009-04-22 WO PCT/US2009/002512 patent/WO2009131687A2/en not_active Ceased
- 2009-04-22 CN CN2013100825419A patent/CN103224497A/zh active Pending
- 2009-04-22 US US12/386,848 patent/US8258144B2/en active Active
- 2009-04-22 CN CN2009801223945A patent/CN102066338A/zh active Pending
-
2010
- 2010-10-14 IL IL208719A patent/IL208719A0/en unknown
-
2012
- 2012-06-20 US US13/528,709 patent/US9139581B2/en active Active
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