JP2007523151A - ２−（ピリジン−３−イルアミノ）−ピリド［２，３−ｄ］ピリミジン−７−オン - Google Patents
２−（ピリジン−３−イルアミノ）−ピリド［２，３−ｄ］ピリミジン−７−オン Download PDFInfo
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- JP2007523151A JP2007523151A JP2006553697A JP2006553697A JP2007523151A JP 2007523151 A JP2007523151 A JP 2007523151A JP 2006553697 A JP2006553697 A JP 2006553697A JP 2006553697 A JP2006553697 A JP 2006553697A JP 2007523151 A JP2007523151 A JP 2007523151A
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- JP
- Japan
- Prior art keywords
- pyrido
- ylamino
- pyridin
- pyrimidin
- piperazin
- 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- Withdrawn
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- BXOSYWAUOOEKIH-UHFFFAOYSA-N 2-(pyridin-3-ylamino)-6h-pyrido[2,3-d]pyrimidin-7-one Chemical compound N=1C2=NC(=O)CC=C2C=NC=1NC1=CC=CN=C1 BXOSYWAUOOEKIH-UHFFFAOYSA-N 0.000 title abstract description 3
- 150000001875 compounds Chemical class 0.000 claims abstract description 107
- -1 6-piperazin-1-yl-pyridin-3-ylamino Chemical group 0.000 claims description 58
- 150000003839 salts Chemical class 0.000 claims description 52
- 238000000034 method Methods 0.000 claims description 35
- 229910052739 hydrogen Inorganic materials 0.000 claims description 29
- 239000001257 hydrogen Substances 0.000 claims description 29
- 206010028980 Neoplasm Diseases 0.000 claims description 27
- 125000000217 alkyl group Chemical group 0.000 claims description 27
- 201000011510 cancer Diseases 0.000 claims description 24
- 150000002431 hydrogen Chemical class 0.000 claims description 23
- 125000003118 aryl group Chemical group 0.000 claims description 21
- 125000001072 heteroaryl group Chemical group 0.000 claims description 20
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 19
- 229910052757 nitrogen Inorganic materials 0.000 claims description 19
- 125000000623 heterocyclic group Chemical group 0.000 claims description 17
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 16
- 229910052736 halogen Inorganic materials 0.000 claims description 16
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 15
- 150000002148 esters Chemical class 0.000 claims description 13
- 150000002367 halogens Chemical class 0.000 claims description 13
- 150000001408 amides Chemical class 0.000 claims description 11
- 239000000651 prodrug Substances 0.000 claims description 11
- 229940002612 prodrug Drugs 0.000 claims description 11
- 125000003545 alkoxy group Chemical group 0.000 claims description 10
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 10
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 10
- 125000004648 C2-C8 alkenyl group Chemical group 0.000 claims description 9
- 125000004649 C2-C8 alkynyl group Chemical group 0.000 claims description 9
- 125000004446 heteroarylalkyl group Chemical group 0.000 claims description 9
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims description 9
- 229910052760 oxygen Inorganic materials 0.000 claims description 9
- 229910052799 carbon Inorganic materials 0.000 claims description 8
- 125000004432 carbon atom Chemical group C* 0.000 claims description 8
- 208000035475 disorder Diseases 0.000 claims description 8
- 125000005842 heteroatom Chemical group 0.000 claims description 8
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- 229910052717 sulfur Inorganic materials 0.000 claims description 8
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- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 6
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 6
- 239000001301 oxygen Substances 0.000 claims description 6
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 6
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 5
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- 208000029742 colonic neoplasm Diseases 0.000 claims description 5
- 208000037803 restenosis Diseases 0.000 claims description 5
- 239000011593 sulfur Substances 0.000 claims description 5
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 5
- RXUXPYCEJKWINO-UHFFFAOYSA-N 6-acetyl-8-cyclopentyl-5-methyl-2-[(6-morpholin-4-ylpyridin-3-yl)amino]pyrido[2,3-d]pyrimidin-7-one Chemical compound N1=C2N(C3CCCC3)C(=O)C(C(=O)C)=C(C)C2=CN=C1NC(C=N1)=CC=C1N1CCOCC1 RXUXPYCEJKWINO-UHFFFAOYSA-N 0.000 claims description 4
- PSRAOXPOEYRNJN-UHFFFAOYSA-N 6-acetyl-8-cyclopentyl-5-methyl-2-[(6-piperazin-1-ylpyridin-3-yl)amino]pyrido[2,3-d]pyrimidin-7-one Chemical compound N1=C2N(C3CCCC3)C(=O)C(C(=O)C)=C(C)C2=CN=C1NC(C=N1)=CC=C1N1CCNCC1 PSRAOXPOEYRNJN-UHFFFAOYSA-N 0.000 claims description 4
- NXIFVKBQTCUXOE-UHFFFAOYSA-N 6-bromo-8-cyclopentyl-5-methyl-2-[(6-morpholin-4-ylpyridin-3-yl)amino]pyrido[2,3-d]pyrimidin-7-one Chemical compound C12=NC(NC=3C=NC(=CC=3)N3CCOCC3)=NC=C2C(C)=C(Br)C(=O)N1C1CCCC1 NXIFVKBQTCUXOE-UHFFFAOYSA-N 0.000 claims description 4
- PYINCEJKNQPDTH-UHFFFAOYSA-N 8-cyclopentyl-2-[(6-methoxypyridin-3-yl)amino]pyrido[2,3-d]pyrimidin-7-one Chemical compound C1=NC(OC)=CC=C1NC1=NC=C(C=CC(=O)N2C3CCCC3)C2=N1 PYINCEJKNQPDTH-UHFFFAOYSA-N 0.000 claims description 4
- HODVWRBGNQTDGL-UHFFFAOYSA-N 8-propan-2-yl-2-(pyridin-3-ylamino)pyrido[2,3-d]pyrimidin-7-one Chemical compound N=1C=C2C=CC(=O)N(C(C)C)C2=NC=1NC1=CC=CN=C1 HODVWRBGNQTDGL-UHFFFAOYSA-N 0.000 claims description 4
- 241000124008 Mammalia Species 0.000 claims description 4
- 208000015634 Rectal Neoplasms Diseases 0.000 claims description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 4
- 125000004356 hydroxy functional group Chemical group O* 0.000 claims description 4
- 150000002825 nitriles Chemical class 0.000 claims description 4
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 4
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 4
- 230000035755 proliferation Effects 0.000 claims description 4
- 206010038038 rectal cancer Diseases 0.000 claims description 4
- 201000001275 rectum cancer Diseases 0.000 claims description 4
- 125000006727 (C1-C6) alkenyl group Chemical group 0.000 claims description 3
- 125000006728 (C1-C6) alkynyl group Chemical group 0.000 claims description 3
- 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 claims description 3
- WMEIBDGEPLSTOW-UHFFFAOYSA-N 6-bromo-8-cyclopentyl-5-methyl-2-[(6-piperazin-1-ylpyridin-3-yl)amino]pyrido[2,3-d]pyrimidin-7-one Chemical compound C12=NC(NC=3C=NC(=CC=3)N3CCNCC3)=NC=C2C(C)=C(Br)C(=O)N1C1CCCC1 WMEIBDGEPLSTOW-UHFFFAOYSA-N 0.000 claims description 3
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- 208000010747 Hodgkins lymphoma Diseases 0.000 claims description 3
- 208000008839 Kidney Neoplasms Diseases 0.000 claims description 3
- 208000018501 Lymphatic disease Diseases 0.000 claims description 3
- 206010029260 Neuroblastoma Diseases 0.000 claims description 3
- 206010038389 Renal cancer Diseases 0.000 claims description 3
- 206010039491 Sarcoma Diseases 0.000 claims description 3
- 201000010208 Seminoma Diseases 0.000 claims description 3
- 208000007097 Urinary Bladder Neoplasms Diseases 0.000 claims description 3
- RRUDCFGSUDOHDG-UHFFFAOYSA-N acetohydroxamic acid Chemical compound CC(O)=NO RRUDCFGSUDOHDG-UHFFFAOYSA-N 0.000 claims description 3
- 229960001171 acetohydroxamic acid Drugs 0.000 claims description 3
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims description 3
- 125000004181 carboxyalkyl group Chemical group 0.000 claims description 3
- 201000007455 central nervous system cancer Diseases 0.000 claims description 3
- 125000004663 dialkyl amino group Chemical group 0.000 claims description 3
- 208000005017 glioblastoma Diseases 0.000 claims description 3
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims description 3
- 201000010982 kidney cancer Diseases 0.000 claims description 3
- 208000003849 large cell carcinoma Diseases 0.000 claims description 3
- 208000032839 leukemia Diseases 0.000 claims description 3
- 201000007270 liver cancer Diseases 0.000 claims description 3
- 208000014018 liver neoplasm Diseases 0.000 claims description 3
- 208000018555 lymphatic system disease Diseases 0.000 claims description 3
- 201000001441 melanoma Diseases 0.000 claims description 3
- 210000002464 muscle smooth vascular Anatomy 0.000 claims description 3
- 230000002980 postoperative effect Effects 0.000 claims description 3
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 3
- 210000003491 skin Anatomy 0.000 claims description 3
- 201000005112 urinary bladder cancer Diseases 0.000 claims description 3
- XRTACFOJSFSFIW-UHFFFAOYSA-N 2-[(6-piperazin-1-ylpyridin-3-yl)amino]-8-propan-2-yl-6-(1,3-thiazol-2-yl)pyrido[2,3-d]pyrimidin-7-one Chemical compound N=1C=C2C=C(C=3SC=CN=3)C(=O)N(C(C)C)C2=NC=1NC(C=N1)=CC=C1N1CCNCC1 XRTACFOJSFSFIW-UHFFFAOYSA-N 0.000 claims description 2
- GHYUVIGBANFJNG-UHFFFAOYSA-N 2-[[6-(3,5-dimethylpiperazin-1-yl)pyridin-3-yl]amino]-6-(hydroxymethyl)-5-methyl-8-propan-2-ylpyrido[2,3-d]pyrimidin-7-one Chemical compound N=1C=C2C(C)=C(CO)C(=O)N(C(C)C)C2=NC=1NC(C=N1)=CC=C1N1CC(C)NC(C)C1 GHYUVIGBANFJNG-UHFFFAOYSA-N 0.000 claims description 2
- JZJNGDAXALEGQI-UHFFFAOYSA-N 2-[[6-(3,5-dimethylpiperazin-1-yl)pyridin-3-yl]amino]-6-(hydroxymethyl)-8-propan-2-ylpyrido[2,3-d]pyrimidin-7-one Chemical compound N=1C=C2C=C(CO)C(=O)N(C(C)C)C2=NC=1NC(C=N1)=CC=C1N1CC(C)NC(C)C1 JZJNGDAXALEGQI-UHFFFAOYSA-N 0.000 claims description 2
- ZKWJVCJSTZSQSL-UHFFFAOYSA-N 2-[[6-(4-methylpiperazin-1-yl)pyridin-3-yl]amino]-6-phenoxy-8-propan-2-ylpyrido[2,3-d]pyrimidin-7-one Chemical compound N=1C=C2C=C(OC=3C=CC=CC=3)C(=O)N(C(C)C)C2=NC=1NC(C=N1)=CC=C1N1CCN(C)CC1 ZKWJVCJSTZSQSL-UHFFFAOYSA-N 0.000 claims description 2
- ICEMITYCGODOAD-UHFFFAOYSA-N 3-[6-fluoro-5-methyl-7-oxo-2-[(6-piperazin-1-ylpyridin-3-yl)amino]pyrido[2,3-d]pyrimidin-8-yl]propanoic acid Chemical compound N=1C=C2C(C)=C(F)C(=O)N(CCC(O)=O)C2=NC=1NC(C=N1)=CC=C1N1CCNCC1 ICEMITYCGODOAD-UHFFFAOYSA-N 0.000 claims description 2
- WXWVSYQRYRNFBY-UHFFFAOYSA-N 3-[6-fluoro-7-oxo-2-[(6-piperazin-1-ylpyridin-3-yl)amino]pyrido[2,3-d]pyrimidin-8-yl]propanoic acid Chemical compound N=1C=C2C=C(F)C(=O)N(CCC(=O)O)C2=NC=1NC(C=N1)=CC=C1N1CCNCC1 WXWVSYQRYRNFBY-UHFFFAOYSA-N 0.000 claims description 2
- MXCBDHVXPSUVIZ-UHFFFAOYSA-N 5-methyl-2-[[6-(4-methylpiperazin-1-yl)pyridin-3-yl]amino]-6-phenoxy-8-propan-2-ylpyrido[2,3-d]pyrimidin-7-one Chemical compound N=1C=C2C(C)=C(OC=3C=CC=CC=3)C(=O)N(C(C)C)C2=NC=1NC(C=N1)=CC=C1N1CCN(C)CC1 MXCBDHVXPSUVIZ-UHFFFAOYSA-N 0.000 claims description 2
- GYSUUFRNQZYUNG-UHFFFAOYSA-N 6-acetyl-2-[(5-chloro-6-piperazin-1-ylpyridin-3-yl)amino]-5-methyl-8-propan-2-ylpyrido[2,3-d]pyrimidin-7-one Chemical compound N=1C=C2C(C)=C(C(C)=O)C(=O)N(C(C)C)C2=NC=1NC(C=C1Cl)=CN=C1N1CCNCC1 GYSUUFRNQZYUNG-UHFFFAOYSA-N 0.000 claims description 2
- ACFOEHLOSQTBFN-UHFFFAOYSA-N 6-acetyl-2-[(5-chloro-6-piperazin-1-ylpyridin-3-yl)amino]-8-propan-2-ylpyrido[2,3-d]pyrimidin-7-one Chemical compound N=1C=C2C=C(C(C)=O)C(=O)N(C(C)C)C2=NC=1NC(C=C1Cl)=CN=C1N1CCNCC1 ACFOEHLOSQTBFN-UHFFFAOYSA-N 0.000 claims description 2
- DHUZXMJJCAHCPH-UHFFFAOYSA-N 6-acetyl-2-[(6-piperazin-1-ylpyridin-3-yl)amino]-8-propan-2-ylpyrido[2,3-d]pyrimidin-7-one Chemical compound N=1C=C2C=C(C(C)=O)C(=O)N(C(C)C)C2=NC=1NC(C=N1)=CC=C1N1CCNCC1 DHUZXMJJCAHCPH-UHFFFAOYSA-N 0.000 claims description 2
- LKCSZNHDJJQUDO-UHFFFAOYSA-N 6-acetyl-5-methyl-2-[(6-piperazin-1-ylpyridin-3-yl)amino]-8-propan-2-ylpyrido[2,3-d]pyrimidin-7-one Chemical compound N=1C=C2C(C)=C(C(C)=O)C(=O)N(C(C)C)C2=NC=1NC(C=N1)=CC=C1N1CCNCC1 LKCSZNHDJJQUDO-UHFFFAOYSA-N 0.000 claims description 2
- DJJBZVAMSAAMPS-UHFFFAOYSA-N 6-acetyl-8-cyclopentyl-2-[[6-(1,4-diazepan-1-yl)pyridin-3-yl]amino]-5-methylpyrido[2,3-d]pyrimidin-7-one Chemical compound N1=C2N(C3CCCC3)C(=O)C(C(=O)C)=C(C)C2=CN=C1NC(C=N1)=CC=C1N1CCCNCC1 DJJBZVAMSAAMPS-UHFFFAOYSA-N 0.000 claims description 2
- SZHNTQBSCCDDTP-UHFFFAOYSA-N 6-acetyl-8-cyclopentyl-2-[[6-(1,4-diazepan-1-yl)pyridin-3-yl]amino]pyrido[2,3-d]pyrimidin-7-one Chemical compound N1=C2N(C3CCCC3)C(=O)C(C(=O)C)=CC2=CN=C1NC(C=N1)=CC=C1N1CCCNCC1 SZHNTQBSCCDDTP-UHFFFAOYSA-N 0.000 claims description 2
- IZWKSYQYHZKCBL-UHFFFAOYSA-N 6-anilino-8-(2-cyclopropylethyl)-2-[(6-morpholin-4-ylpyridin-3-yl)amino]pyrido[2,3-d]pyrimidin-7-one Chemical compound C=1C2=CN=C(NC=3C=NC(=CC=3)N3CCOCC3)N=C2N(CCC2CC2)C(=O)C=1NC1=CC=CC=C1 IZWKSYQYHZKCBL-UHFFFAOYSA-N 0.000 claims description 2
- ZXJGRNNMEMXMHV-UHFFFAOYSA-N 6-anilino-8-(2-cyclopropylethyl)-5-methyl-2-[(6-morpholin-4-ylpyridin-3-yl)amino]pyrido[2,3-d]pyrimidin-7-one Chemical compound O=C1N(CCC2CC2)C2=NC(NC=3C=NC(=CC=3)N3CCOCC3)=NC=C2C(C)=C1NC1=CC=CC=C1 ZXJGRNNMEMXMHV-UHFFFAOYSA-N 0.000 claims description 2
- LXZCYWJQYXBEQL-UHFFFAOYSA-N 6-benzyl-2-[(6-piperazin-1-ylpyridin-3-yl)amino]-8-propan-2-ylpyrido[2,3-d]pyrimidin-7-one Chemical compound N=1C=C2C=C(CC=3C=CC=CC=3)C(=O)N(C(C)C)C2=NC=1NC(C=N1)=CC=C1N1CCNCC1 LXZCYWJQYXBEQL-UHFFFAOYSA-N 0.000 claims description 2
- PCPLYCKSHDHXPE-UHFFFAOYSA-N 6-benzyl-2-[[6-(2-methoxyethoxy)pyridin-3-yl]amino]-5-methyl-8-propan-2-ylpyrido[2,3-d]pyrimidin-7-one Chemical compound C1=NC(OCCOC)=CC=C1NC1=NC=C(C(C)=C(CC=2C=CC=CC=2)C(=O)N2C(C)C)C2=N1 PCPLYCKSHDHXPE-UHFFFAOYSA-N 0.000 claims description 2
- ZZCWERBNMNIVBT-UHFFFAOYSA-N 6-benzyl-2-[[6-(2-methoxyethoxy)pyridin-3-yl]amino]-8-propan-2-ylpyrido[2,3-d]pyrimidin-7-one Chemical compound C1=NC(OCCOC)=CC=C1NC1=NC=C(C=C(CC=2C=CC=CC=2)C(=O)N2C(C)C)C2=N1 ZZCWERBNMNIVBT-UHFFFAOYSA-N 0.000 claims description 2
- COAONMXILAOQEL-UHFFFAOYSA-N 6-bromo-8-cyclopentyl-2-[(6-piperazin-1-ylpyridin-3-yl)amino]pyrido[2,3-d]pyrimidin-7-one Chemical compound N1=C2N(C3CCCC3)C(=O)C(Br)=CC2=CN=C1NC(C=N1)=CC=C1N1CCNCC1 COAONMXILAOQEL-UHFFFAOYSA-N 0.000 claims description 2
- RZGWHKQRFXPQCW-UHFFFAOYSA-N 6-chloro-5-methyl-2-[(6-piperazin-1-ylpyridin-3-yl)amino]-8-propan-2-ylpyrido[2,3-d]pyrimidin-7-one Chemical compound N=1C=C2C(C)=C(Cl)C(=O)N(C(C)C)C2=NC=1NC(C=N1)=CC=C1N1CCNCC1 RZGWHKQRFXPQCW-UHFFFAOYSA-N 0.000 claims description 2
- SYYKFFAMJNLHPZ-UHFFFAOYSA-N 6-ethyl-2-[(6-piperazin-1-ylpyridin-3-yl)amino]-8-propan-2-ylpyrido[2,3-d]pyrimidin-7-one Chemical compound N1=C2N(C(C)C)C(=O)C(CC)=CC2=CN=C1NC(C=N1)=CC=C1N1CCNCC1 SYYKFFAMJNLHPZ-UHFFFAOYSA-N 0.000 claims description 2
- OUIYDOZEILYEER-UHFFFAOYSA-N 6-ethyl-8-(2-methoxyethyl)-2-[(6-piperazin-1-ylpyridin-3-yl)amino]pyrido[2,3-d]pyrimidin-7-one Chemical compound N1=C2N(CCOC)C(=O)C(CC)=CC2=CN=C1NC(C=N1)=CC=C1N1CCNCC1 OUIYDOZEILYEER-UHFFFAOYSA-N 0.000 claims description 2
- YITJUFUSEPCUJX-UHFFFAOYSA-N 6-ethyl-8-(2-methoxyethyl)-5-methyl-2-[(6-piperazin-1-ylpyridin-3-yl)amino]pyrido[2,3-d]pyrimidin-7-one Chemical compound N1=C2N(CCOC)C(=O)C(CC)=C(C)C2=CN=C1NC(C=N1)=CC=C1N1CCNCC1 YITJUFUSEPCUJX-UHFFFAOYSA-N 0.000 claims description 2
- WMOJNXOQMYZLIB-UHFFFAOYSA-N 6-ethynyl-2-[(6-piperazin-1-ylpyridin-3-yl)amino]-8-propan-2-ylpyrido[2,3-d]pyrimidin-7-one Chemical compound N=1C=C2C=C(C#C)C(=O)N(C(C)C)C2=NC=1NC(C=N1)=CC=C1N1CCNCC1 WMOJNXOQMYZLIB-UHFFFAOYSA-N 0.000 claims description 2
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- 239000007916 tablet composition Substances 0.000 description 1
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- UXSWLKZXHZOQAA-UHFFFAOYSA-N tert-butyl 4-[5-[(6-bromo-8-cyclopentyl-5-methyl-7-oxopyrido[2,3-d]pyrimidin-2-yl)amino]pyridin-2-yl]piperazine-1-carboxylate Chemical compound C12=NC(NC=3C=NC(=CC=3)N3CCN(CC3)C(=O)OC(C)(C)C)=NC=C2C(C)=C(Br)C(=O)N1C1CCCC1 UXSWLKZXHZOQAA-UHFFFAOYSA-N 0.000 description 1
- IUNODSXHWLAMDU-UHFFFAOYSA-N tert-butyl 4-[5-[(6-bromo-8-cyclopentyl-7-oxopyrido[2,3-d]pyrimidin-2-yl)amino]pyridin-2-yl]piperazine-1-carboxylate Chemical compound C1CN(C(=O)OC(C)(C)C)CCN1C(N=C1)=CC=C1NC1=NC=C(C=C(Br)C(=O)N2C3CCCC3)C2=N1 IUNODSXHWLAMDU-UHFFFAOYSA-N 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- CBXCPBUEXACCNR-UHFFFAOYSA-N tetraethylammonium Chemical compound CC[N+](CC)(CC)CC CBXCPBUEXACCNR-UHFFFAOYSA-N 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 229940124597 therapeutic agent Drugs 0.000 description 1
- 238000002560 therapeutic procedure Methods 0.000 description 1
- 125000000335 thiazolyl group Chemical group 0.000 description 1
- 125000001544 thienyl group Chemical group 0.000 description 1
- 210000001519 tissue Anatomy 0.000 description 1
- 238000003354 tissue distribution assay Methods 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 235000010487 tragacanth Nutrition 0.000 description 1
- 239000000196 tragacanth Substances 0.000 description 1
- 229940116362 tragacanth Drugs 0.000 description 1
- 230000001052 transient effect Effects 0.000 description 1
- 125000001425 triazolyl group Chemical group 0.000 description 1
- GPRLSGONYQIRFK-MNYXATJNSA-N triton Chemical compound [3H+] GPRLSGONYQIRFK-MNYXATJNSA-N 0.000 description 1
- 241000701161 unidentified adenovirus Species 0.000 description 1
- 108010064245 urinary gonadotropin fragment Proteins 0.000 description 1
- 208000019553 vascular disease Diseases 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 230000029812 viral genome replication Effects 0.000 description 1
- 230000009385 viral infection Effects 0.000 description 1
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- 239000008215 water for injection Substances 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 239000003871 white petrolatum Substances 0.000 description 1
- 229910000166 zirconium phosphate Inorganic materials 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/72—Nitrogen atoms
- C07D213/74—Amino or imino radicals substituted by hydrocarbon or substituted hydrocarbon radicals
-
- 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
- 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
- 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
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Public Health (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmacology & Pharmacy (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Hematology (AREA)
- Oncology (AREA)
- Urology & Nephrology (AREA)
- Vascular Medicine (AREA)
- Cardiology (AREA)
- Heart & Thoracic Surgery (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US54536104P | 2004-02-18 | 2004-02-18 | |
| PCT/IB2005/000300 WO2005082903A1 (en) | 2004-02-18 | 2005-02-07 | 2-(pyridin-3-ylamino)-pyrido[2,3-d]pyrimidin-7-ones |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2007523151A true JP2007523151A (ja) | 2007-08-16 |
| JP2007523151A5 JP2007523151A5 (https=) | 2008-02-28 |
Family
ID=34910727
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2006553697A Withdrawn JP2007523151A (ja) | 2004-02-18 | 2005-02-07 | ２−（ピリジン−３−イルアミノ）−ピリド［２，３−ｄ］ピリミジン−７−オン |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US20050182078A1 (https=) |
| EP (1) | EP1718645A1 (https=) |
| JP (1) | JP2007523151A (https=) |
| BR (1) | BRPI0507852A (https=) |
| CA (1) | CA2555724A1 (https=) |
| WO (1) | WO2005082903A1 (https=) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2013507395A (ja) * | 2009-10-09 | 2013-03-04 | アフラクシス・インコーポレイテッド | Ｃｎｓ障害治療用の８−エチル−６−（アリール）ピリド［２，３−ｄ］ピリミジン−７（８ｈ）−オン |
| JP2021501123A (ja) * | 2017-08-31 | 2021-01-14 | デイナ ファーバー キャンサー インスティチュート，インコーポレイテッド | Ｅｇｆｒおよび／またはｈｅｒ２の阻害剤ならびに使用方法 |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8247408B2 (en) * | 2005-10-07 | 2012-08-21 | Exelixis, Inc. | Pyridopyrimidinone inhibitors of PI3Kα for the treatment of cancer |
| CN101395155A (zh) * | 2005-10-07 | 2009-03-25 | 埃克塞里艾克西斯公司 | PI3Kα的吡啶并嘧啶酮抑制剂 |
| DK2074122T5 (da) | 2006-09-15 | 2014-03-17 | Pfizer Prod Inc | Pyrido (2, 3-d) pyrimidin0n-forbindelser og anvendelse deraf som pi3 inhibitorer |
| EP1914234A1 (en) * | 2006-10-16 | 2008-04-23 | GPC Biotech Inc. | Pyrido[2,3-d]pyrimidines and their use as kinase inhibitors |
| JP2010509265A (ja) * | 2006-11-09 | 2010-03-25 | エフ．ホフマン−ラ ロシュ アーゲー | キナーゼ阻害剤としての置換６−フェニル−ピリド［２，３−ｄ］ピリミジン−７−オン誘導体及びそれの使用方法 |
| JP2010523670A (ja) * | 2007-04-10 | 2010-07-15 | エクセリクシス， インク． | Ｐｉ３ｋアルファのピリドピリミジノン阻害剤を使用した治療方法 |
| BRPI0821209A2 (pt) * | 2007-12-19 | 2019-09-24 | Amgen Inc | composto, composição farmacêutica, métodos de tratar câncer, para reduzir o tamanho de tumor, para tratar distúrbios, e para reduzir metástase em um tumor. |
| US8389533B2 (en) * | 2008-04-07 | 2013-03-05 | Amgen Inc. | Gem-disubstituted and spirocyclic amino pyridines/pyrimidines as cell cycle inhibitors |
| WO2010039740A1 (en) | 2008-09-30 | 2010-04-08 | Exelixis, Inc. | PYRIDOPYRIMIDINONE INHIBITORS OF PI3Kα AND MTOR |
| WO2010071846A2 (en) * | 2008-12-19 | 2010-06-24 | Afraxis, Inc. | Compounds for treating neuropsychiatric conditions |
| US8889696B2 (en) | 2009-12-18 | 2014-11-18 | Temple University—Of the Commonwealth System of Higher Education | Substituted pyrido[2,3-d]pyrimidin-7(8H)-ones and therapeutic uses thereof |
| UY33221A (es) | 2010-02-09 | 2011-09-30 | Univ California | MÉTODOS PARA TRATAR CÁNCER USANDO INHIBIDORES DE PI3K Y mTOR EN COMBINACIÓN CON INHIBIDORES DE AUTOFAGIA |
| US8680099B2 (en) * | 2010-06-10 | 2014-03-25 | Afraxis Holdings, Inc. | 6-(ethynyl)pyrido[2,3-D]pyrimidin-7(8H)-ones for the treatment of CNS disorders |
| CA2807498C (en) | 2010-08-05 | 2017-02-07 | Temple University-Of The Commonwealth System Of Higher Education | 2-substituted-8-alkyl-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidine-6-carbonitriles and uses thereof |
| US8754114B2 (en) | 2010-12-22 | 2014-06-17 | Incyte Corporation | Substituted imidazopyridazines and benzimidazoles as inhibitors of FGFR3 |
| CN103703000B (zh) | 2011-03-23 | 2015-11-25 | 安姆根有限公司 | Cdk4/6和flt3的稠合三环双重抑制剂 |
| ES2704744T3 (es) | 2012-06-13 | 2019-03-19 | Incyte Holdings Corp | Compuestos tricíclicos sustituidos como inhibidores de FGFR |
| 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 |
| EA035095B1 (ru) | 2013-04-19 | 2020-04-27 | Инсайт Холдингс Корпорейшн | Бициклические гетероциклы в качестве ингибиторов fgfr |
| KR20170032244A (ko) | 2014-07-26 | 2017-03-22 | 선샤인 레이크 파르마 컴퍼니 리미티드 | Cdk 저해제로서 2-아미노-피리도[2,3-d]피리미딘-7(8h)-온 유도체 및 그 용도 |
| US10851105B2 (en) | 2014-10-22 | 2020-12-01 | 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 |
| MX373169B (es) | 2015-02-20 | 2020-04-24 | Incyte Holdings Corp | Heterociclos bicíclicos como inhibidores de receptores del factor de crecimiento fibroblástico (fgfr). |
| WO2016134294A1 (en) | 2015-02-20 | 2016-08-25 | Incyte Corporation | Bicyclic heterocycles as fgfr4 inhibitors |
| CN109803968A (zh) | 2016-08-15 | 2019-05-24 | 辉瑞公司 | 吡啶并嘧啶酮cdk2/4/6抑制剂 |
| CN108191857B (zh) * | 2017-01-24 | 2020-10-23 | 晟科药业（江苏）有限公司 | 6-取代的吡啶并[2,3-d]嘧啶类化合物作为蛋白激酶抑制剂 |
| AR111960A1 (es) | 2017-05-26 | 2019-09-04 | Incyte Corp | Formas cristalinas de un inhibidor de fgfr y procesos para su preparación |
| CR20200590A (es) | 2018-05-04 | 2021-04-26 | Incyte Corp | Formas sólidas de un inhibidor de fgfr y procesos para prepararlas |
| MA52493A (fr) | 2018-05-04 | 2021-03-10 | Incyte Corp | Sels d'un inhibiteur de fgfr |
| WO2020006210A1 (en) * | 2018-06-27 | 2020-01-02 | Tufts Medical Center, Inc. | Pyridopyrimidine compounds and methods of their use |
| WO2020185532A1 (en) | 2019-03-08 | 2020-09-17 | Incyte Corporation | Methods of treating cancer with an fgfr inhibitor |
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| TW202115024A (zh) | 2019-08-14 | 2021-04-16 | 美商英塞特公司 | 作為cdk2 抑制劑之咪唑基嘧啶基胺化合物 |
| WO2021067374A1 (en) | 2019-10-01 | 2021-04-08 | Incyte Corporation | Bicyclic heterocycles as fgfr inhibitors |
| AU2020364007A1 (en) * | 2019-10-11 | 2022-04-28 | Incyte Corporation | Bicyclic amines as CDK2 inhibitors |
| TWI891666B (zh) | 2019-10-14 | 2025-08-01 | 美商英塞特公司 | 作為ｆｇｆｒ抑制劑之雙環雜環 |
| WO2021076728A1 (en) | 2019-10-16 | 2021-04-22 | Incyte Corporation | Bicyclic heterocycles as fgfr inhibitors |
| BR112022010664A2 (pt) | 2019-12-04 | 2022-08-16 | Incyte Corp | Derivados de um inibidor de fgfr |
| EP4069696A1 (en) | 2019-12-04 | 2022-10-12 | Incyte Corporation | Tricyclic heterocycles as fgfr inhibitors |
| WO2021146424A1 (en) | 2020-01-15 | 2021-07-22 | Incyte Corporation | Bicyclic heterocycles as fgfr 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 |
| AU2022271290A1 (en) | 2021-05-07 | 2023-11-23 | Kymera Therapeutics, Inc. | Cdk2 degraders and uses thereof |
| EP4352059A1 (en) | 2021-06-09 | 2024-04-17 | Incyte Corporation | Tricyclic heterocycles as fgfr inhibitors |
| WO2022261159A1 (en) | 2021-06-09 | 2022-12-15 | Incyte Corporation | Tricyclic heterocycles as fgfr inhibitors |
| US11981671B2 (en) | 2021-06-21 | 2024-05-14 | Incyte Corporation | Bicyclic pyrazolyl amines as CDK2 inhibitors |
| US11976073B2 (en) | 2021-12-10 | 2024-05-07 | Incyte Corporation | Bicyclic amines as CDK2 inhibitors |
| CN117430597A (zh) * | 2022-07-14 | 2024-01-23 | 浙江同源康医药股份有限公司 | 用作cdk4激酶抑制剂的化合物及其应用 |
| WO2026024674A1 (en) | 2024-07-22 | 2026-01-29 | Genesis Therapeutics, Inc. | Methods of treating skp2-associated cancers |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IL117923A (en) * | 1995-05-03 | 2000-06-01 | Warner Lambert Co | Anti-cancer pharmaceutical compositions containing polysubstituted pyrido¬2,3-d¾pyrimidine derivatives and certain such novel compounds |
| US6498163B1 (en) * | 1997-02-05 | 2002-12-24 | Warner-Lambert Company | Pyrido[2,3-D]pyrimidines and 4-aminopyrimidines as inhibitors of cellular proliferation |
| US5945422A (en) * | 1997-02-05 | 1999-08-31 | Warner-Lambert Company | N-oxides of amino containing pyrido 2,3-D! pyrimidines |
| US20020103161A1 (en) * | 1999-12-17 | 2002-08-01 | Manfred Weigele | Novel heterocycles |
| KR20020070520A (ko) * | 2000-01-27 | 2002-09-09 | 워너-램버트 캄파니 | 신경퇴행성 질병의 치료를 위한 피리도피리미디논 유도체 |
| MXPA03000865A (es) * | 2000-08-04 | 2003-06-18 | Warner Lambert Co | Proceso para preparar 2-(4-piridil) amino-6-dialquiloxifenil-pirido (2,3-d)pirimidin-7-onas. |
| US6960662B2 (en) * | 2000-08-04 | 2005-11-01 | Warner-Lambert Company | Process for preparing 2-(4-pyridyl)amino-6-dialkyloxyphenyl-pyrido[2,3-d]pyrimidin-7-ones |
| ES2251677T3 (es) * | 2002-01-22 | 2006-05-01 | Warner-Lambert Company Llc | 2-(piridin-2-ilamino)-pirido(2,3-d)pirimidin-7-onas. |
-
2005
- 2005-02-07 BR BRPI0507852-0A patent/BRPI0507852A/pt not_active IP Right Cessation
- 2005-02-07 EP EP05702443A patent/EP1718645A1/en not_active Withdrawn
- 2005-02-07 JP JP2006553697A patent/JP2007523151A/ja not_active Withdrawn
- 2005-02-07 CA CA002555724A patent/CA2555724A1/en not_active Abandoned
- 2005-02-07 WO PCT/IB2005/000300 patent/WO2005082903A1/en not_active Ceased
- 2005-02-16 US US11/060,015 patent/US20050182078A1/en not_active Abandoned
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2013507395A (ja) * | 2009-10-09 | 2013-03-04 | アフラクシス・インコーポレイテッド | Ｃｎｓ障害治療用の８−エチル−６−（アリール）ピリド［２，３−ｄ］ピリミジン−７（８ｈ）−オン |
| JP2021501123A (ja) * | 2017-08-31 | 2021-01-14 | デイナ ファーバー キャンサー インスティチュート，インコーポレイテッド | Ｅｇｆｒおよび／またはｈｅｒ２の阻害剤ならびに使用方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| CA2555724A1 (en) | 2005-09-09 |
| BRPI0507852A (pt) | 2007-07-10 |
| EP1718645A1 (en) | 2006-11-08 |
| WO2005082903A1 (en) | 2005-09-09 |
| US20050182078A1 (en) | 2005-08-18 |
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