JP2008501675A5 - - Google Patents
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- JP2008501675A5 JP2008501675A5 JP2007514135A JP2007514135A JP2008501675A5 JP 2008501675 A5 JP2008501675 A5 JP 2008501675A5 JP 2007514135 A JP2007514135 A JP 2007514135A JP 2007514135 A JP2007514135 A JP 2007514135A JP 2008501675 A5 JP2008501675 A5 JP 2008501675A5
- Authority
- JP
- Japan
- Prior art keywords
- oxy
- methyl
- phenyl
- amino
- quinazolin
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
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- 125000000217 alkyl group Chemical group 0.000 claims 126
- -1 cyano, nitro, hydroxy, amino, carboxy, carbamoyl Chemical group 0.000 claims 89
- 229910052757 nitrogen Inorganic materials 0.000 claims 40
- 125000001424 substituent group Chemical group 0.000 claims 37
- 125000000623 heterocyclic group Chemical group 0.000 claims 36
- 150000003246 quinazolines Chemical class 0.000 claims 28
- 239000001257 hydrogen Substances 0.000 claims 26
- 229910052739 hydrogen Inorganic materials 0.000 claims 26
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 23
- 125000003545 alkoxy group Chemical group 0.000 claims 19
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 18
- 125000005843 halogen group Chemical group 0.000 claims 15
- 229910052760 oxygen Inorganic materials 0.000 claims 15
- 125000003342 alkenyl group Chemical group 0.000 claims 14
- 125000000304 alkynyl group Chemical group 0.000 claims 14
- 125000003282 alkyl amino group Chemical group 0.000 claims 12
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 claims 11
- 125000000524 functional group Chemical group 0.000 claims 11
- 125000001501 propionyl group Chemical group O=C([*])C([H])([H])C([H])([H])[H] 0.000 claims 11
- 150000003839 salts Chemical class 0.000 claims 11
- 125000001589 carboacyl group Chemical group 0.000 claims 10
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 10
- 125000005153 alkyl sulfamoyl group Chemical group 0.000 claims 9
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims 9
- 125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 claims 9
- 238000000034 method Methods 0.000 claims 9
- 125000005236 alkanoylamino group Chemical group 0.000 claims 8
- 125000004656 alkyl sulfonylamino group Chemical group 0.000 claims 8
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 8
- 125000004356 hydroxy functional group Chemical group O* 0.000 claims 8
- OKKJLVBELUTLKV-UHFFFAOYSA-N methanol Natural products OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims 8
- 229910052717 sulfur Inorganic materials 0.000 claims 8
- 150000001408 amides Chemical class 0.000 claims 7
- 229910002091 carbon monoxide Inorganic materials 0.000 claims 7
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims 6
- 125000004644 alkyl sulfinyl group Chemical group 0.000 claims 6
- 125000004414 alkyl thio group Chemical group 0.000 claims 6
- 238000006243 chemical reaction Methods 0.000 claims 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 6
- JWVCLYRUEFBMGU-UHFFFAOYSA-N quinazoline Chemical compound N1=CN=CC2=CC=CC=C21 JWVCLYRUEFBMGU-UHFFFAOYSA-N 0.000 claims 6
- 125000004200 2-methoxyethyl group Chemical group [H]C([H])([H])OC([H])([H])C([H])([H])* 0.000 claims 5
- 241001465754 Metazoa Species 0.000 claims 5
- 150000001412 amines Chemical class 0.000 claims 5
- 125000000753 cycloalkyl group Chemical group 0.000 claims 5
- 125000004043 oxo group Chemical group O=* 0.000 claims 5
- QLNJFJADRCOGBJ-UHFFFAOYSA-N propionamide Chemical compound CCC(N)=O QLNJFJADRCOGBJ-UHFFFAOYSA-N 0.000 claims 5
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical group N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 4
- 125000004423 acyloxy group Chemical group 0.000 claims 4
- 125000005115 alkyl carbamoyl group Chemical group 0.000 claims 4
- 125000006319 alkynyl amino group Chemical group 0.000 claims 4
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 4
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims 4
- 229910052799 carbon Inorganic materials 0.000 claims 4
- 125000004093 cyano group Chemical group *C#N 0.000 claims 4
- 125000005842 heteroatom Chemical group 0.000 claims 4
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 4
- 239000001301 oxygen Substances 0.000 claims 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 4
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims 4
- 125000003396 thiol group Chemical class [H]S* 0.000 claims 4
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims 3
- 125000001494 2-propynyl group Chemical group [H]C#CC([H])([H])* 0.000 claims 3
- 102100030086 Receptor tyrosine-protein kinase erbB-2 Human genes 0.000 claims 3
- 101710100968 Receptor tyrosine-protein kinase erbB-2 Proteins 0.000 claims 3
- 125000004448 alkyl carbonyl group Chemical group 0.000 claims 3
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N dimethylmethane Natural products CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 claims 3
- 230000002401 inhibitory effect Effects 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
- 239000001294 propane Substances 0.000 claims 3
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 3
- 125000000464 thioxo group Chemical group S=* 0.000 claims 3
- 125000004214 1-pyrrolidinyl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 claims 2
- 125000004974 2-butenyl group Chemical group C(C=CC)* 0.000 claims 2
- QOXOZONBQWIKDA-UHFFFAOYSA-N 3-hydroxypropyl Chemical group [CH2]CCO QOXOZONBQWIKDA-UHFFFAOYSA-N 0.000 claims 2
- 125000003302 alkenyloxy group Chemical group 0.000 claims 2
- 125000005133 alkynyloxy group Chemical group 0.000 claims 2
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 claims 2
- 125000003118 aryl group Chemical group 0.000 claims 2
- 125000004566 azetidin-1-yl group Chemical group N1(CCC1)* 0.000 claims 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims 2
- 125000004744 butyloxycarbonyl group Chemical group 0.000 claims 2
- 125000000480 butynyl group Chemical group [*]C#CC([H])([H])C([H])([H])[H] 0.000 claims 2
- 125000004432 carbon atom Chemical group C* 0.000 claims 2
- 150000001875 compounds Chemical class 0.000 claims 2
- 125000000392 cycloalkenyl group Chemical group 0.000 claims 2
- 125000000000 cycloalkoxy group Chemical group 0.000 claims 2
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 2
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 2
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 claims 2
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 claims 2
- 125000001153 fluoro group Chemical group F* 0.000 claims 2
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 claims 2
- 125000001072 heteroaryl group Chemical group 0.000 claims 2
- 150000002431 hydrogen Chemical class 0.000 claims 2
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims 2
- 125000000555 isopropenyl group Chemical group [H]\C([H])=C(\*)C([H])([H])[H] 0.000 claims 2
- 125000002816 methylsulfanyl group Chemical group [H]C([H])([H])S[*] 0.000 claims 2
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 claims 2
- 125000000587 piperidin-1-yl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 claims 2
- 125000003386 piperidinyl group Chemical group 0.000 claims 2
- 125000004076 pyridyl group Chemical group 0.000 claims 2
- DRYRBWIFRVMRPV-UHFFFAOYSA-N quinazolin-4-amine Chemical compound C1=CC=C2C(N)=NC=NC2=C1 DRYRBWIFRVMRPV-UHFFFAOYSA-N 0.000 claims 2
- 229920006395 saturated elastomer Polymers 0.000 claims 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims 2
- 229920002554 vinyl polymer Polymers 0.000 claims 2
- OMCHTGYOVPXBSJ-GOSISDBHSA-N (2r)-1-(3-hydroxyazetidin-1-yl)-2-[4-[3-methyl-4-(6-methylpyridin-3-yl)oxyanilino]quinazolin-5-yl]oxypropan-1-one Chemical compound O([C@H](C)C(=O)N1CC(O)C1)C(C=12)=CC=CC2=NC=NC=1NC(C=C1C)=CC=C1OC1=CC=C(C)N=C1 OMCHTGYOVPXBSJ-GOSISDBHSA-N 0.000 claims 1
- ZBYCKCQLRHBIOI-JOCHJYFZSA-N (2r)-1-(4-ethylpiperazin-1-yl)-2-[4-[3-methyl-4-(6-methylpyridin-3-yl)oxyanilino]quinazolin-5-yl]oxypropan-1-one Chemical compound C1CN(CC)CCN1C(=O)[C@@H](C)OC1=CC=CC2=NC=NC(NC=3C=C(C)C(OC=4C=NC(C)=CC=4)=CC=3)=C12 ZBYCKCQLRHBIOI-JOCHJYFZSA-N 0.000 claims 1
- UXGHRLFRUHPVAO-HXUWFJFHSA-N (2r)-1-(4-hydroxypiperidin-1-yl)-2-[4-[3-methyl-4-(6-methylpyridin-3-yl)oxyanilino]quinazolin-5-yl]oxypropan-1-one Chemical compound O([C@H](C)C(=O)N1CCC(O)CC1)C(C=12)=CC=CC2=NC=NC=1NC(C=C1C)=CC=C1OC1=CC=C(C)N=C1 UXGHRLFRUHPVAO-HXUWFJFHSA-N 0.000 claims 1
- POQPMXJVRGTDHK-LJQANCHMSA-N (2r)-1-(azetidin-1-yl)-2-[4-[3-methyl-4-(6-methylpyridin-3-yl)oxyanilino]quinazolin-5-yl]oxypropan-1-one Chemical compound O([C@H](C)C(=O)N1CCC1)C(C=12)=CC=CC2=NC=NC=1NC(C=C1C)=CC=C1OC1=CC=C(C)N=C1 POQPMXJVRGTDHK-LJQANCHMSA-N 0.000 claims 1
- WHSWMMPWNOZHIK-IFMALSPDSA-N (2r)-1-[(2r)-2-(hydroxymethyl)pyrrolidin-1-yl]-2-[4-[3-methyl-4-(6-methylpyridin-3-yl)oxyanilino]quinazolin-5-yl]oxypropan-1-one Chemical compound O([C@H](C)C(=O)N1[C@H](CCC1)CO)C(C=12)=CC=CC2=NC=NC=1NC(C=C1C)=CC=C1OC1=CC=C(C)N=C1 WHSWMMPWNOZHIK-IFMALSPDSA-N 0.000 claims 1
- WHSWMMPWNOZHIK-IRLDBZIGSA-N (2r)-1-[(2s)-2-(hydroxymethyl)pyrrolidin-1-yl]-2-[4-[3-methyl-4-(6-methylpyridin-3-yl)oxyanilino]quinazolin-5-yl]oxypropan-1-one Chemical compound O([C@H](C)C(=O)N1[C@@H](CCC1)CO)C(C=12)=CC=CC2=NC=NC=1NC(C=C1C)=CC=C1OC1=CC=C(C)N=C1 WHSWMMPWNOZHIK-IRLDBZIGSA-N 0.000 claims 1
- WACRWIYZJJPTCG-TZIWHRDSSA-N (2r)-1-[(3r)-3-hydroxypiperidin-1-yl]-2-[4-[3-methoxy-4-(6-methylpyridin-3-yl)oxyanilino]quinazolin-5-yl]oxypropan-1-one Chemical compound O=C([C@@H](C)OC=1C=CC=C2N=CN=C(C=12)NC=1C=C(C(=CC=1)OC=1C=NC(C)=CC=1)OC)N1CCC[C@@H](O)C1 WACRWIYZJJPTCG-TZIWHRDSSA-N 0.000 claims 1
- HACPXTPHGGTGJL-IFMALSPDSA-N (2r)-1-[(3r)-3-hydroxypiperidin-1-yl]-2-[4-[3-methyl-4-(6-methylpyridin-3-yl)oxyanilino]quinazolin-5-yl]oxypropan-1-one Chemical compound O([C@H](C)C(=O)N1C[C@H](O)CCC1)C(C=12)=CC=CC2=NC=NC=1NC(C=C1C)=CC=C1OC1=CC=C(C)N=C1 HACPXTPHGGTGJL-IFMALSPDSA-N 0.000 claims 1
- CUXVZRKCEYEHCD-TZIWHRDSSA-N (2r)-1-[(3r)-3-hydroxypyrrolidin-1-yl]-2-[4-[3-methyl-4-(6-methylpyridin-3-yl)oxyanilino]quinazolin-5-yl]oxypropan-1-one Chemical compound O([C@H](C)C(=O)N1C[C@H](O)CC1)C(C=12)=CC=CC2=NC=NC=1NC(C=C1C)=CC=C1OC1=CC=C(C)N=C1 CUXVZRKCEYEHCD-TZIWHRDSSA-N 0.000 claims 1
- CUXVZRKCEYEHCD-CTNGQTDRSA-N (2r)-1-[(3s)-3-hydroxypyrrolidin-1-yl]-2-[4-[3-methyl-4-(6-methylpyridin-3-yl)oxyanilino]quinazolin-5-yl]oxypropan-1-one Chemical compound O([C@H](C)C(=O)N1C[C@@H](O)CC1)C(C=12)=CC=CC2=NC=NC=1NC(C=C1C)=CC=C1OC1=CC=C(C)N=C1 CUXVZRKCEYEHCD-CTNGQTDRSA-N 0.000 claims 1
- STTQEGIPIRVTBK-OAQYLSRUSA-N (2r)-1-[4-(hydroxymethyl)piperidin-1-yl]-2-[4-[3-methyl-4-(6-methylpyridin-3-yl)oxyanilino]quinazolin-5-yl]oxypropan-1-one Chemical compound O([C@H](C)C(=O)N1CCC(CO)CC1)C(C=12)=CC=CC2=NC=NC=1NC(C=C1C)=CC=C1OC1=CC=C(C)N=C1 STTQEGIPIRVTBK-OAQYLSRUSA-N 0.000 claims 1
- YHXQGEWKBGXUHP-GOSISDBHSA-N (2r)-1-morpholin-4-yl-2-[4-(4-pyridin-3-yloxyanilino)quinazolin-5-yl]oxypropan-1-one Chemical compound O([C@H](C)C(=O)N1CCOCC1)C(C=12)=CC=CC2=NC=NC=1NC(C=C1)=CC=C1OC1=CC=CN=C1 YHXQGEWKBGXUHP-GOSISDBHSA-N 0.000 claims 1
- QIPBWQWKCSBGQW-MRXNPFEDSA-N (2r)-2-[4-(3-chloro-4-pyrazin-2-yloxyanilino)quinazolin-5-yl]oxy-1-morpholin-4-ylpropan-1-one Chemical compound O([C@H](C)C(=O)N1CCOCC1)C(C=12)=CC=CC2=NC=NC=1NC(C=C1Cl)=CC=C1OC1=CN=CC=N1 QIPBWQWKCSBGQW-MRXNPFEDSA-N 0.000 claims 1
- BUVVFLDHQZDVQL-DUSLRRAJSA-N (2r)-2-[4-(3-chloro-4-pyridin-2-yloxyanilino)quinazolin-5-yl]oxy-1-(3-hydroxypiperidin-1-yl)propan-1-one Chemical compound O([C@H](C)C(=O)N1CC(O)CCC1)C(C=12)=CC=CC2=NC=NC=1NC(C=C1Cl)=CC=C1OC1=CC=CC=N1 BUVVFLDHQZDVQL-DUSLRRAJSA-N 0.000 claims 1
- ZLLBMHATOGXNKU-QGZVFWFLSA-N (2r)-2-[4-(3-chloro-4-pyridin-2-yloxyanilino)quinazolin-5-yl]oxy-1-morpholin-4-ylpropan-1-one Chemical compound O([C@H](C)C(=O)N1CCOCC1)C(C=12)=CC=CC2=NC=NC=1NC(C=C1Cl)=CC=C1OC1=CC=CC=N1 ZLLBMHATOGXNKU-QGZVFWFLSA-N 0.000 claims 1
- GQGOLYCZKGIRHT-OAHLLOKOSA-N (2r)-2-[4-(3-chloro-4-pyridin-2-yloxyanilino)quinazolin-5-yl]oxy-n,n-dimethylpropanamide Chemical compound C=12C(O[C@H](C)C(=O)N(C)C)=CC=CC2=NC=NC=1NC(C=C1Cl)=CC=C1OC1=CC=CC=N1 GQGOLYCZKGIRHT-OAHLLOKOSA-N 0.000 claims 1
- RUKRWZLTPKSCOB-QGZVFWFLSA-N (2r)-2-[4-(3-chloro-4-pyridin-3-yloxyanilino)quinazolin-5-yl]oxy-1-morpholin-4-ylpropan-1-one Chemical compound O([C@H](C)C(=O)N1CCOCC1)C(C=12)=CC=CC2=NC=NC=1NC(C=C1Cl)=CC=C1OC1=CC=CN=C1 RUKRWZLTPKSCOB-QGZVFWFLSA-N 0.000 claims 1
- WEZZNWQATVXVDW-QGZVFWFLSA-N (2r)-2-[4-(3-fluoro-4-pyridin-3-yloxyanilino)quinazolin-5-yl]oxy-1-morpholin-4-ylpropan-1-one Chemical compound O([C@H](C)C(=O)N1CCOCC1)C(C=12)=CC=CC2=NC=NC=1NC(C=C1F)=CC=C1OC1=CC=CN=C1 WEZZNWQATVXVDW-QGZVFWFLSA-N 0.000 claims 1
- OAWKJLALCNLYTB-GOSISDBHSA-N (2r)-2-[4-(3-methoxy-4-pyridin-3-yloxyanilino)quinazolin-5-yl]oxy-1-morpholin-4-ylpropan-1-one Chemical compound O=C([C@@H](C)OC=1C=CC=C2N=CN=C(C=12)NC=1C=C(C(=CC=1)OC=1C=NC=CC=1)OC)N1CCOCC1 OAWKJLALCNLYTB-GOSISDBHSA-N 0.000 claims 1
- MTSICJXUVYJDOB-GOSISDBHSA-N (2r)-2-[4-(3-methyl-4-pyrazin-2-yloxyanilino)quinazolin-5-yl]oxy-1-morpholin-4-ylpropan-1-one Chemical compound O([C@H](C)C(=O)N1CCOCC1)C(C=12)=CC=CC2=NC=NC=1NC(C=C1C)=CC=C1OC1=CN=CC=N1 MTSICJXUVYJDOB-GOSISDBHSA-N 0.000 claims 1
- RFHNMCRURAMFHZ-GOSISDBHSA-N (2r)-2-[4-(3-methyl-4-pyridazin-3-yloxyanilino)quinazolin-5-yl]oxy-1-morpholin-4-ylpropan-1-one Chemical compound O([C@H](C)C(=O)N1CCOCC1)C(C=12)=CC=CC2=NC=NC=1NC(C=C1C)=CC=C1OC1=CC=CN=N1 RFHNMCRURAMFHZ-GOSISDBHSA-N 0.000 claims 1
- CLAFRPYAWNCVFQ-LJQANCHMSA-N (2r)-2-[4-(3-methyl-4-pyridin-2-yloxyanilino)quinazolin-5-yl]oxy-1-morpholin-4-ylpropan-1-one Chemical compound O([C@H](C)C(=O)N1CCOCC1)C(C=12)=CC=CC2=NC=NC=1NC(C=C1C)=CC=C1OC1=CC=CC=N1 CLAFRPYAWNCVFQ-LJQANCHMSA-N 0.000 claims 1
- ROQUPENQHMQVGU-LJQANCHMSA-N (2r)-2-[4-(3-methyl-4-pyridin-2-yloxyanilino)quinazolin-5-yl]oxy-1-piperazin-1-ylpropan-1-one Chemical compound O([C@H](C)C(=O)N1CCNCC1)C(C=12)=CC=CC2=NC=NC=1NC(C=C1C)=CC=C1OC1=CC=CC=N1 ROQUPENQHMQVGU-LJQANCHMSA-N 0.000 claims 1
- MBZYSNYQGXUZAF-LJQANCHMSA-N (2r)-2-[4-(3-methyl-4-pyridin-3-yloxyanilino)quinazolin-5-yl]oxy-1-morpholin-4-ylpropan-1-one Chemical compound O([C@H](C)C(=O)N1CCOCC1)C(C=12)=CC=CC2=NC=NC=1NC(C=C1C)=CC=C1OC1=CC=CN=C1 MBZYSNYQGXUZAF-LJQANCHMSA-N 0.000 claims 1
- WMDROLDZARJZNE-LJQANCHMSA-N (2r)-2-[4-(3-methyl-4-pyridin-4-yloxyanilino)quinazolin-5-yl]oxy-1-morpholin-4-ylpropan-1-one Chemical compound O([C@H](C)C(=O)N1CCOCC1)C(C=12)=CC=CC2=NC=NC=1NC(C=C1C)=CC=C1OC1=CC=NC=C1 WMDROLDZARJZNE-LJQANCHMSA-N 0.000 claims 1
- TYPJWHGRDVHRRZ-OAHLLOKOSA-N (2r)-2-[4-[3-chloro-4-(1,3-thiazol-2-yloxy)anilino]quinazolin-5-yl]oxy-1-morpholin-4-ylpropan-1-one Chemical class O([C@H](C)C(=O)N1CCOCC1)C(C=12)=CC=CC2=NC=NC=1NC(C=C1Cl)=CC=C1OC1=NC=CS1 TYPJWHGRDVHRRZ-OAHLLOKOSA-N 0.000 claims 1
- BKUNUATYQBJKAW-MRXNPFEDSA-N (2r)-2-[4-[3-chloro-4-(1-methylpyrazol-4-yl)oxyanilino]quinazolin-5-yl]oxy-1-morpholin-4-ylpropan-1-one Chemical compound O([C@H](C)C(=O)N1CCOCC1)C(C=12)=CC=CC2=NC=NC=1NC(C=C1Cl)=CC=C1OC=1C=NN(C)C=1 BKUNUATYQBJKAW-MRXNPFEDSA-N 0.000 claims 1
- DBJFVGIMTAWNDN-MRXNPFEDSA-N (2r)-2-[4-[3-chloro-4-(6-fluoropyridin-3-yl)oxyanilino]quinazolin-5-yl]oxy-1-morpholin-4-ylpropan-1-one Chemical compound O([C@H](C)C(=O)N1CCOCC1)C(C=12)=CC=CC2=NC=NC=1NC(C=C1Cl)=CC=C1OC1=CC=C(F)N=C1 DBJFVGIMTAWNDN-MRXNPFEDSA-N 0.000 claims 1
- CTFGDXFXTZFJLD-GOSISDBHSA-N (2r)-2-[4-[3-chloro-4-(6-methylpyridin-3-yl)oxyanilino]quinazolin-5-yl]oxy-1-morpholin-4-ylpropan-1-one Chemical compound O([C@H](C)C(=O)N1CCOCC1)C(C=12)=CC=CC2=NC=NC=1NC(C=C1Cl)=CC=C1OC1=CC=C(C)N=C1 CTFGDXFXTZFJLD-GOSISDBHSA-N 0.000 claims 1
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- DBSISHZEFSMQPK-GOSISDBHSA-N (2r)-2-[4-[3-chloro-4-(pyridin-2-ylmethoxy)anilino]quinazolin-5-yl]oxy-1-morpholin-4-ylpropan-1-one Chemical compound O([C@H](C)C(=O)N1CCOCC1)C(C=12)=CC=CC2=NC=NC=1NC(C=C1Cl)=CC=C1OCC1=CC=CC=N1 DBSISHZEFSMQPK-GOSISDBHSA-N 0.000 claims 1
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| KR101129868B1 (ko) | 2006-10-04 | 2012-04-12 | 화이자 프로덕츠 인코포레이티드 | 칼슘 수용체 길항제로서의 피리도［4,3-ｄ］피리미딘-4(3Ｈ)-온 유도체 |
| WO2008046085A2 (en) * | 2006-10-12 | 2008-04-17 | Supergen, Inc. | Quinoline derivatives for modulating dna methylation |
| JP5516397B2 (ja) | 2007-04-05 | 2014-06-11 | アムジエン・インコーポレーテツド | オーロラキナーゼ調節物質及び使用方法 |
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2005
- 2005-06-02 CN CNA200580025966XA patent/CN1993349A/zh active Pending
- 2005-06-02 AU AU2005250224A patent/AU2005250224A1/en not_active Abandoned
- 2005-06-02 MX MXPA06014125A patent/MXPA06014125A/es not_active Application Discontinuation
- 2005-06-02 KR KR1020077000221A patent/KR20070038500A/ko not_active Withdrawn
- 2005-06-02 EP EP05747243A patent/EP1756088A1/en not_active Withdrawn
- 2005-06-02 CA CA002567832A patent/CA2567832A1/en not_active Abandoned
- 2005-06-02 BR BRPI0511741-0A patent/BRPI0511741A/pt not_active IP Right Cessation
- 2005-06-02 WO PCT/GB2005/002215 patent/WO2005118572A1/en not_active Ceased
- 2005-06-02 JP JP2007514135A patent/JP2008501675A/ja active Pending
- 2005-06-02 US US11/628,011 patent/US20070232607A1/en not_active Abandoned
- 2005-06-03 TW TW094118285A patent/TW200602328A/zh unknown
- 2005-06-03 UY UY28940A patent/UY28940A1/es not_active Application Discontinuation
- 2005-06-06 AR ARP050102306A patent/AR049294A1/es unknown
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2006
- 2006-11-06 IL IL179081A patent/IL179081A0/en unknown
- 2006-11-13 ZA ZA200609427A patent/ZA200609427B/xx unknown
- 2006-12-29 NO NO20066081A patent/NO20066081L/no not_active Application Discontinuation