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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| CN105503835B (zh) * | 2015-12-03 | 2018-04-24 | 中国人民解放军南京军区南京总医院 | 一种新型喹唑啉衍生物lu1510及其制备方法和应用 |
| CN105503836B (zh) * | 2015-12-03 | 2018-04-24 | 中国人民解放军南京军区南京总医院 | 一种新型喹唑啉衍生物lu1502及其制备方法和应用 |
| CN105399733B (zh) * | 2015-12-03 | 2018-04-24 | 中国人民解放军南京军区南京总医院 | 一种新型喹唑啉衍生物lu1504及其制备方法和应用 |
| CN105541807B (zh) * | 2015-12-03 | 2018-04-24 | 中国人民解放军南京军区南京总医院 | 一种新型喹唑啉衍生物lu1506及其制备方法和应用 |
| CN106366020B (zh) * | 2016-08-31 | 2018-12-11 | 京博农化科技股份有限公司 | 一种合成手性稻瘟酰胺的方法 |
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| US6924285B2 (en) * | 2002-03-30 | 2005-08-02 | Boehringer Ingelheim Pharma Gmbh & Co. | Bicyclic heterocyclic compounds, pharmaceutical compositions containing these compounds, their use and process for preparing them |
| GB0309009D0 (en) * | 2003-04-22 | 2003-05-28 | Astrazeneca Ab | Quinazoline derivatives |
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| GB0317665D0 (en) * | 2003-07-29 | 2003-09-03 | Astrazeneca Ab | Qinazoline derivatives |
| BRPI0413066A (pt) * | 2003-07-29 | 2006-10-17 | Astrazeneca Ab | derivado de quinazolina, ou um sal farmaceuticamente aceitável, ou um éster farmaceuticamente aceitável do mesmo, da fórmula i, uso e processo para a preparação do mesmo, composto, composição farmacêutica, e, métodos para a produção de um efeito antiproliferativo em um animal de sangue quente, para a prevenção ou tratamento de um tumor, para prover um efeito inibitório de tirosina quinase de egfr seletivo, e para tratar um cáncer em um animal de sangue quente |
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| BRPI0414488A (pt) * | 2003-09-16 | 2006-11-14 | Astrazeneca Ab | derivado de quinazolina, composição farmacêutica, uso de um derivado de quinazolina, métodos para produzir um efeito anti - proliferativo em um animal de sangue quente, para prevenção ou tratamento de tumores em um aminal de sangue quente, para fornecer um efeito inibidor da tirosina quinase de egfr seletivo em um animal de sangue quente e para tratar um cáncer em um animal de sangue quente e, processo para a preparação de um derivado de quinazolina |
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| GB0326459D0 (en) * | 2003-11-13 | 2003-12-17 | Astrazeneca Ab | Quinazoline derivatives |
| ATE413389T1 (de) * | 2004-02-03 | 2008-11-15 | Astrazeneca Ab | Chinazolinderivate |
-
2005
- 2005-06-02 CA CA002567832A patent/CA2567832A1/en not_active Abandoned
- 2005-06-02 JP JP2007514135A patent/JP2008501675A/ja active Pending
- 2005-06-02 AU AU2005250224A patent/AU2005250224A1/en not_active Abandoned
- 2005-06-02 BR BRPI0511741-0A patent/BRPI0511741A/pt not_active IP Right Cessation
- 2005-06-02 MX MXPA06014125A patent/MXPA06014125A/es not_active Application Discontinuation
- 2005-06-02 WO PCT/GB2005/002215 patent/WO2005118572A1/en not_active Ceased
- 2005-06-02 US US11/628,011 patent/US20070232607A1/en not_active Abandoned
- 2005-06-02 KR KR1020077000221A patent/KR20070038500A/ko not_active Withdrawn
- 2005-06-02 CN CNA200580025966XA patent/CN1993349A/zh active Pending
- 2005-06-02 EP EP05747243A patent/EP1756088A1/en not_active Withdrawn
- 2005-06-03 UY UY28940A patent/UY28940A1/es not_active Application Discontinuation
- 2005-06-03 TW TW094118285A patent/TW200602328A/zh unknown
- 2005-06-06 AR ARP050102306A patent/AR049294A1/es unknown
-
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
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