ES2587514T3 - Inhibidores tricíclicos de quinasas - Google Patents

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Publication number

ES2587514T3

ES2587514T3 ES12716781.5T ES12716781T ES2587514T3 ES 2587514 T3 ES2587514 T3 ES 2587514T3 ES 12716781 T ES12716781 T ES 12716781T ES 2587514 T3 ES2587514 T3 ES 2587514T3

Authority

ES

Spain

Prior art keywords

pyrimido

amino

imidazo

pyrimidin

phenyl

Prior art date

2011-02-28

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.)

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• 229940043355 kinase inhibitor Drugs 0.000 title description 5
• 239000003757 phosphotransferase inhibitor Substances 0.000 title description 5
• -1 C1-6- alkyl Chemical group 0.000 claims abstract description 299
• 150000001875 compounds Chemical class 0.000 claims abstract description 153
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 105
• BDTRIDKONHOQQN-UHFFFAOYSA-N 4h-pyrimidin-5-one Chemical compound O=C1CN=CN=C1 BDTRIDKONHOQQN-UHFFFAOYSA-N 0.000 claims abstract description 40
• 150000003839 salts Chemical class 0.000 claims abstract description 30
• 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 133
• 125000004182 2-chlorophenyl group Chemical group [H]C1=C([H])C(Cl)=C(*)C([H])=C1[H] 0.000 claims description 78
• UKAFWJUARMVPPH-UHFFFAOYSA-N 8h-pyrimido[4,5-d]pyrimidin-5-one Chemical compound C1=NC=C2C(=O)N=CNC2=N1 UKAFWJUARMVPPH-UHFFFAOYSA-N 0.000 claims description 25
• 125000004195 4-methylpiperazin-1-yl group Chemical group [H]C([H])([H])N1C([H])([H])C([H])([H])N(*)C([H])([H])C1([H])[H] 0.000 claims description 20
• 125000000246 pyrimidin-2-yl group Chemical group [H]C1=NC(*)=NC([H])=C1[H] 0.000 claims description 14
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 10
• 239000000546 pharmaceutical excipient Substances 0.000 claims description 8
• 206010028980 Neoplasm Diseases 0.000 claims description 7
• UTCSSFWDNNEEBH-UHFFFAOYSA-N imidazo[1,2-a]pyridine Chemical compound C1=CC=CC2=NC=CN21 UTCSSFWDNNEEBH-UHFFFAOYSA-N 0.000 claims description 6
• 125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 claims description 6
• 201000011510 cancer Diseases 0.000 claims description 5
• 125000004206 2,2,2-trifluoroethyl group Chemical group [H]C([H])(*)C(F)(F)F 0.000 claims description 4
• 125000004194 piperazin-1-yl group Chemical group [H]N1C([H])([H])C([H])([H])N(*)C([H])([H])C1([H])[H] 0.000 claims description 4
• 125000004307 pyrazin-2-yl group Chemical group [H]C1=C([H])N=C(*)C([H])=N1 0.000 claims description 4
• 238000011282 treatment Methods 0.000 claims description 4
• LPWIXQTVUKDQPE-UHFFFAOYSA-N 12-(4-bromoanilino)-7-(2-chlorophenyl)-2,5,7,11,13-pentazatricyclo[7.4.0.02,6]trideca-1(13),3,5,9,11-pentaen-8-one Chemical compound ClC1=CC=CC=C1N1C(=O)C2=CN=C(NC=3C=CC(Br)=CC=3)N=C2N2C=CN=C21 LPWIXQTVUKDQPE-UHFFFAOYSA-N 0.000 claims description 3
• 125000004777 2-fluoroethyl group Chemical group [H]C([H])(F)C([H])([H])* 0.000 claims description 3
• WJDVIVAHSHCRQL-UHFFFAOYSA-N 7-(2-chlorophenyl)-12-(4-piperidin-1-ylanilino)-2,5,7,11,13-pentazatricyclo[7.4.0.02,6]trideca-1(13),3,5,9,11-pentaen-8-one Chemical compound ClC1=CC=CC=C1N1C(=O)C2=CN=C(NC=3C=CC(=CC=3)N3CCCCC3)N=C2N2C=CN=C21 WJDVIVAHSHCRQL-UHFFFAOYSA-N 0.000 claims description 3
• 239000008194 pharmaceutical composition Substances 0.000 claims description 3
• 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 3
• WSTMFUSTYZOYDL-UHFFFAOYSA-N 12-(1,2,3-benzothiadiazol-5-ylamino)-7-(2,6-dichlorophenyl)-2,5,7,11,13-pentazatricyclo[7.4.0.02,6]trideca-1(13),3,5,9,11-pentaen-8-one Chemical compound ClC1=CC=CC(Cl)=C1N1C(=O)C2=CN=C(NC=3C=C4N=NSC4=CC=3)N=C2N2C=CN=C21 WSTMFUSTYZOYDL-UHFFFAOYSA-N 0.000 claims description 2
• CFYZZUMUBPACPF-UHFFFAOYSA-N 12-(1,3-benzothiazol-6-ylamino)-7-(2,6-dichlorophenyl)-2,5,7,11,13-pentazatricyclo[7.4.0.02,6]trideca-1(13),3,5,9,11-pentaen-8-one Chemical compound ClC1=CC=CC(Cl)=C1N1C(=O)C2=CN=C(NC=3C=C4SC=NC4=CC=3)N=C2N2C=CN=C21 CFYZZUMUBPACPF-UHFFFAOYSA-N 0.000 claims description 2
• XBXHHAXUUZSAER-UHFFFAOYSA-N 12-(4-cyclohexylanilino)-7-(2,6-dichlorophenyl)-2,5,7,11,13-pentazatricyclo[7.4.0.02,6]trideca-1(13),3,5,9,11-pentaen-8-one Chemical compound ClC1=CC=CC(Cl)=C1N1C(=O)C2=CN=C(NC=3C=CC(=CC=3)C3CCCCC3)N=C2N2C=CN=C21 XBXHHAXUUZSAER-UHFFFAOYSA-N 0.000 claims description 2
• GKAIUFLVMQMDHO-UHFFFAOYSA-N 12-[(2-acetylspiro[1,3-dihydroisoquinoline-4,1'-cyclopropane]-7-yl)amino]-7-(2,6-dichlorophenyl)-2,5,7,11,13-pentazatricyclo[7.4.0.02,6]trideca-1(13),3,5,9,11-pentaen-8-one Chemical compound C=1C=C2C3(CC3)CN(C(=O)C)CC2=CC=1NC(N=1)=NC=C(C2=O)C=1N1C=CN=C1N2C1=C(Cl)C=CC=C1Cl GKAIUFLVMQMDHO-UHFFFAOYSA-N 0.000 claims description 2
• PLQFKOCDZHKHRX-UHFFFAOYSA-N 12-[3-chloro-4-(4-methylpiperazin-1-yl)-5-(trifluoromethyl)anilino]-7-(2-chlorophenyl)-2,5,7,11,13-pentazatricyclo[7.4.0.02,6]trideca-1(13),3,5,9,11-pentaen-8-one Chemical compound C1CN(C)CCN1C(C(=C1)C(F)(F)F)=C(Cl)C=C1NC1=NC=C2C(=O)N(C=3C(=CC=CC=3)Cl)C3=NC=CN3C2=N1 PLQFKOCDZHKHRX-UHFFFAOYSA-N 0.000 claims description 2
• OXBXLTUEEZXRSD-UHFFFAOYSA-N 12-[3-chloro-4-(4-methylpiperazin-1-yl)anilino]-7-(2,6-dichlorophenyl)-2,5,7,11,13-pentazatricyclo[7.4.0.02,6]trideca-1(13),3,5,9,11-pentaen-8-one Chemical compound C1CN(C)CCN1C(C(=C1)Cl)=CC=C1NC1=NC=C2C(=O)N(C=3C(=CC=CC=3Cl)Cl)C3=NC=CN3C2=N1 OXBXLTUEEZXRSD-UHFFFAOYSA-N 0.000 claims description 2
• KFZPTHFHLAAPLY-UHFFFAOYSA-N 12-[4-(1,4-diazepan-1-yl)-3-methylanilino]-7-(2,6-dichlorophenyl)-2,5,7,11,13-pentazatricyclo[7.4.0.02,6]trideca-1(13),3,5,9,11-pentaen-8-one Chemical compound C=1C=C(N2CCNCCC2)C(C)=CC=1NC(N=1)=NC=C(C2=O)C=1N1C=CN=C1N2C1=C(Cl)C=CC=C1Cl KFZPTHFHLAAPLY-UHFFFAOYSA-N 0.000 claims description 2
• JPQMJYUOSIHHNT-UHFFFAOYSA-N 12-[4-(4-acetylpiperazin-1-yl)anilino]-7-(2,6-dichlorophenyl)-2,5,7,11,13-pentazatricyclo[7.4.0.02,6]trideca-1(13),3,5,9,11-pentaen-8-one Chemical compound C1CN(C(=O)C)CCN1C(C=C1)=CC=C1NC1=NC=C2C(=O)N(C=3C(=CC=CC=3Cl)Cl)C3=NC=CN3C2=N1 JPQMJYUOSIHHNT-UHFFFAOYSA-N 0.000 claims description 2
• TWJWRKWSQONEGU-UHFFFAOYSA-N 12-[4-(4-acetylpiperazin-1-yl)anilino]-7-(2-chloro-6-fluorophenyl)-2,5,7,11,13-pentazatricyclo[7.4.0.02,6]trideca-1(13),3,5,9,11-pentaen-8-one Chemical compound C1CN(C(=O)C)CCN1C(C=C1)=CC=C1NC1=NC=C2C(=O)N(C=3C(=CC=CC=3F)Cl)C3=NC=CN3C2=N1 TWJWRKWSQONEGU-UHFFFAOYSA-N 0.000 claims description 2
• MHOWYCRQHGHKCI-UHFFFAOYSA-N 12-[[2-(cyclopropanecarbonyl)spiro[1,3-dihydroisoquinoline-4,1'-cyclopropane]-7-yl]amino]-7-(2,6-dichloro-4-fluorophenyl)-2,5,7,11,13-pentazatricyclo[7.4.0.02,6]trideca-1(13),3,5,9,11-pentaen-8-one Chemical compound ClC1=CC(F)=CC(Cl)=C1N1C(=O)C2=CN=C(NC=3C=C4C(C5(CC5)CN(C4)C(=O)C4CC4)=CC=3)N=C2N2C=CN=C21 MHOWYCRQHGHKCI-UHFFFAOYSA-N 0.000 claims description 2
• GFTMSJAEEHGADR-UHFFFAOYSA-N 12-anilino-7-(3-methoxy-2-methylphenyl)-2,5,7,11,13-pentazatricyclo[7.4.0.02,6]trideca-1(13),3,5,9,11-pentaen-8-one Chemical compound COC1=CC=CC(N2C(C3=CN=C(NC=4C=CC=CC=4)N=C3N3C=CN=C32)=O)=C1C GFTMSJAEEHGADR-UHFFFAOYSA-N 0.000 claims description 2
• 125000004778 2,2-difluoroethyl group Chemical group [H]C([H])(*)C([H])(F)F 0.000 claims description 2
• NEURYOYRKPFLKH-UHFFFAOYSA-N 2-chloro-1-isocyanato-4-(trifluoromethyl)benzene Chemical group FC(F)(F)C1=CC=C(N=C=O)C(Cl)=C1 NEURYOYRKPFLKH-UHFFFAOYSA-N 0.000 claims description 2
• 125000004485 2-pyrrolidinyl group Chemical group [H]N1C([H])([H])C([H])([H])C([H])([H])C1([H])* 0.000 claims description 2
• 125000004179 3-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(Cl)=C1[H] 0.000 claims description 2
• 125000004575 3-pyrrolidinyl group Chemical group [H]N1C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 2
• SVUNWNBQQMXLGG-UHFFFAOYSA-N 4-[[7-(2-chlorophenyl)-8-oxo-2,5,7,11,13-pentazatricyclo[7.4.0.02,6]trideca-1(13),3,5,9,11-pentaen-12-yl]amino]benzoic acid Chemical compound C1=CC(C(=O)O)=CC=C1NC1=NC=C2C(=O)N(C=3C(=CC=CC=3)Cl)C3=NC=CN3C2=N1 SVUNWNBQQMXLGG-UHFFFAOYSA-N 0.000 claims description 2
• 125000004203 4-hydroxyphenyl group Chemical group [H]OC1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
• PBHVOWBAQKJIHE-UHFFFAOYSA-N 7-(2,4-dimethoxyphenyl)-12-[4-(4-methylpiperazin-1-yl)anilino]-2,5,7,11,13-pentazatricyclo[7.4.0.02,6]trideca-1(13),3,5,9,11-pentaen-8-one Chemical compound COC1=CC(OC)=CC=C1N1C(=O)C2=CN=C(NC=3C=CC(=CC=3)N3CCN(C)CC3)N=C2N2C=CN=C21 PBHVOWBAQKJIHE-UHFFFAOYSA-N 0.000 claims description 2
• RGHKDYZHFCXXGZ-UHFFFAOYSA-N 7-(2,6-dichlorophenyl)-12-(1H-indazol-5-ylamino)-2,5,7,11,13-pentazatricyclo[7.4.0.02,6]trideca-1(13),3,5,9,11-pentaen-8-one Chemical compound ClC1=CC=CC(Cl)=C1N1C(=O)C2=CN=C(NC=3C=C4C=NNC4=CC=3)N=C2N2C=CN=C21 RGHKDYZHFCXXGZ-UHFFFAOYSA-N 0.000 claims description 2
• SJKFRWBTYBCUGI-UHFFFAOYSA-N 7-(2,6-dichlorophenyl)-12-(1H-indazol-6-ylamino)-2,5,7,11,13-pentazatricyclo[7.4.0.02,6]trideca-1(13),3,5,9,11-pentaen-8-one Chemical compound ClC1=CC=CC(Cl)=C1N1C(=O)C2=CN=C(NC=3C=C4NN=CC4=CC=3)N=C2N2C=CN=C21 SJKFRWBTYBCUGI-UHFFFAOYSA-N 0.000 claims description 2
• GGAQMONGBVYRHN-UHFFFAOYSA-N 7-(2,6-dichlorophenyl)-12-(3,5-difluoro-4-piperazin-1-ylanilino)-2,5,7,11,13-pentazatricyclo[7.4.0.02,6]trideca-1(13),3,5,9,11-pentaen-8-one Chemical compound C=1C(F)=C(N2CCNCC2)C(F)=CC=1NC(N=1)=NC=C(C2=O)C=1N1C=CN=C1N2C1=C(Cl)C=CC=C1Cl GGAQMONGBVYRHN-UHFFFAOYSA-N 0.000 claims description 2
• RVAPALZVDKEYRH-UHFFFAOYSA-N 7-(2,6-dichlorophenyl)-12-[(1,1,2,3,3-pentamethylisoindol-5-yl)amino]-2,5,7,11,13-pentazatricyclo[7.4.0.02,6]trideca-1(13),3,5,9,11-pentaen-8-one Chemical compound C1=C2C(C)(C)N(C)C(C)(C)C2=CC=C1NC(N=1)=NC=C(C2=O)C=1N1C=CN=C1N2C1=C(Cl)C=CC=C1Cl RVAPALZVDKEYRH-UHFFFAOYSA-N 0.000 claims description 2
• FIEFUTLSNLZAGA-UHFFFAOYSA-N 7-(2,6-dichlorophenyl)-12-[(2,4,4-trimethyl-1,3-dihydroisoquinolin-7-yl)amino]-2,5,7,11,13-pentazatricyclo[7.4.0.02,6]trideca-1(13),3,5,9,11-pentaen-8-one Chemical compound C=1C=C2C(C)(C)CN(C)CC2=CC=1NC(N=1)=NC=C(C2=O)C=1N1C=CN=C1N2C1=C(Cl)C=CC=C1Cl FIEFUTLSNLZAGA-UHFFFAOYSA-N 0.000 claims description 2
• NNDPUBRAHKIRIP-UHFFFAOYSA-N 7-(2,6-dichlorophenyl)-12-[(2-methylsulfonyl-3,4-dihydro-1H-isoquinolin-6-yl)amino]-2,5,7,11,13-pentazatricyclo[7.4.0.02,6]trideca-1(13),3,5,9,11-pentaen-8-one Chemical compound C=1C=C2CN(S(=O)(=O)C)CCC2=CC=1NC(N=1)=NC=C(C2=O)C=1N1C=CN=C1N2C1=C(Cl)C=CC=C1Cl NNDPUBRAHKIRIP-UHFFFAOYSA-N 0.000 claims description 2
• NZCPVWCJDIRVSB-UHFFFAOYSA-N 7-(2,6-dichlorophenyl)-12-[(6-piperazin-1-ylpyridin-3-yl)amino]-2,5,7,11,13-pentazatricyclo[7.4.0.02,6]trideca-1(13),3,5,9,11-pentaen-8-one Chemical compound ClC1=CC=CC(Cl)=C1N1C(=O)C2=CN=C(NC=3C=NC(=CC=3)N3CCNCC3)N=C2N2C=CN=C21 NZCPVWCJDIRVSB-UHFFFAOYSA-N 0.000 claims description 2
• IPAMMJLEAOPWRH-UHFFFAOYSA-N 7-(2,6-dichlorophenyl)-12-[3-methoxy-4-(4-methylpiperazin-1-yl)anilino]-2,5,7,11,13-pentazatricyclo[7.4.0.02,6]trideca-1(13),3,5,9,11-pentaen-8-one Chemical compound C=1C=C(N2CCN(C)CC2)C(OC)=CC=1NC(N=1)=NC=C(C2=O)C=1N1C=CN=C1N2C1=C(Cl)C=CC=C1Cl IPAMMJLEAOPWRH-UHFFFAOYSA-N 0.000 claims description 2
• DXQPKMYOSPNPKP-UHFFFAOYSA-N 7-(2,6-dichlorophenyl)-12-[4-(2-oxopiperazin-1-yl)anilino]-2,5,7,11,13-pentazatricyclo[7.4.0.02,6]trideca-1(13),3,5,9,11-pentaen-8-one Chemical compound ClC1=CC=CC(Cl)=C1N1C(=O)C2=CN=C(NC=3C=CC(=CC=3)N3C(CNCC3)=O)N=C2N2C=CN=C21 DXQPKMYOSPNPKP-UHFFFAOYSA-N 0.000 claims description 2
• YUSACECZXYAHRO-UHFFFAOYSA-N 7-(2,6-dichlorophenyl)-12-[4-(3,3-difluoropiperidin-1-yl)anilino]-2,5,7,11,13-pentazatricyclo[7.4.0.02,6]trideca-1(13),3,5,9,11-pentaen-8-one Chemical compound C1C(F)(F)CCCN1C(C=C1)=CC=C1NC1=NC=C2C(=O)N(C=3C(=CC=CC=3Cl)Cl)C3=NC=CN3C2=N1 YUSACECZXYAHRO-UHFFFAOYSA-N 0.000 claims description 2
• UYFFZUITWKYKDZ-UHFFFAOYSA-N 7-(2,6-dichlorophenyl)-12-[4-(3-oxopiperazin-1-yl)anilino]-2,5,7,11,13-pentazatricyclo[7.4.0.02,6]trideca-1(13),3,5,9,11-pentaen-8-one Chemical compound ClC1=CC=CC(Cl)=C1N1C(=O)C2=CN=C(NC=3C=CC(=CC=3)N3CC(=O)NCC3)N=C2N2C=CN=C21 UYFFZUITWKYKDZ-UHFFFAOYSA-N 0.000 claims description 2
• JPLBPJNNOXQWAL-UHFFFAOYSA-N 7-(2,6-dichlorophenyl)-12-[4-(4,4-difluoropiperidin-1-yl)anilino]-2,5,7,11,13-pentazatricyclo[7.4.0.02,6]trideca-1(13),3,5,9,11-pentaen-8-one Chemical compound C1CC(F)(F)CCN1C(C=C1)=CC=C1NC1=NC=C2C(=O)N(C=3C(=CC=CC=3Cl)Cl)C3=NC=CN3C2=N1 JPLBPJNNOXQWAL-UHFFFAOYSA-N 0.000 claims description 2
• ZWUXTZDZEJUYDC-UHFFFAOYSA-N 7-(2,6-dichlorophenyl)-12-[4-(4-hydroxypiperidin-1-yl)anilino]-2,5,7,11,13-pentazatricyclo[7.4.0.02,6]trideca-1(13),3,5,9,11-pentaen-8-one Chemical compound C1CC(O)CCN1C(C=C1)=CC=C1NC1=NC=C2C(=O)N(C=3C(=CC=CC=3Cl)Cl)C3=NC=CN3C2=N1 ZWUXTZDZEJUYDC-UHFFFAOYSA-N 0.000 claims description 2
• FIZCVABTBXZLTR-UHFFFAOYSA-N 7-(2,6-dichlorophenyl)-12-[4-(7-methylsulfonyl-2,7-diazaspiro[3.4]octan-2-yl)anilino]-2,5,7,11,13-pentazatricyclo[7.4.0.02,6]trideca-1(13),3,5,9,11-pentaen-8-one Chemical compound C1N(S(=O)(=O)C)CCC11CN(C=2C=CC(NC=3N=C4C(C(N(C=5C(=CC=CC=5Cl)Cl)C5=NC=CN54)=O)=CN=3)=CC=2)C1 FIZCVABTBXZLTR-UHFFFAOYSA-N 0.000 claims description 2
• ITBIXLURBFCVLL-UHFFFAOYSA-N 7-(2,6-dichlorophenyl)-12-[4-(9-methyl-3,9-diazaspiro[5.5]undecan-3-yl)anilino]-2,5,7,11,13-pentazatricyclo[7.4.0.02,6]trideca-1(13),3,5,9,11-pentaen-8-one Chemical compound C1CN(C)CCC21CCN(C=1C=CC(NC=3N=C4C(C(N(C=5C(=CC=CC=5Cl)Cl)C5=NC=CN54)=O)=CN=3)=CC=1)CC2 ITBIXLURBFCVLL-UHFFFAOYSA-N 0.000 claims description 2
• PJEIKZYPAJBYSN-UHFFFAOYSA-N 7-(2,6-dichlorophenyl)-12-[4-[1-[1-(dimethylamino)-3-methylbutyl]cyclobutyl]anilino]-2,5,7,11,13-pentazatricyclo[7.4.0.02,6]trideca-1(13),3,5,9,11-pentaen-8-one Chemical compound C=1C=C(NC=2N=C3C(C(N(C=4C(=CC=CC=4Cl)Cl)C4=NC=CN43)=O)=CN=2)C=CC=1C1(C(N(C)C)CC(C)C)CCC1 PJEIKZYPAJBYSN-UHFFFAOYSA-N 0.000 claims description 2
• ZCMFFRXYWPAMAF-UHFFFAOYSA-N 7-(2,6-dichlorophenyl)-12-[4-[2-(dimethylamino)ethyl-ethylamino]anilino]-2,5,7,11,13-pentazatricyclo[7.4.0.02,6]trideca-1(13),3,5,9,11-pentaen-8-one Chemical compound C1=CC(N(CCN(C)C)CC)=CC=C1NC1=NC=C2C(=O)N(C=3C(=CC=CC=3Cl)Cl)C3=NC=CN3C2=N1 ZCMFFRXYWPAMAF-UHFFFAOYSA-N 0.000 claims description 2
• RCWBCGALBPUPRM-UHFFFAOYSA-N 7-(2,6-dichlorophenyl)-12-[4-[3-(diethylamino)propoxy]-3-fluoroanilino]-2,5,7,11,13-pentazatricyclo[7.4.0.02,6]trideca-1(13),3,5,9,11-pentaen-8-one Chemical compound C1=C(F)C(OCCCN(CC)CC)=CC=C1NC1=NC=C2C(=O)N(C=3C(=CC=CC=3Cl)Cl)C3=NC=CN3C2=N1 RCWBCGALBPUPRM-UHFFFAOYSA-N 0.000 claims description 2
• KXAUNTOLVMSJKJ-UHFFFAOYSA-N 7-(2,6-dichlorophenyl)-12-[4-[4-(dimethylamino)piperidin-1-yl]anilino]-2,5,7,11,13-pentazatricyclo[7.4.0.02,6]trideca-1(13),3,5,9,11-pentaen-8-one Chemical compound C1CC(N(C)C)CCN1C(C=C1)=CC=C1NC1=NC=C2C(=O)N(C=3C(=CC=CC=3Cl)Cl)C3=NC=CN3C2=N1 KXAUNTOLVMSJKJ-UHFFFAOYSA-N 0.000 claims description 2
• MIUZKHQKIKYNFA-UHFFFAOYSA-N 7-(2-chloro-4,6-difluorophenyl)-12-[4-(4-methylpiperazin-1-yl)anilino]-2,5,7,11,13-pentazatricyclo[7.4.0.02,6]trideca-1(13),3,5,9,11-pentaen-8-one Chemical compound C1CN(C)CCN1C(C=C1)=CC=C1NC1=NC=C2C(=O)N(C=3C(=CC(F)=CC=3F)Cl)C3=NC=CN3C2=N1 MIUZKHQKIKYNFA-UHFFFAOYSA-N 0.000 claims description 2
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• 125000006255 cyclopropyl carbonyl group Chemical group [H]C1([H])C([H])([H])C1([H])C(*)=O 0.000 claims description 2
• 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 claims description 2
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• 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims description 2
• 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 3
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