KR20060096513A - 시스-2,4,5-트리페닐-이미다졸린 및 종양 치료에서의 그의용도 - Google Patents

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Publication number

KR20060096513A

KR20060096513A KR1020067016636A KR20067016636A KR20060096513A KR 20060096513 A KR20060096513 A KR 20060096513A KR 1020067016636 A KR1020067016636 A KR 1020067016636A KR 20067016636 A KR20067016636 A KR 20067016636A KR 20060096513 A KR20060096513 A KR 20060096513A

Authority

KR

South Korea

Prior art keywords

phenyl

bis

chloro

methanone

methoxy

Prior art date

2001-12-18

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.)

Ceased

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• 206010028980 Neoplasm Diseases 0.000 title claims description 14
• 238000011282 treatment Methods 0.000 title claims description 14
• 150000001875 compounds Chemical class 0.000 claims abstract description 144
• 150000003839 salts Chemical class 0.000 claims abstract description 19
• -1 C 1 -C 6 alkoxy Chemical group 0.000 claims description 119
• 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 claims description 88
• LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 59
• 229920006395 saturated elastomer Polymers 0.000 claims description 36
• DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical class OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 claims description 34
• 125000005842 heteroatom Chemical group 0.000 claims description 33
• 125000001309 chloro group Chemical group Cl* 0.000 claims description 31
• 125000000217 alkyl group Chemical group 0.000 claims description 27
• 229910052757 nitrogen Inorganic materials 0.000 claims description 25
• 229910052717 sulfur Inorganic materials 0.000 claims description 25
• 125000001246 bromo group Chemical group Br* 0.000 claims description 23
• 125000004193 piperazinyl group Chemical group 0.000 claims description 21
• 125000004800 4-bromophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Br 0.000 claims description 18
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 12
• 229910052794 bromium Inorganic materials 0.000 claims description 11
• 239000008194 pharmaceutical composition Substances 0.000 claims description 11
• 229910052801 chlorine Inorganic materials 0.000 claims description 10
• 229910052739 hydrogen Inorganic materials 0.000 claims description 10
• 125000003545 alkoxy group Chemical group 0.000 claims description 9
• 125000003386 piperidinyl group Chemical group 0.000 claims description 9
• 201000011510 cancer Diseases 0.000 claims description 8
• 125000004432 carbon atom Chemical group C* 0.000 claims description 7
• 125000004093 cyano group Chemical group *C#N 0.000 claims description 7
• 125000002757 morpholinyl group Chemical group 0.000 claims description 7
• KUUPATHXUAIQFZ-LUFKIMSYSA-N (2S)-2-[[4-[4-amino-5-(4-phenoxyphenyl)pyrrolo[2,3-d]pyrimidin-7-yl]cyclohexyl]amino]-4-methylpentanoic acid Chemical compound CC(C)C[C@H](NC1CCC(CC1)n1cc(-c2ccc(Oc3ccccc3)cc2)c2c(N)ncnc12)C(O)=O KUUPATHXUAIQFZ-LUFKIMSYSA-N 0.000 claims description 6
• CPFNRKGBALNLGO-UHFFFAOYSA-N 4-(3-hydroxybutan-2-yl)piperazine-1-carbaldehyde Chemical compound OC(C(C)N1CCN(CC1)C=O)C CPFNRKGBALNLGO-UHFFFAOYSA-N 0.000 claims description 6
• ZXIPEZDMQNYFOO-UHFFFAOYSA-N [4,5-bis(4-chlorophenyl)-2-(4-methoxy-2-propan-2-yloxyphenyl)-4,5-dihydroimidazol-1-yl]-piperazin-1-ylmethanone Chemical compound CC(C)OC1=CC(OC)=CC=C1C1=NC(C=2C=CC(Cl)=CC=2)C(C=2C=CC(Cl)=CC=2)N1C(=O)N1CCNCC1 ZXIPEZDMQNYFOO-UHFFFAOYSA-N 0.000 claims description 6
• 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 6
• 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 6
• 229910052731 fluorine Inorganic materials 0.000 claims description 6
• 235000012054 meals Nutrition 0.000 claims description 6
• 125000004791 2-fluoroethoxy group Chemical group FCCO* 0.000 claims description 5
• 238000007911 parenteral administration Methods 0.000 claims description 5
• 125000002924 primary amino group Chemical class [H]N([H])* 0.000 claims description 5
• 125000000719 pyrrolidinyl group Chemical group 0.000 claims description 5
• DUOFTOMXBGMGDU-UHFFFAOYSA-N 1-[4,5-bis(4-chlorophenyl)-2-(2-propan-2-yloxyphenyl)-4,5-dihydroimidazol-1-yl]-2-methylpropan-1-one Chemical compound CC(C)OC1=CC=CC=C1C1=NC(C=2C=CC(Cl)=CC=2)C(C=2C=CC(Cl)=CC=2)N1C(=O)C(C)C DUOFTOMXBGMGDU-UHFFFAOYSA-N 0.000 claims description 4
• CNJMQHFPGIEFDI-UHFFFAOYSA-N 1-[4-(4-chlorophenyl)-2-(4-methoxyphenyl)-5-(4-nitrophenyl)-4,5-dihydroimidazol-1-yl]-2-methylpropan-1-one Chemical compound C1=CC(OC)=CC=C1C1=NC(C=2C=CC(Cl)=CC=2)C(C=2C=CC(=CC=2)[N+]([O-])=O)N1C(=O)C(C)C CNJMQHFPGIEFDI-UHFFFAOYSA-N 0.000 claims description 4
• UULOZZMRJZRFKQ-UHFFFAOYSA-N 1-[5-(4-chlorophenyl)-2-(4-methoxyphenyl)-4-(4-nitrophenyl)-4,5-dihydroimidazol-1-yl]-2-methylpropan-1-one Chemical compound C1=CC(OC)=CC=C1C1=NC(C=2C=CC(=CC=2)[N+]([O-])=O)C(C=2C=CC(Cl)=CC=2)N1C(=O)C(C)C UULOZZMRJZRFKQ-UHFFFAOYSA-N 0.000 claims description 4
• DWSUDQAVAPLLLN-UHFFFAOYSA-N 4-[4,5-bis(4-bromophenyl)-2-[4-methoxy-2-(2,2,2-trifluoroethoxy)phenyl]-4,5-dihydroimidazole-1-carbonyl]piperazin-2-one Chemical compound FC(F)(F)COC1=CC(OC)=CC=C1C1=NC(C=2C=CC(Br)=CC=2)C(C=2C=CC(Br)=CC=2)N1C(=O)N1CC(=O)NCC1 DWSUDQAVAPLLLN-UHFFFAOYSA-N 0.000 claims description 4
• JRIXBZFXMLWZBE-UHFFFAOYSA-N [4,5-bis(4-chlorophenyl)-2-(2-propan-2-yloxyphenyl)-4,5-dihydroimidazol-1-yl]-(4-pyrrolidin-1-ylpiperidin-1-yl)methanone Chemical compound CC(C)OC1=CC=CC=C1C1=NC(C=2C=CC(Cl)=CC=2)C(C=2C=CC(Cl)=CC=2)N1C(=O)N1CCC(N2CCCC2)CC1 JRIXBZFXMLWZBE-UHFFFAOYSA-N 0.000 claims description 4
• FBQOLGIZYDEZQQ-UHFFFAOYSA-N [4,5-bis(4-chlorophenyl)-2-(4-methoxy-2-propan-2-yloxyphenyl)-4,5-dihydroimidazol-1-yl]-(3-methylpiperazin-1-yl)methanone Chemical compound CC(C)OC1=CC(OC)=CC=C1C1=NC(C=2C=CC(Cl)=CC=2)C(C=2C=CC(Cl)=CC=2)N1C(=O)N1CC(C)NCC1 FBQOLGIZYDEZQQ-UHFFFAOYSA-N 0.000 claims description 4
• SNULFVBHOJGNJG-UHFFFAOYSA-N [4,5-bis(4-chlorophenyl)-2-(4-methoxy-2-propan-2-yloxyphenyl)-4,5-dihydroimidazol-1-yl]-[4-(2,3-dihydroxypropyl)piperazin-1-yl]methanone Chemical compound CC(C)OC1=CC(OC)=CC=C1C1=NC(C=2C=CC(Cl)=CC=2)C(C=2C=CC(Cl)=CC=2)N1C(=O)N1CCN(CC(O)CO)CC1 SNULFVBHOJGNJG-UHFFFAOYSA-N 0.000 claims description 4
• RBMOPSIDGAAEDY-UHFFFAOYSA-N [4,5-bis(4-chlorophenyl)-2-(4-methoxy-2-propan-2-yloxyphenyl)-4,5-dihydroimidazol-1-yl]-[4-(2-hydroxyethyl)piperazin-1-yl]methanone;hydrochloride Chemical compound Cl.CC(C)OC1=CC(OC)=CC=C1C1=NC(C=2C=CC(Cl)=CC=2)C(C=2C=CC(Cl)=CC=2)N1C(=O)N1CCN(CCO)CC1 RBMOPSIDGAAEDY-UHFFFAOYSA-N 0.000 claims description 4
• 125000002541 furyl group Chemical group 0.000 claims description 4
• OPZRTSZCJXIROV-UHFFFAOYSA-N 1-[4,5-bis(4-chlorophenyl)-2-(2,3-dimethoxyphenyl)-4,5-dihydroimidazol-1-yl]-2-methylpropan-1-one Chemical compound COC1=CC=CC(C=2N(C(C(N=2)C=2C=CC(Cl)=CC=2)C=2C=CC(Cl)=CC=2)C(=O)C(C)C)=C1OC OPZRTSZCJXIROV-UHFFFAOYSA-N 0.000 claims description 3
• GJHWFURXLYZLSP-UHFFFAOYSA-N 1-[4,5-bis(4-chlorophenyl)-2-(2,4-dimethoxyphenyl)-4,5-dihydroimidazol-1-yl]-2,2-dimethylpropan-1-one Chemical compound COC1=CC(OC)=CC=C1C1=NC(C=2C=CC(Cl)=CC=2)C(C=2C=CC(Cl)=CC=2)N1C(=O)C(C)(C)C GJHWFURXLYZLSP-UHFFFAOYSA-N 0.000 claims description 3
• FLBAPFPVYFYDFA-UHFFFAOYSA-N 1-[4,5-bis(4-chlorophenyl)-2-(2,4-dimethoxyphenyl)-4,5-dihydroimidazol-1-yl]-2-methylpropan-1-one Chemical compound COC1=CC(OC)=CC=C1C1=NC(C=2C=CC(Cl)=CC=2)C(C=2C=CC(Cl)=CC=2)N1C(=O)C(C)C FLBAPFPVYFYDFA-UHFFFAOYSA-N 0.000 claims description 3
• OEHLHAMPBIBYAC-UHFFFAOYSA-N 1-[4,5-bis(4-chlorophenyl)-2-(2,4-dimethoxyphenyl)-4,5-dihydroimidazol-1-yl]ethanone Chemical compound COC1=CC(OC)=CC=C1C1=NC(C=2C=CC(Cl)=CC=2)C(C=2C=CC(Cl)=CC=2)N1C(C)=O OEHLHAMPBIBYAC-UHFFFAOYSA-N 0.000 claims description 3
• JICOEQLXABNUFN-UHFFFAOYSA-N 1-[4,5-bis(4-chlorophenyl)-2-(2-methoxy-3-methyl-5-morpholin-4-ylphenyl)-4,5-dihydroimidazol-1-yl]-2-methylpropan-1-one Chemical compound COC1=C(C)C=C(N2CCOCC2)C=C1C(N1C(=O)C(C)C)=NC(C=2C=CC(Cl)=CC=2)C1C1=CC=C(Cl)C=C1 JICOEQLXABNUFN-UHFFFAOYSA-N 0.000 claims description 3
• SRSWLWHASCATGS-UHFFFAOYSA-N 1-[4,5-bis(4-chlorophenyl)-2-(2-methoxyphenyl)-4,5-dihydroimidazol-1-yl]-2-methylpropan-1-one Chemical compound COC1=CC=CC=C1C1=NC(C=2C=CC(Cl)=CC=2)C(C=2C=CC(Cl)=CC=2)N1C(=O)C(C)C SRSWLWHASCATGS-UHFFFAOYSA-N 0.000 claims description 3
• RBPDLJJZVJQRGD-UHFFFAOYSA-N 1-[4,5-bis(4-chlorophenyl)-2-(4-methoxyphenyl)-4,5-dihydroimidazol-1-yl]ethanone Chemical compound C1=CC(OC)=CC=C1C1=NC(C=2C=CC(Cl)=CC=2)C(C=2C=CC(Cl)=CC=2)N1C(C)=O RBPDLJJZVJQRGD-UHFFFAOYSA-N 0.000 claims description 3
• GUWSENNVDHRDKJ-UHFFFAOYSA-N 1-[4,5-bis(4-chlorophenyl)-2-(4-methylphenyl)-4,5-dihydroimidazol-1-yl]ethanone Chemical compound CC(=O)N1C(C=2C=CC(Cl)=CC=2)C(C=2C=CC(Cl)=CC=2)N=C1C1=CC=C(C)C=C1 GUWSENNVDHRDKJ-UHFFFAOYSA-N 0.000 claims description 3
• HEIYAGGHEDLEOG-UHFFFAOYSA-N 1-[4,5-bis(4-chlorophenyl)-2-[3-(hydroxymethyl)-5-(methoxymethyl)phenyl]-4,5-dihydroimidazol-1-yl]ethanone Chemical compound COCC1=CC(CO)=CC(C=2N(C(C(N=2)C=2C=CC(Cl)=CC=2)C=2C=CC(Cl)=CC=2)C(C)=O)=C1 HEIYAGGHEDLEOG-UHFFFAOYSA-N 0.000 claims description 3
• DYICVQZJUJXORL-UHFFFAOYSA-N 1-[4,5-bis(4-chlorophenyl)-2-[3-(hydroxymethyl)-5-methoxyphenyl]-4,5-dihydroimidazol-1-yl]-2-methylpropan-1-one Chemical compound COC1=CC(CO)=CC(C=2N(C(C(N=2)C=2C=CC(Cl)=CC=2)C=2C=CC(Cl)=CC=2)C(=O)C(C)C)=C1 DYICVQZJUJXORL-UHFFFAOYSA-N 0.000 claims description 3
• QFWUHFIENNVEOT-UHFFFAOYSA-N 1-[4,5-bis(4-chlorophenyl)-2-[3-methoxy-5-(methoxymethyl)phenyl]-4,5-dihydroimidazol-1-yl]-2-methylpropan-1-one Chemical compound COCC1=CC(OC)=CC(C=2N(C(C(N=2)C=2C=CC(Cl)=CC=2)C=2C=CC(Cl)=CC=2)C(=O)C(C)C)=C1 QFWUHFIENNVEOT-UHFFFAOYSA-N 0.000 claims description 3
• JOWZHPPULRVFTI-UHFFFAOYSA-N 1-[4-[2-(4-chloro-2-ethoxyphenyl)-4,5-bis(4-chlorophenyl)-4,5-dihydroimidazole-1-carbonyl]piperazin-1-yl]ethanone Chemical compound CCOC1=CC(Cl)=CC=C1C1=NC(C=2C=CC(Cl)=CC=2)C(C=2C=CC(Cl)=CC=2)N1C(=O)N1CCN(C(C)=O)CC1 JOWZHPPULRVFTI-UHFFFAOYSA-N 0.000 claims description 3
• YXPMUQRGRVNVOR-UHFFFAOYSA-N 1-[4-[4,5-bis(4-bromophenyl)-2-(2,4-dimethoxyphenyl)-4,5-dihydroimidazole-1-carbonyl]piperazin-1-yl]ethanone Chemical compound COC1=CC(OC)=CC=C1C1=NC(C=2C=CC(Br)=CC=2)C(C=2C=CC(Br)=CC=2)N1C(=O)N1CCN(C(C)=O)CC1 YXPMUQRGRVNVOR-UHFFFAOYSA-N 0.000 claims description 3
• XKQFXQJADXNRRY-UHFFFAOYSA-N 1-[4-[4,5-bis(4-bromophenyl)-2-(2-ethoxy-4-methoxyphenyl)-4,5-dihydroimidazole-1-carbonyl]piperazin-1-yl]ethanone Chemical compound CCOC1=CC(OC)=CC=C1C1=NC(C=2C=CC(Br)=CC=2)C(C=2C=CC(Br)=CC=2)N1C(=O)N1CCN(C(C)=O)CC1 XKQFXQJADXNRRY-UHFFFAOYSA-N 0.000 claims description 3
• ZWAVTSQWGCHVRF-UHFFFAOYSA-N 1-[4-[4,5-bis(4-bromophenyl)-2-(2-ethoxyphenyl)-4,5-dihydroimidazole-1-carbonyl]piperazin-1-yl]ethanone Chemical compound CCOC1=CC=CC=C1C1=NC(C=2C=CC(Br)=CC=2)C(C=2C=CC(Br)=CC=2)N1C(=O)N1CCN(C(C)=O)CC1 ZWAVTSQWGCHVRF-UHFFFAOYSA-N 0.000 claims description 3
• FMLWPNZSQOCJSO-UHFFFAOYSA-N 1-[4-[4,5-bis(4-bromophenyl)-2-(2-propan-2-yloxyphenyl)-4,5-dihydroimidazole-1-carbonyl]piperazin-1-yl]ethanone Chemical compound CC(C)OC1=CC=CC=C1C1=NC(C=2C=CC(Br)=CC=2)C(C=2C=CC(Br)=CC=2)N1C(=O)N1CCN(C(C)=O)CC1 FMLWPNZSQOCJSO-UHFFFAOYSA-N 0.000 claims description 3
• VIKDJFUURMSWIR-UHFFFAOYSA-N 1-[4-[4,5-bis(4-chlorophenyl)-2-(2,4-diethoxyphenyl)-4,5-dihydroimidazole-1-carbonyl]piperazin-1-yl]ethanone Chemical compound CCOC1=CC(OCC)=CC=C1C1=NC(C=2C=CC(Cl)=CC=2)C(C=2C=CC(Cl)=CC=2)N1C(=O)N1CCN(C(C)=O)CC1 VIKDJFUURMSWIR-UHFFFAOYSA-N 0.000 claims description 3
• KDUFTDHEWWQGKP-UHFFFAOYSA-N 1-[4-[4,5-bis(4-chlorophenyl)-2-(4-ethoxy-2-propan-2-yloxyphenyl)-4,5-dihydroimidazole-1-carbonyl]piperazin-1-yl]ethanone Chemical compound CC(C)OC1=CC(OCC)=CC=C1C1=NC(C=2C=CC(Cl)=CC=2)C(C=2C=CC(Cl)=CC=2)N1C(=O)N1CCN(C(C)=O)CC1 KDUFTDHEWWQGKP-UHFFFAOYSA-N 0.000 claims description 3
• FSURKMTYYLTMRB-UHFFFAOYSA-N 1-[4-[4,5-bis(4-chlorophenyl)-2-(4-methoxy-2-propan-2-yloxyphenyl)-4,5-dihydroimidazole-1-carbonyl]piperazin-1-yl]-2,3-dihydroxypropan-1-one Chemical compound CC(C)OC1=CC(OC)=CC=C1C1=NC(C=2C=CC(Cl)=CC=2)C(C=2C=CC(Cl)=CC=2)N1C(=O)N1CCN(C(=O)C(O)CO)CC1 FSURKMTYYLTMRB-UHFFFAOYSA-N 0.000 claims description 3
• GNHDEVZIZDNBNG-UHFFFAOYSA-N 1-[4-[4,5-bis(4-chlorophenyl)-2-(4-methoxy-2-propan-2-yloxyphenyl)-4,5-dihydroimidazole-1-carbonyl]piperazin-1-yl]-2-hydroxyethanone Chemical compound CC(C)OC1=CC(OC)=CC=C1C1=NC(C=2C=CC(Cl)=CC=2)C(C=2C=CC(Cl)=CC=2)N1C(=O)N1CCN(C(=O)CO)CC1 GNHDEVZIZDNBNG-UHFFFAOYSA-N 0.000 claims description 3
• XHOLLDFTWGNSLK-UHFFFAOYSA-N 1-[4-[4,5-bis(4-chlorophenyl)-2-(4-methoxy-2-propan-2-yloxyphenyl)-4,5-dihydroimidazole-1-carbonyl]piperazin-1-yl]propan-2-one Chemical compound CC(C)OC1=CC(OC)=CC=C1C1=NC(C=2C=CC(Cl)=CC=2)C(C=2C=CC(Cl)=CC=2)N1C(=O)N1CCN(CC(C)=O)CC1 XHOLLDFTWGNSLK-UHFFFAOYSA-N 0.000 claims description 3
• MQBSGIABKRDXTL-UHFFFAOYSA-N 1-[4-[4,5-bis(4-chlorophenyl)-2-[2-(2-fluoroethoxy)-4-methoxyphenyl]-4,5-dihydroimidazole-1-carbonyl]piperazin-1-yl]ethanone Chemical compound FCCOC1=CC(OC)=CC=C1C1=NC(C=2C=CC(Cl)=CC=2)C(C=2C=CC(Cl)=CC=2)N1C(=O)N1CCN(C(C)=O)CC1 MQBSGIABKRDXTL-UHFFFAOYSA-N 0.000 claims description 3
• OATVZKIQWCAKJW-UHFFFAOYSA-N 2-[4-[4,5-bis(4-chlorophenyl)-1-(2-methylpropanoyl)-4,5-dihydroimidazol-2-yl]phenoxy]acetic acid Chemical compound CC(C)C(=O)N1C(C=2C=CC(Cl)=CC=2)C(C=2C=CC(Cl)=CC=2)N=C1C1=CC=C(OCC(O)=O)C=C1 OATVZKIQWCAKJW-UHFFFAOYSA-N 0.000 claims description 3
• FMOICKVRFIVFSJ-UHFFFAOYSA-N 2-methyl-1-[2,4,5-tris(4-chlorophenyl)-4,5-dihydroimidazol-1-yl]propan-1-one Chemical compound CC(C)C(=O)N1C(C=2C=CC(Cl)=CC=2)C(C=2C=CC(Cl)=CC=2)N=C1C1=CC=C(Cl)C=C1 FMOICKVRFIVFSJ-UHFFFAOYSA-N 0.000 claims description 3
• PPUNIXZMUJDFGD-UHFFFAOYSA-N 3-[4,5-bis(4-chlorophenyl)-1-(2-methylpropanoyl)-4,5-dihydroimidazol-2-yl]-5-(methoxymethyl)benzoic acid Chemical compound COCC1=CC(C(O)=O)=CC(C=2N(C(C(N=2)C=2C=CC(Cl)=CC=2)C=2C=CC(Cl)=CC=2)C(=O)C(C)C)=C1 PPUNIXZMUJDFGD-UHFFFAOYSA-N 0.000 claims description 3
• GMOLCTPCLIYEPJ-UHFFFAOYSA-N 4,5-bis(4-chlorophenyl)-2-(2-ethoxy-4-methoxyphenyl)-n-methyl-n-[2-(methylamino)ethyl]-4,5-dihydroimidazole-1-carboxamide Chemical compound CCOC1=CC(OC)=CC=C1C1=NC(C=2C=CC(Cl)=CC=2)C(C=2C=CC(Cl)=CC=2)N1C(=O)N(C)CCNC GMOLCTPCLIYEPJ-UHFFFAOYSA-N 0.000 claims description 3
• LXYUJPMTOBWVPP-UHFFFAOYSA-N 4,5-bis(4-chlorophenyl)-n,n-bis(2-hydroxyethyl)-2-(4-methoxy-2-propan-2-yloxyphenyl)-4,5-dihydroimidazole-1-carboxamide Chemical compound CC(C)OC1=CC(OC)=CC=C1C1=NC(C=2C=CC(Cl)=CC=2)C(C=2C=CC(Cl)=CC=2)N1C(=O)N(CCO)CCO LXYUJPMTOBWVPP-UHFFFAOYSA-N 0.000 claims description 3
• JLIPANGOVCFWMA-UHFFFAOYSA-N 4,5-bis(4-chlorophenyl)-n-[2-(dimethylamino)ethyl]-2-(2-ethoxy-4-methoxyphenyl)-4,5-dihydroimidazole-1-carboxamide Chemical compound CCOC1=CC(OC)=CC=C1C1=NC(C=2C=CC(Cl)=CC=2)C(C=2C=CC(Cl)=CC=2)N1C(=O)NCCN(C)C JLIPANGOVCFWMA-UHFFFAOYSA-N 0.000 claims description 3
• YIXRLKZQSRQUHP-UHFFFAOYSA-N 4,5-bis(4-chlorophenyl)-n-[2-(dimethylamino)ethyl]-2-(2-ethoxy-4-methoxyphenyl)-n-methyl-4,5-dihydroimidazole-1-carboxamide Chemical compound CCOC1=CC(OC)=CC=C1C1=NC(C=2C=CC(Cl)=CC=2)C(C=2C=CC(Cl)=CC=2)N1C(=O)N(C)CCN(C)C YIXRLKZQSRQUHP-UHFFFAOYSA-N 0.000 claims description 3
• IKNDRKNCWNKELI-UHFFFAOYSA-N 4-[2-(4-chloro-2-ethoxyphenyl)-4,5-bis(4-chlorophenyl)-4,5-dihydroimidazole-1-carbonyl]piperazin-2-one Chemical compound CCOC1=CC(Cl)=CC=C1C1=NC(C=2C=CC(Cl)=CC=2)C(C=2C=CC(Cl)=CC=2)N1C(=O)N1CC(=O)NCC1 IKNDRKNCWNKELI-UHFFFAOYSA-N 0.000 claims description 3
• YLSQSIQEUFWNCB-UHFFFAOYSA-N 4-[4,5-bis(4-bromophenyl)-2-(2-ethoxy-4-fluorophenyl)-4,5-dihydroimidazole-1-carbonyl]piperazin-2-one Chemical compound CCOC1=CC(F)=CC=C1C1=NC(C=2C=CC(Br)=CC=2)C(C=2C=CC(Br)=CC=2)N1C(=O)N1CC(=O)NCC1 YLSQSIQEUFWNCB-UHFFFAOYSA-N 0.000 claims description 3
• XASBVDPJXRXAIE-UHFFFAOYSA-N 4-[4,5-bis(4-bromophenyl)-2-(2-ethoxy-4-methoxyphenyl)-4,5-dihydroimidazole-1-carbonyl]piperazin-2-one Chemical compound CCOC1=CC(OC)=CC=C1C1=NC(C=2C=CC(Br)=CC=2)C(C=2C=CC(Br)=CC=2)N1C(=O)N1CC(=O)NCC1 XASBVDPJXRXAIE-UHFFFAOYSA-N 0.000 claims description 3
• DWZCLLZNCHBXJE-UHFFFAOYSA-N 4-[4,5-bis(4-bromophenyl)-2-(2-ethoxy-4-methoxyphenyl)-4,5-dihydroimidazole-1-carbonyl]piperazine-1-carbaldehyde Chemical compound CCOC1=CC(OC)=CC=C1C1=NC(C=2C=CC(Br)=CC=2)C(C=2C=CC(Br)=CC=2)N1C(=O)N1CCN(C=O)CC1 DWZCLLZNCHBXJE-UHFFFAOYSA-N 0.000 claims description 3
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