BRPI0707495A2 - método para tratar ou reduzir os sintomas de esquizofrenia, uso de um abridor seletivo de canal de potássio kcnq, método de triagem de um composto, e, uso de um composto - Google Patents

Info

Publication number

BRPI0707495A2

BRPI0707495A2 BRPI0707495-6A BRPI0707495A BRPI0707495A2 BR PI0707495 A2 BRPI0707495 A2 BR PI0707495A2 BR PI0707495 A BRPI0707495 A BR PI0707495A BR PI0707495 A2 BRPI0707495 A2 BR PI0707495A2

Authority

BR

Brazil

Prior art keywords

cycloalkyl

alk

halo

alkyl

group

Prior art date

2006-02-07

Links

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• BSQFTTSXMOOOGH-UHFFFAOYSA-N ethyl n-[2-amino-4-[(4-bromo-3-methoxythiophen-2-yl)methylamino]phenyl]carbamate Chemical compound C1=C(N)C(NC(=O)OCC)=CC=C1NCC1=C(OC)C(Br)=CS1 BSQFTTSXMOOOGH-UHFFFAOYSA-N 0.000 description 1
• HJHXJDJGCMMSGX-UHFFFAOYSA-N ethyl n-[2-amino-4-[(4-bromothiophen-2-yl)methylamino]phenyl]carbamate Chemical compound C1=C(N)C(NC(=O)OCC)=CC=C1NCC1=CC(Br)=CS1 HJHXJDJGCMMSGX-UHFFFAOYSA-N 0.000 description 1
• PZWXBOANAHDGDV-UHFFFAOYSA-N ethyl n-[2-amino-4-[(4-butylanilino)methyl]phenyl]carbamate Chemical compound C1=CC(CCCC)=CC=C1NCC1=CC=C(NC(=O)OCC)C(N)=C1 PZWXBOANAHDGDV-UHFFFAOYSA-N 0.000 description 1
• DWSPCTCHYKCYFR-UHFFFAOYSA-N ethyl n-[2-amino-4-[(4-chloroanilino)methyl]phenyl]carbamate Chemical compound C1=C(N)C(NC(=O)OCC)=CC=C1CNC1=CC=C(Cl)C=C1 DWSPCTCHYKCYFR-UHFFFAOYSA-N 0.000 description 1
• BYARLUNDODGUSF-UHFFFAOYSA-N ethyl n-[2-amino-4-[(4-cyanoanilino)methyl]phenyl]carbamate Chemical compound C1=C(N)C(NC(=O)OCC)=CC=C1CNC1=CC=C(C#N)C=C1 BYARLUNDODGUSF-UHFFFAOYSA-N 0.000 description 1
• LLYSQBCINNSNKO-UHFFFAOYSA-N ethyl n-[2-amino-4-[(4-cyclohexylanilino)methyl]phenyl]carbamate Chemical compound C1=C(N)C(NC(=O)OCC)=CC=C1CNC1=CC=C(C2CCCCC2)C=C1 LLYSQBCINNSNKO-UHFFFAOYSA-N 0.000 description 1
• NQNXMCDBIPXRFF-UHFFFAOYSA-N ethyl n-[2-amino-4-[(4-fluoroanilino)methyl]phenyl]carbamate Chemical compound C1=C(N)C(NC(=O)OCC)=CC=C1CNC1=CC=C(F)C=C1 NQNXMCDBIPXRFF-UHFFFAOYSA-N 0.000 description 1
• BSCJHOFVPMMXGC-UHFFFAOYSA-N ethyl n-[2-amino-4-[(4-methoxyanilino)methyl]phenyl]carbamate Chemical compound C1=C(N)C(NC(=O)OCC)=CC=C1CNC1=CC=C(OC)C=C1 BSCJHOFVPMMXGC-UHFFFAOYSA-N 0.000 description 1
• CIYWTQMAZIEXNG-UHFFFAOYSA-N ethyl n-[2-amino-4-[(4-methylanilino)methyl]phenyl]carbamate Chemical compound C1=C(N)C(NC(=O)OCC)=CC=C1CNC1=CC=C(C)C=C1 CIYWTQMAZIEXNG-UHFFFAOYSA-N 0.000 description 1
• NVOFZLPWTFWFDQ-UHFFFAOYSA-N ethyl n-[2-amino-4-[(4-phenylanilino)methyl]phenyl]carbamate Chemical compound C1=C(N)C(NC(=O)OCC)=CC=C1CNC1=CC=C(C=2C=CC=CC=2)C=C1 NVOFZLPWTFWFDQ-UHFFFAOYSA-N 0.000 description 1
• OVMRYCWHBHWHDB-UHFFFAOYSA-N ethyl n-[2-amino-4-[(4-propan-2-ylanilino)methyl]phenyl]carbamate Chemical compound C1=C(N)C(NC(=O)OCC)=CC=C1CNC1=CC=C(C(C)C)C=C1 OVMRYCWHBHWHDB-UHFFFAOYSA-N 0.000 description 1
• WXSQDZHUDQVVFR-UHFFFAOYSA-N ethyl n-[2-amino-4-[(5-bromothiophen-2-yl)methylamino]phenyl]carbamate Chemical compound C1=C(N)C(NC(=O)OCC)=CC=C1NCC1=CC=C(Br)S1 WXSQDZHUDQVVFR-UHFFFAOYSA-N 0.000 description 1
• IJHUAAPUXUHKRF-UHFFFAOYSA-N ethyl n-[2-amino-4-[(5-chlorothiophen-2-yl)methyl-ethylamino]phenyl]carbamate Chemical compound C1=C(N)C(NC(=O)OCC)=CC=C1N(CC)CC1=CC=C(Cl)S1 IJHUAAPUXUHKRF-UHFFFAOYSA-N 0.000 description 1
• OWMAWWXIMWNHSI-UHFFFAOYSA-N ethyl n-[2-amino-4-[(5-chlorothiophen-2-yl)methyl-methylamino]phenyl]carbamate Chemical compound C1=C(N)C(NC(=O)OCC)=CC=C1N(C)CC1=CC=C(Cl)S1 OWMAWWXIMWNHSI-UHFFFAOYSA-N 0.000 description 1
• GKEWWXCUSGRKEY-UHFFFAOYSA-N ethyl n-[2-amino-4-[(5-chlorothiophen-2-yl)methylamino]phenyl]carbamate Chemical compound C1=C(N)C(NC(=O)OCC)=CC=C1NCC1=CC=C(Cl)S1 GKEWWXCUSGRKEY-UHFFFAOYSA-N 0.000 description 1
• OCOIXRNXFUKTKY-UHFFFAOYSA-N ethyl n-[2-amino-4-[(5-ethylthiophen-2-yl)methylamino]phenyl]carbamate Chemical compound C1=C(N)C(NC(=O)OCC)=CC=C1NCC1=CC=C(CC)S1 OCOIXRNXFUKTKY-UHFFFAOYSA-N 0.000 description 1
• ITKAHTLJWIBUCZ-UHFFFAOYSA-N ethyl n-[2-amino-4-[(5-fluorothiophen-2-yl)methylamino]phenyl]carbamate Chemical compound C1=C(N)C(NC(=O)OCC)=CC=C1NCC1=CC=C(F)S1 ITKAHTLJWIBUCZ-UHFFFAOYSA-N 0.000 description 1
• HNUMRLQROUPWNJ-UHFFFAOYSA-N ethyl n-[2-amino-4-[(5-methylthiophen-2-yl)methylamino]phenyl]carbamate Chemical compound C1=C(N)C(NC(=O)OCC)=CC=C1NCC1=CC=C(C)S1 HNUMRLQROUPWNJ-UHFFFAOYSA-N 0.000 description 1
• PNYDZEMORIWFHF-UHFFFAOYSA-N ethyl n-[2-amino-4-[(5-phenylthiophen-2-yl)methylamino]phenyl]carbamate Chemical compound C1=C(N)C(NC(=O)OCC)=CC=C1NCC1=CC=C(C=2C=CC=CC=2)S1 PNYDZEMORIWFHF-UHFFFAOYSA-N 0.000 description 1
• KKTKRODPSKTNPL-UHFFFAOYSA-N ethyl n-[2-amino-4-[(6-chloro-3-methoxy-1-benzothiophen-2-yl)methylamino]phenyl]carbamate Chemical compound C1=C(N)C(NC(=O)OCC)=CC=C1NCC1=C(OC)C2=CC=C(Cl)C=C2S1 KKTKRODPSKTNPL-UHFFFAOYSA-N 0.000 description 1
• IMAVPOSIWIUFQB-UHFFFAOYSA-N ethyl n-[2-amino-4-[(naphthalen-2-ylamino)methyl]phenyl]carbamate Chemical compound C1=C(N)C(NC(=O)OCC)=CC=C1CNC1=CC=C(C=CC=C2)C2=C1 IMAVPOSIWIUFQB-UHFFFAOYSA-N 0.000 description 1
• VRXUASWAYZPEHF-UHFFFAOYSA-N ethyl n-[2-amino-4-[1-[4-(trifluoromethyl)anilino]ethyl]phenyl]carbamate Chemical compound C1=C(N)C(NC(=O)OCC)=CC=C1C(C)NC1=CC=C(C(F)(F)F)C=C1 VRXUASWAYZPEHF-UHFFFAOYSA-N 0.000 description 1
• PYVCGNWJTVIAMS-UHFFFAOYSA-N ethyl n-[2-amino-4-[[3-fluoro-4-(trifluoromethyl)anilino]methyl]phenyl]carbamate Chemical compound C1=C(N)C(NC(=O)OCC)=CC=C1CNC1=CC=C(C(F)(F)F)C(F)=C1 PYVCGNWJTVIAMS-UHFFFAOYSA-N 0.000 description 1
• RJCPUTBLOULGBP-UHFFFAOYSA-N ethyl n-[2-amino-4-[[4-(4-chlorophenyl)sulfonyl-3-methylthiophen-2-yl]methylamino]phenyl]carbamate Chemical compound C1=C(N)C(NC(=O)OCC)=CC=C1NCC1=C(C)C(S(=O)(=O)C=2C=CC(Cl)=CC=2)=CS1 RJCPUTBLOULGBP-UHFFFAOYSA-N 0.000 description 1
• CBUCMNUGRUKIBK-UHFFFAOYSA-N ethyl n-[2-amino-4-[[4-(trifluoromethyl)anilino]methyl]phenyl]carbamate Chemical compound C1=C(N)C(NC(=O)OCC)=CC=C1CNC1=CC=C(C(F)(F)F)C=C1 CBUCMNUGRUKIBK-UHFFFAOYSA-N 0.000 description 1
• JFADARKTLVNWJT-UHFFFAOYSA-N ethyl n-[2-amino-4-[[4-fluoro-3-(trifluoromethyl)anilino]methyl]phenyl]carbamate Chemical compound C1=C(N)C(NC(=O)OCC)=CC=C1CNC1=CC=C(F)C(C(F)(F)F)=C1 JFADARKTLVNWJT-UHFFFAOYSA-N 0.000 description 1
• JFKOOJKAUOELLK-UHFFFAOYSA-N ethyl n-[2-amino-6-methyl-4-[[4-(trifluoromethyl)phenyl]methylamino]phenyl]carbamate Chemical compound C1=C(N)C(NC(=O)OCC)=C(C)C=C1NCC1=CC=C(C(F)(F)F)C=C1 JFKOOJKAUOELLK-UHFFFAOYSA-N 0.000 description 1
• PJQJLRQLLHQJMP-UHFFFAOYSA-N ethyl n-[2-chloro-4-[(3,4-dichloroanilino)methyl]phenyl]carbamate Chemical compound C1=C(Cl)C(NC(=O)OCC)=CC=C1CNC1=CC=C(Cl)C(Cl)=C1 PJQJLRQLLHQJMP-UHFFFAOYSA-N 0.000 description 1
• HIDMNWJFCJAMQI-UHFFFAOYSA-N ethyl n-[2-chloro-4-[(3-fluoroanilino)methyl]phenyl]carbamate Chemical compound C1=C(Cl)C(NC(=O)OCC)=CC=C1CNC1=CC=CC(F)=C1 HIDMNWJFCJAMQI-UHFFFAOYSA-N 0.000 description 1
• YZOXDNFQASBYLT-UHFFFAOYSA-N ethyl n-[2-chloro-4-[(4-chloro-3-fluoroanilino)methyl]phenyl]carbamate Chemical compound C1=C(Cl)C(NC(=O)OCC)=CC=C1CNC1=CC=C(Cl)C(F)=C1 YZOXDNFQASBYLT-UHFFFAOYSA-N 0.000 description 1
• URAKWDASUSFXKH-UHFFFAOYSA-N ethyl n-[2-chloro-4-[(4-chloroanilino)methyl]phenyl]carbamate Chemical compound C1=C(Cl)C(NC(=O)OCC)=CC=C1CNC1=CC=C(Cl)C=C1 URAKWDASUSFXKH-UHFFFAOYSA-N 0.000 description 1
• XPAYAFCWAGCEME-UHFFFAOYSA-N ethyl n-[2-chloro-4-[(4-fluoroanilino)methyl]phenyl]carbamate Chemical compound C1=C(Cl)C(NC(=O)OCC)=CC=C1CNC1=CC=C(F)C=C1 XPAYAFCWAGCEME-UHFFFAOYSA-N 0.000 description 1
• YHALLHHMBWALKL-UHFFFAOYSA-N ethyl n-[2-chloro-4-[[4-(trifluoromethyl)anilino]methyl]phenyl]carbamate Chemical compound C1=C(Cl)C(NC(=O)OCC)=CC=C1CNC1=CC=C(C(F)(F)F)C=C1 YHALLHHMBWALKL-UHFFFAOYSA-N 0.000 description 1
• UVHHGQGCILHVPA-UHFFFAOYSA-N ethyl n-[2-chloro-4-[methyl-[(4-methylsulfanylphenyl)methyl]amino]phenyl]carbamate Chemical compound C1=C(Cl)C(NC(=O)OCC)=CC=C1N(C)CC1=CC=C(SC)C=C1 UVHHGQGCILHVPA-UHFFFAOYSA-N 0.000 description 1
• PXJYWPAJYQOYAU-UHFFFAOYSA-N ethyl n-[2-chloro-4-[methyl-[[4-(trifluoromethyl)phenyl]methyl]amino]phenyl]carbamate Chemical compound C1=C(Cl)C(NC(=O)OCC)=CC=C1N(C)CC1=CC=C(C(F)(F)F)C=C1 PXJYWPAJYQOYAU-UHFFFAOYSA-N 0.000 description 1
• MTYCZZYJZDRZKZ-UHFFFAOYSA-N ethyl n-[2-cyano-4-[(4-propan-2-ylphenyl)methylamino]phenyl]carbamate Chemical compound C1=C(C#N)C(NC(=O)OCC)=CC=C1NCC1=CC=C(C(C)C)C=C1 MTYCZZYJZDRZKZ-UHFFFAOYSA-N 0.000 description 1
• GRAKJGFHEIJYDP-UHFFFAOYSA-N ethyl n-[2-cyclopentyloxy-4-[(3-fluoro-2-methylphenyl)methylamino]phenyl]carbamate Chemical compound C1=C(OC2CCCC2)C(NC(=O)OCC)=CC=C1NCC1=CC=CC(F)=C1C GRAKJGFHEIJYDP-UHFFFAOYSA-N 0.000 description 1
• QYUKOZHZSRWMNG-UHFFFAOYSA-N ethyl n-[2-cyclopentyloxy-4-[(4-methoxyphenyl)methylamino]phenyl]carbamate Chemical compound C1=C(OC2CCCC2)C(NC(=O)OCC)=CC=C1NCC1=CC=C(OC)C=C1 QYUKOZHZSRWMNG-UHFFFAOYSA-N 0.000 description 1
• FBWLGGCIJQPAGG-UHFFFAOYSA-N ethyl n-[2-fluoro-4-[[4-(trifluoromethyl)anilino]methyl]phenyl]carbamate Chemical compound C1=C(F)C(NC(=O)OCC)=CC=C1CNC1=CC=C(C(F)(F)F)C=C1 FBWLGGCIJQPAGG-UHFFFAOYSA-N 0.000 description 1
• HIFLWUPIVYIOKB-UHFFFAOYSA-N ethyl n-[2-methoxy-4-[(3-methylthiophen-2-yl)methylamino]phenyl]carbamate Chemical compound C1=C(OC)C(NC(=O)OCC)=CC=C1NCC1=C(C)C=CS1 HIFLWUPIVYIOKB-UHFFFAOYSA-N 0.000 description 1
• DBGKFRUFUABFLM-UHFFFAOYSA-N ethyl n-[2-methoxy-4-[(4-propan-2-ylphenyl)methylamino]phenyl]carbamate Chemical compound C1=C(OC)C(NC(=O)OCC)=CC=C1NCC1=CC=C(C(C)C)C=C1 DBGKFRUFUABFLM-UHFFFAOYSA-N 0.000 description 1
• YETJUQCNPAAANG-UHFFFAOYSA-N ethyl n-[2-methyl-4-[[4-(trifluoromethyl)anilino]methyl]phenyl]carbamate Chemical compound C1=C(C)C(NC(=O)OCC)=CC=C1CNC1=CC=C(C(F)(F)F)C=C1 YETJUQCNPAAANG-UHFFFAOYSA-N 0.000 description 1
• FJGJSYHAKOHFMZ-UHFFFAOYSA-N ethyl n-[2-methyl-4-[[4-(trifluoromethyl)phenyl]methylamino]phenyl]carbamate Chemical compound C1=C(C)C(NC(=O)OCC)=CC=C1NCC1=CC=C(C(F)(F)F)C=C1 FJGJSYHAKOHFMZ-UHFFFAOYSA-N 0.000 description 1
• XYIVNKLPSJLTHT-UHFFFAOYSA-N ethyl n-[4-(1,3-benzodioxol-5-ylmethylamino)-2-propan-2-yloxyphenyl]carbamate Chemical compound C1=C(OC(C)C)C(NC(=O)OCC)=CC=C1NCC1=CC=C(OCO2)C2=C1 XYIVNKLPSJLTHT-UHFFFAOYSA-N 0.000 description 1
• MBZCXPYDDKNMKD-UHFFFAOYSA-N ethyl n-[4-(1-benzothiophen-2-ylmethylamino)-2-methylphenyl]carbamate Chemical compound C1=C(C)C(NC(=O)OCC)=CC=C1NCC1=CC2=CC=CC=C2S1 MBZCXPYDDKNMKD-UHFFFAOYSA-N 0.000 description 1
• XDKSFHCRKBLVPN-UHFFFAOYSA-N ethyl n-[4-[(2,4-difluorophenyl)methylamino]-2-methoxyphenyl]carbamate Chemical compound C1=C(OC)C(NC(=O)OCC)=CC=C1NCC1=CC=C(F)C=C1F XDKSFHCRKBLVPN-UHFFFAOYSA-N 0.000 description 1
• PSRTZGHRXNJOEO-UHFFFAOYSA-N ethyl n-[4-[(3,4-difluoroanilino)methyl]-2-methylphenyl]carbamate Chemical compound C1=C(C)C(NC(=O)OCC)=CC=C1CNC1=CC=C(F)C(F)=C1 PSRTZGHRXNJOEO-UHFFFAOYSA-N 0.000 description 1
• DHNIHGLWXHLYGU-UHFFFAOYSA-N ethyl n-[4-[(3-fluoro-2-methylphenyl)methylamino]-2-(2-phenylethoxy)phenyl]carbamate Chemical compound C1=C(OCCC=2C=CC=CC=2)C(NC(=O)OCC)=CC=C1NCC1=CC=CC(F)=C1C DHNIHGLWXHLYGU-UHFFFAOYSA-N 0.000 description 1
• DDLKIMUNVILAIR-UHFFFAOYSA-N ethyl n-[4-[(3-fluoro-2-methylphenyl)methylamino]-2-phenylmethoxyphenyl]carbamate Chemical compound C1=C(OCC=2C=CC=CC=2)C(NC(=O)OCC)=CC=C1NCC1=CC=CC(F)=C1C DDLKIMUNVILAIR-UHFFFAOYSA-N 0.000 description 1
• CVTJQRXEUAZWTQ-UHFFFAOYSA-N ethyl n-[4-[(3-fluoro-2-methylphenyl)methylamino]-2-propan-2-yloxyphenyl]carbamate Chemical compound C1=C(OC(C)C)C(NC(=O)OCC)=CC=C1NCC1=CC=CC(F)=C1C CVTJQRXEUAZWTQ-UHFFFAOYSA-N 0.000 description 1
• QEYNFGCIULPLPC-UHFFFAOYSA-N ethyl n-[4-[(3-fluoroanilino)methyl]-2,6-dimethylphenyl]carbamate Chemical compound C1=C(C)C(NC(=O)OCC)=C(C)C=C1CNC1=CC=CC(F)=C1 QEYNFGCIULPLPC-UHFFFAOYSA-N 0.000 description 1
• YFYLMPIYVCSHPH-UHFFFAOYSA-N ethyl n-[4-[(3-fluoroanilino)methyl]-2-methylphenyl]carbamate Chemical compound C1=C(C)C(NC(=O)OCC)=CC=C1CNC1=CC=CC(F)=C1 YFYLMPIYVCSHPH-UHFFFAOYSA-N 0.000 description 1
• IMLUDSPLHDRIPO-UHFFFAOYSA-N ethyl n-[4-[(3-fluorophenyl)methylamino]-2-methoxyphenyl]carbamate Chemical compound C1=C(OC)C(NC(=O)OCC)=CC=C1NCC1=CC=CC(F)=C1 IMLUDSPLHDRIPO-UHFFFAOYSA-N 0.000 description 1
• LCEODKNUZATZLW-UHFFFAOYSA-N ethyl n-[4-[(3-methoxyphenyl)methylamino]-2-phenylmethoxyphenyl]carbamate Chemical compound C1=C(OCC=2C=CC=CC=2)C(NC(=O)OCC)=CC=C1NCC1=CC=CC(OC)=C1 LCEODKNUZATZLW-UHFFFAOYSA-N 0.000 description 1
• TZNQYORNTRQEJV-UHFFFAOYSA-N ethyl n-[4-[(4-chloro-3-fluoroanilino)methyl]-2-fluorophenyl]carbamate Chemical compound C1=C(F)C(NC(=O)OCC)=CC=C1CNC1=CC=C(Cl)C(F)=C1 TZNQYORNTRQEJV-UHFFFAOYSA-N 0.000 description 1
• RUVLMXALVIBXME-UHFFFAOYSA-N ethyl n-[4-[(4-chloroanilino)methyl]-2-fluorophenyl]carbamate Chemical compound C1=C(F)C(NC(=O)OCC)=CC=C1CNC1=CC=C(Cl)C=C1 RUVLMXALVIBXME-UHFFFAOYSA-N 0.000 description 1
• DPIDNSCETUXASM-UHFFFAOYSA-N ethyl n-[4-[(4-chloroanilino)methyl]-2-methylphenyl]carbamate Chemical compound C1=C(C)C(NC(=O)OCC)=CC=C1CNC1=CC=C(Cl)C=C1 DPIDNSCETUXASM-UHFFFAOYSA-N 0.000 description 1
• JRMWXXMVCOHXCB-UHFFFAOYSA-N ethyl n-[4-[(4-chloroanilino)methyl]phenyl]carbamate Chemical compound C1=CC(NC(=O)OCC)=CC=C1CNC1=CC=C(Cl)C=C1 JRMWXXMVCOHXCB-UHFFFAOYSA-N 0.000 description 1
• QCEHDLKQWVGPFI-UHFFFAOYSA-N ethyl n-[4-[(4-chlorophenyl)methylamino]-2-methylphenyl]carbamate Chemical compound C1=C(C)C(NC(=O)OCC)=CC=C1NCC1=CC=C(Cl)C=C1 QCEHDLKQWVGPFI-UHFFFAOYSA-N 0.000 description 1
• HCLUFHIOGAXFCC-UHFFFAOYSA-N ethyl n-[4-[(4-fluoroanilino)methyl]-2-methylphenyl]carbamate Chemical compound C1=C(C)C(NC(=O)OCC)=CC=C1CNC1=CC=C(F)C=C1 HCLUFHIOGAXFCC-UHFFFAOYSA-N 0.000 description 1
• FUOWMPZQNQMKQJ-UHFFFAOYSA-N ethyl n-[4-[(4-methylsulfanylphenyl)methylamino]-2-phenylmethoxyphenyl]carbamate Chemical compound C1=C(OCC=2C=CC=CC=2)C(NC(=O)OCC)=CC=C1NCC1=CC=C(SC)C=C1 FUOWMPZQNQMKQJ-UHFFFAOYSA-N 0.000 description 1
• AYJLXGFLEJCNSS-UHFFFAOYSA-N ethyl n-[4-[(4-tert-butylphenyl)methyl-methylamino]-2-chlorophenyl]carbamate Chemical compound C1=C(Cl)C(NC(=O)OCC)=CC=C1N(C)CC1=CC=C(C(C)(C)C)C=C1 AYJLXGFLEJCNSS-UHFFFAOYSA-N 0.000 description 1
• LZCPHDBEDLLPCH-UHFFFAOYSA-N ethyl n-[4-[(5-bromothiophen-2-yl)methyl-methylamino]-2-(trifluoromethyl)phenyl]carbamate Chemical compound C1=C(C(F)(F)F)C(NC(=O)OCC)=CC=C1N(C)CC1=CC=C(Br)S1 LZCPHDBEDLLPCH-UHFFFAOYSA-N 0.000 description 1
• AKLXLTKONNDHHV-UHFFFAOYSA-N ethyl n-[4-[(5-chlorothiophen-2-yl)methylamino]-2-(6-methoxypyridin-3-yl)phenyl]carbamate Chemical compound C1=C(C=2C=NC(OC)=CC=2)C(NC(=O)OCC)=CC=C1NCC1=CC=C(Cl)S1 AKLXLTKONNDHHV-UHFFFAOYSA-N 0.000 description 1
• XXUITLDPXQQWMX-UHFFFAOYSA-N ethyl n-[4-[(5-chlorothiophen-2-yl)methylamino]-2-cyanophenyl]carbamate Chemical compound C1=C(C#N)C(NC(=O)OCC)=CC=C1NCC1=CC=C(Cl)S1 XXUITLDPXQQWMX-UHFFFAOYSA-N 0.000 description 1
• PPNRDWUDMHIESH-UHFFFAOYSA-N ethyl n-[4-[(5-chlorothiophen-2-yl)methylamino]-2-iodophenyl]carbamate Chemical compound C1=C(I)C(NC(=O)OCC)=CC=C1NCC1=CC=C(Cl)S1 PPNRDWUDMHIESH-UHFFFAOYSA-N 0.000 description 1
• ZWTUCGJBUWCVJO-UHFFFAOYSA-N ethyl n-[4-[(5-chlorothiophen-2-yl)methylamino]-2-methylphenyl]carbamate Chemical compound C1=C(C)C(NC(=O)OCC)=CC=C1NCC1=CC=C(Cl)S1 ZWTUCGJBUWCVJO-UHFFFAOYSA-N 0.000 description 1
• BHONFRQFLYRMJR-UHFFFAOYSA-N ethyl n-[4-[(5-chlorothiophen-2-yl)methylamino]-2-pyridin-3-ylphenyl]carbamate Chemical compound C1=C(C=2C=NC=CC=2)C(NC(=O)OCC)=CC=C1NCC1=CC=C(Cl)S1 BHONFRQFLYRMJR-UHFFFAOYSA-N 0.000 description 1
• HWRLUDVUXQLMIH-UHFFFAOYSA-N ethyl n-[4-[(5-chlorothiophen-2-yl)methylamino]-2-pyridin-4-ylphenyl]carbamate Chemical compound C1=C(C=2C=CN=CC=2)C(NC(=O)OCC)=CC=C1NCC1=CC=C(Cl)S1 HWRLUDVUXQLMIH-UHFFFAOYSA-N 0.000 description 1
• PCPKDKGFFJFEJT-UHFFFAOYSA-N ethyl n-[4-[(5-chlorothiophen-2-yl)methylamino]-2-quinolin-3-ylphenyl]carbamate Chemical compound C1=C(C=2C=C3C=CC=CC3=NC=2)C(NC(=O)OCC)=CC=C1NCC1=CC=C(Cl)S1 PCPKDKGFFJFEJT-UHFFFAOYSA-N 0.000 description 1
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