JP2005519958A5

JP2005519958A5 -

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Publication number: JP2005519958A5
Authority: JP; Japan
Prior art keywords: chlorophenyl; methyl; methylpropanamide; methylpropyl; propyl
Prior art date: 2003-03-07
Legal status : Granted

Application number

JP2003575901A

Other languages

English (en)

Japanese (ja)

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JP2005519958A (ja

JP3813152B2 (ja

Filing date

2003-03-07

Publication date

2006-01-19

2003-03-07 Application filed filed Critical

2003-03-07 Priority claimed from PCT/US2003/007320 external-priority patent/WO2003077847A2/en

2005-07-07 Publication of JP2005519958A publication Critical patent/JP2005519958A/ja

2006-01-19 Publication of JP2005519958A5 publication Critical patent/JP2005519958A5/ja

2006-08-23 Application granted granted Critical

2006-08-23 Publication of JP3813152B2 publication Critical patent/JP3813152B2/ja

2023-03-07 Anticipated expiration legal-status Critical

Status Expired - Fee Related legal-status Critical Current

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125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 claims description 455
-1 and cycloheteroalkyl Chemical group 0.000 claims description 207
125000000217 alkyl group Chemical group 0.000 claims description 106
150000001875 compounds Chemical class 0.000 claims description 77
125000001072 heteroaryl group Chemical group 0.000 claims description 66
125000003118 aryl group Chemical group 0.000 claims description 64
125000001424 substituent group Chemical group 0.000 claims description 62
VSNDXBUJNXNURF-UHFFFAOYSA-N 2-(3,5-dichlorophenoxy)-2-methylhexanamide Chemical compound CCCCC(C)(C(N)=O)OC1=CC(Cl)=CC(Cl)=C1 VSNDXBUJNXNURF-UHFFFAOYSA-N 0.000 claims description 52
150000001408 amides Chemical class 0.000 claims description 42
150000003839 salts Chemical class 0.000 claims description 38
239000001257 hydrogen Substances 0.000 claims description 36
229910052739 hydrogen Inorganic materials 0.000 claims description 36
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 30
125000000753 cycloalkyl group Chemical group 0.000 claims description 28
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 22
125000004093 cyano group Chemical group *C#N 0.000 claims description 20
229910052736 halogen Inorganic materials 0.000 claims description 20
150000002367 halogens Chemical class 0.000 claims description 20
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 20
125000004179 3-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(Cl)=C1[H] 0.000 claims description 18
150000002431 hydrogen Chemical class 0.000 claims description 18
ASFIPARRHCLIOR-UHFFFAOYSA-N n-[4-(4-chlorophenyl)-3-phenylbutan-2-yl]-2-(4-fluorophenoxy)-2-methylpropanamide Chemical compound C=1C=C(Cl)C=CC=1CC(C=1C=CC=CC=1)C(C)NC(=O)C(C)(C)OC1=CC=C(F)C=C1 ASFIPARRHCLIOR-UHFFFAOYSA-N 0.000 claims description 18
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 17
125000001255 4-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1F 0.000 claims description 15
208000008589 Obesity Diseases 0.000 claims description 15
235000014632 disordered eating Nutrition 0.000 claims description 15
235000020824 obesity Nutrition 0.000 claims description 15
WADFFGDAIJGNFH-UHFFFAOYSA-N 2-(3-chlorophenoxy)-n-[4-(4-chlorophenyl)-3-phenylbutan-2-yl]-2-methylpropanamide Chemical compound C=1C=C(Cl)C=CC=1CC(C=1C=CC=CC=1)C(C)NC(=O)C(C)(C)OC1=CC=CC(Cl)=C1 WADFFGDAIJGNFH-UHFFFAOYSA-N 0.000 claims description 14
JQWPFJSGBASENO-UHFFFAOYSA-N 2-(4-chlorophenoxy)-n-[4-(4-chlorophenyl)-3-pyridin-3-ylbutan-2-yl]-2-methylpropanamide Chemical compound C=1C=C(Cl)C=CC=1CC(C=1C=NC=CC=1)C(C)NC(=O)C(C)(C)OC1=CC=C(Cl)C=C1 JQWPFJSGBASENO-UHFFFAOYSA-N 0.000 claims description 14
125000006275 3-bromophenyl group Chemical group [H]C1=C([H])C(Br)=C([H])C(*)=C1[H] 0.000 claims description 14
DDETYHPHEUZUCX-UHFFFAOYSA-N n-[4-(4-chlorophenyl)-3-(3-fluorophenyl)butan-2-yl]-2-(3,5-difluorophenoxy)-2-methylpropanamide Chemical compound C=1C=C(Cl)C=CC=1CC(C=1C=C(F)C=CC=1)C(C)NC(=O)C(C)(C)OC1=CC(F)=CC(F)=C1 DDETYHPHEUZUCX-UHFFFAOYSA-N 0.000 claims description 14
125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 14
MRECCTXLXCELBU-UHFFFAOYSA-N n-[4-(4-chlorophenyl)-3-phenylbutan-2-yl]-2-(3,5-difluorophenoxy)-2-methylpropanamide Chemical compound C=1C=C(Cl)C=CC=1CC(C=1C=CC=CC=1)C(C)NC(=O)C(C)(C)OC1=CC(F)=CC(F)=C1 MRECCTXLXCELBU-UHFFFAOYSA-N 0.000 claims description 13
KSKXQOGPSBZBSW-UHFFFAOYSA-N n-[4-(4-chlorophenyl)-3-phenylbutan-2-yl]-2-methyl-2-pyridin-2-yloxypropanamide Chemical compound C=1C=C(Cl)C=CC=1CC(C=1C=CC=CC=1)C(C)NC(=O)C(C)(C)OC1=CC=CC=N1 KSKXQOGPSBZBSW-UHFFFAOYSA-N 0.000 claims description 13
125000004076 pyridyl group Chemical group 0.000 claims description 13
KJLZSBFYCZPSJB-UHFFFAOYSA-N 2-(3-chloro-5-fluorophenoxy)-n-[4-(4-chlorophenyl)-3-(3-fluorophenyl)butan-2-yl]-2-methylpropanamide Chemical compound C=1C=C(Cl)C=CC=1CC(C=1C=C(F)C=CC=1)C(C)NC(=O)C(C)(C)OC1=CC(F)=CC(Cl)=C1 KJLZSBFYCZPSJB-UHFFFAOYSA-N 0.000 claims description 12
UFQVTGSROPGOQC-UHFFFAOYSA-N 2-(3-chlorophenoxy)-n-[4-(4-chlorophenyl)-3-(3-cyanophenyl)butan-2-yl]-2-methylpropanamide Chemical compound C=1C=C(Cl)C=CC=1CC(C=1C=C(C=CC=1)C#N)C(C)NC(=O)C(C)(C)OC1=CC=CC(Cl)=C1 UFQVTGSROPGOQC-UHFFFAOYSA-N 0.000 claims description 12
RGCCRDDNINAOKY-UHFFFAOYSA-N 2-(3-chlorophenoxy)-n-[4-(4-cyanophenyl)-3-phenylbutan-2-yl]-2-methylpropanamide Chemical compound C=1C=C(C#N)C=CC=1CC(C=1C=CC=CC=1)C(C)NC(=O)C(C)(C)OC1=CC=CC(Cl)=C1 RGCCRDDNINAOKY-UHFFFAOYSA-N 0.000 claims description 12
VTTREAPVLCATHS-UHFFFAOYSA-N 2-(4-chlorophenoxy)-n-[4-(4-chlorophenyl)-3-pyridin-2-ylbutan-2-yl]-2-methylpropanamide Chemical compound C=1C=C(Cl)C=CC=1CC(C=1N=CC=CC=1)C(C)NC(=O)C(C)(C)OC1=CC=C(Cl)C=C1 VTTREAPVLCATHS-UHFFFAOYSA-N 0.000 claims description 12
125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 claims description 12
DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 claims description 12
208000030814 Eating disease Diseases 0.000 claims description 12
208000019454 Feeding and Eating disease Diseases 0.000 claims description 12
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 12
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 12
230000037406 food intake Effects 0.000 claims description 12
235000012631 food intake Nutrition 0.000 claims description 12
JRBXUPSPFIMRED-UHFFFAOYSA-N methyl 4-[3-[[2-(4-fluorophenoxy)-2-methylpropanoyl]amino]-2-phenylbutyl]benzoate Chemical compound C1=CC(C(=O)OC)=CC=C1CC(C=1C=CC=CC=1)C(C)NC(=O)C(C)(C)OC1=CC=C(F)C=C1 JRBXUPSPFIMRED-UHFFFAOYSA-N 0.000 claims description 12
HAMLZAXSMZZNHH-UHFFFAOYSA-N n-[3,4-bis(4-chlorophenyl)butan-2-yl]-2-(4-chlorophenoxy)-2-methylpropanamide Chemical compound C=1C=C(Cl)C=CC=1CC(C=1C=CC(Cl)=CC=1)C(C)NC(=O)C(C)(C)OC1=CC=C(Cl)C=C1 HAMLZAXSMZZNHH-UHFFFAOYSA-N 0.000 claims description 12
HFHWAGKVYAUKHZ-UHFFFAOYSA-N n-[3,4-bis(4-chlorophenyl)butan-2-yl]-2-(4-fluorophenoxy)-2-methylpropanamide Chemical compound C=1C=C(Cl)C=CC=1CC(C=1C=CC(Cl)=CC=1)C(C)NC(=O)C(C)(C)OC1=CC=C(F)C=C1 HFHWAGKVYAUKHZ-UHFFFAOYSA-N 0.000 claims description 12
SCGDHVOMGFBTMI-UHFFFAOYSA-N n-[4-(4-chlorophenyl)-3-(3-fluorophenyl)butan-2-yl]-2-methyl-2-pyridin-2-yloxypropanamide Chemical compound C=1C=C(Cl)C=CC=1CC(C=1C=C(F)C=CC=1)C(C)NC(=O)C(C)(C)OC1=CC=CC=N1 SCGDHVOMGFBTMI-UHFFFAOYSA-N 0.000 claims description 12
UYTUXABSUBMTPQ-UHFFFAOYSA-N n-[4-(4-chlorophenyl)-3-(5-chloropyridin-3-yl)butan-2-yl]-2-methyl-2-[5-(trifluoromethyl)pyridin-2-yl]oxypropanamide Chemical compound C=1C=C(Cl)C=CC=1CC(C=1C=C(Cl)C=NC=1)C(C)NC(=O)C(C)(C)OC1=CC=C(C(F)(F)F)C=N1 UYTUXABSUBMTPQ-UHFFFAOYSA-N 0.000 claims description 12
OXJWNDULCQMQGA-UHFFFAOYSA-N n-[4-(4-chlorophenyl)-3-pyridin-3-ylbutan-2-yl]-2-(3,5-difluorophenoxy)-2-methylpropanamide Chemical compound C=1C=C(Cl)C=CC=1CC(C=1C=NC=CC=1)C(C)NC(=O)C(C)(C)OC1=CC(F)=CC(F)=C1 OXJWNDULCQMQGA-UHFFFAOYSA-N 0.000 claims description 12
AFCBFUABPBPHLV-UHFFFAOYSA-N n-[4-(4-chlorophenyl)-3-pyridin-3-ylbutan-2-yl]-2-(3-fluorophenoxy)-2-methylpropanamide Chemical compound C=1C=C(Cl)C=CC=1CC(C=1C=NC=CC=1)C(C)NC(=O)C(C)(C)OC1=CC=CC(F)=C1 AFCBFUABPBPHLV-UHFFFAOYSA-N 0.000 claims description 12
KYYIJERVQWQVHB-UHFFFAOYSA-N 2-(4-chlorophenoxy)-n-[2-(4-chlorophenoxy)-2-(4-chlorophenyl)ethyl]-2-methylpropanamide Chemical compound C=1C=C(Cl)C=CC=1OC(C=1C=CC(Cl)=CC=1)CNC(=O)C(C)(C)OC1=CC=C(Cl)C=C1 KYYIJERVQWQVHB-UHFFFAOYSA-N 0.000 claims description 11
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 11
GPGIORBDLOZMBV-UHFFFAOYSA-N n-[3,4-bis(4-chlorophenyl)butan-2-yl]-2-methyl-2-(6-methylpyridin-3-yl)oxypropanamide Chemical compound C=1C=C(Cl)C=CC=1CC(C=1C=CC(Cl)=CC=1)C(C)NC(=O)C(C)(C)OC1=CC=C(C)N=C1 GPGIORBDLOZMBV-UHFFFAOYSA-N 0.000 claims description 11
OJIWFBIZHVEQBL-UHFFFAOYSA-N n-[4-(4-chlorophenyl)-3-phenylbutan-2-yl]-2-(3,4-difluorophenoxy)-2-methylpropanamide Chemical compound C=1C=C(Cl)C=CC=1CC(C=1C=CC=CC=1)C(C)NC(=O)C(C)(C)OC1=CC=C(F)C(F)=C1 OJIWFBIZHVEQBL-UHFFFAOYSA-N 0.000 claims description 11
PAHGBCUEXOTPIT-UHFFFAOYSA-N n-[4-(4-chlorophenyl)-3-phenylbutan-2-yl]-2-(3-fluorophenoxy)-2-methylpropanamide Chemical compound C=1C=C(Cl)C=CC=1CC(C=1C=CC=CC=1)C(C)NC(=O)C(C)(C)OC1=CC=CC(F)=C1 PAHGBCUEXOTPIT-UHFFFAOYSA-N 0.000 claims description 11
UVFJWLJLMVGLGK-UHFFFAOYSA-N 2-(3,5-difluorophenoxy)-2-methylhexanamide Chemical compound C(CC)CC(C(=O)N)(C)OC1=CC(=CC(=C1)F)F UVFJWLJLMVGLGK-UHFFFAOYSA-N 0.000 claims description 10
125000003342 alkenyl group Chemical group 0.000 claims description 10
PJNUOTNCBCRWHQ-UHFFFAOYSA-N n-[4-(4-chlorophenyl)-3-(3,5-difluorophenyl)butan-2-yl]-2-(3,5-difluorophenoxy)-2-methylpropanamide Chemical compound C=1C=C(Cl)C=CC=1CC(C=1C=C(F)C=C(F)C=1)C(C)NC(=O)C(C)(C)OC1=CC(F)=CC(F)=C1 PJNUOTNCBCRWHQ-UHFFFAOYSA-N 0.000 claims description 10
QLYKJCMUNUWAGO-UHFFFAOYSA-N n-[4-(4-chlorophenyl)-3-(3-cyanophenyl)butan-2-yl]-2-methyl-2-[5-(trifluoromethyl)pyridin-2-yl]oxypropanamide Chemical compound C=1C=C(Cl)C=CC=1CC(C=1C=C(C=CC=1)C#N)C(C)NC(=O)C(C)(C)OC1=CC=C(C(F)(F)F)C=N1 QLYKJCMUNUWAGO-UHFFFAOYSA-N 0.000 claims description 10
QLNJFJADRCOGBJ-UHFFFAOYSA-N propionamide Chemical compound CCC(N)=O QLNJFJADRCOGBJ-UHFFFAOYSA-N 0.000 claims description 10
VBIHTHXHJPLTBR-UHFFFAOYSA-N 2-(3-chlorophenoxy)-n-[4-(4-chlorophenyl)-3-(3-fluorophenyl)butan-2-yl]-2-methylpropanamide Chemical compound C=1C=C(Cl)C=CC=1CC(C=1C=C(F)C=CC=1)C(C)NC(=O)C(C)(C)OC1=CC=CC(Cl)=C1 VBIHTHXHJPLTBR-UHFFFAOYSA-N 0.000 claims description 9
201000010099 disease Diseases 0.000 claims description 9
230000001404 mediated effect Effects 0.000 claims description 9
102000005962 receptors Human genes 0.000 claims description 9
108020003175 receptors Proteins 0.000 claims description 9
CFCFDFUEJMXRLW-UHFFFAOYSA-N 2-(3-chlorophenoxy)-n-[4-(4-chlorophenyl)-3-pyridin-3-ylbutan-2-yl]-2-methylpropanamide Chemical compound C=1C=C(Cl)C=CC=1CC(C=1C=NC=CC=1)C(C)NC(=O)C(C)(C)OC1=CC=CC(Cl)=C1 CFCFDFUEJMXRLW-UHFFFAOYSA-N 0.000 claims description 8
PICQEYPJHIMZHP-UHFFFAOYSA-N 2-(4-chlorophenoxy)-n-[3-(2-chlorophenyl)-4-phenylbutan-2-yl]-2-methylpropanamide Chemical compound C=1C=CC=CC=1CC(C=1C(=CC=CC=1)Cl)C(C)NC(=O)C(C)(C)OC1=CC=C(Cl)C=C1 PICQEYPJHIMZHP-UHFFFAOYSA-N 0.000 claims description 8
BBGPOWKMPKCETL-UHFFFAOYSA-N 2-(4-chlorophenoxy)-n-[3-(4-chlorophenyl)-4-phenylbutan-2-yl]-2-methylpropanamide Chemical compound C=1C=CC=CC=1CC(C=1C=CC(Cl)=CC=1)C(C)NC(=O)C(C)(C)OC1=CC=C(Cl)C=C1 BBGPOWKMPKCETL-UHFFFAOYSA-N 0.000 claims description 8
FITSQWWWCJRSMA-UHFFFAOYSA-N 2-(4-chlorophenoxy)-n-[4-(4-chlorophenyl)-3-(3,5-difluorophenyl)butan-2-yl]-2-methylpropanamide Chemical compound C=1C=C(Cl)C=CC=1CC(C=1C=C(F)C=C(F)C=1)C(C)NC(=O)C(C)(C)OC1=CC=C(Cl)C=C1 FITSQWWWCJRSMA-UHFFFAOYSA-N 0.000 claims description 8
FGJHUABKMGQONH-UHFFFAOYSA-N 2-(4-chlorophenoxy)-n-[4-(4-chlorophenyl)-3-(3-fluorophenyl)butan-2-yl]-2-methylpropanamide Chemical compound C=1C=C(Cl)C=CC=1CC(C=1C=C(F)C=CC=1)C(C)NC(=O)C(C)(C)OC1=CC=C(Cl)C=C1 FGJHUABKMGQONH-UHFFFAOYSA-N 0.000 claims description 8
SZTZUGGWPZIINA-UHFFFAOYSA-N 2-(4-chlorophenoxy)-n-[4-(4-chlorophenyl)-3-phenylbutan-2-yl]-2-methylpropanamide Chemical compound C=1C=C(Cl)C=CC=1CC(C=1C=CC=CC=1)C(C)NC(=O)C(C)(C)OC1=CC=C(Cl)C=C1 SZTZUGGWPZIINA-UHFFFAOYSA-N 0.000 claims description 8
125000004211 3,5-difluorophenyl group Chemical group [H]C1=C(F)C([H])=C(*)C([H])=C1F 0.000 claims description 8
125000006305 3-iodophenyl group Chemical group [H]C1=C([H])C(I)=C([H])C(*)=C1[H] 0.000 claims description 8
125000006374 C2-C10 alkenyl group Chemical group 0.000 claims description 8
VFRSADQPWYCXDG-LEUCUCNGSA-N ethyl (2s,5s)-5-methylpyrrolidine-2-carboxylate;2,2,2-trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F.CCOC(=O)[C@@H]1CC[C@H](C)N1 VFRSADQPWYCXDG-LEUCUCNGSA-N 0.000 claims description 8
ZBFSKHCQHWULCZ-UHFFFAOYSA-N n-[3,4-bis(4-chlorophenyl)butan-2-yl]-2-methyl-2-phenoxypropanamide Chemical compound C=1C=C(Cl)C=CC=1CC(C=1C=CC(Cl)=CC=1)C(C)NC(=O)C(C)(C)OC1=CC=CC=C1 ZBFSKHCQHWULCZ-UHFFFAOYSA-N 0.000 claims description 8
NJSONKDWRVNYCL-UHFFFAOYSA-N n-[3-(3-cyanophenyl)-4-cyclobutylbutan-2-yl]-2-methyl-2-[5-(trifluoromethyl)pyridin-2-yl]oxypropanamide Chemical compound C1CCC1CC(C=1C=C(C=CC=1)C#N)C(C)NC(=O)C(C)(C)OC1=CC=C(C(F)(F)F)C=N1 NJSONKDWRVNYCL-UHFFFAOYSA-N 0.000 claims description 8
TZYRPDAFSAFZSQ-UHFFFAOYSA-N n-[3-(3-cyanophenyl)-4-cyclopentylbutan-2-yl]-2-methyl-2-[5-(trifluoromethyl)pyridin-2-yl]oxypropanamide Chemical compound C1CCCC1CC(C=1C=C(C=CC=1)C#N)C(C)NC(=O)C(C)(C)OC1=CC=C(C(F)(F)F)C=N1 TZYRPDAFSAFZSQ-UHFFFAOYSA-N 0.000 claims description 8
OFJSMCUUQUZKND-UHFFFAOYSA-N n-[3-(4-chloro-2-fluorophenyl)-3-(4-chlorophenyl)butan-2-yl]-2-(4-chlorophenoxy)-2-methylpropanamide Chemical compound C=1C=C(Cl)C=CC=1C(C)(C=1C(=CC(Cl)=CC=1)F)C(C)NC(=O)C(C)(C)OC1=CC=C(Cl)C=C1 OFJSMCUUQUZKND-UHFFFAOYSA-N 0.000 claims description 8
BINCMSJEDLRTJN-UHFFFAOYSA-N n-[4-(4-chlorophenyl)-3-(3-methylphenyl)butan-2-yl]-2-methyl-2-[5-(trifluoromethyl)pyridin-2-yl]oxypropanamide Chemical compound C=1C=C(Cl)C=CC=1CC(C=1C=C(C)C=CC=1)C(C)NC(=O)C(C)(C)OC1=CC=C(C(F)(F)F)C=N1 BINCMSJEDLRTJN-UHFFFAOYSA-N 0.000 claims description 8
IROBMYGWVLTDFP-UHFFFAOYSA-N n-[4-(4-chlorophenyl)-3-phenylbutan-2-yl]-2-methyl-2-phenoxypropanamide Chemical compound C=1C=C(Cl)C=CC=1CC(C=1C=CC=CC=1)C(C)NC(=O)C(C)(C)OC1=CC=CC=C1 IROBMYGWVLTDFP-UHFFFAOYSA-N 0.000 claims description 8
JTCSTBJLAUGXMC-UHFFFAOYSA-N n-[4-(4-chlorophenyl)-3-pyridin-3-ylbutan-2-yl]-2-(3,5-dichlorophenoxy)-2-methylpropanamide Chemical compound C=1C=C(Cl)C=CC=1CC(C=1C=NC=CC=1)C(C)NC(=O)C(C)(C)OC1=CC(Cl)=CC(Cl)=C1 JTCSTBJLAUGXMC-UHFFFAOYSA-N 0.000 claims description 8
WDRZQEUNPQWHSG-UHFFFAOYSA-N n-[3-(3-cyanophenyl)-4-cyclohexylbutan-2-yl]-2-methyl-2-[5-(trifluoromethyl)pyridin-2-yl]oxypropanamide Chemical compound C1CCCCC1CC(C=1C=C(C=CC=1)C#N)C(C)NC(=O)C(C)(C)OC1=CC=C(C(F)(F)F)C=N1 WDRZQEUNPQWHSG-UHFFFAOYSA-N 0.000 claims description 7
125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims description 7
QXLRCSNJDDZHMP-UHFFFAOYSA-N 2-(2-chlorophenoxy)-n-[4-(4-chlorophenyl)-3-phenylbutan-2-yl]-2-methylpropanamide Chemical compound C=1C=C(Cl)C=CC=1CC(C=1C=CC=CC=1)C(C)NC(=O)C(C)(C)OC1=CC=CC=C1Cl QXLRCSNJDDZHMP-UHFFFAOYSA-N 0.000 claims description 6
HIFGCYYBGHLQMV-HTAPYJJXSA-N 2-(3-chloro-4-fluorophenoxy)-n-[(2s,3s)-4-(4-chlorophenyl)-3-phenylbutan-2-yl]-2-methylpropanamide Chemical compound N([C@@H](C)[C@@H](CC=1C=CC(Cl)=CC=1)C=1C=CC=CC=1)C(=O)C(C)(C)OC1=CC=C(F)C(Cl)=C1 HIFGCYYBGHLQMV-HTAPYJJXSA-N 0.000 claims description 6
YDJYVTJJCOWWAN-UHFFFAOYSA-N 2-(3-chloro-5-fluorophenoxy)-n-[4-(4-chlorophenyl)-3-pyridin-3-ylbutan-2-yl]-2-methylpropanamide Chemical compound C=1C=C(Cl)C=CC=1CC(C=1C=NC=CC=1)C(C)NC(=O)C(C)(C)OC1=CC(F)=CC(Cl)=C1 YDJYVTJJCOWWAN-UHFFFAOYSA-N 0.000 claims description 6
DHMCZTXHSCFLCI-HTAPYJJXSA-N 2-(4-chloro-3-fluorophenoxy)-n-[(2s,3s)-4-(4-chlorophenyl)-3-phenylbutan-2-yl]-2-methylpropanamide Chemical compound N([C@@H](C)[C@@H](CC=1C=CC(Cl)=CC=1)C=1C=CC=CC=1)C(=O)C(C)(C)OC1=CC=C(Cl)C(F)=C1 DHMCZTXHSCFLCI-HTAPYJJXSA-N 0.000 claims description 6
VGAKJPBJPLSUNB-UHFFFAOYSA-N 2-(4-chlorophenoxy)-2-methyl-n-(5-methyl-3-phenylhexan-2-yl)propanamide Chemical compound C=1C=CC=CC=1C(CC(C)C)C(C)NC(=O)C(C)(C)OC1=CC=C(Cl)C=C1 VGAKJPBJPLSUNB-UHFFFAOYSA-N 0.000 claims description 6
HLQRTQRYEWMHSE-UHFFFAOYSA-N 2-(4-chlorophenoxy)-n-[3-(4-chlorophenyl)-3-(4-chlorophenyl)sulfanylbutan-2-yl]-2-methylpropanamide Chemical compound C=1C=C(Cl)C=CC=1SC(C)(C=1C=CC(Cl)=CC=1)C(C)NC(=O)C(C)(C)OC1=CC=C(Cl)C=C1 HLQRTQRYEWMHSE-UHFFFAOYSA-N 0.000 claims description 6
SAAXYWSPRMMLPA-UHFFFAOYSA-N 2-(4-chlorophenoxy)-n-[3-(4-chlorophenyl)-4-(2,4-dichlorophenyl)butan-2-yl]-2-methylpropanamide Chemical compound C=1C=C(Cl)C=C(Cl)C=1CC(C=1C=CC(Cl)=CC=1)C(C)NC(=O)C(C)(C)OC1=CC=C(Cl)C=C1 SAAXYWSPRMMLPA-UHFFFAOYSA-N 0.000 claims description 6
UAQZEOXBFRPEBY-UHFFFAOYSA-N 2-(4-chlorophenoxy)-n-[4-(4-chlorophenyl)-3-(2-fluorophenyl)butan-2-yl]-2-methylpropanamide Chemical compound C=1C=C(Cl)C=CC=1CC(C=1C(=CC=CC=1)F)C(C)NC(=O)C(C)(C)OC1=CC=C(Cl)C=C1 UAQZEOXBFRPEBY-UHFFFAOYSA-N 0.000 claims description 6
BDRJZRQBNUXBTR-UHFFFAOYSA-N 2-(4-chlorophenoxy)-n-[4-(4-chlorophenyl)-3-pyridin-4-ylbutan-2-yl]-2-methylpropanamide Chemical compound C=1C=C(Cl)C=CC=1CC(C=1C=CN=CC=1)C(C)NC(=O)C(C)(C)OC1=CC=C(Cl)C=C1 BDRJZRQBNUXBTR-UHFFFAOYSA-N 0.000 claims description 6
YDCTWGDCYUTKLP-UHFFFAOYSA-N 2-(4-chlorophenoxy)-n-[4-(4-fluorophenyl)-3-phenylbutan-2-yl]-2-methylpropanamide Chemical compound C=1C=C(F)C=CC=1CC(C=1C=CC=CC=1)C(C)NC(=O)C(C)(C)OC1=CC=C(Cl)C=C1 YDCTWGDCYUTKLP-UHFFFAOYSA-N 0.000 claims description 6
HIJCBCZZWCRRET-UHFFFAOYSA-N 2-(4-fluorophenoxy)-n-[3-(4-methoxyphenyl)-4-phenylbutan-2-yl]-2-methylpropanamide Chemical compound C1=CC(OC)=CC=C1C(C(C)NC(=O)C(C)(C)OC=1C=CC(F)=CC=1)CC1=CC=CC=C1 HIJCBCZZWCRRET-UHFFFAOYSA-N 0.000 claims description 6
125000004172 4-methoxyphenyl group Chemical group [H]C1=C([H])C(OC([H])([H])[H])=C([H])C([H])=C1* 0.000 claims description 6
IPKDNRMCLOIXMK-UHFFFAOYSA-N N-[1-(4-chlorophenyl)butan-2-yloxy]-2-(3,5-dichlorophenoxy)-2-methylhexanamide Chemical compound C(CC)CC(C(=O)NOC(CC)CC1=CC=C(C=C1)Cl)(C)OC1=CC(=CC(=C1)Cl)Cl IPKDNRMCLOIXMK-UHFFFAOYSA-N 0.000 claims description 6
150000001204 N-oxides Chemical class 0.000 claims description 6
125000005110 aryl thio group Chemical group 0.000 claims description 6
125000004104 aryloxy group Chemical group 0.000 claims description 6
125000004429 atom Chemical group 0.000 claims description 6
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 6
BESSNFSJYMKGMD-UHFFFAOYSA-N n-(3,4-diphenylbutan-2-yl)-2-(4-fluorophenoxy)-2-methylpropanamide Chemical compound C=1C=CC=CC=1CC(C=1C=CC=CC=1)C(C)NC(=O)C(C)(C)OC1=CC=C(F)C=C1 BESSNFSJYMKGMD-UHFFFAOYSA-N 0.000 claims description 6
DDRSCAPJGQMMOK-UHFFFAOYSA-N n-(3-benzyl-4-phenylbutan-2-yl)-2-(4-chlorophenoxy)-2-methylpropanamide Chemical compound C=1C=CC=CC=1CC(CC=1C=CC=CC=1)C(C)NC(=O)C(C)(C)OC1=CC=C(Cl)C=C1 DDRSCAPJGQMMOK-UHFFFAOYSA-N 0.000 claims description 6
HMDZUJRWCVTDOM-HTAPYJJXSA-N n-[(2s,3s)-4-(4-chlorophenyl)-3-phenylbutan-2-yl]-2-(3,4-dichlorophenoxy)-2-methylpropanamide Chemical compound N([C@@H](C)[C@@H](CC=1C=CC(Cl)=CC=1)C=1C=CC=CC=1)C(=O)C(C)(C)OC1=CC=C(Cl)C(Cl)=C1 HMDZUJRWCVTDOM-HTAPYJJXSA-N 0.000 claims description 6
XLZDVTNCFPUPNX-BXKMTCNYSA-N n-[(2s,3s)-4-(4-chlorophenyl)-3-phenylbutan-2-yl]-2-(3,5-dichlorophenoxy)-2-methylpropanamide Chemical compound N([C@@H](C)[C@@H](CC=1C=CC(Cl)=CC=1)C=1C=CC=CC=1)C(=O)C(C)(C)OC1=CC(Cl)=CC(Cl)=C1 XLZDVTNCFPUPNX-BXKMTCNYSA-N 0.000 claims description 6
JJSXACIYQNLZJM-HRAATJIYSA-N n-[(2s,3s)-4-(4-chlorophenyl)-3-phenylbutan-2-yl]-2-methyl-2-(3,4,5-trifluorophenoxy)propanamide Chemical compound N([C@@H](C)[C@@H](CC=1C=CC(Cl)=CC=1)C=1C=CC=CC=1)C(=O)C(C)(C)OC1=CC(F)=C(F)C(F)=C1 JJSXACIYQNLZJM-HRAATJIYSA-N 0.000 claims description 6
KRWJZJVGUIDRLO-UHFFFAOYSA-N n-[2,2-bis(4-chlorophenyl)ethyl]-2-(4-chlorophenoxy)-2-methylpropanamide Chemical compound C=1C=C(Cl)C=CC=1C(C=1C=CC(Cl)=CC=1)CNC(=O)C(C)(C)OC1=CC=C(Cl)C=C1 KRWJZJVGUIDRLO-UHFFFAOYSA-N 0.000 claims description 6
WHRZHYPAWOQKQK-UHFFFAOYSA-N n-[3,4-bis(4-chlorophenyl)butan-2-yl]-2-(2-chlorophenoxy)-2-methylpropanamide Chemical compound C=1C=C(Cl)C=CC=1CC(C=1C=CC(Cl)=CC=1)C(C)NC(=O)C(C)(C)OC1=CC=CC=C1Cl WHRZHYPAWOQKQK-UHFFFAOYSA-N 0.000 claims description 6
FNCWTFNCJCSDOW-UHFFFAOYSA-N n-[3,4-bis(4-chlorophenyl)butan-2-yl]-2-(2-fluorophenoxy)-2-methylpropanamide Chemical compound C=1C=C(Cl)C=CC=1CC(C=1C=CC(Cl)=CC=1)C(C)NC(=O)C(C)(C)OC1=CC=CC=C1F FNCWTFNCJCSDOW-UHFFFAOYSA-N 0.000 claims description 6
GEOIUTVAVWSNLE-UHFFFAOYSA-N n-[3,4-bis(4-chlorophenyl)butan-2-yl]-2-(3,4-difluorophenoxy)-2-methylpropanamide Chemical compound C=1C=C(Cl)C=CC=1CC(C=1C=CC(Cl)=CC=1)C(C)NC(=O)C(C)(C)OC1=CC=C(F)C(F)=C1 GEOIUTVAVWSNLE-UHFFFAOYSA-N 0.000 claims description 6
SEDJSZAOVHYSAF-UHFFFAOYSA-N n-[3,4-bis(4-chlorophenyl)butan-2-yl]-2-(3-chlorophenoxy)-2-methylpropanamide Chemical compound C=1C=C(Cl)C=CC=1CC(C=1C=CC(Cl)=CC=1)C(C)NC(=O)C(C)(C)OC1=CC=CC(Cl)=C1 SEDJSZAOVHYSAF-UHFFFAOYSA-N 0.000 claims description 6
KXJMVFULYOBYMN-UHFFFAOYSA-N n-[3,4-bis(4-chlorophenyl)butan-2-yl]-2-cyclohexyloxy-2-methylpropanamide Chemical compound C=1C=C(Cl)C=CC=1CC(C=1C=CC(Cl)=CC=1)C(C)NC(=O)C(C)(C)OC1CCCCC1 KXJMVFULYOBYMN-UHFFFAOYSA-N 0.000 claims description 6
ZNSNZQPZEYYRPV-UHFFFAOYSA-N n-[3,4-bis(4-chlorophenyl)butan-2-yl]-2-methyl-2-pyridin-2-yloxybutanamide Chemical compound C=1C=C(Cl)C=CC=1CC(C=1C=CC(Cl)=CC=1)C(C)NC(=O)C(C)(CC)OC1=CC=CC=N1 ZNSNZQPZEYYRPV-UHFFFAOYSA-N 0.000 claims description 6
UXXTYBHPNIIBCB-UHFFFAOYSA-N n-[3,4-bis(4-chlorophenyl)butan-2-yl]-2-methyl-2-pyridin-3-yloxypropanamide Chemical compound C=1C=C(Cl)C=CC=1CC(C=1C=CC(Cl)=CC=1)C(C)NC(=O)C(C)(C)OC1=CC=CN=C1 UXXTYBHPNIIBCB-UHFFFAOYSA-N 0.000 claims description 6
BOZMULZMZSTLNE-UHFFFAOYSA-N n-[3,4-bis(4-chlorophenyl)butan-2-yl]-2-methyl-2-pyridin-4-yloxypropanamide Chemical compound C=1C=C(Cl)C=CC=1CC(C=1C=CC(Cl)=CC=1)C(C)NC(=O)C(C)(C)OC1=CC=NC=C1 BOZMULZMZSTLNE-UHFFFAOYSA-N 0.000 claims description 6
RJTPJZRSEMUBKR-UHFFFAOYSA-N n-[3-(2-chlorophenyl)-4-phenylbutan-2-yl]-2-(4-fluorophenoxy)-2-methylpropanamide Chemical compound C=1C=CC=CC=1CC(C=1C(=CC=CC=1)Cl)C(C)NC(=O)C(C)(C)OC1=CC=C(F)C=C1 RJTPJZRSEMUBKR-UHFFFAOYSA-N 0.000 claims description 6
SPSJRZBNCFXKKY-UHFFFAOYSA-N n-[3-(3-cyanophenyl)-5-methylhexan-2-yl]-2-methyl-2-[5-(trifluoromethyl)pyridin-2-yl]oxypropanamide Chemical compound C=1C=CC(C#N)=CC=1C(CC(C)C)C(C)NC(=O)C(C)(C)OC1=CC=C(C(F)(F)F)C=N1 SPSJRZBNCFXKKY-UHFFFAOYSA-N 0.000 claims description 6
VQPQLXTYJFAUNV-UHFFFAOYSA-N n-[3-(4-chlorophenyl)-4-phenylbutan-2-yl]-2-(4-fluorophenoxy)-2-methylpropanamide Chemical compound C=1C=CC=CC=1CC(C=1C=CC(Cl)=CC=1)C(C)NC(=O)C(C)(C)OC1=CC=C(F)C=C1 VQPQLXTYJFAUNV-UHFFFAOYSA-N 0.000 claims description 6
RAUJPFCUCFXTMG-UHFFFAOYSA-N n-[4-(4-chlorophenyl)-3-(3-fluorophenyl)butan-2-yl]-2-(4-fluorophenoxy)-2-methylpropanamide Chemical compound C=1C=C(Cl)C=CC=1CC(C=1C=C(F)C=CC=1)C(C)NC(=O)C(C)(C)OC1=CC=C(F)C=C1 RAUJPFCUCFXTMG-UHFFFAOYSA-N 0.000 claims description 6
PGLMEBMLJVTKBN-UHFFFAOYSA-N n-[4-(4-chlorophenyl)-3-(3-fluorophenyl)butan-2-yl]-2-(5-chloropyridin-2-yl)oxy-2-methylpropanamide Chemical compound C=1C=C(Cl)C=CC=1CC(C=1C=C(F)C=CC=1)C(C)NC(=O)C(C)(C)OC1=CC=C(Cl)C=N1 PGLMEBMLJVTKBN-UHFFFAOYSA-N 0.000 claims description 6
ILUAOSMOKCIAFT-UHFFFAOYSA-N n-[4-(4-chlorophenyl)-3-phenylbutan-2-yl]-2-(2-fluorophenoxy)-2-methylpropanamide Chemical compound C=1C=C(Cl)C=CC=1CC(C=1C=CC=CC=1)C(C)NC(=O)C(C)(C)OC1=CC=CC=C1F ILUAOSMOKCIAFT-UHFFFAOYSA-N 0.000 claims description 6
JODYBLNZGKLUHE-UHFFFAOYSA-N n-[4-(4-chlorophenyl)-3-phenylbutan-2-yl]-2-cyclohexyloxy-2-methylpropanamide Chemical compound C=1C=C(Cl)C=CC=1CC(C=1C=CC=CC=1)C(C)NC(=O)C(C)(C)OC1CCCCC1 JODYBLNZGKLUHE-UHFFFAOYSA-N 0.000 claims description 6
NREJKDPSMIXZLX-UHFFFAOYSA-N n-[4-(4-chlorophenyl)-3-phenylbutan-2-yl]-2-methyl-2-pyridin-2-yloxybutanamide Chemical compound C=1C=C(Cl)C=CC=1CC(C=1C=CC=CC=1)C(C)NC(=O)C(C)(CC)OC1=CC=CC=N1 NREJKDPSMIXZLX-UHFFFAOYSA-N 0.000 claims description 6
MJDFMECYCIGIDO-UHFFFAOYSA-N n-[4-(4-chlorophenyl)-3-pyridin-3-ylbutan-2-yl]-2-methyl-2-[5-(trifluoromethyl)pyridin-2-yl]oxypropanamide Chemical compound C=1C=C(Cl)C=CC=1CC(C=1C=NC=CC=1)C(C)NC(=O)C(C)(C)OC1=CC=C(C(F)(F)F)C=N1 MJDFMECYCIGIDO-UHFFFAOYSA-N 0.000 claims description 6
DGBMQSXBPXBKAM-UHFFFAOYSA-N n-[4-(5-chloropyridin-2-yl)-3-phenylbutan-2-yl]-2-(3,5-difluorophenoxy)-2-methylpropanamide Chemical compound C=1C=C(Cl)C=NC=1CC(C=1C=CC=CC=1)C(C)NC(=O)C(C)(C)OC1=CC(F)=CC(F)=C1 DGBMQSXBPXBKAM-UHFFFAOYSA-N 0.000 claims description 6
ZLRSQTMAGSCJBZ-UHFFFAOYSA-N 2-(4-chlorophenoxy)-2-methyl-n-[3-phenyl-4-[4-(trifluoromethyl)phenyl]butan-2-yl]propanamide Chemical compound C=1C=C(C(F)(F)F)C=CC=1CC(C=1C=CC=CC=1)C(C)NC(=O)C(C)(C)OC1=CC=C(Cl)C=C1 ZLRSQTMAGSCJBZ-UHFFFAOYSA-N 0.000 claims description 5
YLKDYXSLDXMMBF-UHFFFAOYSA-N 2-(4-chlorophenoxy)-n-(1,2-diphenylpentan-3-yl)-2-methylpropanamide Chemical compound C=1C=CC=CC=1CC(C=1C=CC=CC=1)C(CC)NC(=O)C(C)(C)OC1=CC=C(Cl)C=C1 YLKDYXSLDXMMBF-UHFFFAOYSA-N 0.000 claims description 5
UNIXCKUMWRLUBV-UHFFFAOYSA-N 2-(4-chlorophenoxy)-n-(3,4-diphenylbutan-2-yl)-2-methylpropanamide Chemical compound C=1C=CC=CC=1CC(C=1C=CC=CC=1)C(C)NC(=O)C(C)(C)OC1=CC=C(Cl)C=C1 UNIXCKUMWRLUBV-UHFFFAOYSA-N 0.000 claims description 5
FFALVHGQANUEKB-UHFFFAOYSA-N 2-(4-chlorophenoxy)-n-[4-(2-chlorophenyl)-3-phenylbutan-2-yl]-2-methylpropanamide Chemical compound C=1C=CC=C(Cl)C=1CC(C=1C=CC=CC=1)C(C)NC(=O)C(C)(C)OC1=CC=C(Cl)C=C1 FFALVHGQANUEKB-UHFFFAOYSA-N 0.000 claims description 5
QGNXBJNFYAPCJQ-UHFFFAOYSA-N 2-(4-chlorophenoxy)-n-[4-(4-chlorophenyl)-3-(4-fluorophenyl)butan-2-yl]-2-methylpropanamide Chemical compound C=1C=C(Cl)C=CC=1CC(C=1C=CC(F)=CC=1)C(C)NC(=O)C(C)(C)OC1=CC=C(Cl)C=C1 QGNXBJNFYAPCJQ-UHFFFAOYSA-N 0.000 claims description 5
DYVOFFWCKVALME-UHFFFAOYSA-N methyl 4-[3-[[2-(4-chlorophenoxy)-2-methylpropanoyl]amino]-2-phenylbutyl]benzoate Chemical compound C1=CC(C(=O)OC)=CC=C1CC(C=1C=CC=CC=1)C(C)NC(=O)C(C)(C)OC1=CC=C(Cl)C=C1 DYVOFFWCKVALME-UHFFFAOYSA-N 0.000 claims description 5
MRECCTXLXCELBU-BXKMTCNYSA-N n-[(2s,3s)-4-(4-chlorophenyl)-3-phenylbutan-2-yl]-2-(3,5-difluorophenoxy)-2-methylpropanamide Chemical compound N([C@@H](C)[C@@H](CC=1C=CC(Cl)=CC=1)C=1C=CC=CC=1)C(=O)C(C)(C)OC1=CC(F)=CC(F)=C1 MRECCTXLXCELBU-BXKMTCNYSA-N 0.000 claims description 5
RDLDSTNJWGCIMS-UHFFFAOYSA-N n-[3,4-bis(4-chlorophenyl)butan-2-yl]-2-(3,5-difluorophenoxy)-2-methylpropanamide Chemical compound C=1C=C(Cl)C=CC=1CC(C=1C=CC(Cl)=CC=1)C(C)NC(=O)C(C)(C)OC1=CC(F)=CC(F)=C1 RDLDSTNJWGCIMS-UHFFFAOYSA-N 0.000 claims description 5
ADGPIQXYKJHCTR-UHFFFAOYSA-N n-[3,4-bis(4-chlorophenyl)butan-2-yl]-2-(3-cyanophenoxy)-2-methylpropanamide Chemical compound C=1C=C(Cl)C=CC=1CC(C=1C=CC(Cl)=CC=1)C(C)NC(=O)C(C)(C)OC1=CC=CC(C#N)=C1 ADGPIQXYKJHCTR-UHFFFAOYSA-N 0.000 claims description 5
RKOAMTYPZBEQQS-UHFFFAOYSA-N n-[3-(4-chloro-2-fluorophenyl)-3-(4-chlorophenyl)butan-2-yl]-2-(4-fluorophenoxy)-2-methylpropanamide Chemical compound C=1C=C(Cl)C=CC=1C(C)(C=1C(=CC(Cl)=CC=1)F)C(C)NC(=O)C(C)(C)OC1=CC=C(F)C=C1 RKOAMTYPZBEQQS-UHFFFAOYSA-N 0.000 claims description 5
WMAIMIWPXKZNQY-UHFFFAOYSA-N n-[4-(4-chlorophenyl)-3-phenylbutan-2-yl]-2-methyl-2-(6-methylpyridin-3-yl)oxypropanamide Chemical compound C=1C=C(Cl)C=CC=1CC(C=1C=CC=CC=1)C(C)NC(=O)C(C)(C)OC1=CC=C(C)N=C1 WMAIMIWPXKZNQY-UHFFFAOYSA-N 0.000 claims description 5
IFMIHWYHYXZLKK-UHFFFAOYSA-N n-[4-(4-chlorophenyl)-3-phenylbutan-2-yl]-2-methyl-2-pyridin-4-yloxypropanamide Chemical compound C=1C=C(Cl)C=CC=1CC(C=1C=CC=CC=1)C(C)NC(=O)C(C)(C)OC1=CC=NC=C1 IFMIHWYHYXZLKK-UHFFFAOYSA-N 0.000 claims description 5
125000006376 (C3-C10) cycloalkyl group Chemical group 0.000 claims description 4
QYQVDCKQMLVAIA-CXUHLZMHSA-N (e)-n-[3,4-bis(4-chlorophenyl)butan-2-yl]-3-phenylprop-2-enamide Chemical compound C=1C=C(Cl)C=CC=1CC(C=1C=CC(Cl)=CC=1)C(C)NC(=O)\C=C\C1=CC=CC=C1 QYQVDCKQMLVAIA-CXUHLZMHSA-N 0.000 claims description 4
YWAIFKOZVPTDAI-UHFFFAOYSA-N 1-[3,4-bis(4-chlorophenyl)butan-2-yl]-3-(4-chlorophenyl)urea Chemical compound C=1C=C(Cl)C=CC=1CC(C=1C=CC(Cl)=CC=1)C(C)NC(=O)NC1=CC=C(Cl)C=C1 YWAIFKOZVPTDAI-UHFFFAOYSA-N 0.000 claims description 4
YWRGIVVYYWLYII-UHFFFAOYSA-N 1-[3-(5-bromopyridin-3-yl)-4-(4-chlorophenyl)butan-2-yl]-4-[(2-methylpropan-2-yl)oxy]-6-(trifluoromethyl)-2H-pyrimidine Chemical compound BrC=1C=C(C=NC1)C(C(C)N1CN=C(C=C1C(F)(F)F)OC(C)(C)C)CC1=CC=C(C=C1)Cl YWRGIVVYYWLYII-UHFFFAOYSA-N 0.000 claims description 4
OZDZYASFKLTUMW-UHFFFAOYSA-N 1-[4-(4-chlorophenyl)-3-(5-chloropyridin-3-yl)butan-2-yl]-2-[(2-methylpropan-2-yl)oxy]-4-(trifluoromethyl)-2H-pyrimidine Chemical compound ClC1=CC=C(C=C1)CC(C(C)N1C(N=C(C=C1)C(F)(F)F)OC(C)(C)C)C=1C=NC=C(C=1)Cl OZDZYASFKLTUMW-UHFFFAOYSA-N 0.000 claims description 4
WEIISNFSPRUXIK-UHFFFAOYSA-N 1-[4-(4-chlorophenyl)-3-(5-chloropyridin-3-yl)butan-2-yl]-4-[(2-methylpropan-2-yl)oxy]-6-(trifluoromethyl)-2H-pyrimidine Chemical compound ClC1=CC=C(C=C1)CC(C(C)N1CN=C(C=C1C(F)(F)F)OC(C)(C)C)C=1C=NC=C(C1)Cl WEIISNFSPRUXIK-UHFFFAOYSA-N 0.000 claims description 4
GBYVFTDQEYFWAK-UHFFFAOYSA-N 1-[4-(4-chlorophenyl)-3-(5-fluoropyridin-3-yl)butan-2-yl]-4-[(2-methylpropan-2-yl)oxy]-6-(trifluoromethyl)-2H-pyrimidine Chemical compound ClC1=CC=C(C=C1)CC(C(C)N1CN=C(C=C1C(F)(F)F)OC(C)(C)C)C=1C=NC=C(C1)F GBYVFTDQEYFWAK-UHFFFAOYSA-N 0.000 claims description 4
UGNVHARNSBSSNW-UHFFFAOYSA-N 1-[4-(4-chlorophenyl)-3-[3-(trifluoromethyl)phenyl]butan-2-yl]-2-[(2-methylpropan-2-yl)oxy]-5-(trifluoromethyl)-2H-pyridine Chemical compound ClC1=CC=C(C=C1)CC(C(C)N1C(C=CC(=C1)C(F)(F)F)OC(C)(C)C)C1=CC(=CC=C1)C(F)(F)F UGNVHARNSBSSNW-UHFFFAOYSA-N 0.000 claims description 4
RBBYBIBMLSARDO-UHFFFAOYSA-N 2-(4-chloroanilino)-n-(3,4-diphenylbutan-2-yl)acetamide Chemical compound C=1C=CC=CC=1CC(C=1C=CC=CC=1)C(C)NC(=O)CNC1=CC=C(Cl)C=C1 RBBYBIBMLSARDO-UHFFFAOYSA-N 0.000 claims description 4
PJNPDYNTGUXXRS-UHFFFAOYSA-N 2-(4-chloroanilino)-n-[4-(4-chlorophenyl)-3-phenylbutan-2-yl]acetamide Chemical compound C=1C=C(Cl)C=CC=1CC(C=1C=CC=CC=1)C(C)NC(=O)CNC1=CC=C(Cl)C=C1 PJNPDYNTGUXXRS-UHFFFAOYSA-N 0.000 claims description 4
CGQAPRJYOLLYRZ-UHFFFAOYSA-N 2-(4-chlorophenoxy)-n-(3,4-diphenylbutan-2-yl)acetamide Chemical compound C=1C=CC=CC=1CC(C=1C=CC=CC=1)C(C)NC(=O)COC1=CC=C(Cl)C=C1 CGQAPRJYOLLYRZ-UHFFFAOYSA-N 0.000 claims description 4
IBPWXVZEVAQZEN-UHFFFAOYSA-N 2-(4-chlorophenoxy)-n-(3,4-diphenylbutan-2-yl)propanamide Chemical compound C=1C=CC=CC=1CC(C=1C=CC=CC=1)C(C)NC(=O)C(C)OC1=CC=C(Cl)C=C1 IBPWXVZEVAQZEN-UHFFFAOYSA-N 0.000 claims description 4
NBWKZNSAUDAIJT-UHFFFAOYSA-N 2-(4-chlorophenoxy)-n-(3,6-diphenylhexan-2-yl)acetamide Chemical compound C=1C=CC=CC=1CCCC(C=1C=CC=CC=1)C(C)NC(=O)COC1=CC=C(Cl)C=C1 NBWKZNSAUDAIJT-UHFFFAOYSA-N 0.000 claims description 4
QVLXRMGWTQDRDE-UHFFFAOYSA-N 2-(4-chlorophenoxy)-n-(3-phenylhexan-2-yl)acetamide Chemical compound C=1C=CC=CC=1C(CCC)C(C)NC(=O)COC1=CC=C(Cl)C=C1 QVLXRMGWTQDRDE-UHFFFAOYSA-N 0.000 claims description 4
GOMJOOLWPQTOJH-UHFFFAOYSA-N 2-(4-chlorophenoxy)-n-(4-methyl-3-phenylpentan-2-yl)propanamide Chemical compound C=1C=CC=CC=1C(C(C)C)C(C)NC(=O)C(C)OC1=CC=C(Cl)C=C1 GOMJOOLWPQTOJH-UHFFFAOYSA-N 0.000 claims description 4
KVTYQUDPRXFHPX-UHFFFAOYSA-N 2-(4-chlorophenoxy)-n-[4-(4-chlorophenyl)-3-(2,4-dichlorophenyl)butan-2-yl]-2-methylpropanamide Chemical compound C=1C=C(Cl)C=CC=1CC(C=1C(=CC(Cl)=CC=1)Cl)C(C)NC(=O)C(C)(C)OC1=CC=C(Cl)C=C1 KVTYQUDPRXFHPX-UHFFFAOYSA-N 0.000 claims description 4
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ODPYMMDRXGGQGN-UHFFFAOYSA-N n-(2-butyloctyl)-2,2-dimethylpropanamide Chemical compound CCCCCCC(CCCC)CNC(=O)C(C)(C)C ODPYMMDRXGGQGN-UHFFFAOYSA-N 0.000 claims 6
CBYJHXUBAJWNFG-UHFFFAOYSA-N 2,2-dimethyl-n-(2-octyldodecyl)propanamide Chemical compound CCCCCCCCCCC(CNC(=O)C(C)(C)C)CCCCCCCC CBYJHXUBAJWNFG-UHFFFAOYSA-N 0.000 claims 5
ZUVFGQCLZCVEDM-UHFFFAOYSA-N 3,5,5-trimethyl-n-(2-octyldodecyl)hexanamide Chemical compound CCCCCCCCCCC(CCCCCCCC)CNC(=O)CC(C)CC(C)(C)C ZUVFGQCLZCVEDM-UHFFFAOYSA-N 0.000 claims 5
MOUIKDILUGJZLJ-UHFFFAOYSA-N n-(2-butyloctyl)-3,5,5-trimethylhexanamide Chemical compound CCCCCCC(CCCC)CNC(=O)CC(C)CC(C)(C)C MOUIKDILUGJZLJ-UHFFFAOYSA-N 0.000 claims 5
125000003545 alkoxy group Chemical group 0.000 claims 3
GLBNTBLOLXXOFK-UHFFFAOYSA-N 2-(4-chlorophenoxy)propanamide Chemical compound NC(=O)C(C)OC1=CC=C(Cl)C=C1 GLBNTBLOLXXOFK-UHFFFAOYSA-N 0.000 claims 1
125000004981 cycloalkylmethyl group Chemical group 0.000 claims 1
NQRFFSGZONUPJS-UHFFFAOYSA-N n-[3-(3-bromo-5-fluorophenyl)-4-(4-fluorophenyl)butan-2-yl]-2-methyl-2-[6-(trifluoromethyl)pyrimidin-4-yl]oxypropanamide Chemical compound C=1C=C(F)C=CC=1CC(C=1C=C(Br)C=C(F)C=1)C(C)NC(=O)C(C)(C)OC1=CC(C(F)(F)F)=NC=N1 NQRFFSGZONUPJS-UHFFFAOYSA-N 0.000 claims 1
RSVJZZNSSZLFRJ-UHFFFAOYSA-N n-[3-(5-bromopyridin-3-yl)-4-(4-fluorophenyl)butan-2-yl]-2-methyl-2-[4-(trifluoromethyl)pyridin-2-yl]oxypropanamide Chemical compound C=1C=C(F)C=CC=1CC(C=1C=C(Br)C=NC=1)C(C)NC(=O)C(C)(C)OC1=CC(C(F)(F)F)=CC=N1 RSVJZZNSSZLFRJ-UHFFFAOYSA-N 0.000 claims 1
238000000034 method Methods 0.000 description 7
239000000126 substance Substances 0.000 description 3
0 *C(*)C(*)N(*)C(*)=O Chemical compound *C(*)C(*)N(*)C(*)=O 0.000 description 2
125000000623 heterocyclic group Chemical group 0.000 description 2
125000004180 3-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(F)=C1[H] 0.000 description 1
DGGJYEPLMGDNKR-UHFFFAOYSA-N C=1C=CC=NC=1C(C(C)N(C(O)=O)C(C)(C)C)CC1=CC=C(Cl)C=C1 Chemical compound C=1C=CC=NC=1C(C(C)N(C(O)=O)C(C)(C)C)CC1=CC=C(Cl)C=C1 DGGJYEPLMGDNKR-UHFFFAOYSA-N 0.000 description 1
JLTDJTHDQAWBAV-UHFFFAOYSA-N CN(C)c1ccccc1 Chemical compound CN(C)c1ccccc1 JLTDJTHDQAWBAV-UHFFFAOYSA-N 0.000 description 1
125000004435 hydrogen atom Chemical group [H]* 0.000 description 1

JP2003575901A 2002-03-12 2003-03-07 置換アミド類 Expired - Fee Related JP3813152B2 (ja)