JP2009513563A5

JP2009513563A5 -

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Publication number: JP2009513563A5
Authority: JP; Japan
Prior art keywords: carboxylic acid; methyl; methylthiazole; amide; thiazole
Prior art date: 2006-06-05
Legal status : Pending

Application number

JP2008525998A

Other languages

English (en)

Japanese (ja)

Other versions

JP2009513563A (ja

Filing date

2006-06-05

Publication date

2009-07-02

2006-06-05 Application filed filed Critical

2006-06-05 Priority claimed from PCT/US2006/021660 external-priority patent/WO2007130075A1/en

2009-04-02 Publication of JP2009513563A publication Critical patent/JP2009513563A/ja

2009-07-02 Publication of JP2009513563A5 publication Critical patent/JP2009513563A5/ja

Status Pending legal-status Critical Current

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239000000203 mixture Substances 0.000 claims 25
125000003118 aryl group Chemical group 0.000 claims 24
125000000217 alkyl group Chemical group 0.000 claims 20
125000003710 aryl alkyl group Chemical group 0.000 claims 20
125000000753 cycloalkyl group Chemical group 0.000 claims 20
125000001072 heteroaryl group Chemical group 0.000 claims 20
125000000623 heterocyclic group Chemical group 0.000 claims 20
-1 —R 6 —OR 7 Chemical group 0.000 claims 20
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 19
125000001316 cycloalkyl alkyl group Chemical group 0.000 claims 16
201000010099 disease Diseases 0.000 claims 14
125000003342 alkenyl group Chemical group 0.000 claims 12
229910052739 hydrogen Inorganic materials 0.000 claims 12
239000001257 hydrogen Substances 0.000 claims 12
125000004435 hydrogen atom Chemical class [H]* 0.000 claims 12
125000005020 hydroxyalkenyl group Chemical group 0.000 claims 12
108010087894 Fatty acid desaturases Proteins 0.000 claims 10
102000016553 Stearoyl-CoA Desaturase Human genes 0.000 claims 10
150000001875 compounds Chemical class 0.000 claims 8
125000004446 heteroarylalkyl group Chemical group 0.000 claims 8
125000004415 heterocyclylalkyl group Chemical group 0.000 claims 8
125000003367 polycyclic group Chemical group 0.000 claims 8
208000001072 type 2 diabetes mellitus Diseases 0.000 claims 7
239000008194 pharmaceutical composition Substances 0.000 claims 6
101000631826 Homo sapiens Stearoyl-CoA desaturase Proteins 0.000 claims 5
208000035475 disorder Diseases 0.000 claims 5
102000055981 human SCD1 Human genes 0.000 claims 5
230000001404 mediated effect Effects 0.000 claims 5
208000001145 Metabolic Syndrome Diseases 0.000 claims 4
208000008589 Obesity Diseases 0.000 claims 4
201000000690 abdominal obesity-metabolic syndrome Diseases 0.000 claims 4
125000004183 alkoxy alkyl group Chemical group 0.000 claims 4
125000002947 alkylene group Chemical group 0.000 claims 4
125000001246 bromo group Chemical group Br* 0.000 claims 4
125000001309 chloro group Chemical group Cl* 0.000 claims 4
125000004093 cyano group Chemical group *C#N 0.000 claims 4
125000001153 fluoro group Chemical group F* 0.000 claims 4
125000002768 hydroxyalkyl group Chemical group 0.000 claims 4
230000002401 inhibitory effect Effects 0.000 claims 4
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 4
235000020824 obesity Nutrition 0.000 claims 4
229940002612 prodrug Drugs 0.000 claims 4
239000000651 prodrug Substances 0.000 claims 4
150000003839 salts Chemical class 0.000 claims 4
125000004952 trihaloalkoxy group Chemical group 0.000 claims 4
125000004385 trihaloalkyl group Chemical group 0.000 claims 4
DTHNMHAUYICORS-KTKZVXAJSA-N Glucagon-like peptide 1 Chemical compound C([C@@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](C)C(=O)N[C@@H](CC=1C2=CC=CC=C2NC=1)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CCCCN)C(=O)NCC(=O)N[C@@H](CCCNC(N)=N)C(N)=O)NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](CCCCN)NC(=O)[C@H](C)NC(=O)[C@H](C)NC(=O)[C@H](CCC(N)=O)NC(=O)CNC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC=1C=CC(O)=CC=1)NC(=O)[C@H](CO)NC(=O)[C@H](CO)NC(=O)[C@@H](NC(=O)[C@H](CC(O)=O)NC(=O)[C@H](CO)NC(=O)[C@@H](NC(=O)[C@H](CC=1C=CC=CC=1)NC(=O)[C@@H](NC(=O)CNC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](C)NC(=O)[C@@H](N)CC=1N=CNC=1)[C@@H](C)O)[C@@H](C)O)C(C)C)C1=CC=CC=C1 DTHNMHAUYICORS-KTKZVXAJSA-N 0.000 claims 3
206010022489 Insulin Resistance Diseases 0.000 claims 3
239000003814 drug Substances 0.000 claims 3
239000003446 ligand Substances 0.000 claims 3
239000012453 solvate Substances 0.000 claims 3
208000032928 Dyslipidaemia Diseases 0.000 claims 2
208000004930 Fatty Liver Diseases 0.000 claims 2
102100025101 GATA-type zinc finger protein 1 Human genes 0.000 claims 2
101710198884 GATA-type zinc finger protein 1 Proteins 0.000 claims 2
206010019708 Hepatic steatosis Diseases 0.000 claims 2
208000017170 Lipid metabolism disease Diseases 0.000 claims 2
241000124008 Mammalia Species 0.000 claims 2
PVNIIMVLHYAWGP-UHFFFAOYSA-N Niacin Chemical compound OC(=O)C1=CC=CN=C1 PVNIIMVLHYAWGP-UHFFFAOYSA-N 0.000 claims 2
JPYQFYIEOUVJDU-UHFFFAOYSA-N beclamide Chemical compound ClCCC(=O)NCC1=CC=CC=C1 JPYQFYIEOUVJDU-UHFFFAOYSA-N 0.000 claims 2
230000000694 effects Effects 0.000 claims 2
208000010706 fatty liver disease Diseases 0.000 claims 2
238000000034 method Methods 0.000 claims 2
208000008338 non-alcoholic fatty liver disease Diseases 0.000 claims 2
206010053219 non-alcoholic steatohepatitis Diseases 0.000 claims 2
208000017520 skin disease Diseases 0.000 claims 2
231100000240 steatosis hepatitis Toxicity 0.000 claims 2
GGNIKGLUPSHSBV-UHFFFAOYSA-N thiazole-5-carboxamide Chemical compound NC(=O)C1=CN=CS1 GGNIKGLUPSHSBV-UHFFFAOYSA-N 0.000 claims 2
VLIQUKXIEPYSKY-UHFFFAOYSA-N 2-(adamantane-1-carbonylamino)-4-methyl-n-phenyl-1,3-thiazole-5-carboxamide Chemical compound CC=1N=C(NC(=O)C23CC4CC(CC(C4)C2)C3)SC=1C(=O)NC1=CC=CC=C1 VLIQUKXIEPYSKY-UHFFFAOYSA-N 0.000 claims 1
SPDBHWFZMQBCCK-UHFFFAOYSA-N 2-(adamantane-1-carbonylamino)-n-(3-methoxyphenyl)-4-methyl-1,3-thiazole-5-carboxamide Chemical compound COC1=CC=CC(NC(=O)C2=C(N=C(NC(=O)C34CC5CC(CC(C5)C3)C4)S2)C)=C1 SPDBHWFZMQBCCK-UHFFFAOYSA-N 0.000 claims 1
HKFDNWAYIYAEPK-UHFFFAOYSA-N 2-(adamantane-1-carbonylamino)-n-(4-bromophenyl)-4-methyl-1,3-thiazole-5-carboxamide Chemical compound CC=1N=C(NC(=O)C23CC4CC(CC(C4)C2)C3)SC=1C(=O)NC1=CC=C(Br)C=C1 HKFDNWAYIYAEPK-UHFFFAOYSA-N 0.000 claims 1
GGZFXQNWOMNLMF-UHFFFAOYSA-N 2-(adamantane-1-carbonylamino)-n-(4-methoxyphenyl)-4-methyl-1,3-thiazole-5-carboxamide Chemical compound C1=CC(OC)=CC=C1NC(=O)C1=C(C)N=C(NC(=O)C23CC4CC(CC(C4)C2)C3)S1 GGZFXQNWOMNLMF-UHFFFAOYSA-N 0.000 claims 1
IDAICGYHWIDEND-UHFFFAOYSA-N 2-(adamantane-1-carbonylamino)-n-cyclohexyl-4-methyl-1,3-thiazole-5-carboxamide Chemical compound CC=1N=C(NC(=O)C23CC4CC(CC(C4)C2)C3)SC=1C(=O)NC1CCCCC1 IDAICGYHWIDEND-UHFFFAOYSA-N 0.000 claims 1
KLRMOJAEJFTUKN-UHFFFAOYSA-N 2-(cyclohexanecarbonylamino)-n-(2,3-dihydro-1,4-benzodioxin-6-yl)-4-methyl-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NC=2C=C3OCCOC3=CC=2)=C(C)N=C1NC(=O)C1CCCCC1 KLRMOJAEJFTUKN-UHFFFAOYSA-N 0.000 claims 1
FGHTZCGRZARSTI-UHFFFAOYSA-N 2-(cyclohexanecarbonylamino)-n-(2,3-dihydro-1h-inden-5-yl)-4-methyl-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NC=2C=C3CCCC3=CC=2)=C(C)N=C1NC(=O)C1CCCCC1 FGHTZCGRZARSTI-UHFFFAOYSA-N 0.000 claims 1
WIVAFIPIRYDUPG-UHFFFAOYSA-N 2-(cyclohexanecarbonylamino)-n-(4-methoxyphenyl)-4-methyl-1,3-thiazole-5-carboxamide Chemical compound C1=CC(OC)=CC=C1NC(=O)C1=C(C)N=C(NC(=O)C2CCCCC2)S1 WIVAFIPIRYDUPG-UHFFFAOYSA-N 0.000 claims 1
VADCVJMOSZEHJD-UHFFFAOYSA-N 2-(cyclopropanecarbonylamino)-4-methyl-n-(2-methylphenyl)-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NC=2C(=CC=CC=2)C)=C(C)N=C1NC(=O)C1CC1 VADCVJMOSZEHJD-UHFFFAOYSA-N 0.000 claims 1
CKJSARLXLUFZSU-UHFFFAOYSA-N 2-(cyclopropanecarbonylamino)-4-methyl-n-phenyl-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NC=2C=CC=CC=2)=C(C)N=C1NC(=O)C1CC1 CKJSARLXLUFZSU-UHFFFAOYSA-N 0.000 claims 1
NVTSHLRAUHCNOQ-UHFFFAOYSA-N 2-(cyclopropanecarbonylamino)-n-(2,3-dihydro-1h-inden-5-yl)-4-methyl-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NC=2C=C3CCCC3=CC=2)=C(C)N=C1NC(=O)C1CC1 NVTSHLRAUHCNOQ-UHFFFAOYSA-N 0.000 claims 1
GAPNCDYWAMKXRL-UHFFFAOYSA-N 2-(cyclopropanecarbonylamino)-n-(4-methoxyphenyl)-4-methyl-1,3-thiazole-5-carboxamide Chemical compound C1=CC(OC)=CC=C1NC(=O)C1=C(C)N=C(NC(=O)C2CC2)S1 GAPNCDYWAMKXRL-UHFFFAOYSA-N 0.000 claims 1
ODSGGDGRAYREDJ-UHFFFAOYSA-N 2-(furan-2-carbonylamino)-4-methyl-n-(2-methylphenyl)-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NC=2C(=CC=CC=2)C)=C(C)N=C1NC(=O)C1=CC=CO1 ODSGGDGRAYREDJ-UHFFFAOYSA-N 0.000 claims 1
ACJDFTFXUVWTPP-UHFFFAOYSA-N 2-(furan-2-carbonylamino)-4-methyl-n-phenyl-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NC=2C=CC=CC=2)=C(C)N=C1NC(=O)C1=CC=CO1 ACJDFTFXUVWTPP-UHFFFAOYSA-N 0.000 claims 1
VDNQGOYRMZFXMJ-UHFFFAOYSA-N 2-(furan-2-carbonylamino)-n-(3-methoxyphenyl)-4-methyl-1,3-thiazole-5-carboxamide Chemical compound COC1=CC=CC(NC(=O)C2=C(N=C(NC(=O)C=3OC=CC=3)S2)C)=C1 VDNQGOYRMZFXMJ-UHFFFAOYSA-N 0.000 claims 1
LJOPCFKGLLSAEH-UHFFFAOYSA-N 2-(furan-2-carbonylamino)-n-(4-methoxyphenyl)-4-methyl-1,3-thiazole-5-carboxamide Chemical compound C1=CC(OC)=CC=C1NC(=O)C1=C(C)N=C(NC(=O)C=2OC=CC=2)S1 LJOPCFKGLLSAEH-UHFFFAOYSA-N 0.000 claims 1
XPRILLPYKLYJEF-UHFFFAOYSA-N 2-[(2,6-difluorobenzoyl)amino]-n,n,4-trimethyl-1,3-thiazole-5-carboxamide Chemical compound CC1=C(C(=O)N(C)C)SC(NC(=O)C=2C(=CC=CC=2F)F)=N1 XPRILLPYKLYJEF-UHFFFAOYSA-N 0.000 claims 1
WAEUCPJLEKTDNQ-UHFFFAOYSA-N 2-[(2-fluorobenzoyl)amino]-4-methyl-n-(2-methylphenyl)-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NC=2C(=CC=CC=2)C)=C(C)N=C1NC(=O)C1=CC=CC=C1F WAEUCPJLEKTDNQ-UHFFFAOYSA-N 0.000 claims 1
LGAGLGKDTZLBFL-UHFFFAOYSA-N 2-[(2-fluorobenzoyl)amino]-n-(4-methoxyphenyl)-4-methyl-1,3-thiazole-5-carboxamide Chemical compound C1=CC(OC)=CC=C1NC(=O)C1=C(C)N=C(NC(=O)C=2C(=CC=CC=2)F)S1 LGAGLGKDTZLBFL-UHFFFAOYSA-N 0.000 claims 1
JUPUHXSAEJUNCO-UHFFFAOYSA-N 2-[(3,4-dimethoxybenzoyl)amino]-n,n,4-trimethyl-1,3-thiazole-5-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(=O)NC1=NC(C)=C(C(=O)N(C)C)S1 JUPUHXSAEJUNCO-UHFFFAOYSA-N 0.000 claims 1
GXRWTEXBAFYUTG-UHFFFAOYSA-N 2-[(3-chlorobenzoyl)amino]-4-methyl-n-pyridin-3-yl-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NC=2C=NC=CC=2)=C(C)N=C1NC(=O)C1=CC=CC(Cl)=C1 GXRWTEXBAFYUTG-UHFFFAOYSA-N 0.000 claims 1
QRBLCSFOPHGZTG-UHFFFAOYSA-N 2-[(3-chlorobenzoyl)amino]-n-cyclohexyl-4-methyl-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NC2CCCCC2)=C(C)N=C1NC(=O)C1=CC=CC(Cl)=C1 QRBLCSFOPHGZTG-UHFFFAOYSA-N 0.000 claims 1
JIVOUFQCAKZGIZ-UHFFFAOYSA-N 2-[(3-fluorobenzoyl)amino]-4-methyl-n-phenyl-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NC=2C=CC=CC=2)=C(C)N=C1NC(=O)C1=CC=CC(F)=C1 JIVOUFQCAKZGIZ-UHFFFAOYSA-N 0.000 claims 1
UGPLMWZNVWBFMN-UHFFFAOYSA-N 2-[(3-fluorobenzoyl)amino]-n-(3-methoxyphenyl)-4-methyl-1,3-thiazole-5-carboxamide Chemical compound COC1=CC=CC(NC(=O)C2=C(N=C(NC(=O)C=3C=C(F)C=CC=3)S2)C)=C1 UGPLMWZNVWBFMN-UHFFFAOYSA-N 0.000 claims 1
HWPUVTPZRTVOCS-UHFFFAOYSA-N 2-[(3-methoxybenzoyl)amino]-n-(4-methoxyphenyl)-4-methyl-1,3-thiazole-5-carboxamide Chemical compound C1=CC(OC)=CC=C1NC(=O)C1=C(C)N=C(NC(=O)C=2C=C(OC)C=CC=2)S1 HWPUVTPZRTVOCS-UHFFFAOYSA-N 0.000 claims 1
ACCZUFUAAWJOFF-UHFFFAOYSA-N 2-[(4-bromobenzoyl)amino]-4-methyl-n-(2-methylphenyl)-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NC=2C(=CC=CC=2)C)=C(C)N=C1NC(=O)C1=CC=C(Br)C=C1 ACCZUFUAAWJOFF-UHFFFAOYSA-N 0.000 claims 1
NYNGPHCKHRMRTO-UHFFFAOYSA-N 2-[(4-bromobenzoyl)amino]-4-methyl-n-(5-methyl-1,3,4-thiadiazol-2-yl)-1,3-thiazole-5-carboxamide Chemical compound S1C(C)=NN=C1NC(=O)C1=C(C)N=C(NC(=O)C=2C=CC(Br)=CC=2)S1 NYNGPHCKHRMRTO-UHFFFAOYSA-N 0.000 claims 1
MZDNHDMQDBCUSC-UHFFFAOYSA-N 2-[(4-bromobenzoyl)amino]-4-methyl-n-phenyl-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NC=2C=CC=CC=2)=C(C)N=C1NC(=O)C1=CC=C(Br)C=C1 MZDNHDMQDBCUSC-UHFFFAOYSA-N 0.000 claims 1
AGPOHGLIDBVZFV-UHFFFAOYSA-N 2-[(4-bromobenzoyl)amino]-n-(2,3-dihydro-1,4-benzodioxin-6-yl)-4-methyl-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NC=2C=C3OCCOC3=CC=2)=C(C)N=C1NC(=O)C1=CC=C(Br)C=C1 AGPOHGLIDBVZFV-UHFFFAOYSA-N 0.000 claims 1
BPKOSGSKZHLOGF-UHFFFAOYSA-N 2-[(4-bromobenzoyl)amino]-n-(2,3-dihydro-1h-inden-5-yl)-4-methyl-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NC=2C=C3CCCC3=CC=2)=C(C)N=C1NC(=O)C1=CC=C(Br)C=C1 BPKOSGSKZHLOGF-UHFFFAOYSA-N 0.000 claims 1
SJWWHZUQPNCUFF-UHFFFAOYSA-N 2-[(4-bromobenzoyl)amino]-n-(2-chlorophenyl)-4-methyl-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NC=2C(=CC=CC=2)Cl)=C(C)N=C1NC(=O)C1=CC=C(Br)C=C1 SJWWHZUQPNCUFF-UHFFFAOYSA-N 0.000 claims 1
YAYCOAKURJYPMR-UHFFFAOYSA-N 2-[(4-bromobenzoyl)amino]-n-(3-chlorophenyl)-4-methyl-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NC=2C=C(Cl)C=CC=2)=C(C)N=C1NC(=O)C1=CC=C(Br)C=C1 YAYCOAKURJYPMR-UHFFFAOYSA-N 0.000 claims 1
SXPKOFURMHQDAA-UHFFFAOYSA-N 2-[(4-bromobenzoyl)amino]-n-(3-methoxyphenyl)-4-methyl-1,3-thiazole-5-carboxamide Chemical compound COC1=CC=CC(NC(=O)C2=C(N=C(NC(=O)C=3C=CC(Br)=CC=3)S2)C)=C1 SXPKOFURMHQDAA-UHFFFAOYSA-N 0.000 claims 1
UCNCQVUBGAYCQD-UHFFFAOYSA-N 2-[(4-bromobenzoyl)amino]-n-(4-chlorophenyl)-4-methyl-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NC=2C=CC(Cl)=CC=2)=C(C)N=C1NC(=O)C1=CC=C(Br)C=C1 UCNCQVUBGAYCQD-UHFFFAOYSA-N 0.000 claims 1
RJSHOQINULMKFZ-UHFFFAOYSA-N 2-[(4-chlorobenzoyl)amino]-n-cyclohexyl-4-methyl-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NC2CCCCC2)=C(C)N=C1NC(=O)C1=CC=C(Cl)C=C1 RJSHOQINULMKFZ-UHFFFAOYSA-N 0.000 claims 1
ZFUNSSFJDKYBGQ-UHFFFAOYSA-N 2-[(4-fluorobenzoyl)amino]-4-methyl-n-(2-methylphenyl)-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NC=2C(=CC=CC=2)C)=C(C)N=C1NC(=O)C1=CC=C(F)C=C1 ZFUNSSFJDKYBGQ-UHFFFAOYSA-N 0.000 claims 1
HKDQLLSSZBTEHN-UHFFFAOYSA-N 2-[(4-fluorobenzoyl)amino]-4-methyl-n-phenyl-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NC=2C=CC=CC=2)=C(C)N=C1NC(=O)C1=CC=C(F)C=C1 HKDQLLSSZBTEHN-UHFFFAOYSA-N 0.000 claims 1
VKIUTSMYUNUFBY-UHFFFAOYSA-N 2-[(4-fluorobenzoyl)amino]-n-(3-methoxyphenyl)-4-methyl-1,3-thiazole-5-carboxamide Chemical compound COC1=CC=CC(NC(=O)C2=C(N=C(NC(=O)C=3C=CC(F)=CC=3)S2)C)=C1 VKIUTSMYUNUFBY-UHFFFAOYSA-N 0.000 claims 1
IGXFSZXDMNSWLF-UHFFFAOYSA-N 2-[(4-fluorobenzoyl)amino]-n-(4-methoxyphenyl)-4-methyl-1,3-thiazole-5-carboxamide Chemical compound C1=CC(OC)=CC=C1NC(=O)C1=C(C)N=C(NC(=O)C=2C=CC(F)=CC=2)S1 IGXFSZXDMNSWLF-UHFFFAOYSA-N 0.000 claims 1
NXLIWBXLXGCDTL-UHFFFAOYSA-N 2-[(4-methoxybenzoyl)amino]-4-methyl-n-(5-methyl-1,3,4-thiadiazol-2-yl)-1,3-thiazole-5-carboxamide Chemical compound C1=CC(OC)=CC=C1C(=O)NC1=NC(C)=C(C(=O)NC=2SC(C)=NN=2)S1 NXLIWBXLXGCDTL-UHFFFAOYSA-N 0.000 claims 1
CHMHSZJFHVIZAS-UHFFFAOYSA-N 2-[(4-methoxybenzoyl)amino]-4-methyl-n-pyridin-3-yl-1,3-thiazole-5-carboxamide Chemical compound C1=CC(OC)=CC=C1C(=O)NC1=NC(C)=C(C(=O)NC=2C=NC=CC=2)S1 CHMHSZJFHVIZAS-UHFFFAOYSA-N 0.000 claims 1
UGJUYPFNXBFDBO-UHFFFAOYSA-N 2-[(4-methoxybenzoyl)amino]-n-(3-methoxyphenyl)-4-methyl-1,3-thiazole-5-carboxamide Chemical compound C1=CC(OC)=CC=C1C(=O)NC1=NC(C)=C(C(=O)NC=2C=C(OC)C=CC=2)S1 UGJUYPFNXBFDBO-UHFFFAOYSA-N 0.000 claims 1
JKWYMYLDQJWLQW-UHFFFAOYSA-N 2-[(4-tert-butylbenzoyl)amino]-4-methyl-n-phenyl-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NC=2C=CC=CC=2)=C(C)N=C1NC(=O)C1=CC=C(C(C)(C)C)C=C1 JKWYMYLDQJWLQW-UHFFFAOYSA-N 0.000 claims 1
SVBKEHJREWUSEM-UHFFFAOYSA-N 2-[(4-tert-butylbenzoyl)amino]-n-(2,3-dihydro-1h-inden-5-yl)-4-methyl-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NC=2C=C3CCCC3=CC=2)=C(C)N=C1NC(=O)C1=CC=C(C(C)(C)C)C=C1 SVBKEHJREWUSEM-UHFFFAOYSA-N 0.000 claims 1
AJEQAEVMCLAXPQ-UHFFFAOYSA-N 2-[(4-tert-butylbenzoyl)amino]-n-(2-chlorophenyl)-4-methyl-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NC=2C(=CC=CC=2)Cl)=C(C)N=C1NC(=O)C1=CC=C(C(C)(C)C)C=C1 AJEQAEVMCLAXPQ-UHFFFAOYSA-N 0.000 claims 1
LAIAKLIMDXIAEY-UHFFFAOYSA-N 2-[(4-tert-butylbenzoyl)amino]-n-(3-chlorophenyl)-4-methyl-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NC=2C=C(Cl)C=CC=2)=C(C)N=C1NC(=O)C1=CC=C(C(C)(C)C)C=C1 LAIAKLIMDXIAEY-UHFFFAOYSA-N 0.000 claims 1
UAXLRNUJHHPGIN-UHFFFAOYSA-N 2-[(4-tert-butylbenzoyl)amino]-n-cyclohexyl-4-methyl-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NC2CCCCC2)=C(C)N=C1NC(=O)C1=CC=C(C(C)(C)C)C=C1 UAXLRNUJHHPGIN-UHFFFAOYSA-N 0.000 claims 1
RNYKGCOHFYKIBQ-UHFFFAOYSA-N 2-[(5-chloro-3-methyl-1-phenylpyrazole-4-carbonyl)amino]-n-(2,3-dihydro-1h-inden-5-yl)-4-methyl-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NC=2C=C3CCCC3=CC=2)=C(C)N=C1NC(=O)C(=C1Cl)C(C)=NN1C1=CC=CC=C1 RNYKGCOHFYKIBQ-UHFFFAOYSA-N 0.000 claims 1
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229940121710 HMGCoA reductase inhibitor Drugs 0.000 claims 1
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229940122355 Insulin sensitizer Drugs 0.000 claims 1
206010023330 Keloid scar Diseases 0.000 claims 1
102000016267 Leptin Human genes 0.000 claims 1
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DDUKEPBTDBKOOD-UHFFFAOYSA-N N-(2-chlorophenyl)-2-[[cyclopropyl(oxo)methyl]amino]-4-methyl-5-thiazolecarboxamide Chemical compound S1C(C(=O)NC=2C(=CC=CC=2)Cl)=C(C)N=C1NC(=O)C1CC1 DDUKEPBTDBKOOD-UHFFFAOYSA-N 0.000 claims 1
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108090000029 Peroxisome Proliferator-Activated Receptors Proteins 0.000 claims 1
201000004681 Psoriasis Diseases 0.000 claims 1
102000018692 Sulfonylurea Receptors Human genes 0.000 claims 1
108010091821 Sulfonylurea Receptors Proteins 0.000 claims 1
206010067584 Type 1 diabetes mellitus Diseases 0.000 claims 1
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239000003888 alpha glucosidase inhibitor Substances 0.000 claims 1
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150000004283 biguanides Chemical class 0.000 claims 1
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JNWSTEWIXVHYNR-UHFFFAOYSA-N ethyl 2-[(2-benzamido-4-methyl-1,3-thiazole-5-carbonyl)amino]acetate Chemical compound CC1=C(C(=O)NCC(=O)OCC)SC(NC(=O)C=2C=CC=CC=2)=N1 JNWSTEWIXVHYNR-UHFFFAOYSA-N 0.000 claims 1
IHFWDNOFDRSICE-UHFFFAOYSA-N ethyl 2-[[2-[(2-fluorobenzoyl)amino]-4-methyl-1,3-thiazole-5-carbonyl]amino]acetate Chemical compound CC1=C(C(=O)NCC(=O)OCC)SC(NC(=O)C=2C(=CC=CC=2)F)=N1 IHFWDNOFDRSICE-UHFFFAOYSA-N 0.000 claims 1
DVPBEXPNYNWGRK-UHFFFAOYSA-N ethyl 2-[[2-[(3-fluorobenzoyl)amino]-4-methyl-1,3-thiazole-5-carbonyl]amino]acetate Chemical compound CC1=C(C(=O)NCC(=O)OCC)SC(NC(=O)C=2C=C(F)C=CC=2)=N1 DVPBEXPNYNWGRK-UHFFFAOYSA-N 0.000 claims 1
KVUMEZRFGIOHOQ-UHFFFAOYSA-N ethyl 2-[[2-[(3-methoxybenzoyl)amino]-4-methyl-1,3-thiazole-5-carbonyl]amino]acetate Chemical compound CC1=C(C(=O)NCC(=O)OCC)SC(NC(=O)C=2C=C(OC)C=CC=2)=N1 KVUMEZRFGIOHOQ-UHFFFAOYSA-N 0.000 claims 1
FSNMMMLVOKEPKN-UHFFFAOYSA-N ethyl 2-[[2-[(4-fluorobenzoyl)amino]-4-methyl-1,3-thiazole-5-carbonyl]amino]acetate Chemical compound CC1=C(C(=O)NCC(=O)OCC)SC(NC(=O)C=2C=CC(F)=CC=2)=N1 FSNMMMLVOKEPKN-UHFFFAOYSA-N 0.000 claims 1
DXHAMFRIDXFDMH-UHFFFAOYSA-N ethyl 2-[[2-[(4-methoxybenzoyl)amino]-4-methyl-1,3-thiazole-5-carbonyl]amino]acetate Chemical compound CC1=C(C(=O)NCC(=O)OCC)SC(NC(=O)C=2C=CC(OC)=CC=2)=N1 DXHAMFRIDXFDMH-UHFFFAOYSA-N 0.000 claims 1
RYNURAKYSLCLAP-UHFFFAOYSA-N ethyl 2-[[4-methyl-2-(3-phenylprop-2-enoylamino)-1,3-thiazole-5-carbonyl]amino]acetate Chemical compound CC1=C(C(=O)NCC(=O)OCC)SC(NC(=O)C=CC=2C=CC=CC=2)=N1 RYNURAKYSLCLAP-UHFFFAOYSA-N 0.000 claims 1
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SSWQHINERIDLCO-UHFFFAOYSA-N n-(2,3-dihydro-1,4-benzodioxin-6-yl)-2-[(4-fluorobenzoyl)amino]-4-methyl-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NC=2C=C3OCCOC3=CC=2)=C(C)N=C1NC(=O)C1=CC=C(F)C=C1 SSWQHINERIDLCO-UHFFFAOYSA-N 0.000 claims 1
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CVYHWPKGHIBZAS-UHFFFAOYSA-N n-(2,3-dihydro-1h-inden-5-yl)-2-[(3-fluorobenzoyl)amino]-4-methyl-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NC=2C=C3CCCC3=CC=2)=C(C)N=C1NC(=O)C1=CC=CC(F)=C1 CVYHWPKGHIBZAS-UHFFFAOYSA-N 0.000 claims 1
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DKPMXZJFBLBWMW-UHFFFAOYSA-N n-(3-chlorophenyl)-4-methyl-2-[(2-methylbenzoyl)amino]-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NC=2C=C(Cl)C=CC=2)=C(C)N=C1NC(=O)C1=CC=CC=C1C DKPMXZJFBLBWMW-UHFFFAOYSA-N 0.000 claims 1
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PQMMHMGQADNZSS-UHFFFAOYSA-N n-(3-chlorophenyl)-4-methyl-2-[(3,4,5-trimethoxybenzoyl)amino]-1,3-thiazole-5-carboxamide Chemical compound COC1=C(OC)C(OC)=CC(C(=O)NC=2SC(=C(C)N=2)C(=O)NC=2C=C(Cl)C=CC=2)=C1 PQMMHMGQADNZSS-UHFFFAOYSA-N 0.000 claims 1
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RFXFJZLFQFKLBQ-UHFFFAOYSA-N n-(3-chlorophenyl)-4-methyl-2-[(4-methylbenzoyl)amino]-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NC=2C=C(Cl)C=CC=2)=C(C)N=C1NC(=O)C1=CC=C(C)C=C1 RFXFJZLFQFKLBQ-UHFFFAOYSA-N 0.000 claims 1
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QRGMLNROZHGDDK-ZHACJKMWSA-N n-(3-chlorophenyl)-4-methyl-2-[[(e)-3-phenylprop-2-enoyl]amino]-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NC=2C=C(Cl)C=CC=2)=C(C)N=C1NC(=O)\C=C\C1=CC=CC=C1 QRGMLNROZHGDDK-ZHACJKMWSA-N 0.000 claims 1
SZJQFCCIRSYGBP-UHFFFAOYSA-N n-(3-methoxyphenyl)-4-methyl-2-(3-phenylprop-2-enoylamino)-1,3-thiazole-5-carboxamide Chemical compound COC1=CC=CC(NC(=O)C2=C(N=C(NC(=O)C=CC=3C=CC=CC=3)S2)C)=C1 SZJQFCCIRSYGBP-UHFFFAOYSA-N 0.000 claims 1
HKGQRZODLXQMFV-UHFFFAOYSA-N n-(3-methoxyphenyl)-4-methyl-2-(propanoylamino)-1,3-thiazole-5-carboxamide Chemical compound S1C(NC(=O)CC)=NC(C)=C1C(=O)NC1=CC=CC(OC)=C1 HKGQRZODLXQMFV-UHFFFAOYSA-N 0.000 claims 1
UQGLWWLNUZENLB-UHFFFAOYSA-N n-(3-methoxyphenyl)-4-methyl-2-[(2-phenoxyacetyl)amino]-1,3-thiazole-5-carboxamide Chemical compound COC1=CC=CC(NC(=O)C2=C(N=C(NC(=O)COC=3C=CC=CC=3)S2)C)=C1 UQGLWWLNUZENLB-UHFFFAOYSA-N 0.000 claims 1
CZYGOUBDCOIQSJ-UHFFFAOYSA-N n-(3-methoxyphenyl)-4-methyl-2-[(4-methylbenzoyl)amino]-1,3-thiazole-5-carboxamide Chemical compound COC1=CC=CC(NC(=O)C2=C(N=C(NC(=O)C=3C=CC(C)=CC=3)S2)C)=C1 CZYGOUBDCOIQSJ-UHFFFAOYSA-N 0.000 claims 1
GTCTWZIXVZWMKY-UHFFFAOYSA-N n-(3-methoxyphenyl)-4-methyl-2-[(4-nitrobenzoyl)amino]-1,3-thiazole-5-carboxamide Chemical compound COC1=CC=CC(NC(=O)C2=C(N=C(NC(=O)C=3C=CC(=CC=3)[N+]([O-])=O)S2)C)=C1 GTCTWZIXVZWMKY-UHFFFAOYSA-N 0.000 claims 1
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JZPXVILGAJFKAO-UHFFFAOYSA-N n-(4-bromophenyl)-2-(cyclopropanecarbonylamino)-4-methyl-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NC=2C=CC(Br)=CC=2)=C(C)N=C1NC(=O)C1CC1 JZPXVILGAJFKAO-UHFFFAOYSA-N 0.000 claims 1
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FDLKQOPEKAYJOG-UHFFFAOYSA-N n-(4-bromophenyl)-2-[(2-fluorobenzoyl)amino]-4-methyl-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NC=2C=CC(Br)=CC=2)=C(C)N=C1NC(=O)C1=CC=CC=C1F FDLKQOPEKAYJOG-UHFFFAOYSA-N 0.000 claims 1
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MDRFMXCMTNEDJG-UHFFFAOYSA-N n-(4-bromophenyl)-2-[(3-methoxybenzoyl)amino]-4-methyl-1,3-thiazole-5-carboxamide Chemical compound COC1=CC=CC(C(=O)NC=2SC(=C(C)N=2)C(=O)NC=2C=CC(Br)=CC=2)=C1 MDRFMXCMTNEDJG-UHFFFAOYSA-N 0.000 claims 1
JIIFPOPYZNGEGG-UHFFFAOYSA-N n-(4-bromophenyl)-2-[(4-fluorobenzoyl)amino]-4-methyl-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NC=2C=CC(Br)=CC=2)=C(C)N=C1NC(=O)C1=CC=C(F)C=C1 JIIFPOPYZNGEGG-UHFFFAOYSA-N 0.000 claims 1
LATCAKSBUJMAEI-UHFFFAOYSA-N n-(4-bromophenyl)-2-[(4-tert-butylbenzoyl)amino]-4-methyl-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NC=2C=CC(Br)=CC=2)=C(C)N=C1NC(=O)C1=CC=C(C(C)(C)C)C=C1 LATCAKSBUJMAEI-UHFFFAOYSA-N 0.000 claims 1
ZCBZPVLWHQDRMC-UHFFFAOYSA-N n-(4-bromophenyl)-2-[(5-chloro-3-methyl-1-phenylpyrazole-4-carbonyl)amino]-4-methyl-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NC=2C=CC(Br)=CC=2)=C(C)N=C1NC(=O)C(=C1Cl)C(C)=NN1C1=CC=CC=C1 ZCBZPVLWHQDRMC-UHFFFAOYSA-N 0.000 claims 1
CLGSBZDDZRITRH-UHFFFAOYSA-N n-(4-bromophenyl)-4-methyl-2-(3-phenylprop-2-enoylamino)-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NC=2C=CC(Br)=CC=2)=C(C)N=C1NC(=O)C=CC1=CC=CC=C1 CLGSBZDDZRITRH-UHFFFAOYSA-N 0.000 claims 1
SCCQJINXQPTIIJ-UHFFFAOYSA-N n-(4-bromophenyl)-4-methyl-2-(propanoylamino)-1,3-thiazole-5-carboxamide Chemical compound S1C(NC(=O)CC)=NC(C)=C1C(=O)NC1=CC=C(Br)C=C1 SCCQJINXQPTIIJ-UHFFFAOYSA-N 0.000 claims 1
YKVOLGLHELJXIP-UHFFFAOYSA-N n-(4-bromophenyl)-4-methyl-2-[(2-methylbenzoyl)amino]-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NC=2C=CC(Br)=CC=2)=C(C)N=C1NC(=O)C1=CC=CC=C1C YKVOLGLHELJXIP-UHFFFAOYSA-N 0.000 claims 1
ZHWNOASDHGPRDA-UHFFFAOYSA-N n-(4-bromophenyl)-4-methyl-2-[(2-phenoxyacetyl)amino]-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NC=2C=CC(Br)=CC=2)=C(C)N=C1NC(=O)COC1=CC=CC=C1 ZHWNOASDHGPRDA-UHFFFAOYSA-N 0.000 claims 1
LDGKXAGLRIFNAC-UHFFFAOYSA-N n-(4-bromophenyl)-4-methyl-2-[(3,4,5-trimethoxybenzoyl)amino]-1,3-thiazole-5-carboxamide Chemical compound COC1=C(OC)C(OC)=CC(C(=O)NC=2SC(=C(C)N=2)C(=O)NC=2C=CC(Br)=CC=2)=C1 LDGKXAGLRIFNAC-UHFFFAOYSA-N 0.000 claims 1
XBYIEKVLTQHONT-UHFFFAOYSA-N n-(4-bromophenyl)-4-methyl-2-[(3-methylbenzoyl)amino]-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NC=2C=CC(Br)=CC=2)=C(C)N=C1NC(=O)C1=CC=CC(C)=C1 XBYIEKVLTQHONT-UHFFFAOYSA-N 0.000 claims 1
JHVJXBYWZHKTKR-UHFFFAOYSA-N n-(4-bromophenyl)-4-methyl-2-[(4-methylbenzoyl)amino]-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NC=2C=CC(Br)=CC=2)=C(C)N=C1NC(=O)C1=CC=C(C)C=C1 JHVJXBYWZHKTKR-UHFFFAOYSA-N 0.000 claims 1
MXDJJOPUKUJFOY-UHFFFAOYSA-N n-(4-bromophenyl)-4-methyl-2-[(4-nitrobenzoyl)amino]-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NC=2C=CC(Br)=CC=2)=C(C)N=C1NC(=O)C1=CC=C([N+]([O-])=O)C=C1 MXDJJOPUKUJFOY-UHFFFAOYSA-N 0.000 claims 1
SUZRELOXCNFYEG-UHFFFAOYSA-N n-(4-chlorophenyl)-2-(cyclopropanecarbonylamino)-4-methyl-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NC=2C=CC(Cl)=CC=2)=C(C)N=C1NC(=O)C1CC1 SUZRELOXCNFYEG-UHFFFAOYSA-N 0.000 claims 1
DFFYOZXGKRISEC-UHFFFAOYSA-N n-(4-chlorophenyl)-2-(furan-2-carbonylamino)-4-methyl-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NC=2C=CC(Cl)=CC=2)=C(C)N=C1NC(=O)C1=CC=CO1 DFFYOZXGKRISEC-UHFFFAOYSA-N 0.000 claims 1
IIJALHFMZYCISF-UHFFFAOYSA-N n-(4-chlorophenyl)-2-[(2-fluorobenzoyl)amino]-4-methyl-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NC=2C=CC(Cl)=CC=2)=C(C)N=C1NC(=O)C1=CC=CC=C1F IIJALHFMZYCISF-UHFFFAOYSA-N 0.000 claims 1
QQNJHGRGUVDIDQ-UHFFFAOYSA-N n-(4-chlorophenyl)-2-[(3-methoxybenzoyl)amino]-4-methyl-1,3-thiazole-5-carboxamide Chemical compound COC1=CC=CC(C(=O)NC=2SC(=C(C)N=2)C(=O)NC=2C=CC(Cl)=CC=2)=C1 QQNJHGRGUVDIDQ-UHFFFAOYSA-N 0.000 claims 1
ZFZKGTJZFJZBGQ-UHFFFAOYSA-N n-(4-chlorophenyl)-2-[(4-fluorobenzoyl)amino]-4-methyl-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NC=2C=CC(Cl)=CC=2)=C(C)N=C1NC(=O)C1=CC=C(F)C=C1 ZFZKGTJZFJZBGQ-UHFFFAOYSA-N 0.000 claims 1
SFCIHEYRJPOIEV-UHFFFAOYSA-N n-(4-chlorophenyl)-4-methyl-2-(propanoylamino)-1,3-thiazole-5-carboxamide Chemical compound S1C(NC(=O)CC)=NC(C)=C1C(=O)NC1=CC=C(Cl)C=C1 SFCIHEYRJPOIEV-UHFFFAOYSA-N 0.000 claims 1
AQAUURMRIMGFMP-UHFFFAOYSA-N n-(4-chlorophenyl)-4-methyl-2-(thiophene-2-carbonylamino)-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NC=2C=CC(Cl)=CC=2)=C(C)N=C1NC(=O)C1=CC=CS1 AQAUURMRIMGFMP-UHFFFAOYSA-N 0.000 claims 1
QGKIIVKNAXLNHT-UHFFFAOYSA-N n-(4-chlorophenyl)-4-methyl-2-[(3,4,5-trimethoxybenzoyl)amino]-1,3-thiazole-5-carboxamide Chemical compound COC1=C(OC)C(OC)=CC(C(=O)NC=2SC(=C(C)N=2)C(=O)NC=2C=CC(Cl)=CC=2)=C1 QGKIIVKNAXLNHT-UHFFFAOYSA-N 0.000 claims 1
HIMVYYVDVCXAGV-UHFFFAOYSA-N n-(4-chlorophenyl)-4-methyl-2-[(4-methylbenzoyl)amino]-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NC=2C=CC(Cl)=CC=2)=C(C)N=C1NC(=O)C1=CC=C(C)C=C1 HIMVYYVDVCXAGV-UHFFFAOYSA-N 0.000 claims 1
YEAQMWCITOZLRC-UHFFFAOYSA-N n-(4-chlorophenyl)-4-methyl-2-[(4-nitrobenzoyl)amino]-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NC=2C=CC(Cl)=CC=2)=C(C)N=C1NC(=O)C1=CC=C([N+]([O-])=O)C=C1 YEAQMWCITOZLRC-UHFFFAOYSA-N 0.000 claims 1
IBSHTCOEQNPGPV-KPKJPENVSA-N n-(4-chlorophenyl)-4-methyl-2-[[(e)-3-phenylprop-2-enoyl]amino]-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NC=2C=CC(Cl)=CC=2)=C(C)N=C1NC(=O)\C=C\C1=CC=CC=C1 IBSHTCOEQNPGPV-KPKJPENVSA-N 0.000 claims 1
HQKZPNXRCGYYHE-UHFFFAOYSA-N n-(4-methoxyphenyl)-4-methyl-2-(3-phenylprop-2-enoylamino)-1,3-thiazole-5-carboxamide Chemical compound C1=CC(OC)=CC=C1NC(=O)C1=C(C)N=C(NC(=O)C=CC=2C=CC=CC=2)S1 HQKZPNXRCGYYHE-UHFFFAOYSA-N 0.000 claims 1
UOKLIHKRUSOMDB-UHFFFAOYSA-N n-(4-methoxyphenyl)-4-methyl-2-(propanoylamino)-1,3-thiazole-5-carboxamide Chemical compound S1C(NC(=O)CC)=NC(C)=C1C(=O)NC1=CC=C(OC)C=C1 UOKLIHKRUSOMDB-UHFFFAOYSA-N 0.000 claims 1
AQQMGQUVJIXQRR-UHFFFAOYSA-N n-(4-methoxyphenyl)-4-methyl-2-[(2-phenoxyacetyl)amino]-1,3-thiazole-5-carboxamide Chemical compound C1=CC(OC)=CC=C1NC(=O)C1=C(C)N=C(NC(=O)COC=2C=CC=CC=2)S1 AQQMGQUVJIXQRR-UHFFFAOYSA-N 0.000 claims 1
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HQSRTCBOOUZBAI-UHFFFAOYSA-N n-(4-methoxyphenyl)-4-methyl-2-[(4-methylbenzoyl)amino]-1,3-thiazole-5-carboxamide Chemical compound C1=CC(OC)=CC=C1NC(=O)C1=C(C)N=C(NC(=O)C=2C=CC(C)=CC=2)S1 HQSRTCBOOUZBAI-UHFFFAOYSA-N 0.000 claims 1
AZOAIICBHAIJDT-UHFFFAOYSA-N n-(4-methoxyphenyl)-4-methyl-2-[(4-nitrobenzoyl)amino]-1,3-thiazole-5-carboxamide Chemical compound C1=CC(OC)=CC=C1NC(=O)C1=C(C)N=C(NC(=O)C=2C=CC(=CC=2)[N+]([O-])=O)S1 AZOAIICBHAIJDT-UHFFFAOYSA-N 0.000 claims 1
OYHOEDBNAJPFKK-UHFFFAOYSA-N n-(4-oxo-5,6,7,8-tetrahydro-4h-[1,3]thiazolo[5,4-c]azepin-2-yl)acetamide Chemical compound C1CCNC(=O)C2=C1N=C(NC(=O)C)S2 OYHOEDBNAJPFKK-UHFFFAOYSA-N 0.000 claims 1
NNDYLNJPPOWVDS-UHFFFAOYSA-N n-(4-oxo-5,6,7,8-tetrahydro-[1,3]thiazolo[5,4-c]azepin-2-yl)benzamide Chemical compound N=1C=2CCCNC(=O)C=2SC=1NC(=O)C1=CC=CC=C1 NNDYLNJPPOWVDS-UHFFFAOYSA-N 0.000 claims 1
QRQKSPKJHPMRSQ-UHFFFAOYSA-N n-(7,7-dimethyl-4-oxo-6,8-dihydro-5h-[1,3]thiazolo[5,4-c]azepin-2-yl)acetamide Chemical compound C1C(C)(C)CNC(=O)C2=C1N=C(NC(=O)C)S2 QRQKSPKJHPMRSQ-UHFFFAOYSA-N 0.000 claims 1
RCCMCGBQXZHEHI-UHFFFAOYSA-N n-(7,7-dimethyl-4-oxo-6,8-dihydro-5h-[1,3]thiazolo[5,4-c]azepin-2-yl)benzamide Chemical compound N=1C=2CC(C)(C)CNC(=O)C=2SC=1NC(=O)C1=CC=CC=C1 RCCMCGBQXZHEHI-UHFFFAOYSA-N 0.000 claims 1
JSKASTNPLROEED-UHFFFAOYSA-N n-[(4-chlorophenyl)methyl]-2-(cyclopropanecarbonylamino)-4-methyl-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NCC=2C=CC(Cl)=CC=2)=C(C)N=C1NC(=O)C1CC1 JSKASTNPLROEED-UHFFFAOYSA-N 0.000 claims 1
XPSHGITYDVVGOM-UHFFFAOYSA-N n-[(4-chlorophenyl)methyl]-4-methyl-2-(pyridine-4-carbonylamino)-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NCC=2C=CC(Cl)=CC=2)=C(C)N=C1NC(=O)C1=CC=NC=C1 XPSHGITYDVVGOM-UHFFFAOYSA-N 0.000 claims 1
JDHJLGWWCHTRDK-UHFFFAOYSA-N n-[2-(dimethylamino)ethyl]-4-methyl-2-(3-phenylprop-2-enoylamino)-1,3-thiazole-5-carboxamide Chemical compound CC1=C(C(=O)NCCN(C)C)SC(NC(=O)C=CC=2C=CC=CC=2)=N1 JDHJLGWWCHTRDK-UHFFFAOYSA-N 0.000 claims 1
RIELSYYBKTZOKY-UHFFFAOYSA-N n-[2-(dimethylamino)ethyl]-4-methyl-2-[(4-methylbenzoyl)amino]-1,3-thiazole-5-carboxamide Chemical compound CC1=C(C(=O)NCCN(C)C)SC(NC(=O)C=2C=CC(C)=CC=2)=N1 RIELSYYBKTZOKY-UHFFFAOYSA-N 0.000 claims 1
BBECJODDHDKTGH-UHFFFAOYSA-N n-[4-methyl-5-(morpholine-4-carbonyl)-1,3-thiazol-2-yl]-3-phenylprop-2-enamide Chemical compound S1C(C(=O)N2CCOCC2)=C(C)N=C1NC(=O)C=CC1=CC=CC=C1 BBECJODDHDKTGH-UHFFFAOYSA-N 0.000 claims 1
XABDPXZZLJXIPG-UHFFFAOYSA-N n-[4-methyl-5-(morpholine-4-carbonyl)-1,3-thiazol-2-yl]-4-nitrobenzamide Chemical compound S1C(C(=O)N2CCOCC2)=C(C)N=C1NC(=O)C1=CC=C([N+]([O-])=O)C=C1 XABDPXZZLJXIPG-UHFFFAOYSA-N 0.000 claims 1
POXNCKHKKKIBHI-UHFFFAOYSA-N n-[4-methyl-5-(morpholine-4-carbonyl)-1,3-thiazol-2-yl]propanamide Chemical compound S1C(NC(=O)CC)=NC(C)=C1C(=O)N1CCOCC1 POXNCKHKKKIBHI-UHFFFAOYSA-N 0.000 claims 1
DORXKEGDOMLQFE-UHFFFAOYSA-N n-[4-methyl-5-(piperidine-1-carbonyl)-1,3-thiazol-2-yl]-2-phenoxyacetamide Chemical compound S1C(C(=O)N2CCCCC2)=C(C)N=C1NC(=O)COC1=CC=CC=C1 DORXKEGDOMLQFE-UHFFFAOYSA-N 0.000 claims 1
LLWDWAJULFQQHS-UHFFFAOYSA-N n-[4-methyl-5-(piperidine-1-carbonyl)-1,3-thiazol-2-yl]-3-phenylprop-2-enamide Chemical compound S1C(C(=O)N2CCCCC2)=C(C)N=C1NC(=O)C=CC1=CC=CC=C1 LLWDWAJULFQQHS-UHFFFAOYSA-N 0.000 claims 1
OASSPGFDHKQHSO-UHFFFAOYSA-N n-[4-methyl-5-(piperidine-1-carbonyl)-1,3-thiazol-2-yl]benzamide Chemical compound S1C(C(=O)N2CCCCC2)=C(C)N=C1NC(=O)C1=CC=CC=C1 OASSPGFDHKQHSO-UHFFFAOYSA-N 0.000 claims 1
NJEDZJRAVIOQJA-UHFFFAOYSA-N n-[4-methyl-5-(piperidine-1-carbonyl)-1,3-thiazol-2-yl]cyclopropanecarboxamide Chemical compound S1C(C(=O)N2CCCCC2)=C(C)N=C1NC(=O)C1CC1 NJEDZJRAVIOQJA-UHFFFAOYSA-N 0.000 claims 1
QXYOPOBEQNQGPJ-UHFFFAOYSA-N n-[4-methyl-5-(piperidine-1-carbonyl)-1,3-thiazol-2-yl]propanamide Chemical compound S1C(NC(=O)CC)=NC(C)=C1C(=O)N1CCCCC1 QXYOPOBEQNQGPJ-UHFFFAOYSA-N 0.000 claims 1
YDHGFBRDUMQPRG-UHFFFAOYSA-N n-[5-(2,3-dihydro-1,4-benzodioxin-6-ylcarbamoyl)-4-methyl-1,3-thiazol-2-yl]-3-methyl-1-phenylthieno[2,3-c]pyrazole-5-carboxamide Chemical compound S1C(C(=O)NC=2C=C3OCCOC3=CC=2)=C(C)N=C1NC(=O)C(SC=12)=CC=1C(C)=NN2C1=CC=CC=C1 YDHGFBRDUMQPRG-UHFFFAOYSA-N 0.000 claims 1
DFRBZYZORDKPNL-UHFFFAOYSA-N n-[5-(2,3-dihydro-1h-inden-5-ylcarbamoyl)-4-methyl-1,3-thiazol-2-yl]-3-methyl-1-phenylthieno[2,3-c]pyrazole-5-carboxamide Chemical compound S1C(C(=O)NC=2C=C3CCCC3=CC=2)=C(C)N=C1NC(=O)C(SC=12)=CC=1C(C)=NN2C1=CC=CC=C1 DFRBZYZORDKPNL-UHFFFAOYSA-N 0.000 claims 1
WAZMXQONRUETQO-UHFFFAOYSA-N n-[5-(benzylcarbamoyl)-4-methyl-1,3-thiazol-2-yl]-3-methyl-1-phenylthieno[2,3-c]pyrazole-5-carboxamide Chemical compound S1C(C(=O)NCC=2C=CC=CC=2)=C(C)N=C1NC(=O)C(SC=12)=CC=1C(C)=NN2C1=CC=CC=C1 WAZMXQONRUETQO-UHFFFAOYSA-N 0.000 claims 1
DWYCAWAEJVVQDG-UHFFFAOYSA-N n-[5-(cyclohexylcarbamoyl)-4-methyl-1,3-thiazol-2-yl]-3-methyl-1-phenylthieno[2,3-c]pyrazole-5-carboxamide Chemical compound S1C(C(=O)NC2CCCCC2)=C(C)N=C1NC(=O)C(SC=12)=CC=1C(C)=NN2C1=CC=CC=C1 DWYCAWAEJVVQDG-UHFFFAOYSA-N 0.000 claims 1
AOBFZZWETFIKJP-UHFFFAOYSA-N n-[5-(imidazole-1-carbonyl)-4-methyl-1,3-thiazol-2-yl]benzamide Chemical compound S1C(C(=O)N2C=NC=C2)=C(C)N=C1NC(=O)C1=CC=CC=C1 AOBFZZWETFIKJP-UHFFFAOYSA-N 0.000 claims 1
FKDBOTGPLGJRNZ-UHFFFAOYSA-N n-[5-[(2-chlorophenyl)carbamoyl]-4-methyl-1,3-thiazol-2-yl]-3-methyl-1-phenylthieno[2,3-c]pyrazole-5-carboxamide Chemical compound S1C(C(=O)NC=2C(=CC=CC=2)Cl)=C(C)N=C1NC(=O)C(SC=12)=CC=1C(C)=NN2C1=CC=CC=C1 FKDBOTGPLGJRNZ-UHFFFAOYSA-N 0.000 claims 1
QSVHCDCEQINMIN-UHFFFAOYSA-N n-[5-[(3-chlorophenyl)carbamoyl]-4-methyl-1,3-thiazol-2-yl]-3-methyl-1-phenylthieno[2,3-c]pyrazole-5-carboxamide Chemical compound S1C(C(=O)NC=2C=C(Cl)C=CC=2)=C(C)N=C1NC(=O)C(SC=12)=CC=1C(C)=NN2C1=CC=CC=C1 QSVHCDCEQINMIN-UHFFFAOYSA-N 0.000 claims 1
DQLGJOGHVXWKQH-UHFFFAOYSA-N n-[5-[(3-methoxyphenyl)carbamoyl]-4-methyl-1,3-thiazol-2-yl]-3-methyl-1-phenylthieno[2,3-c]pyrazole-5-carboxamide Chemical compound COC1=CC=CC(NC(=O)C2=C(N=C(NC(=O)C=3SC=4N(C=5C=CC=CC=5)N=C(C)C=4C=3)S2)C)=C1 DQLGJOGHVXWKQH-UHFFFAOYSA-N 0.000 claims 1
SNSGKJYKGHWOPS-UHFFFAOYSA-N n-[5-[(4-bromophenyl)carbamoyl]-4-methyl-1,3-thiazol-2-yl]-3-methyl-1-phenylthieno[2,3-c]pyrazole-5-carboxamide Chemical compound S1C(C(=O)NC=2C=CC(Br)=CC=2)=C(C)N=C1NC(=O)C(SC=12)=CC=1C(C)=NN2C1=CC=CC=C1 SNSGKJYKGHWOPS-UHFFFAOYSA-N 0.000 claims 1
QVXMNIAQBCYENR-UHFFFAOYSA-N n-[5-[(4-chlorophenyl)carbamoyl]-4-methyl-1,3-thiazol-2-yl]-3-methyl-1-phenylthieno[2,3-c]pyrazole-5-carboxamide Chemical compound S1C(C(=O)NC=2C=CC(Cl)=CC=2)=C(C)N=C1NC(=O)C(SC=12)=CC=1C(C)=NN2C1=CC=CC=C1 QVXMNIAQBCYENR-UHFFFAOYSA-N 0.000 claims 1
YFUHOBPLFPXHSR-UHFFFAOYSA-N n-[5-[(4-methoxyphenyl)carbamoyl]-4-methyl-1,3-thiazol-2-yl]-3-methyl-1-phenylthieno[2,3-c]pyrazole-5-carboxamide Chemical compound C1=CC(OC)=CC=C1NC(=O)C1=C(C)N=C(NC(=O)C=2SC=3N(C=4C=CC=CC=4)N=C(C)C=3C=2)S1 YFUHOBPLFPXHSR-UHFFFAOYSA-N 0.000 claims 1
UTQXCUUAKSBTKL-UHFFFAOYSA-N n-[5-[amino(benzoyl)carbamoyl]-4-methyl-1,3-thiazol-2-yl]benzamide Chemical compound S1C(C(=O)N(N)C(=O)C=2C=CC=CC=2)=C(C)N=C1NC(=O)C1=CC=CC=C1 UTQXCUUAKSBTKL-UHFFFAOYSA-N 0.000 claims 1
MVRKMIBKFPAHHJ-UHFFFAOYSA-N n-benzyl-2-(2,2-dimethylpropanoylamino)-4-methyl-1,3-thiazole-5-carboxamide Chemical compound N1=C(NC(=O)C(C)(C)C)SC(C(=O)NCC=2C=CC=CC=2)=C1C MVRKMIBKFPAHHJ-UHFFFAOYSA-N 0.000 claims 1
UASDXHCLBKRPDH-UHFFFAOYSA-N n-benzyl-2-(benzylamino)-4-methyl-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NCC=2C=CC=CC=2)=C(C)N=C1NCC1=CC=CC=C1 UASDXHCLBKRPDH-UHFFFAOYSA-N 0.000 claims 1
GNXKFBIOKRDWRR-UHFFFAOYSA-N n-benzyl-2-(cyclobutanecarbonylamino)-4-methyl-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NCC=2C=CC=CC=2)=C(C)N=C1NC(=O)C1CCC1 GNXKFBIOKRDWRR-UHFFFAOYSA-N 0.000 claims 1
RGJRCXZESVXGCE-UHFFFAOYSA-N n-benzyl-2-(cyclohexanecarbonylamino)-4-methyl-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NCC=2C=CC=CC=2)=C(C)N=C1NC(=O)C1CCCCC1 RGJRCXZESVXGCE-UHFFFAOYSA-N 0.000 claims 1
STWXSLGWGDBHBU-UHFFFAOYSA-N n-benzyl-2-(cyclopentanecarbonylamino)-4-methyl-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NCC=2C=CC=CC=2)=C(C)N=C1NC(=O)C1CCCC1 STWXSLGWGDBHBU-UHFFFAOYSA-N 0.000 claims 1
GCMXBJVRGMPLSE-UHFFFAOYSA-N n-benzyl-2-(cyclopropanecarbonylamino)-4-methyl-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NCC=2C=CC=CC=2)=C(C)N=C1NC(=O)C1CC1 GCMXBJVRGMPLSE-UHFFFAOYSA-N 0.000 claims 1
FSLNQLRDNLQOMU-UHFFFAOYSA-N n-benzyl-2-[(2,4-dichlorobenzoyl)amino]-4-methyl-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NCC=2C=CC=CC=2)=C(C)N=C1NC(=O)C1=CC=C(Cl)C=C1Cl FSLNQLRDNLQOMU-UHFFFAOYSA-N 0.000 claims 1
JXAJFOMFRKOBFK-UHFFFAOYSA-N n-benzyl-2-[(2,5-difluorobenzoyl)amino]-4-methyl-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NCC=2C=CC=CC=2)=C(C)N=C1NC(=O)C1=CC(F)=CC=C1F JXAJFOMFRKOBFK-UHFFFAOYSA-N 0.000 claims 1
PRMLTFZQZCJQRW-UHFFFAOYSA-N n-benzyl-2-[(2-chloro-4-fluorobenzoyl)amino]-4-methyl-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NCC=2C=CC=CC=2)=C(C)N=C1NC(=O)C1=CC=C(F)C=C1Cl PRMLTFZQZCJQRW-UHFFFAOYSA-N 0.000 claims 1
PDTXVYPSOVXRFP-UHFFFAOYSA-N n-benzyl-2-[(2-chlorobenzoyl)amino]-4-methyl-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NCC=2C=CC=CC=2)=C(C)N=C1NC(=O)C1=CC=CC=C1Cl PDTXVYPSOVXRFP-UHFFFAOYSA-N 0.000 claims 1
QARWGMOTQSTCTA-UHFFFAOYSA-N n-benzyl-2-[(2-cyclopropylacetyl)amino]-4-methyl-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NCC=2C=CC=CC=2)=C(C)N=C1NC(=O)CC1CC1 QARWGMOTQSTCTA-UHFFFAOYSA-N 0.000 claims 1
PDEBLZNLPOEPSJ-UHFFFAOYSA-N n-benzyl-2-[(2-fluorobenzoyl)amino]-4-methyl-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NCC=2C=CC=CC=2)=C(C)N=C1NC(=O)C1=CC=CC=C1F PDEBLZNLPOEPSJ-UHFFFAOYSA-N 0.000 claims 1
UPHNYCKAMMVEKI-UHFFFAOYSA-N n-benzyl-2-[(2-methoxypyridine-4-carbonyl)amino]-4-methyl-1,3-thiazole-5-carboxamide Chemical compound C1=NC(OC)=CC(C(=O)NC=2SC(=C(C)N=2)C(=O)NCC=2C=CC=CC=2)=C1 UPHNYCKAMMVEKI-UHFFFAOYSA-N 0.000 claims 1
FFCGZTMVUSQZQJ-UHFFFAOYSA-N n-benzyl-2-[(3,5-dichlorobenzoyl)amino]-4-methyl-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NCC=2C=CC=CC=2)=C(C)N=C1NC(=O)C1=CC(Cl)=CC(Cl)=C1 FFCGZTMVUSQZQJ-UHFFFAOYSA-N 0.000 claims 1
QZEWLEMAXYVHMQ-UHFFFAOYSA-N n-benzyl-2-[(3,5-difluorobenzoyl)amino]-4-methyl-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NCC=2C=CC=CC=2)=C(C)N=C1NC(=O)C1=CC(F)=CC(F)=C1 QZEWLEMAXYVHMQ-UHFFFAOYSA-N 0.000 claims 1
ZHLKHOSOEZHULD-UHFFFAOYSA-N n-benzyl-2-[(3-chlorobenzoyl)amino]-4-methyl-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NCC=2C=CC=CC=2)=C(C)N=C1NC(=O)C1=CC=CC(Cl)=C1 ZHLKHOSOEZHULD-UHFFFAOYSA-N 0.000 claims 1
GHVHTMHPONITMN-UHFFFAOYSA-N n-benzyl-2-[(3-cyanobenzoyl)amino]-4-methyl-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NCC=2C=CC=CC=2)=C(C)N=C1NC(=O)C1=CC=CC(C#N)=C1 GHVHTMHPONITMN-UHFFFAOYSA-N 0.000 claims 1
CKIRBBJGXMZZCU-UHFFFAOYSA-N n-benzyl-2-[(3-fluorobenzoyl)amino]-4-methyl-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NCC=2C=CC=CC=2)=C(C)N=C1NC(=O)C1=CC=CC(F)=C1 CKIRBBJGXMZZCU-UHFFFAOYSA-N 0.000 claims 1
WMRKNDHXDGUQMI-UHFFFAOYSA-N n-benzyl-2-[(3-methoxybenzoyl)amino]-4-methyl-1,3-thiazole-5-carboxamide Chemical compound COC1=CC=CC(C(=O)NC=2SC(=C(C)N=2)C(=O)NCC=2C=CC=CC=2)=C1 WMRKNDHXDGUQMI-UHFFFAOYSA-N 0.000 claims 1
XLBMZNPPSHMRSZ-UHFFFAOYSA-N n-benzyl-2-[(4-benzylbenzoyl)amino]-4-(diethylaminomethyl)-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NCC=2C=CC=CC=2)=C(CN(CC)CC)N=C1NC(=O)C(C=C1)=CC=C1CC1=CC=CC=C1 XLBMZNPPSHMRSZ-UHFFFAOYSA-N 0.000 claims 1
XLXCGWJDXQMDCW-UHFFFAOYSA-N n-benzyl-2-[(4-bromobenzoyl)amino]-4-methyl-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NCC=2C=CC=CC=2)=C(C)N=C1NC(=O)C1=CC=C(Br)C=C1 XLXCGWJDXQMDCW-UHFFFAOYSA-N 0.000 claims 1
KIYWQSVKWCLYKS-UHFFFAOYSA-N n-benzyl-2-[(4-chlorobenzoyl)amino]-4-methyl-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NCC=2C=CC=CC=2)=C(C)N=C1NC(=O)C1=CC=C(Cl)C=C1 KIYWQSVKWCLYKS-UHFFFAOYSA-N 0.000 claims 1
KWNYBAYKZCFOLQ-UHFFFAOYSA-N n-benzyl-2-[(4-chlorophenyl)carbamoylamino]-4-methyl-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NCC=2C=CC=CC=2)=C(C)N=C1NC(=O)NC1=CC=C(Cl)C=C1 KWNYBAYKZCFOLQ-UHFFFAOYSA-N 0.000 claims 1
DYDBVXKCAUNBFQ-UHFFFAOYSA-N n-benzyl-2-[(4-cyanobenzoyl)amino]-4-methyl-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NCC=2C=CC=CC=2)=C(C)N=C1NC(=O)C1=CC=C(C#N)C=C1 DYDBVXKCAUNBFQ-UHFFFAOYSA-N 0.000 claims 1
QMFQIOWYPDLSML-UHFFFAOYSA-N n-benzyl-2-[(4-fluorobenzoyl)amino]-4-methyl-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NCC=2C=CC=CC=2)=C(C)N=C1NC(=O)C1=CC=C(F)C=C1 QMFQIOWYPDLSML-UHFFFAOYSA-N 0.000 claims 1
BUBQDTNCDOLSMX-UHFFFAOYSA-N n-benzyl-2-[(4-fluorophenyl)carbamoylamino]-4-methyl-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NCC=2C=CC=CC=2)=C(C)N=C1NC(=O)NC1=CC=C(F)C=C1 BUBQDTNCDOLSMX-UHFFFAOYSA-N 0.000 claims 1
PHLCBAMFRFJOEW-UHFFFAOYSA-N n-benzyl-2-[(4-methoxybenzoyl)amino]-4-methyl-1,3-thiazole-5-carboxamide Chemical compound C1=CC(OC)=CC=C1C(=O)NC1=NC(C)=C(C(=O)NCC=2C=CC=CC=2)S1 PHLCBAMFRFJOEW-UHFFFAOYSA-N 0.000 claims 1
LDQVEQSWMDYCII-UHFFFAOYSA-N n-benzyl-2-[(4-pentylbenzoyl)amino]-4-(trifluoromethyl)-1,3-thiazole-5-carboxamide Chemical compound C1=CC(CCCCC)=CC=C1C(=O)NC1=NC(C(F)(F)F)=C(C(=O)NCC=2C=CC=CC=2)S1 LDQVEQSWMDYCII-UHFFFAOYSA-N 0.000 claims 1
LCBRRWNVGYUXRU-UHFFFAOYSA-N n-benzyl-2-[(5-chloro-2-fluorobenzoyl)amino]-4-methyl-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NCC=2C=CC=CC=2)=C(C)N=C1NC(=O)C1=CC(Cl)=CC=C1F LCBRRWNVGYUXRU-UHFFFAOYSA-N 0.000 claims 1
MYMQZRRKCFLLEN-UHFFFAOYSA-N n-benzyl-2-[[4-bromo-2-(hydroxymethyl)benzoyl]amino]-4-methyl-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NCC=2C=CC=CC=2)=C(C)N=C1NC(=O)C1=CC=C(Br)C=C1CO MYMQZRRKCFLLEN-UHFFFAOYSA-N 0.000 claims 1
ZVQLNEXDYISYHD-UHFFFAOYSA-N n-benzyl-4-(morpholin-4-ylmethyl)-2-(3-phenylpropanoylamino)-1,3-thiazole-5-carboxamide Chemical compound N=1C(CN2CCOCC2)=C(C(=O)NCC=2C=CC=CC=2)SC=1NC(=O)CCC1=CC=CC=C1 ZVQLNEXDYISYHD-UHFFFAOYSA-N 0.000 claims 1
CULAFBACLOBTJC-UHFFFAOYSA-N n-benzyl-4-methyl-2-(3-phenylprop-2-enoylamino)-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NCC=2C=CC=CC=2)=C(C)N=C1NC(=O)C=CC1=CC=CC=C1 CULAFBACLOBTJC-UHFFFAOYSA-N 0.000 claims 1
CRQQIAXGJDZEEP-UHFFFAOYSA-N n-benzyl-4-methyl-2-(3-phenylpropanoylamino)-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NCC=2C=CC=CC=2)=C(C)N=C1NC(=O)CCC1=CC=CC=C1 CRQQIAXGJDZEEP-UHFFFAOYSA-N 0.000 claims 1
GVHKFQWZIZVQNC-UHFFFAOYSA-N n-benzyl-4-methyl-2-(4-phenylbutanoylamino)-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NCC=2C=CC=CC=2)=C(C)N=C1NC(=O)CCCC1=CC=CC=C1 GVHKFQWZIZVQNC-UHFFFAOYSA-N 0.000 claims 1
PZBLGSLRQRNAMQ-UHFFFAOYSA-N n-benzyl-4-methyl-2-(5-phenylpentanoylamino)-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NCC=2C=CC=CC=2)=C(C)N=C1NC(=O)CCCCC1=CC=CC=C1 PZBLGSLRQRNAMQ-UHFFFAOYSA-N 0.000 claims 1
UNIDIJFNURKKOZ-UHFFFAOYSA-N n-benzyl-4-methyl-2-(naphthalene-1-carbonylamino)-1,3-thiazole-5-carboxamide Chemical compound CC=1N=C(NC(=O)C=2C3=CC=CC=C3C=CC=2)SC=1C(=O)NCC1=CC=CC=C1 UNIDIJFNURKKOZ-UHFFFAOYSA-N 0.000 claims 1
IXHSNSIWQFBTOR-UHFFFAOYSA-N n-benzyl-4-methyl-2-(phenylcarbamoylamino)-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NCC=2C=CC=CC=2)=C(C)N=C1NC(=O)NC1=CC=CC=C1 IXHSNSIWQFBTOR-UHFFFAOYSA-N 0.000 claims 1
PJLFZTTXYDPKIQ-UHFFFAOYSA-N n-benzyl-4-methyl-2-(propanoylamino)-1,3-thiazole-5-carboxamide Chemical compound S1C(NC(=O)CC)=NC(C)=C1C(=O)NCC1=CC=CC=C1 PJLFZTTXYDPKIQ-UHFFFAOYSA-N 0.000 claims 1
PWLUJTQSASXMKY-UHFFFAOYSA-N n-benzyl-4-methyl-2-(pyridine-3-carbonylamino)-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NCC=2C=CC=CC=2)=C(C)N=C1NC(=O)C1=CC=CN=C1 PWLUJTQSASXMKY-UHFFFAOYSA-N 0.000 claims 1
IIMDQPAMKXXWEG-UHFFFAOYSA-N n-benzyl-4-methyl-2-(pyridine-4-carbonylamino)-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NCC=2C=CC=CC=2)=C(C)N=C1NC(=O)C1=CC=NC=C1 IIMDQPAMKXXWEG-UHFFFAOYSA-N 0.000 claims 1
HMWGBENLUHCHHA-UHFFFAOYSA-N n-benzyl-4-methyl-2-[(2-methylsulfonylbenzoyl)amino]-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NCC=2C=CC=CC=2)=C(C)N=C1NC(=O)C1=CC=CC=C1S(C)(=O)=O HMWGBENLUHCHHA-UHFFFAOYSA-N 0.000 claims 1
HLORSNJQDAXVFN-UHFFFAOYSA-N n-benzyl-4-methyl-2-[(2-oxo-1-phenylpyridine-4-carbonyl)amino]-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NCC=2C=CC=CC=2)=C(C)N=C1NC(=O)C(=CC1=O)C=CN1C1=CC=CC=C1 HLORSNJQDAXVFN-UHFFFAOYSA-N 0.000 claims 1
IDTHMOSXZDFRNK-UHFFFAOYSA-N n-benzyl-4-methyl-2-[(2-oxo-1h-pyridine-4-carbonyl)amino]-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NCC=2C=CC=CC=2)=C(C)N=C1NC(=O)C=1C=CNC(=O)C=1 IDTHMOSXZDFRNK-UHFFFAOYSA-N 0.000 claims 1
GNRPNPRUGLIATK-UHFFFAOYSA-N n-benzyl-4-methyl-2-[(2-phenoxyacetyl)amino]-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NCC=2C=CC=CC=2)=C(C)N=C1NC(=O)COC1=CC=CC=C1 GNRPNPRUGLIATK-UHFFFAOYSA-N 0.000 claims 1
XNDFTRNFNLLUBC-UHFFFAOYSA-N n-benzyl-4-methyl-2-[(2-phenylacetyl)amino]-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NCC=2C=CC=CC=2)=C(C)N=C1NC(=O)CC1=CC=CC=C1 XNDFTRNFNLLUBC-UHFFFAOYSA-N 0.000 claims 1
BLPSVEXSZCEXFP-UHFFFAOYSA-N n-benzyl-4-methyl-2-[(2-phenylcyclopropanecarbonyl)amino]-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NCC=2C=CC=CC=2)=C(C)N=C1NC(=O)C1CC1C1=CC=CC=C1 BLPSVEXSZCEXFP-UHFFFAOYSA-N 0.000 claims 1
CITOIFPUVSDXJV-UHFFFAOYSA-N n-benzyl-4-methyl-2-[(3-methylsulfonylbenzoyl)amino]-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NCC=2C=CC=CC=2)=C(C)N=C1NC(=O)C1=CC=CC(S(C)(=O)=O)=C1 CITOIFPUVSDXJV-UHFFFAOYSA-N 0.000 claims 1
ABILDASRLDDBRU-UHFFFAOYSA-N n-benzyl-4-methyl-2-[(4-methylbenzoyl)amino]-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NCC=2C=CC=CC=2)=C(C)N=C1NC(=O)C1=CC=C(C)C=C1 ABILDASRLDDBRU-UHFFFAOYSA-N 0.000 claims 1
FUMVOCOQWCXQIX-UHFFFAOYSA-N n-benzyl-4-methyl-2-[(4-methylphenyl)sulfonylamino]-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NCC=2C=CC=CC=2)=C(C)N=C1NS(=O)(=O)C1=CC=C(C)C=C1 FUMVOCOQWCXQIX-UHFFFAOYSA-N 0.000 claims 1
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PZNPCEAFPBABDV-UHFFFAOYSA-N n-benzyl-4-methyl-2-[[2-(trifluoromethoxy)benzoyl]amino]-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NCC=2C=CC=CC=2)=C(C)N=C1NC(=O)C1=CC=CC=C1OC(F)(F)F PZNPCEAFPBABDV-UHFFFAOYSA-N 0.000 claims 1
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QQAGAKZSFRNLJT-UHFFFAOYSA-N n-benzyl-4-methyl-2-[[4-(2h-tetrazol-5-yl)benzoyl]amino]-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NCC=2C=CC=CC=2)=C(C)N=C1NC(=O)C(C=C1)=CC=C1C=1N=NNN=1 QQAGAKZSFRNLJT-UHFFFAOYSA-N 0.000 claims 1
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WPFDWGOOONLNAT-UHFFFAOYSA-N n-cyclohexyl-4-methyl-2-[(3,4,5-trimethoxybenzoyl)amino]-1,3-thiazole-5-carboxamide Chemical compound COC1=C(OC)C(OC)=CC(C(=O)NC=2SC(=C(C)N=2)C(=O)NC2CCCCC2)=C1 WPFDWGOOONLNAT-UHFFFAOYSA-N 0.000 claims 1
QUCAQBJMPOINFV-UHFFFAOYSA-N n-cyclohexyl-4-methyl-2-[(3-methylbenzoyl)amino]-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NC2CCCCC2)=C(C)N=C1NC(=O)C1=CC=CC(C)=C1 QUCAQBJMPOINFV-UHFFFAOYSA-N 0.000 claims 1
YBIOAXJHNHVCDZ-UHFFFAOYSA-N n-cyclohexyl-4-methyl-2-[(4-methylbenzoyl)amino]-1,3-thiazole-5-carboxamide Chemical compound S1C(C(=O)NC2CCCCC2)=C(C)N=C1NC(=O)C1=CC=C(C)C=C1 YBIOAXJHNHVCDZ-UHFFFAOYSA-N 0.000 claims 1
235000001968 nicotinic acid Nutrition 0.000 claims 1
239000011664 nicotinic acid Substances 0.000 claims 1
229960003512 nicotinic acid Drugs 0.000 claims 1
239000000546 pharmaceutical excipient Substances 0.000 claims 1
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230000002265 prevention Effects 0.000 claims 1
125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 1
230000036573 scar formation Effects 0.000 claims 1
239000004059 squalene synthase inhibitor Substances 0.000 claims 1
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208000011580 syndromic disease Diseases 0.000 claims 1
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JP2008525998A 2005-06-03 2006-06-05 ヒトのステアロイル−ＣｏＡデサチュラーゼ阻害剤としてのアミノチアゾール誘導体 Pending JP2009513563A (ja)