CA2529406A1

CA2529406A1 - New use i

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Info

Publication number: CA2529406A1
Authority: CA; Canada
Prior art keywords: thiazol; ethyl; amino; sulfonyl; chloro
Prior art date: 2003-06-25
Legal status : Abandoned

Application number

CA002529406A

Other languages

English (en)

French (fr)

Inventor

Cecilia Nilsson

Catrine Dreifeldt

Current Assignee

Swedish Orphan Biovitrum AB

Original Assignee

Individual

Priority date

2003-06-25

Filing date

2004-06-21

Publication date

2004-12-29

2004-06-21 Application filed by Individual filed Critical Individual

2004-12-29 Publication of CA2529406A1 publication Critical patent/CA2529406A1/en

Status Abandoned legal-status Critical Current

Links

230000029663 wound healing Effects 0.000 claims abstract description 36
150000001875 compounds Chemical class 0.000 claims abstract description 25
238000000034 method Methods 0.000 claims abstract description 18
239000003112 inhibitor Substances 0.000 claims abstract description 17
239000003814 drug Substances 0.000 claims abstract description 8
238000004519 manufacturing process Methods 0.000 claims abstract description 7
230000001737 promoting effect Effects 0.000 claims abstract description 6
241000124008 Mammalia Species 0.000 claims abstract description 3
-1 di-substituted, amide Chemical class 0.000 claims description 238
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 117
125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 102
125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims description 91
229910052739 hydrogen Inorganic materials 0.000 claims description 27
239000001257 hydrogen Substances 0.000 claims description 27
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 21
206010052428 Wound Diseases 0.000 claims description 20
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 18
208000027418 Wounds and injury Diseases 0.000 claims description 18
125000003118 aryl group Chemical group 0.000 claims description 17
238000011282 treatment Methods 0.000 claims description 17
239000003862 glucocorticoid Substances 0.000 claims description 14
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 14
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 14
125000001072 heteroaryl group Chemical group 0.000 claims description 13
125000000623 heterocyclic group Chemical group 0.000 claims description 13
RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 claims description 12
RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 claims description 12
229940037128 systemic glucocorticoids Drugs 0.000 claims description 12
KHBQMWCZKVMBLN-UHFFFAOYSA-N Benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1 KHBQMWCZKVMBLN-UHFFFAOYSA-N 0.000 claims description 10
GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 claims description 10
125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims description 10
230000001771 impaired effect Effects 0.000 claims description 9
YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims description 8
NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims description 8
230000003111 delayed effect Effects 0.000 claims description 8
206010012601 diabetes mellitus Diseases 0.000 claims description 7
229910052736 halogen Inorganic materials 0.000 claims description 7
150000002367 halogens Chemical class 0.000 claims description 7
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 7
150000003839 salts Chemical class 0.000 claims description 7
125000004739 (C1-C6) alkylsulfonyl group Chemical group 0.000 claims description 6
QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims description 6
101710088194 Dehydrogenase Proteins 0.000 claims description 6
125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 claims description 6
125000002757 morpholinyl group Chemical group 0.000 claims description 6
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 5
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 5
239000004305 biphenyl Substances 0.000 claims description 5
125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims description 4
125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 claims description 4
206010056340 Diabetic ulcer Diseases 0.000 claims description 4
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 4
ZCQWOFVYLHDMMC-UHFFFAOYSA-N Oxazole Chemical compound C1=COC=N1 ZCQWOFVYLHDMMC-UHFFFAOYSA-N 0.000 claims description 4
208000000558 Varicose Ulcer Diseases 0.000 claims description 4
125000004391 aryl sulfonyl group Chemical group 0.000 claims description 4
125000004104 aryloxy group Chemical group 0.000 claims description 4
230000001684 chronic effect Effects 0.000 claims description 4
125000004093 cyano group Chemical group *C#N 0.000 claims description 4
ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 claims description 4
125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 4
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 4
125000003170 phenylsulfonyl group Chemical group C1(=CC=CC=C1)S(=O)(=O)* 0.000 claims description 4
238000011321 prophylaxis Methods 0.000 claims description 4
125000001544 thienyl group Chemical group 0.000 claims description 4
BRNULMACUQOKMR-UHFFFAOYSA-N thiomorpholine Chemical compound C1CSCCN1 BRNULMACUQOKMR-UHFFFAOYSA-N 0.000 claims description 4
208000004210 Pressure Ulcer Diseases 0.000 claims description 3
DTQVDTLACAAQTR-UHFFFAOYSA-M Trifluoroacetate Chemical compound [O-]C(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-M 0.000 claims description 3
150000001408 amides Chemical class 0.000 claims description 3
125000004210 cyclohexylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 claims description 3
125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 claims description 3
125000004193 piperazinyl group Chemical group 0.000 claims description 3
239000000651 prodrug Chemical group 0.000 claims description 3
229940002612 prodrug Drugs 0.000 claims description 3
125000001501 propionyl group Chemical group O=C([*])C([H])([H])C([H])([H])[H] 0.000 claims description 3
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 3
125000002088 tosyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1C([H])([H])[H])S(*)(=O)=O 0.000 claims description 3
125000004454 (C1-C6) alkoxycarbonyl group Chemical group 0.000 claims description 2
125000001637 1-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C(*)=C([H])C([H])=C([H])C2=C1[H] 0.000 claims description 2
125000004206 2,2,2-trifluoroethyl group Chemical group [H]C([H])(*)C(F)(F)F 0.000 claims description 2
NZTTXVUMWMHNPQ-UHFFFAOYSA-N 2,4,6-trichloro-n-[4-(2-morpholin-4-ylethyl)-1,3-thiazol-2-yl]benzenesulfonamide;hydrochloride Chemical compound Cl.ClC1=CC(Cl)=CC(Cl)=C1S(=O)(=O)NC1=NC(CCN2CCOCC2)=CS1 NZTTXVUMWMHNPQ-UHFFFAOYSA-N 0.000 claims description 2
AGYLTFIWEUGKRP-UHFFFAOYSA-N 2,4-dichloro-6-methyl-n-[4-[2-(4-methylpiperazin-1-yl)-2-oxoethyl]-1,3-thiazol-2-yl]benzenesulfonamide Chemical compound C1CN(C)CCN1C(=O)CC1=CSC(NS(=O)(=O)C=2C(=CC(Cl)=CC=2C)Cl)=N1 AGYLTFIWEUGKRP-UHFFFAOYSA-N 0.000 claims description 2
QUTPYRLKSYVDGL-UHFFFAOYSA-N 2,4-dichloro-n-[4-[2-(3-oxomorpholin-4-yl)ethyl]-1,3-thiazol-2-yl]benzenesulfonamide Chemical compound ClC1=CC(Cl)=CC=C1S(=O)(=O)NC1=NC(CCN2C(COCC2)=O)=CS1 QUTPYRLKSYVDGL-UHFFFAOYSA-N 0.000 claims description 2
AJWZZHZNTINJCH-UHFFFAOYSA-N 2-[2-[(2-chlorophenyl)sulfonylamino]-1,3-thiazol-4-yl]acetic acid Chemical compound OC(=O)CC1=CSC(NS(=O)(=O)C=2C(=CC=CC=2)Cl)=N1 AJWZZHZNTINJCH-UHFFFAOYSA-N 0.000 claims description 2
QOLLTXJGTDTYQY-UHFFFAOYSA-N 2-[2-[(3-chloro-2-methylphenyl)sulfonylamino]-1,3-thiazol-4-yl]-n,n-dipropylacetamide Chemical compound CCCN(CCC)C(=O)CC1=CSC(NS(=O)(=O)C=2C(=C(Cl)C=CC=2)C)=N1 QOLLTXJGTDTYQY-UHFFFAOYSA-N 0.000 claims description 2
VISGQGQJQWSXHJ-UHFFFAOYSA-N 2-[2-[(4-acetamidophenyl)sulfonylamino]-4-thiazolyl]acetic acid ethyl ester Chemical compound CCOC(=O)CC1=CSC(NS(=O)(=O)C=2C=CC(NC(C)=O)=CC=2)=N1 VISGQGQJQWSXHJ-UHFFFAOYSA-N 0.000 claims description 2
125000004777 2-fluoroethyl group Chemical group [H]C([H])(F)C([H])([H])* 0.000 claims description 2
125000002941 2-furyl group Chemical group O1C([*])=C([H])C([H])=C1[H] 0.000 claims description 2
125000004200 2-methoxyethyl group Chemical group [H]C([H])([H])OC([H])([H])C([H])([H])* 0.000 claims description 2
125000001622 2-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C([H])=C(*)C([H])=C([H])C2=C1[H] 0.000 claims description 2
125000000175 2-thienyl group Chemical group S1C([*])=C([H])C([H])=C1[H] 0.000 claims description 2
SPPUGWFMZNHQCI-UHFFFAOYSA-N 3-chloro-2-methyl-n-[4-(2-oxo-2-piperidin-1-ylethyl)-1,3-thiazol-2-yl]benzenesulfonamide Chemical compound CC1=C(Cl)C=CC=C1S(=O)(=O)NC1=NC(CC(=O)N2CCCCC2)=CS1 SPPUGWFMZNHQCI-UHFFFAOYSA-N 0.000 claims description 2
LRSHRBXCWRJSCQ-UHFFFAOYSA-N 3-chloro-2-methyl-n-[4-(2-oxopentyl)-1,3-thiazol-2-yl]benzenesulfonamide Chemical compound CCCC(=O)CC1=CSC(NS(=O)(=O)C=2C(=C(Cl)C=CC=2)C)=N1 LRSHRBXCWRJSCQ-UHFFFAOYSA-N 0.000 claims description 2
RJBYZNYPFAZOTP-UHFFFAOYSA-N 3-chloro-2-methyl-n-[4-(2-propan-2-yloxyethyl)-1,3-thiazol-2-yl]benzenesulfonamide Chemical compound CC(C)OCCC1=CSC(NS(=O)(=O)C=2C(=C(Cl)C=CC=2)C)=N1 RJBYZNYPFAZOTP-UHFFFAOYSA-N 0.000 claims description 2
GQMBSMSODYSGSD-UHFFFAOYSA-N 3-chloro-2-methyl-n-[4-(morpholin-4-ylmethyl)-1,3-thiazol-2-yl]benzenesulfonamide;hydrochloride Chemical compound Cl.CC1=C(Cl)C=CC=C1S(=O)(=O)NC1=NC(CN2CCOCC2)=CS1 GQMBSMSODYSGSD-UHFFFAOYSA-N 0.000 claims description 2
FCZLQYWUZTVEES-UHFFFAOYSA-N 3-chloro-2-methyl-n-[4-[(3-oxomorpholin-4-yl)methyl]-1,3-thiazol-2-yl]benzenesulfonamide Chemical compound CC1=C(Cl)C=CC=C1S(=O)(=O)NC1=NC(CN2C(COCC2)=O)=CS1 FCZLQYWUZTVEES-UHFFFAOYSA-N 0.000 claims description 2
PHBNCWNLQYXOBD-UHFFFAOYSA-N 3-chloro-2-methyl-n-[4-[2-(2-oxopyrrolidin-1-yl)ethyl]-1,3-thiazol-2-yl]benzenesulfonamide Chemical compound CC1=C(Cl)C=CC=C1S(=O)(=O)NC1=NC(CCN2C(CCC2)=O)=CS1 PHBNCWNLQYXOBD-UHFFFAOYSA-N 0.000 claims description 2
UZWQRKFUNIGEEO-UHFFFAOYSA-N 3-chloro-2-methyl-n-[4-[2-(trifluoromethylsulfonylamino)ethyl]-1,3-thiazol-2-yl]benzenesulfonamide Chemical compound CC1=C(Cl)C=CC=C1S(=O)(=O)NC1=NC(CCNS(=O)(=O)C(F)(F)F)=CS1 UZWQRKFUNIGEEO-UHFFFAOYSA-N 0.000 claims description 2
WPQLIXHVJMZDCD-UHFFFAOYSA-N 3-chloro-2-methyl-n-[4-[3-(3-oxomorpholin-4-yl)propyl]-1,3-thiazol-2-yl]benzenesulfonamide Chemical compound CC1=C(Cl)C=CC=C1S(=O)(=O)NC1=NC(CCCN2C(COCC2)=O)=CS1 WPQLIXHVJMZDCD-UHFFFAOYSA-N 0.000 claims description 2
XNIJTLZWWZHATQ-UHFFFAOYSA-N 3-chloro-n-[4-(2-chloroethyl)-1,3-thiazol-2-yl]-2-methylbenzenesulfonamide Chemical compound CC1=C(Cl)C=CC=C1S(=O)(=O)NC1=NC(CCCl)=CS1 XNIJTLZWWZHATQ-UHFFFAOYSA-N 0.000 claims description 2
PMDHDRBKLSNVTO-UHFFFAOYSA-N 3-chloro-n-[4-(2-ethoxyethyl)-1,3-thiazol-2-yl]-2-methylbenzenesulfonamide Chemical compound CCOCCC1=CSC(NS(=O)(=O)C=2C(=C(Cl)C=CC=2)C)=N1 PMDHDRBKLSNVTO-UHFFFAOYSA-N 0.000 claims description 2
PSIMSLBVQXNOEQ-UHFFFAOYSA-N 3-chloro-n-[4-(2-hydroxyethyl)-1,3-thiazol-2-yl]-2-methylbenzenesulfonamide Chemical compound CC1=C(Cl)C=CC=C1S(=O)(=O)NC1=NC(CCO)=CS1 PSIMSLBVQXNOEQ-UHFFFAOYSA-N 0.000 claims description 2
UQAMHSFHVDZYEN-UHFFFAOYSA-N 3-chloro-n-[4-(2-imidazol-1-ylethyl)-1,3-thiazol-2-yl]-2-methylbenzenesulfonamide;hydrochloride Chemical compound Cl.CC1=C(Cl)C=CC=C1S(=O)(=O)NC1=NC(CCN2C=NC=C2)=CS1 UQAMHSFHVDZYEN-UHFFFAOYSA-N 0.000 claims description 2
MQNNPMUEUFLKRU-UHFFFAOYSA-N 3-chloro-n-[4-[2-(2-fluoroethoxy)ethyl]-1,3-thiazol-2-yl]-2-methylbenzenesulfonamide Chemical compound CC1=C(Cl)C=CC=C1S(=O)(=O)NC1=NC(CCOCCF)=CS1 MQNNPMUEUFLKRU-UHFFFAOYSA-N 0.000 claims description 2
GDULMDVSHSQBBG-UHFFFAOYSA-N 3-chloro-n-[4-[2-(diethylamino)ethyl]-1,3-thiazol-2-yl]-2-methylbenzenesulfonamide;hydrochloride Chemical compound Cl.CCN(CC)CCC1=CSC(NS(=O)(=O)C=2C(=C(Cl)C=CC=2)C)=N1 GDULMDVSHSQBBG-UHFFFAOYSA-N 0.000 claims description 2
GVEMPLKGNIFWOE-UHFFFAOYSA-N 3-chloro-n-[4-[2-(ethylamino)ethyl]-1,3-thiazol-2-yl]-2-methylbenzenesulfonamide Chemical compound CCNCCC1=CSC(NS(=O)(=O)C=2C(=C(Cl)C=CC=2)C)=N1 GVEMPLKGNIFWOE-UHFFFAOYSA-N 0.000 claims description 2
125000001541 3-thienyl group Chemical group S1C([H])=C([*])C([H])=C1[H] 0.000 claims description 2
ZHLZAFKVZBBSST-UHFFFAOYSA-N 4-(1-benzofuran-2-yl)-n-[4-(2-morpholin-4-yl-2-oxoethyl)-1,3-thiazol-2-yl]benzenesulfonamide Chemical compound C=1SC(NS(=O)(=O)C=2C=CC(=CC=2)C=2OC3=CC=CC=C3C=2)=NC=1CC(=O)N1CCOCC1 ZHLZAFKVZBBSST-UHFFFAOYSA-N 0.000 claims description 2
IDDLDQUYMRMWCT-UHFFFAOYSA-N 4-(4-methylsulfanylphenyl)-n-[4-(2-morpholin-4-yl-2-oxoethyl)-1,3-thiazol-2-yl]benzenesulfonamide Chemical compound C1=CC(SC)=CC=C1C1=CC=C(S(=O)(=O)NC=2SC=C(CC(=O)N3CCOCC3)N=2)C=C1 IDDLDQUYMRMWCT-UHFFFAOYSA-N 0.000 claims description 2
ICPHOALRDGJDLO-UHFFFAOYSA-N 4-(benzylamino)-n-[4-(2-morpholin-4-yl-2-oxoethyl)-1,3-thiazol-2-yl]benzenesulfonamide Chemical compound C1COCCN1C(=O)CC(N=1)=CSC=1NS(=O)(=O)C(C=C1)=CC=C1NCC1=CC=CC=C1 ICPHOALRDGJDLO-UHFFFAOYSA-N 0.000 claims description 2
ISYTZMQFESIBML-UHFFFAOYSA-N 4-[3,5-bis(trifluoromethyl)phenyl]-n-[4-(2-morpholin-4-yl-2-oxoethyl)-1,3-thiazol-2-yl]benzenesulfonamide Chemical compound FC(F)(F)C1=CC(C(F)(F)F)=CC(C=2C=CC(=CC=2)S(=O)(=O)NC=2SC=C(CC(=O)N3CCOCC3)N=2)=C1 ISYTZMQFESIBML-UHFFFAOYSA-N 0.000 claims description 2
APQOEJCRFPFNBZ-UHFFFAOYSA-N 4-[4-[[4-(2-morpholin-4-yl-2-oxoethyl)-1,3-thiazol-2-yl]sulfamoyl]phenyl]benzoic acid Chemical compound C1=CC(C(=O)O)=CC=C1C1=CC=C(S(=O)(=O)NC=2SC=C(CC(=O)N3CCOCC3)N=2)C=C1 APQOEJCRFPFNBZ-UHFFFAOYSA-N 0.000 claims description 2
NOLMXNHBTMCQLS-UHFFFAOYSA-N 4-chloro-n-[4-(2-hydroxyethyl)-1,3-thiazol-2-yl]benzenesulfonamide Chemical compound OCCC1=CSC(NS(=O)(=O)C=2C=CC(Cl)=CC=2)=N1 NOLMXNHBTMCQLS-UHFFFAOYSA-N 0.000 claims description 2
QFDBISKHFLCXAV-UHFFFAOYSA-N 4-morpholin-4-yl-n-[4-(2-morpholin-4-yl-2-oxoethyl)-1,3-thiazol-2-yl]benzenesulfonamide Chemical compound C1COCCN1C(=O)CC(N=1)=CSC=1NS(=O)(=O)C(C=C1)=CC=C1N1CCOCC1 QFDBISKHFLCXAV-UHFFFAOYSA-N 0.000 claims description 2
125000000339 4-pyridyl group Chemical group N1=C([H])C([H])=C([*])C([H])=C1[H] 0.000 claims description 2
150000001204 N-oxides Chemical group 0.000 claims description 2
WLYPBMBWKYALCG-UHFFFAOYSA-N [2,4-bis(trifluoromethyl)phenyl]boronic acid Chemical group OB(O)C1=CC=C(C(F)(F)F)C=C1C(F)(F)F WLYPBMBWKYALCG-UHFFFAOYSA-N 0.000 claims description 2
KPCZJLGGXRGYIE-UHFFFAOYSA-N [C]1=CC=CN=C1 Chemical group [C]1=CC=CN=C1 KPCZJLGGXRGYIE-UHFFFAOYSA-N 0.000 claims description 2
150000001412 amines Chemical class 0.000 claims description 2
125000001769 aryl amino group Chemical group 0.000 claims description 2
125000005129 aryl carbonyl group Chemical group 0.000 claims description 2
125000005110 aryl thio group Chemical group 0.000 claims description 2
125000000852 azido group Chemical group *N=[N+]=[N-] 0.000 claims description 2
125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims description 2
235000010290 biphenyl Nutrition 0.000 claims description 2
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 2
125000003754 ethoxycarbonyl group Chemical group C(=O)(OCC)* 0.000 claims description 2
OBFRWCVXUAAEQG-UHFFFAOYSA-N ethyl 2-[2-(naphthalen-1-ylsulfonylamino)-1,3-thiazol-4-yl]acetate Chemical compound CCOC(=O)CC1=CSC(NS(=O)(=O)C=2C3=CC=CC=C3C=CC=2)=N1 OBFRWCVXUAAEQG-UHFFFAOYSA-N 0.000 claims description 2
AYEZJMCEEUOZBO-UHFFFAOYSA-N ethyl 2-[2-[(2,3,4-trichlorophenyl)sulfonylamino]-1,3-thiazol-4-yl]acetate Chemical compound CCOC(=O)CC1=CSC(NS(=O)(=O)C=2C(=C(Cl)C(Cl)=CC=2)Cl)=N1 AYEZJMCEEUOZBO-UHFFFAOYSA-N 0.000 claims description 2
FFIWDZOIZSYFCK-UHFFFAOYSA-N ethyl 2-[2-[(2,3,4-trifluorophenyl)sulfonylamino]-1,3-thiazol-4-yl]acetate Chemical compound CCOC(=O)CC1=CSC(NS(=O)(=O)C=2C(=C(F)C(F)=CC=2)F)=N1 FFIWDZOIZSYFCK-UHFFFAOYSA-N 0.000 claims description 2
CBVGFYLRKFMWIY-UHFFFAOYSA-N ethyl 2-[2-[(2,3-dichlorophenyl)sulfonylamino]-1,3-thiazol-4-yl]acetate Chemical compound CCOC(=O)CC1=CSC(NS(=O)(=O)C=2C(=C(Cl)C=CC=2)Cl)=N1 CBVGFYLRKFMWIY-UHFFFAOYSA-N 0.000 claims description 2
DFPIHKZQUYAUSJ-UHFFFAOYSA-N ethyl 2-[2-[(2,4,5-trichlorophenyl)sulfonylamino]-1,3-thiazol-4-yl]acetate Chemical compound CCOC(=O)CC1=CSC(NS(=O)(=O)C=2C(=CC(Cl)=C(Cl)C=2)Cl)=N1 DFPIHKZQUYAUSJ-UHFFFAOYSA-N 0.000 claims description 2
DOCGWETVZQBVQM-UHFFFAOYSA-N ethyl 2-[2-[(2,4-dichloro-5-methylphenyl)sulfonylamino]-1,3-thiazol-4-yl]acetate Chemical compound CCOC(=O)CC1=CSC(NS(=O)(=O)C=2C(=CC(Cl)=C(C)C=2)Cl)=N1 DOCGWETVZQBVQM-UHFFFAOYSA-N 0.000 claims description 2
LFHRKMQLRBNRKC-UHFFFAOYSA-N ethyl 2-[2-[(2,4-difluorophenyl)sulfonylamino]-1,3-thiazol-4-yl]acetate Chemical compound CCOC(=O)CC1=CSC(NS(=O)(=O)C=2C(=CC(F)=CC=2)F)=N1 LFHRKMQLRBNRKC-UHFFFAOYSA-N 0.000 claims description 2
KACQGQGBDKICBL-UHFFFAOYSA-N ethyl 2-[2-[(2,5-dichlorophenyl)sulfonylamino]-1,3-thiazol-4-yl]acetate Chemical compound CCOC(=O)CC1=CSC(NS(=O)(=O)C=2C(=CC=C(Cl)C=2)Cl)=N1 KACQGQGBDKICBL-UHFFFAOYSA-N 0.000 claims description 2
FUOFZFZFISSASM-UHFFFAOYSA-N ethyl 2-[2-[(2,6-dichlorophenyl)sulfonylamino]-1,3-thiazol-4-yl]acetate Chemical compound CCOC(=O)CC1=CSC(NS(=O)(=O)C=2C(=CC=CC=2Cl)Cl)=N1 FUOFZFZFISSASM-UHFFFAOYSA-N 0.000 claims description 2
IQHJPEZHJFMMKA-UHFFFAOYSA-N ethyl 2-[2-[(2-bromophenyl)sulfonylamino]-1,3-thiazol-4-yl]acetate Chemical compound CCOC(=O)CC1=CSC(NS(=O)(=O)C=2C(=CC=CC=2)Br)=N1 IQHJPEZHJFMMKA-UHFFFAOYSA-N 0.000 claims description 2
JDBWRECUZVWGNO-UHFFFAOYSA-N ethyl 2-[2-[(2-chlorophenyl)sulfonylamino]-1,3-thiazol-4-yl]acetate Chemical compound CCOC(=O)CC1=CSC(NS(=O)(=O)C=2C(=CC=CC=2)Cl)=N1 JDBWRECUZVWGNO-UHFFFAOYSA-N 0.000 claims description 2
HAGXVJTVTTUNAP-UHFFFAOYSA-N ethyl 2-[2-[(2-cyanophenyl)sulfonylamino]-1,3-thiazol-4-yl]acetate Chemical compound CCOC(=O)CC1=CSC(NS(=O)(=O)C=2C(=CC=CC=2)C#N)=N1 HAGXVJTVTTUNAP-UHFFFAOYSA-N 0.000 claims description 2
PMRYJIFBBGSVKP-UHFFFAOYSA-N ethyl 2-[2-[(2-methoxy-4-methylphenyl)sulfonylamino]-1,3-thiazol-4-yl]acetate Chemical compound CCOC(=O)CC1=CSC(NS(=O)(=O)C=2C(=CC(C)=CC=2)OC)=N1 PMRYJIFBBGSVKP-UHFFFAOYSA-N 0.000 claims description 2
LNAGTOPKTFQIIS-UHFFFAOYSA-N ethyl 2-[2-[(2-methylsulfonylphenyl)sulfonylamino]-1,3-thiazol-4-yl]acetate Chemical compound CCOC(=O)CC1=CSC(NS(=O)(=O)C=2C(=CC=CC=2)S(C)(=O)=O)=N1 LNAGTOPKTFQIIS-UHFFFAOYSA-N 0.000 claims description 2
WYLIDXHKCNSRSG-UHFFFAOYSA-N ethyl 2-[2-[(3-chloro-2-methylphenyl)sulfonylamino]-1,3-thiazol-4-yl]acetate Chemical compound CCOC(=O)CC1=CSC(NS(=O)(=O)C=2C(=C(Cl)C=CC=2)C)=N1 WYLIDXHKCNSRSG-UHFFFAOYSA-N 0.000 claims description 2
ANVGCTSGCSBOTQ-UHFFFAOYSA-N ethyl 2-[2-[(3-chloro-4-methylphenyl)sulfonylamino]-1,3-thiazol-4-yl]acetate Chemical compound CCOC(=O)CC1=CSC(NS(=O)(=O)C=2C=C(Cl)C(C)=CC=2)=N1 ANVGCTSGCSBOTQ-UHFFFAOYSA-N 0.000 claims description 2
YTRIEVDHWCSHLN-UHFFFAOYSA-N ethyl 2-[2-[(3-chlorophenyl)sulfonylamino]-1,3-thiazol-4-yl]acetate Chemical compound CCOC(=O)CC1=CSC(NS(=O)(=O)C=2C=C(Cl)C=CC=2)=N1 YTRIEVDHWCSHLN-UHFFFAOYSA-N 0.000 claims description 2
WDZSIANQAZTVEH-UHFFFAOYSA-N ethyl 2-[2-[(3-cyanophenyl)sulfonylamino]-1,3-thiazol-4-yl]acetate Chemical compound CCOC(=O)CC1=CSC(NS(=O)(=O)C=2C=C(C=CC=2)C#N)=N1 WDZSIANQAZTVEH-UHFFFAOYSA-N 0.000 claims description 2
BOFWWAXNVWTGKH-UHFFFAOYSA-N ethyl 2-[2-[(3-fluorophenyl)sulfonylamino]-1,3-thiazol-4-yl]acetate Chemical compound CCOC(=O)CC1=CSC(NS(=O)(=O)C=2C=C(F)C=CC=2)=N1 BOFWWAXNVWTGKH-UHFFFAOYSA-N 0.000 claims description 2
PZARFSJHMREGLA-UHFFFAOYSA-N ethyl 2-[2-[(3-methoxyphenyl)sulfonylamino]-1,3-thiazol-4-yl]acetate Chemical compound CCOC(=O)CC1=CSC(NS(=O)(=O)C=2C=C(OC)C=CC=2)=N1 PZARFSJHMREGLA-UHFFFAOYSA-N 0.000 claims description 2
WZQBUAOAZRGEBW-UHFFFAOYSA-N ethyl 2-[2-[(3-methylphenyl)sulfonylamino]-1,3-thiazol-4-yl]acetate Chemical compound CCOC(=O)CC1=CSC(NS(=O)(=O)C=2C=C(C)C=CC=2)=N1 WZQBUAOAZRGEBW-UHFFFAOYSA-N 0.000 claims description 2
JWPFFPNIEBVQBS-UHFFFAOYSA-N ethyl 2-[2-[(4,5-dichlorothiophen-2-yl)sulfonylamino]-1,3-thiazol-4-yl]acetate Chemical compound CCOC(=O)CC1=CSC(NS(=O)(=O)C=2SC(Cl)=C(Cl)C=2)=N1 JWPFFPNIEBVQBS-UHFFFAOYSA-N 0.000 claims description 2
GTGYIXMGPVAEAW-UHFFFAOYSA-N ethyl 2-[2-[(4-bromo-2,5-difluorophenyl)sulfonylamino]-1,3-thiazol-4-yl]acetate Chemical compound CCOC(=O)CC1=CSC(NS(=O)(=O)C=2C(=CC(Br)=C(F)C=2)F)=N1 GTGYIXMGPVAEAW-UHFFFAOYSA-N 0.000 claims description 2
XQETZYRGNIDJBQ-UHFFFAOYSA-N ethyl 2-[2-[(4-bromo-2-fluorophenyl)sulfonylamino]-1,3-thiazol-4-yl]acetate Chemical compound CCOC(=O)CC1=CSC(NS(=O)(=O)C=2C(=CC(Br)=CC=2)F)=N1 XQETZYRGNIDJBQ-UHFFFAOYSA-N 0.000 claims description 2
GJLYEXVGTDRIDB-UHFFFAOYSA-N ethyl 2-[2-[(4-bromo-5-chlorothiophen-2-yl)sulfonylamino]-1,3-thiazol-4-yl]acetate Chemical compound CCOC(=O)CC1=CSC(NS(=O)(=O)C=2SC(Cl)=C(Br)C=2)=N1 GJLYEXVGTDRIDB-UHFFFAOYSA-N 0.000 claims description 2
IITATKCUYSUFMF-UHFFFAOYSA-N ethyl 2-[2-[(4-chlorophenyl)sulfonylamino]-1,3-thiazol-4-yl]acetate Chemical compound CCOC(=O)CC1=CSC(NS(=O)(=O)C=2C=CC(Cl)=CC=2)=N1 IITATKCUYSUFMF-UHFFFAOYSA-N 0.000 claims description 2
IUMBUSOAXLMIQO-UHFFFAOYSA-N ethyl 2-[2-[(4-iodophenyl)sulfonylamino]-1,3-thiazol-4-yl]acetate Chemical compound CCOC(=O)CC1=CSC(NS(=O)(=O)C=2C=CC(I)=CC=2)=N1 IUMBUSOAXLMIQO-UHFFFAOYSA-N 0.000 claims description 2
UZBKVHNVGKVIBK-UHFFFAOYSA-N ethyl 2-[2-[(4-methoxyphenyl)sulfonylamino]-1,3-thiazol-4-yl]acetate Chemical compound CCOC(=O)CC1=CSC(NS(=O)(=O)C=2C=CC(OC)=CC=2)=N1 UZBKVHNVGKVIBK-UHFFFAOYSA-N 0.000 claims description 2
GGFUIBCPKURKMT-UHFFFAOYSA-N ethyl 2-[2-[(4-methylphenyl)sulfonylamino]-1,3-thiazol-4-yl]acetate Chemical compound CCOC(=O)CC1=CSC(NS(=O)(=O)C=2C=CC(C)=CC=2)=N1 GGFUIBCPKURKMT-UHFFFAOYSA-N 0.000 claims description 2
OGXYMEROVHKCKW-UHFFFAOYSA-N ethyl 2-[2-[(4-methylsulfonylphenyl)sulfonylamino]-1,3-thiazol-4-yl]acetate Chemical compound CCOC(=O)CC1=CSC(NS(=O)(=O)C=2C=CC(=CC=2)S(C)(=O)=O)=N1 OGXYMEROVHKCKW-UHFFFAOYSA-N 0.000 claims description 2
UWYFMDJTWUHYCH-UHFFFAOYSA-N ethyl 2-[2-[(4-nitrophenyl)sulfonylamino]-1,3-thiazol-4-yl]acetate Chemical compound CCOC(=O)CC1=CSC(NS(=O)(=O)C=2C=CC(=CC=2)[N+]([O-])=O)=N1 UWYFMDJTWUHYCH-UHFFFAOYSA-N 0.000 claims description 2
HTGLZCFZWSAEEN-UHFFFAOYSA-N ethyl 2-[2-[(4-propan-2-ylphenyl)sulfonylamino]-1,3-thiazol-4-yl]acetate Chemical compound CCOC(=O)CC1=CSC(NS(=O)(=O)C=2C=CC(=CC=2)C(C)C)=N1 HTGLZCFZWSAEEN-UHFFFAOYSA-N 0.000 claims description 2
LVTJYYCKVHDIKX-UHFFFAOYSA-N ethyl 2-[2-[(5-chloro-1,3-dimethylpyrazol-4-yl)sulfonylamino]-1,3-thiazol-4-yl]acetate Chemical compound CCOC(=O)CC1=CSC(NS(=O)(=O)C2=C(N(C)N=C2C)Cl)=N1 LVTJYYCKVHDIKX-UHFFFAOYSA-N 0.000 claims description 2
HKEFYAKHKFYMMG-UHFFFAOYSA-N ethyl 2-[2-[(5-fluoro-2-methylphenyl)sulfonylamino]-1,3-thiazol-4-yl]acetate Chemical compound CCOC(=O)CC1=CSC(NS(=O)(=O)C=2C(=CC=C(F)C=2)C)=N1 HKEFYAKHKFYMMG-UHFFFAOYSA-N 0.000 claims description 2
HMGOOODTJVJVDK-CMDGGOBGSA-N ethyl 2-[2-[[(e)-2-phenylethenyl]sulfonylamino]-1,3-thiazol-4-yl]acetate Chemical compound CCOC(=O)CC1=CSC(NS(=O)(=O)\C=C\C=2C=CC=CC=2)=N1 HMGOOODTJVJVDK-CMDGGOBGSA-N 0.000 claims description 2
LSUOHCBWXCYLMG-UHFFFAOYSA-N ethyl 2-[2-[[4-(benzenesulfonyl)thiophen-2-yl]sulfonylamino]-1,3-thiazol-4-yl]acetate Chemical compound CCOC(=O)CC1=CSC(NS(=O)(=O)C=2SC=C(C=2)S(=O)(=O)C=2C=CC=CC=2)=N1 LSUOHCBWXCYLMG-UHFFFAOYSA-N 0.000 claims description 2
AXHPKOPJFWOGEG-UHFFFAOYSA-N ethyl 2-[2-[[4-(trifluoromethoxy)phenyl]sulfonylamino]-1,3-thiazol-4-yl]acetate Chemical compound CCOC(=O)CC1=CSC(NS(=O)(=O)C=2C=CC(OC(F)(F)F)=CC=2)=N1 AXHPKOPJFWOGEG-UHFFFAOYSA-N 0.000 claims description 2
IGKYRCNENBYGMB-UHFFFAOYSA-N ethyl 2-[2-[[5-(2-methylsulfanylpyrimidin-4-yl)thiophen-2-yl]sulfonylamino]-1,3-thiazol-4-yl]acetate Chemical compound CCOC(=O)CC1=CSC(NS(=O)(=O)C=2SC(=CC=2)C=2N=C(SC)N=CC=2)=N1 IGKYRCNENBYGMB-UHFFFAOYSA-N 0.000 claims description 2
MZTOQUINLWUTBG-UHFFFAOYSA-N ethyl 2-[2-[[5-(benzamidomethyl)thiophen-2-yl]sulfonylamino]-1,3-thiazol-4-yl]acetate Chemical compound CCOC(=O)CC1=CSC(NS(=O)(=O)C=2SC(CNC(=O)C=3C=CC=CC=3)=CC=2)=N1 MZTOQUINLWUTBG-UHFFFAOYSA-N 0.000 claims description 2
JPINMSJPGIZMAC-UHFFFAOYSA-N ethyl 2-[2-[[5-[1-methyl-5-(trifluoromethyl)pyrazol-3-yl]thiophen-2-yl]sulfonylamino]-1,3-thiazol-4-yl]acetate Chemical compound CCOC(=O)CC1=CSC(NS(=O)(=O)C=2SC(=CC=2)C2=NN(C)C(=C2)C(F)(F)F)=N1 JPINMSJPGIZMAC-UHFFFAOYSA-N 0.000 claims description 2
IEGXMLXVLNHQQR-UHFFFAOYSA-N ethyl 3-[2-[(3-chloro-2-methylphenyl)sulfonylamino]-1,3-thiazol-4-yl]propanoate Chemical compound CCOC(=O)CCC1=CSC(NS(=O)(=O)C=2C(=C(Cl)C=CC=2)C)=N1 IEGXMLXVLNHQQR-UHFFFAOYSA-N 0.000 claims description 2
125000001153 fluoro group Chemical group F* 0.000 claims description 2
125000005223 heteroarylcarbonyl group Chemical group 0.000 claims description 2
125000005368 heteroarylthio group Chemical group 0.000 claims description 2
150000004677 hydrates Chemical class 0.000 claims description 2
125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 claims description 2
125000002883 imidazolyl group Chemical group 0.000 claims description 2
POQSMNSPMDVTHU-UHFFFAOYSA-N methyl 2-[5-methyl-2-[(4-propylphenyl)sulfonylamino]-1,3-thiazol-4-yl]acetate Chemical compound C1=CC(CCC)=CC=C1S(=O)(=O)NC1=NC(CC(=O)OC)=C(C)S1 POQSMNSPMDVTHU-UHFFFAOYSA-N 0.000 claims description 2
125000000250 methylamino group Chemical group [H]N(*)C([H])([H])[H] 0.000 claims description 2
125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 claims description 2
KCIZIKWZFCENMB-UHFFFAOYSA-N n,n-di(propan-2-yl)-2-[2-[(2,4,6-trichlorophenyl)sulfonylamino]-1,3-thiazol-4-yl]acetamide Chemical compound CC(C)N(C(C)C)C(=O)CC1=CSC(NS(=O)(=O)C=2C(=CC(Cl)=CC=2Cl)Cl)=N1 KCIZIKWZFCENMB-UHFFFAOYSA-N 0.000 claims description 2
VYJPKJQHXPFNGR-UHFFFAOYSA-N n,n-diethyl-2-[2-[(4-propylphenyl)sulfonylamino]-1,3-thiazol-4-yl]acetamide Chemical compound C1=CC(CCC)=CC=C1S(=O)(=O)NC1=NC(CC(=O)N(CC)CC)=CS1 VYJPKJQHXPFNGR-UHFFFAOYSA-N 0.000 claims description 2
IERVETIQARVCNC-UHFFFAOYSA-N n-[2-[2-[(3-chloro-2-methylphenyl)sulfonylamino]-1,3-thiazol-4-yl]ethyl]acetamide Chemical compound CC(=O)NCCC1=CSC(NS(=O)(=O)C=2C(=C(Cl)C=CC=2)C)=N1 IERVETIQARVCNC-UHFFFAOYSA-N 0.000 claims description 2
IABWJYRLNHRIAD-UHFFFAOYSA-N n-[3-[4-[[4-(2-morpholin-4-yl-2-oxoethyl)-1,3-thiazol-2-yl]sulfamoyl]phenyl]phenyl]acetamide Chemical compound CC(=O)NC1=CC=CC(C=2C=CC(=CC=2)S(=O)(=O)NC=2SC=C(CC(=O)N3CCOCC3)N=2)=C1 IABWJYRLNHRIAD-UHFFFAOYSA-N 0.000 claims description 2
AWIAVOKXWLWHRF-UHFFFAOYSA-N n-[4-(2-aminoethyl)-1,3-thiazol-2-yl]-3-chloro-2-methylbenzenesulfonamide;hydrochloride Chemical compound Cl.CC1=C(Cl)C=CC=C1S(=O)(=O)NC1=NC(CCN)=CS1 AWIAVOKXWLWHRF-UHFFFAOYSA-N 0.000 claims description 2
HDGAICTWOOQDHI-UHFFFAOYSA-N n-[4-(2-azidoethyl)-1,3-thiazol-2-yl]-3-chloro-2-methylbenzenesulfonamide Chemical compound CC1=C(Cl)C=CC=C1S(=O)(=O)NC1=NC(CCN=[N+]=[N-])=CS1 HDGAICTWOOQDHI-UHFFFAOYSA-N 0.000 claims description 2
DIVHULOBFPKRPY-UHFFFAOYSA-N n-[4-(2-bromoethyl)-1,3-thiazol-2-yl]-3-chloro-2-methylbenzenesulfonamide Chemical compound CC1=C(Cl)C=CC=C1S(=O)(=O)NC1=NC(CCBr)=CS1 DIVHULOBFPKRPY-UHFFFAOYSA-N 0.000 claims description 2
HGKDCXUVCCYZOK-UHFFFAOYSA-N n-[4-(2-morpholin-4-yl-2-oxoethyl)-1,3-thiazol-2-yl]-4-(3-nitrophenyl)benzenesulfonamide Chemical compound [O-][N+](=O)C1=CC=CC(C=2C=CC(=CC=2)S(=O)(=O)NC=2SC=C(CC(=O)N3CCOCC3)N=2)=C1 HGKDCXUVCCYZOK-UHFFFAOYSA-N 0.000 claims description 2
OSKLWZDEGFSCDY-UHFFFAOYSA-N n-[4-(2-morpholin-4-yl-2-oxoethyl)-1,3-thiazol-2-yl]-4-(pyridin-3-ylmethylamino)benzenesulfonamide Chemical compound C1COCCN1C(=O)CC(N=1)=CSC=1NS(=O)(=O)C(C=C1)=CC=C1NCC1=CC=CN=C1 OSKLWZDEGFSCDY-UHFFFAOYSA-N 0.000 claims description 2
SNKHZWZVCPVFIJ-UHFFFAOYSA-N n-[4-(2-morpholin-4-yl-2-oxoethyl)-1,3-thiazol-2-yl]-4-(thiophen-2-ylmethylamino)benzenesulfonamide Chemical compound C1COCCN1C(=O)CC(N=1)=CSC=1NS(=O)(=O)C(C=C1)=CC=C1NCC1=CC=CS1 SNKHZWZVCPVFIJ-UHFFFAOYSA-N 0.000 claims description 2
YLRZGZIHQQPNCD-UHFFFAOYSA-N n-[4-(2-morpholin-4-yl-2-oxoethyl)-1,3-thiazol-2-yl]-4-thiophen-2-ylbenzenesulfonamide Chemical compound C1COCCN1C(=O)CC(N=1)=CSC=1NS(=O)(=O)C(C=C1)=CC=C1C1=CC=CS1 YLRZGZIHQQPNCD-UHFFFAOYSA-N 0.000 claims description 2
YVKCRYGFPBTSGK-UHFFFAOYSA-N n-[4-(2-morpholin-4-yl-2-oxoethyl)-1,3-thiazol-2-yl]-4-thiophen-3-ylbenzenesulfonamide Chemical compound C1COCCN1C(=O)CC(N=1)=CSC=1NS(=O)(=O)C(C=C1)=CC=C1C=1C=CSC=1 YVKCRYGFPBTSGK-UHFFFAOYSA-N 0.000 claims description 2
SMNHFSUWUBCFBM-UHFFFAOYSA-N n-benzyl-2-[2-[(3-chloro-2-methylphenyl)sulfonylamino]-1,3-thiazol-4-yl]-n-ethylacetamide Chemical compound C=1SC(NS(=O)(=O)C=2C(=C(Cl)C=CC=2)C)=NC=1CC(=O)N(CC)CC1=CC=CC=C1 SMNHFSUWUBCFBM-UHFFFAOYSA-N 0.000 claims description 2
230000003287 optical effect Effects 0.000 claims description 2
SFJGCXYXEFWEBK-UHFFFAOYSA-N oxazepine Chemical compound O1C=CC=CC=N1 SFJGCXYXEFWEBK-UHFFFAOYSA-N 0.000 claims description 2
125000003386 piperidinyl group Chemical group 0.000 claims description 2
125000004076 pyridyl group Chemical group 0.000 claims description 2
125000000719 pyrrolidinyl group Chemical group 0.000 claims description 2
125000004929 pyrrolidonyl group Chemical group N1(C(CCC1)=O)* 0.000 claims description 2
239000012453 solvate Substances 0.000 claims description 2
125000006296 sulfonyl amino group Chemical group [H]N(*)S(*)(=O)=O 0.000 claims description 2
125000004568 thiomorpholinyl group Chemical group 0.000 claims description 2
125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 2
125000001889 triflyl group Chemical group FC(F)(F)S(*)(=O)=O 0.000 claims description 2
125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 9
125000006700 (C1-C6) alkylthio group Chemical group 0.000 claims 1
NDOVLWQBFFJETK-UHFFFAOYSA-N 1,4-thiazinane 1,1-dioxide Chemical compound O=S1(=O)CCNCC1 NDOVLWQBFFJETK-UHFFFAOYSA-N 0.000 claims 1
FEYIHTAVPXMQEK-UHFFFAOYSA-N 2,4,6-trichloro-n-[4-(2-oxo-2-thiomorpholin-4-ylethyl)-1,3-thiazol-2-yl]benzenesulfonamide Chemical compound ClC1=CC(Cl)=CC(Cl)=C1S(=O)(=O)NC1=NC(CC(=O)N2CCSCC2)=CS1 FEYIHTAVPXMQEK-UHFFFAOYSA-N 0.000 claims 1
CGPRKKGTHPOISW-UHFFFAOYSA-N 2,4,6-trichloro-n-[4-[2-(3-oxomorpholin-4-yl)ethyl]-1,3-thiazol-2-yl]benzenesulfonamide Chemical compound ClC1=CC(Cl)=CC(Cl)=C1S(=O)(=O)NC1=NC(CCN2C(COCC2)=O)=CS1 CGPRKKGTHPOISW-UHFFFAOYSA-N 0.000 claims 1
UDSFXWYSYFILMF-UHFFFAOYSA-N 2,4,6-trichloro-n-[5-methyl-4-(2-morpholin-4-yl-2-oxoethyl)-1,3-thiazol-2-yl]benzenesulfonamide Chemical compound N=1C(CC(=O)N2CCOCC2)=C(C)SC=1NS(=O)(=O)C1=C(Cl)C=C(Cl)C=C1Cl UDSFXWYSYFILMF-UHFFFAOYSA-N 0.000 claims 1
NLRRMVIFHMHEGQ-UHFFFAOYSA-N 2,4-dichloro-6-methyl-n-[4-(2-morpholin-4-ylethyl)-1,3-thiazol-2-yl]benzenesulfonamide;hydrochloride Chemical compound Cl.CC1=CC(Cl)=CC(Cl)=C1S(=O)(=O)NC1=NC(CCN2CCOCC2)=CS1 NLRRMVIFHMHEGQ-UHFFFAOYSA-N 0.000 claims 1
OHWFDVUOIJVLGT-UHFFFAOYSA-N 2,4-dichloro-6-methyl-n-[4-(2-oxo-2-thiomorpholin-4-ylethyl)-1,3-thiazol-2-yl]benzenesulfonamide Chemical compound CC1=CC(Cl)=CC(Cl)=C1S(=O)(=O)NC1=NC(CC(=O)N2CCSCC2)=CS1 OHWFDVUOIJVLGT-UHFFFAOYSA-N 0.000 claims 1
OCKUKOAKTSTSHL-UHFFFAOYSA-N 2,4-dichloro-6-methyl-n-[4-[2-(3-oxomorpholin-4-yl)ethyl]-1,3-thiazol-2-yl]benzenesulfonamide Chemical compound CC1=CC(Cl)=CC(Cl)=C1S(=O)(=O)NC1=NC(CCN2C(COCC2)=O)=CS1 OCKUKOAKTSTSHL-UHFFFAOYSA-N 0.000 claims 1
VCZAXMJNUKICQT-UHFFFAOYSA-N 2,4-dichloro-6-methyl-n-[5-methyl-4-(2-morpholin-4-yl-2-oxoethyl)-1,3-thiazol-2-yl]benzenesulfonamide Chemical compound N=1C(CC(=O)N2CCOCC2)=C(C)SC=1NS(=O)(=O)C1=C(C)C=C(Cl)C=C1Cl VCZAXMJNUKICQT-UHFFFAOYSA-N 0.000 claims 1
DOTRAHDBXAHCSW-UHFFFAOYSA-N 2,4-dichloro-n-[4-(2-morpholin-4-ylethyl)-1,3-thiazol-2-yl]benzenesulfonamide;hydrochloride Chemical compound Cl.ClC1=CC(Cl)=CC=C1S(=O)(=O)NC1=NC(CCN2CCOCC2)=CS1 DOTRAHDBXAHCSW-UHFFFAOYSA-N 0.000 claims 1
WVSCPCGKOUHZLV-UHFFFAOYSA-N 2,4-dichloro-n-[4-[2-(4-methylpiperazin-1-yl)-2-oxoethyl]-1,3-thiazol-2-yl]benzenesulfonamide Chemical compound C1CN(C)CCN1C(=O)CC1=CSC(NS(=O)(=O)C=2C(=CC(Cl)=CC=2)Cl)=N1 WVSCPCGKOUHZLV-UHFFFAOYSA-N 0.000 claims 1
JMBAHDKUIHPACC-UHFFFAOYSA-N 2-[2-(benzenesulfonamido)-1,3-thiazol-4-yl]-n-(cyclohexylmethyl)acetamide Chemical compound C1CCCCC1CNC(=O)CC(N=1)=CSC=1NS(=O)(=O)C1=CC=CC=C1 JMBAHDKUIHPACC-UHFFFAOYSA-N 0.000 claims 1
JLAXYEKZOBHMQD-UHFFFAOYSA-N 2-[2-(naphthalen-1-ylsulfonylamino)-1,3-thiazol-4-yl]-n-propan-2-ylacetamide Chemical compound CC(C)NC(=O)CC1=CSC(NS(=O)(=O)C=2C3=CC=CC=C3C=CC=2)=N1 JLAXYEKZOBHMQD-UHFFFAOYSA-N 0.000 claims 1
JZBMRTMNGYNDHZ-UHFFFAOYSA-N 2-[2-[(2,4-dichloro-6-methylphenyl)sulfonylamino]-1,3-thiazol-4-yl]-n,n-di(propan-2-yl)acetamide Chemical compound CC(C)N(C(C)C)C(=O)CC1=CSC(NS(=O)(=O)C=2C(=CC(Cl)=CC=2C)Cl)=N1 JZBMRTMNGYNDHZ-UHFFFAOYSA-N 0.000 claims 1
WSKHSWHWEKUKCK-UHFFFAOYSA-N 2-[2-[(2,4-dichloro-6-methylphenyl)sulfonylamino]-1,3-thiazol-4-yl]-n,n-diethylacetamide Chemical compound CCN(CC)C(=O)CC1=CSC(NS(=O)(=O)C=2C(=CC(Cl)=CC=2C)Cl)=N1 WSKHSWHWEKUKCK-UHFFFAOYSA-N 0.000 claims 1
RBJALPGWPKFZJQ-UHFFFAOYSA-N 2-[2-[(2,4-dichloro-6-methylphenyl)sulfonylamino]-1,3-thiazol-4-yl]-n-ethyl-n-methylacetamide Chemical compound CCN(C)C(=O)CC1=CSC(NS(=O)(=O)C=2C(=CC(Cl)=CC=2C)Cl)=N1 RBJALPGWPKFZJQ-UHFFFAOYSA-N 0.000 claims 1
JBKXGULGNQEDPS-UHFFFAOYSA-N 2-[2-[(2,4-difluorophenyl)sulfonylamino]-1,3-thiazol-4-yl]-n-ethylacetamide Chemical compound CCNC(=O)CC1=CSC(NS(=O)(=O)C=2C(=CC(F)=CC=2)F)=N1 JBKXGULGNQEDPS-UHFFFAOYSA-N 0.000 claims 1
WYWISWQMNVHCCM-UHFFFAOYSA-N 2-[2-[(2,5-dichlorothiophen-3-yl)sulfonylamino]-1,3-thiazol-4-yl]-n-methylacetamide Chemical compound CNC(=O)CC1=CSC(NS(=O)(=O)C2=C(SC(Cl)=C2)Cl)=N1 WYWISWQMNVHCCM-UHFFFAOYSA-N 0.000 claims 1
OQUSPHXWLUOJKV-UHFFFAOYSA-N 2-[2-[(3-chloro-2-methylphenyl)sulfonylamino]-1,3-thiazol-4-yl]-n,n-di(propan-2-yl)acetamide Chemical compound CC(C)N(C(C)C)C(=O)CC1=CSC(NS(=O)(=O)C=2C(=C(Cl)C=CC=2)C)=N1 OQUSPHXWLUOJKV-UHFFFAOYSA-N 0.000 claims 1
PNFMZAHWOASGJC-UHFFFAOYSA-N 2-[2-[(3-chloro-2-methylphenyl)sulfonylamino]-1,3-thiazol-4-yl]-n,n-diethylacetamide Chemical compound CCN(CC)C(=O)CC1=CSC(NS(=O)(=O)C=2C(=C(Cl)C=CC=2)C)=N1 PNFMZAHWOASGJC-UHFFFAOYSA-N 0.000 claims 1
NKUJXDCGXSYHFM-UHFFFAOYSA-N 2-[2-[(3-chloro-2-methylphenyl)sulfonylamino]-1,3-thiazol-4-yl]-n,n-dimethylacetamide Chemical compound CN(C)C(=O)CC1=CSC(NS(=O)(=O)C=2C(=C(Cl)C=CC=2)C)=N1 NKUJXDCGXSYHFM-UHFFFAOYSA-N 0.000 claims 1
NSBLVGFETONCLJ-UHFFFAOYSA-N 2-[2-[(3-chloro-2-methylphenyl)sulfonylamino]-1,3-thiazol-4-yl]-n-ethyl-n-methylacetamide Chemical compound CCN(C)C(=O)CC1=CSC(NS(=O)(=O)C=2C(=C(Cl)C=CC=2)C)=N1 NSBLVGFETONCLJ-UHFFFAOYSA-N 0.000 claims 1
MWLVRQCUVOUIBF-UHFFFAOYSA-N 2-[2-[(3-chloro-2-methylphenyl)sulfonylamino]-1,3-thiazol-4-yl]-n-ethylacetamide Chemical compound CCNC(=O)CC1=CSC(NS(=O)(=O)C=2C(=C(Cl)C=CC=2)C)=N1 MWLVRQCUVOUIBF-UHFFFAOYSA-N 0.000 claims 1
RVGOYEWLPWEFCI-UHFFFAOYSA-N 2-[2-[(3-chloro-2-methylphenyl)sulfonylamino]-1,3-thiazol-4-yl]-n-methoxy-n-methylacetamide Chemical compound CON(C)C(=O)CC1=CSC(NS(=O)(=O)C=2C(=C(Cl)C=CC=2)C)=N1 RVGOYEWLPWEFCI-UHFFFAOYSA-N 0.000 claims 1
RPZCXMXPXXVKKM-UHFFFAOYSA-N 2-[2-[(3-chloro-2-methylphenyl)sulfonylamino]-1,3-thiazol-4-yl]-n-methyl-n-phenylacetamide Chemical compound C=1C=CC=CC=1N(C)C(=O)CC(N=1)=CSC=1NS(=O)(=O)C1=CC=CC(Cl)=C1C RPZCXMXPXXVKKM-UHFFFAOYSA-N 0.000 claims 1
NSIMZMOFHFLYCX-UHFFFAOYSA-N 2-[2-[(3-chloro-2-methylphenyl)sulfonylamino]-1,3-thiazol-4-yl]-n-methyl-n-propan-2-ylacetamide Chemical compound CC(C)N(C)C(=O)CC1=CSC(NS(=O)(=O)C=2C(=C(Cl)C=CC=2)C)=N1 NSIMZMOFHFLYCX-UHFFFAOYSA-N 0.000 claims 1
HCVDPOLLLJHUPC-UHFFFAOYSA-N 2-[2-[(3-chloro-2-methylphenyl)sulfonylamino]-1,3-thiazol-4-yl]-n-methylacetamide Chemical compound CNC(=O)CC1=CSC(NS(=O)(=O)C=2C(=C(Cl)C=CC=2)C)=N1 HCVDPOLLLJHUPC-UHFFFAOYSA-N 0.000 claims 1
ZFZSPBPBECULLJ-UHFFFAOYSA-N 2-[2-[(3-chloro-2-methylphenyl)sulfonylamino]-1,3-thiazol-4-yl]-n-phenylacetamide Chemical compound CC1=C(Cl)C=CC=C1S(=O)(=O)NC1=NC(CC(=O)NC=2C=CC=CC=2)=CS1 ZFZSPBPBECULLJ-UHFFFAOYSA-N 0.000 claims 1
PBNMKZXABHYGGL-UHFFFAOYSA-N 2-[2-[(3-chloro-2-methylphenyl)sulfonylamino]-1,3-thiazol-4-yl]acetamide Chemical compound CC1=C(Cl)C=CC=C1S(=O)(=O)NC1=NC(CC(N)=O)=CS1 PBNMKZXABHYGGL-UHFFFAOYSA-N 0.000 claims 1
WBXQHDLZILRZTA-UHFFFAOYSA-N 2-[2-[(3-chloro-2-methylphenyl)sulfonylamino]-1,3-thiazol-4-yl]ethyl 2-methylpropanoate Chemical compound CC(C)C(=O)OCCC1=CSC(NS(=O)(=O)C=2C(=C(Cl)C=CC=2)C)=N1 WBXQHDLZILRZTA-UHFFFAOYSA-N 0.000 claims 1
YJJNYKUVWNSKQE-UHFFFAOYSA-N 2-[2-[(3-chloro-2-methylphenyl)sulfonylamino]-1,3-thiazol-4-yl]ethyl acetate Chemical compound CC(=O)OCCC1=CSC(NS(=O)(=O)C=2C(=C(Cl)C=CC=2)C)=N1 YJJNYKUVWNSKQE-UHFFFAOYSA-N 0.000 claims 1
HBSWMTRBCJGKNK-UHFFFAOYSA-N 2-[2-[(3-chloro-2-methylphenyl)sulfonylamino]-1,3-thiazol-4-yl]ethyl benzoate Chemical compound CC1=C(Cl)C=CC=C1S(=O)(=O)NC1=NC(CCOC(=O)C=2C=CC=CC=2)=CS1 HBSWMTRBCJGKNK-UHFFFAOYSA-N 0.000 claims 1
VYZWVMVWGHXNGP-UHFFFAOYSA-N 2-[2-[(3-chloro-2-methylphenyl)sulfonylamino]-1,3-thiazol-4-yl]ethyl methanesulfonate Chemical compound CC1=C(Cl)C=CC=C1S(=O)(=O)NC1=NC(CCOS(C)(=O)=O)=CS1 VYZWVMVWGHXNGP-UHFFFAOYSA-N 0.000 claims 1
CFFAUMQTHWNDOK-UHFFFAOYSA-N 2-[2-[(3-chloro-2-methylphenyl)sulfonylamino]-1,3-thiazol-4-yl]ethyl morpholine-4-carboxylate Chemical compound CC1=C(Cl)C=CC=C1S(=O)(=O)NC1=NC(CCOC(=O)N2CCOCC2)=CS1 CFFAUMQTHWNDOK-UHFFFAOYSA-N 0.000 claims 1
NUSJTMYRJVRWGH-UHFFFAOYSA-N 2-[2-[(3-chloro-2-methylphenyl)sulfonylamino]-1,3-thiazol-4-yl]ethyl n-ethylcarbamate Chemical compound CCNC(=O)OCCC1=CSC(NS(=O)(=O)C=2C(=C(Cl)C=CC=2)C)=N1 NUSJTMYRJVRWGH-UHFFFAOYSA-N 0.000 claims 1
VKMTYZOUAYGZLK-UHFFFAOYSA-N 2-[2-[(3-chloro-2-methylphenyl)sulfonylamino]-1,3-thiazol-4-yl]ethyl propanoate Chemical compound CCC(=O)OCCC1=CSC(NS(=O)(=O)C=2C(=C(Cl)C=CC=2)C)=N1 VKMTYZOUAYGZLK-UHFFFAOYSA-N 0.000 claims 1
KIYPUUWMSLECQJ-UHFFFAOYSA-N 2-[2-[(4-chlorophenyl)sulfonylamino]-1,3-thiazol-4-yl]-n-(furan-2-ylmethyl)acetamide Chemical compound C1=CC(Cl)=CC=C1S(=O)(=O)NC1=NC(CC(=O)NCC=2OC=CC=2)=CS1 KIYPUUWMSLECQJ-UHFFFAOYSA-N 0.000 claims 1
OEUIPTZTKZPHFU-UHFFFAOYSA-N 2-[2-[(4-phenylphenyl)sulfonylamino]-1,3-thiazol-4-yl]-n,n-di(propan-2-yl)acetamide Chemical compound CC(C)N(C(C)C)C(=O)CC1=CSC(NS(=O)(=O)C=2C=CC(=CC=2)C=2C=CC=CC=2)=N1 OEUIPTZTKZPHFU-UHFFFAOYSA-N 0.000 claims 1
LUYHJLGAOMXVJE-UHFFFAOYSA-N 2-chloro-5-[[4-(2-ethoxy-2-oxoethyl)-1,3-thiazol-2-yl]sulfamoyl]-4-fluorobenzoic acid Chemical compound CCOC(=O)CC1=CSC(NS(=O)(=O)C=2C(=CC(Cl)=C(C(O)=O)C=2)F)=N1 LUYHJLGAOMXVJE-UHFFFAOYSA-N 0.000 claims 1
YWCBGZLJKFQWCX-UHFFFAOYSA-N 2-methyl-n-[4-[2-(4-methylpiperazin-1-yl)-2-oxoethyl]-1,3-thiazol-2-yl]-4-(trifluoromethoxy)benzenesulfonamide Chemical compound C1CN(C)CCN1C(=O)CC1=CSC(NS(=O)(=O)C=2C(=CC(OC(F)(F)F)=CC=2)C)=N1 YWCBGZLJKFQWCX-UHFFFAOYSA-N 0.000 claims 1
RQENMSXJKNRXFR-UHFFFAOYSA-N 3-chloro-2-methyl-n-[4-(2-morpholin-4-ylethyl)-1,3-thiazol-2-yl]benzenesulfonamide;hydrochloride Chemical compound Cl.CC1=C(Cl)C=CC=C1S(=O)(=O)NC1=NC(CCN2CCOCC2)=CS1 RQENMSXJKNRXFR-UHFFFAOYSA-N 0.000 claims 1
SBMGFUZZILGLEQ-UHFFFAOYSA-N 3-chloro-2-methyl-n-[4-(2-oxo-2-pyrrolidin-1-ylethyl)-1,3-thiazol-2-yl]benzenesulfonamide Chemical compound CC1=C(Cl)C=CC=C1S(=O)(=O)NC1=NC(CC(=O)N2CCCC2)=CS1 SBMGFUZZILGLEQ-UHFFFAOYSA-N 0.000 claims 1
PNOHBAWJVWEEEW-UHFFFAOYSA-N 3-chloro-2-methyl-n-[4-(2-oxo-2-thiomorpholin-4-ylethyl)-1,3-thiazol-2-yl]benzenesulfonamide Chemical compound CC1=C(Cl)C=CC=C1S(=O)(=O)NC1=NC(CC(=O)N2CCSCC2)=CS1 PNOHBAWJVWEEEW-UHFFFAOYSA-N 0.000 claims 1
PCURMNYHJKIXIK-UHFFFAOYSA-N 3-chloro-2-methyl-n-[4-(2-phenylmethoxyethyl)-1,3-thiazol-2-yl]benzenesulfonamide Chemical compound CC1=C(Cl)C=CC=C1S(=O)(=O)NC1=NC(CCOCC=2C=CC=CC=2)=CS1 PCURMNYHJKIXIK-UHFFFAOYSA-N 0.000 claims 1
FEBDOOGGNQMLEA-UHFFFAOYSA-N 3-chloro-2-methyl-n-[4-(2-pyridin-2-ylsulfanylethyl)-1,3-thiazol-2-yl]benzenesulfonamide Chemical compound CC1=C(Cl)C=CC=C1S(=O)(=O)NC1=NC(CCSC=2N=CC=CC=2)=CS1 FEBDOOGGNQMLEA-UHFFFAOYSA-N 0.000 claims 1
GOOHJWXSYSIJCN-UHFFFAOYSA-N 3-chloro-2-methyl-n-[4-(2-pyridin-3-yloxyethyl)-1,3-thiazol-2-yl]benzenesulfonamide Chemical compound CC1=C(Cl)C=CC=C1S(=O)(=O)NC1=NC(CCOC=2C=NC=CC=2)=CS1 GOOHJWXSYSIJCN-UHFFFAOYSA-N 0.000 claims 1
SKFUKFDKZSDFRR-UHFFFAOYSA-N 3-chloro-2-methyl-n-[4-[(5-methyl-1,3,4-oxadiazol-2-yl)methyl]-1,3-thiazol-2-yl]benzenesulfonamide Chemical compound O1C(C)=NN=C1CC1=CSC(NS(=O)(=O)C=2C(=C(Cl)C=CC=2)C)=N1 SKFUKFDKZSDFRR-UHFFFAOYSA-N 0.000 claims 1
UZLWJPBUKCZYIM-UHFFFAOYSA-N 3-chloro-2-methyl-n-[4-[2-(2,2,2-trifluoroethoxy)ethyl]-1,3-thiazol-2-yl]benzenesulfonamide Chemical compound CC1=C(Cl)C=CC=C1S(=O)(=O)NC1=NC(CCOCC(F)(F)F)=CS1 UZLWJPBUKCZYIM-UHFFFAOYSA-N 0.000 claims 1
WZFZJEPHYDDFCT-UHFFFAOYSA-N 3-chloro-2-methyl-n-[4-[2-(3-oxomorpholin-4-yl)ethyl]-1,3-thiazol-2-yl]benzenesulfonamide Chemical compound CC1=C(Cl)C=CC=C1S(=O)(=O)NC1=NC(CCN2C(COCC2)=O)=CS1 WZFZJEPHYDDFCT-UHFFFAOYSA-N 0.000 claims 1
OKCFHSSPFHFJMD-UHFFFAOYSA-N 3-chloro-2-methyl-n-[4-[2-(4-methyl-2-oxopiperazin-1-yl)ethyl]-1,3-thiazol-2-yl]benzenesulfonamide Chemical compound O=C1CN(C)CCN1CCC1=CSC(NS(=O)(=O)C=2C(=C(Cl)C=CC=2)C)=N1 OKCFHSSPFHFJMD-UHFFFAOYSA-N 0.000 claims 1
WZFHKKLPBJCDRS-UHFFFAOYSA-N 3-chloro-2-methyl-n-[4-[2-(4-methylpiperazin-1-yl)ethyl]-1,3-thiazol-2-yl]benzenesulfonamide;dihydrochloride Chemical compound Cl.Cl.C1CN(C)CCN1CCC1=CSC(NS(=O)(=O)C=2C(=C(Cl)C=CC=2)C)=N1 WZFHKKLPBJCDRS-UHFFFAOYSA-N 0.000 claims 1
VQQOVTXLJDVTLF-UHFFFAOYSA-N 3-chloro-2-methyl-n-[4-[2-(4-methylpiperazin-4-ium-1-yl)-2-oxoethyl]-1,3-thiazol-2-yl]benzenesulfonamide;chloride Chemical compound Cl.C1CN(C)CCN1C(=O)CC1=CSC(NS(=O)(=O)C=2C(=C(Cl)C=CC=2)C)=N1 VQQOVTXLJDVTLF-UHFFFAOYSA-N 0.000 claims 1
DWUNSAFRDBHZOU-STQMWFEESA-N 3-chloro-2-methyl-n-[4-[2-[(1s,4s)-2-oxa-5-azabicyclo[2.2.1]heptan-5-yl]-2-oxoethyl]-1,3-thiazol-2-yl]benzenesulfonamide Chemical compound C([C@]1(OC[C@]2([H])C1)[H])N2C(=O)CC(N=1)=CSC=1NS(=O)(=O)C1=CC=CC(Cl)=C1C DWUNSAFRDBHZOU-STQMWFEESA-N 0.000 claims 1
XRJYOOPROZMVTD-UHFFFAOYSA-N 3-chloro-2-methyl-n-[5-methyl-4-(2-morpholin-4-yl-2-oxoethyl)-1,3-thiazol-2-yl]benzenesulfonamide Chemical compound N=1C(CC(=O)N2CCOCC2)=C(C)SC=1NS(=O)(=O)C1=CC=CC(Cl)=C1C XRJYOOPROZMVTD-UHFFFAOYSA-N 0.000 claims 1
JOVCZOADHRKCLI-UHFFFAOYSA-N 3-chloro-n-[4-(2-methoxyethyl)-1,3-thiazol-2-yl]-2-methylbenzenesulfonamide Chemical compound COCCC1=CSC(NS(=O)(=O)C=2C(=C(Cl)C=CC=2)C)=N1 JOVCZOADHRKCLI-UHFFFAOYSA-N 0.000 claims 1
IBCZFVVJSBMGBI-UHFFFAOYSA-N 3-chloro-n-[4-[2-(2-hydroxyethylamino)ethyl]-1,3-thiazol-2-yl]-2-methylbenzenesulfonamide Chemical compound CC1=C(Cl)C=CC=C1S(=O)(=O)NC1=NC(CCNCCO)=CS1 IBCZFVVJSBMGBI-UHFFFAOYSA-N 0.000 claims 1
XXJRBYRRYDXBAK-UHFFFAOYSA-N 3-chloro-n-[4-[2-(3,4-dihydro-1h-isoquinolin-2-yl)-2-oxoethyl]-1,3-thiazol-2-yl]-2-methylbenzenesulfonamide Chemical compound CC1=C(Cl)C=CC=C1S(=O)(=O)NC1=NC(CC(=O)N2CC3=CC=CC=C3CC2)=CS1 XXJRBYRRYDXBAK-UHFFFAOYSA-N 0.000 claims 1
IKWXQEULPZNLEH-UHFFFAOYSA-N 3-chloro-n-[4-[2-(methanesulfonamido)ethyl]-1,3-thiazol-2-yl]-2-methylbenzenesulfonamide Chemical compound CC1=C(Cl)C=CC=C1S(=O)(=O)NC1=NC(CCNS(C)(=O)=O)=CS1 IKWXQEULPZNLEH-UHFFFAOYSA-N 0.000 claims 1
CUVAORAJJTXNTP-GFCCVEGCSA-N 3-chloro-n-[4-[2-[(2r)-2,4-dimethylpiperazin-1-yl]-2-oxoethyl]-1,3-thiazol-2-yl]-2-methylbenzenesulfonamide Chemical compound C[C@@H]1CN(C)CCN1C(=O)CC1=CSC(NS(=O)(=O)C=2C(=C(Cl)C=CC=2)C)=N1 CUVAORAJJTXNTP-GFCCVEGCSA-N 0.000 claims 1
KUXWEFJHUYNBNN-TXEJJXNPSA-N 3-chloro-n-[4-[2-[(2r,6s)-2,6-dimethylmorpholin-4-yl]-2-oxoethyl]-1,3-thiazol-2-yl]-2-methylbenzenesulfonamide Chemical compound C1[C@@H](C)O[C@@H](C)CN1C(=O)CC1=CSC(NS(=O)(=O)C=2C(=C(Cl)C=CC=2)C)=N1 KUXWEFJHUYNBNN-TXEJJXNPSA-N 0.000 claims 1
BZFCCDBKOGHSPH-UHFFFAOYSA-N 3-fluoro-n-[4-[2-(3-oxomorpholin-4-yl)ethyl]-1,3-thiazol-2-yl]benzenesulfonamide Chemical compound FC1=CC=CC(S(=O)(=O)NC=2SC=C(CCN3C(COCC3)=O)N=2)=C1 BZFCCDBKOGHSPH-UHFFFAOYSA-N 0.000 claims 1
DZOVJGIRFXTALH-UHFFFAOYSA-N 4,5-dichloro-n-[4-[2-(3-oxomorpholin-4-yl)ethyl]-1,3-thiazol-2-yl]thiophene-2-sulfonamide Chemical compound S1C(Cl)=C(Cl)C=C1S(=O)(=O)NC1=NC(CCN2C(COCC2)=O)=CS1 DZOVJGIRFXTALH-UHFFFAOYSA-N 0.000 claims 1
QKLDLIUPDVKUJI-UHFFFAOYSA-N 4-(1,3-benzodioxol-5-yl)-n-[4-(2-morpholin-4-yl-2-oxoethyl)-1,3-thiazol-2-yl]benzenesulfonamide Chemical compound C=1SC(NS(=O)(=O)C=2C=CC(=CC=2)C=2C=C3OCOC3=CC=2)=NC=1CC(=O)N1CCOCC1 QKLDLIUPDVKUJI-UHFFFAOYSA-N 0.000 claims 1
RUTGRVOKCXTIRW-UHFFFAOYSA-N 4-(3,4-dichlorophenyl)-n-[4-(2-morpholin-4-yl-2-oxoethyl)-1,3-thiazol-2-yl]benzenesulfonamide Chemical compound C1=C(Cl)C(Cl)=CC=C1C1=CC=C(S(=O)(=O)NC=2SC=C(CC(=O)N3CCOCC3)N=2)C=C1 RUTGRVOKCXTIRW-UHFFFAOYSA-N 0.000 claims 1
PAAPGSDIHVKHJA-UHFFFAOYSA-N 4-(3-acetylphenyl)-n-[4-(2-morpholin-4-yl-2-oxoethyl)-1,3-thiazol-2-yl]benzenesulfonamide Chemical compound CC(=O)C1=CC=CC(C=2C=CC(=CC=2)S(=O)(=O)NC=2SC=C(CC(=O)N3CCOCC3)N=2)=C1 PAAPGSDIHVKHJA-UHFFFAOYSA-N 0.000 claims 1
VCPRDRUUVHTPGZ-UHFFFAOYSA-N 4-(4-chlorophenyl)-n-[4-(2-morpholin-4-yl-2-oxoethyl)-1,3-thiazol-2-yl]benzenesulfonamide Chemical compound C1=CC(Cl)=CC=C1C1=CC=C(S(=O)(=O)NC=2SC=C(CC(=O)N3CCOCC3)N=2)C=C1 VCPRDRUUVHTPGZ-UHFFFAOYSA-N 0.000 claims 1
QJQRNQNWXNMGTG-UHFFFAOYSA-N 4-(4-methylpiperazin-1-yl)-n-[4-(2-morpholin-4-yl-2-oxoethyl)-1,3-thiazol-2-yl]benzenesulfonamide Chemical compound C1CN(C)CCN1C1=CC=C(S(=O)(=O)NC=2SC=C(CC(=O)N3CCOCC3)N=2)C=C1 QJQRNQNWXNMGTG-UHFFFAOYSA-N 0.000 claims 1
TZNDCHUGTISBJP-UHFFFAOYSA-N 4-(5-chlorothiophen-2-yl)-n-[4-(2-morpholin-4-yl-2-oxoethyl)-1,3-thiazol-2-yl]benzenesulfonamide Chemical compound S1C(Cl)=CC=C1C1=CC=C(S(=O)(=O)NC=2SC=C(CC(=O)N3CCOCC3)N=2)C=C1 TZNDCHUGTISBJP-UHFFFAOYSA-N 0.000 claims 1
VMFMBWQDDIDDNU-UHFFFAOYSA-N 4-(5-fluoro-2-methoxyphenyl)-n-[4-(2-morpholin-4-yl-2-oxoethyl)-1,3-thiazol-2-yl]benzenesulfonamide Chemical compound COC1=CC=C(F)C=C1C1=CC=C(S(=O)(=O)NC=2SC=C(CC(=O)N3CCOCC3)N=2)C=C1 VMFMBWQDDIDDNU-UHFFFAOYSA-N 0.000 claims 1
SXFRVZFEFYQRTN-UHFFFAOYSA-N 4-(5-methylthiophen-2-yl)-n-[4-(2-morpholin-4-yl-2-oxoethyl)-1,3-thiazol-2-yl]benzenesulfonamide Chemical compound S1C(C)=CC=C1C1=CC=C(S(=O)(=O)NC=2SC=C(CC(=O)N3CCOCC3)N=2)C=C1 SXFRVZFEFYQRTN-UHFFFAOYSA-N 0.000 claims 1
NGHRCUNMYJHQKD-UHFFFAOYSA-N 4-(furan-2-yl)-n-[4-(2-morpholin-4-yl-2-oxoethyl)-1,3-thiazol-2-yl]benzenesulfonamide Chemical compound C1COCCN1C(=O)CC(N=1)=CSC=1NS(=O)(=O)C(C=C1)=CC=C1C1=CC=CO1 NGHRCUNMYJHQKD-UHFFFAOYSA-N 0.000 claims 1
ZXBXNYWGPIFHCW-UHFFFAOYSA-N 4-chloro-n-[4-[2-(diethylamino)ethyl]-1,3-thiazol-2-yl]benzenesulfonamide;hydrochloride Chemical compound Cl.CCN(CC)CCC1=CSC(NS(=O)(=O)C=2C=CC(Cl)=CC=2)=N1 ZXBXNYWGPIFHCW-UHFFFAOYSA-N 0.000 claims 1
NHXSTXWKZVAVOQ-UHFFFAOYSA-N Ethyl furoate Chemical compound CCOC(=O)C1=CC=CO1 NHXSTXWKZVAVOQ-UHFFFAOYSA-N 0.000 claims 1
IJNMHHJKXLKFJT-UHFFFAOYSA-N ethyl 2-[2-(benzenesulfonamido)-1,3-thiazol-4-yl]acetate Chemical compound CCOC(=O)CC1=CSC(NS(=O)(=O)C=2C=CC=CC=2)=N1 IJNMHHJKXLKFJT-UHFFFAOYSA-N 0.000 claims 1
JJWLUBGKRMKXNK-UHFFFAOYSA-N ethyl 2-[2-(naphthalen-2-ylsulfonylamino)-1,3-thiazol-4-yl]acetate Chemical compound CCOC(=O)CC1=CSC(NS(=O)(=O)C=2C=C3C=CC=CC3=CC=2)=N1 JJWLUBGKRMKXNK-UHFFFAOYSA-N 0.000 claims 1
JVAFXOOYGZUHAM-UHFFFAOYSA-N ethyl 2-[2-(quinolin-8-ylsulfonylamino)-1,3-thiazol-4-yl]acetate Chemical compound CCOC(=O)CC1=CSC(NS(=O)(=O)C=2C3=NC=CC=C3C=CC=2)=N1 JVAFXOOYGZUHAM-UHFFFAOYSA-N 0.000 claims 1
CAAGINURIJZJFA-UHFFFAOYSA-N ethyl 2-[2-[(1-methylimidazol-4-yl)sulfonylamino]-1,3-thiazol-4-yl]acetate Chemical compound CCOC(=O)CC1=CSC(NS(=O)(=O)C=2N=CN(C)C=2)=N1 CAAGINURIJZJFA-UHFFFAOYSA-N 0.000 claims 1
YVDPHJVUTMGFBK-UHFFFAOYSA-N ethyl 2-[2-[(2,4,6-trichlorophenyl)sulfonylamino]-1,3-thiazol-4-yl]acetate Chemical compound CCOC(=O)CC1=CSC(NS(=O)(=O)C=2C(=CC(Cl)=CC=2Cl)Cl)=N1 YVDPHJVUTMGFBK-UHFFFAOYSA-N 0.000 claims 1
XTSPBSIOOVDLFL-UHFFFAOYSA-N ethyl 2-[2-[(2,4,6-trifluorophenyl)sulfonylamino]-1,3-thiazol-4-yl]acetate Chemical compound CCOC(=O)CC1=CSC(NS(=O)(=O)C=2C(=CC(F)=CC=2F)F)=N1 XTSPBSIOOVDLFL-UHFFFAOYSA-N 0.000 claims 1
PWVFWMRVAJPZQZ-UHFFFAOYSA-N ethyl 2-[2-[(2,4,6-trimethylphenyl)sulfonylamino]-1,3-thiazol-4-yl]acetate Chemical compound CCOC(=O)CC1=CSC(NS(=O)(=O)C=2C(=CC(C)=CC=2C)C)=N1 PWVFWMRVAJPZQZ-UHFFFAOYSA-N 0.000 claims 1
RXLDVKZBTUCMEB-UHFFFAOYSA-N ethyl 2-[2-[(2,4-dichloro-6-methylphenyl)sulfonylamino]-1,3-thiazol-4-yl]acetate Chemical compound CCOC(=O)CC1=CSC(NS(=O)(=O)C=2C(=CC(Cl)=CC=2C)Cl)=N1 RXLDVKZBTUCMEB-UHFFFAOYSA-N 0.000 claims 1
AZFIPTGNCDPGCH-UHFFFAOYSA-N ethyl 2-[2-[(2,4-dichlorophenyl)sulfonylamino]-1,3-thiazol-4-yl]acetate Chemical compound CCOC(=O)CC1=CSC(NS(=O)(=O)C=2C(=CC(Cl)=CC=2)Cl)=N1 AZFIPTGNCDPGCH-UHFFFAOYSA-N 0.000 claims 1
OEECZQVLXUNUQW-UHFFFAOYSA-N ethyl 2-[2-[(2,5-dichlorothiophen-3-yl)sulfonylamino]-1,3-thiazol-4-yl]acetate Chemical compound CCOC(=O)CC1=CSC(NS(=O)(=O)C2=C(SC(Cl)=C2)Cl)=N1 OEECZQVLXUNUQW-UHFFFAOYSA-N 0.000 claims 1
FCKASCFOIWCCQJ-UHFFFAOYSA-N ethyl 2-[2-[(2,5-dimethoxyphenyl)sulfonylamino]-1,3-thiazol-4-yl]acetate Chemical compound CCOC(=O)CC1=CSC(NS(=O)(=O)C=2C(=CC=C(OC)C=2)OC)=N1 FCKASCFOIWCCQJ-UHFFFAOYSA-N 0.000 claims 1
FIUOJUMQXLUVOT-UHFFFAOYSA-N ethyl 2-[2-[(2-chloro-4-fluorophenyl)sulfonylamino]-1,3-thiazol-4-yl]acetate Chemical compound CCOC(=O)CC1=CSC(NS(=O)(=O)C=2C(=CC(F)=CC=2)Cl)=N1 FIUOJUMQXLUVOT-UHFFFAOYSA-N 0.000 claims 1
IWJABBCLSCEYRG-UHFFFAOYSA-N ethyl 2-[2-[(2-methylphenyl)sulfonylamino]-1,3-thiazol-4-yl]acetate Chemical compound CCOC(=O)CC1=CSC(NS(=O)(=O)C=2C(=CC=CC=2)C)=N1 IWJABBCLSCEYRG-UHFFFAOYSA-N 0.000 claims 1
ZCNWUMGMIAXUQD-UHFFFAOYSA-N ethyl 2-[2-[(2-nitrophenyl)sulfonylamino]-1,3-thiazol-4-yl]acetate Chemical compound CCOC(=O)CC1=CSC(NS(=O)(=O)C=2C(=CC=CC=2)[N+]([O-])=O)=N1 ZCNWUMGMIAXUQD-UHFFFAOYSA-N 0.000 claims 1
HLIXWSCWOHFWJI-UHFFFAOYSA-N ethyl 2-[2-[(3,4-dichlorophenyl)sulfonylamino]-1,3-thiazol-4-yl]acetate Chemical compound CCOC(=O)CC1=CSC(NS(=O)(=O)C=2C=C(Cl)C(Cl)=CC=2)=N1 HLIXWSCWOHFWJI-UHFFFAOYSA-N 0.000 claims 1
PFPFBIQZBIPXNF-UHFFFAOYSA-N ethyl 2-[2-[(3,4-dimethoxyphenyl)sulfonylamino]-1,3-thiazol-4-yl]acetate Chemical compound CCOC(=O)CC1=CSC(NS(=O)(=O)C=2C=C(OC)C(OC)=CC=2)=N1 PFPFBIQZBIPXNF-UHFFFAOYSA-N 0.000 claims 1
XJVXNSMNVRSDPC-UHFFFAOYSA-N ethyl 2-[2-[(3,5-dichlorophenyl)sulfonylamino]-1,3-thiazol-4-yl]acetate Chemical compound CCOC(=O)CC1=CSC(NS(=O)(=O)C=2C=C(Cl)C=C(Cl)C=2)=N1 XJVXNSMNVRSDPC-UHFFFAOYSA-N 0.000 claims 1
PDEKOPUOMNHLQP-UHFFFAOYSA-N ethyl 2-[2-[(3-bromo-5-chlorothiophen-2-yl)sulfonylamino]-1,3-thiazol-4-yl]acetate Chemical compound CCOC(=O)CC1=CSC(NS(=O)(=O)C2=C(C=C(Cl)S2)Br)=N1 PDEKOPUOMNHLQP-UHFFFAOYSA-N 0.000 claims 1
ZTCSTONMUHDFKJ-UHFFFAOYSA-N ethyl 2-[2-[(3-bromophenyl)sulfonylamino]-1,3-thiazol-4-yl]acetate Chemical compound CCOC(=O)CC1=CSC(NS(=O)(=O)C=2C=C(Br)C=CC=2)=N1 ZTCSTONMUHDFKJ-UHFFFAOYSA-N 0.000 claims 1
GIDZENNFVLMYKK-UHFFFAOYSA-N ethyl 2-[2-[(3-nitrophenyl)sulfonylamino]-1,3-thiazol-4-yl]acetate Chemical compound CCOC(=O)CC1=CSC(NS(=O)(=O)C=2C=C(C=CC=2)[N+]([O-])=O)=N1 GIDZENNFVLMYKK-UHFFFAOYSA-N 0.000 claims 1
UHAQMGZZUVKJHH-UHFFFAOYSA-N ethyl 2-[2-[(4-acetamido-3-chlorophenyl)sulfonylamino]-1,3-thiazol-4-yl]acetate Chemical compound CCOC(=O)CC1=CSC(NS(=O)(=O)C=2C=C(Cl)C(NC(C)=O)=CC=2)=N1 UHAQMGZZUVKJHH-UHFFFAOYSA-N 0.000 claims 1
CWRLDLCBUSKDDE-UHFFFAOYSA-N ethyl 2-[2-[(4-bromo-2-methylphenyl)sulfonylamino]-1,3-thiazol-4-yl]acetate Chemical compound CCOC(=O)CC1=CSC(NS(=O)(=O)C=2C(=CC(Br)=CC=2)C)=N1 CWRLDLCBUSKDDE-UHFFFAOYSA-N 0.000 claims 1
PGUXTMPTPRTMHK-UHFFFAOYSA-N ethyl 2-[2-[(4-bromophenyl)sulfonylamino]-1,3-thiazol-4-yl]acetate Chemical compound CCOC(=O)CC1=CSC(NS(=O)(=O)C=2C=CC(Br)=CC=2)=N1 PGUXTMPTPRTMHK-UHFFFAOYSA-N 0.000 claims 1
KKXBMETYIBLJLL-UHFFFAOYSA-N ethyl 2-[2-[(4-butoxyphenyl)sulfonylamino]-1,3-thiazol-4-yl]acetate Chemical compound C1=CC(OCCCC)=CC=C1S(=O)(=O)NC1=NC(CC(=O)OCC)=CS1 KKXBMETYIBLJLL-UHFFFAOYSA-N 0.000 claims 1
AAWVIKWDCOANTH-UHFFFAOYSA-N ethyl 2-[2-[(4-chloro-2-methylphenyl)sulfonylamino]-1,3-thiazol-4-yl]acetate Chemical compound CCOC(=O)CC1=CSC(NS(=O)(=O)C=2C(=CC(Cl)=CC=2)C)=N1 AAWVIKWDCOANTH-UHFFFAOYSA-N 0.000 claims 1
MSBRGTIONVCFPM-UHFFFAOYSA-N ethyl 2-[2-[(4-cyanophenyl)sulfonylamino]-1,3-thiazol-4-yl]acetate Chemical compound CCOC(=O)CC1=CSC(NS(=O)(=O)C=2C=CC(=CC=2)C#N)=N1 MSBRGTIONVCFPM-UHFFFAOYSA-N 0.000 claims 1
MHIBAPFQSMMVMN-UHFFFAOYSA-N ethyl 2-[2-[(4-fluorophenyl)sulfonylamino]-1,3-thiazol-4-yl]acetate Chemical compound CCOC(=O)CC1=CSC(NS(=O)(=O)C=2C=CC(F)=CC=2)=N1 MHIBAPFQSMMVMN-UHFFFAOYSA-N 0.000 claims 1
JIHXZUUTKHVLNU-UHFFFAOYSA-N ethyl 2-[2-[(4-phenoxyphenyl)sulfonylamino]-1,3-thiazol-4-yl]acetate Chemical compound CCOC(=O)CC1=CSC(NS(=O)(=O)C=2C=CC(OC=3C=CC=CC=3)=CC=2)=N1 JIHXZUUTKHVLNU-UHFFFAOYSA-N 0.000 claims 1
YRRUWWOAPIHJJB-UHFFFAOYSA-N ethyl 2-[2-[(4-phenylphenyl)sulfonylamino]-1,3-thiazol-4-yl]acetate Chemical compound CCOC(=O)CC1=CSC(NS(=O)(=O)C=2C=CC(=CC=2)C=2C=CC=CC=2)=N1 YRRUWWOAPIHJJB-UHFFFAOYSA-N 0.000 claims 1
VJZNBJUIDMRTPW-UHFFFAOYSA-N ethyl 2-[2-[(4-propylphenyl)sulfonylamino]-1,3-thiazol-4-yl]acetate Chemical compound C1=CC(CCC)=CC=C1S(=O)(=O)NC1=NC(CC(=O)OCC)=CS1 VJZNBJUIDMRTPW-UHFFFAOYSA-N 0.000 claims 1
BAWTURGOYHDKPA-UHFFFAOYSA-N ethyl 2-[2-[(5-bromo-2-methoxyphenyl)sulfonylamino]-1,3-thiazol-4-yl]acetate Chemical compound CCOC(=O)CC1=CSC(NS(=O)(=O)C=2C(=CC=C(Br)C=2)OC)=N1 BAWTURGOYHDKPA-UHFFFAOYSA-N 0.000 claims 1
GJLFAKWHOGZISU-UHFFFAOYSA-N ethyl 2-[2-[[2-(trifluoromethyl)phenyl]sulfonylamino]-1,3-thiazol-4-yl]acetate Chemical compound CCOC(=O)CC1=CSC(NS(=O)(=O)C=2C(=CC=CC=2)C(F)(F)F)=N1 GJLFAKWHOGZISU-UHFFFAOYSA-N 0.000 claims 1
FLDPZLUGDUXEOR-UHFFFAOYSA-N ethyl 2-[2-[[3-(trifluoromethyl)phenyl]sulfonylamino]-1,3-thiazol-4-yl]acetate Chemical compound CCOC(=O)CC1=CSC(NS(=O)(=O)C=2C=C(C=CC=2)C(F)(F)F)=N1 FLDPZLUGDUXEOR-UHFFFAOYSA-N 0.000 claims 1
JJHPJQFQWBOQJM-UHFFFAOYSA-N ethyl 2-[2-[[3-[[4-(2-ethoxy-2-oxoethyl)-1,3-thiazol-2-yl]sulfamoyl]benzoyl]amino]-1,3-thiazol-4-yl]acetate Chemical compound CCOC(=O)CC1=CSC(NC(=O)C=2C=C(C=CC=2)S(=O)(=O)NC=2SC=C(CC(=O)OCC)N=2)=N1 JJHPJQFQWBOQJM-UHFFFAOYSA-N 0.000 claims 1
DAFDNRSHQQFNSQ-UHFFFAOYSA-N ethyl 2-[2-[[4-(3-chloro-2-cyanophenoxy)phenyl]sulfonylamino]-1,3-thiazol-4-yl]acetate Chemical compound CCOC(=O)CC1=CSC(NS(=O)(=O)C=2C=CC(OC=3C(=C(Cl)C=CC=3)C#N)=CC=2)=N1 DAFDNRSHQQFNSQ-UHFFFAOYSA-N 0.000 claims 1
ZODUISOKTTXHTP-UHFFFAOYSA-N ethyl 2-[2-[[4-(trifluoromethyl)phenyl]sulfonylamino]-1,3-thiazol-4-yl]acetate Chemical compound CCOC(=O)CC1=CSC(NS(=O)(=O)C=2C=CC(=CC=2)C(F)(F)F)=N1 ZODUISOKTTXHTP-UHFFFAOYSA-N 0.000 claims 1
LQNOTNMKIUTWJD-UHFFFAOYSA-N ethyl 2-[2-[[4-[[4-(2-ethoxy-2-oxoethyl)-1,3-thiazol-2-yl]sulfamoyl]benzoyl]amino]-1,3-thiazol-4-yl]acetate Chemical compound CCOC(=O)CC1=CSC(NC(=O)C=2C=CC(=CC=2)S(=O)(=O)NC=2SC=C(CC(=O)OCC)N=2)=N1 LQNOTNMKIUTWJD-UHFFFAOYSA-N 0.000 claims 1
REWJMTLJYJXMPA-UHFFFAOYSA-N ethyl 2-[2-[[5-(dimethylamino)naphthalen-1-yl]sulfonylamino]-1,3-thiazol-4-yl]acetate Chemical compound CCOC(=O)CC1=CSC(NS(=O)(=O)C=2C3=CC=CC(=C3C=CC=2)N(C)C)=N1 REWJMTLJYJXMPA-UHFFFAOYSA-N 0.000 claims 1
SRRCAMPLVRPDHC-UHFFFAOYSA-N ethyl 2-oxo-2-[2-[(4-propylphenyl)sulfonylamino]-1,3-thiazol-4-yl]acetate Chemical compound C1=CC(CCC)=CC=C1S(=O)(=O)NC1=NC(C(=O)C(=O)OCC)=CS1 SRRCAMPLVRPDHC-UHFFFAOYSA-N 0.000 claims 1
PDEPXTWYXQSUAK-UHFFFAOYSA-N methyl 2-[2-[(2,4-dichloro-6-methylphenyl)sulfonylamino]-5-methyl-1,3-thiazol-4-yl]acetate Chemical compound S1C(C)=C(CC(=O)OC)N=C1NS(=O)(=O)C1=C(C)C=C(Cl)C=C1Cl PDEPXTWYXQSUAK-UHFFFAOYSA-N 0.000 claims 1
BTWRJCDJRYLOCZ-UHFFFAOYSA-N methyl 2-[2-[(3-chloro-2-methylphenyl)sulfonylamino]-5-methyl-1,3-thiazol-4-yl]acetate Chemical compound S1C(C)=C(CC(=O)OC)N=C1NS(=O)(=O)C1=CC=CC(Cl)=C1C BTWRJCDJRYLOCZ-UHFFFAOYSA-N 0.000 claims 1
QAJVSRSYPVAURA-UHFFFAOYSA-N methyl 2-[2-[[4-(3-chloro-2-cyanophenoxy)phenyl]sulfonylamino]-5-methyl-1,3-thiazol-4-yl]acetate Chemical compound S1C(C)=C(CC(=O)OC)N=C1NS(=O)(=O)C(C=C1)=CC=C1OC1=CC=CC(Cl)=C1C#N QAJVSRSYPVAURA-UHFFFAOYSA-N 0.000 claims 1
ZYBLYLRTWNHTON-UHFFFAOYSA-N methyl 2-[5-methyl-2-[(2,4,6-trichlorophenyl)sulfonylamino]-1,3-thiazol-4-yl]acetate Chemical compound S1C(C)=C(CC(=O)OC)N=C1NS(=O)(=O)C1=C(Cl)C=C(Cl)C=C1Cl ZYBLYLRTWNHTON-UHFFFAOYSA-N 0.000 claims 1
KASYRVNOWHARGW-UHFFFAOYSA-N n,n-di(propan-2-yl)-2-[2-[(4-propylphenyl)sulfonylamino]-1,3-thiazol-4-yl]acetamide Chemical compound C1=CC(CCC)=CC=C1S(=O)(=O)NC1=NC(CC(=O)N(C(C)C)C(C)C)=CS1 KASYRVNOWHARGW-UHFFFAOYSA-N 0.000 claims 1
FDKSCNNPNTWASM-UHFFFAOYSA-N n,n-diethyl-2-[2-[(2,4,6-trichlorophenyl)sulfonylamino]-1,3-thiazol-4-yl]acetamide Chemical compound CCN(CC)C(=O)CC1=CSC(NS(=O)(=O)C=2C(=CC(Cl)=CC=2Cl)Cl)=N1 FDKSCNNPNTWASM-UHFFFAOYSA-N 0.000 claims 1
MSZAVOUFPRGJAK-UHFFFAOYSA-N n,n-diethyl-2-[2-[(4-phenylphenyl)sulfonylamino]-1,3-thiazol-4-yl]acetamide Chemical compound CCN(CC)C(=O)CC1=CSC(NS(=O)(=O)C=2C=CC(=CC=2)C=2C=CC=CC=2)=N1 MSZAVOUFPRGJAK-UHFFFAOYSA-N 0.000 claims 1
AWAACVVVLZSRMV-UHFFFAOYSA-N n-(1,3-benzodioxol-5-ylmethyl)-2-[2-(naphthalen-1-ylsulfonylamino)-1,3-thiazol-4-yl]acetamide Chemical compound C1=C2OCOC2=CC(CNC(CC=2N=C(NS(=O)(=O)C=3C4=CC=CC=C4C=CC=3)SC=2)=O)=C1 AWAACVVVLZSRMV-UHFFFAOYSA-N 0.000 claims 1
OABDREFMJCKLIU-UHFFFAOYSA-N n-(2-methoxyethyl)-2-[2-[(4-methylphenyl)sulfonylamino]-1,3-thiazol-4-yl]acetamide Chemical compound COCCNC(=O)CC1=CSC(NS(=O)(=O)C=2C=CC(C)=CC=2)=N1 OABDREFMJCKLIU-UHFFFAOYSA-N 0.000 claims 1
PFWDLCWNUMFJJK-UHFFFAOYSA-N n-(furan-2-ylmethyl)-2-[2-(naphthalen-1-ylsulfonylamino)-1,3-thiazol-4-yl]acetamide Chemical compound C=1SC(NS(=O)(=O)C=2C3=CC=CC=C3C=CC=2)=NC=1CC(=O)NCC1=CC=CO1 PFWDLCWNUMFJJK-UHFFFAOYSA-N 0.000 claims 1
HEOXDBQVGHVNLH-UHFFFAOYSA-N n-[2-(1h-indol-3-yl)ethyl]-2-[2-(naphthalen-1-ylsulfonylamino)-1,3-thiazol-4-yl]acetamide Chemical compound C1=CC=C2C(CCNC(CC=3N=C(NS(=O)(=O)C=4C5=CC=CC=C5C=CC=4)SC=3)=O)=CNC2=C1 HEOXDBQVGHVNLH-UHFFFAOYSA-N 0.000 claims 1
NHJOUIXWKCQUBU-UHFFFAOYSA-N n-[2-[2-[(3-chloro-2-methylphenyl)sulfonylamino]-1,3-thiazol-4-yl]ethyl]-n-ethylacetamide Chemical compound CCN(C(C)=O)CCC1=CSC(NS(=O)(=O)C=2C(=C(Cl)C=CC=2)C)=N1 NHJOUIXWKCQUBU-UHFFFAOYSA-N 0.000 claims 1
LWXASGPYUQKPDV-UHFFFAOYSA-N n-[2-chloro-4-[[4-[2-(3-oxomorpholin-4-yl)ethyl]-1,3-thiazol-2-yl]sulfamoyl]phenyl]acetamide Chemical compound C1=C(Cl)C(NC(=O)C)=CC=C1S(=O)(=O)NC1=NC(CCN2C(COCC2)=O)=CS1 LWXASGPYUQKPDV-UHFFFAOYSA-N 0.000 claims 1
LSPRNCRLZWVZMS-UHFFFAOYSA-N n-[4-(2-morpholin-4-yl-2-oxoethyl)-1,3-thiazol-2-yl]-4-[4-(trifluoromethoxy)phenyl]benzenesulfonamide Chemical compound C1=CC(OC(F)(F)F)=CC=C1C1=CC=C(S(=O)(=O)NC=2SC=C(CC(=O)N3CCOCC3)N=2)C=C1 LSPRNCRLZWVZMS-UHFFFAOYSA-N 0.000 claims 1
YYRBCTCJEIQSTN-UHFFFAOYSA-N n-[4-(2-morpholin-4-yl-2-oxoethyl)-1,3-thiazol-2-yl]-4-pyridin-4-ylbenzenesulfonamide Chemical compound C1COCCN1C(=O)CC(N=1)=CSC=1NS(=O)(=O)C(C=C1)=CC=C1C1=CC=NC=C1 YYRBCTCJEIQSTN-UHFFFAOYSA-N 0.000 claims 1
MRMBTSXGNCSWEL-UHFFFAOYSA-N n-[4-(2-morpholin-4-ylethyl)-1,3-thiazol-2-yl]-4-propylbenzenesulfonamide;hydrochloride Chemical compound Cl.C1=CC(CCC)=CC=C1S(=O)(=O)NC1=NC(CCN2CCOCC2)=CS1 MRMBTSXGNCSWEL-UHFFFAOYSA-N 0.000 claims 1
IQYUHYFDRRCXDI-UHFFFAOYSA-N n-[4-(2-oxo-2-piperidin-1-ylethyl)-1,3-thiazol-2-yl]-4-phenylbenzenesulfonamide Chemical compound C1CCCCN1C(=O)CC(N=1)=CSC=1NS(=O)(=O)C(C=C1)=CC=C1C1=CC=CC=C1 IQYUHYFDRRCXDI-UHFFFAOYSA-N 0.000 claims 1
PEXLPZAFFFVDLN-UHFFFAOYSA-N n-[4-(2-oxo-2-piperidin-1-ylethyl)-1,3-thiazol-2-yl]-4-propylbenzenesulfonamide Chemical compound C1=CC(CCC)=CC=C1S(=O)(=O)NC1=NC(CC(=O)N2CCCCC2)=CS1 PEXLPZAFFFVDLN-UHFFFAOYSA-N 0.000 claims 1
DHGMBKNUQFOXNJ-UHFFFAOYSA-N n-[4-(2-oxo-2-thiomorpholin-4-ylethyl)-1,3-thiazol-2-yl]-4-phenylbenzenesulfonamide Chemical compound C1CSCCN1C(=O)CC(N=1)=CSC=1NS(=O)(=O)C(C=C1)=CC=C1C1=CC=CC=C1 DHGMBKNUQFOXNJ-UHFFFAOYSA-N 0.000 claims 1
GHPAJYUHXJJXPB-UHFFFAOYSA-N n-[4-(2-oxo-2-thiomorpholin-4-ylethyl)-1,3-thiazol-2-yl]-4-propylbenzenesulfonamide Chemical compound C1=CC(CCC)=CC=C1S(=O)(=O)NC1=NC(CC(=O)N2CCSCC2)=CS1 GHPAJYUHXJJXPB-UHFFFAOYSA-N 0.000 claims 1
YRZIFGRNSHSHKU-UHFFFAOYSA-N n-[4-[2-(1,1-dioxo-1,4-thiazinan-4-yl)-2-oxoethyl]-1,3-thiazol-2-yl]-4-propylbenzenesulfonamide Chemical compound C1=CC(CCC)=CC=C1S(=O)(=O)NC1=NC(CC(=O)N2CCS(=O)(=O)CC2)=CS1 YRZIFGRNSHSHKU-UHFFFAOYSA-N 0.000 claims 1
PKQBQRASDIOPOK-UHFFFAOYSA-N n-[4-[2-(3-oxomorpholin-4-yl)ethyl]-1,3-thiazol-2-yl]-4-phenoxybenzenesulfonamide Chemical compound O=C1COCCN1CCC1=CSC(NS(=O)(=O)C=2C=CC(OC=3C=CC=CC=3)=CC=2)=N1 PKQBQRASDIOPOK-UHFFFAOYSA-N 0.000 claims 1
YDLJYKPHLDWGPU-UHFFFAOYSA-N n-[4-[2-(3-oxomorpholin-4-yl)ethyl]-1,3-thiazol-2-yl]-5-pyridin-2-ylthiophene-2-sulfonamide Chemical compound O=C1COCCN1CCC1=CSC(NS(=O)(=O)C=2SC(=CC=2)C=2N=CC=CC=2)=N1 YDLJYKPHLDWGPU-UHFFFAOYSA-N 0.000 claims 1
ZGFGGMMCEBVIEZ-UHFFFAOYSA-N n-[5-methyl-4-(2-morpholin-4-yl-2-oxoethyl)-1,3-thiazol-2-yl]-4-phenylbenzenesulfonamide Chemical compound N=1C(CC(=O)N2CCOCC2)=C(C)SC=1NS(=O)(=O)C(C=C1)=CC=C1C1=CC=CC=C1 ZGFGGMMCEBVIEZ-UHFFFAOYSA-N 0.000 claims 1
ITSYGEVZNPQFOG-UHFFFAOYSA-N n-ethyl-n-methyl-2-[2-[(2,4,6-trichlorophenyl)sulfonylamino]-1,3-thiazol-4-yl]acetamide Chemical compound CCN(C)C(=O)CC1=CSC(NS(=O)(=O)C=2C(=CC(Cl)=CC=2Cl)Cl)=N1 ITSYGEVZNPQFOG-UHFFFAOYSA-N 0.000 claims 1
NSBJXAREJWGDLL-UHFFFAOYSA-N n-ethyl-n-methyl-2-[2-[(4-phenylphenyl)sulfonylamino]-1,3-thiazol-4-yl]acetamide Chemical compound CCN(C)C(=O)CC1=CSC(NS(=O)(=O)C=2C=CC(=CC=2)C=2C=CC=CC=2)=N1 NSBJXAREJWGDLL-UHFFFAOYSA-N 0.000 claims 1
QRGPSAWENJEUME-UHFFFAOYSA-N n-ethyl-n-methyl-2-[2-[(4-propylphenyl)sulfonylamino]-1,3-thiazol-4-yl]acetamide Chemical compound C1=CC(CCC)=CC=C1S(=O)(=O)NC1=NC(CC(=O)N(C)CC)=CS1 QRGPSAWENJEUME-UHFFFAOYSA-N 0.000 claims 1
JLCVXVYTCBEECT-UHFFFAOYSA-N n-methyl-2-[2-[(4-phenylphenyl)sulfonylamino]-1,3-thiazol-4-yl]-n-propan-2-ylacetamide Chemical compound CC(C)N(C)C(=O)CC1=CSC(NS(=O)(=O)C=2C=CC(=CC=2)C=2C=CC=CC=2)=N1 JLCVXVYTCBEECT-UHFFFAOYSA-N 0.000 claims 1
KTNAKTBGOFTHKY-UHFFFAOYSA-N tert-butyl 4-[2-[2-[(3-chloro-2-methylphenyl)sulfonylamino]-1,3-thiazol-4-yl]acetyl]piperazine-1-carboxylate Chemical compound CC1=C(Cl)C=CC=C1S(=O)(=O)NC1=NC(CC(=O)N2CCN(CC2)C(=O)OC(C)(C)C)=CS1 KTNAKTBGOFTHKY-UHFFFAOYSA-N 0.000 claims 1
102000004277 11-beta-hydroxysteroid dehydrogenases Human genes 0.000 abstract 1
108090000874 11-beta-hydroxysteroid dehydrogenases Proteins 0.000 abstract 1
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