CA2177576C - Substituted pyrazolyl benzenesulfonamides for the treatment of inflammation - Google Patents

Info

Publication number

CA2177576C

CA2177576C CA002177576A CA2177576A CA2177576C CA 2177576 C CA2177576 C CA 2177576C CA 002177576 A CA002177576 A CA 002177576A CA 2177576 A CA2177576 A CA 2177576A CA 2177576 C CA2177576 C CA 2177576C

Authority

CA

Canada

Prior art keywords

pyrazol

benzenesulfonamide

trifluoromethyl

phenyl

chloro

Prior art date

1993-11-30

Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)

Expired - Lifetime

Links

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• Global Dossier
• CIPO
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• 206010061218 Inflammation Diseases 0.000 title claims abstract description 31
• 230000004054 inflammatory process Effects 0.000 title claims abstract description 31
• IGCQXMQOKRXHHN-UHFFFAOYSA-N n-(1h-pyrazol-5-yl)benzenesulfonamide Chemical class C=1C=CC=CC=1S(=O)(=O)NC=1C=CNN=1 IGCQXMQOKRXHHN-UHFFFAOYSA-N 0.000 title abstract 2
• 150000001875 compounds Chemical class 0.000 claims abstract description 110
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 68
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 51
• 125000001145 hydrido group Chemical group *[H] 0.000 claims abstract description 35
• 150000003839 salts Chemical class 0.000 claims abstract description 32
• 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims abstract description 29
• 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims abstract description 26
• 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims abstract description 23
• 125000004093 cyano group Chemical group *C#N 0.000 claims abstract description 19
• 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 18
• 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims abstract description 17
• 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims abstract description 16
• 208000035475 disorder Diseases 0.000 claims abstract description 14
• 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims abstract description 13
• -1 cyano, carboxyl Chemical group 0.000 claims description 339
• KHBQMWCZKVMBLN-UHFFFAOYSA-N Benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1 KHBQMWCZKVMBLN-UHFFFAOYSA-N 0.000 claims description 87
• 125000005843 halogen group Chemical group 0.000 claims description 34
• 125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 claims description 26
• 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 9
• NSQNZEUFHPTJME-UHFFFAOYSA-N 4-[5-(4-chlorophenyl)-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=CC(S(=O)(=O)N)=CC=C1N1C(C=2C=CC(Cl)=CC=2)=CC(C(F)(F)F)=N1 NSQNZEUFHPTJME-UHFFFAOYSA-N 0.000 claims description 7
• 239000008194 pharmaceutical composition Substances 0.000 claims description 7
• XRHRZRHLXNWUTF-UHFFFAOYSA-N 4-[4-chloro-5-(4-chlorophenyl)-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=CC(S(=O)(=O)N)=CC=C1N1C(C=2C=CC(Cl)=CC=2)=C(Cl)C(C(F)(F)F)=N1 XRHRZRHLXNWUTF-UHFFFAOYSA-N 0.000 claims description 6
• JDCWOBTUQSMXDU-UHFFFAOYSA-N 4-[5-(4-chlorophenyl)-3-(difluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=CC(S(=O)(=O)N)=CC=C1N1C(C=2C=CC(Cl)=CC=2)=CC(C(F)F)=N1 JDCWOBTUQSMXDU-UHFFFAOYSA-N 0.000 claims description 6
• RZEKVGVHFLEQIL-UHFFFAOYSA-N celecoxib Chemical compound C1=CC(C)=CC=C1C1=CC(C(F)(F)F)=NN1C1=CC=C(S(N)(=O)=O)C=C1 RZEKVGVHFLEQIL-UHFFFAOYSA-N 0.000 claims description 6
• WAZQAZKAZLXFMK-UHFFFAOYSA-N deracoxib Chemical compound C1=C(F)C(OC)=CC=C1C1=CC(C(F)F)=NN1C1=CC=C(S(N)(=O)=O)C=C1 WAZQAZKAZLXFMK-UHFFFAOYSA-N 0.000 claims description 6
• 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 claims description 6
• 206010003246 arthritis Diseases 0.000 claims description 5
• VSQLZYPQFJIORU-UHFFFAOYSA-N 4-[3-(difluoromethyl)-5-(4-methoxyphenyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=CC(OC)=CC=C1C1=CC(C(F)F)=NN1C1=CC=C(S(N)(=O)=O)C=C1 VSQLZYPQFJIORU-UHFFFAOYSA-N 0.000 claims description 4
• GETBJRSHOBBZKB-UHFFFAOYSA-N 4-[5-(3-fluoro-4-methoxyphenyl)-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=C(F)C(OC)=CC=C1C1=CC(C(F)(F)F)=NN1C1=CC=C(S(N)(=O)=O)C=C1 GETBJRSHOBBZKB-UHFFFAOYSA-N 0.000 claims description 4
• HUXWHUIRGULKHT-UHFFFAOYSA-N 4-[5-(4-fluorophenyl)-3-(3-hydroxypropyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=CC(S(=O)(=O)N)=CC=C1N1C(C=2C=CC(F)=CC=2)=CC(CCCO)=N1 HUXWHUIRGULKHT-UHFFFAOYSA-N 0.000 claims description 4
• MQPLMBSDWYIIID-UHFFFAOYSA-N 4-[5-phenyl-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=CC(S(=O)(=O)N)=CC=C1N1C(C=2C=CC=CC=2)=CC(C(F)(F)F)=N1 MQPLMBSDWYIIID-UHFFFAOYSA-N 0.000 claims description 4
• 208000002193 Pain Diseases 0.000 claims description 4
• 125000001246 bromo group Chemical group Br* 0.000 claims description 4
• 239000003085 diluting agent Substances 0.000 claims description 4
• 239000003814 drug Substances 0.000 claims description 4
• AUDIKJKYMGBIIN-UHFFFAOYSA-N n-(3-chlorophenyl)-5-(4-fluorophenyl)-1-(4-sulfamoylphenyl)pyrazole-3-carboxamide Chemical compound C1=CC(S(=O)(=O)N)=CC=C1N1C(C=2C=CC(F)=CC=2)=CC(C(=O)NC=2C=C(Cl)C=CC=2)=N1 AUDIKJKYMGBIIN-UHFFFAOYSA-N 0.000 claims description 4
• 230000036407 pain Effects 0.000 claims description 4
• AJYWXMJXJSEWLW-UHFFFAOYSA-N 4-(4-chloro-5-phenylpyrazol-1-yl)benzenesulfonamide Chemical compound C1=CC(S(=O)(=O)N)=CC=C1N1C(C=2C=CC=CC=2)=C(Cl)C=N1 AJYWXMJXJSEWLW-UHFFFAOYSA-N 0.000 claims description 3
• MPHUNBLFEKLVLF-UHFFFAOYSA-N 4-[3-(difluoromethyl)-5-(4-methylphenyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=CC(C)=CC=C1C1=CC(C(F)F)=NN1C1=CC=C(S(N)(=O)=O)C=C1 MPHUNBLFEKLVLF-UHFFFAOYSA-N 0.000 claims description 3
• RXVOZHMWIDRVAW-UHFFFAOYSA-N 4-[3-(fluoromethyl)-5-phenylpyrazol-1-yl]benzenesulfonamide Chemical compound C1=CC(S(=O)(=O)N)=CC=C1N1C(C=2C=CC=CC=2)=CC(CF)=N1 RXVOZHMWIDRVAW-UHFFFAOYSA-N 0.000 claims description 3
• UUGSJYRNELHGOL-UHFFFAOYSA-N 4-[3-cyano-5-(4-fluorophenyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=CC(S(=O)(=O)N)=CC=C1N1C(C=2C=CC(F)=CC=2)=CC(C#N)=N1 UUGSJYRNELHGOL-UHFFFAOYSA-N 0.000 claims description 3
• JTDYOAXMJCYREN-UHFFFAOYSA-N 4-[4-chloro-5-(4-chlorophenyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=CC(S(=O)(=O)N)=CC=C1N1C(C=2C=CC(Cl)=CC=2)=C(Cl)C=N1 JTDYOAXMJCYREN-UHFFFAOYSA-N 0.000 claims description 3
• FUHLJNQTSZQWBE-UHFFFAOYSA-N 4-[4-fluoro-5-phenyl-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=CC(S(=O)(=O)N)=CC=C1N1C(C=2C=CC=CC=2)=C(F)C(C(F)(F)F)=N1 FUHLJNQTSZQWBE-UHFFFAOYSA-N 0.000 claims description 3
• HIWZHRWGHFMASQ-UHFFFAOYSA-N 4-[4-methyl-5-phenyl-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound CC=1C(C(F)(F)F)=NN(C=2C=CC(=CC=2)S(N)(=O)=O)C=1C1=CC=CC=C1 HIWZHRWGHFMASQ-UHFFFAOYSA-N 0.000 claims description 3
• FRACLAJOOXHIIC-UHFFFAOYSA-N 4-[5-(3,5-dichloro-4-methoxyphenyl)-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=C(Cl)C(OC)=C(Cl)C=C1C1=CC(C(F)(F)F)=NN1C1=CC=C(S(N)(=O)=O)C=C1 FRACLAJOOXHIIC-UHFFFAOYSA-N 0.000 claims description 3
• IYPAUZQRSAWCBH-UHFFFAOYSA-N 4-[5-(4-chlorophenyl)-3-(hydroxymethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=CC(S(=O)(=O)N)=CC=C1N1C(C=2C=CC(Cl)=CC=2)=CC(CO)=N1 IYPAUZQRSAWCBH-UHFFFAOYSA-N 0.000 claims description 3
• NAWWYLUQZOLWBT-UHFFFAOYSA-N 4-[5-(4-methoxyphenyl)-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=CC(OC)=CC=C1C1=CC(C(F)(F)F)=NN1C1=CC=C(S(N)(=O)=O)C=C1 NAWWYLUQZOLWBT-UHFFFAOYSA-N 0.000 claims description 3
• DVWHCFFOQZQHTQ-UHFFFAOYSA-N 4-[5-[4-(dimethylamino)phenyl]-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=CC(N(C)C)=CC=C1C1=CC(C(F)(F)F)=NN1C1=CC=C(S(N)(=O)=O)C=C1 DVWHCFFOQZQHTQ-UHFFFAOYSA-N 0.000 claims description 3
• 239000003937 drug carrier Substances 0.000 claims description 3
• TTZNQDOUNXBMJV-UHFFFAOYSA-N mavacoxib Chemical compound C1=CC(S(=O)(=O)N)=CC=C1N1C(C=2C=CC(F)=CC=2)=CC(C(F)(F)F)=N1 TTZNQDOUNXBMJV-UHFFFAOYSA-N 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
• OYZKFVIVPRQRQQ-UHFFFAOYSA-N 1-phenylsulfonamide-3-trifluoromethyl-5-parabromophenylpyrazole Chemical compound C1=CC(S(=O)(=O)N)=CC=C1N1C(C=2C=CC(Br)=CC=2)=CC(C(F)(F)F)=N1 OYZKFVIVPRQRQQ-UHFFFAOYSA-N 0.000 claims description 2
• WEZAMBRJDZBTFD-UHFFFAOYSA-N 4-(4-bromo-3-cyano-5-phenylpyrazol-1-yl)benzenesulfonamide Chemical compound C1=CC(S(=O)(=O)N)=CC=C1N1C(C=2C=CC=CC=2)=C(Br)C(C#N)=N1 WEZAMBRJDZBTFD-UHFFFAOYSA-N 0.000 claims description 2
• DTLUCZWMHFLYLP-UHFFFAOYSA-N 4-(4-chloro-3-cyano-5-phenylpyrazol-1-yl)benzenesulfonamide Chemical compound C1=CC(S(=O)(=O)N)=CC=C1N1C(C=2C=CC=CC=2)=C(Cl)C(C#N)=N1 DTLUCZWMHFLYLP-UHFFFAOYSA-N 0.000 claims description 2
• JAKUSVQKFVDBEC-UHFFFAOYSA-N 4-(4-chloro-3-methyl-5-phenylpyrazol-1-yl)benzenesulfonamide Chemical compound ClC=1C(C)=NN(C=2C=CC(=CC=2)S(N)(=O)=O)C=1C1=CC=CC=C1 JAKUSVQKFVDBEC-UHFFFAOYSA-N 0.000 claims description 2
• ASSIMMUUPKWALS-UHFFFAOYSA-N 4-(4-chloro-5-phenyl-3-propan-2-ylpyrazol-1-yl)benzenesulfonamide Chemical compound ClC=1C(C(C)C)=NN(C=2C=CC(=CC=2)S(N)(=O)=O)C=1C1=CC=CC=C1 ASSIMMUUPKWALS-UHFFFAOYSA-N 0.000 claims description 2
• UTAMLNUWNIAVPF-UHFFFAOYSA-N 4-[3-(difluoromethyl)-5-(2-fluoro-4-methoxyphenyl)pyrazol-1-yl]benzenesulfonamide Chemical compound FC1=CC(OC)=CC=C1C1=CC(C(F)F)=NN1C1=CC=C(S(N)(=O)=O)C=C1 UTAMLNUWNIAVPF-UHFFFAOYSA-N 0.000 claims description 2
• SWQKKJIXYSKEFA-UHFFFAOYSA-N 4-[3-(difluoromethyl)-5-(2-methoxyphenyl)pyrazol-1-yl]benzenesulfonamide Chemical compound COC1=CC=CC=C1C1=CC(C(F)F)=NN1C1=CC=C(S(N)(=O)=O)C=C1 SWQKKJIXYSKEFA-UHFFFAOYSA-N 0.000 claims description 2
• CTNFCWNXUCDANF-UHFFFAOYSA-N 4-[3-(difluoromethyl)-5-(3,4-dimethoxyphenyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=C(OC)C(OC)=CC=C1C1=CC(C(F)F)=NN1C1=CC=C(S(N)(=O)=O)C=C1 CTNFCWNXUCDANF-UHFFFAOYSA-N 0.000 claims description 2
• LEMZOAJNWONTGE-UHFFFAOYSA-N 4-[3-(difluoromethyl)-5-(4-methylsulfanylphenyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=CC(SC)=CC=C1C1=CC(C(F)F)=NN1C1=CC=C(S(N)(=O)=O)C=C1 LEMZOAJNWONTGE-UHFFFAOYSA-N 0.000 claims description 2
• ZFFYQVIHYPYXPI-UHFFFAOYSA-N 4-[3-(difluoromethyl)-5-phenylpyrazol-1-yl]benzenesulfonamide Chemical compound C1=CC(S(=O)(=O)N)=CC=C1N1C(C=2C=CC=CC=2)=CC(C(F)F)=N1 ZFFYQVIHYPYXPI-UHFFFAOYSA-N 0.000 claims description 2
• QHWWEXGUDGYPKK-UHFFFAOYSA-N 4-[3-[chloro(difluoro)methyl]-5-(3-fluoro-4-methoxyphenyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=C(F)C(OC)=CC=C1C1=CC(C(F)(F)Cl)=NN1C1=CC=C(S(N)(=O)=O)C=C1 QHWWEXGUDGYPKK-UHFFFAOYSA-N 0.000 claims description 2
• ONLJCFGOAOBBRC-UHFFFAOYSA-N 4-[3-[chloro(difluoro)methyl]-5-(4-chlorophenyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=CC(S(=O)(=O)N)=CC=C1N1C(C=2C=CC(Cl)=CC=2)=CC(C(F)(F)Cl)=N1 ONLJCFGOAOBBRC-UHFFFAOYSA-N 0.000 claims description 2
• QXNBVNWBOSRLNB-UHFFFAOYSA-N 4-[3-cyano-5-(4-methoxyphenyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=CC(OC)=CC=C1C1=CC(C#N)=NN1C1=CC=C(S(N)(=O)=O)C=C1 QXNBVNWBOSRLNB-UHFFFAOYSA-N 0.000 claims description 2
• LKWYTUBTXYQQRD-UHFFFAOYSA-N 4-[3-cyano-5-(4-methylphenyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=CC(C)=CC=C1C1=CC(C#N)=NN1C1=CC=C(S(N)(=O)=O)C=C1 LKWYTUBTXYQQRD-UHFFFAOYSA-N 0.000 claims description 2
• WCWCVJNCKAHYGP-UHFFFAOYSA-N 4-[4-bromo-3-(difluoromethyl)-5-phenylpyrazol-1-yl]benzenesulfonamide Chemical compound C1=CC(S(=O)(=O)N)=CC=C1N1C(C=2C=CC=CC=2)=C(Br)C(C(F)F)=N1 WCWCVJNCKAHYGP-UHFFFAOYSA-N 0.000 claims description 2
• XIOMLJYZWRLNTF-UHFFFAOYSA-N 4-[4-bromo-3-cyano-5-(4-fluorophenyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=CC(S(=O)(=O)N)=CC=C1N1C(C=2C=CC(F)=CC=2)=C(Br)C(C#N)=N1 XIOMLJYZWRLNTF-UHFFFAOYSA-N 0.000 claims description 2
• ZCLOGDSVOHZDJS-UHFFFAOYSA-N 4-[4-bromo-5-(4-chlorophenyl)-3-(difluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=CC(S(=O)(=O)N)=CC=C1N1C(C=2C=CC(Cl)=CC=2)=C(Br)C(C(F)F)=N1 ZCLOGDSVOHZDJS-UHFFFAOYSA-N 0.000 claims description 2
• YVAOFGAOVRXLLB-UHFFFAOYSA-N 4-[4-bromo-5-(4-chlorophenyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=CC(S(=O)(=O)N)=CC=C1N1C(C=2C=CC(Cl)=CC=2)=C(Br)C=N1 YVAOFGAOVRXLLB-UHFFFAOYSA-N 0.000 claims description 2
• YBVOKLOWYVTUOL-UHFFFAOYSA-N 4-[4-bromo-5-(4-methoxyphenyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=CC(OC)=CC=C1C1=C(Br)C=NN1C1=CC=C(S(N)(=O)=O)C=C1 YBVOKLOWYVTUOL-UHFFFAOYSA-N 0.000 claims description 2
• CSSBQRDEAAZIHX-UHFFFAOYSA-N 4-[4-chloro-3-(difluoromethyl)-5-(4-methoxyphenyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=CC(OC)=CC=C1C1=C(Cl)C(C(F)F)=NN1C1=CC=C(S(N)(=O)=O)C=C1 CSSBQRDEAAZIHX-UHFFFAOYSA-N 0.000 claims description 2
• SVGPESKYJCFQLM-UHFFFAOYSA-N 4-[4-chloro-3-(difluoromethyl)-5-phenylpyrazol-1-yl]benzenesulfonamide Chemical compound C1=CC(S(=O)(=O)N)=CC=C1N1C(C=2C=CC=CC=2)=C(Cl)C(C(F)F)=N1 SVGPESKYJCFQLM-UHFFFAOYSA-N 0.000 claims description 2
• PUJQOPVNXOJLHD-UHFFFAOYSA-N 4-[4-chloro-3-cyano-5-(4-fluorophenyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=CC(S(=O)(=O)N)=CC=C1N1C(C=2C=CC(F)=CC=2)=C(Cl)C(C#N)=N1 PUJQOPVNXOJLHD-UHFFFAOYSA-N 0.000 claims description 2
• GGOPDUSPNGPGFC-UHFFFAOYSA-N 4-[4-chloro-5-(3,5-dichloro-4-methoxyphenyl)-3-(difluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=C(Cl)C(OC)=C(Cl)C=C1C1=C(Cl)C(C(F)F)=NN1C1=CC=C(S(N)(=O)=O)C=C1 GGOPDUSPNGPGFC-UHFFFAOYSA-N 0.000 claims description 2
• FHXGZUXROMTIAP-UHFFFAOYSA-N 4-[4-chloro-5-(3,5-dichloro-4-methoxyphenyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=C(Cl)C(OC)=C(Cl)C=C1C1=C(Cl)C=NN1C1=CC=C(S(N)(=O)=O)C=C1 FHXGZUXROMTIAP-UHFFFAOYSA-N 0.000 claims description 2
• HGPYUGUCGZPEOJ-UHFFFAOYSA-N 4-[4-chloro-5-(3-chloro-4-methoxyphenyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=C(Cl)C(OC)=CC=C1C1=C(Cl)C=NN1C1=CC=C(S(N)(=O)=O)C=C1 HGPYUGUCGZPEOJ-UHFFFAOYSA-N 0.000 claims description 2
• QHJFMBANWJZYPJ-UHFFFAOYSA-N 4-[4-chloro-5-(4-chlorophenyl)-3-(hydroxymethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=CC(S(=O)(=O)N)=CC=C1N1C(C=2C=CC(Cl)=CC=2)=C(Cl)C(CO)=N1 QHJFMBANWJZYPJ-UHFFFAOYSA-N 0.000 claims description 2
• RWFQVGQYGYLUOT-UHFFFAOYSA-N 4-[4-chloro-5-(4-chlorophenyl)-3-cyanopyrazol-1-yl]benzenesulfonamide Chemical compound C1=CC(S(=O)(=O)N)=CC=C1N1C(C=2C=CC(Cl)=CC=2)=C(Cl)C(C#N)=N1 RWFQVGQYGYLUOT-UHFFFAOYSA-N 0.000 claims description 2
• PAZFFNQQADXYED-UHFFFAOYSA-N 4-[4-chloro-5-(4-fluorophenyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=CC(S(=O)(=O)N)=CC=C1N1C(C=2C=CC(F)=CC=2)=C(Cl)C=N1 PAZFFNQQADXYED-UHFFFAOYSA-N 0.000 claims description 2
• QZUUKPUVIFNIAT-UHFFFAOYSA-N 4-[4-chloro-5-(4-methoxyphenyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=CC(OC)=CC=C1C1=C(Cl)C=NN1C1=CC=C(S(N)(=O)=O)C=C1 QZUUKPUVIFNIAT-UHFFFAOYSA-N 0.000 claims description 2
• XKWYBHGPQNBIPG-UHFFFAOYSA-N 4-[4-ethyl-5-(4-methoxy-3-methylphenyl)-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound CCC=1C(C(F)(F)F)=NN(C=2C=CC(=CC=2)S(N)(=O)=O)C=1C1=CC=C(OC)C(C)=C1 XKWYBHGPQNBIPG-UHFFFAOYSA-N 0.000 claims description 2
• DQRPEECGZRMBDG-UHFFFAOYSA-N 4-[4-ethyl-5-(4-methoxyphenyl)-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound CCC=1C(C(F)(F)F)=NN(C=2C=CC(=CC=2)S(N)(=O)=O)C=1C1=CC=C(OC)C=C1 DQRPEECGZRMBDG-UHFFFAOYSA-N 0.000 claims description 2
• OBWFOWLCVBNCRD-UHFFFAOYSA-N 4-[4-ethyl-5-(4-methylphenyl)-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound CCC=1C(C(F)(F)F)=NN(C=2C=CC(=CC=2)S(N)(=O)=O)C=1C1=CC=C(C)C=C1 OBWFOWLCVBNCRD-UHFFFAOYSA-N 0.000 claims description 2
• OFEOPTAVXPVSEX-UHFFFAOYSA-N 4-[4-ethyl-5-phenyl-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound CCC=1C(C(F)(F)F)=NN(C=2C=CC(=CC=2)S(N)(=O)=O)C=1C1=CC=CC=C1 OFEOPTAVXPVSEX-UHFFFAOYSA-N 0.000 claims description 2
• JLDVLIDGFFAOJF-UHFFFAOYSA-N 4-[4-methyl-5-(4-methylphenyl)-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound CC=1C(C(F)(F)F)=NN(C=2C=CC(=CC=2)S(N)(=O)=O)C=1C1=CC=C(C)C=C1 JLDVLIDGFFAOJF-UHFFFAOYSA-N 0.000 claims description 2
• VKCVJTXXANYFGD-UHFFFAOYSA-N 4-[5-(2,4-dichlorophenyl)-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=CC(S(=O)(=O)N)=CC=C1N1C(C=2C(=CC(Cl)=CC=2)Cl)=CC(C(F)(F)F)=N1 VKCVJTXXANYFGD-UHFFFAOYSA-N 0.000 claims description 2
• CDMHSMOZNZFYIK-UHFFFAOYSA-N 4-[5-(2,4-dimethylphenyl)-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound CC1=CC(C)=CC=C1C1=CC(C(F)(F)F)=NN1C1=CC=C(S(N)(=O)=O)C=C1 CDMHSMOZNZFYIK-UHFFFAOYSA-N 0.000 claims description 2
• COJVSUCMGPNJHG-UHFFFAOYSA-N 4-[5-(2-chlorophenyl)-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=CC(S(=O)(=O)N)=CC=C1N1C(C=2C(=CC=CC=2)Cl)=CC(C(F)(F)F)=N1 COJVSUCMGPNJHG-UHFFFAOYSA-N 0.000 claims description 2
• IEZXKXSCRRMNQK-UHFFFAOYSA-N 4-[5-(2-fluorophenyl)-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=CC(S(=O)(=O)N)=CC=C1N1C(C=2C(=CC=CC=2)F)=CC(C(F)(F)F)=N1 IEZXKXSCRRMNQK-UHFFFAOYSA-N 0.000 claims description 2
• PPJJDRHEENWOPI-UHFFFAOYSA-N 4-[5-(2-methoxyphenyl)-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound COC1=CC=CC=C1C1=CC(C(F)(F)F)=NN1C1=CC=C(S(N)(=O)=O)C=C1 PPJJDRHEENWOPI-UHFFFAOYSA-N 0.000 claims description 2
• QGNNQDAQBISHQG-UHFFFAOYSA-N 4-[5-(2-methylphenyl)-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound CC1=CC=CC=C1C1=CC(C(F)(F)F)=NN1C1=CC=C(S(N)(=O)=O)C=C1 QGNNQDAQBISHQG-UHFFFAOYSA-N 0.000 claims description 2
• QWZJQZBFJWDVON-UHFFFAOYSA-N 4-[5-(3,4-dichlorophenyl)-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=CC(S(=O)(=O)N)=CC=C1N1C(C=2C=C(Cl)C(Cl)=CC=2)=CC(C(F)(F)F)=N1 QWZJQZBFJWDVON-UHFFFAOYSA-N 0.000 claims description 2
• PUSNPHCDUHYPTO-UHFFFAOYSA-N 4-[5-(3,4-dimethylthiophen-2-yl)-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound CC1=CSC(C=2N(N=C(C=2)C(F)(F)F)C=2C=CC(=CC=2)S(N)(=O)=O)=C1C PUSNPHCDUHYPTO-UHFFFAOYSA-N 0.000 claims description 2
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• SECMOZDHIHOGTE-UHFFFAOYSA-N 4-[5-(3,5-difluoro-4-methoxyphenyl)-3-(difluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=C(F)C(OC)=C(F)C=C1C1=CC(C(F)F)=NN1C1=CC=C(S(N)(=O)=O)C=C1 SECMOZDHIHOGTE-UHFFFAOYSA-N 0.000 claims description 2
• FMTOVRQULOLSDM-UHFFFAOYSA-N 4-[5-(3-amino-4-methylphenyl)-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=C(N)C(C)=CC=C1C1=CC(C(F)(F)F)=NN1C1=CC=C(S(N)(=O)=O)C=C1 FMTOVRQULOLSDM-UHFFFAOYSA-N 0.000 claims description 2
• HZDMGVYHCVYFLN-UHFFFAOYSA-N 4-[5-(3-bromo-4-methoxyphenyl)-3-(difluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=C(Br)C(OC)=CC=C1C1=CC(C(F)F)=NN1C1=CC=C(S(N)(=O)=O)C=C1 HZDMGVYHCVYFLN-UHFFFAOYSA-N 0.000 claims description 2
• MXRCRJULHYVPSG-UHFFFAOYSA-N 4-[5-(3-bromo-4-methoxyphenyl)-3-cyanopyrazol-1-yl]benzenesulfonamide Chemical compound C1=C(Br)C(OC)=CC=C1C1=CC(C#N)=NN1C1=CC=C(S(N)(=O)=O)C=C1 MXRCRJULHYVPSG-UHFFFAOYSA-N 0.000 claims description 2
• DUFWUEFTYLPDIJ-UHFFFAOYSA-N 4-[5-(3-bromo-4-methylsulfanylphenyl)-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=C(Br)C(SC)=CC=C1C1=CC(C(F)(F)F)=NN1C1=CC=C(S(N)(=O)=O)C=C1 DUFWUEFTYLPDIJ-UHFFFAOYSA-N 0.000 claims description 2
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• YRQUXRMTFKORND-UHFFFAOYSA-N 4-[5-(3-chloro-4-methoxyphenyl)-3-(chloromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=C(Cl)C(OC)=CC=C1C1=CC(CCl)=NN1C1=CC=C(S(N)(=O)=O)C=C1 YRQUXRMTFKORND-UHFFFAOYSA-N 0.000 claims description 2
• STNFHIJXLGRFLA-UHFFFAOYSA-N 4-[5-(3-chloro-4-methoxyphenyl)-3-(difluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=C(Cl)C(OC)=CC=C1C1=CC(C(F)F)=NN1C1=CC=C(S(N)(=O)=O)C=C1 STNFHIJXLGRFLA-UHFFFAOYSA-N 0.000 claims description 2
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• MPVPOTMPKLOUHZ-UHFFFAOYSA-N 4-[5-(3-methylphenyl)-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound CC1=CC=CC(C=2N(N=C(C=2)C(F)(F)F)C=2C=CC(=CC=2)S(N)(=O)=O)=C1 MPVPOTMPKLOUHZ-UHFFFAOYSA-N 0.000 claims description 2
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• HIIPRHDXOVPMAJ-UHFFFAOYSA-N 4-[5-(4-chloro-3-fluorophenyl)-4-ethyl-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound CCC=1C(C(F)(F)F)=NN(C=2C=CC(=CC=2)S(N)(=O)=O)C=1C1=CC=C(Cl)C(F)=C1 HIIPRHDXOVPMAJ-UHFFFAOYSA-N 0.000 claims description 2
• STEABEPPLOOBKO-UHFFFAOYSA-N 4-[5-(4-chloro-3-methylphenyl)-3-(difluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=C(Cl)C(C)=CC(C=2N(N=C(C=2)C(F)F)C=2C=CC(=CC=2)S(N)(=O)=O)=C1 STEABEPPLOOBKO-UHFFFAOYSA-N 0.000 claims description 2
• NYHPLNRTCNKZBM-UHFFFAOYSA-N 4-[5-(4-chloro-3-methylphenyl)-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=C(Cl)C(C)=CC(C=2N(N=C(C=2)C(F)(F)F)C=2C=CC(=CC=2)S(N)(=O)=O)=C1 NYHPLNRTCNKZBM-UHFFFAOYSA-N 0.000 claims description 2
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• OBKZBCUTXVLFQO-UHFFFAOYSA-N 4-[5-(4-chlorophenyl)-4-methyl-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound CC=1C(C(F)(F)F)=NN(C=2C=CC(=CC=2)S(N)(=O)=O)C=1C1=CC=C(Cl)C=C1 OBKZBCUTXVLFQO-UHFFFAOYSA-N 0.000 claims description 2
• UFTCXWCGGWOJRJ-UHFFFAOYSA-N 4-[5-(4-cyanophenyl)-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=CC(S(=O)(=O)N)=CC=C1N1C(C=2C=CC(=CC=2)C#N)=CC(C(F)(F)F)=N1 UFTCXWCGGWOJRJ-UHFFFAOYSA-N 0.000 claims description 2
• DFSTZAKEISRAOK-UHFFFAOYSA-N 4-[5-(4-ethoxyphenyl)-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=CC(OCC)=CC=C1C1=CC(C(F)(F)F)=NN1C1=CC=C(S(N)(=O)=O)C=C1 DFSTZAKEISRAOK-UHFFFAOYSA-N 0.000 claims description 2
• DIIJJSMSKXETBH-UHFFFAOYSA-N 4-[5-(4-ethylphenyl)-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=CC(CC)=CC=C1C1=CC(C(F)(F)F)=NN1C1=CC=C(S(N)(=O)=O)C=C1 DIIJJSMSKXETBH-UHFFFAOYSA-N 0.000 claims description 2
• ILHJYQXOAUQIMF-UHFFFAOYSA-N 4-[5-(4-fluoro-2-methoxyphenyl)-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound COC1=CC(F)=CC=C1C1=CC(C(F)(F)F)=NN1C1=CC=C(S(N)(=O)=O)C=C1 ILHJYQXOAUQIMF-UHFFFAOYSA-N 0.000 claims description 2
• BCOOVJBDJGESPU-UHFFFAOYSA-N 4-[5-(4-fluoro-2-methylphenyl)-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound CC1=CC(F)=CC=C1C1=CC(C(F)(F)F)=NN1C1=CC=C(S(N)(=O)=O)C=C1 BCOOVJBDJGESPU-UHFFFAOYSA-N 0.000 claims description 2
• RRLICNBVVLGZGZ-UHFFFAOYSA-N 4-[5-(4-fluorophenyl)-4-methyl-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound CC=1C(C(F)(F)F)=NN(C=2C=CC(=CC=2)S(N)(=O)=O)C=1C1=CC=C(F)C=C1 RRLICNBVVLGZGZ-UHFFFAOYSA-N 0.000 claims description 2
• YBGDZBLDUVQEQU-UHFFFAOYSA-N 4-[5-(4-methyl-3-nitrophenyl)-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=C([N+]([O-])=O)C(C)=CC=C1C1=CC(C(F)(F)F)=NN1C1=CC=C(S(N)(=O)=O)C=C1 YBGDZBLDUVQEQU-UHFFFAOYSA-N 0.000 claims description 2
• QONAWCBVRKXWKM-UHFFFAOYSA-N 4-[5-(4-methylsulfanylphenyl)-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=CC(SC)=CC=C1C1=CC(C(F)(F)F)=NN1C1=CC=C(S(N)(=O)=O)C=C1 QONAWCBVRKXWKM-UHFFFAOYSA-N 0.000 claims description 2
• GEHUNGKNSFDUNT-UHFFFAOYSA-N 4-[5-[4-(methylamino)phenyl]-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=CC(NC)=CC=C1C1=CC(C(F)(F)F)=NN1C1=CC=C(S(N)(=O)=O)C=C1 GEHUNGKNSFDUNT-UHFFFAOYSA-N 0.000 claims description 2
• VXOHFPDPIOCBJZ-UHFFFAOYSA-N 5-(4-chlorophenyl)-n-(3-fluorophenyl)-1-(4-sulfamoylphenyl)pyrazole-3-carboxamide Chemical compound C1=CC(S(=O)(=O)N)=CC=C1N1C(C=2C=CC(Cl)=CC=2)=CC(C(=O)NC=2C=C(F)C=CC=2)=N1 VXOHFPDPIOCBJZ-UHFFFAOYSA-N 0.000 claims description 2
• 206010009900 Colitis ulcerative Diseases 0.000 claims description 2
• 206010009944 Colon cancer Diseases 0.000 claims description 2
• 208000001333 Colorectal Neoplasms Diseases 0.000 claims description 2
• 208000011231 Crohn disease Diseases 0.000 claims description 2
• 208000007882 Gastritis Diseases 0.000 claims description 2
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• 201000006704 Ulcerative Colitis Diseases 0.000 claims description 2
• IATUKUAASDRLNP-UHFFFAOYSA-N benzyl 2-[[5-(4-chlorophenyl)-1-(4-sulfamoylphenyl)pyrazole-3-carbonyl]amino]acetate Chemical compound C1=CC(S(=O)(=O)N)=CC=C1N1C(C=2C=CC(Cl)=CC=2)=CC(C(=O)NCC(=O)OCC=2C=CC=CC=2)=N1 IATUKUAASDRLNP-UHFFFAOYSA-N 0.000 claims description 2
• AHTVFSVKWLEYMA-UHFFFAOYSA-N ethyl 2-cyano-3-[5-phenyl-1-(4-sulfamoylphenyl)pyrazol-3-yl]prop-2-enoate Chemical compound C=1C=C(S(N)(=O)=O)C=CC=1N1N=C(C=C(C(=O)OCC)C#N)C=C1C1=CC=CC=C1 AHTVFSVKWLEYMA-UHFFFAOYSA-N 0.000 claims description 2
• ADPRHRLFLUFASY-UHFFFAOYSA-N ethyl 4-bromo-5-(4-chlorophenyl)-1-(4-sulfamoylphenyl)pyrazole-3-carboxylate Chemical compound BrC=1C(C(=O)OCC)=NN(C=2C=CC(=CC=2)S(N)(=O)=O)C=1C1=CC=C(Cl)C=C1 ADPRHRLFLUFASY-UHFFFAOYSA-N 0.000 claims description 2
• XDNHHYRDDGMFNW-UHFFFAOYSA-N ethyl 4-chloro-5-(4-chlorophenyl)-1-(4-sulfamoylphenyl)pyrazole-3-carboxylate Chemical compound ClC=1C(C(=O)OCC)=NN(C=2C=CC(=CC=2)S(N)(=O)=O)C=1C1=CC=C(Cl)C=C1 XDNHHYRDDGMFNW-UHFFFAOYSA-N 0.000 claims description 2
• YZEUTWRRPLTJON-UHFFFAOYSA-N ethyl 5-(4-chlorophenyl)-1-(4-sulfamoylphenyl)pyrazole-3-carboxylate Chemical compound C=1C=C(S(N)(=O)=O)C=CC=1N1N=C(C(=O)OCC)C=C1C1=CC=C(Cl)C=C1 YZEUTWRRPLTJON-UHFFFAOYSA-N 0.000 claims description 2
• JRLMIOJTUNIVRD-UHFFFAOYSA-N ethyl 5-(4-methylphenyl)-1-(4-sulfamoylphenyl)pyrazole-3-carboxylate Chemical compound C=1C=C(S(N)(=O)=O)C=CC=1N1N=C(C(=O)OCC)C=C1C1=CC=C(C)C=C1 JRLMIOJTUNIVRD-UHFFFAOYSA-N 0.000 claims description 2
• 208000002551 irritable bowel syndrome Diseases 0.000 claims description 2
• AJRZJFVHQSDGFS-UHFFFAOYSA-N methyl 4-bromo-5-(4-fluorophenyl)-1-(4-sulfamoylphenyl)pyrazole-3-carboxylate Chemical compound BrC=1C(C(=O)OC)=NN(C=2C=CC(=CC=2)S(N)(=O)=O)C=1C1=CC=C(F)C=C1 AJRZJFVHQSDGFS-UHFFFAOYSA-N 0.000 claims description 2
• MGMGYVFKXGTIIF-UHFFFAOYSA-N methyl 4-chloro-5-(3-chloro-4-methoxyphenyl)-1-(4-sulfamoylphenyl)pyrazole-3-carboxylate Chemical compound ClC=1C(C(=O)OC)=NN(C=2C=CC(=CC=2)S(N)(=O)=O)C=1C1=CC=C(OC)C(Cl)=C1 MGMGYVFKXGTIIF-UHFFFAOYSA-N 0.000 claims description 2
• MEBSTASXWKTLJD-UHFFFAOYSA-N methyl 4-chloro-5-(4-chlorophenyl)-1-(4-sulfamoylphenyl)pyrazole-3-carboxylate Chemical compound ClC=1C(C(=O)OC)=NN(C=2C=CC(=CC=2)S(N)(=O)=O)C=1C1=CC=C(Cl)C=C1 MEBSTASXWKTLJD-UHFFFAOYSA-N 0.000 claims description 2
• GYZUMDFPWGOQEE-UHFFFAOYSA-N methyl 4-chloro-5-(4-fluorophenyl)-1-(4-sulfamoylphenyl)pyrazole-3-carboxylate Chemical compound ClC=1C(C(=O)OC)=NN(C=2C=CC(=CC=2)S(N)(=O)=O)C=1C1=CC=C(F)C=C1 GYZUMDFPWGOQEE-UHFFFAOYSA-N 0.000 claims description 2
• LUYMOVBHGFEGCT-UHFFFAOYSA-N methyl 4-chloro-5-phenyl-1-(4-sulfamoylphenyl)pyrazole-3-carboxylate Chemical compound ClC=1C(C(=O)OC)=NN(C=2C=CC(=CC=2)S(N)(=O)=O)C=1C1=CC=CC=C1 LUYMOVBHGFEGCT-UHFFFAOYSA-N 0.000 claims description 2
• LXPYNMILYISCND-UHFFFAOYSA-N methyl 5-(3-bromo-4-methoxyphenyl)-4-chloro-1-(4-sulfamoylphenyl)pyrazole-3-carboxylate Chemical compound ClC=1C(C(=O)OC)=NN(C=2C=CC(=CC=2)S(N)(=O)=O)C=1C1=CC=C(OC)C(Br)=C1 LXPYNMILYISCND-UHFFFAOYSA-N 0.000 claims description 2
• OPHCOPKOYYQSIR-UHFFFAOYSA-N n-(3-fluorophenyl)-5-(4-fluorophenyl)-1-(4-sulfamoylphenyl)pyrazole-3-carboxamide Chemical compound C1=CC(S(=O)(=O)N)=CC=C1N1C(C=2C=CC(F)=CC=2)=CC(C(=O)NC=2C=C(F)C=CC=2)=N1 OPHCOPKOYYQSIR-UHFFFAOYSA-N 0.000 claims description 2
• 230000002265 prevention Effects 0.000 claims description 2
• XZNQYZAQZDYFKX-UHFFFAOYSA-N propan-2-yl 5-(4-chlorophenyl)-1-(4-sulfamoylphenyl)pyrazole-3-carboxylate Chemical compound C=1C=C(S(N)(=O)=O)C=CC=1N1N=C(C(=O)OC(C)C)C=C1C1=CC=C(Cl)C=C1 XZNQYZAQZDYFKX-UHFFFAOYSA-N 0.000 claims description 2
• 125000006577 C1-C6 hydroxyalkyl group Chemical group 0.000 claims 3
• 125000000008 (C1-C10) alkyl group Chemical group 0.000 claims 2
• 125000004454 (C1-C6) alkoxycarbonyl group Chemical group 0.000 claims 2
• 125000004739 (C1-C6) alkylsulfonyl group Chemical group 0.000 claims 2
• 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 claims 2
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• 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 1
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• UPCAZFNLCQGWDX-UHFFFAOYSA-N 4-[5-(3,4-dibromo-4-methylcyclohexyl)-3-(difluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1C(Br)C(C)(Br)CCC1C1=CC(C(F)F)=NN1C1=CC=C(S(N)(=O)=O)C=C1 UPCAZFNLCQGWDX-UHFFFAOYSA-N 0.000 description 1
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• IPJJJUBJXLSQLJ-UHFFFAOYSA-N 4-[5-(3,4-dihydro-2h-thiochromen-6-yl)-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=CC(S(=O)(=O)N)=CC=C1N1C(C=2C=C3CCCSC3=CC=2)=CC(C(F)(F)F)=N1 IPJJJUBJXLSQLJ-UHFFFAOYSA-N 0.000 description 1
• CGNCDXAZAYKLEH-UHFFFAOYSA-N 4-[5-(3,4-dihydroxyphenyl)-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=CC(S(=O)(=O)N)=CC=C1N1C(C=2C=C(O)C(O)=CC=2)=CC(C(F)(F)F)=N1 CGNCDXAZAYKLEH-UHFFFAOYSA-N 0.000 description 1
• ZOODUJMNJQEGRJ-UHFFFAOYSA-N 4-[5-(3,4-dimethylphenyl)-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=C(C)C(C)=CC=C1C1=CC(C(F)(F)F)=NN1C1=CC=C(S(N)(=O)=O)C=C1 ZOODUJMNJQEGRJ-UHFFFAOYSA-N 0.000 description 1
• JESLXZVUPBEMGC-UHFFFAOYSA-N 4-[5-(3,5-difluorophenyl)-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=CC(S(=O)(=O)N)=CC=C1N1C(C=2C=C(F)C=C(F)C=2)=CC(C(F)(F)F)=N1 JESLXZVUPBEMGC-UHFFFAOYSA-N 0.000 description 1
• RYNVKKGOTPBEDA-UHFFFAOYSA-N 4-[5-(3-methoxyphenyl)-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound COC1=CC=CC(C=2N(N=C(C=2)C(F)(F)F)C=2C=CC(=CC=2)S(N)(=O)=O)=C1 RYNVKKGOTPBEDA-UHFFFAOYSA-N 0.000 description 1
• YGPPAFCERXPDAH-UHFFFAOYSA-N 4-[5-(3-methylsulfanylphenyl)-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound CSC1=CC=CC(C=2N(N=C(C=2)C(F)(F)F)C=2C=CC(=CC=2)S(N)(=O)=O)=C1 YGPPAFCERXPDAH-UHFFFAOYSA-N 0.000 description 1
• GWHSANYAWVCYBY-UHFFFAOYSA-N 4-[5-(3-methylsulfinylphenyl)-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound CS(=O)C1=CC=CC(C=2N(N=C(C=2)C(F)(F)F)C=2C=CC(=CC=2)S(N)(=O)=O)=C1 GWHSANYAWVCYBY-UHFFFAOYSA-N 0.000 description 1
• BNPZLEPICKLOCP-UHFFFAOYSA-N 4-[5-(4-butoxyphenyl)-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=CC(OCCCC)=CC=C1C1=CC(C(F)(F)F)=NN1C1=CC=C(S(N)(=O)=O)C=C1 BNPZLEPICKLOCP-UHFFFAOYSA-N 0.000 description 1
• LMUDNAQIUNSLKZ-UHFFFAOYSA-N 4-[5-(4-chloro-2-methoxyphenyl)-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound COC1=CC(Cl)=CC=C1C1=CC(C(F)(F)F)=NN1C1=CC=C(S(N)(=O)=O)C=C1 LMUDNAQIUNSLKZ-UHFFFAOYSA-N 0.000 description 1
• YDXRQIWBPXHVAM-UHFFFAOYSA-N 4-[5-(4-chloro-2-methylphenyl)-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound CC1=CC(Cl)=CC=C1C1=CC(C(F)(F)F)=NN1C1=CC=C(S(N)(=O)=O)C=C1 YDXRQIWBPXHVAM-UHFFFAOYSA-N 0.000 description 1
• SWWOSPBNVAQTFI-UHFFFAOYSA-N 4-[5-(4-chloro-4-methylcyclohexyl)-3-(difluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1CC(C)(Cl)CCC1C1=CC(C(F)F)=NN1C1=CC=C(S(N)(=O)=O)C=C1 SWWOSPBNVAQTFI-UHFFFAOYSA-N 0.000 description 1
• SBKQRGACZIKPCT-UHFFFAOYSA-N 4-[5-(4-chlorophenyl)-3-(1,1-dichloroethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C=1C=C(S(N)(=O)=O)C=CC=1N1N=C(C(Cl)(Cl)C)C=C1C1=CC=C(Cl)C=C1 SBKQRGACZIKPCT-UHFFFAOYSA-N 0.000 description 1
• HCXKVLWCDCEIQZ-UHFFFAOYSA-N 4-[5-(4-chlorophenyl)-3-(1,1-dichloropropyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C=1C=C(S(N)(=O)=O)C=CC=1N1N=C(C(Cl)(Cl)CC)C=C1C1=CC=C(Cl)C=C1 HCXKVLWCDCEIQZ-UHFFFAOYSA-N 0.000 description 1
• DKWBRGLRALAVFE-UHFFFAOYSA-N 4-[5-(4-chlorophenyl)-3-(1,1-difluoroethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C=1C=C(S(N)(=O)=O)C=CC=1N1N=C(C(F)(F)C)C=C1C1=CC=C(Cl)C=C1 DKWBRGLRALAVFE-UHFFFAOYSA-N 0.000 description 1
• QBLAFVJZRPXMFP-UHFFFAOYSA-N 4-[5-(4-chlorophenyl)-3-(dichloromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=CC(S(=O)(=O)N)=CC=C1N1C(C=2C=CC(Cl)=CC=2)=CC(C(Cl)Cl)=N1 QBLAFVJZRPXMFP-UHFFFAOYSA-N 0.000 description 1
• NQFORQYHJUQDES-UHFFFAOYSA-N 4-[5-(4-chlorophenyl)-3-(fluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=CC(S(=O)(=O)N)=CC=C1N1C(C=2C=CC(Cl)=CC=2)=CC(CF)=N1 NQFORQYHJUQDES-UHFFFAOYSA-N 0.000 description 1
• DKUVPDCREXJBSO-UHFFFAOYSA-N 4-[5-(4-chlorophenyl)-3-[dichloro(fluoro)methyl]pyrazol-1-yl]benzenesulfonamide Chemical compound C1=CC(S(=O)(=O)N)=CC=C1N1C(C=2C=CC(Cl)=CC=2)=CC(C(F)(Cl)Cl)=N1 DKUVPDCREXJBSO-UHFFFAOYSA-N 0.000 description 1
• BWNHXPREXNZLBI-UHFFFAOYSA-N 4-[5-(4-chlorophenyl)-3-fluoropyrazol-1-yl]benzenesulfonamide Chemical compound C1=CC(S(=O)(=O)N)=CC=C1N1C(C=2C=CC(Cl)=CC=2)=CC(F)=N1 BWNHXPREXNZLBI-UHFFFAOYSA-N 0.000 description 1
• NDPHUWFVMDOOPI-UHFFFAOYSA-N 4-[5-(4-chlorophenyl)-3-formylpyrazol-1-yl]benzenesulfonamide Chemical compound C1=CC(S(=O)(=O)N)=CC=C1N1C(C=2C=CC(Cl)=CC=2)=CC(C=O)=N1 NDPHUWFVMDOOPI-UHFFFAOYSA-N 0.000 description 1
• BJRORANMGBXDRS-UHFFFAOYSA-N 4-[5-(4-chlorophenyl)-3-methylsulfonylpyrazol-1-yl]benzenesulfonamide Chemical compound C=1C=C(S(N)(=O)=O)C=CC=1N1N=C(S(=O)(=O)C)C=C1C1=CC=C(Cl)C=C1 BJRORANMGBXDRS-UHFFFAOYSA-N 0.000 description 1
• YDUQOLMYSBDZFO-UHFFFAOYSA-N 4-[5-(4-chlorophenyl)-3-phenylpyrazol-1-yl]benzenesulfonamide Chemical compound C1=CC(S(=O)(=O)N)=CC=C1N1C(C=2C=CC(Cl)=CC=2)=CC(C=2C=CC=CC=2)=N1 YDUQOLMYSBDZFO-UHFFFAOYSA-N 0.000 description 1
• SGVCPVBBMCJFLT-UHFFFAOYSA-N 4-[5-(4-chlorophenyl)-4-methylsulfonylpyrazol-1-yl]benzenesulfonamide Chemical compound CS(=O)(=O)C=1C=NN(C=2C=CC(=CC=2)S(N)(=O)=O)C=1C1=CC=C(Cl)C=C1 SGVCPVBBMCJFLT-UHFFFAOYSA-N 0.000 description 1
• PYFPFKZKEKWZGK-UHFFFAOYSA-N 4-[5-(4-chlorophenyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=CC(S(=O)(=O)N)=CC=C1N1C(C=2C=CC(Cl)=CC=2)=CC=N1 PYFPFKZKEKWZGK-UHFFFAOYSA-N 0.000 description 1
• QIGXWAPXELJZDY-UHFFFAOYSA-N 4-[5-(4-fluoro-3-methylphenyl)-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=C(F)C(C)=CC(C=2N(N=C(C=2)C(F)(F)F)C=2C=CC(=CC=2)S(N)(=O)=O)=C1 QIGXWAPXELJZDY-UHFFFAOYSA-N 0.000 description 1
• WMRZLHQHTGVFOZ-UHFFFAOYSA-N 4-[5-(4-fluorophenyl)-3-(1H-imidazol-2-yl)pyrazol-1-yl]benzenesulfonamide Chemical compound NS(=O)(=O)c1ccc(cc1)-n1nc(cc1-c1ccc(F)cc1)-c1ncc[nH]1 WMRZLHQHTGVFOZ-UHFFFAOYSA-N 0.000 description 1
• OOFUWSBEQCTXEC-UHFFFAOYSA-N 4-[5-(4-fluorophenyl)-3-(trichloromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=CC(S(=O)(=O)N)=CC=C1N1C(C=2C=CC(F)=CC=2)=CC(C(Cl)(Cl)Cl)=N1 OOFUWSBEQCTXEC-UHFFFAOYSA-N 0.000 description 1
• BUMVTTLGCFEQFB-UHFFFAOYSA-N 4-[5-(4-fluorophenyl)-3-pyridin-2-ylpyrazol-1-yl]benzenesulfonamide Chemical compound C1=CC(S(=O)(=O)N)=CC=C1N1C(C=2C=CC(F)=CC=2)=CC(C=2N=CC=CC=2)=N1 BUMVTTLGCFEQFB-UHFFFAOYSA-N 0.000 description 1
• AYICOBZGWAIKMH-UHFFFAOYSA-N 4-[5-(4-hydroxy-3-methylphenyl)-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=C(O)C(C)=CC(C=2N(N=C(C=2)C(F)(F)F)C=2C=CC(=CC=2)S(N)(=O)=O)=C1 AYICOBZGWAIKMH-UHFFFAOYSA-N 0.000 description 1
• BXTTVDHEMRVMIN-UHFFFAOYSA-N 4-[5-(4-methoxy-3,5-dimethylphenyl)-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=C(C)C(OC)=C(C)C=C1C1=CC(C(F)(F)F)=NN1C1=CC=C(S(N)(=O)=O)C=C1 BXTTVDHEMRVMIN-UHFFFAOYSA-N 0.000 description 1
• QTKGYTIJXSPFHE-UHFFFAOYSA-N 4-[5-(4-methoxy-3-prop-1-enylphenyl)-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=C(C=CC)C(OC)=CC=C1C1=CC(C(F)(F)F)=NN1C1=CC=C(S(N)(=O)=O)C=C1 QTKGYTIJXSPFHE-UHFFFAOYSA-N 0.000 description 1
• BUTOCTTYUDOVFY-UHFFFAOYSA-N 4-[5-(4-methylsulfinylphenyl)-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=CC(S(=O)C)=CC=C1C1=CC(C(F)(F)F)=NN1C1=CC=C(S(N)(=O)=O)C=C1 BUTOCTTYUDOVFY-UHFFFAOYSA-N 0.000 description 1
• YLMZYVZMVKJGOT-UHFFFAOYSA-N 4-[5-(4-nitrophenyl)-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=CC(S(=O)(=O)N)=CC=C1N1C(C=2C=CC(=CC=2)[N+]([O-])=O)=CC(C(F)(F)F)=N1 YLMZYVZMVKJGOT-UHFFFAOYSA-N 0.000 description 1
• TWIRABYPPPQKPW-UHFFFAOYSA-N 4-[5-(4-propan-2-ylphenyl)-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=CC(C(C)C)=CC=C1C1=CC(C(F)(F)F)=NN1C1=CC=C(S(N)(=O)=O)C=C1 TWIRABYPPPQKPW-UHFFFAOYSA-N 0.000 description 1
• OUIDVLCUIQUHMZ-UHFFFAOYSA-N 4-[5-(4-tert-butylphenyl)-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=CC(C(C)(C)C)=CC=C1C1=CC(C(F)(F)F)=NN1C1=CC=C(S(N)(=O)=O)C=C1 OUIDVLCUIQUHMZ-UHFFFAOYSA-N 0.000 description 1
• KYBUMQDQYCMTQQ-UHFFFAOYSA-N 4-[5-(5-bromothiophen-2-yl)-3-(difluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=CC(S(=O)(=O)N)=CC=C1N1C(C=2SC(Br)=CC=2)=CC(C(F)F)=N1 KYBUMQDQYCMTQQ-UHFFFAOYSA-N 0.000 description 1
• TVETVUKIGCRVNH-UHFFFAOYSA-N 4-[5-(5-bromothiophen-2-yl)-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=CC(S(=O)(=O)N)=CC=C1N1C(C=2SC(Br)=CC=2)=CC(C(F)(F)F)=N1 TVETVUKIGCRVNH-UHFFFAOYSA-N 0.000 description 1
• PCKAZGMKFIJAHU-UHFFFAOYSA-N 4-[5-(5-chlorofuran-2-yl)-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=CC(S(=O)(=O)N)=CC=C1N1C(C=2OC(Cl)=CC=2)=CC(C(F)(F)F)=N1 PCKAZGMKFIJAHU-UHFFFAOYSA-N 0.000 description 1
• BKFJGWJMNRLCOI-UHFFFAOYSA-N 4-[5-(5-chlorothiophen-2-yl)-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=CC(S(=O)(=O)N)=CC=C1N1C(C=2SC(Cl)=CC=2)=CC(C(F)(F)F)=N1 BKFJGWJMNRLCOI-UHFFFAOYSA-N 0.000 description 1
• CMAXXISYQHVGOB-UHFFFAOYSA-N 4-[5-(5-methylthiophen-2-yl)-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound S1C(C)=CC=C1C1=CC(C(F)(F)F)=NN1C1=CC=C(S(N)(=O)=O)C=C1 CMAXXISYQHVGOB-UHFFFAOYSA-N 0.000 description 1
• SBGOLIHKJFBKNL-UHFFFAOYSA-N 4-[5-(6-methylpyridin-3-yl)-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=NC(C)=CC=C1C1=CC(C(F)(F)F)=NN1C1=CC=C(S(N)(=O)=O)C=C1 SBGOLIHKJFBKNL-UHFFFAOYSA-N 0.000 description 1
• ABDIHMDGKUBQSJ-UHFFFAOYSA-N 4-[5-(7-chloro-1-methylindol-5-yl)-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C=1C(Cl)=C2N(C)C=CC2=CC=1C1=CC(C(F)(F)F)=NN1C1=CC=C(S(N)(=O)=O)C=C1 ABDIHMDGKUBQSJ-UHFFFAOYSA-N 0.000 description 1
• PIOQDIOIQUBGFF-UHFFFAOYSA-N 4-[5-(7-fluoro-1-methyl-2,3-dihydroindol-5-yl)-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C=1C(F)=C2N(C)CCC2=CC=1C1=CC(C(F)(F)F)=NN1C1=CC=C(S(N)(=O)=O)C=C1 PIOQDIOIQUBGFF-UHFFFAOYSA-N 0.000 description 1
• OFBJMGMDVCUQKI-UHFFFAOYSA-N 4-[5-(7-fluoro-1h-indol-5-yl)-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=CC(S(=O)(=O)N)=CC=C1N1C(C=2C=C3C=CNC3=C(F)C=2)=CC(C(F)(F)F)=N1 OFBJMGMDVCUQKI-UHFFFAOYSA-N 0.000 description 1
• DKYUBWWDQMKPOP-UHFFFAOYSA-N 4-[5-(7-methyl-1,3-benzodioxol-5-yl)-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C=1C=2OCOC=2C(C)=CC=1C1=CC(C(F)(F)F)=NN1C1=CC=C(S(N)(=O)=O)C=C1 DKYUBWWDQMKPOP-UHFFFAOYSA-N 0.000 description 1
• ATKHOXMSRLXPHH-UHFFFAOYSA-N 4-[5-(7-methyl-1h-indol-5-yl)-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C=1C=2C=CNC=2C(C)=CC=1C1=CC(C(F)(F)F)=NN1C1=CC=C(S(N)(=O)=O)C=C1 ATKHOXMSRLXPHH-UHFFFAOYSA-N 0.000 description 1
• LSTPZPSAJKPXBD-UHFFFAOYSA-N 4-[5-(cyclohexen-1-yl)-3-(difluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=CC(S(=O)(=O)N)=CC=C1N1C(C=2CCCCC=2)=CC(C(F)F)=N1 LSTPZPSAJKPXBD-UHFFFAOYSA-N 0.000 description 1
• KNNHMHHUEHQWNA-UHFFFAOYSA-N 4-[5-(cyclohexen-1-yl)-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=CC(S(=O)(=O)N)=CC=C1N1C(C=2CCCCC=2)=CC(C(F)(F)F)=N1 KNNHMHHUEHQWNA-UHFFFAOYSA-N 0.000 description 1
• ABVHVZZVMCVYAM-UHFFFAOYSA-N 4-[5-(cyclopenten-1-yl)-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=CC(S(=O)(=O)N)=CC=C1N1C(C=2CCCC=2)=CC(C(F)(F)F)=N1 ABVHVZZVMCVYAM-UHFFFAOYSA-N 0.000 description 1
• VQMKKTVPWAGKOU-UHFFFAOYSA-N 4-[5-(difluoromethyl)-2-(4-fluorophenyl)pyrazol-3-yl]benzenesulfonamide Chemical compound C1=CC(S(=O)(=O)N)=CC=C1C1=CC(C(F)F)=NN1C1=CC=C(F)C=C1 VQMKKTVPWAGKOU-UHFFFAOYSA-N 0.000 description 1
• CCGBCBMZYHQWAG-UHFFFAOYSA-N 4-[5-(difluoromethyl)-2-(4-methoxyphenyl)pyrazol-3-yl]benzenesulfonamide Chemical compound C1=CC(OC)=CC=C1N1C(C=2C=CC(=CC=2)S(N)(=O)=O)=CC(C(F)F)=N1 CCGBCBMZYHQWAG-UHFFFAOYSA-N 0.000 description 1
• UIYSOVBHBZVODQ-UHFFFAOYSA-N 4-[5-(difluoromethyl)-2-(4-sulfamoylphenyl)pyrazol-3-yl]benzoic acid Chemical compound C1=CC(S(=O)(=O)N)=CC=C1N1C(C=2C=CC(=CC=2)C(O)=O)=CC(C(F)F)=N1 UIYSOVBHBZVODQ-UHFFFAOYSA-N 0.000 description 1
• IDBOWOYWXYHIDH-UHFFFAOYSA-N 4-[5-(difluoromethyl)-2-phenylpyrazol-3-yl]benzenesulfonamide Chemical compound C1=CC(S(=O)(=O)N)=CC=C1C1=CC(C(F)F)=NN1C1=CC=CC=C1 IDBOWOYWXYHIDH-UHFFFAOYSA-N 0.000 description 1
• RNPIORLAGIKXAR-UHFFFAOYSA-N 4-[5-(furan-2-yl)-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=CC(S(=O)(=O)N)=CC=C1N1C(C=2OC=CC=2)=CC(C(F)(F)F)=N1 RNPIORLAGIKXAR-UHFFFAOYSA-N 0.000 description 1
• NTFJSMDMWXAMKT-UHFFFAOYSA-N 4-[5-[2-(4-bromophenyl)triazol-4-yl]-3-methylpyrazol-1-yl]benzenesulfonamide Chemical compound C=1C=C(S(N)(=O)=O)C=CC=1N1N=C(C)C=C1C(=N1)C=NN1C1=CC=C(Br)C=C1 NTFJSMDMWXAMKT-UHFFFAOYSA-N 0.000 description 1
• CEEUNUPNNGHRAI-UHFFFAOYSA-N 4-[5-[2-[ethyl(methyl)amino]-4-methylphenyl]-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound CCN(C)C1=CC(C)=CC=C1C1=CC(C(F)(F)F)=NN1C1=CC=C(S(N)(=O)=O)C=C1 CEEUNUPNNGHRAI-UHFFFAOYSA-N 0.000 description 1
• PNEYRODXPZKPMF-UHFFFAOYSA-N 4-[5-[3-(cyclopropylmethyl)-4-methoxyphenyl]-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound COC1=CC=C(C=2N(N=C(C=2)C(F)(F)F)C=2C=CC(=CC=2)S(N)(=O)=O)C=C1CC1CC1 PNEYRODXPZKPMF-UHFFFAOYSA-N 0.000 description 1
• KOJRDCBBQAISSX-UHFFFAOYSA-N 4-[5-[3-(dimethylamino)phenyl]-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound CN(C)C1=CC=CC(C=2N(N=C(C=2)C(F)(F)F)C=2C=CC(=CC=2)S(N)(=O)=O)=C1 KOJRDCBBQAISSX-UHFFFAOYSA-N 0.000 description 1
• LJIYFLLUCFUSLM-UHFFFAOYSA-N 4-[5-[3-[ethyl(methyl)amino]phenyl]-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound CCN(C)C1=CC=CC(C=2N(N=C(C=2)C(F)(F)F)C=2C=CC(=CC=2)S(N)(=O)=O)=C1 LJIYFLLUCFUSLM-UHFFFAOYSA-N 0.000 description 1
• UDLPWZPONSCACE-UHFFFAOYSA-N 4-[5-[3-chloro-4-(dimethylamino)phenyl]-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=C(Cl)C(N(C)C)=CC=C1C1=CC(C(F)(F)F)=NN1C1=CC=C(S(N)(=O)=O)C=C1 UDLPWZPONSCACE-UHFFFAOYSA-N 0.000 description 1
• AQJASLQQCCUDQH-UHFFFAOYSA-N 4-[5-[3-chloro-4-(methylamino)phenyl]-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=C(Cl)C(NC)=CC=C1C1=CC(C(F)(F)F)=NN1C1=CC=C(S(N)(=O)=O)C=C1 AQJASLQQCCUDQH-UHFFFAOYSA-N 0.000 description 1
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