JP2019536810A5

JP2019536810A5 -

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Publication number: JP2019536810A5
Authority: JP; Japan
Prior art keywords: benzenesulfonamide; amino; thiazol; fluoro; chloro
Prior art date: 2017-05-19
Legal status : Granted

Application number

JP2019530725A

Other languages

English (en)

Japanese (ja)

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JP2019536810A (ja

JP7022751B2 (ja

Filing date

2017-05-19

Publication date

2020-06-25

2017-05-19 Application filed filed Critical

2017-05-19 Priority claimed from PCT/US2017/033666 external-priority patent/WO2018106284A1/en

2019-12-19 Publication of JP2019536810A publication Critical patent/JP2019536810A/ja

2020-06-25 Publication of JP2019536810A5 publication Critical patent/JP2019536810A5/ja

2022-02-18 Application granted granted Critical

2022-02-18 Publication of JP7022751B2 publication Critical patent/JP7022751B2/ja

Status Active legal-status Critical Current

2037-05-19 Anticipated expiration legal-status Critical

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150000001875 compounds Chemical class 0.000 claims description 83
239000000203 mixture Substances 0.000 claims description 66
150000003839 salts Chemical class 0.000 claims description 58
239000012453 solvate Substances 0.000 claims description 58
HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 claims description 43
150000001408 amides Chemical class 0.000 claims description 32
KHBQMWCZKVMBLN-UHFFFAOYSA-N Benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1 KHBQMWCZKVMBLN-UHFFFAOYSA-N 0.000 claims description 24
125000000217 alkyl group Chemical group 0.000 claims description 17
125000005346 substituted cycloalkyl group Chemical group 0.000 claims description 17
125000001188 haloalkyl group Chemical group 0.000 claims description 16
125000000623 heterocyclic group Chemical group 0.000 claims description 15
125000004093 cyano group Chemical group *C#N 0.000 claims description 12
125000001072 heteroaryl group Chemical group 0.000 claims description 12
238000000034 method Methods 0.000 claims description 11
-1 6-tetrahydrocyclopenta[c]pyrazolyl Chemical group 0.000 claims description 10
102000016913 Voltage-Gated Sodium Channels Human genes 0.000 claims description 10
108010053752 Voltage-Gated Sodium Channels Proteins 0.000 claims description 10
125000002947 alkylene group Chemical group 0.000 claims description 9
125000003118 aryl group Chemical group 0.000 claims description 9
229910052739 hydrogen Inorganic materials 0.000 claims description 8
239000001257 hydrogen Substances 0.000 claims description 8
125000001424 substituent group Chemical group 0.000 claims description 8
125000004415 heterocyclylalkyl group Chemical group 0.000 claims description 7
125000001113 thiadiazolyl group Chemical group 0.000 claims description 6
125000000335 thiazolyl group Chemical group 0.000 claims description 6
241000124008 Mammalia Species 0.000 claims description 5
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 5
RHNBRBMVSWEKPZ-UHFFFAOYSA-N 3-chloro-4-(1-phenylpropylamino)-N-(1,2,4-thiadiazol-5-yl)benzenesulfonamide Chemical compound ClC=1C=C(C=CC=1NC(CC)C1=CC=CC=C1)S(=O)(=O)NC1=NC=NS1 RHNBRBMVSWEKPZ-UHFFFAOYSA-N 0.000 claims description 4
JUXVPDFGAALQFK-UHFFFAOYSA-N 5-chloro-2-fluoro-4-(1-pyridin-3-ylpropan-2-ylamino)-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1SC=CN=1)F)NC(CC=1C=NC=CC=1)C JUXVPDFGAALQFK-UHFFFAOYSA-N 0.000 claims description 4
KLWKJFRXLGLTIH-VIFPVBQESA-N 5-chloro-4-[[(1S)-1-(2,5-difluorophenyl)ethyl]amino]-2-fluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1N=CSC=1)F)N[C@@H](C)C1=C(C=CC(=C1)F)F KLWKJFRXLGLTIH-VIFPVBQESA-N 0.000 claims description 4
125000001316 cycloalkyl alkyl group Chemical group 0.000 claims description 4
201000010099 disease Diseases 0.000 claims description 4
206010015037 epilepsy Diseases 0.000 claims description 4
125000001786 isothiazolyl group Chemical group 0.000 claims description 4
125000000842 isoxazolyl group Chemical group 0.000 claims description 4
125000002971 oxazolyl group Chemical group 0.000 claims description 4
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 4
HBLCGGVYAHSCEB-UHFFFAOYSA-N 2,3-difluoro-4-[[2-fluoro-6-(pyrrolidin-1-ylmethyl)phenyl]methylamino]-N-(1,2-oxazol-3-yl)benzenesulfonamide Chemical compound FC1=C(C=CC(=C1F)NCC1=C(C=CC=C1CN1CCCC1)F)S(=O)(=O)NC1=NOC=C1 HBLCGGVYAHSCEB-UHFFFAOYSA-N 0.000 claims description 3
OTYLSXLIPYTHJE-UHFFFAOYSA-N 4-[[2-(azetidin-1-ylmethyl)-3,6-difluorophenyl]methylamino]-2,6-difluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound N1(CCC1)CC1=C(CNC2=CC(=C(C(=C2)F)S(=O)(=O)NC=2N=CSC=2)F)C(=CC=C1F)F OTYLSXLIPYTHJE-UHFFFAOYSA-N 0.000 claims description 3
MCZRTBAXXPOGDP-UHFFFAOYSA-N 4-[[2-(azetidin-1-ylmethyl)phenyl]methylamino]-2,6-difluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound N1(CCC1)CC1=C(CNC2=CC(=C(C(=C2)F)S(=O)(=O)NC=2N=CSC=2)F)C=CC=C1 MCZRTBAXXPOGDP-UHFFFAOYSA-N 0.000 claims description 3
GOAFAAIPRHRZCO-ZDUSSCGKSA-N 4-[[2-[(1S)-1-(azetidin-1-yl)ethyl]-6-fluorophenyl]methylamino]-2,6-difluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound N1(CCC1)[C@@H](C)C1=C(CNC2=CC(=C(C(=C2)F)S(=O)(=O)NC=2N=CSC=2)F)C(=CC=C1)F GOAFAAIPRHRZCO-ZDUSSCGKSA-N 0.000 claims description 3
LGIIWMYOAWTZGT-UHFFFAOYSA-N 4-[[2-[(2,2-dimethylazetidin-1-yl)methyl]phenyl]methylamino]-2,6-difluoro-3-methyl-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound CC1(N(CC1)CC1=C(CNC2=C(C(=C(C(=C2)F)S(=O)(=O)NC=2N=CSC=2)F)C)C=CC=C1)C LGIIWMYOAWTZGT-UHFFFAOYSA-N 0.000 claims description 3
VOJFVKGTRNXOTJ-UHFFFAOYSA-N 4-[[2-[[tert-butyl(methyl)amino]methyl]-6-fluorophenyl]methylamino]-2,6-difluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound C(C)(C)(C)N(C)CC1=C(CNC2=CC(=C(C(=C2)F)S(=O)(=O)NC=2N=CSC=2)F)C(=CC=C1)F VOJFVKGTRNXOTJ-UHFFFAOYSA-N 0.000 claims description 3
HCOYRSDKPDEDHP-UHFFFAOYSA-N 2,5-difluoro-4-(1-phenylpropylamino)-N-(1,2,4-thiadiazol-5-yl)benzenesulfonamide Chemical compound FC1=C(C=C(C(=C1)NC(CC)C1=CC=CC=C1)F)S(=O)(=O)NC1=NC=NS1 HCOYRSDKPDEDHP-UHFFFAOYSA-N 0.000 claims description 2
LDRSXZSIUNZYNB-JTQLQIEISA-N 2,5-difluoro-4-[(1S)-1-(2-fluorophenyl)ethoxy]-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound FC1=C(C=C(C(=C1)O[C@@H](C)C1=C(C=CC=C1)F)F)S(=O)(=O)NC=1SC=CN=1 LDRSXZSIUNZYNB-JTQLQIEISA-N 0.000 claims description 2
AOQJPLASOHGIMF-JTQLQIEISA-N 2,5-difluoro-4-[[(1S)-1-(2-fluorophenyl)ethyl]amino]-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound FC1=C(C=C(C(=C1)N[C@@H](C)C1=C(C=CC=C1)F)F)S(=O)(=O)NC=1SC=CN=1 AOQJPLASOHGIMF-JTQLQIEISA-N 0.000 claims description 2
GEWKPAIXVNRCII-UHFFFAOYSA-N 2,6-difluoro-4-[(1-phenylcyclopropyl)amino]-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound FC1=C(C(=CC(=C1)NC1(CC1)C1=CC=CC=C1)F)S(=O)(=O)NC=1N=CSC=1 GEWKPAIXVNRCII-UHFFFAOYSA-N 0.000 claims description 2
NIAPTCOQYSQBPH-JTQLQIEISA-N 2,6-difluoro-4-[(1S)-1-(2-fluorophenyl)ethoxy]-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound FC1=C(C(=CC(=C1)O[C@@H](C)C1=C(C=CC=C1)F)F)S(=O)(=O)NC=1N=CSC=1 NIAPTCOQYSQBPH-JTQLQIEISA-N 0.000 claims description 2
QYTIKFWKCOVLGN-JTQLQIEISA-N 2,6-difluoro-4-[[(1S)-1-(2-fluoro-5-methoxyphenyl)ethyl]amino]-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound FC1=C(C(=CC(=C1)N[C@@H](C)C1=C(C=CC(=C1)OC)F)F)S(=O)(=O)NC=1N=CSC=1 QYTIKFWKCOVLGN-JTQLQIEISA-N 0.000 claims description 2
YNWHWKIVLFOBNC-JTQLQIEISA-N 2,6-difluoro-4-[[(1S)-1-(2-fluorophenyl)ethyl]amino]-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound FC1=C(C(=CC(=C1)N[C@@H](C)C1=C(C=CC=C1)F)F)S(=O)(=O)NC=1SC=CN=1 YNWHWKIVLFOBNC-JTQLQIEISA-N 0.000 claims description 2
KTUKIQYULOKPOV-JTQLQIEISA-N 2,6-difluoro-4-[[(1S)-1-(2-fluorophenyl)ethyl]amino]-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound FC1=C(C(=CC(=C1)N[C@@H](C)C1=C(C=CC=C1)F)F)S(=O)(=O)NC=1N=CSC=1 KTUKIQYULOKPOV-JTQLQIEISA-N 0.000 claims description 2
TXMXPBHXNBMQRI-NSHDSACASA-N 2,6-difluoro-4-[[(1S)-1-[2-fluoro-5-(methoxymethyl)phenyl]ethyl]amino]-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound FC1=C(C(=CC(=C1)N[C@@H](C)C1=C(C=CC(=C1)COC)F)F)S(=O)(=O)NC=1N=CSC=1 TXMXPBHXNBMQRI-NSHDSACASA-N 0.000 claims description 2
WNECGPWQNUOQSV-UHFFFAOYSA-N 2,6-difluoro-4-[[2-[2-(3-fluoroazetidin-1-yl)ethyl]phenyl]methylamino]-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound FC1=C(C(=CC(=C1)NCC1=C(C=CC=C1)CCN1CC(C1)F)F)S(=O)(=O)NC=1N=CSC=1 WNECGPWQNUOQSV-UHFFFAOYSA-N 0.000 claims description 2
PKPYBXQIIDKBLJ-UHFFFAOYSA-N 2,6-difluoro-4-[[2-fluoro-6-(1-methylazetidin-3-yl)oxyphenyl]methylamino]-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound FC1=C(C(=CC(=C1)NCC1=C(C=CC=C1OC1CN(C1)C)F)F)S(=O)(=O)NC=1N=CSC=1 PKPYBXQIIDKBLJ-UHFFFAOYSA-N 0.000 claims description 2
PPLRCNOFRIPHTH-UHFFFAOYSA-N 2,6-difluoro-4-[[2-fluoro-6-(2-methylpyridin-4-yl)phenyl]methylamino]-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound FC1=C(C(=CC(=C1)NCC1=C(C=CC=C1C1=CC(=NC=C1)C)F)F)S(=O)(=O)NC=1N=CSC=1 PPLRCNOFRIPHTH-UHFFFAOYSA-N 0.000 claims description 2
KDWRZRJLRMOYNS-UHFFFAOYSA-N 2,6-difluoro-4-[[2-fluoro-6-(pyrrolidin-1-ylmethyl)phenyl]methylamino]-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound FC1=C(C(=CC(=C1)NCC1=C(C=CC=C1CN1CCCC1)F)F)S(=O)(=O)NC=1N=CSC=1 KDWRZRJLRMOYNS-UHFFFAOYSA-N 0.000 claims description 2
BNVSEIVWVIFMIZ-SNVBAGLBSA-N 2,6-difluoro-4-[[2-fluoro-6-[(1R)-1-hydroxyethyl]phenyl]methylamino]-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound FC1=C(C(=CC(=C1)NCC1=C(C=CC=C1[C@@H](C)O)F)F)S(=O)(=O)NC=1N=CSC=1 BNVSEIVWVIFMIZ-SNVBAGLBSA-N 0.000 claims description 2
QQBRHFNNEOSGFK-UHFFFAOYSA-N 2,6-difluoro-4-[[2-fluoro-6-[(3-fluoro-3-methylazetidin-1-yl)methyl]phenyl]methylamino]-N-(1,2-oxazol-3-yl)benzenesulfonamide Chemical compound FC1=C(C(=CC(=C1)NCC1=C(C=CC=C1CN1CC(C1)(C)F)F)F)S(=O)(=O)NC1=NOC=C1 QQBRHFNNEOSGFK-UHFFFAOYSA-N 0.000 claims description 2
CIJLXVIRRSHUSD-UHFFFAOYSA-N 2,6-difluoro-4-[[2-fluoro-6-[(3-fluoroazetidin-1-yl)methyl]phenyl]methylamino]-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound FC1=C(C(=CC(=C1)NCC1=C(C=CC=C1CN1CC(C1)F)F)F)S(=O)(=O)NC=1N=CSC=1 CIJLXVIRRSHUSD-UHFFFAOYSA-N 0.000 claims description 2
FZGYGBNRMORRJY-UHFFFAOYSA-N 2,6-difluoro-4-[[2-fluoro-6-[(3-methoxyazetidin-1-yl)methyl]phenyl]methylamino]-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound FC1=C(C(=CC(=C1)NCC1=C(C=CC=C1CN1CC(C1)OC)F)F)S(=O)(=O)NC=1N=CSC=1 FZGYGBNRMORRJY-UHFFFAOYSA-N 0.000 claims description 2
ZAWVUMYSUMNPNI-UHFFFAOYSA-N 2,6-difluoro-4-[[2-fluoro-6-[(3-methylazetidin-1-yl)methyl]phenyl]methylamino]-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound FC1=C(C(=CC(=C1)NCC1=C(C=CC=C1CN1CC(C1)C)F)F)S(=O)(=O)NC=1N=CSC=1 ZAWVUMYSUMNPNI-UHFFFAOYSA-N 0.000 claims description 2
RNQNLSKMXBYSNH-UHFFFAOYSA-N 2,6-difluoro-4-[[2-fluoro-6-[(4-methylpiperazin-1-yl)methyl]phenyl]methylamino]-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound FC1=C(C(=CC(=C1)NCC1=C(C=CC=C1CN1CCN(CC1)C)F)F)S(=O)(=O)NC=1N=CSC=1 RNQNLSKMXBYSNH-UHFFFAOYSA-N 0.000 claims description 2
MQYYCGWFHLJXTP-QGZVFWFLSA-N 2,6-difluoro-4-[[2-fluoro-6-[[(2R)-2-(methoxymethyl)pyrrolidin-1-yl]methyl]phenyl]methylamino]-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound FC1=C(C(=CC(=C1)NCC1=C(C=CC=C1CN1[C@H](CCC1)COC)F)F)S(=O)(=O)NC=1N=CSC=1 MQYYCGWFHLJXTP-QGZVFWFLSA-N 0.000 claims description 2
PQDZQEUAEYKKAU-AWEZNQCLSA-N 2,6-difluoro-4-[[2-fluoro-6-[[(2S)-2-methylpyrrolidin-1-yl]methyl]phenyl]methylamino]-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound FC1=C(C(=CC(=C1)NCC1=C(C=CC=C1CN1[C@H](CCC1)C)F)F)S(=O)(=O)NC=1N=CSC=1 PQDZQEUAEYKKAU-AWEZNQCLSA-N 0.000 claims description 2
UGFDTOGHYILQCQ-CQSZACIVSA-N 2,6-difluoro-4-[[2-fluoro-6-[[(3R)-3-fluoropyrrolidin-1-yl]methyl]phenyl]methylamino]-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound FC1=C(C(=CC(=C1)NCC1=C(C=CC=C1CN1C[C@@H](CC1)F)F)F)S(=O)(=O)NC=1N=CSC=1 UGFDTOGHYILQCQ-CQSZACIVSA-N 0.000 claims description 2
UGFDTOGHYILQCQ-AWEZNQCLSA-N 2,6-difluoro-4-[[2-fluoro-6-[[(3S)-3-fluoropyrrolidin-1-yl]methyl]phenyl]methylamino]-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound FC1=C(C(=CC(=C1)NCC1=C(C=CC=C1CN1C[C@H](CC1)F)F)F)S(=O)(=O)NC=1N=CSC=1 UGFDTOGHYILQCQ-AWEZNQCLSA-N 0.000 claims description 2
NYRKRGRQXIATNF-UHFFFAOYSA-N 2,6-difluoro-4-[[2-fluoro-6-[[2-methoxyethyl(methyl)amino]methyl]phenyl]methylamino]-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound FC1=C(C(=CC(=C1)NCC1=C(C=CC=C1CN(C)CCOC)F)F)S(=O)(=O)NC=1N=CSC=1 NYRKRGRQXIATNF-UHFFFAOYSA-N 0.000 claims description 2
AMRVLVQWBUUSMH-UHFFFAOYSA-N 2,6-difluoro-4-[[2-fluoro-6-[[3-hydroxy-3-(trifluoromethyl)azetidin-1-yl]methyl]phenyl]methylamino]-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound FC1=C(C(=CC(=C1)NCC1=C(C=CC=C1CN1CC(C1)(C(F)(F)F)O)F)F)S(=O)(=O)NC=1N=CSC=1 AMRVLVQWBUUSMH-UHFFFAOYSA-N 0.000 claims description 2
CQPHZOWFBCDZAO-UHFFFAOYSA-N 2,6-difluoro-4-[[2-fluoro-6-[[methyl(2-methylbutan-2-yl)amino]methyl]phenyl]methylamino]-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound FC1=C(C(=CC(=C1)NCC1=C(C=CC=C1CN(C(C)(C)CC)C)F)F)S(=O)(=O)NC=1N=CSC=1 CQPHZOWFBCDZAO-UHFFFAOYSA-N 0.000 claims description 2
OBFXJPUGOSGUTC-UHFFFAOYSA-N 2,6-difluoro-4-[[2-fluoro-6-[[methyl(2-methylpropyl)amino]methyl]phenyl]methylamino]-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound FC1=C(C(=CC(=C1)NCC1=C(C=CC=C1CN(C)CC(C)C)F)F)S(=O)(=O)NC=1N=CSC=1 OBFXJPUGOSGUTC-UHFFFAOYSA-N 0.000 claims description 2
DCZMTTNCCKZEAN-UHFFFAOYSA-N 2,6-difluoro-4-[[2-fluoro-6-[[methyl(oxetan-3-yl)amino]methyl]phenyl]methylamino]-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound FC1=C(C(=CC(=C1)NCC1=C(C=CC=C1CN(C1COC1)C)F)F)S(=O)(=O)NC=1N=CSC=1 DCZMTTNCCKZEAN-UHFFFAOYSA-N 0.000 claims description 2
XOGIVSAYXRERLK-UHFFFAOYSA-N 2,6-difluoro-4-[[2-fluoro-6-[[methyl(propan-2-yl)amino]methyl]phenyl]methylamino]-N-(1,2-oxazol-3-yl)benzenesulfonamide Chemical compound FC1=C(C(=CC(=C1)NCC1=C(C=CC=C1CN(C)C(C)C)F)F)S(=O)(=O)NC1=NOC=C1 XOGIVSAYXRERLK-UHFFFAOYSA-N 0.000 claims description 2
ANGUVPSJNSWBFO-UHFFFAOYSA-N 2,6-difluoro-4-[[2-fluoro-6-[[methyl(propan-2-yl)amino]methyl]phenyl]methylamino]-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound FC1=C(C(=CC(=C1)NCC1=C(C=CC=C1CN(C)C(C)C)F)F)S(=O)(=O)NC=1N=CSC=1 ANGUVPSJNSWBFO-UHFFFAOYSA-N 0.000 claims description 2
FVXUHCYTXVIMSH-UHFFFAOYSA-N 2-fluoro-4-[[2-fluoro-6-[(3-fluoroazetidin-1-yl)methyl]phenyl]methylamino]-3-methyl-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound FC1=C(C=CC(=C1C)NCC1=C(C=CC=C1CN1CC(C1)F)F)S(=O)(=O)NC=1N=CSC=1 FVXUHCYTXVIMSH-UHFFFAOYSA-N 0.000 claims description 2
YGINJWSRFALQEI-UHFFFAOYSA-N 2-fluoro-4-[[2-fluoro-6-[(3-fluoroazetidin-1-yl)methyl]phenyl]methylamino]-5-methyl-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound FC1=C(C=C(C(=C1)NCC1=C(C=CC=C1CN1CC(C1)F)F)C)S(=O)(=O)NC=1N=CSC=1 YGINJWSRFALQEI-UHFFFAOYSA-N 0.000 claims description 2
LSJDNVTWJGTPNZ-INIZCTEOSA-N 2-fluoro-5-methyl-4-[[(1S)-1-phenylpropyl]amino]-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound FC1=C(C=C(C(=C1)N[C@@H](CC)C1=CC=CC=C1)C)S(=O)(=O)NC=1SC=CN=1 LSJDNVTWJGTPNZ-INIZCTEOSA-N 0.000 claims description 2
RIKGEWQKQHSWMD-JTQLQIEISA-N 3,5-dichloro-4-[[(1S)-1-(2-fluorophenyl)ethyl]amino]-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound ClC=1C=C(C=C(C=1N[C@@H](C)C1=C(C=CC=C1)F)Cl)S(=O)(=O)NC=1SC=CN=1 RIKGEWQKQHSWMD-JTQLQIEISA-N 0.000 claims description 2
PBPRVTINMIIUHD-JTQLQIEISA-N 3-chloro-2-fluoro-4-[(1S)-1-(2-fluorophenyl)ethoxy]-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound ClC=1C(=C(C=CC=1O[C@@H](C)C1=C(C=CC=C1)F)S(=O)(=O)NC=1SC=CN=1)F PBPRVTINMIIUHD-JTQLQIEISA-N 0.000 claims description 2
HSMFEMBCNVTKQG-JTQLQIEISA-N 3-chloro-2-fluoro-4-[[(1S)-1-(2-fluorophenyl)ethyl]amino]-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound ClC=1C(=C(C=CC=1N[C@@H](C)C1=C(C=CC=C1)F)S(=O)(=O)NC=1SC=CN=1)F HSMFEMBCNVTKQG-JTQLQIEISA-N 0.000 claims description 2
OEFKFOGCPBFEIV-UHFFFAOYSA-N 3-chloro-2-fluoro-4-[[2-fluoro-6-[(3-fluoroazetidin-1-yl)methyl]phenyl]methylamino]-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound ClC=1C(=C(C=CC=1NCC1=C(C=CC=C1CN1CC(C1)F)F)S(=O)(=O)NC=1N=CSC=1)F OEFKFOGCPBFEIV-UHFFFAOYSA-N 0.000 claims description 2
SDPRTZGVTOHKRX-UHFFFAOYSA-N 3-chloro-4-(1-phenylpropylamino)-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound ClC=1C=C(C=CC=1NC(CC)C1=CC=CC=C1)S(=O)(=O)NC=1SC=CN=1 SDPRTZGVTOHKRX-UHFFFAOYSA-N 0.000 claims description 2
GXUBPYSKCFLRAE-UHFFFAOYSA-N 3-chloro-4-(1-pyridin-2-ylpropylamino)-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound ClC=1C=C(C=CC=1NC(CC)C1=NC=CC=C1)S(=O)(=O)NC=1SC=CN=1 GXUBPYSKCFLRAE-UHFFFAOYSA-N 0.000 claims description 2
BNRKMQUKGIBSLZ-UHFFFAOYSA-N 3-chloro-4-(2-phenylpropylamino)-N-(1,2,4-thiadiazol-5-yl)benzenesulfonamide Chemical compound ClC=1C=C(C=CC=1NCC(C)C1=CC=CC=C1)S(=O)(=O)NC1=NC=NS1 BNRKMQUKGIBSLZ-UHFFFAOYSA-N 0.000 claims description 2
DTZYTEAEVOGNSD-UHFFFAOYSA-N 3-chloro-4-[(1-phenylcyclobutyl)amino]-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound ClC=1C=C(C=CC=1NC1(CCC1)C1=CC=CC=C1)S(=O)(=O)NC=1SC=CN=1 DTZYTEAEVOGNSD-UHFFFAOYSA-N 0.000 claims description 2
BYYUPZWXJZJIJA-LLVKDONJSA-N 3-chloro-4-[(1R)-1-phenylethoxy]-N-(1,2,4-thiadiazol-5-yl)benzenesulfonamide Chemical compound ClC=1C=C(C=CC=1O[C@H](C)C1=CC=CC=C1)S(=O)(=O)NC1=NC=NS1 BYYUPZWXJZJIJA-LLVKDONJSA-N 0.000 claims description 2
BYYUPZWXJZJIJA-NSHDSACASA-N 3-chloro-4-[(1S)-1-phenylethoxy]-N-(1,2,4-thiadiazol-5-yl)benzenesulfonamide Chemical compound ClC=1C=C(C=CC=1O[C@@H](C)C1=CC=CC=C1)S(=O)(=O)NC1=NC=NS1 BYYUPZWXJZJIJA-NSHDSACASA-N 0.000 claims description 2
SFCKRYNWHFLAGQ-UHFFFAOYSA-N 3-chloro-4-[(3-phenyloxetan-3-yl)amino]-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound ClC=1C=C(C=CC=1NC1(COC1)C1=CC=CC=C1)S(=O)(=O)NC=1SC=CN=1 SFCKRYNWHFLAGQ-UHFFFAOYSA-N 0.000 claims description 2
SFJBKIVNYLUFLF-UHFFFAOYSA-N 3-chloro-4-[1-(1-methylpyrazol-4-yl)ethylamino]-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound ClC=1C=C(C=CC=1NC(C)C=1C=NN(C=1)C)S(=O)(=O)NC=1SC=CN=1 SFJBKIVNYLUFLF-UHFFFAOYSA-N 0.000 claims description 2
RHNBRBMVSWEKPZ-OAHLLOKOSA-N 3-chloro-4-[[(1R)-1-phenylpropyl]amino]-N-(1,2,4-thiadiazol-5-yl)benzenesulfonamide Chemical compound ClC=1C=C(C=CC=1N[C@H](CC)C1=CC=CC=C1)S(=O)(=O)NC1=NC=NS1 RHNBRBMVSWEKPZ-OAHLLOKOSA-N 0.000 claims description 2
SZDIBDVGYBSTGV-OAHLLOKOSA-N 3-chloro-4-[[(1R)-2,3-dihydro-1H-inden-1-yl]amino]-N-(1,2,4-thiadiazol-5-yl)benzenesulfonamide Chemical compound ClC=1C=C(C=CC=1N[C@@H]1CCC2=CC=CC=C12)S(=O)(=O)NC1=NC=NS1 SZDIBDVGYBSTGV-OAHLLOKOSA-N 0.000 claims description 2
JRQWOCFHMLBROR-INIZCTEOSA-N 3-chloro-4-[[(1R)-2-hydroxy-1-phenylethyl]amino]-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound ClC=1C=C(C=CC=1N[C@@H](CO)C1=CC=CC=C1)S(=O)(=O)NC=1SC=CN=1 JRQWOCFHMLBROR-INIZCTEOSA-N 0.000 claims description 2
RMDJBRCPYOXQED-VIFPVBQESA-N 3-chloro-4-[[(1S)-1-(2,6-difluorophenyl)ethyl]amino]-2-fluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound ClC=1C(=C(C=CC=1N[C@@H](C)C1=C(C=CC=C1F)F)S(=O)(=O)NC=1N=CSC=1)F RMDJBRCPYOXQED-VIFPVBQESA-N 0.000 claims description 2
GSWPOKZDCQESOH-VIFPVBQESA-N 3-chloro-4-[[(1S)-1-(2-chloro-6-fluorophenyl)ethyl]amino]-2-fluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound ClC=1C(=C(C=CC=1N[C@@H](C)C1=C(C=CC=C1F)Cl)S(=O)(=O)NC=1N=CSC=1)F GSWPOKZDCQESOH-VIFPVBQESA-N 0.000 claims description 2
TZNQMNMRAFVLSE-NSHDSACASA-N 3-chloro-4-[[(1S)-1-(2-chlorophenyl)ethyl]amino]-2-fluoro-N-pyrimidin-4-ylbenzenesulfonamide Chemical compound ClC=1C(=C(C=CC=1N[C@@H](C)C1=C(C=CC=C1)Cl)S(=O)(=O)NC1=NC=NC=C1)F TZNQMNMRAFVLSE-NSHDSACASA-N 0.000 claims description 2
XIUIGABZAWQPAQ-NSHDSACASA-N 3-chloro-4-[[(1S)-1-(2-fluorophenyl)ethyl]amino]-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound ClC=1C=C(C=CC=1N[C@@H](C)C1=C(C=CC=C1)F)S(=O)(=O)NC=1SC=CN=1 XIUIGABZAWQPAQ-NSHDSACASA-N 0.000 claims description 2
YUMBKZSNQBBUDN-VIFPVBQESA-N 3-chloro-4-[[(1S)-1-(5-chloro-2-fluorophenyl)ethyl]amino]-2-fluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound ClC=1C(=C(C=CC=1N[C@@H](C)C1=C(C=CC(=C1)Cl)F)S(=O)(=O)NC=1N=CSC=1)F YUMBKZSNQBBUDN-VIFPVBQESA-N 0.000 claims description 2
OHPHZNJGEVSWMX-LBPRGKRZSA-N 3-chloro-4-[[(1S)-1-phenylethyl]amino]-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound ClC=1C=C(C=CC=1N[C@@H](C)C1=CC=CC=C1)S(=O)(=O)NC=1SC=CN=1 OHPHZNJGEVSWMX-LBPRGKRZSA-N 0.000 claims description 2
NTDFICOOHCFIAB-LBPRGKRZSA-N 3-chloro-4-[[(1S)-1-phenylethyl]amino]-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound ClC=1C=C(C=CC=1N[C@@H](C)C1=CC=CC=C1)S(=O)(=O)NC=1N=CSC=1 NTDFICOOHCFIAB-LBPRGKRZSA-N 0.000 claims description 2
RHNBRBMVSWEKPZ-HNNXBMFYSA-N 3-chloro-4-[[(1S)-1-phenylpropyl]amino]-N-(1,2,4-thiadiazol-5-yl)benzenesulfonamide Chemical compound ClC=1C=C(C=CC=1N[C@@H](CC)C1=CC=CC=C1)S(=O)(=O)NC1=NC=NS1 RHNBRBMVSWEKPZ-HNNXBMFYSA-N 0.000 claims description 2
BVAQWXUGFPAZEK-NSHDSACASA-N 3-chloro-4-[[(1S)-1-pyridin-2-ylethyl]amino]-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound ClC=1C=C(C=CC=1N[C@@H](C)C1=NC=CC=C1)S(=O)(=O)NC=1SC=CN=1 BVAQWXUGFPAZEK-NSHDSACASA-N 0.000 claims description 2
SZDIBDVGYBSTGV-HNNXBMFYSA-N 3-chloro-4-[[(1S)-2,3-dihydro-1H-inden-1-yl]amino]-N-(1,2,4-thiadiazol-5-yl)benzenesulfonamide Chemical compound ClC=1C=C(C=CC=1N[C@H]1CCC2=CC=CC=C12)S(=O)(=O)NC1=NC=NS1 SZDIBDVGYBSTGV-HNNXBMFYSA-N 0.000 claims description 2
JMPXUOYLLCHSJC-INIZCTEOSA-N 3-chloro-4-[[(8S)-5,6,7,8-tetrahydroquinolin-8-yl]amino]-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound ClC=1C=C(C=CC=1N[C@H]1CCCC=2C=CC=NC1=2)S(=O)(=O)NC=1SC=CN=1 JMPXUOYLLCHSJC-INIZCTEOSA-N 0.000 claims description 2
ORTXFBYCNLCMDW-UHFFFAOYSA-N 3-chloro-4-[methyl(1-phenylpropyl)amino]-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound ClC=1C=C(C=CC=1N(C(CC)C1=CC=CC=C1)C)S(=O)(=O)NC=1SC=CN=1 ORTXFBYCNLCMDW-UHFFFAOYSA-N 0.000 claims description 2
JMIILURPTSJXBQ-LBPRGKRZSA-N 3-cyano-4-[[(1S)-1-(2-fluorophenyl)ethyl]amino]-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound C(#N)C=1C=C(C=CC=1N[C@@H](C)C1=C(C=CC=C1)F)S(=O)(=O)NC=1N=CSC=1 JMIILURPTSJXBQ-LBPRGKRZSA-N 0.000 claims description 2
BDOGCLRUANSMHY-UHFFFAOYSA-N 4-(benzylamino)-3-chloro-N-(1,2,4-thiadiazol-5-yl)benzenesulfonamide Chemical compound C(C1=CC=CC=C1)NC1=C(C=C(C=C1)S(=O)(=O)NC1=NC=NS1)Cl BDOGCLRUANSMHY-UHFFFAOYSA-N 0.000 claims description 2
WMZBZYXATSTGOK-SFHVURJKSA-N 4-[[(1R)-2-(azetidin-1-yl)-1-phenylethyl]amino]-5-chloro-2-fluoro-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound N1(CCC1)C[C@@H](C1=CC=CC=C1)NC1=CC(=C(C=C1Cl)S(=O)(=O)NC=1SC=CN=1)F WMZBZYXATSTGOK-SFHVURJKSA-N 0.000 claims description 2
NDADGHGYZVIGBP-VIFPVBQESA-N 4-[[(1S)-1-(2,5-difluorophenyl)ethyl]amino]-2,6-difluoro-N-(1,2-oxazol-3-yl)benzenesulfonamide Chemical compound FC1=C(C=C(C=C1)F)[C@H](C)NC1=CC(=C(C(=C1)F)S(=O)(=O)NC1=NOC=C1)F NDADGHGYZVIGBP-VIFPVBQESA-N 0.000 claims description 2
GRBDIFCTKVWIOR-JTQLQIEISA-N 4-[[(1S)-1-(2,5-difluorophenyl)ethyl]amino]-2,6-difluoro-N-pyrimidin-4-ylbenzenesulfonamide Chemical compound FC1=C(C=C(C=C1)F)[C@H](C)NC1=CC(=C(C(=C1)F)S(=O)(=O)NC1=NC=NC=C1)F GRBDIFCTKVWIOR-JTQLQIEISA-N 0.000 claims description 2
UWMFNJRXHSIHBO-NSHDSACASA-N 4-[[(1S)-1-(2,5-difluorophenyl)ethyl]amino]-5-ethyl-2-fluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound FC1=C(C=C(C=C1)F)[C@H](C)NC1=CC(=C(C=C1CC)S(=O)(=O)NC=1N=CSC=1)F UWMFNJRXHSIHBO-NSHDSACASA-N 0.000 claims description 2
LADADSQIMBWFLZ-JTQLQIEISA-N 4-[[(1S)-1-(2,5-difluorophenyl)ethyl]amino]-N-(1,3-thiazol-4-yl)-3-(trifluoromethyl)benzenesulfonamide Chemical compound FC1=C(C=C(C=C1)F)[C@H](C)NC1=C(C=C(C=C1)S(=O)(=O)NC=1N=CSC=1)C(F)(F)F LADADSQIMBWFLZ-JTQLQIEISA-N 0.000 claims description 2
MLAOKLQQAYAPLO-NSHDSACASA-N 4-[[(1S)-1-(2,5-difluorophenyl)ethyl]amino]-N-pyrimidin-4-yl-3-(trifluoromethyl)benzenesulfonamide Chemical compound FC1=C(C=C(C=C1)F)[C@H](C)NC1=C(C=C(C=C1)S(=O)(=O)NC1=NC=NC=C1)C(F)(F)F MLAOKLQQAYAPLO-NSHDSACASA-N 0.000 claims description 2
KUSOKGVIMNZQLH-KRWDZBQOSA-N 4-[[(1S)-1-(2-chloro-5-fluorophenyl)propyl]amino]-2,6-difluoro-N-pyrimidin-4-ylbenzenesulfonamide Chemical compound ClC1=C(C=C(C=C1)F)[C@H](CC)NC1=CC(=C(C(=C1)F)S(=O)(=O)NC1=NC=NC=C1)F KUSOKGVIMNZQLH-KRWDZBQOSA-N 0.000 claims description 2
SXKTVSVDFHIMEI-JTQLQIEISA-N 4-[[(1S)-1-(3-bromophenyl)ethyl]amino]-5-chloro-2-fluoro-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound BrC=1C=C(C=CC=1)[C@H](C)NC1=CC(=C(C=C1Cl)S(=O)(=O)NC=1SC=CN=1)F SXKTVSVDFHIMEI-JTQLQIEISA-N 0.000 claims description 2
ZMPMUQJGQOPJRQ-VIFPVBQESA-N 4-[[(1S)-1-(5-chloro-2-fluorophenyl)ethyl]amino]-2,6-difluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound ClC=1C=CC(=C(C=1)[C@H](C)NC1=CC(=C(C(=C1)F)S(=O)(=O)NC=1N=CSC=1)F)F ZMPMUQJGQOPJRQ-VIFPVBQESA-N 0.000 claims description 2
IWCIYRBRPJNPEM-JTQLQIEISA-N 4-[[(1S)-1-(5-chloro-2-fluorophenyl)ethyl]amino]-2,6-difluoro-N-pyrimidin-4-ylbenzenesulfonamide Chemical compound ClC=1C=CC(=C(C=1)[C@H](C)NC1=CC(=C(C(=C1)F)S(=O)(=O)NC1=NC=NC=C1)F)F IWCIYRBRPJNPEM-JTQLQIEISA-N 0.000 claims description 2
MMDJKBKDDVNRLB-LBPRGKRZSA-N 4-[[(1S)-1-(5-chloro-2-fluorophenyl)ethyl]amino]-2-fluoro-5-methyl-N-pyrimidin-4-ylbenzenesulfonamide Chemical compound ClC=1C=CC(=C(C=1)[C@H](C)NC1=CC(=C(C=C1C)S(=O)(=O)NC1=NC=NC=C1)F)F MMDJKBKDDVNRLB-LBPRGKRZSA-N 0.000 claims description 2
MULKIBHRPCRKGZ-JTQLQIEISA-N 4-[[(1S)-1-(5-cyano-2-fluorophenyl)ethyl]amino]-2,6-difluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound C(#N)C=1C=CC(=C(C=1)[C@H](C)NC1=CC(=C(C(=C1)F)S(=O)(=O)NC=1N=CSC=1)F)F MULKIBHRPCRKGZ-JTQLQIEISA-N 0.000 claims description 2
LZNSRQWYYDSDTE-VIFPVBQESA-N 4-[[(1S)-1-[5-(difluoromethyl)-2-fluorophenyl]ethyl]amino]-2,6-difluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound FC(C=1C=CC(=C(C=1)[C@H](C)NC1=CC(=C(C(=C1)F)S(=O)(=O)NC=1N=CSC=1)F)F)F LZNSRQWYYDSDTE-VIFPVBQESA-N 0.000 claims description 2
WMZBZYXATSTGOK-GOSISDBHSA-N 4-[[(1S)-2-(azetidin-1-yl)-1-phenylethyl]amino]-5-chloro-2-fluoro-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound FC1=CC(N[C@H](CN2CCC2)C2=CC=CC=C2)=C(Cl)C=C1S(=O)(=O)NC1=NC=CS1 WMZBZYXATSTGOK-GOSISDBHSA-N 0.000 claims description 2
UKIITJQJYKJXJI-UHFFFAOYSA-N 4-[[2-(3-azabicyclo[3.1.0]hexan-3-ylmethyl)-6-fluorophenyl]methylamino]-2,6-difluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound C12CN(CC2C1)CC1=C(CNC2=CC(=C(C(=C2)F)S(=O)(=O)NC=2N=CSC=2)F)C(=CC=C1)F UKIITJQJYKJXJI-UHFFFAOYSA-N 0.000 claims description 2
WAQYSECYHBSGFP-UHFFFAOYSA-N 4-[[2-(azetidin-1-ylmethyl)-3,6-difluorophenyl]methoxy]-5-chloro-2-fluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound N1(CCC1)CC1=C(COC2=CC(=C(C=C2Cl)S(=O)(=O)NC=2N=CSC=2)F)C(=CC=C1F)F WAQYSECYHBSGFP-UHFFFAOYSA-N 0.000 claims description 2
RRYGKDXHFGRNET-UHFFFAOYSA-N 4-[[2-(azetidin-1-ylmethyl)-3,6-difluorophenyl]methyl-methylamino]-2,6-difluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound N1(CCC1)CC1=C(CN(C2=CC(=C(C(=C2)F)S(=O)(=O)NC=2N=CSC=2)F)C)C(=CC=C1F)F RRYGKDXHFGRNET-UHFFFAOYSA-N 0.000 claims description 2
GVGXSDKGWUEOAT-UHFFFAOYSA-N 4-[[2-(azetidin-1-ylmethyl)-3,6-difluorophenyl]methylamino]-2,3,6-trifluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound N1(CCC1)CC1=C(CNC2=C(C(=C(C(=C2)F)S(=O)(=O)NC=2N=CSC=2)F)F)C(=CC=C1F)F GVGXSDKGWUEOAT-UHFFFAOYSA-N 0.000 claims description 2
RYMSSODYMJSIQU-UHFFFAOYSA-N 4-[[2-(azetidin-1-ylmethyl)-3,6-difluorophenyl]methylamino]-2,3-difluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound N1(CCC1)CC1=C(CNC2=C(C(=C(C=C2)S(=O)(=O)NC=2N=CSC=2)F)F)C(=CC=C1F)F RYMSSODYMJSIQU-UHFFFAOYSA-N 0.000 claims description 2
SDTQADUYZZQTFW-UHFFFAOYSA-N 4-[[2-(azetidin-1-ylmethyl)-3,6-difluorophenyl]methylamino]-2,6-difluoro-N-(5-methyl-1,2-oxazol-3-yl)benzenesulfonamide Chemical compound N1(CCC1)CC1=C(CNC2=CC(=C(C(=C2)F)S(=O)(=O)NC2=NOC(=C2)C)F)C(=CC=C1F)F SDTQADUYZZQTFW-UHFFFAOYSA-N 0.000 claims description 2
OKIKUPDSYPJDPO-UHFFFAOYSA-N 4-[[2-(azetidin-1-ylmethyl)-3,6-difluorophenyl]methylamino]-5-chloro-2-fluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound N1(CCC1)CC1=C(CNC2=CC(=C(C=C2Cl)S(=O)(=O)NC=2N=CSC=2)F)C(=CC=C1F)F OKIKUPDSYPJDPO-UHFFFAOYSA-N 0.000 claims description 2
JWYKRJXUIXXNJL-UHFFFAOYSA-N 4-[[2-(azetidin-1-ylmethyl)-3,6-difluorophenyl]methylamino]-5-chloro-2-fluoro-N-(6-fluoropyridin-2-yl)benzenesulfonamide Chemical compound N1(CCC1)CC1=C(CNC2=CC(=C(C=C2Cl)S(=O)(=O)NC2=NC(=CC=C2)F)F)C(=CC=C1F)F JWYKRJXUIXXNJL-UHFFFAOYSA-N 0.000 claims description 2
XZUZYSBDCBFXKV-UHFFFAOYSA-N 4-[[2-(azetidin-1-ylmethyl)-3-fluorophenyl]methylamino]-2,6-difluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound N1(CCC1)CC1=C(CNC2=CC(=C(C(=C2)F)S(=O)(=O)NC=2N=CSC=2)F)C=CC=C1F XZUZYSBDCBFXKV-UHFFFAOYSA-N 0.000 claims description 2
NNPVGJOKZSHCDG-UHFFFAOYSA-N 4-[[2-(azetidin-1-ylmethyl)-3-fluorophenyl]methylamino]-3-chloro-2,6-difluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound N1(CCC1)CC1=C(CNC2=C(C(=C(C(=C2)F)S(=O)(=O)NC=2N=CSC=2)F)Cl)C=CC=C1F NNPVGJOKZSHCDG-UHFFFAOYSA-N 0.000 claims description 2
SXXAGDSQLJPWTA-UHFFFAOYSA-N 4-[[2-(azetidin-1-ylmethyl)-4,5-difluorophenyl]methylamino]-5-chloro-2-fluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound N1(CCC1)CC1=C(CNC2=CC(=C(C=C2Cl)S(=O)(=O)NC=2N=CSC=2)F)C=C(C(=C1)F)F SXXAGDSQLJPWTA-UHFFFAOYSA-N 0.000 claims description 2
PXCDTUWROOXMCI-UHFFFAOYSA-N 4-[[2-(azetidin-1-ylmethyl)-4-fluorophenyl]methylamino]-5-chloro-2-fluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound N1(CCC1)CC1=C(CNC2=CC(=C(C=C2Cl)S(=O)(=O)NC=2N=CSC=2)F)C=CC(=C1)F PXCDTUWROOXMCI-UHFFFAOYSA-N 0.000 claims description 2
LGQSMKCYAPOMQT-UHFFFAOYSA-N 4-[[2-(azetidin-1-ylmethyl)-6-chloro-3-fluorophenyl]methylamino]-2,6-difluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound N1(CCC1)CC1=C(CNC2=CC(=C(C(=C2)F)S(=O)(=O)NC=2N=CSC=2)F)C(=CC=C1F)Cl LGQSMKCYAPOMQT-UHFFFAOYSA-N 0.000 claims description 2
UNDVMSCKJIZTDA-UHFFFAOYSA-N 4-[[2-(azetidin-1-ylmethyl)-6-chlorophenyl]methylamino]-2,6-difluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound N1(CCC1)CC1=C(CNC2=CC(=C(C(=C2)F)S(=O)(=O)NC=2N=CSC=2)F)C(=CC=C1)Cl UNDVMSCKJIZTDA-UHFFFAOYSA-N 0.000 claims description 2
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AGRKOQHIHNYOTG-UHFFFAOYSA-N 4-[[2-(azetidin-1-ylmethyl)-6-ethylphenyl]methylamino]-2,6-difluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound N1(CCC1)CC1=C(CNC2=CC(=C(C(=C2)F)S(=O)(=O)NC=2N=CSC=2)F)C(=CC=C1)CC AGRKOQHIHNYOTG-UHFFFAOYSA-N 0.000 claims description 2
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MGTPNZLHDIKEPN-UHFFFAOYSA-N 4-[[2-(azetidin-1-ylmethyl)-6-fluorophenyl]methylamino]-2,6-difluoro-3-methyl-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound N1(CCC1)CC1=C(CNC2=C(C(=C(C(=C2)F)S(=O)(=O)NC=2N=CSC=2)F)C)C(=CC=C1)F MGTPNZLHDIKEPN-UHFFFAOYSA-N 0.000 claims description 2
PNLNNBXBCWOGDR-UHFFFAOYSA-N 4-[[2-(azetidin-1-ylmethyl)-6-fluorophenyl]methylamino]-2,6-difluoro-N-(1,2-oxazol-3-yl)benzenesulfonamide Chemical compound N1(CCC1)CC1=C(CNC2=CC(=C(C(=C2)F)S(=O)(=O)NC2=NOC=C2)F)C(=CC=C1)F PNLNNBXBCWOGDR-UHFFFAOYSA-N 0.000 claims description 2
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KZQOJBIJNZICAJ-UHFFFAOYSA-N 4-[[2-(azetidin-1-ylmethyl)-6-fluorophenyl]methylamino]-2,6-difluoro-N-(5-fluoropyridin-2-yl)benzenesulfonamide Chemical compound N1(CCC1)CC1=C(CNC2=CC(=C(C(=C2)F)S(=O)(=O)NC2=NC=C(C=C2)F)F)C(=CC=C1)F KZQOJBIJNZICAJ-UHFFFAOYSA-N 0.000 claims description 2
INSZXGOTGMHLIM-UHFFFAOYSA-N 4-[[2-(azetidin-1-ylmethyl)-6-fluorophenyl]methylamino]-2,6-difluoro-N-(6-fluoropyridin-2-yl)benzenesulfonamide Chemical compound N1(CCC1)CC1=C(CNC2=CC(=C(C(=C2)F)S(=O)(=O)NC2=NC(=CC=C2)F)F)C(=CC=C1)F INSZXGOTGMHLIM-UHFFFAOYSA-N 0.000 claims description 2
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MTTDOULVOIOEIJ-UHFFFAOYSA-N 4-[[2-(azetidin-1-ylmethyl)-6-fluorophenyl]methylamino]-2-fluoro-3-methyl-N-(1,2-oxazol-3-yl)benzenesulfonamide 2,2,2-trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F.Cc1c(NCc2c(F)cccc2CN2CCC2)ccc(c1F)S(=O)(=O)Nc1ccon1 MTTDOULVOIOEIJ-UHFFFAOYSA-N 0.000 claims description 2
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LEVGQGNBKPLAOQ-UHFFFAOYSA-N 4-[[2-(azetidin-1-ylmethyl)-6-fluorophenyl]methylamino]-3-chloro-2,6-difluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound N1(CCC1)CC1=C(CNC2=C(C(=C(C(=C2)F)S(=O)(=O)NC=2N=CSC=2)F)Cl)C(=CC=C1)F LEVGQGNBKPLAOQ-UHFFFAOYSA-N 0.000 claims description 2
FJAIGVDLJVDURQ-UHFFFAOYSA-N 4-[[2-(azetidin-1-ylmethyl)-6-fluorophenyl]methylamino]-3-chloro-2-fluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound N1(CCC1)CC1=C(CNC2=C(C(=C(C=C2)S(=O)(=O)NC=2N=CSC=2)F)Cl)C(=CC=C1)F FJAIGVDLJVDURQ-UHFFFAOYSA-N 0.000 claims description 2
LQTBILADMUCEHV-UHFFFAOYSA-N 4-[[2-(azetidin-1-ylmethyl)-6-fluorophenyl]methylamino]-5-chloro-2-fluoro-N-(1,2-oxazol-3-yl)benzenesulfonamide Chemical compound N1(CCC1)CC1=C(CNC2=CC(=C(C=C2Cl)S(=O)(=O)NC2=NOC=C2)F)C(=CC=C1)F LQTBILADMUCEHV-UHFFFAOYSA-N 0.000 claims description 2
ZKBINYGXHLBBGG-UHFFFAOYSA-N 4-[[2-(azetidin-1-ylmethyl)-6-fluorophenyl]methylamino]-5-chloro-2-fluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound N1(CCC1)CC1=C(CNC2=CC(=C(C=C2Cl)S(=O)(=O)NC=2N=CSC=2)F)C(=CC=C1)F ZKBINYGXHLBBGG-UHFFFAOYSA-N 0.000 claims description 2
OBWWZLACBJQTJD-UHFFFAOYSA-N 4-[[2-(azetidin-1-ylmethyl)-6-fluorophenyl]methylamino]-5-chloro-2-fluoro-N-(6-fluoropyridin-2-yl)benzenesulfonamide Chemical compound N1(CCC1)CC1=C(CNC2=CC(=C(C=C2Cl)S(=O)(=O)NC2=NC(=CC=C2)F)F)C(=CC=C1)F OBWWZLACBJQTJD-UHFFFAOYSA-N 0.000 claims description 2
UOMCNATYLYUNRA-UHFFFAOYSA-N 4-[[2-(azetidin-1-ylmethyl)-6-fluorophenyl]methylamino]-5-chloro-2-fluoro-N-pyridazin-3-ylbenzenesulfonamide Chemical compound N1(CCC1)CC1=C(CNC2=CC(=C(C=C2Cl)S(=O)(=O)NC=2N=NC=CC=2)F)C(=CC=C1)F UOMCNATYLYUNRA-UHFFFAOYSA-N 0.000 claims description 2
VPAKKRWGTIZXSW-UHFFFAOYSA-N 4-[[2-(azetidin-1-ylmethyl)-6-methoxyphenyl]methylamino]-2,6-difluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound N1(CCC1)CC1=C(CNC2=CC(=C(C(=C2)F)S(=O)(=O)NC=2N=CSC=2)F)C(=CC=C1)OC VPAKKRWGTIZXSW-UHFFFAOYSA-N 0.000 claims description 2
XZNKEQYGWKLNLU-UHFFFAOYSA-N 4-[[2-(azetidin-1-ylmethyl)-6-methylphenyl]methylamino]-2,6-difluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound N1(CCC1)CC1=C(CNC2=CC(=C(C(=C2)F)S(=O)(=O)NC=2N=CSC=2)F)C(=CC=C1)C XZNKEQYGWKLNLU-UHFFFAOYSA-N 0.000 claims description 2
IJWNDBJNCTWGPC-UHFFFAOYSA-N 4-[[2-(azetidin-1-ylmethyl)phenyl]methoxy]-5-chloro-2-fluoro-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound N1(CCC1)CC1=C(COC2=CC(=C(C=C2Cl)S(=O)(=O)NC=2SC=CN=2)F)C=CC=C1 IJWNDBJNCTWGPC-UHFFFAOYSA-N 0.000 claims description 2
UEUXSRWWPHWLLL-UHFFFAOYSA-N 4-[[2-(azetidin-1-ylmethyl)phenyl]methylamino]-2,3-difluoro-6-methyl-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound N1(CCC1)CC1=C(CNC2=C(C(=C(C(=C2)C)S(=O)(=O)NC=2N=CSC=2)F)F)C=CC=C1 UEUXSRWWPHWLLL-UHFFFAOYSA-N 0.000 claims description 2
VKXGNHHZKANJHU-UHFFFAOYSA-N 4-[[2-(azetidin-1-ylmethyl)phenyl]methylamino]-2,6-difluoro-3-methyl-N-(1,2,4-thiadiazol-5-yl)benzenesulfonamide Chemical compound N1(CCC1)CC1=C(CNC2=C(C(=C(C(=C2)F)S(=O)(=O)NC2=NC=NS2)F)C)C=CC=C1 VKXGNHHZKANJHU-UHFFFAOYSA-N 0.000 claims description 2
SCYAIXFDQNCSLT-UHFFFAOYSA-N 4-[[2-(azetidin-1-ylmethyl)phenyl]methylamino]-2,6-difluoro-3-methyl-N-pyrimidin-4-ylbenzenesulfonamide Chemical compound N1(CCC1)CC1=C(CNC2=C(C(=C(C(=C2)F)S(=O)(=O)NC2=NC=NC=C2)F)C)C=CC=C1 SCYAIXFDQNCSLT-UHFFFAOYSA-N 0.000 claims description 2
BYSBYJDSZYQDOK-UHFFFAOYSA-N 4-[[2-(azetidin-1-ylmethyl)phenyl]methylamino]-2,6-difluoro-N-(1,2-oxazol-3-yl)benzenesulfonamide Chemical compound N1(CCC1)CC1=C(CNC2=CC(=C(C(=C2)F)S(=O)(=O)NC2=NOC=C2)F)C=CC=C1 BYSBYJDSZYQDOK-UHFFFAOYSA-N 0.000 claims description 2
MPVKLQDELUVGQP-UHFFFAOYSA-N 4-[[2-(azetidin-1-ylmethyl)phenyl]methylamino]-2,6-difluoro-N-(6-fluoropyridin-2-yl)benzenesulfonamide Chemical compound N1(CCC1)CC1=C(CNC2=CC(=C(C(=C2)F)S(=O)(=O)NC2=NC(=CC=C2)F)F)C=CC=C1 MPVKLQDELUVGQP-UHFFFAOYSA-N 0.000 claims description 2
MXRBELOEQREZRV-UHFFFAOYSA-N 4-[[2-(azetidin-1-ylmethyl)phenyl]methylamino]-2,6-difluoro-N-pyrimidin-4-ylbenzenesulfonamide Chemical compound N1(CCC1)CC1=C(CNC2=CC(=C(C(=C2)F)S(=O)(=O)NC2=NC=NC=C2)F)C=CC=C1 MXRBELOEQREZRV-UHFFFAOYSA-N 0.000 claims description 2
XQZCAXYSJIJVEC-UHFFFAOYSA-N 4-[[2-(azetidin-1-ylmethyl)phenyl]methylamino]-2-fluoro-N-(6-fluoropyridin-2-yl)-5-methylbenzenesulfonamide Chemical compound N1(CCC1)CC1=C(CNC2=CC(=C(C=C2C)S(=O)(=O)NC2=NC(=CC=C2)F)F)C=CC=C1 XQZCAXYSJIJVEC-UHFFFAOYSA-N 0.000 claims description 2
CDXHVLXWSCFWOS-UHFFFAOYSA-N 4-[[2-(azetidin-1-ylmethyl)phenyl]methylamino]-3-chloro-2,6-difluoro-N-(1,2,4-thiadiazol-5-yl)benzenesulfonamide Chemical compound N1(CCC1)CC1=C(CNC2=C(C(=C(C(=C2)F)S(=O)(=O)NC2=NC=NS2)F)Cl)C=CC=C1 CDXHVLXWSCFWOS-UHFFFAOYSA-N 0.000 claims description 2
LPKXWQQYTOCQEH-UHFFFAOYSA-N 4-[[2-(azetidin-1-ylmethyl)phenyl]methylamino]-5-chloro-2-fluoro-N-(1,2-oxazol-3-yl)benzenesulfonamide Chemical compound N1(CCC1)CC1=C(CNC2=CC(=C(C=C2Cl)S(=O)(=O)NC2=NOC=C2)F)C=CC=C1 LPKXWQQYTOCQEH-UHFFFAOYSA-N 0.000 claims description 2
HTAYXPPAYZCKKD-UHFFFAOYSA-N 4-[[2-(azetidin-1-ylmethyl)phenyl]methylamino]-5-chloro-2-fluoro-N-(6-fluoropyridin-2-yl)benzenesulfonamide Chemical compound N1(CCC1)CC1=C(CNC2=CC(=C(C=C2Cl)S(=O)(=O)NC2=NC(=CC=C2)F)F)C=CC=C1 HTAYXPPAYZCKKD-UHFFFAOYSA-N 0.000 claims description 2
IWBYJJMRYVQWDX-UHFFFAOYSA-N 4-[[2-(azetidin-1-ylmethyl)phenyl]methylamino]-5-ethenyl-2-fluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound N1(CCC1)CC1=C(CNC2=CC(=C(C=C2C=C)S(=O)(=O)NC=2N=CSC=2)F)C=CC=C1 IWBYJJMRYVQWDX-UHFFFAOYSA-N 0.000 claims description 2
GUIAJARPBHLBMK-UHFFFAOYSA-N 4-[[2-(diethylaminomethyl)-6-fluorophenyl]methylamino]-2,6-difluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound C(C)N(CC)CC1=C(CNC2=CC(=C(C(=C2)F)S(=O)(=O)NC=2N=CSC=2)F)C(=CC=C1)F GUIAJARPBHLBMK-UHFFFAOYSA-N 0.000 claims description 2
GOAFAAIPRHRZCO-CYBMUJFWSA-N 4-[[2-[(1R)-1-(azetidin-1-yl)ethyl]-6-fluorophenyl]methylamino]-2,6-difluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound N1(CCC1)[C@H](C)C1=C(CNC2=CC(=C(C(=C2)F)S(=O)(=O)NC=2N=CSC=2)F)C(=CC=C1)F GOAFAAIPRHRZCO-CYBMUJFWSA-N 0.000 claims description 2
WBQJGQYORNTNFH-UHFFFAOYSA-N 4-[[2-[(2,2-difluoro-5-azaspiro[2.3]hexan-5-yl)methyl]-6-fluorophenyl]methylamino]-2,6-difluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound FC1(CC11CN(C1)CC1=C(CNC2=CC(=C(C(=C2)F)S(=O)(=O)NC=2N=CSC=2)F)C(=CC=C1)F)F WBQJGQYORNTNFH-UHFFFAOYSA-N 0.000 claims description 2
MXIPOWHMZHDTTB-UHFFFAOYSA-N 4-[[2-[(2,2-dimethylazetidin-1-yl)methyl]-3-fluorophenyl]methylamino]-2,6-difluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound CC1(N(CC1)CC1=C(CNC2=CC(=C(C(=C2)F)S(=O)(=O)NC=2N=CSC=2)F)C=CC=C1F)C MXIPOWHMZHDTTB-UHFFFAOYSA-N 0.000 claims description 2
GFSUVQOECDPIQJ-UHFFFAOYSA-N 4-[[2-[(2,2-dimethylazetidin-1-yl)methyl]-6-fluorophenyl]methylamino]-2,6-difluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound CC1(N(CC1)CC1=C(CNC2=CC(=C(C(=C2)F)S(=O)(=O)NC=2N=CSC=2)F)C(=CC=C1)F)C GFSUVQOECDPIQJ-UHFFFAOYSA-N 0.000 claims description 2
RGSKUROTJGWPSV-UHFFFAOYSA-N 4-[[2-[(3,3-dimethylazetidin-1-yl)methyl]-6-fluorophenyl]methylamino]-2,6-difluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound CC1(CN(C1)CC1=C(CNC2=CC(=C(C(=C2)F)S(=O)(=O)NC=2N=CSC=2)F)C(=CC=C1)F)C RGSKUROTJGWPSV-UHFFFAOYSA-N 0.000 claims description 2
PMQPCHKPIJHXHQ-UHFFFAOYSA-N 4-[[2-[(6,6-difluoro-2-azaspiro[3.3]heptan-2-yl)methyl]-6-fluorophenyl]methylamino]-2,6-difluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound FC1(CC2(CN(C2)CC2=C(CNC3=CC(=C(C(=C3)F)S(=O)(=O)NC=3N=CSC=3)F)C(=CC=C2)F)C1)F PMQPCHKPIJHXHQ-UHFFFAOYSA-N 0.000 claims description 2
SMNWBDZBZYYUJO-UHFFFAOYSA-N 4-[[2-[(cyclobutylamino)methyl]-6-fluorophenyl]methylamino]-2,6-difluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound C1(CCC1)NCC1=C(CNC2=CC(=C(C(=C2)F)S(=O)(=O)NC=2N=CSC=2)F)C(=CC=C1)F SMNWBDZBZYYUJO-UHFFFAOYSA-N 0.000 claims description 2
ZXIGQZBRJJZYIY-UHFFFAOYSA-N 4-[[2-[(dimethylamino)methyl]-6-fluorophenyl]methylamino]-2,6-difluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound CN(C)CC1=C(CNC2=CC(=C(C(=C2)F)S(=O)(=O)NC=2N=CSC=2)F)C(=CC=C1)F ZXIGQZBRJJZYIY-UHFFFAOYSA-N 0.000 claims description 2
ISEZFYLBVHXSPO-UHFFFAOYSA-N 4-[[2-[(dimethylamino)methyl]phenyl]methylamino]-2,6-difluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound CN(C)CC1=C(CNC2=CC(=C(C(=C2)F)S(=O)(=O)NC=2N=CSC=2)F)C=CC=C1 ISEZFYLBVHXSPO-UHFFFAOYSA-N 0.000 claims description 2
CZEGWJZBAVKBKK-UHFFFAOYSA-N 4-[[2-[(tert-butylamino)methyl]-6-fluorophenyl]methylamino]-2,6-difluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound C(C)(C)(C)NCC1=C(CNC2=CC(=C(C(=C2)F)S(=O)(=O)NC=2N=CSC=2)F)C(=CC=C1)F CZEGWJZBAVKBKK-UHFFFAOYSA-N 0.000 claims description 2
ULQMJWKKAIALPO-UHFFFAOYSA-N 4-[[2-[2-(3,3-difluoroazetidin-1-yl)ethyl]phenyl]methylamino]-2,6-difluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound FC1(CN(C1)CCC1=C(CNC2=CC(=C(C(=C2)F)S(=O)(=O)NC=2N=CSC=2)F)C=CC=C1)F ULQMJWKKAIALPO-UHFFFAOYSA-N 0.000 claims description 2
PIVVPUBVCSHHRH-UHFFFAOYSA-N 4-[[2-[2-(azetidin-1-yl)ethyl]phenyl]methylamino]-5-chloro-2-fluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound N1(CCC1)CCC1=C(CNC2=CC(=C(C=C2Cl)S(=O)(=O)NC=2N=CSC=2)F)C=CC=C1 PIVVPUBVCSHHRH-UHFFFAOYSA-N 0.000 claims description 2
AGPCJRRWYCECII-UHFFFAOYSA-N 4-[[2-[[3-(difluoromethyl)azetidin-1-yl]methyl]-6-fluorophenyl]methylamino]-2,6-difluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound FC(C1CN(C1)CC1=C(CNC2=CC(=C(C(=C2)F)S(=O)(=O)NC=2N=CSC=2)F)C(=CC=C1)F)F AGPCJRRWYCECII-UHFFFAOYSA-N 0.000 claims description 2
NECLRTNZAWHZDN-UHFFFAOYSA-N 4-[[2-[[cyclobutyl(methyl)amino]methyl]-6-fluorophenyl]methylamino]-2,6-difluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound C1(CCC1)N(C)CC1=C(CNC2=CC(=C(C(=C2)F)S(=O)(=O)NC=2N=CSC=2)F)C(=CC=C1)F NECLRTNZAWHZDN-UHFFFAOYSA-N 0.000 claims description 2
OMEODBSIVUCNSM-UHFFFAOYSA-N 4-[[2-[[cyclopropylmethyl(methyl)amino]methyl]-6-fluorophenyl]methylamino]-2,6-difluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound C1(CC1)CN(C)CC1=C(CNC2=CC(=C(C(=C2)F)S(=O)(=O)NC=2N=CSC=2)F)C(=CC=C1)F OMEODBSIVUCNSM-UHFFFAOYSA-N 0.000 claims description 2
POQGQPDFWVPKJI-UHFFFAOYSA-N 4-[[2-[[tert-butyl(methyl)amino]methyl]-6-fluorophenyl]methylamino]-2,3-difluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound C(C)(C)(C)N(C)CC1=C(CNC2=C(C(=C(C=C2)S(=O)(=O)NC=2N=CSC=2)F)F)C(=CC=C1)F POQGQPDFWVPKJI-UHFFFAOYSA-N 0.000 claims description 2
PFAPLUOBCIANQD-UHFFFAOYSA-N 4-[[2-[[tert-butyl(methyl)amino]methyl]-6-fluorophenyl]methylamino]-2,6-difluoro-N-(1,2-thiazol-3-yl)benzenesulfonamide Chemical compound C(C)(C)(C)N(C)CC1=C(CNC2=CC(=C(C(=C2)F)S(=O)(=O)NC2=NSC=C2)F)C(=CC=C1)F PFAPLUOBCIANQD-UHFFFAOYSA-N 0.000 claims description 2
KBEFBMBTHHCURM-UHFFFAOYSA-N 4-[[2-[[tert-butyl(methyl)amino]methyl]phenyl]methylamino]-2,6-difluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound C(C)(C)(C)N(C)CC1=C(CNC2=CC(=C(C(=C2)F)S(=O)(=O)NC=2N=CSC=2)F)C=CC=C1 KBEFBMBTHHCURM-UHFFFAOYSA-N 0.000 claims description 2
GQHXKZRLHCSYDT-UHFFFAOYSA-N 4-[[2-chloro-6-[(2,2-dimethylazetidin-1-yl)methyl]phenyl]methylamino]-2,6-difluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound ClC1=C(CNC2=CC(=C(C(=C2)F)S(=O)(=O)NC=2N=CSC=2)F)C(=CC=C1)CN1C(CC1)(C)C GQHXKZRLHCSYDT-UHFFFAOYSA-N 0.000 claims description 2
IKLIINUECQZIDZ-UHFFFAOYSA-N 4-[[2-chloro-6-[(3-fluoroazetidin-1-yl)methyl]phenyl]methylamino]-2,6-difluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound ClC1=C(CNC2=CC(=C(C(=C2)F)S(=O)(=O)NC=2N=CSC=2)F)C(=CC=C1)CN1CC(C1)F IKLIINUECQZIDZ-UHFFFAOYSA-N 0.000 claims description 2
YZADLKFWIOPPQZ-UHFFFAOYSA-N 4-[[5-(azetidin-1-ylmethyl)-2-fluorophenyl]methylamino]-2,6-difluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound N1(CCC1)CC=1C=CC(=C(CNC2=CC(=C(C(=C2)F)S(=O)(=O)NC=2N=CSC=2)F)C=1)F YZADLKFWIOPPQZ-UHFFFAOYSA-N 0.000 claims description 2
KIRLPGADVNWVTB-UHFFFAOYSA-N 4-[[5-[2-(azetidin-1-yl)ethyl]-2-fluorophenyl]methylamino]-5-chloro-2-fluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound N1(CCC1)CCC=1C=CC(=C(CNC2=CC(=C(C=C2Cl)S(=O)(=O)NC=2N=CSC=2)F)C=1)F KIRLPGADVNWVTB-UHFFFAOYSA-N 0.000 claims description 2
YQNXUANPACJOPF-UHFFFAOYSA-N 4-[benzyl(cyclopropyl)amino]-3-chloro-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound ClC=1C=C(C=CC=1N(CC1=CC=CC=C1)C1CC1)S(=O)(=O)NC=1SC=CN=1 YQNXUANPACJOPF-UHFFFAOYSA-N 0.000 claims description 2
GJSPKAUMUKBENE-HNNXBMFYSA-N 5-bromo-2-fluoro-4-[[(1S)-1-phenylpropyl]amino]-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound BrC=1C(=CC(=C(C=1)S(=O)(=O)NC=1SC=CN=1)F)N[C@@H](CC)C1=CC=CC=C1 GJSPKAUMUKBENE-HNNXBMFYSA-N 0.000 claims description 2
ICYNQJUIRKNXOK-UHFFFAOYSA-N 5-chloro-2-fluoro-4-(1-phenylbutylamino)-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound CCCC(Nc1cc(F)c(cc1Cl)S(=O)(=O)Nc1nccs1)c1ccccc1 ICYNQJUIRKNXOK-UHFFFAOYSA-N 0.000 claims description 2
UMMNNBPPQLMIDF-UHFFFAOYSA-N 5-chloro-2-fluoro-4-(1-phenylcyclopropyl)oxy-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1N=CSC=1)F)OC1(CC1)C1=CC=CC=C1 UMMNNBPPQLMIDF-UHFFFAOYSA-N 0.000 claims description 2
SXFQXWOPGZNRAJ-UHFFFAOYSA-N 5-chloro-2-fluoro-4-(1-pyridin-3-ylpropylamino)-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1SC=CN=1)F)NC(CC)C=1C=NC=CC=1 SXFQXWOPGZNRAJ-UHFFFAOYSA-N 0.000 claims description 2
ZJXAVOQIBGVXBS-UHFFFAOYSA-N 5-chloro-2-fluoro-4-(1-pyridin-4-ylpropylamino)-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1SC=CN=1)F)NC(CC)C1=CC=NC=C1 ZJXAVOQIBGVXBS-UHFFFAOYSA-N 0.000 claims description 2
MTDCVDIFJKRINJ-UHFFFAOYSA-N 5-chloro-2-fluoro-4-(isoquinolin-8-ylmethoxy)-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1SC=CN=1)F)OCC=1C=CC=C2C=CN=CC=12 MTDCVDIFJKRINJ-UHFFFAOYSA-N 0.000 claims description 2
ZPEBBZMLDYXDOW-UHFFFAOYSA-N 5-chloro-2-fluoro-4-(isoquinolin-8-ylmethylamino)-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1SC=CN=1)F)NCC=1C=CC=C2C=CN=CC=12 ZPEBBZMLDYXDOW-UHFFFAOYSA-N 0.000 claims description 2
BQOJERULLMOGNQ-UHFFFAOYSA-N 5-chloro-2-fluoro-4-[(1-phenylcyclobutyl)amino]-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1SC=CN=1)F)NC1(CCC1)C1=CC=CC=C1 BQOJERULLMOGNQ-UHFFFAOYSA-N 0.000 claims description 2
PXWRDBDRCDQHBZ-UHFFFAOYSA-N 5-chloro-2-fluoro-4-[(1-phenylcyclobutyl)amino]-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1N=CSC=1)F)NC1(CCC1)C1=CC=CC=C1 PXWRDBDRCDQHBZ-UHFFFAOYSA-N 0.000 claims description 2
BSYXHWAZXDROKV-UHFFFAOYSA-N 5-chloro-2-fluoro-4-[(1-phenylcyclopropyl)amino]-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1SC=CN=1)F)NC1(CC1)C1=CC=CC=C1 BSYXHWAZXDROKV-UHFFFAOYSA-N 0.000 claims description 2
JDNIQHXVRMZHHR-UHFFFAOYSA-N 5-chloro-2-fluoro-4-[(1-phenylcyclopropyl)amino]-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1N=CSC=1)F)NC1(CC1)C1=CC=CC=C1 JDNIQHXVRMZHHR-UHFFFAOYSA-N 0.000 claims description 2
MUGUQNAEHGLSQX-SNVBAGLBSA-N 5-chloro-2-fluoro-4-[(1R)-1-(2-fluorophenyl)ethoxy]-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1SC=CN=1)F)O[C@H](C)C1=C(C=CC=C1)F MUGUQNAEHGLSQX-SNVBAGLBSA-N 0.000 claims description 2
MUGUQNAEHGLSQX-JTQLQIEISA-N 5-chloro-2-fluoro-4-[(1S)-1-(2-fluorophenyl)ethoxy]-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1SC=CN=1)F)O[C@@H](C)C1=C(C=CC=C1)F MUGUQNAEHGLSQX-JTQLQIEISA-N 0.000 claims description 2
QMWTXJZIIOZFCX-JTQLQIEISA-N 5-chloro-2-fluoro-4-[(1S)-1-(2-fluorophenyl)ethoxy]-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1N=CSC=1)F)O[C@@H](C)C1=C(C=CC=C1)F QMWTXJZIIOZFCX-JTQLQIEISA-N 0.000 claims description 2
VUJCBSYROQPBHT-JTQLQIEISA-N 5-chloro-2-fluoro-4-[(1S)-1-(3-fluorophenyl)ethoxy]-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1SC=CN=1)F)O[C@@H](C)C1=CC(=CC=C1)F VUJCBSYROQPBHT-JTQLQIEISA-N 0.000 claims description 2
VJTUCSLDFMOYSD-JTQLQIEISA-N 5-chloro-2-fluoro-4-[(1S)-1-(3-fluorophenyl)ethoxy]-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1N=CSC=1)F)O[C@@H](C)C1=CC(=CC=C1)F VJTUCSLDFMOYSD-JTQLQIEISA-N 0.000 claims description 2
PLEBXORDNMAGFX-NSHDSACASA-N 5-chloro-2-fluoro-4-[(1S)-1-phenylethoxy]-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1SC=CN=1)F)O[C@@H](C)C1=CC=CC=C1 PLEBXORDNMAGFX-NSHDSACASA-N 0.000 claims description 2
MYEFVJNXEOOGBQ-NSHDSACASA-N 5-chloro-2-fluoro-4-[(1S)-1-phenylethyl]sulfanyl-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1SC=CN=1)F)S[C@@H](C)C1=CC=CC=C1 MYEFVJNXEOOGBQ-NSHDSACASA-N 0.000 claims description 2
ZUDLHQSETHJKKU-UHFFFAOYSA-N 5-chloro-2-fluoro-4-[(2-fluorophenyl)methoxy]-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1SC=CN=1)F)OCC1=C(C=CC=C1)F ZUDLHQSETHJKKU-UHFFFAOYSA-N 0.000 claims description 2
JDBUVYQDYNXLJF-UHFFFAOYSA-N 5-chloro-2-fluoro-4-[(2-morpholin-4-yl-1-phenylethyl)amino]-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1SC=CN=1)F)NC(CN1CCOCC1)C1=CC=CC=C1 JDBUVYQDYNXLJF-UHFFFAOYSA-N 0.000 claims description 2
SMWNGMHVRCFDCQ-UHFFFAOYSA-N 5-chloro-2-fluoro-4-[(3-methyl-1-phenylbutyl)amino]-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1SC=CN=1)F)NC(CC(C)C)C1=CC=CC=C1 SMWNGMHVRCFDCQ-UHFFFAOYSA-N 0.000 claims description 2
QQXUHNWHGZWEDC-UHFFFAOYSA-N 5-chloro-2-fluoro-4-[(5-fluoro-2-methylphenyl)methylamino]-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1N=CSC=1)F)NCC1=C(C=CC(=C1)F)C QQXUHNWHGZWEDC-UHFFFAOYSA-N 0.000 claims description 2
VVQNYDYIEOFQKO-UHFFFAOYSA-N 5-chloro-2-fluoro-4-[(6-fluoro-1H-indazol-7-yl)methylamino]-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1N=CSC=1)F)NCC=1C(=CC=C2C=NNC=12)F VVQNYDYIEOFQKO-UHFFFAOYSA-N 0.000 claims description 2
HHFAUMDZNQFSKL-UHFFFAOYSA-N 5-chloro-2-fluoro-4-[(6-fluoro-1H-indol-7-yl)methylamino]-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1N=CSC=1)F)NCC=1C(=CC=C2C=CNC=12)F HHFAUMDZNQFSKL-UHFFFAOYSA-N 0.000 claims description 2
LPALDPYBGGHZSG-UHFFFAOYSA-N 5-chloro-2-fluoro-4-[1-(2-fluorophenyl)ethylamino]-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1SC=CN=1)F)NC(C)C1=C(C=CC=C1)F LPALDPYBGGHZSG-UHFFFAOYSA-N 0.000 claims description 2
PZPYXHGRFPOVKG-UHFFFAOYSA-N 5-chloro-2-fluoro-4-[1-(5,6,7,8-tetrahydronaphthalen-2-yl)propylamino]-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1SC=CN=1)F)NC(CC)C1=CC=2CCCCC=2C=C1 PZPYXHGRFPOVKG-UHFFFAOYSA-N 0.000 claims description 2
HNHLRCJNHPILEF-MRXNPFEDSA-N 5-chloro-2-fluoro-4-[[(1R)-1,2,3,4-tetrahydronaphthalen-1-yl]amino]-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1SC=CN=1)F)N[C@@H]1CCCC2=CC=CC=C12 HNHLRCJNHPILEF-MRXNPFEDSA-N 0.000 claims description 2
QSXMFTGHIFKHOD-GFCCVEGCSA-N 5-chloro-2-fluoro-4-[[(1R)-1-isoquinolin-8-ylethyl]amino]-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1SC=CN=1)F)N[C@H](C)C=1C=CC=C2C=CN=CC=12 QSXMFTGHIFKHOD-GFCCVEGCSA-N 0.000 claims description 2
RNVOGMXPUCXPLG-IBGZPJMESA-N 5-chloro-2-fluoro-4-[[(1R)-1-phenyl-2-pyrrolidin-1-ylethyl]amino]-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1SC=CN=1)F)N[C@@H](CN1CCCC1)C1=CC=CC=C1 RNVOGMXPUCXPLG-IBGZPJMESA-N 0.000 claims description 2
KBLIOLOEZADQDG-LLVKDONJSA-N 5-chloro-2-fluoro-4-[[(1R)-1-phenylethyl]amino]-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1SC=CN=1)F)N[C@H](C)C1=CC=CC=C1 KBLIOLOEZADQDG-LLVKDONJSA-N 0.000 claims description 2
IMKFJSDSDZBSQO-OAHLLOKOSA-N 5-chloro-2-fluoro-4-[[(1R)-1-phenylpropyl]amino]-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1SC=CN=1)F)N[C@H](CC)C1=CC=CC=C1 IMKFJSDSDZBSQO-OAHLLOKOSA-N 0.000 claims description 2
HAHBYABDAIXZLF-INIZCTEOSA-N 5-chloro-2-fluoro-4-[[(1R)-2-methoxy-1-phenylethyl]amino]-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1SC=CN=1)F)N[C@@H](COC)C1=CC=CC=C1 HAHBYABDAIXZLF-INIZCTEOSA-N 0.000 claims description 2
SMWNGMHVRCFDCQ-QGZVFWFLSA-N 5-chloro-2-fluoro-4-[[(1R)-3-methyl-1-phenylbutyl]amino]-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1SC=CN=1)F)N[C@H](CC(C)C)C1=CC=CC=C1 SMWNGMHVRCFDCQ-QGZVFWFLSA-N 0.000 claims description 2
HNHLRCJNHPILEF-INIZCTEOSA-N 5-chloro-2-fluoro-4-[[(1S)-1,2,3,4-tetrahydronaphthalen-1-yl]amino]-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1SC=CN=1)F)N[C@H]1CCCC2=CC=CC=C12 HNHLRCJNHPILEF-INIZCTEOSA-N 0.000 claims description 2
SUFLABZCIMQDEZ-VIFPVBQESA-N 5-chloro-2-fluoro-4-[[(1S)-1-(2-fluoro-5-hydroxyphenyl)ethyl]amino]-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1N=CSC=1)F)N[C@@H](C)C1=C(C=CC(=C1)O)F SUFLABZCIMQDEZ-VIFPVBQESA-N 0.000 claims description 2
YURAPCXMUFFHQV-JTQLQIEISA-N 5-chloro-2-fluoro-4-[[(1S)-1-(2-fluoro-5-methoxyphenyl)ethyl]amino]-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1N=CSC=1)F)N[C@@H](C)C1=C(C=CC(=C1)OC)F YURAPCXMUFFHQV-JTQLQIEISA-N 0.000 claims description 2
LPALDPYBGGHZSG-JTQLQIEISA-N 5-chloro-2-fluoro-4-[[(1S)-1-(2-fluorophenyl)ethyl]amino]-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1SC=CN=1)F)N[C@@H](C)C1=C(C=CC=C1)F LPALDPYBGGHZSG-JTQLQIEISA-N 0.000 claims description 2
ONNZXUHXIVNZBQ-JTQLQIEISA-N 5-chloro-2-fluoro-4-[[(1S)-1-(2-fluorophenyl)ethyl]amino]-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1N=CSC=1)F)N[C@@H](C)C1=C(C=CC=C1)F ONNZXUHXIVNZBQ-JTQLQIEISA-N 0.000 claims description 2
PKHVECBKGBDQAY-VIFPVBQESA-N 5-chloro-2-fluoro-4-[[(1S)-1-(2-fluorophenyl)ethyl]amino]-N-(5-fluoro-1,3-thiazol-2-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1SC(=CN=1)F)F)N[C@@H](C)C1=C(C=CC=C1)F PKHVECBKGBDQAY-VIFPVBQESA-N 0.000 claims description 2
SHHXSEMTUZYMJD-NSHDSACASA-N 5-chloro-2-fluoro-4-[[(1S)-1-(2-fluorophenyl)ethyl]amino]-N-(6-fluoropyridin-2-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC1=NC(=CC=C1)F)F)N[C@@H](C)C1=C(C=CC=C1)F SHHXSEMTUZYMJD-NSHDSACASA-N 0.000 claims description 2
HBBSMJFEJAGCAU-HNNXBMFYSA-N 5-chloro-2-fluoro-4-[[(1S)-1-(2-fluorophenyl)propyl]amino]-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1SC=CN=1)F)N[C@@H](CC)C1=C(C=CC=C1)F HBBSMJFEJAGCAU-HNNXBMFYSA-N 0.000 claims description 2
BHQRFGRBFWPNPV-INIZCTEOSA-N 5-chloro-2-fluoro-4-[[(1S)-1-(2-methylphenyl)propyl]amino]-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1SC=CN=1)F)N[C@@H](CC)C1=C(C=CC=C1)C BHQRFGRBFWPNPV-INIZCTEOSA-N 0.000 claims description 2
DVXZPBHBSUZGDY-JTQLQIEISA-N 5-chloro-2-fluoro-4-[[(1S)-1-(3-fluorophenyl)ethyl]amino]-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1SC=CN=1)F)N[C@@H](C)C1=CC(=CC=C1)F DVXZPBHBSUZGDY-JTQLQIEISA-N 0.000 claims description 2
NNOURUCQGKSLJV-JTQLQIEISA-N 5-chloro-2-fluoro-4-[[(1S)-1-(4-fluorophenyl)ethyl]amino]-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1SC=CN=1)F)N[C@@H](C)C1=CC=C(C=C1)F NNOURUCQGKSLJV-JTQLQIEISA-N 0.000 claims description 2
KJOGLQSIHVFQRR-NSHDSACASA-N 5-chloro-2-fluoro-4-[[(1S)-1-[2-fluoro-5-(methoxymethyl)phenyl]ethyl]amino]-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1N=CSC=1)F)N[C@@H](C)C1=C(C=CC(=C1)COC)F KJOGLQSIHVFQRR-NSHDSACASA-N 0.000 claims description 2
FMMXQMYECVOGLI-ZDUSSCGKSA-N 5-chloro-2-fluoro-4-[[(1S)-1-[2-fluoro-5-[(3-methyloxetan-3-yl)methoxy]phenyl]ethyl]amino]-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1N=CSC=1)F)N[C@@H](C)C1=C(C=CC(=C1)OCC1(COC1)C)F FMMXQMYECVOGLI-ZDUSSCGKSA-N 0.000 claims description 2
QSXMFTGHIFKHOD-LBPRGKRZSA-N 5-chloro-2-fluoro-4-[[(1S)-1-isoquinolin-8-ylethyl]amino]-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1SC=CN=1)F)N[C@@H](C)C=1C=CC=C2C=CN=CC=12 QSXMFTGHIFKHOD-LBPRGKRZSA-N 0.000 claims description 2
DBLQZEHVUBNRTR-ZDUSSCGKSA-N 5-chloro-2-fluoro-4-[[(1S)-1-naphthalen-1-ylethyl]amino]-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1SC=CN=1)F)N[C@@H](C)C1=CC=CC2=CC=CC=C12 DBLQZEHVUBNRTR-ZDUSSCGKSA-N 0.000 claims description 2
WHOXOCDMXZDNGK-ZDUSSCGKSA-N 5-chloro-2-fluoro-4-[[(1S)-1-naphthalen-2-ylethyl]amino]-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1SC=CN=1)F)N[C@@H](C)C1=CC2=CC=CC=C2C=C1 WHOXOCDMXZDNGK-ZDUSSCGKSA-N 0.000 claims description 2
RNVOGMXPUCXPLG-LJQANCHMSA-N 5-chloro-2-fluoro-4-[[(1S)-1-phenyl-2-pyrrolidin-1-ylethyl]amino]-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1SC=CN=1)F)N[C@H](CN1CCCC1)C1=CC=CC=C1 RNVOGMXPUCXPLG-LJQANCHMSA-N 0.000 claims description 2
YUTDDCRACHPXTE-LJQANCHMSA-N 5-chloro-2-fluoro-4-[[(1S)-1-phenyl-2-pyrrolidin-1-ylethyl]amino]-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1N=CSC=1)F)N[C@H](CN1CCCC1)C1=CC=CC=C1 YUTDDCRACHPXTE-LJQANCHMSA-N 0.000 claims description 2
ICYNQJUIRKNXOK-INIZCTEOSA-N 5-chloro-2-fluoro-4-[[(1S)-1-phenylbutyl]amino]-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1SC=CN=1)F)N[C@@H](CCC)C1=CC=CC=C1 ICYNQJUIRKNXOK-INIZCTEOSA-N 0.000 claims description 2
KBLIOLOEZADQDG-NSHDSACASA-N 5-chloro-2-fluoro-4-[[(1S)-1-phenylethyl]amino]-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1SC=CN=1)F)N[C@@H](C)C1=CC=CC=C1 KBLIOLOEZADQDG-NSHDSACASA-N 0.000 claims description 2
JIEBHKJKDRMVCK-NSHDSACASA-N 5-chloro-2-fluoro-4-[[(1S)-1-phenylethyl]amino]-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1N=CSC=1)F)N[C@@H](C)C1=CC=CC=C1 JIEBHKJKDRMVCK-NSHDSACASA-N 0.000 claims description 2
IMKFJSDSDZBSQO-HNNXBMFYSA-N 5-chloro-2-fluoro-4-[[(1S)-1-phenylpropyl]amino]-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1SC=CN=1)F)N[C@@H](CC)C1=CC=CC=C1 IMKFJSDSDZBSQO-HNNXBMFYSA-N 0.000 claims description 2
SUCBVEDMSAGZEL-HNNXBMFYSA-N 5-chloro-2-fluoro-4-[[(1S)-1-phenylpropyl]amino]-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1N=CSC=1)F)N[C@@H](CC)C1=CC=CC=C1 SUCBVEDMSAGZEL-HNNXBMFYSA-N 0.000 claims description 2
HAHBYABDAIXZLF-MRXNPFEDSA-N 5-chloro-2-fluoro-4-[[(1S)-2-methoxy-1-phenylethyl]amino]-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1SC=CN=1)F)N[C@H](COC)C1=CC=CC=C1 HAHBYABDAIXZLF-MRXNPFEDSA-N 0.000 claims description 2
RMXJYWWQCQOGEH-FSRHSHDFSA-N 5-chloro-2-fluoro-4-[[(1S)-2-morpholin-4-yl-1-phenylethyl]amino]-N-(1,3-thiazol-2-yl)benzenesulfonamide 2,2,2-trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F.Fc1cc(N[C@H](CN2CCOCC2)c2ccccc2)c(Cl)cc1S(=O)(=O)Nc1nccs1 RMXJYWWQCQOGEH-FSRHSHDFSA-N 0.000 claims description 2
SMWNGMHVRCFDCQ-KRWDZBQOSA-N 5-chloro-2-fluoro-4-[[(1S)-3-methyl-1-phenylbutyl]amino]-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1SC=CN=1)F)N[C@@H](CC(C)C)C1=CC=CC=C1 SMWNGMHVRCFDCQ-KRWDZBQOSA-N 0.000 claims description 2
HCAJFPDYTXUOPH-UHFFFAOYSA-N 5-chloro-2-fluoro-4-[[1-(2-fluorophenyl)cyclobutyl]amino]-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1SC=CN=1)F)NC1(CCC1)C1=C(C=CC=C1)F HCAJFPDYTXUOPH-UHFFFAOYSA-N 0.000 claims description 2
YBQXXMHCGQFZDJ-UHFFFAOYSA-N 5-chloro-2-fluoro-4-[[1-(2-fluorophenyl)cyclopropyl]amino]-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1SC=CN=1)F)NC1(CC1)C1=C(C=CC=C1)F YBQXXMHCGQFZDJ-UHFFFAOYSA-N 0.000 claims description 2
LMUMOUWLAKIFPF-UHFFFAOYSA-N 5-chloro-2-fluoro-4-[[1-(2-fluorophenyl)cyclopropyl]amino]-N-pyrimidin-4-ylbenzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC1=NC=NC=C1)F)NC1(CC1)C1=C(C=CC=C1)F LMUMOUWLAKIFPF-UHFFFAOYSA-N 0.000 claims description 2
WLRDDUPVAWLRDE-UHFFFAOYSA-N 5-chloro-2-fluoro-4-[[1-(3-fluorophenyl)cyclobutyl]amino]-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1SC=CN=1)F)NC1(CCC1)C1=CC(=CC=C1)F WLRDDUPVAWLRDE-UHFFFAOYSA-N 0.000 claims description 2
SIBPOUUSDRAHPM-UHFFFAOYSA-N 5-chloro-2-fluoro-4-[[1-(4-fluorophenyl)cyclopropyl]amino]-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1SC=CN=1)F)NC1(CC1)C1=CC=C(C=C1)F SIBPOUUSDRAHPM-UHFFFAOYSA-N 0.000 claims description 2
GYKLYVGPPBKFSC-UHFFFAOYSA-N 5-chloro-2-fluoro-4-[[2-fluoro-6-(methoxymethyl)phenyl]methylamino]-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1N=CSC=1)F)NCC1=C(C=CC=C1COC)F GYKLYVGPPBKFSC-UHFFFAOYSA-N 0.000 claims description 2
PMWIXPHFBVKURZ-UHFFFAOYSA-N 5-chloro-2-fluoro-4-[[2-fluoro-6-(morpholin-4-ylmethyl)phenyl]methylamino]-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1N=CSC=1)F)NCC1=C(C=CC=C1CN1CCOCC1)F PMWIXPHFBVKURZ-UHFFFAOYSA-N 0.000 claims description 2
RJSMWQGHAVJTRJ-UHFFFAOYSA-N 5-chloro-2-fluoro-4-[[2-fluoro-6-[(3-fluoroazetidin-1-yl)methyl]phenyl]methylamino]-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1N=CSC=1)F)NCC1=C(C=CC=C1CN1CC(C1)F)F RJSMWQGHAVJTRJ-UHFFFAOYSA-N 0.000 claims description 2
QLAOTAYCQMKLEF-UHFFFAOYSA-N 5-chloro-2-fluoro-4-[[2-fluoro-6-[(3-methoxyazetidin-1-yl)methyl]phenyl]methylamino]-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1N=CSC=1)F)NCC1=C(C=CC=C1CN1CC(C1)OC)F QLAOTAYCQMKLEF-UHFFFAOYSA-N 0.000 claims description 2
FSOKHKHVSMTTFH-OAHLLOKOSA-N 5-chloro-2-fluoro-N-(1,3-thiazol-2-yl)-4-[(1R)-2,2,2-trifluoro-1-phenylethoxy]benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1SC=CN=1)F)O[C@@H](C(F)(F)F)C1=CC=CC=C1 FSOKHKHVSMTTFH-OAHLLOKOSA-N 0.000 claims description 2
IYMXTVBKMMBTML-UHFFFAOYSA-N 5-chloro-2-fluoro-N-(1,3-thiazol-2-yl)-4-[(3,3,3-trifluoro-1-phenylpropyl)amino]benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1SC=CN=1)F)NC(CC(F)(F)F)C1=CC=CC=C1 IYMXTVBKMMBTML-UHFFFAOYSA-N 0.000 claims description 2
VVLOWQFWNDSOLZ-OAHLLOKOSA-N 5-chloro-2-fluoro-N-(1,3-thiazol-2-yl)-4-[[(1R)-2,2,2-trifluoro-1-(2-fluorophenyl)ethyl]amino]benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1SC=CN=1)F)N[C@@H](C(F)(F)F)C1=C(C=CC=C1)F VVLOWQFWNDSOLZ-OAHLLOKOSA-N 0.000 claims description 2
AJWQMZOQZDHMLV-JTQLQIEISA-N 5-chloro-2-fluoro-N-(1,3-thiazol-2-yl)-4-[[(1S)-1-[3-(trifluoromethyl)phenyl]ethyl]amino]benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1SC=CN=1)F)N[C@@H](C)C1=CC(=CC=C1)C(F)(F)F AJWQMZOQZDHMLV-JTQLQIEISA-N 0.000 claims description 2
TVHTZTPSVJDDDH-QMMMGPOBSA-N 5-chloro-2-fluoro-N-(1,3-thiazol-4-yl)-4-[[(1S)-1-(2,4,5-trifluorophenyl)ethyl]amino]benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1N=CSC=1)F)N[C@@H](C)C1=C(C=C(C(=C1)F)F)F TVHTZTPSVJDDDH-QMMMGPOBSA-N 0.000 claims description 2
AEWUIISQQKYDHY-UHFFFAOYSA-N 5-chloro-2-fluoro-N-(1,3-thiazol-4-yl)-4-[[4-(trifluoromethyl)-2,3-dihydro-1H-inden-1-yl]oxy]benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1N=CSC=1)F)OC1CCC2=C(C=CC=C12)C(F)(F)F AEWUIISQQKYDHY-UHFFFAOYSA-N 0.000 claims description 2
TXAYOTYZKGQCMM-AWEZNQCLSA-N 5-chloro-2-fluoro-N-(5-fluoro-1,3-thiazol-2-yl)-4-[[(1S)-1-phenylpropyl]amino]benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1SC(=CN=1)F)F)N[C@@H](CC)C1=CC=CC=C1 TXAYOTYZKGQCMM-AWEZNQCLSA-N 0.000 claims description 2
QHJRVJZLGQNKBR-UHFFFAOYSA-N 5-chloro-2-fluoro-N-(6-fluoropyridin-2-yl)-4-(1-phenylpropylamino)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC1=NC(=CC=C1)F)F)NC(CC)C1=CC=CC=C1 QHJRVJZLGQNKBR-UHFFFAOYSA-N 0.000 claims description 2
DZTNPCWJRLRVIW-UHFFFAOYSA-N 5-chloro-2-fluoro-N-(6-fluoropyridin-2-yl)-4-(isoquinolin-8-ylmethylamino)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC1=NC(=CC=C1)F)F)NCC=1C=CC=C2C=CN=CC=12 DZTNPCWJRLRVIW-UHFFFAOYSA-N 0.000 claims description 2
XUMNZXRXOFVVED-VEIFNGETSA-N 5-chloro-2-fluoro-N-(6-fluoropyridin-2-yl)-4-[[(1S)-1-phenyl-2-pyrrolidin-1-ylethyl]amino]benzenesulfonamide 2,2,2-trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F.Fc1cccc(NS(=O)(=O)c2cc(Cl)c(N[C@H](CN3CCCC3)c3ccccc3)cc2F)n1 XUMNZXRXOFVVED-VEIFNGETSA-N 0.000 claims description 2
GPHAGYODWFXULP-VIFPVBQESA-N 5-chloro-4-[(1S)-1-(2,6-difluorophenyl)ethoxy]-2-fluoro-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1SC=CN=1)F)O[C@@H](C)C1=C(C=CC=C1F)F GPHAGYODWFXULP-VIFPVBQESA-N 0.000 claims description 2
VUPMWVQEKDKCDV-VIFPVBQESA-N 5-chloro-4-[(1S)-1-(2,6-difluorophenyl)ethoxy]-2-fluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1N=CSC=1)F)O[C@@H](C)C1=C(C=CC=C1F)F VUPMWVQEKDKCDV-VIFPVBQESA-N 0.000 claims description 2
MHUTVTPIYLXULM-JTQLQIEISA-N 5-chloro-4-[(1S)-1-(2-chlorophenyl)ethoxy]-2-fluoro-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1SC=CN=1)F)O[C@@H](C)C1=C(C=CC=C1)Cl MHUTVTPIYLXULM-JTQLQIEISA-N 0.000 claims description 2
SAMSYCPCHQYNKT-JTQLQIEISA-N 5-chloro-4-[(1S)-1-(2-chlorophenyl)ethoxy]-2-fluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1N=CSC=1)F)O[C@@H](C)C1=C(C=CC=C1)Cl SAMSYCPCHQYNKT-JTQLQIEISA-N 0.000 claims description 2
ZCTIOVIHQYQSIJ-VIFPVBQESA-N 5-chloro-4-[(1S)-1-(3,4-dichlorophenyl)ethoxy]-2-fluoro-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1SC=CN=1)F)O[C@@H](C)C1=CC(=C(C=C1)Cl)Cl ZCTIOVIHQYQSIJ-VIFPVBQESA-N 0.000 claims description 2
QOGGSHADUJFCCD-VIFPVBQESA-N 5-chloro-4-[(1S)-1-(5-chloro-2-fluorophenyl)ethoxy]-2-fluoro-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1SC=CN=1)F)O[C@@H](C)C1=C(C=CC(=C1)Cl)F QOGGSHADUJFCCD-VIFPVBQESA-N 0.000 claims description 2
NJSSBWNUJCEXAO-VIFPVBQESA-N 5-chloro-4-[(1S)-1-(5-chloro-2-fluorophenyl)ethoxy]-2-fluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1N=CSC=1)F)O[C@@H](C)C1=C(C=CC(=C1)Cl)F NJSSBWNUJCEXAO-VIFPVBQESA-N 0.000 claims description 2
RVSQXLHJPFTVRX-UHFFFAOYSA-N 5-chloro-4-[(2,5-difluorophenyl)methylamino]-2-fluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1N=CSC=1)F)NCC1=C(C=CC(=C1)F)F RVSQXLHJPFTVRX-UHFFFAOYSA-N 0.000 claims description 2
BVITXJVMYRYDDJ-UHFFFAOYSA-N 5-chloro-4-[(2-chloro-6-methylphenyl)methylamino]-2-fluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1N=CSC=1)F)NCC1=C(C=CC=C1C)Cl BVITXJVMYRYDDJ-UHFFFAOYSA-N 0.000 claims description 2
URZHGUANLMQVBE-UHFFFAOYSA-N 5-chloro-4-[(2-cyanophenyl)methylamino]-2-fluoro-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1SC=CN=1)F)NCC1=C(C=CC=C1)C#N URZHGUANLMQVBE-UHFFFAOYSA-N 0.000 claims description 2
LBEWTLSHCGAYJF-UHFFFAOYSA-N 5-chloro-4-[1-(2-chlorophenyl)ethylamino]-2-fluoro-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1SC=CN=1)F)NC(C)C1=C(C=CC=C1)Cl LBEWTLSHCGAYJF-UHFFFAOYSA-N 0.000 claims description 2
PUYYMJTUUCODFE-MRXNPFEDSA-N 5-chloro-4-[[(1R)-1-(2,5-difluorophenyl)-2,2-difluoroethyl]amino]-2-fluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1N=CSC=1)F)N[C@@H](C(F)F)C1=C(C=CC(=C1)F)F PUYYMJTUUCODFE-MRXNPFEDSA-N 0.000 claims description 2
FVBDVOORQNLIAN-CYBMUJFWSA-N 5-chloro-4-[[(1R)-1-[2-[(dimethylamino)methyl]phenyl]ethyl]amino]-2-fluoro-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1SC=CN=1)F)N[C@H](C)C1=C(C=CC=C1)CN(C)C FVBDVOORQNLIAN-CYBMUJFWSA-N 0.000 claims description 2
SGLHKWKBZJTNDJ-CYBMUJFWSA-N 5-chloro-4-[[(1R)-1-[3-[(dimethylamino)methyl]phenyl]ethyl]amino]-2-fluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1N=CSC=1)F)N[C@H](C)C1=CC(=CC=C1)CN(C)C SGLHKWKBZJTNDJ-CYBMUJFWSA-N 0.000 claims description 2
PGAFBTBFTNJDLQ-VIFPVBQESA-N 5-chloro-4-[[(1S)-1-(2,4-difluorophenyl)ethyl]amino]-2-fluoro-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1SC=CN=1)F)N[C@@H](C)C1=C(C=C(C=C1)F)F PGAFBTBFTNJDLQ-VIFPVBQESA-N 0.000 claims description 2
OAIMEJQFRADWQT-VIFPVBQESA-N 5-chloro-4-[[(1S)-1-(2,5-difluorophenyl)ethyl]amino]-2-fluoro-N-(1,3-oxazol-2-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1OC=CN=1)F)N[C@@H](C)C1=C(C=CC(=C1)F)F OAIMEJQFRADWQT-VIFPVBQESA-N 0.000 claims description 2
JXYDAQZEKBXJFK-VIFPVBQESA-N 5-chloro-4-[[(1S)-1-(2,5-difluorophenyl)ethyl]amino]-2-fluoro-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1SC=CN=1)F)N[C@@H](C)C1=C(C=CC(=C1)F)F JXYDAQZEKBXJFK-VIFPVBQESA-N 0.000 claims description 2
LBEWTLSHCGAYJF-JTQLQIEISA-N 5-chloro-4-[[(1S)-1-(2-chlorophenyl)ethyl]amino]-2-fluoro-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1SC=CN=1)F)N[C@@H](C)C1=C(C=CC=C1)Cl LBEWTLSHCGAYJF-JTQLQIEISA-N 0.000 claims description 2
RZTVFXFZYFRZRV-JTQLQIEISA-N 5-chloro-4-[[(1S)-1-(2-chlorophenyl)ethyl]amino]-2-fluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1N=CSC=1)F)N[C@@H](C)C1=C(C=CC=C1)Cl RZTVFXFZYFRZRV-JTQLQIEISA-N 0.000 claims description 2
FTJZTQMVRHEWEQ-NSHDSACASA-N 5-chloro-4-[[(1S)-1-(2-chlorophenyl)ethyl]amino]-2-fluoro-N-(6-fluoropyridin-2-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC1=NC(=CC=C1)F)F)N[C@@H](C)C1=C(C=CC=C1)Cl FTJZTQMVRHEWEQ-NSHDSACASA-N 0.000 claims description 2
VCMPBBKQQGMKFH-LBPRGKRZSA-N 5-chloro-4-[[(1S)-1-(2-chlorophenyl)ethyl]amino]-2-fluoro-N-(6-methylpyrimidin-4-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC1=NC=NC(=C1)C)F)N[C@@H](C)C1=C(C=CC=C1)Cl VCMPBBKQQGMKFH-LBPRGKRZSA-N 0.000 claims description 2
LNWJEVSAKQYKQT-JTQLQIEISA-N 5-chloro-4-[[(1S)-1-(2-chlorophenyl)ethyl]amino]-2-fluoro-N-[2-(trifluoromethyl)pyrimidin-4-yl]benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC1=NC(=NC=C1)C(F)(F)F)F)N[C@@H](C)C1=C(C=CC=C1)Cl LNWJEVSAKQYKQT-JTQLQIEISA-N 0.000 claims description 2
WNJKGMWOGIWXJT-HNNXBMFYSA-N 5-chloro-4-[[(1S)-1-(2-chlorophenyl)propyl]amino]-2-fluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1N=CSC=1)F)N[C@@H](CC)C1=C(C=CC=C1)Cl WNJKGMWOGIWXJT-HNNXBMFYSA-N 0.000 claims description 2
SGULPJYJXIYMHM-INIZCTEOSA-N 5-chloro-4-[[(1S)-1-(2-chlorophenyl)propyl]amino]-2-fluoro-N-pyrimidin-4-ylbenzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC1=NC=NC=C1)F)N[C@@H](CC)C1=C(C=CC=C1)Cl SGULPJYJXIYMHM-INIZCTEOSA-N 0.000 claims description 2
RNKLUEDZKQOXHF-LBPRGKRZSA-N 5-chloro-4-[[(1S)-1-(2-fluorophenyl)ethyl]amino]-2-methyl-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1SC=CN=1)C)N[C@@H](C)C1=C(C=CC=C1)F RNKLUEDZKQOXHF-LBPRGKRZSA-N 0.000 claims description 2
LWWSUXPACZILER-VIFPVBQESA-N 5-chloro-4-[[(1S)-1-(3,4-difluorophenyl)ethyl]amino]-2-fluoro-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1SC=CN=1)F)N[C@@H](C)C1=CC(=C(C=C1)F)F LWWSUXPACZILER-VIFPVBQESA-N 0.000 claims description 2
OJGQJYLQHPOSOX-VIFPVBQESA-N 5-chloro-4-[[(1S)-1-(3,5-dichlorophenyl)ethyl]amino]-2-fluoro-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1SC=CN=1)F)N[C@@H](C)C1=CC(=CC(=C1)Cl)Cl OJGQJYLQHPOSOX-VIFPVBQESA-N 0.000 claims description 2
YPWNNSJCCJJKRM-VIFPVBQESA-N 5-chloro-4-[[(1S)-1-(3,5-difluorophenyl)ethyl]amino]-2-fluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1N=CSC=1)F)N[C@@H](C)C1=CC(=CC(=C1)F)F YPWNNSJCCJJKRM-VIFPVBQESA-N 0.000 claims description 2
QITQTKGROUDLJK-VIFPVBQESA-N 5-chloro-4-[[(1S)-1-(3-chloro-2-fluorophenyl)ethyl]amino]-2-fluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1N=CSC=1)F)N[C@@H](C)C1=C(C(=CC=C1)Cl)F QITQTKGROUDLJK-VIFPVBQESA-N 0.000 claims description 2
KPOVKLRCTLRSEG-JTQLQIEISA-N 5-chloro-4-[[(1S)-1-(3-chlorophenyl)ethyl]amino]-2-fluoro-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1SC=CN=1)F)N[C@@H](C)C1=CC(=CC=C1)Cl KPOVKLRCTLRSEG-JTQLQIEISA-N 0.000 claims description 2
OMGROMQJRHXAKS-JTQLQIEISA-N 5-chloro-4-[[(1S)-1-(4-chlorophenyl)ethyl]amino]-2-fluoro-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1SC=CN=1)F)N[C@@H](C)C1=CC=C(C=C1)Cl OMGROMQJRHXAKS-JTQLQIEISA-N 0.000 claims description 2
YSGJURKDIMZYFR-VIFPVBQESA-N 5-chloro-4-[[(1S)-1-(5-chloro-2-fluorophenyl)ethyl]amino]-2-fluoro-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1SC=CN=1)F)N[C@@H](C)C1=C(C=CC(=C1)Cl)F YSGJURKDIMZYFR-VIFPVBQESA-N 0.000 claims description 2
OAKZBNDNHCGEAM-VIFPVBQESA-N 5-chloro-4-[[(1S)-1-(5-chloro-2-fluorophenyl)ethyl]amino]-2-fluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1N=CSC=1)F)N[C@@H](C)C1=C(C=CC(=C1)Cl)F OAKZBNDNHCGEAM-VIFPVBQESA-N 0.000 claims description 2
KGLDFDQABGDPAO-JTQLQIEISA-N 5-chloro-4-[[(1S)-1-(5-chloro-2-fluorophenyl)ethyl]amino]-2-fluoro-N-pyrazin-2-ylbenzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC1=NC=CN=C1)F)N[C@@H](C)C1=C(C=CC(=C1)Cl)F KGLDFDQABGDPAO-JTQLQIEISA-N 0.000 claims description 2
QAOAVWGKFGHMQC-JTQLQIEISA-N 5-chloro-4-[[(1S)-1-(5-cyano-2-fluorophenyl)ethyl]amino]-2-fluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1N=CSC=1)F)N[C@@H](C)C1=C(C=CC(=C1)C#N)F QAOAVWGKFGHMQC-JTQLQIEISA-N 0.000 claims description 2
NYHFPGDTCKJDPP-NSHDSACASA-N 5-chloro-4-[[(1S)-1-(5-cyclopropyl-2-fluorophenyl)ethyl]amino]-2-fluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1N=CSC=1)F)N[C@@H](C)C1=C(C=CC(=C1)C1CC1)F NYHFPGDTCKJDPP-NSHDSACASA-N 0.000 claims description 2
FVBDVOORQNLIAN-ZDUSSCGKSA-N 5-chloro-4-[[(1S)-1-[2-[(dimethylamino)methyl]phenyl]ethyl]amino]-2-fluoro-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1SC=CN=1)F)N[C@@H](C)C1=C(C=CC=C1)CN(C)C FVBDVOORQNLIAN-ZDUSSCGKSA-N 0.000 claims description 2
SGLHKWKBZJTNDJ-ZDUSSCGKSA-N 5-chloro-4-[[(1S)-1-[3-[(dimethylamino)methyl]phenyl]ethyl]amino]-2-fluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1N=CSC=1)F)N[C@@H](C)C1=CC(=CC=C1)CN(C)C SGLHKWKBZJTNDJ-ZDUSSCGKSA-N 0.000 claims description 2
MQKPQRMVSBHRRN-JTQLQIEISA-N 5-chloro-4-[[(1S)-1-[5-(2,2-difluoroethyl)-2-fluorophenyl]ethyl]amino]-2-fluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1N=CSC=1)F)N[C@@H](C)C1=C(C=CC(=C1)CC(F)F)F MQKPQRMVSBHRRN-JTQLQIEISA-N 0.000 claims description 2
JUNOYPZYRLOLLZ-VIFPVBQESA-N 5-chloro-4-[[(1S)-1-[5-(difluoromethoxy)-2-fluorophenyl]ethyl]amino]-2-fluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1N=CSC=1)F)N[C@@H](C)C1=C(C=CC(=C1)OC(F)F)F JUNOYPZYRLOLLZ-VIFPVBQESA-N 0.000 claims description 2
JWKATVPFWHKEPJ-QGZVFWFLSA-N 5-chloro-4-[[(1S)-2-(3,3-difluoroazetidin-1-yl)-1-phenylethyl]amino]-2-fluoro-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1SC=CN=1)F)N[C@H](CN1CC(C1)(F)F)C1=CC=CC=C1 JWKATVPFWHKEPJ-QGZVFWFLSA-N 0.000 claims description 2
OQLQGHDLSKOGHZ-UHFFFAOYSA-N 5-chloro-4-[[1-(2,4-difluorophenyl)cyclopropyl]amino]-2-fluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1N=CSC=1)F)NC1(CC1)C1=C(C=C(C=C1)F)F OQLQGHDLSKOGHZ-UHFFFAOYSA-N 0.000 claims description 2
XHEOWCLOYPNDFZ-UHFFFAOYSA-N 5-chloro-4-[[1-(2,5-difluorophenyl)cyclopropyl]amino]-2-fluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1N=CSC=1)F)NC1(CC1)C1=C(C=CC(=C1)F)F XHEOWCLOYPNDFZ-UHFFFAOYSA-N 0.000 claims description 2
NFAWWHWTOHANQI-UHFFFAOYSA-N 5-chloro-4-[[1-(2,5-difluorophenyl)cyclopropyl]amino]-2-fluoro-N-pyrimidin-4-ylbenzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC1=NC=NC=C1)F)NC1(CC1)C1=C(C=CC(=C1)F)F NFAWWHWTOHANQI-UHFFFAOYSA-N 0.000 claims description 2
FEEFLQKWQRJLTA-UHFFFAOYSA-N 5-chloro-4-[[1-[2-[(dimethylamino)methyl]phenyl]cyclopropyl]amino]-2-fluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1N=CSC=1)F)NC1(CC1)C1=C(C=CC=C1)CN(C)C FEEFLQKWQRJLTA-UHFFFAOYSA-N 0.000 claims description 2
ARJVIRXMXFEDMV-UHFFFAOYSA-N 5-chloro-4-[[2-(dimethylamino)-1-phenylethyl]amino]-2-fluoro-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1SC=CN=1)F)NC(CN(C)C)C1=CC=CC=C1 ARJVIRXMXFEDMV-UHFFFAOYSA-N 0.000 claims description 2
DQXDTCKUVZGYLS-UHFFFAOYSA-N 5-chloro-4-[[2-[(4,4-difluoropiperidin-1-yl)methyl]-6-fluorophenyl]methylamino]-2-fluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1N=CSC=1)F)NCC1=C(C=CC=C1F)CN1CCC(CC1)(F)F DQXDTCKUVZGYLS-UHFFFAOYSA-N 0.000 claims description 2
FHAGPVYEORMHTK-UHFFFAOYSA-N 5-chloro-4-[[2-[(dimethylamino)methyl]-6-fluorophenyl]methylamino]-2-fluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1N=CSC=1)F)NCC1=C(C=CC=C1F)CN(C)C FHAGPVYEORMHTK-UHFFFAOYSA-N 0.000 claims description 2
BDNJYBNACKZZCX-UHFFFAOYSA-N 5-chloro-4-[[2-chloro-6-[(6-methyl-2,6-diazaspiro[3.3]heptan-2-yl)methyl]phenyl]methylamino]-2-fluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1N=CSC=1)F)NCC1=C(C=CC=C1CN1CC2(C1)CN(C2)C)Cl BDNJYBNACKZZCX-UHFFFAOYSA-N 0.000 claims description 2
DDGBTGKEUDJWGA-UHFFFAOYSA-N 5-chloro-4-[[3,6-difluoro-2-(7-oxa-2-azaspiro[3.5]nonan-2-ylmethyl)phenyl]methylamino]-2-fluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound C1N(CC11CCOCC1)CC1=C(CNC2=CC(=C(C=C2Cl)S(=O)(=O)NC=2N=CSC=2)F)C(=CC=C1F)F DDGBTGKEUDJWGA-UHFFFAOYSA-N 0.000 claims description 2
QIRRWLUKRQATQS-UHFFFAOYSA-N 5-chloro-4-[[3,6-difluoro-2-(hydroxymethyl)phenyl]methylamino]-2-fluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1N=CSC=1)F)NCC1=C(C(=CC=C1F)F)CO QIRRWLUKRQATQS-UHFFFAOYSA-N 0.000 claims description 2
YYEFHRUFIOSDKV-UHFFFAOYSA-N 5-chloro-4-[[cyclopropyl(phenyl)methyl]amino]-2-fluoro-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1SC=CN=1)F)NC(C1=CC=CC=C1)C1CC1 YYEFHRUFIOSDKV-UHFFFAOYSA-N 0.000 claims description 2
YPYIPIHXVPXZJJ-VIFPVBQESA-N 5-chloro-N-(5-chloro-1,3-thiazol-2-yl)-2-fluoro-4-[[(1S)-1-(2-fluorophenyl)ethyl]amino]benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1SC(=CN=1)Cl)F)N[C@@H](C)C1=C(C=CC=C1)F YPYIPIHXVPXZJJ-VIFPVBQESA-N 0.000 claims description 2
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 2
125000003342 alkenyl group Chemical group 0.000 claims description 2
229910052799 carbon Inorganic materials 0.000 claims description 2
210000004027 cell Anatomy 0.000 claims description 2
230000000694 effects Effects 0.000 claims description 2
230000004907 flux Effects 0.000 claims description 2
125000004446 heteroarylalkyl group Chemical group 0.000 claims description 2
230000002401 inhibitory effect Effects 0.000 claims description 2
210000004962 mammalian cell Anatomy 0.000 claims description 2
239000008194 pharmaceutical composition Substances 0.000 claims description 2
239000000546 pharmaceutical excipient Substances 0.000 claims description 2
125000003373 pyrazinyl group Chemical group 0.000 claims description 2
125000002098 pyridazinyl group Chemical group 0.000 claims description 2
125000004076 pyridyl group Chemical group 0.000 claims description 2
125000000714 pyrimidinyl group Chemical group 0.000 claims description 2
125000005843 halogen group Chemical group 0.000 claims 7
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims 3
150000002431 hydrogen Chemical class 0.000 claims 3
125000002950 monocyclic group Chemical group 0.000 claims 2
125000004198 2-fluorophenyl group Chemical group [H]C1=C([H])C(F)=C(*)C([H])=C1[H] 0.000 claims 1
LKGPXPMARIEEJP-OAHLLOKOSA-N 3-chloro-N-(1,3-thiazol-2-yl)-4-[[(1R)-2,2,2-trifluoro-1-phenylethyl]amino]benzenesulfonamide Chemical compound FC(F)(F)[C@H](Nc1ccc(cc1Cl)S(=O)(=O)Nc1nccs1)c1ccccc1 LKGPXPMARIEEJP-OAHLLOKOSA-N 0.000 claims 1
HOSFGWBCSOGMNK-UHFFFAOYSA-N 4-[[2-(azetidin-1-ylmethyl)phenyl]methylamino]-5-chloro-2-fluoro-N-(1,3-thiazol-4-yl)benzenesulfonamide Chemical compound FC1=CC(NCC2=C(CN3CCC3)C=CC=C2)=C(Cl)C=C1S(=O)(=O)NC1=CSC=N1 HOSFGWBCSOGMNK-UHFFFAOYSA-N 0.000 claims 1
SRJPMKIXDZZWAT-UHFFFAOYSA-N 5-chloro-2-fluoro-4-(5,6,7,8-tetrahydroquinolin-5-ylamino)-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound FC1=C(C=C(Cl)C(NC2CCCC3=C2C=CC=N3)=C1)S(=O)(=O)NC1=NC=CS1 SRJPMKIXDZZWAT-UHFFFAOYSA-N 0.000 claims 1
FWPSRNXPTHXDPO-GOSISDBHSA-N 5-chloro-2-fluoro-4-[[(1S)-2-(3-fluoroazetidin-1-yl)-1-phenylethyl]amino]-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound ClC=1C(=CC(=C(C=1)S(=O)(=O)NC=1SC=CN=1)F)N[C@H](CN1CC(C1)F)C1=CC=CC=C1 FWPSRNXPTHXDPO-GOSISDBHSA-N 0.000 claims 1
ARJVIRXMXFEDMV-KRWDZBQOSA-N 5-chloro-4-[[(1R)-2-(dimethylamino)-1-phenylethyl]amino]-2-fluoro-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound CN(C)C[C@H](NC1=C(Cl)C=C(C(F)=C1)S(=O)(=O)NC1=NC=CS1)C1=CC=CC=C1 ARJVIRXMXFEDMV-KRWDZBQOSA-N 0.000 claims 1
ARJVIRXMXFEDMV-QGZVFWFLSA-N 5-chloro-4-[[(1S)-2-(dimethylamino)-1-phenylethyl]amino]-2-fluoro-N-(1,3-thiazol-2-yl)benzenesulfonamide Chemical compound CN(C)C[C@@H](NC1=C(Cl)C=C(C(F)=C1)S(=O)(=O)NC1=NC=CS1)C1=CC=CC=C1 ARJVIRXMXFEDMV-QGZVFWFLSA-N 0.000 claims 1
JGLMVXWAHNTPRF-CMDGGOBGSA-N CCN1N=C(C)C=C1C(=O)NC1=NC2=CC(=CC(OC)=C2N1C\C=C\CN1C(NC(=O)C2=CC(C)=NN2CC)=NC2=CC(=CC(OCCCN3CCOCC3)=C12)C(N)=O)C(N)=O Chemical compound CCN1N=C(C)C=C1C(=O)NC1=NC2=CC(=CC(OC)=C2N1C\C=C\CN1C(NC(=O)C2=CC(C)=NN2CC)=NC2=CC(=CC(OCCCN3CCOCC3)=C12)C(N)=O)C(N)=O JGLMVXWAHNTPRF-CMDGGOBGSA-N 0.000 claims 1
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 claims 1
125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 claims 1
239000011734 sodium Substances 0.000 claims 1
125000000547 substituted alkyl group Chemical group 0.000 claims 1
229940124530 sulfonamide Drugs 0.000 claims 1
150000003456 sulfonamides Chemical group 0.000 claims 1
238000003419 tautomerization reaction Methods 0.000 claims 1
239000000651 prodrug Substances 0.000 description 15
229940002612 prodrug Drugs 0.000 description 15
125000001475 halogen functional group Chemical group 0.000 description 5
125000004435 hydrogen atom Chemical class [H]* 0.000 description 4
DTQVDTLACAAQTR-UHFFFAOYSA-M Trifluoroacetate Chemical compound [O-]C(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-M 0.000 description 2
125000003107 substituted aryl group Chemical group 0.000 description 2
YOXZQMMCYXUORB-XFULWGLBSA-N 3-chloro-N-(1,3-thiazol-2-yl)-4-[[(1R)-2,2,2-trifluoro-1-phenylethyl]amino]benzenesulfonamide formic acid Chemical compound OC=O.FC(F)(F)[C@H](Nc1ccc(cc1Cl)S(=O)(=O)Nc1nccs1)c1ccccc1 YOXZQMMCYXUORB-XFULWGLBSA-N 0.000 description 1
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JP2019530725A 2016-12-09 2017-05-19 ベンゼンスルホンアミド化合物および治療剤としてのそれらの使用 Active JP7022751B2 (ja)