JP2019528247A5

JP2019528247A5 -

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Publication number: JP2019528247A5
Authority: JP; Japan
Prior art keywords: methylquinoxalin; methoxy; thiazol; oxy; carbamate
Prior art date: 2017-07-13
Legal status : Granted

Application number

JP2019501619A

Other languages

English (en)

Japanese (ja)

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JP7058256B2 (ja

JP2019528247A (ja

Filing date

2017-07-13

Publication date

2020-08-13

2017-07-13 Application filed filed Critical

2017-07-13 Priority claimed from PCT/US2017/041878 external-priority patent/WO2018013774A1/en

2019-10-10 Publication of JP2019528247A publication Critical patent/JP2019528247A/ja

2020-08-13 Publication of JP2019528247A5 publication Critical patent/JP2019528247A5/ja

2022-04-21 Application granted granted Critical

2022-04-21 Publication of JP7058256B2 publication Critical patent/JP7058256B2/ja

Status Active legal-status Critical Current

2037-07-13 Anticipated expiration legal-status Critical

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-1 - S (O) 2 NR a R a Chemical group 0.000 claims description 551
150000001875 compounds Chemical class 0.000 claims description 16
150000003839 salts Chemical class 0.000 claims description 12
KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 claims description 9
KHBQMWCZKVMBLN-UHFFFAOYSA-N Benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1 KHBQMWCZKVMBLN-UHFFFAOYSA-N 0.000 claims description 8
150000001408 amides Chemical class 0.000 claims description 7
CMRBTQVZPQEAOK-UHFFFAOYSA-N 5-methoxy-2-[2-(methoxymethyl)-7-methylquinoxalin-5-yl]-[1,3]thiazolo[5,4-b]pyridine Chemical compound COCc1cnc2c(cc(C)cc2n1)-c1nc2ccc(OC)nc2s1 CMRBTQVZPQEAOK-UHFFFAOYSA-N 0.000 claims description 5
UHSTVDOASDPYHU-UHFFFAOYSA-N 1-[2-(2-ethoxy-7-methylquinoxalin-5-yl)-6-methoxy-1,3-benzothiazol-4-yl]-2,2-dimethylpropan-1-ol Chemical compound CCOc1cnc2c(cc(C)cc2n1)-c1nc2c(cc(OC)cc2s1)C(O)C(C)(C)C UHSTVDOASDPYHU-UHFFFAOYSA-N 0.000 claims description 3
RNNSGFHLSBJDSV-UHFFFAOYSA-N 1-[5-methoxy-2-(2-methoxy-7-methylquinoxalin-5-yl)-[1,3]thiazolo[5,4-b]pyridin-7-yl]-2,2-dimethylpropan-1-ol Chemical compound COC1=CC(=C2C(=N1)SC(=N2)C1=C2N=CC(=NC2=CC(=C1)C)OC)C(C(C)(C)C)O RNNSGFHLSBJDSV-UHFFFAOYSA-N 0.000 claims description 3
MJLLJHYSFSLEFU-UHFFFAOYSA-N 2-[2-(methoxymethyl)-7-methylquinoxalin-5-yl]-[1,3]thiazolo[5,4-b]pyridine Chemical compound COCC1=NC2=CC(=CC(=C2N=C1)C=1SC2=NC=CC=C2N=1)C MJLLJHYSFSLEFU-UHFFFAOYSA-N 0.000 claims description 3
BUOLPROBPAEUJZ-UHFFFAOYSA-N 2-[[2-(2-methoxy-7-methylquinoxalin-5-yl)-7-methyl-[1,3]thiazolo[5,4-b]pyridin-5-yl]oxy]ethyl N-pyridin-3-ylcarbamate Chemical compound COc1cnc2c(cc(C)cc2n1)-c1nc2c(C)cc(OCCOC(=O)Nc3cccnc3)nc2s1 BUOLPROBPAEUJZ-UHFFFAOYSA-N 0.000 claims description 3
RYNIBHCIYNDCNZ-UHFFFAOYSA-N 2-[[6-fluoro-2-(2-methoxy-7-methylquinoxalin-5-yl)-[1,3]thiazolo[5,4-b]pyridin-5-yl]oxy]ethyl N-pyridin-3-ylcarbamate Chemical compound N1=CC(=CC=C1)NC(OCCOC1=C(C=C2C(=N1)SC(=N2)C1=C2N=CC(=NC2=CC(=C1)C)OC)F)=O RYNIBHCIYNDCNZ-UHFFFAOYSA-N 0.000 claims description 3
FOBMLMZDYBBLRG-UHFFFAOYSA-N 5-chloro-2-[2-(methoxymethyl)-7-methylquinoxalin-5-yl]-7-methyl-[1,3]thiazolo[5,4-b]pyridine Chemical compound ClC1=CC(=C2C(=N1)SC(=N2)C1=C2N=CC(=NC2=CC(=C1)C)COC)C FOBMLMZDYBBLRG-UHFFFAOYSA-N 0.000 claims description 3
HRRRWGDGUKOWCX-UHFFFAOYSA-N 5-methoxy-2-(2-methoxy-7-methylquinoxalin-5-yl)-7-methyl-[1,3]thiazolo[5,4-b]pyridine Chemical compound COC1=CC(=C2C(=N1)SC(=N2)C1=C2N=CC(=NC2=CC(=C1)C)OC)C HRRRWGDGUKOWCX-UHFFFAOYSA-N 0.000 claims description 3
WIBQMPKIGCPGFL-UHFFFAOYSA-N 5-methoxy-2-(2-methoxy-7-methylquinoxalin-5-yl)-[1,3]thiazolo[5,4-b]pyridine Chemical compound COC1=CC=C2C(=N1)SC(=N2)C1=C2N=CC(=NC2=CC(=C1)C)OC WIBQMPKIGCPGFL-UHFFFAOYSA-N 0.000 claims description 3
SILXUFNSODREPO-UHFFFAOYSA-N 5-methoxy-2-[2-(methoxymethyl)-7-methylquinoxalin-5-yl]-7-methyl-[1,3]thiazolo[5,4-b]pyridine Chemical compound COC1=CC(=C2C(=N1)SC(=N2)C1=C2N=CC(=NC2=CC(=C1)C)COC)C SILXUFNSODREPO-UHFFFAOYSA-N 0.000 claims description 3
FHXBJXLORNPCNR-UHFFFAOYSA-N 6-fluoro-5-methoxy-2-(2-methoxy-7-methylquinoxalin-5-yl)-[1,3]thiazolo[5,4-b]pyridine Chemical compound FC=1C=C2C(=NC=1OC)SC(=N2)C1=C2N=CC(=NC2=CC(=C1)C)OC FHXBJXLORNPCNR-UHFFFAOYSA-N 0.000 claims description 3
UHPAYQLUSJPHSO-UHFFFAOYSA-N 6-fluoro-5-methoxy-2-[2-(methoxymethyl)-7-methylquinoxalin-5-yl]-7-methyl-[1,3]thiazolo[5,4-b]pyridine Chemical compound FC=1C(=C2C(=NC=1OC)SC(=N2)C1=C2N=CC(=NC2=CC(=C1)C)COC)C UHPAYQLUSJPHSO-UHFFFAOYSA-N 0.000 claims description 3
ASDWIKYDIQNRLI-UHFFFAOYSA-N 6-fluoro-5-methoxy-2-[2-(methoxymethyl)-7-methylquinoxalin-5-yl]-[1,3]thiazolo[5,4-b]pyridine Chemical compound FC=1C=C2C(=NC=1OC)SC(=N2)C1=C2N=CC(=NC2=CC(=C1)C)COC ASDWIKYDIQNRLI-UHFFFAOYSA-N 0.000 claims description 3
ZKKIINHXYAWIFQ-UHFFFAOYSA-N 7-chloro-2-(2-methoxy-7-methylquinoxalin-5-yl)-[1,3]thiazolo[5,4-c]pyridine Chemical compound ClC=1C2=C(C=NC=1)SC(=N2)C1=C2N=CC(=NC2=CC(=C1)C)OC ZKKIINHXYAWIFQ-UHFFFAOYSA-N 0.000 claims description 3
DVBWTPQTRFPWRU-UHFFFAOYSA-N 7-chloro-2-[2-(methoxymethyl)-7-methylquinoxalin-5-yl]-[1,3]thiazolo[5,4-c]pyridine Chemical compound ClC=1C2=C(C=NC=1)SC(=N2)C1=C2N=CC(=NC2=CC(=C1)C)COC DVBWTPQTRFPWRU-UHFFFAOYSA-N 0.000 claims description 3
MNRHMTOKBVXMIA-CQSZACIVSA-N [(2R)-1-[[2-(2-ethoxy-7-methylquinoxalin-5-yl)-6-fluoro-[1,3]thiazolo[5,4-b]pyridin-5-yl]oxy]propan-2-yl] N-(2-methylpyrimidin-5-yl)carbamate Chemical compound CCOc1cnc2c(cc(C)cc2n1)-c1nc2cc(F)c(OC[C@@H](C)OC(=O)Nc3cnc(C)nc3)nc2s1 MNRHMTOKBVXMIA-CQSZACIVSA-N 0.000 claims description 3
CGNSKYBJXSTKEK-OAHLLOKOSA-N [(2R)-1-[[2-(2-ethoxy-7-methylquinoxalin-5-yl)-6-fluoro-[1,3]thiazolo[5,4-b]pyridin-5-yl]oxy]propan-2-yl] N-[2-(2-hydroxyethoxy)pyrimidin-5-yl]carbamate Chemical compound OCCOC1=NC=C(C=N1)NC(O[C@@H](COC1=C(C=C2C(=N1)SC(=N2)C1=C2N=CC(=NC2=CC(=C1)C)OCC)F)C)=O CGNSKYBJXSTKEK-OAHLLOKOSA-N 0.000 claims description 3
SKKANERUXYFRKB-HZPDHXFCSA-N [(2R)-1-[[2-(2-ethoxy-7-methylquinoxalin-5-yl)-6-fluoro-[1,3]thiazolo[5,4-b]pyridin-5-yl]oxy]propan-2-yl] N-[2-[(2R)-2-hydroxypropoxy]pyrimidin-5-yl]carbamate Chemical compound CCOc1cnc2c(cc(C)cc2n1)-c1nc2cc(F)c(OC[C@@H](C)OC(=O)Nc3cnc(OC[C@@H](C)O)nc3)nc2s1 SKKANERUXYFRKB-HZPDHXFCSA-N 0.000 claims description 3
HFSICOJZFPENBP-GFCCVEGCSA-N [(2R)-1-[[2-(6-chloro-3-methoxyquinolin-8-yl)-6-fluoro-[1,3]thiazolo[5,4-b]pyridin-5-yl]oxy]propan-2-yl] N-(2-methylpyrimidin-5-yl)carbamate Chemical compound COC1=CC2=CC(Cl)=CC(C3=NC4=C(S3)N=C(OC[C@@H](C)OC(=O)NC3=CN=C(C)N=C3)C(F)=C4)=C2N=C1 HFSICOJZFPENBP-GFCCVEGCSA-N 0.000 claims description 3
VLKMGEMPSOSFOL-GFCCVEGCSA-N [(2R)-1-[[2-(6-chloro-3-methoxyquinolin-8-yl)-6-fluoro-[1,3]thiazolo[5,4-b]pyridin-5-yl]oxy]propan-2-yl] N-[2-(hydroxymethyl)pyrimidin-5-yl]carbamate Chemical compound OCC1=NC=C(C=N1)NC(O[C@@H](COC1=C(C=C2C(=N1)SC(=N2)C=1C=C(C=C2C=C(C=NC=12)OC)Cl)F)C)=O VLKMGEMPSOSFOL-GFCCVEGCSA-N 0.000 claims description 3
KWGSEWXPHHOCTA-OLZOCXBDSA-N [(2R,3S)-3-[[2-(6-chloro-3-methoxyquinolin-8-yl)-6-fluoro-[1,3]thiazolo[5,4-b]pyridin-5-yl]oxy]butan-2-yl]-(5-fluoropyridin-3-yl)carbamic acid Chemical compound C[C@H]([C@H](C)OC1=C(C=C2C(=N1)SC(=N2)C3=C4C(=CC(=C3)Cl)C=C(C=N4)OC)F)N(C5=CC(=CN=C5)F)C(=O)O KWGSEWXPHHOCTA-OLZOCXBDSA-N 0.000 claims description 3
GRHAYZASIQEBFI-OLZOCXBDSA-N [(2R,3S)-3-[[2-(6-chloro-3-methoxyquinolin-8-yl)-6-fluoro-[1,3]thiazolo[5,4-b]pyridin-5-yl]oxy]butan-2-yl]-[2-(hydroxymethyl)pyrimidin-5-yl]carbamic acid Chemical compound C[C@H]([C@H](C)OC1=C(C=C2C(=N1)SC(=N2)C3=C4C(=CC(=C3)Cl)C=C(C=N4)OC)F)N(C5=CN=C(N=C5)CO)C(=O)O GRHAYZASIQEBFI-OLZOCXBDSA-N 0.000 claims description 3
QACDFZALQPTSND-UHFFFAOYSA-N [3-methoxy-8-(5-methoxy-7-methyl-[1,3]thiazolo[5,4-b]pyridin-2-yl)quinoxalin-6-yl]methanol Chemical compound COC=1C=NC2=C(C=C(C=C2N=1)CO)C=1SC2=NC(=CC(=C2N=1)C)OC QACDFZALQPTSND-UHFFFAOYSA-N 0.000 claims description 3
ANDDXAHZMWSUES-UHFFFAOYSA-N [5-methoxy-2-[2-(methoxymethyl)-7-methylquinoxalin-5-yl]-[1,3]thiazolo[5,4-b]pyridin-7-yl]methanol Chemical compound COC1=CC(=C2C(=N1)SC(=N2)C1=C2N=CC(=NC2=CC(=C1)C)COC)CO ANDDXAHZMWSUES-UHFFFAOYSA-N 0.000 claims description 3
UOCAZGDFDUZNCW-LSDHHAIUSA-N methyl 5-[[(2R,3S)-3-[[6-fluoro-2-(2-methoxy-7-methylquinoxalin-5-yl)-[1,3]thiazolo[5,4-b]pyridin-5-yl]oxy]butan-2-yl]oxycarbonylamino]pyridine-2-carboxylate Chemical compound FC=1C=C2C(=NC=1O[C@H]([C@@H](C)OC(=O)NC=1C=CC(=NC=1)C(=O)OC)C)SC(=N2)C1=C2N=CC(=NC2=CC(=C1)C)OC UOCAZGDFDUZNCW-LSDHHAIUSA-N 0.000 claims description 3
SAHYZQWNCYZOPB-UONOGXRCSA-N methyl 5-[[(2R,3S)-3-[[6-fluoro-2-(2-methoxy-7-methylquinoxalin-5-yl)-[1,3]thiazolo[5,4-b]pyridin-5-yl]oxy]butan-2-yl]oxycarbonylamino]pyrimidine-2-carboxylate Chemical compound FC=1C=C2C(=NC=1O[C@H]([C@@H](C)OC(=O)NC=1C=NC(=NC=1)C(=O)OC)C)SC(=N2)C1=C2N=CC(=NC2=CC(=C1)C)OC SAHYZQWNCYZOPB-UONOGXRCSA-N 0.000 claims description 3
UWERRMNGFRVVHY-UHFFFAOYSA-N 2-[2-(difluoromethoxy)-7-methylquinoxalin-5-yl]-5-methoxy-[1,3]thiazolo[5,4-b]pyridine Chemical compound FC(OC1=NC2=CC(=CC(=C2N=C1)C=1SC2=NC(=CC=C2N=1)OC)C)F UWERRMNGFRVVHY-UHFFFAOYSA-N 0.000 claims description 2
238000000034 method Methods 0.000 claims description 2
125000000217 alkyl group Chemical group 0.000 claims 34
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 22
125000003118 aryl group Chemical group 0.000 claims 15
125000004076 pyridyl group Chemical group 0.000 claims 15
125000002947 alkylene group Chemical group 0.000 claims 14
125000003545 alkoxy group Chemical group 0.000 claims 13
125000004093 cyano group Chemical group *C#N 0.000 claims 12
125000001072 heteroaryl group Chemical group 0.000 claims 12
125000003709 fluoroalkyl group Chemical group 0.000 claims 10
125000002757 morpholinyl group Chemical group 0.000 claims 9
125000006273 (C1-C3) alkyl group Chemical group 0.000 claims 8
229910052739 hydrogen Inorganic materials 0.000 claims 8
229910052799 carbon Inorganic materials 0.000 claims 7
125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 7
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 7
208000035475 disorder Diseases 0.000 claims 7
125000004428 fluoroalkoxy group Chemical group 0.000 claims 7
125000000623 heterocyclic group Chemical group 0.000 claims 7
230000009424 thromboembolic effect Effects 0.000 claims 7
125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 claims 6
125000006577 C1-C6 hydroxyalkyl group Chemical group 0.000 claims 6
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 6
125000001424 substituent group Chemical group 0.000 claims 6
239000008194 pharmaceutical composition Substances 0.000 claims 5
125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 4
125000002887 hydroxy group Chemical group [H]O* 0.000 claims 4
125000005113 hydroxyalkoxy group Chemical group 0.000 claims 4
125000002883 imidazolyl group Chemical group 0.000 claims 4
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 4
125000003718 tetrahydrofuranyl group Chemical group 0.000 claims 4
125000001412 tetrahydropyranyl group Chemical group 0.000 claims 4
125000000335 thiazolyl group Chemical group 0.000 claims 4
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims 3
125000002541 furyl group Chemical group 0.000 claims 3
125000004433 nitrogen atom Chemical group N* 0.000 claims 3
125000003386 piperidinyl group Chemical group 0.000 claims 3
125000000714 pyrimidinyl group Chemical group 0.000 claims 3
125000000719 pyrrolidinyl group Chemical group 0.000 claims 3
125000004455 (C1-C3) alkylthio group Chemical group 0.000 claims 2
125000006272 (C3-C7) cycloalkyl group Chemical group 0.000 claims 2
125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims 2
XHCQTXIDKNPMMM-UHFFFAOYSA-N 1-[6-methoxy-2-(2-methoxy-7-methylquinoxalin-5-yl)-1,3-benzothiazol-4-yl]-2,2-dimethylpropan-1-ol Chemical compound COC1=CC2=C(N=C(S2)C2=C3N=CC(=NC3=CC(=C2)C)OC)C(=C1)C(C(C)(C)C)O XHCQTXIDKNPMMM-UHFFFAOYSA-N 0.000 claims 2
CXHPQVVLUDCPBU-UHFFFAOYSA-N 1-[6-methoxy-2-[2-(methoxymethyl)-7-methylquinoxalin-5-yl]-1,3-benzothiazol-4-yl]-2,2-dimethylpropan-1-ol Chemical compound COCC1=NC2=CC(C)=CC(C3=NC4=C(C=C(OC)C=C4S3)C(O)C(C)(C)C)=C2N=C1 CXHPQVVLUDCPBU-UHFFFAOYSA-N 0.000 claims 2
KRYHAUGWRXUQOS-UHFFFAOYSA-N 2,2,2-trifluoro-1-[6-methoxy-2-(2-methoxy-7-methylquinoxalin-5-yl)-1,3-benzothiazol-4-yl]ethanol Chemical compound FC(C(O)C1=CC(=CC2=C1N=C(S2)C1=C2N=CC(=NC2=CC(=C1)C)OC)OC)(F)F KRYHAUGWRXUQOS-UHFFFAOYSA-N 0.000 claims 2
XKVSYUCSCDKUMK-UHFFFAOYSA-N 2-[2-(difluoromethoxy)-7-methylquinoxalin-5-yl]-6-methoxy-1,3-benzothiazole Chemical compound FC(OC1=NC2=CC(=CC(=C2N=C1)C=1SC2=C(N=1)C=CC(=C2)OC)C)F XKVSYUCSCDKUMK-UHFFFAOYSA-N 0.000 claims 2
VDPMCENXTDGKAD-UHFFFAOYSA-N 2-[6-methoxy-2-(2-methoxy-7-methylquinoxalin-5-yl)-1,3-benzothiazol-4-yl]ethanol Chemical compound COC1=CC2=C(N=C(S2)C2=C3N=CC(=NC3=CC(=C2)C)OC)C(=C1)CCO VDPMCENXTDGKAD-UHFFFAOYSA-N 0.000 claims 2
KJZARQVQYKUZKS-UHFFFAOYSA-N 2-[7-chloro-2-(methoxymethyl)quinoxalin-5-yl]-6-methoxy-1,3-benzothiazole Chemical compound ClC1=CC(=C2N=CC(=NC2=C1)COC)C=1SC2=C(N=1)C=CC(=C2)OC KJZARQVQYKUZKS-UHFFFAOYSA-N 0.000 claims 2
HFYKRUFFXCGKEE-UHFFFAOYSA-N 2-[[4-chloro-5-fluoro-2-(2-methoxy-7-methylquinoxalin-5-yl)-1,3-benzothiazol-6-yl]oxy]ethyl N-[(1-methylimidazol-4-yl)methyl]carbamate Chemical compound CN1C=NC(=C1)CNC(OCCOC1=CC2=C(N=C(S2)C2=C3N=CC(=NC3=CC(=C2)C)OC)C(=C1F)Cl)=O HFYKRUFFXCGKEE-UHFFFAOYSA-N 0.000 claims 2
VFBBHVNLTGCIQW-UHFFFAOYSA-N 2-methoxy-5-(5-methoxy-1-benzofuran-2-yl)-7-methylquinoxaline Chemical compound COC1=NC2=CC(=CC(=C2N=C1)C=1OC2=C(C=1)C=C(C=C2)OC)C VFBBHVNLTGCIQW-UHFFFAOYSA-N 0.000 claims 2
SNCWQSZTWKYWCN-UHFFFAOYSA-N 6-methoxy-2-(2-methoxy-7-methylquinoxalin-5-yl)-4-methyl-1,3-benzothiazole Chemical compound COC1=CC2=C(N=C(S2)C2=C3N=CC(=NC3=CC(=C2)C)OC)C(=C1)C SNCWQSZTWKYWCN-UHFFFAOYSA-N 0.000 claims 2
IZDNQDSCNDIFGS-UHFFFAOYSA-N COCC1=NC2=CC(=CC(=C2N=C1)C=1SC2=C(N=1)C(=CC(=C2)O)C)C Chemical compound COCC1=NC2=CC(=CC(=C2N=C1)C=1SC2=C(N=1)C(=CC(=C2)O)C)C IZDNQDSCNDIFGS-UHFFFAOYSA-N 0.000 claims 2
208000007536 Thrombosis Diseases 0.000 claims 2
206010047249 Venous thrombosis Diseases 0.000 claims 2
MLGXMTNIQLFCTG-LSDHHAIUSA-N [(2R,3S)-3-[[5-fluoro-2-[7-methyl-2-(methylcarbamoyl)quinoxalin-5-yl]-1,3-benzothiazol-6-yl]oxy]butan-2-yl] N-(2-methylpyrimidin-5-yl)carbamate Chemical compound CC1=NC=C(C=N1)NC(O[C@H](C)[C@H](C)OC1=CC2=C(N=C(S2)C2=C3N=CC(=NC3=CC(=C2)C)C(NC)=O)C=C1F)=O MLGXMTNIQLFCTG-LSDHHAIUSA-N 0.000 claims 2
CBYBUFCNMNLNKZ-UHFFFAOYSA-N [6-methoxy-2-(2-methoxy-7-methylquinoxalin-5-yl)-1,3-benzothiazol-4-yl]-(1-methylcyclohexyl)methanol Chemical compound COC1=CC2=C(N=C(S2)C2=C3N=CC(=NC3=CC(=C2)C)OC)C(=C1)C(O)C1(CCCCC1)C CBYBUFCNMNLNKZ-UHFFFAOYSA-N 0.000 claims 2
WWVWHVBFWYMTPS-UHFFFAOYSA-N [6-methoxy-2-(2-methoxy-7-methylquinoxalin-5-yl)-1,3-benzothiazol-4-yl]-(oxan-4-yl)methanol Chemical compound COC1=CC2=C(N=C(S2)C2=C3N=CC(=NC3=CC(=C2)C)OC)C(=C1)C(O)C1CCOCC1 WWVWHVBFWYMTPS-UHFFFAOYSA-N 0.000 claims 2
ATERRYQPFJWLIZ-UHFFFAOYSA-N [6-methoxy-2-[2-(methoxymethyl)-7-methylquinoxalin-5-yl]-1,3-benzothiazol-4-yl]-phenylmethanol Chemical compound COC1=CC2=C(N=C(S2)C2=C3N=CC(=NC3=CC(=C2)C)COC)C(=C1)C(O)C1=CC=CC=C1 ATERRYQPFJWLIZ-UHFFFAOYSA-N 0.000 claims 2
JRXRRWFXWZCQQP-UHFFFAOYSA-N [6-methoxy-2-[2-(methoxymethyl)-7-methylquinoxalin-5-yl]-5-methyl-1,3-benzothiazol-4-yl]methanol Chemical compound COC1=CC2=C(N=C(S2)C2=C3N=CC(=NC3=CC(=C2)C)COC)C(=C1C)CO JRXRRWFXWZCQQP-UHFFFAOYSA-N 0.000 claims 2
125000003342 alkenyl group Chemical group 0.000 claims 2
125000000304 alkynyl group Chemical group 0.000 claims 2
125000002619 bicyclic group Chemical group 0.000 claims 2
125000004122 cyclic group Chemical group 0.000 claims 2
230000002526 effect on cardiovascular system Effects 0.000 claims 2
125000005348 fluorocycloalkyl group Chemical group 0.000 claims 2
125000002768 hydroxyalkyl group Chemical group 0.000 claims 2
RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 claims 2
125000001041 indolyl group Chemical group 0.000 claims 2
OKKJLVBELUTLKV-UHFFFAOYSA-N methanol Natural products OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims 2
125000006393 methylpyrimidinyl group Chemical group 0.000 claims 2
229910052757 nitrogen Inorganic materials 0.000 claims 2
125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 2
125000004309 pyranyl group Chemical group O1C(C=CC=C1)* 0.000 claims 2
125000003226 pyrazolyl group Chemical group 0.000 claims 2
JSHFRNCKINYMMY-UHFFFAOYSA-N tert-butyl 2-[[2-[2-(difluoromethoxy)-7-methylquinoxalin-5-yl]-1-benzofuran-5-yl]oxy]acetate Chemical compound CC1=CC(C2=CC3=CC(OCC(=O)OC(C)(C)C)=CC=C3O2)=C2N=CC(OC(F)F)=NC2=C1 JSHFRNCKINYMMY-UHFFFAOYSA-N 0.000 claims 2
125000001544 thienyl group Chemical group 0.000 claims 2
ZXANYCDPJWAGDG-UHFFFAOYSA-N (1-methoxycyclobutyl)-[6-methoxy-2-(2-methoxy-7-methylquinoxalin-5-yl)-1,3-benzothiazol-4-yl]methanol Chemical compound COC1=CC2=C(N=C(S2)C2=C3N=CC(=NC3=CC(=C2)C)OC)C(=C1)C(O)C1(CCC1)OC ZXANYCDPJWAGDG-UHFFFAOYSA-N 0.000 claims 1
PJYVUHGAGXXJQR-RYUDHWBXSA-N (2S,3S)-3-[[5-fluoro-2-(2-methoxy-7-methylquinoxalin-5-yl)-1,3-benzothiazol-6-yl]oxy]butan-2-ol Chemical compound COc1cnc2c(cc(C)cc2n1)-c1nc2cc(F)c(O[C@@H](C)[C@H](C)O)cc2s1 PJYVUHGAGXXJQR-RYUDHWBXSA-N 0.000 claims 1
SAQFGKWIQMNQTM-UHFFFAOYSA-N (3-fluoro-5-methoxyphenyl)-[6-methoxy-2-(2-methoxy-7-methylquinoxalin-5-yl)-1,3-benzothiazol-4-yl]methanol Chemical compound FC=1C=C(C=C(C=1)OC)C(O)C1=CC(=CC2=C1N=C(S2)C1=C2N=CC(=NC2=CC(=C1)C)OC)OC SAQFGKWIQMNQTM-UHFFFAOYSA-N 0.000 claims 1
BZWGPEOBQUNEDP-UHFFFAOYSA-N (5-fluoropyridin-3-yl) carbamate Chemical compound C(N)(OC=1C=NC=C(C=1)F)=O BZWGPEOBQUNEDP-UHFFFAOYSA-N 0.000 claims 1
WLAMSHUERALCRV-SNVBAGLBSA-N (5R)-5-[[4-chloro-5-fluoro-2-(2-methoxy-7-methylquinoxalin-5-yl)-1,3-benzothiazol-6-yl]oxymethyl]-1,3-oxazolidin-2-one Chemical compound ClC1=C(C(=CC2=C1N=C(S2)C1=C2N=CC(=NC2=CC(=C1)C)OC)OC[C@H]1CNC(O1)=O)F WLAMSHUERALCRV-SNVBAGLBSA-N 0.000 claims 1
QEVXMARBBYEHDL-CABCVRRESA-N (6-carbamoylpyridin-3-yl)-[(2R,3S)-3-[[5-fluoro-2-(2-methoxy-7-methylquinoxalin-5-yl)-1,3-benzothiazol-6-yl]oxy]butan-2-yl]carbamic acid Chemical compound CC1=CC(=C2C(=C1)N=C(C=N2)OC)C3=NC4=CC(=C(C=C4S3)O[C@@H](C)[C@@H](C)N(C5=CN=C(C=C5)C(=O)N)C(=O)O)F QEVXMARBBYEHDL-CABCVRRESA-N 0.000 claims 1
125000002733 (C1-C6) fluoroalkyl group Chemical group 0.000 claims 1
125000006570 (C5-C6) heteroaryl group Chemical group 0.000 claims 1
WNAVNBHSOSVGGF-UHFFFAOYSA-N 1-[2-(7-chloro-2-methoxyquinoxalin-5-yl)-6-methoxy-1,3-benzothiazol-4-yl]-2,2-dimethylpropan-1-ol Chemical compound COC1=CC(C(O)C(C)(C)C)=C2N=C(SC2=C1)C1=C2N=CC(OC)=NC2=CC(Cl)=C1 WNAVNBHSOSVGGF-UHFFFAOYSA-N 0.000 claims 1
KQAFRPGQIOUHRX-UHFFFAOYSA-N 1-[2-[[4-chloro-5-fluoro-2-(2-methoxy-7-methylquinoxalin-5-yl)-1,3-benzothiazol-6-yl]oxy]ethyl]-1-methyl-3-(2-methylpyrimidin-5-yl)urea Chemical compound COC1=NC2=CC(C)=CC(C3=NC4=C(Cl)C(F)=C(OCCN(C)C(=O)NC5=CN=C(C)N=C5)C=C4S3)=C2N=C1 KQAFRPGQIOUHRX-UHFFFAOYSA-N 0.000 claims 1
WVCWSPOJXHESRO-UHFFFAOYSA-N 1-[2-[[4-chloro-5-fluoro-2-(2-methoxy-7-methylquinoxalin-5-yl)-1,3-benzothiazol-6-yl]oxy]ethyl]-3-pyridin-3-ylurea Chemical compound COC1=NC2=CC(C)=CC(C3=NC4=C(Cl)C(F)=C(OCCNC(=O)NC5=CC=CN=C5)C=C4S3)=C2N=C1 WVCWSPOJXHESRO-UHFFFAOYSA-N 0.000 claims 1
JGSKAAQZEFOUOU-UHFFFAOYSA-N 1-[5-(6-methoxy-4-methyl-1,3-benzothiazol-2-yl)-7-methylquinoxalin-2-yl]-N,N-dimethylmethanamine Chemical compound COC1=CC2=C(N=C(S2)C2=C3N=CC(=NC3=CC(=C2)C)CN(C)C)C(=C1)C JGSKAAQZEFOUOU-UHFFFAOYSA-N 0.000 claims 1
ZZZIDAVWRFTAMT-UHFFFAOYSA-N 1-[5-fluoro-6-methoxy-2-(2-methoxy-7-methylquinoxalin-5-yl)-1,3-benzothiazol-4-yl]-2,2-dimethylpropan-1-ol Chemical compound COC1=NC2=CC(C)=CC(C3=NC4=C(C(O)C(C)(C)C)C(F)=C(OC)C=C4S3)=C2N=C1 ZZZIDAVWRFTAMT-UHFFFAOYSA-N 0.000 claims 1
YIAMVIVHZCDNJS-UHFFFAOYSA-N 1-[6-ethoxy-2-(2-methoxy-7-methylquinoxalin-5-yl)-1,3-benzothiazol-4-yl]-2,2-dimethylpropan-1-ol Chemical compound CCOc1cc(C(O)C(C)(C)C)c2nc(sc2c1)-c1cc(C)cc2nc(OC)cnc12 YIAMVIVHZCDNJS-UHFFFAOYSA-N 0.000 claims 1
ZYFZUCZNDFJXHW-UHFFFAOYSA-N 1-[6-fluoro-2-(2-methoxy-7-methylquinoxalin-5-yl)-1,3-benzothiazol-4-yl]-2,2-dimethylpropan-1-ol Chemical compound COc1cnc2c(cc(C)cc2n1)-c1nc2c(cc(F)cc2s1)C(O)C(C)(C)C ZYFZUCZNDFJXHW-UHFFFAOYSA-N 0.000 claims 1
ABUBQHUUCWSJOJ-UHFFFAOYSA-N 1-[6-methoxy-2-(2-methoxy-7-methylquinoxalin-5-yl)-1,3-benzothiazol-4-yl]-2-phenylethanol Chemical compound COC1=CC(C(O)CC2=CC=CC=C2)=C2N=C(SC2=C1)C1=C2N=CC(OC)=NC2=CC(C)=C1 ABUBQHUUCWSJOJ-UHFFFAOYSA-N 0.000 claims 1
NQYGAQMSLHEQNC-UHFFFAOYSA-N 1-[6-methoxy-2-(2-methoxy-7-methylquinoxalin-5-yl)-1,3-benzothiazol-4-yl]ethanol Chemical compound COC1=CC(C(C)O)=C2N=C(SC2=C1)C1=C2N=CC(OC)=NC2=CC(C)=C1 NQYGAQMSLHEQNC-UHFFFAOYSA-N 0.000 claims 1
WOMMNMISKBCZOX-UHFFFAOYSA-N 1-[6-methoxy-2-[2-(methoxymethyl)-7-methylquinoxalin-5-yl]-1,3-benzothiazol-4-yl]-N,N-dimethylmethanamine Chemical compound COCC1=NC2=CC(C)=CC(C3=NC4=C(CN(C)C)C=C(OC)C=C4S3)=C2N=C1 WOMMNMISKBCZOX-UHFFFAOYSA-N 0.000 claims 1
ZAGNHJDQFQMGNC-UHFFFAOYSA-N 1-[6-methoxy-2-[2-(methoxymethyl)-7-methylquinoxalin-5-yl]-1,3-benzothiazol-4-yl]ethanol Chemical compound COC1=CC2=C(N=C(S2)C2=C3N=CC(=NC3=CC(=C2)C)COC)C(=C1)C(C)O ZAGNHJDQFQMGNC-UHFFFAOYSA-N 0.000 claims 1
WMKAQICNOMCGRO-UHFFFAOYSA-N 1-[6-methoxy-2-[2-(methoxymethyl)-7-methylquinoxalin-5-yl]-5-methyl-1,3-benzothiazol-4-yl]-2,2-dimethylpropan-1-ol Chemical compound COCc1cnc2c(cc(C)cc2n1)-c1nc2c(C(O)C(C)(C)C)c(C)c(OC)cc2s1 WMKAQICNOMCGRO-UHFFFAOYSA-N 0.000 claims 1
WQLDKIMCUXLVDX-UHFFFAOYSA-N 1-[6-methoxy-2-[2-(methoxymethyl)-7-methylquinoxalin-5-yl]-5-methyl-1,3-benzothiazol-4-yl]ethanol Chemical compound COCc1cnc2c(cc(C)cc2n1)-c1nc2c(C(C)O)c(C)c(OC)cc2s1 WQLDKIMCUXLVDX-UHFFFAOYSA-N 0.000 claims 1
OVJFIPZFAPDZLJ-UHFFFAOYSA-N 1-[8-(5-fluoro-6-methoxy-4-methyl-1,3-benzothiazol-2-yl)-3-methoxyquinoxalin-6-yl]ethanol Chemical compound COC1=NC2=CC(=CC(C3=NC4=C(C)C(F)=C(OC)C=C4S3)=C2N=C1)C(C)O OVJFIPZFAPDZLJ-UHFFFAOYSA-N 0.000 claims 1
JDLDJYKXPMXJMQ-UHFFFAOYSA-N 1-[[2-[2-(methoxymethyl)-7-methylquinoxalin-5-yl]-4,5-dimethyl-1,3-benzothiazol-6-yl]oxy]-2-methylpropan-2-ol Chemical compound COCC1=NC2=CC(=CC(=C2N=C1)C=1SC2=C(N=1)C(=C(C(=C2)OCC(C)(O)C)C)C)C JDLDJYKXPMXJMQ-UHFFFAOYSA-N 0.000 claims 1
KTJLBYAZHVLKDE-UHFFFAOYSA-N 1-[[2-[2-(methoxymethyl)-7-methylquinoxalin-5-yl]-4,5-dimethyl-1,3-benzothiazol-6-yl]oxy]propan-2-ol Chemical compound COCC1=NC2=CC(=CC(=C2N=C1)C=1SC2=C(N=1)C(=C(C(=C2)OCC(C)O)C)C)C KTJLBYAZHVLKDE-UHFFFAOYSA-N 0.000 claims 1
CXHPQVVLUDCPBU-JDANMYFYSA-N 1-deuterio-1-[6-methoxy-2-[2-(methoxymethyl)-7-methylquinoxalin-5-yl]-1,3-benzothiazol-4-yl]-2,2-dimethylpropan-1-ol Chemical compound COC1=CC2=C(N=C(S2)C2=C3N=CC(=NC3=CC(=C2)C)COC)C(=C1)C(C(C)(C)C)(O)[2H] CXHPQVVLUDCPBU-JDANMYFYSA-N 0.000 claims 1
YXRFWCZTSZRXCX-UHFFFAOYSA-N 2,2,2-trifluoro-1-[6-methoxy-2-[2-(methoxymethyl)-7-methylquinoxalin-5-yl]-1,3-benzothiazol-4-yl]ethanol Chemical compound FC(C(O)C1=CC(=CC2=C1N=C(S2)C1=C2N=CC(=NC2=CC(=C1)C)COC)OC)(F)F YXRFWCZTSZRXCX-UHFFFAOYSA-N 0.000 claims 1
JRBCGKYTFUGBFU-UHFFFAOYSA-N 2-(2-methoxy-7-methylquinoxalin-5-yl)-1,3-benzothiazole Chemical compound COC1=NC2=CC(=CC(=C2N=C1)C=1SC2=C(N=1)C=CC=C2)C JRBCGKYTFUGBFU-UHFFFAOYSA-N 0.000 claims 1
PDVMVVTUTRFXOI-UHFFFAOYSA-N 2-(2-methoxy-7-methylquinoxalin-5-yl)-4,5,6,7-tetrahydro-1,3-benzothiazol-7-ol Chemical compound COC1=NC2=CC(=CC(=C2N=C1)C=1SC2=C(N=1)CCCC2O)C PDVMVVTUTRFXOI-UHFFFAOYSA-N 0.000 claims 1
XIWZTKQPQASWJA-UHFFFAOYSA-N 2-(2-methoxy-7-methylquinoxalin-5-yl)-4-methyl-1,3-benzothiazole Chemical compound COC1=NC2=CC(=CC(=C2N=C1)C=1SC2=C(N=1)C(=CC=C2)C)C XIWZTKQPQASWJA-UHFFFAOYSA-N 0.000 claims 1
DJVPORVLOWZADP-UHFFFAOYSA-N 2-(2-methoxy-7-methylquinoxalin-5-yl)-4-methyl-6-[(2-phenyl-1H-imidazol-5-yl)methoxy]-1,3-benzothiazole Chemical compound COC1=NC2=CC(=CC(=C2N=C1)C=1SC2=C(N=1)C(=CC(=C2)OCC1=CN=C(N1)C1=CC=CC=C1)C)C DJVPORVLOWZADP-UHFFFAOYSA-N 0.000 claims 1
ZPSFCQGDDJCFPE-UHFFFAOYSA-N 2-(2-methoxy-7-methylquinoxalin-5-yl)-5,6,7,8-tetrahydro-4H-cyclohepta[d][1,3]thiazole Chemical compound COC1=NC2=CC(=CC(=C2N=C1)C=1SC2=C(N=1)CCCCC2)C ZPSFCQGDDJCFPE-UHFFFAOYSA-N 0.000 claims 1
CZOXFGIWVYZINC-UHFFFAOYSA-N 2-(2-methoxy-7-methylquinoxalin-5-yl)-6,6-dimethyl-5,7-dihydro-4H-1,3-benzothiazole Chemical compound COC1=NC2=CC(=CC(=C2N=C1)C=1SC2=C(N=1)CCC(C2)(C)C)C CZOXFGIWVYZINC-UHFFFAOYSA-N 0.000 claims 1
IZTBUERRGUFMND-UHFFFAOYSA-N 2-(6-chloro-3-methoxyquinolin-8-yl)-6-methoxy-4-methyl-1,3-benzothiazole Chemical compound ClC=1C=C2C=C(C=NC2=C(C=1)C=1SC2=C(N=1)C(=CC(=C2)OC)C)OC IZTBUERRGUFMND-UHFFFAOYSA-N 0.000 claims 1
CKBWGQUWQPCSOA-UHFFFAOYSA-N 2-(7-chloro-2-methoxyquinoxalin-5-yl)-4,5-difluoro-6-methoxy-1,3-benzothiazole Chemical compound ClC1=CC(=C2N=CC(=NC2=C1)OC)C=1SC2=C(N=1)C(=C(C(=C2)OC)F)F CKBWGQUWQPCSOA-UHFFFAOYSA-N 0.000 claims 1
CYLOVUTXRXJSSG-UHFFFAOYSA-N 2-(7-chloro-2-methoxyquinoxalin-5-yl)-6-methoxy-4-methyl-1,3-benzothiazole Chemical compound ClC1=CC(=C2N=CC(=NC2=C1)OC)C=1SC2=C(N=1)C(=CC(=C2)OC)C CYLOVUTXRXJSSG-UHFFFAOYSA-N 0.000 claims 1
BEWWHFBQCSRYDI-UHFFFAOYSA-N 2-(difluoromethoxy)-5-(1H-indol-2-yl)-7-methylquinoxaline Chemical compound FC(OC1=NC2=CC(=CC(=C2N=C1)C=1NC2=CC=CC=C2C=1)C)F BEWWHFBQCSRYDI-UHFFFAOYSA-N 0.000 claims 1
JAQTUHREATYMIK-UHFFFAOYSA-N 2-(difluoromethoxy)-5-(4,5-dimethoxy-1-benzofuran-2-yl)-7-methylquinoxaline Chemical compound FC(OC1=NC2=CC(=CC(=C2N=C1)C=1OC2=C(C=1)C(=C(C=C2)OC)OC)C)F JAQTUHREATYMIK-UHFFFAOYSA-N 0.000 claims 1
DZKPQGOEYPCPAV-UHFFFAOYSA-N 2-(difluoromethoxy)-5-(4-methoxy-1-benzofuran-2-yl)-7-methylquinoxaline Chemical compound FC(OC1=NC2=CC(=CC(=C2N=C1)C=1OC2=C(C=1)C(=CC=C2)OC)C)F DZKPQGOEYPCPAV-UHFFFAOYSA-N 0.000 claims 1
VZUDLUHFNNHDPL-UHFFFAOYSA-N 2-(difluoromethoxy)-5-(5-methoxy-1-benzofuran-2-yl)-7-methylquinoxaline Chemical compound FC(OC1=NC2=CC(=CC(=C2N=C1)C=1OC2=C(C=1)C=C(C=C2)OC)C)F VZUDLUHFNNHDPL-UHFFFAOYSA-N 0.000 claims 1
VXKKYOLEQBFNIL-UHFFFAOYSA-N 2-(difluoromethoxy)-5-(7-methoxy-1-benzofuran-2-yl)-7-methylquinoxaline Chemical compound FC(OC1=NC2=CC(=CC(=C2N=C1)C=1OC2=C(C=1)C=CC=C2OC)C)F VXKKYOLEQBFNIL-UHFFFAOYSA-N 0.000 claims 1
KDMZGYHROLTSCH-UHFFFAOYSA-N 2-(difluoromethoxy)-5-imidazo[1,2-a]pyridin-2-yl-7-methylquinoxaline Chemical compound CC1=CC(C2=CN3C=CC=CC3=N2)=C2N=CC(OC(F)F)=NC2=C1 KDMZGYHROLTSCH-UHFFFAOYSA-N 0.000 claims 1
LPIXQYVNKBLZRQ-UHFFFAOYSA-N 2-(difluoromethoxy)-7-methyl-5-(5-phenylmethoxy-1-benzofuran-2-yl)quinoxaline Chemical compound C(C1=CC=CC=C1)OC=1C=CC2=C(C=C(O2)C2=C3N=CC(=NC3=CC(=C2)C)OC(F)F)C=1 LPIXQYVNKBLZRQ-UHFFFAOYSA-N 0.000 claims 1
SHAZZMUYHQSTLI-UHFFFAOYSA-N 2-[2-(2-methoxy-7-methylquinoxalin-5-yl)-5,6-dihydro-4H-cyclopenta[d][1,3]thiazol-5-yl]ethanol Chemical compound COC1=NC2=CC(=CC(=C2N=C1)C=1SC2=C(N=1)CC(C2)CCO)C SHAZZMUYHQSTLI-UHFFFAOYSA-N 0.000 claims 1
ROKWKFNOIGYUEP-UHFFFAOYSA-N 2-[2-(difluoromethoxy)-7-methylquinoxalin-5-yl]-1,3-benzothiazole Chemical compound FC(OC1=NC2=CC(=CC(=C2N=C1)C=1SC2=C(N=1)C=CC=C2)C)F ROKWKFNOIGYUEP-UHFFFAOYSA-N 0.000 claims 1
MGQGJQLUPSBALO-UHFFFAOYSA-N 2-[2-(difluoromethoxy)-7-methylquinoxalin-5-yl]-1,3-benzoxazole Chemical compound FC(OC1=NC2=CC(=CC(=C2N=C1)C=1OC2=C(N=1)C=CC=C2)C)F MGQGJQLUPSBALO-UHFFFAOYSA-N 0.000 claims 1
KDJPYAWCMNKXMV-UHFFFAOYSA-N 2-[2-(difluoromethoxy)-7-methylquinoxalin-5-yl]-4,5,6,7-tetrahydro-1,3-benzothiazole Chemical compound FC(OC1=NC2=CC(=CC(=C2N=C1)C=1SC2=C(N=1)CCCC2)C)F KDJPYAWCMNKXMV-UHFFFAOYSA-N 0.000 claims 1
URQZWOQCSOQIRZ-UHFFFAOYSA-N 2-[2-(difluoromethoxy)-7-methylquinoxalin-5-yl]-4,6-difluoro-7-methoxy-1,3-benzothiazole Chemical compound FC(OC1=NC2=CC(=CC(=C2N=C1)C=1SC2=C(N=1)C(=CC(=C2OC)F)F)C)F URQZWOQCSOQIRZ-UHFFFAOYSA-N 0.000 claims 1
MNTYBRWXFFUWDM-UHFFFAOYSA-N 2-[2-(difluoromethoxy)-7-methylquinoxalin-5-yl]-4,6-dimethoxy-1,3-benzothiazole Chemical compound FC(OC1=NC2=CC(=CC(=C2N=C1)C=1SC2=C(N=1)C(=CC(=C2)OC)OC)C)F MNTYBRWXFFUWDM-UHFFFAOYSA-N 0.000 claims 1
MXKRDYGWNQQMMY-UHFFFAOYSA-N 2-[2-(difluoromethoxy)-7-methylquinoxalin-5-yl]-4-fluoro-1,3-benzothiazole Chemical compound FC(OC1=NC2=CC(=CC(=C2N=C1)C=1SC2=C(N=1)C(=CC=C2)F)C)F MXKRDYGWNQQMMY-UHFFFAOYSA-N 0.000 claims 1
TZOIENWBZYDBAK-UHFFFAOYSA-N 2-[2-(difluoromethoxy)-7-methylquinoxalin-5-yl]-4-fluoro-6-methoxy-1,3-benzothiazole Chemical compound FC(OC1=NC2=CC(=CC(=C2N=C1)C=1SC2=C(N=1)C(=CC(=C2)OC)F)C)F TZOIENWBZYDBAK-UHFFFAOYSA-N 0.000 claims 1
DKNSOEOLKOLDKK-UHFFFAOYSA-N 2-[2-(difluoromethoxy)-7-methylquinoxalin-5-yl]-4-methoxy-1,3-benzothiazole Chemical compound FC(OC1=NC2=CC(=CC(=C2N=C1)C=1SC2=C(N=1)C(=CC=C2)OC)C)F DKNSOEOLKOLDKK-UHFFFAOYSA-N 0.000 claims 1
DOCXZHNHEBWSMJ-UHFFFAOYSA-N 2-[2-(difluoromethoxy)-7-methylquinoxalin-5-yl]-4-methyl-1,3-benzothiazole Chemical compound FC(OC1=NC2=CC(=CC(=C2N=C1)C=1SC2=C(N=1)C(=CC=C2)C)C)F DOCXZHNHEBWSMJ-UHFFFAOYSA-N 0.000 claims 1
DSZVPZPMXNBROG-UHFFFAOYSA-N 2-[2-(difluoromethoxy)-7-methylquinoxalin-5-yl]-5,6-dihydro-4H-cyclopenta[d][1,3]thiazole Chemical compound FC(OC1=NC2=CC(=CC(=C2N=C1)C=1SC2=C(N=1)CCC2)C)F DSZVPZPMXNBROG-UHFFFAOYSA-N 0.000 claims 1
CWAGJBLZQHXQAR-UHFFFAOYSA-N 2-[2-(difluoromethoxy)-7-methylquinoxalin-5-yl]-5-fluoro-1,3-benzothiazole Chemical compound FC(OC1=NC2=CC(=CC(=C2N=C1)C=1SC2=C(N=1)C=C(C=C2)F)C)F CWAGJBLZQHXQAR-UHFFFAOYSA-N 0.000 claims 1
RWPJUVUSDFPEKT-UHFFFAOYSA-N 2-[2-(difluoromethoxy)-7-methylquinoxalin-5-yl]-5-methyl-1,3-benzothiazole Chemical compound FC(OC1=NC2=CC(=CC(=C2N=C1)C=1SC2=C(N=1)C=C(C=C2)C)C)F RWPJUVUSDFPEKT-UHFFFAOYSA-N 0.000 claims 1
FYSGTOJSOKWRAJ-UHFFFAOYSA-N 2-[2-(difluoromethoxy)-7-methylquinoxalin-5-yl]-6,7-dihydro-4H-[1,3]thiazolo[5,4-c]pyridine-5-carboxylic acid Chemical compound CC1=CC(=C2C(=C1)N=C(C=N2)OC(F)F)C3=NC4=C(S3)CN(CC4)C(=O)O FYSGTOJSOKWRAJ-UHFFFAOYSA-N 0.000 claims 1
BTMBVMPZTDABQL-UHFFFAOYSA-N 2-[2-(difluoromethoxy)-7-methylquinoxalin-5-yl]-6-(1,3-thiazol-4-ylmethoxy)-1,3-benzothiazole Chemical compound FC(OC1=NC2=CC(=CC(=C2N=C1)C=1SC2=C(N=1)C=CC(=C2)OCC=1N=CSC=1)C)F BTMBVMPZTDABQL-UHFFFAOYSA-N 0.000 claims 1
WKXRHZYCUOGYAO-UHFFFAOYSA-N 2-[2-(difluoromethoxy)-7-methylquinoxalin-5-yl]-6-methoxy-4-methyl-1,3-benzothiazole Chemical compound FC(OC1=NC2=CC(=CC(=C2N=C1)C=1SC2=C(N=1)C(=CC(=C2)OC)C)C)F WKXRHZYCUOGYAO-UHFFFAOYSA-N 0.000 claims 1
KPPGCCPLUJACKN-UHFFFAOYSA-N 2-[2-(difluoromethoxy)-7-methylquinoxalin-5-yl]-6-phenylmethoxy-1,3-benzothiazole Chemical compound C(C1=CC=CC=C1)OC1=CC2=C(N=C(S2)C2=C3N=CC(=NC3=CC(=C2)C)OC(F)F)C=C1 KPPGCCPLUJACKN-UHFFFAOYSA-N 0.000 claims 1
BNQFCVNTODBFRG-UHFFFAOYSA-N 2-[2-(difluoromethoxy)-7-methylquinoxalin-5-yl]-7-(1,3-thiazol-4-ylmethoxy)-1,3-benzothiazole Chemical compound Cc1cc(-c2nc3cccc(OCc4cscn4)c3s2)c2ncc(OC(F)F)nc2c1 BNQFCVNTODBFRG-UHFFFAOYSA-N 0.000 claims 1
NSATUIUZHFODNP-UHFFFAOYSA-N 2-[2-(difluoromethoxy)-7-methylquinoxalin-5-yl]-7-(2-methoxyethoxy)-1,3-benzothiazole Chemical compound FC(OC1=NC2=CC(=CC(=C2N=C1)C=1SC2=C(N=1)C=CC=C2OCCOC)C)F NSATUIUZHFODNP-UHFFFAOYSA-N 0.000 claims 1
LHPBLBMTLWEHBN-UHFFFAOYSA-N 2-[2-(difluoromethoxy)-7-methylquinoxalin-5-yl]-7-(2-phenoxyethoxy)-1,3-benzothiazole Chemical compound FC(OC1=NC2=CC(=CC(=C2N=C1)C=1SC2=C(N=1)C=CC=C2OCCOC1=CC=CC=C1)C)F LHPBLBMTLWEHBN-UHFFFAOYSA-N 0.000 claims 1
OOHISTALQAUWAP-UHFFFAOYSA-N 2-[2-(difluoromethoxy)-7-methylquinoxalin-5-yl]-7-(2-phenylmethoxyethoxy)-1,3-benzothiazole Chemical compound C(C1=CC=CC=C1)OCCOC1=CC=CC=2N=C(SC=21)C1=C2N=CC(=NC2=CC(=C1)C)OC(F)F OOHISTALQAUWAP-UHFFFAOYSA-N 0.000 claims 1
QLXLGGUXDHLMCP-UHFFFAOYSA-N 2-[2-(difluoromethoxy)-7-methylquinoxalin-5-yl]-7-(methoxymethyl)-1,3-benzothiazole Chemical compound FC(OC1=NC2=CC(=CC(=C2N=C1)C=1SC2=C(N=1)C=CC=C2COC)C)F QLXLGGUXDHLMCP-UHFFFAOYSA-N 0.000 claims 1
OECXXQZORMTYEV-UHFFFAOYSA-N 2-[2-(difluoromethoxy)-7-methylquinoxalin-5-yl]-7-methoxy-1,3-benzothiazole Chemical compound FC(OC1=NC2=CC(=CC(=C2N=C1)C=1SC2=C(N=1)C=CC=C2OC)C)F OECXXQZORMTYEV-UHFFFAOYSA-N 0.000 claims 1
OPCZKZGQTNXJKL-UHFFFAOYSA-N 2-[2-(difluoromethoxy)-7-methylquinoxalin-5-yl]-7-methoxy-4-methyl-1,3-benzothiazole Chemical compound FC(OC1=NC2=CC(=CC(=C2N=C1)C=1SC2=C(N=1)C(=CC=C2OC)C)C)F OPCZKZGQTNXJKL-UHFFFAOYSA-N 0.000 claims 1
OSCLKOVNGCXNCN-UHFFFAOYSA-N 2-[2-(difluoromethoxy)-7-methylquinoxalin-5-yl]-7-methoxy-[1,3]thiazolo[4,5-c]pyridine Chemical compound FC(OC1=NC2=CC(=CC(=C2N=C1)C=1SC2=C(C=NC=C2OC)N=1)C)F OSCLKOVNGCXNCN-UHFFFAOYSA-N 0.000 claims 1
QHDDRNLTQASDRF-UHFFFAOYSA-N 2-[2-(difluoromethoxy)-7-methylquinoxalin-5-yl]-[1,3]thiazolo[4,5-b]pyridine Chemical compound FC(OC1=NC2=CC(=CC(=C2N=C1)C=1SC=2C(=NC=CC=2)N=1)C)F QHDDRNLTQASDRF-UHFFFAOYSA-N 0.000 claims 1
SMZLMVCESDZINW-UHFFFAOYSA-N 2-[2-(ethoxymethyl)-7-methylquinoxalin-5-yl]-6-methoxy-4-methyl-1,3-benzothiazole Chemical compound C(C)OCC1=NC2=CC(=CC(=C2N=C1)C=1SC2=C(N=1)C(=CC(=C2)OC)C)C SMZLMVCESDZINW-UHFFFAOYSA-N 0.000 claims 1
YBMQMYZUSOZMTR-UHFFFAOYSA-N 2-[2-(methoxymethyl)-7-methylquinoxalin-5-yl]-1,3-benzothiazole Chemical compound COCC1=NC2=CC(=CC(=C2N=C1)C=1SC2=C(N=1)C=CC=C2)C YBMQMYZUSOZMTR-UHFFFAOYSA-N 0.000 claims 1
SWPOUXWTQMORMV-UHFFFAOYSA-N 2-[2-(methoxymethyl)-7-methylquinoxalin-5-yl]-4,5,6,7-tetrahydro-1,3-benzothiazol-7-ol Chemical compound COCC1=NC2=CC(=CC(=C2N=C1)C=1SC2=C(N=1)CCCC2O)C SWPOUXWTQMORMV-UHFFFAOYSA-N 0.000 claims 1
CQCFQACISAAXNM-UHFFFAOYSA-N 2-[2-(methoxymethyl)-7-methylquinoxalin-5-yl]-4,5,6,7-tetrahydro-1,3-benzothiazole Chemical compound COCC1=NC2=CC(=CC(=C2N=C1)C=1SC2=C(N=1)CCCC2)C CQCFQACISAAXNM-UHFFFAOYSA-N 0.000 claims 1
XKALVKZJZXGUEQ-UHFFFAOYSA-N 2-[2-(methoxymethyl)-7-methylquinoxalin-5-yl]-4-methyl-1,3-benzothiazole Chemical compound COCC1=NC2=CC(=CC(=C2N=C1)C=1SC2=C(N=1)C(=CC=C2)C)C XKALVKZJZXGUEQ-UHFFFAOYSA-N 0.000 claims 1
XYMFECCBVULYHD-UHFFFAOYSA-N 2-[2-(methoxymethyl)-7-methylquinoxalin-5-yl]-4-methyl-6-(trifluoromethoxy)-1,3-benzothiazole Chemical compound COCC1=NC2=CC(=CC(=C2N=C1)C=1SC2=C(N=1)C(=CC(=C2)OC(F)(F)F)C)C XYMFECCBVULYHD-UHFFFAOYSA-N 0.000 claims 1
WCUJDYJRTUVJLQ-UHFFFAOYSA-N 2-[2-(methoxymethyl)-7-methylquinoxalin-5-yl]-4-methyl-6-phenylmethoxy-1,3-benzothiazole Chemical compound C(C1=CC=CC=C1)OC1=CC2=C(N=C(S2)C2=C3N=CC(=NC3=CC(=C2)C)COC)C(=C1)C WCUJDYJRTUVJLQ-UHFFFAOYSA-N 0.000 claims 1
HIDMDFURSXQYAD-UHFFFAOYSA-N 2-[2-(methoxymethyl)-7-methylquinoxalin-5-yl]-6,6-dimethyl-5,7-dihydro-4H-1,3-benzothiazol-7-ol Chemical compound COCC1=NC2=CC(=CC(=C2N=C1)C=1SC2=C(N=1)CCC(C2O)(C)C)C HIDMDFURSXQYAD-UHFFFAOYSA-N 0.000 claims 1
CNKUYURFLJZAOJ-UHFFFAOYSA-N 2-[2-(methoxymethyl)-7-methylquinoxalin-5-yl]-[1,3]thiazolo[4,5-c]pyridine Chemical compound COCC1=NC2=CC(=CC(=C2N=C1)C=1SC2=C(C=NC=C2)N=1)C CNKUYURFLJZAOJ-UHFFFAOYSA-N 0.000 claims 1
IJUBKXUUKJHCKH-UHFFFAOYSA-N 2-[2-[difluoro(methoxy)methyl]-7-methylquinoxalin-5-yl]-6-methoxy-4-methyl-1,3-benzothiazole Chemical compound FC(C1=NC2=CC(=CC(=C2N=C1)C=1SC2=C(N=1)C(=CC(=C2)OC)C)C)(OC)F IJUBKXUUKJHCKH-UHFFFAOYSA-N 0.000 claims 1
RZXVGMXERNBTGS-UHFFFAOYSA-N 2-[6-chloro-3-(methoxymethyl)quinolin-8-yl]-6-methoxy-4-methyl-1,3-benzothiazole Chemical compound ClC=1C=C2C=C(C=NC2=C(C=1)C=1SC2=C(N=1)C(=CC(=C2)OC)C)COC RZXVGMXERNBTGS-UHFFFAOYSA-N 0.000 claims 1
YRXLSWRXVOOCDP-UHFFFAOYSA-N 2-[6-methoxy-2-(2-methoxy-7-methylquinoxalin-5-yl)-1,3-benzothiazol-4-yl]propan-2-ol Chemical compound COC1=CC2=C(N=C(S2)C2=C3N=CC(=NC3=CC(=C2)C)OC)C(=C1)C(C)(C)O YRXLSWRXVOOCDP-UHFFFAOYSA-N 0.000 claims 1
LKFWUDXIRWJJRT-UHFFFAOYSA-N 2-[6-methoxy-2-[2-(methoxymethyl)-7-methylquinoxalin-5-yl]-1,3-benzothiazol-4-yl]propan-2-ol Chemical compound COC1=CC2=C(N=C(S2)C2=C3N=CC(=NC3=CC(=C2)C)COC)C(=C1)C(C)(C)O LKFWUDXIRWJJRT-UHFFFAOYSA-N 0.000 claims 1
NRHRBTKAKJUNIK-UHFFFAOYSA-N 2-[7-fluoro-2-(methoxymethyl)quinoxalin-5-yl]-6-methoxy-4-methyl-1,3-benzothiazole Chemical compound FC1=CC(=C2N=CC(=NC2=C1)COC)C=1SC2=C(N=1)C(=CC(=C2)OC)C NRHRBTKAKJUNIK-UHFFFAOYSA-N 0.000 claims 1
BIMRMVMCGLCPGL-UHFFFAOYSA-N 2-[[2-(2-methoxy-7-methylquinoxalin-5-yl)-1,3-benzothiazol-6-yl]oxy]ethyl N-(6-methoxypyridin-3-yl)carbamate Chemical compound COc1ccc(NC(=O)OCCOc2ccc3nc(sc3c2)-c2cc(C)cc3nc(OC)cnc23)cn1 BIMRMVMCGLCPGL-UHFFFAOYSA-N 0.000 claims 1
ALCYOKMOWWZXOL-UHFFFAOYSA-N 2-[[2-(2-methoxy-7-methylquinoxalin-5-yl)-4-methyl-1,3-benzothiazol-6-yl]oxy]ethyl N-(5-cyanopyridin-3-yl)carbamate Chemical compound COc1cnc2c(cc(C)cc2n1)-c1nc2c(C)cc(OCCOC(=O)Nc3cncc(c3)C#N)cc2s1 ALCYOKMOWWZXOL-UHFFFAOYSA-N 0.000 claims 1
LZQMHSMTYBGHGV-UHFFFAOYSA-N 2-[[2-(2-methoxy-7-methylquinoxalin-5-yl)-4-methyl-1,3-benzothiazol-6-yl]oxy]ethyl N-(6-methoxypyridin-3-yl)carbamate Chemical compound COC1=CC=C(C=N1)NC(OCCOC1=CC2=C(N=C(S2)C2=C3N=CC(=NC3=CC(=C2)C)OC)C(=C1)C)=O LZQMHSMTYBGHGV-UHFFFAOYSA-N 0.000 claims 1
HLBZYBMAZKMQIC-UHFFFAOYSA-N 2-[[2-(2-methoxy-7-methylquinoxalin-5-yl)-4-methyl-1,3-benzothiazol-6-yl]oxy]ethyl N-phenylcarbamate Chemical compound C1(=CC=CC=C1)NC(OCCOC1=CC2=C(N=C(S2)C2=C3N=CC(=NC3=CC(=C2)C)OC)C(=C1)C)=O HLBZYBMAZKMQIC-UHFFFAOYSA-N 0.000 claims 1
VJBHMAKPOVGNMQ-UHFFFAOYSA-N 2-[[2-(2-methoxy-7-methylquinoxalin-5-yl)-4-methyl-1,3-benzothiazol-6-yl]oxy]ethyl N-pyridin-3-ylcarbamate Chemical compound N1=CC(=CC=C1)NC(OCCOC1=CC2=C(N=C(S2)C2=C3N=CC(=NC3=CC(=C2)C)OC)C(=C1)C)=O VJBHMAKPOVGNMQ-UHFFFAOYSA-N 0.000 claims 1
ROHJDVGZNYIVGU-UHFFFAOYSA-N 2-[[2-(2-methoxy-7-methylquinoxalin-5-yl)-4-methyl-1,3-benzothiazol-6-yl]oxy]ethyl N-pyridin-4-ylcarbamate Chemical compound N1=CC=C(C=C1)NC(OCCOC1=CC2=C(N=C(S2)C2=C3N=CC(=NC3=CC(=C2)C)OC)C(=C1)C)=O ROHJDVGZNYIVGU-UHFFFAOYSA-N 0.000 claims 1
UNTROQVXPBTGGY-UHFFFAOYSA-N 2-[[2-(7-chloro-2-methoxyquinoxalin-5-yl)-4-methyl-1,3-benzothiazol-6-yl]oxy]acetic acid Chemical compound ClC1=CC(=C2N=CC(=NC2=C1)OC)C=1SC2=C(N=1)C(=CC(=C2)OCC(=O)O)C UNTROQVXPBTGGY-UHFFFAOYSA-N 0.000 claims 1
NWCSQDUIRAJTRH-UHFFFAOYSA-N 2-[[2-[2-(difluoromethoxy)-7-methylquinoxalin-5-yl]-1,3-benzothiazol-7-yl]oxy]-N-phenylacetamide Chemical compound FC(OC1=NC2=CC(=CC(=C2N=C1)C=1SC2=C(N=1)C=CC=C2OCC(=O)NC1=CC=CC=C1)C)F NWCSQDUIRAJTRH-UHFFFAOYSA-N 0.000 claims 1
RXVYCVFXXCLEKS-UHFFFAOYSA-N 2-[[2-[2-(difluoromethoxy)-7-methylquinoxalin-5-yl]-1,3-benzothiazol-7-yl]oxy]ethanol Chemical compound FC(OC1=NC2=CC(=CC(=C2N=C1)C=1SC2=C(N=1)C=CC=C2OCCO)C)F RXVYCVFXXCLEKS-UHFFFAOYSA-N 0.000 claims 1
YSMVHHFYVCIXGM-UHFFFAOYSA-N 2-[[2-[2-(difluoromethoxy)-7-methylquinoxalin-5-yl]-1-benzofuran-5-yl]oxy]-N-methylethanamine Chemical compound CNCCOc1ccc2oc(cc2c1)-c1cc(C)cc2nc(OC(F)F)cnc12 YSMVHHFYVCIXGM-UHFFFAOYSA-N 0.000 claims 1
ICPZNDUHXIOUOL-UHFFFAOYSA-N 2-[[2-[2-(methoxymethyl)-7-methylquinoxalin-5-yl]-4,5-dimethyl-1,3-benzothiazol-6-yl]oxy]ethanol Chemical compound COCC1=NC2=CC(=CC(=C2N=C1)C=1SC2=C(N=1)C(=C(C(=C2)OCCO)C)C)C ICPZNDUHXIOUOL-UHFFFAOYSA-N 0.000 claims 1
XEORDZGYUGQBAD-UHFFFAOYSA-N 2-[[2-[2-(methoxymethyl)-7-methylquinoxalin-5-yl]-4,5-dimethyl-1,3-benzothiazol-6-yl]oxy]ethyl methyl carbonate Chemical compound C(OCCOC1=CC2=C(N=C(S2)C2=C3N=CC(=NC3=CC(=C2)C)COC)C(=C1C)C)(OC)=O XEORDZGYUGQBAD-UHFFFAOYSA-N 0.000 claims 1
AKZQKHJYBVQUML-UHFFFAOYSA-N 2-[[2-[2-(methoxymethyl)-7-methylquinoxalin-5-yl]-4,5-dimethyl-1,3-benzothiazol-6-yl]oxy]propan-1-ol Chemical compound COCC1=NC2=CC(=CC(=C2N=C1)C=1SC2=C(N=1)C(=C(C(=C2)OC(CO)C)C)C)C AKZQKHJYBVQUML-UHFFFAOYSA-N 0.000 claims 1
KPTLVMONEFOMIH-UHFFFAOYSA-N 2-[[2-[7-(hydroxymethyl)-2-methoxyquinoxalin-5-yl]-4-methyl-1,3-benzothiazol-6-yl]oxy]ethyl N-(2-methylpyridin-4-yl)carbamate Chemical compound COc1cnc2c(cc(CO)cc2n1)-c1nc2c(C)cc(OCCOC(=O)Nc3ccnc(C)c3)cc2s1 KPTLVMONEFOMIH-UHFFFAOYSA-N 0.000 claims 1
MTHUMOBLDUOZTB-UHFFFAOYSA-N 2-[[2-[7-(hydroxymethyl)-2-methoxyquinoxalin-5-yl]-4-methyl-1,3-benzothiazol-6-yl]oxy]ethyl N-(6-methylpyridin-3-yl)carbamate Chemical compound COc1cnc2c(cc(CO)cc2n1)-c1nc2c(C)cc(OCCOC(=O)Nc3ccc(C)nc3)cc2s1 MTHUMOBLDUOZTB-UHFFFAOYSA-N 0.000 claims 1
SAALJWPPGBPJOX-UHFFFAOYSA-N 2-[[4-(1-hydroxy-2,2-dimethylpropyl)-2-(2-methoxy-7-methylquinoxalin-5-yl)-1,3-benzothiazol-6-yl]oxy]ethyl N-pyridin-4-ylcarbamate Chemical compound N1=CC=C(C=C1)NC(OCCOC1=CC2=C(N=C(S2)C2=C3N=CC(=NC3=CC(=C2)C)OC)C(=C1)C(C(C)(C)C)O)=O SAALJWPPGBPJOX-UHFFFAOYSA-N 0.000 claims 1
GREIWOCWDMXPLG-UHFFFAOYSA-N 2-[[4-chloro-2-[2-(methoxymethyl)-7-methylquinoxalin-5-yl]-5-methyl-1,3-benzothiazol-6-yl]oxy]ethanol Chemical compound ClC1=C(C(=CC2=C1N=C(S2)C1=C2N=CC(=NC2=CC(=C1)C)COC)OCCO)C GREIWOCWDMXPLG-UHFFFAOYSA-N 0.000 claims 1
PHDHRMVPTODLDQ-UHFFFAOYSA-N 2-[[4-chloro-5-fluoro-2-(2-methoxy-7-methylquinoxalin-5-yl)-1,3-benzothiazol-6-yl]oxy]-1-morpholin-4-ylethanone Chemical compound ClC1=C(C(=CC2=C1N=C(S2)C1=C2N=CC(=NC2=CC(=C1)C)OC)OCC(=O)N1CCOCC1)F PHDHRMVPTODLDQ-UHFFFAOYSA-N 0.000 claims 1
XWCAIDUIFWVBJW-UHFFFAOYSA-N 2-[[4-chloro-5-fluoro-2-(2-methoxy-7-methylquinoxalin-5-yl)-1,3-benzothiazol-6-yl]oxy]ethanol Chemical compound ClC1=C(C(=CC2=C1N=C(S2)C1=C2N=CC(=NC2=CC(=C1)C)OC)OCCO)F XWCAIDUIFWVBJW-UHFFFAOYSA-N 0.000 claims 1
JRWYGZQCQJSJSU-UHFFFAOYSA-N 2-[[4-chloro-5-fluoro-2-(2-methoxy-7-methylquinoxalin-5-yl)-1,3-benzothiazol-6-yl]oxy]ethyl N-(1,2-thiazol-5-yl)carbamate Chemical compound S1N=CC=C1NC(OCCOC1=CC2=C(N=C(S2)C2=C3N=CC(=NC3=CC(=C2)C)OC)C(=C1F)Cl)=O JRWYGZQCQJSJSU-UHFFFAOYSA-N 0.000 claims 1
NEWHLGGLXMZBEY-UHFFFAOYSA-N 2-[[4-chloro-5-fluoro-2-(2-methoxy-7-methylquinoxalin-5-yl)-1,3-benzothiazol-6-yl]oxy]ethyl N-(5-methoxy-1,2,4-thiadiazol-3-yl)carbamate Chemical compound COC1=NC(=NS1)NC(OCCOC1=CC2=C(N=C(S2)C2=C3N=CC(=NC3=CC(=C2)C)OC)C(=C1F)Cl)=O NEWHLGGLXMZBEY-UHFFFAOYSA-N 0.000 claims 1
KEXLXGYBCZCKIA-UHFFFAOYSA-N 2-[[4-chloro-5-fluoro-2-(2-methoxy-7-methylquinoxalin-5-yl)-1,3-benzothiazol-6-yl]oxy]ethyl N-(5-methyl-1,3,4-oxadiazol-2-yl)carbamate Chemical compound COC1=NC2=CC(C)=CC(C3=NC4=C(S3)C=C(OCCOC(=O)NC3=NN=C(C)O3)C(F)=C4Cl)=C2N=C1 KEXLXGYBCZCKIA-UHFFFAOYSA-N 0.000 claims 1
QSSOKFSWKKVMFC-UHFFFAOYSA-N 2-[[4-chloro-5-fluoro-2-(2-methoxy-7-methylquinoxalin-5-yl)-1,3-benzothiazol-6-yl]oxy]ethyl N-[(1-methylpyrazol-3-yl)methyl]carbamate Chemical compound CN1N=C(C=C1)CNC(OCCOC1=CC2=C(N=C(S2)C2=C3N=CC(=NC3=CC(=C2)C)OC)C(=C1F)Cl)=O QSSOKFSWKKVMFC-UHFFFAOYSA-N 0.000 claims 1
DGOZJFCXJUDWJF-UHFFFAOYSA-N 2-[[4-chloro-5-fluoro-2-(2-methoxy-7-methylquinoxalin-5-yl)-1,3-benzothiazol-6-yl]oxy]ethyl N-[(1-methylpyrazol-4-yl)methyl]carbamate Chemical compound CN1N=CC(=C1)CNC(OCCOC1=CC2=C(N=C(S2)C2=C3N=CC(=NC3=CC(=C2)C)OC)C(=C1F)Cl)=O DGOZJFCXJUDWJF-UHFFFAOYSA-N 0.000 claims 1
VGPQFOSVNXGBLZ-UHFFFAOYSA-N 2-[[4-chloro-5-fluoro-2-(2-methoxy-7-methylquinoxalin-5-yl)-1,3-benzothiazol-6-yl]oxy]ethyl N-[6-(3-methyl-1,2,4-triazol-1-yl)pyridin-3-yl]carbamate Chemical compound CC1=NN(C=N1)C1=CC=C(C=N1)NC(OCCOC1=CC2=C(N=C(S2)C2=C3N=CC(=NC3=CC(=C2)C)OC)C(=C1F)Cl)=O VGPQFOSVNXGBLZ-UHFFFAOYSA-N 0.000 claims 1
ZBZXIDQTAZTTHF-UHFFFAOYSA-N 2-[[4-chloro-5-fluoro-2-(2-methoxy-7-methylquinoxalin-5-yl)-1,3-benzothiazol-6-yl]oxy]ethyl N-pyridin-3-ylcarbamate Chemical compound N1=CC(=CC=C1)NC(OCCOC1=CC2=C(N=C(S2)C2=C3N=CC(=NC3=CC(=C2)C)OC)C(=C1F)Cl)=O ZBZXIDQTAZTTHF-UHFFFAOYSA-N 0.000 claims 1
CKQMDLXBASESHL-UHFFFAOYSA-N 2-[[4-chloro-5-fluoro-2-(2-methoxy-7-methylquinoxalin-5-yl)-1,3-benzothiazol-6-yl]oxy]ethyl N-pyridin-4-ylcarbamate Chemical compound N1=CC=C(C=C1)NC(OCCOC1=CC2=C(N=C(S2)C2=C3N=CC(=NC3=CC(=C2)C)OC)C(=C1F)Cl)=O CKQMDLXBASESHL-UHFFFAOYSA-N 0.000 claims 1
NJTJHIGAXMYDDW-UHFFFAOYSA-N 2-[[4-chloro-5-fluoro-2-(2-methoxy-7-methylquinoxalin-5-yl)-1,3-benzothiazol-6-yl]oxy]ethyl carbamate Chemical compound COC1=NC2=CC(C)=CC(C3=NC4=C(S3)C=C(OCCOC(N)=O)C(F)=C4Cl)=C2N=C1 NJTJHIGAXMYDDW-UHFFFAOYSA-N 0.000 claims 1
ZOBBVCBWOFMHPW-UHFFFAOYSA-N 2-[[4-chloro-5-fluoro-2-[2-(methoxymethyl)-7-methylquinoxalin-5-yl]-1,3-benzothiazol-6-yl]oxy]ethanol Chemical compound ClC1=C(C(=CC2=C1N=C(S2)C1=C2N=CC(=NC2=CC(=C1)C)COC)OCCO)F ZOBBVCBWOFMHPW-UHFFFAOYSA-N 0.000 claims 1
ZFYQXRMPDLABAV-UHFFFAOYSA-N 2-[[4-chloro-5-fluoro-2-[2-(methoxymethyl)-7-methylquinoxalin-5-yl]-1,3-benzothiazol-6-yl]oxy]ethyl N-(6-fluoropyridin-3-yl)carbamate Chemical compound COCC1=NC2=CC(C)=CC(C3=NC4=C(S3)C=C(OCCOC(=O)NC3=CN=C(F)C=C3)C(F)=C4Cl)=C2N=C1 ZFYQXRMPDLABAV-UHFFFAOYSA-N 0.000 claims 1
GPCQPVXEDXPCAD-UHFFFAOYSA-N 2-[[5-fluoro-2-(2-methoxy-7-methylquinoxalin-5-yl)-1,3-benzothiazol-6-yl]oxy]ethyl N-pyridin-3-ylcarbamate Chemical compound N1=CC(=CC=C1)NC(OCCOC1=CC2=C(N=C(S2)C2=C3N=CC(=NC3=CC(=C2)C)OC)C=C1F)=O GPCQPVXEDXPCAD-UHFFFAOYSA-N 0.000 claims 1
IWGKCAMGZCZKCJ-UHFFFAOYSA-N 2-[[5-fluoro-2-(2-methoxy-7-methylquinoxalin-5-yl)-1,3-benzothiazol-6-yl]oxy]ethyl N-pyridin-4-ylcarbamate Chemical compound N1=CC=C(C=C1)NC(OCCOC1=CC2=C(N=C(S2)C2=C3N=CC(=NC3=CC(=C2)C)OC)C=C1F)=O IWGKCAMGZCZKCJ-UHFFFAOYSA-N 0.000 claims 1
KHJUSJIPCPMEAQ-UHFFFAOYSA-N 2-[[5-fluoro-2-(2-methoxy-7-methylquinoxalin-5-yl)-4-methyl-1,3-benzothiazol-6-yl]oxy]ethanol Chemical compound FC=1C(=CC2=C(N=C(S2)C2=C3N=CC(=NC3=CC(=C2)C)OC)C=1C)OCCO KHJUSJIPCPMEAQ-UHFFFAOYSA-N 0.000 claims 1
ZCBFGEVBSBMZAE-UHFFFAOYSA-N 2-[[5-fluoro-2-[2-(methoxymethyl)-7-methylquinoxalin-5-yl]-4-methyl-1,3-benzothiazol-6-yl]oxy]ethanol Chemical compound FC=1C(=CC2=C(N=C(S2)C2=C3N=CC(=NC3=CC(=C2)C)COC)C=1C)OCCO ZCBFGEVBSBMZAE-UHFFFAOYSA-N 0.000 claims 1
IPJJXEQAONUFFA-UHFFFAOYSA-N 2-methoxy-7-methyl-5-(4-phenylmethoxy-1-benzofuran-2-yl)quinoxaline Chemical compound C(C1=CC=CC=C1)OC1=CC=CC2=C1C=C(O2)C1=C2N=CC(=NC2=CC(=C1)C)OC IPJJXEQAONUFFA-UHFFFAOYSA-N 0.000 claims 1
BDAWFCBXJQVSNG-UHFFFAOYSA-N 3,3,3-trifluoro-1-[6-methoxy-2-[2-(methoxymethyl)-7-methylquinoxalin-5-yl]-1,3-benzothiazol-4-yl]propan-1-ol Chemical compound FC(CC(O)C1=CC(=CC2=C1N=C(S2)C1=C2N=CC(=NC2=CC(=C1)C)COC)OC)(F)F BDAWFCBXJQVSNG-UHFFFAOYSA-N 0.000 claims 1
NLNAOTTYRHZOBU-UHFFFAOYSA-N 3-(methoxymethyl)-8-(6-methoxy-4-methyl-1,3-benzothiazol-2-yl)quinoxaline-6-carbonitrile Chemical compound COCc1cnc2c(cc(cc2n1)C#N)-c1nc2c(C)cc(OC)cc2s1 NLNAOTTYRHZOBU-UHFFFAOYSA-N 0.000 claims 1
GKZGFPBWWQPJAW-UHFFFAOYSA-N 3-[[2-[2-(methoxymethyl)-7-methylquinoxalin-5-yl]-4,5-dimethyl-1,3-benzothiazol-6-yl]oxy]butan-2-ol Chemical compound COCC1=NC2=CC(=CC(=C2N=C1)C=1SC2=C(N=1)C(=C(C(=C2)OC(C(C)O)C)C)C)C GKZGFPBWWQPJAW-UHFFFAOYSA-N 0.000 claims 1
AGWOJQLAYKNHSD-UHFFFAOYSA-N 3-fluoro-N-[2-[[2-[2-(methoxymethyl)-7-methylquinoxalin-5-yl]-4-methyl-1,3-benzothiazol-6-yl]oxy]ethyl]benzenesulfonamide Chemical compound FC=1C=C(C=CC=1)S(=O)(=O)NCCOC1=CC2=C(N=C(S2)C2=C3N=CC(=NC3=CC(=C2)C)COC)C(=C1)C AGWOJQLAYKNHSD-UHFFFAOYSA-N 0.000 claims 1
PPHJJMKJRCWTFW-UHFFFAOYSA-N 3-methoxy-8-(6-methoxy-4-methyl-1,3-benzothiazol-2-yl)quinoxaline-6-carbonitrile Chemical compound COC=1C=NC2=C(C=C(C=C2N=1)C#N)C=1SC2=C(N=1)C(=CC(=C2)OC)C PPHJJMKJRCWTFW-UHFFFAOYSA-N 0.000 claims 1
QNBBHBCZXFPREO-UHFFFAOYSA-N 3H-pyrrolo[2,3-b]pyridin-5-ylcarbamic acid Chemical compound C1C=NC2=C1C=C(C=N2)NC(=O)O QNBBHBCZXFPREO-UHFFFAOYSA-N 0.000 claims 1
DTMVZJPARBQNCV-UHFFFAOYSA-N 4,5-difluoro-6-methoxy-2-(2-methoxy-7-methylquinoxalin-5-yl)-1,3-benzothiazole Chemical compound FC1=C(C(=CC2=C1N=C(S2)C1=C2N=CC(=NC2=CC(=C1)C)OC)OC)F DTMVZJPARBQNCV-UHFFFAOYSA-N 0.000 claims 1
HNBDIKGXNUTHDX-UHFFFAOYSA-N 4,5-difluoro-6-methoxy-2-[2-(methoxymethyl)-7-methylquinoxalin-5-yl]-1,3-benzothiazole Chemical compound FC1=C(C(=CC2=C1N=C(S2)C1=C2N=CC(=NC2=CC(=C1)C)COC)OC)F HNBDIKGXNUTHDX-UHFFFAOYSA-N 0.000 claims 1
YUDHIHLLBXQTGT-UHFFFAOYSA-N 4,6-dichloro-2-[2-(methoxymethyl)-7-methylquinoxalin-5-yl]-1,3-benzothiazole Chemical compound ClC1=CC(=CC2=C1N=C(S2)C1=C2N=CC(=NC2=CC(=C1)C)COC)Cl YUDHIHLLBXQTGT-UHFFFAOYSA-N 0.000 claims 1
HWJBNHHKAQAUJT-UHFFFAOYSA-N 4,6-difluoro-2-[2-(methoxymethyl)-7-methylquinoxalin-5-yl]-1,3-benzothiazole Chemical compound FC1=CC(=CC2=C1N=C(S2)C1=C2N=CC(=NC2=CC(=C1)C)COC)F HWJBNHHKAQAUJT-UHFFFAOYSA-N 0.000 claims 1
RNJYRPBUICFPDL-UHFFFAOYSA-N 4,6-dimethoxy-2-[2-(methoxymethyl)-7-methylquinoxalin-5-yl]-1,3-benzothiazole Chemical compound COC1=CC(=CC2=C1N=C(S2)C1=C2N=CC(=NC2=CC(=C1)C)COC)OC RNJYRPBUICFPDL-UHFFFAOYSA-N 0.000 claims 1
DIMKIHYMUJYJSR-UHFFFAOYSA-N 4-(1-fluoro-2,2-dimethylpropyl)-6-methoxy-2-(2-methoxy-7-methylquinoxalin-5-yl)-1,3-benzothiazole Chemical compound FC(C(C)(C)C)C1=CC(=CC2=C1N=C(S2)C1=C2N=CC(=NC2=CC(=C1)C)OC)OC DIMKIHYMUJYJSR-UHFFFAOYSA-N 0.000 claims 1
WRKPGSOANDNQLY-UHFFFAOYSA-N 4-[[4-chloro-5-fluoro-2-(2-methoxy-7-methylquinoxalin-5-yl)-1,3-benzothiazol-6-yl]oxymethyl]-1,3-oxazol-2-amine Chemical compound ClC1=C(C(=CC2=C1N=C(S2)C1=C2N=CC(=NC2=CC(=C1)C)OC)OCC=1N=C(OC=1)N)F WRKPGSOANDNQLY-UHFFFAOYSA-N 0.000 claims 1
WOJSFKOXDZBXKK-UHFFFAOYSA-N 4-chloro-2-(2-methoxy-7-methylquinoxalin-5-yl)-1,3-benzothiazole Chemical compound ClC1=CC=CC2=C1N=C(S2)C1=C2N=CC(=NC2=CC(=C1)C)OC WOJSFKOXDZBXKK-UHFFFAOYSA-N 0.000 claims 1
DSVHKCLLCWCBAK-UHFFFAOYSA-N 4-chloro-2-(7-chloro-2-methoxyquinoxalin-5-yl)-5-fluoro-6-methoxy-1,3-benzothiazole Chemical compound ClC1=C(C(=CC2=C1N=C(S2)C1=C2N=CC(=NC2=CC(=C1)Cl)OC)OC)F DSVHKCLLCWCBAK-UHFFFAOYSA-N 0.000 claims 1
QBIJINUBZUFJPD-UHFFFAOYSA-N 4-chloro-2-[2-(difluoromethoxy)-7-methylquinoxalin-5-yl]-1,3-benzothiazole Chemical compound ClC1=CC=CC2=C1N=C(S2)C1=C2N=CC(=NC2=CC(=C1)C)OC(F)F QBIJINUBZUFJPD-UHFFFAOYSA-N 0.000 claims 1
BYXZWIDPOYZSDD-UHFFFAOYSA-N 4-chloro-2-[2-(methoxymethyl)-7-methylquinoxalin-5-yl]-1,3-benzothiazole Chemical compound ClC1=CC=CC2=C1N=C(S2)C1=C2N=CC(=NC2=CC(=C1)C)COC BYXZWIDPOYZSDD-UHFFFAOYSA-N 0.000 claims 1
DDDOYKFOWWIPAQ-UHFFFAOYSA-N 4-chloro-2-[7-chloro-2-(methoxymethyl)quinoxalin-5-yl]-6-methoxy-1,3-benzothiazole Chemical compound ClC1=CC(=CC2=C1N=C(S2)C1=C2N=CC(=NC2=CC(=C1)Cl)COC)OC DDDOYKFOWWIPAQ-UHFFFAOYSA-N 0.000 claims 1
FLQBAXMBEONUEA-UHFFFAOYSA-N 4-chloro-5-fluoro-2-[2-(methoxymethyl)-7-methylquinoxalin-5-yl]-1,3-benzothiazol-6-ol Chemical compound ClC1=C(C(=CC2=C1N=C(S2)C1=C2N=CC(=NC2=CC(=C1)C)COC)O)F FLQBAXMBEONUEA-UHFFFAOYSA-N 0.000 claims 1
YWUYLKSBMTUUCJ-UHFFFAOYSA-N 4-chloro-5-fluoro-6-methoxy-2-(2-methoxy-6,7-dimethylquinoxalin-5-yl)-1,3-benzothiazole Chemical compound ClC1=C(C(=CC2=C1N=C(S2)C1=C2N=CC(=NC2=CC(=C1C)C)OC)OC)F YWUYLKSBMTUUCJ-UHFFFAOYSA-N 0.000 claims 1
IRXAVINXFIBXSX-UHFFFAOYSA-N 4-chloro-5-fluoro-6-methoxy-2-(2-methoxy-7-methylquinoxalin-5-yl)-1,3-benzothiazole Chemical compound ClC1=C(C(=CC2=C1N=C(S2)C=1C=C(C=C2N=C(C=NC=12)OC)C)OC)F IRXAVINXFIBXSX-UHFFFAOYSA-N 0.000 claims 1
JGZMWRROWJSUTP-UHFFFAOYSA-N 4-chloro-5-fluoro-6-methoxy-2-[2-(methoxymethyl)-7-methylquinoxalin-5-yl]-1,3-benzothiazole Chemical compound ClC1=C(C(=CC2=C1N=C(S2)C1=C2N=CC(=NC2=CC(=C1)C)COC)OC)F JGZMWRROWJSUTP-UHFFFAOYSA-N 0.000 claims 1
NQGPFRDSZANYNH-UHFFFAOYSA-N 4-chloro-6-fluoro-2-[2-(methoxymethyl)-7-methylquinoxalin-5-yl]-1,3-benzothiazole Chemical compound ClC1=CC(=CC2=C1N=C(S2)C1=C2N=CC(=NC2=CC(=C1)C)COC)F NQGPFRDSZANYNH-UHFFFAOYSA-N 0.000 claims 1
VZQJSONHJQLNKT-UHFFFAOYSA-N 4-chloro-6-methoxy-2-(2-methoxy-7-methylquinoxalin-5-yl)-1,3-benzothiazole Chemical compound ClC1=CC(=CC2=C1N=C(S2)C1=C2N=CC(=NC2=CC(=C1)C)OC)OC VZQJSONHJQLNKT-UHFFFAOYSA-N 0.000 claims 1
XJABNYGNYQGOKW-UHFFFAOYSA-N 4-chloro-6-methoxy-2-(2-methoxy-7-methylquinoxalin-5-yl)-5-methyl-1,3-benzothiazole Chemical compound ClC1=C(C(=CC2=C1N=C(S2)C1=C2N=CC(=NC2=CC(=C1)C)OC)OC)C XJABNYGNYQGOKW-UHFFFAOYSA-N 0.000 claims 1
SQJNNIBBPHSQKJ-UHFFFAOYSA-N 4-chloro-6-methoxy-2-[2-(methoxymethyl)-7-methylquinoxalin-5-yl]-1,3-benzothiazole Chemical compound ClC1=CC(=CC2=C1N=C(S2)C1=C2N=CC(=NC2=CC(=C1)C)COC)OC SQJNNIBBPHSQKJ-UHFFFAOYSA-N 0.000 claims 1
CGRWCPMXBYEXOO-UHFFFAOYSA-N 4-chloro-6-methoxy-2-[2-(methoxymethyl)-7-methylquinoxalin-5-yl]-5-methyl-1,3-benzothiazole Chemical compound ClC1=C(C(=CC2=C1N=C(S2)C1=C2N=CC(=NC2=CC(=C1)C)COC)OC)C CGRWCPMXBYEXOO-UHFFFAOYSA-N 0.000 claims 1
FCBJNECMQOIAIT-UHFFFAOYSA-N 4-chloro-6-methoxy-2-[2-(methoxymethyl)quinoxalin-5-yl]-1,3-benzothiazole Chemical compound ClC1=CC(=CC2=C1N=C(S2)C1=C2N=CC(=NC2=CC=C1)COC)OC FCBJNECMQOIAIT-UHFFFAOYSA-N 0.000 claims 1
LQOJINRSBKPERU-UHFFFAOYSA-N 4-chloro-7-fluoro-6-methoxy-2-[2-(methoxymethyl)-7-methylquinoxalin-5-yl]-1,3-benzothiazole Chemical compound ClC1=CC(=C(C2=C1N=C(S2)C1=C2N=CC(=NC2=CC(=C1)C)COC)F)OC LQOJINRSBKPERU-UHFFFAOYSA-N 0.000 claims 1
XINUUBPYKLHDOX-UHFFFAOYSA-N 4-chloro-N-[2-[[2-[2-(difluoromethoxy)-7-methylquinoxalin-5-yl]-4-methyl-1,3-benzothiazol-6-yl]oxy]ethyl]benzenesulfonamide Chemical compound ClC1=CC=C(C=C1)S(=O)(=O)NCCOC1=CC2=C(N=C(S2)C2=C3N=CC(=NC3=CC(=C2)C)OC(F)F)C(=C1)C XINUUBPYKLHDOX-UHFFFAOYSA-N 0.000 claims 1
LGCGVEQZJZRZHD-UHFFFAOYSA-N 4-cyclopropyl-5-fluoro-6-methoxy-2-[2-(methoxymethyl)-7-methylquinoxalin-5-yl]-1,3-benzothiazole Chemical compound C1(CC1)C1=C(C(=CC2=C1N=C(S2)C1=C2N=CC(=NC2=CC(=C1)C)COC)OC)F LGCGVEQZJZRZHD-UHFFFAOYSA-N 0.000 claims 1
HSYBUZYCRKLEDD-UHFFFAOYSA-N 4-fluoro-2-[2-(methoxymethyl)-7-methylquinoxalin-5-yl]-1,3-benzothiazole Chemical compound FC1=CC=CC2=C1N=C(S2)C1=C2N=CC(=NC2=CC(=C1)C)COC HSYBUZYCRKLEDD-UHFFFAOYSA-N 0.000 claims 1
RGJYBQPAHSMVJR-UHFFFAOYSA-N 4-fluoro-6-methoxy-2-[2-(methoxymethyl)-7-methylquinoxalin-5-yl]-1,3-benzothiazole Chemical compound FC1=CC(=CC2=C1N=C(S2)C1=C2N=CC(=NC2=CC(=C1)C)COC)OC RGJYBQPAHSMVJR-UHFFFAOYSA-N 0.000 claims 1
CBYHRHSXLAVUHF-UHFFFAOYSA-N 4-fluoro-N-[2-[[2-(2-methoxy-7-methylquinoxalin-5-yl)-4-(trifluoromethyl)-1,3-benzothiazol-6-yl]oxy]ethyl]benzenesulfonamide Chemical compound COc1cnc2c(cc(C)cc2n1)-c1nc2c(cc(OCCNS(=O)(=O)c3ccc(F)cc3)cc2s1)C(F)(F)F CBYHRHSXLAVUHF-UHFFFAOYSA-N 0.000 claims 1
PVEHCCXPQHLPHP-UHFFFAOYSA-N 4-fluoro-N-[2-[[2-(2-methoxy-7-methylquinoxalin-5-yl)-4-methyl-1,3-benzothiazol-6-yl]oxy]ethyl]benzenesulfonamide Chemical compound FC1=CC=C(C=C1)S(=O)(=O)NCCOC1=CC2=C(N=C(S2)C2=C3N=CC(=NC3=CC(=C2)C)OC)C(=C1)C PVEHCCXPQHLPHP-UHFFFAOYSA-N 0.000 claims 1
OTDXTZRKQTXKTK-UHFFFAOYSA-N 4-fluoro-N-[2-[[2-(7-fluoro-2-methylquinoxalin-5-yl)-4-methyl-1,3-benzothiazol-6-yl]oxy]ethyl]benzenesulfonamide Chemical compound FC1=CC=C(C=C1)S(=O)(=O)NCCOC1=CC2=C(N=C(S2)C2=C3N=CC(=NC3=CC(=C2)F)C)C(=C1)C OTDXTZRKQTXKTK-UHFFFAOYSA-N 0.000 claims 1
FQEUDUYPUPSXMB-UHFFFAOYSA-N 4-fluoro-N-[2-[[2-[2-(1-fluoroethyl)-7-methylquinoxalin-5-yl]-4-methyl-1,3-benzothiazol-6-yl]oxy]ethyl]benzenesulfonamide Chemical compound FC1=CC=C(C=C1)S(=O)(=O)NCCOC1=CC2=C(N=C(S2)C2=C3N=CC(=NC3=CC(=C2)C)C(C)F)C(=C1)C FQEUDUYPUPSXMB-UHFFFAOYSA-N 0.000 claims 1
GPQSUTQDLPOFPF-UHFFFAOYSA-N 4-fluoro-N-[2-[[2-[2-(fluoromethoxy)-7-methylquinoxalin-5-yl]-4-methyl-1,3-benzothiazol-6-yl]oxy]ethyl]benzenesulfonamide Chemical compound FC1=CC=C(C=C1)S(=O)(=O)NCCOC1=CC2=C(N=C(S2)C2=C3N=CC(=NC3=CC(=C2)C)OCF)C(=C1)C GPQSUTQDLPOFPF-UHFFFAOYSA-N 0.000 claims 1
DWNYMZMPGPHORB-UHFFFAOYSA-N 4-fluoro-N-[2-[[2-[2-(methoxymethyl)-7-methylquinoxalin-5-yl]-4-methyl-1,3-benzothiazol-6-yl]oxy]ethyl]benzenesulfonamide Chemical compound FC1=CC=C(C=C1)S(=O)(=O)NCCOC1=CC2=C(N=C(S2)C2=C3N=CC(=NC3=CC(=C2)C)COC)C(=C1)C DWNYMZMPGPHORB-UHFFFAOYSA-N 0.000 claims 1
JNRUMDRHHSDFFC-UHFFFAOYSA-N 4-fluoro-N-[2-[[2-[7-(1-hydroxyethyl)-2-methoxyquinoxalin-5-yl]-4-methyl-1,3-benzothiazol-6-yl]oxy]ethyl]benzenesulfonamide Chemical compound FC1=CC=C(C=C1)S(=O)(=O)NCCOC1=CC2=C(N=C(S2)C2=C3N=CC(=NC3=CC(=C2)C(C)O)OC)C(=C1)C JNRUMDRHHSDFFC-UHFFFAOYSA-N 0.000 claims 1
HPPVSEIMRWCSMF-UHFFFAOYSA-N 4-fluoro-N-[2-[[2-[7-(2-hydroxyethyl)-2-methoxyquinoxalin-5-yl]-4-methyl-1,3-benzothiazol-6-yl]oxy]ethyl]benzenesulfonamide Chemical compound FC1=CC=C(C=C1)S(=O)(=O)NCCOC1=CC2=C(N=C(S2)C2=C3N=CC(=NC3=CC(=C2)CCO)OC)C(=C1)C HPPVSEIMRWCSMF-UHFFFAOYSA-N 0.000 claims 1
AGYUWZVKRDMDCU-UHFFFAOYSA-N 4-fluoro-N-[2-[[2-[7-(hydroxymethyl)-2-methoxyquinoxalin-5-yl]-4-methyl-1,3-benzothiazol-6-yl]oxy]ethyl]benzenesulfonamide Chemical compound FC1=CC=C(C=C1)S(=O)(=O)NCCOC1=CC2=C(N=C(S2)C2=C3N=CC(=NC3=CC(=C2)CO)OC)C(=C1)C AGYUWZVKRDMDCU-UHFFFAOYSA-N 0.000 claims 1
MJOIIIAVFXIJBE-UHFFFAOYSA-N 4-fluoro-N-[2-[[2-[7-fluoro-2-(methoxymethyl)quinoxalin-5-yl]-4-methyl-1,3-benzothiazol-6-yl]oxy]ethyl]benzenesulfonamide Chemical compound FC1=CC=C(C=C1)S(=O)(=O)NCCOC1=CC2=C(N=C(S2)C2=C3N=CC(=NC3=CC(=C2)F)COC)C(=C1)C MJOIIIAVFXIJBE-UHFFFAOYSA-N 0.000 claims 1
KDAJIDWXMYMWMK-UHFFFAOYSA-N 4-methoxy-2-[2-(methoxymethyl)-7-methylquinoxalin-5-yl]-1,3-benzothiazole Chemical compound COC1=CC=CC2=C1N=C(S2)C1=C2N=CC(=NC2=CC(=C1)C)COC KDAJIDWXMYMWMK-UHFFFAOYSA-N 0.000 claims 1
CJRQANQFPOLMOE-UHFFFAOYSA-N 5,6-difluoro-4-methoxy-2-[2-(methoxymethyl)-7-methylquinoxalin-5-yl]-1,3-benzothiazole Chemical compound FC=1C(=CC2=C(N=C(S2)C2=C3N=CC(=NC3=CC(=C2)C)COC)C=1OC)F CJRQANQFPOLMOE-UHFFFAOYSA-N 0.000 claims 1
KSWFLSXRKZHHQX-UHFFFAOYSA-N 5,6-dimethoxy-2-[2-(methoxymethyl)-7-methylquinoxalin-5-yl]-1,3-benzothiazole Chemical compound COC=1C(=CC2=C(N=C(S2)C2=C3N=CC(=NC3=CC(=C2)C)COC)C=1)OC KSWFLSXRKZHHQX-UHFFFAOYSA-N 0.000 claims 1
FZDBVFHQJWNSLR-UHFFFAOYSA-N 5-(1-benzofuran-2-yl)-2-(1-methoxyethyl)-7-methylquinoxaline Chemical compound O1C(=CC2=C1C=CC=C2)C1=C2N=CC(=NC2=CC(=C1)C)C(C)OC FZDBVFHQJWNSLR-UHFFFAOYSA-N 0.000 claims 1
YPRMQTNRIMVCKL-UHFFFAOYSA-N 5-(1-benzofuran-2-yl)-2-(difluoromethoxy)-7-methylquinoxaline Chemical compound O1C(=CC2=C1C=CC=C2)C1=C2N=CC(=NC2=CC(=C1)C)OC(F)F YPRMQTNRIMVCKL-UHFFFAOYSA-N 0.000 claims 1
QMQUOXTWTKVTAM-UHFFFAOYSA-N 5-(1-benzofuran-2-yl)-2-(difluoromethoxy)-8-methylquinoxaline Chemical compound O1C(=CC2=C1C=CC=C2)C1=C2N=CC(=NC2=C(C=C1)C)OC(F)F QMQUOXTWTKVTAM-UHFFFAOYSA-N 0.000 claims 1
MUMJVYINEDPAJA-UHFFFAOYSA-N 5-(1-benzofuran-2-yl)-2-(furan-3-yl)-7-methylquinoxaline Chemical compound O1C(=CC2=C1C=CC=C2)C1=C2N=CC(=NC2=CC(=C1)C)C1=COC=C1 MUMJVYINEDPAJA-UHFFFAOYSA-N 0.000 claims 1
WBVYGGVEQGYANB-UHFFFAOYSA-N 5-(1-benzofuran-2-yl)-2-(methoxymethyl)-7-methylquinoxaline Chemical compound O1C(=CC2=C1C=CC=C2)C1=C2N=CC(=NC2=CC(=C1)C)COC WBVYGGVEQGYANB-UHFFFAOYSA-N 0.000 claims 1
CGYNRKZLHUJYJN-UHFFFAOYSA-N 5-(1-benzofuran-2-yl)-2-ethenyl-7-methylquinoxaline Chemical compound O1C(=CC2=C1C=CC=C2)C1=C2N=CC(=NC2=CC(=C1)C)C=C CGYNRKZLHUJYJN-UHFFFAOYSA-N 0.000 claims 1
BLSWGQJOXQYVNY-UHFFFAOYSA-N 5-(1-benzofuran-2-yl)-2-ethoxy-7-methylquinoxaline Chemical compound O1C(=CC2=C1C=CC=C2)C1=C2N=CC(=NC2=CC(=C1)C)OCC BLSWGQJOXQYVNY-UHFFFAOYSA-N 0.000 claims 1
MYCHUFYFROPMEV-UHFFFAOYSA-N 5-(1-benzofuran-2-yl)-2-ethyl-7-methylquinoxaline Chemical compound O1C(=CC2=C1C=CC=C2)C1=C2N=CC(=NC2=CC(=C1)C)CC MYCHUFYFROPMEV-UHFFFAOYSA-N 0.000 claims 1
QSGJUYWGYCKIRQ-UHFFFAOYSA-N 5-(1-benzofuran-2-yl)-2-methoxy-7-methylquinoxaline Chemical compound O1C(=CC2=C1C=CC=C2)C1=C2N=CC(=NC2=CC(=C1)C)OC QSGJUYWGYCKIRQ-UHFFFAOYSA-N 0.000 claims 1
AANVQYCSZOVQSY-UHFFFAOYSA-N 5-(1-benzothiophen-2-yl)-2-(difluoromethoxy)-7-methylquinoxaline Chemical compound S1C2=C(C=C1C1=C3N=CC(=NC3=CC(=C1)C)OC(F)F)C=CC=C2 AANVQYCSZOVQSY-UHFFFAOYSA-N 0.000 claims 1
STRRLGQGASHUFA-UHFFFAOYSA-N 5-(1H-benzimidazol-2-yl)-2-(difluoromethoxy)-7-methylquinoxaline Chemical compound N1C(=NC2=C1C=CC=C2)C1=C2N=CC(=NC2=CC(=C1)C)OC(F)F STRRLGQGASHUFA-UHFFFAOYSA-N 0.000 claims 1
SAFCVHOTPJZECC-UHFFFAOYSA-N 5-(5-methoxy-1-benzofuran-2-yl)-2-(methoxymethyl)-7-methylquinoxaline Chemical compound COC=1C=CC2=C(C=C(O2)C2=C3N=CC(=NC3=CC(=C2)C)COC)C=1 SAFCVHOTPJZECC-UHFFFAOYSA-N 0.000 claims 1
SWYNHYYAINNTRS-UHFFFAOYSA-N 5-(6-fluoro-5-methoxy-1-benzofuran-2-yl)-2-methoxy-7-methylquinoxaline Chemical compound FC1=CC2=C(C=C(O2)C2=C3N=CC(=NC3=CC(=C2)C)OC)C=C1OC SWYNHYYAINNTRS-UHFFFAOYSA-N 0.000 claims 1
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QTFHJOOSVYKUHQ-UHFFFAOYSA-N N-[2-[[2-(7-chloro-2-methoxyquinoxalin-5-yl)-4-methyl-1,3-benzothiazol-6-yl]oxy]ethyl]pyridine-3-sulfonamide Chemical compound ClC1=CC(=C2N=CC(=NC2=C1)OC)C=1SC2=C(N=1)C(=CC(=C2)OCCNS(=O)(=O)C=1C=NC=CC=1)C QTFHJOOSVYKUHQ-UHFFFAOYSA-N 0.000 claims 1
IYAVHBUJRZQUMN-UHFFFAOYSA-N N-[2-[[2-(7-cyano-2-methoxyquinoxalin-5-yl)-4-methyl-1,3-benzothiazol-6-yl]oxy]ethyl]-4-fluorobenzenesulfonamide Chemical compound C(#N)C1=CC(=C2N=CC(=NC2=C1)OC)C=1SC2=C(N=1)C(=CC(=C2)OCCNS(=O)(=O)C1=CC=C(C=C1)F)C IYAVHBUJRZQUMN-UHFFFAOYSA-N 0.000 claims 1
SXVBMMOVNCXELU-UHFFFAOYSA-N N-[2-[[2-(7-ethenyl-2-methoxyquinoxalin-5-yl)-4-methyl-1,3-benzothiazol-6-yl]oxy]ethyl]-4-fluorobenzenesulfonamide Chemical compound FC1=CC=C(C=C1)S(=O)(=O)NCCOC1=CC2=C(N=C(S2)C2=C3N=CC(=NC3=CC(=C2)C=C)OC)C(=C1)C SXVBMMOVNCXELU-UHFFFAOYSA-N 0.000 claims 1
GFMRMWZSWZNMQB-UHFFFAOYSA-N N-[2-[[2-(7-ethynyl-2-methoxyquinoxalin-5-yl)-4-methyl-1,3-benzothiazol-6-yl]oxy]ethyl]-4-fluorobenzenesulfonamide Chemical compound C(#C)C1=CC(=C2N=CC(=NC2=C1)OC)C=1SC2=C(N=1)C(=CC(=C2)OCCNS(=O)(=O)C1=CC=C(C=C1)F)C GFMRMWZSWZNMQB-UHFFFAOYSA-N 0.000 claims 1
RBTALGMSVPPHCD-UHFFFAOYSA-N N-[2-[[2-[2-(difluoromethoxy)-7-methylquinoxalin-5-yl]-4-methyl-1,3-benzothiazol-6-yl]oxy]ethyl]-4-fluorobenzenesulfonamide Chemical compound FC(OC1=NC2=CC(=CC(=C2N=C1)C=1SC2=C(N=1)C(=CC(=C2)OCCNS(=O)(=O)C1=CC=C(C=C1)F)C)C)F RBTALGMSVPPHCD-UHFFFAOYSA-N 0.000 claims 1
CIKDQXVPWZXJQU-UHFFFAOYSA-N N-[2-[[2-[2-(methoxymethyl)-7-methylquinoxalin-5-yl]-4-methyl-1,3-benzothiazol-6-yl]oxy]ethyl]benzenesulfonamide Chemical compound COCC1=NC2=CC(=CC(=C2N=C1)C=1SC2=C(N=1)C(=CC(=C2)OCCNS(=O)(=O)C1=CC=CC=C1)C)C CIKDQXVPWZXJQU-UHFFFAOYSA-N 0.000 claims 1
LBMHUZXMGFLMDN-UHFFFAOYSA-N N-[2-[[2-[7-(1,2-dihydroxyethyl)-2-methoxyquinoxalin-5-yl]-4-methyl-1,3-benzothiazol-6-yl]oxy]ethyl]-4-fluorobenzenesulfonamide Chemical compound OC(CO)C1=CC(=C2N=CC(=NC2=C1)OC)C=1SC2=C(N=1)C(=CC(=C2)OCCNS(=O)(=O)C1=CC=C(C=C1)F)C LBMHUZXMGFLMDN-UHFFFAOYSA-N 0.000 claims 1
BAVHRHOBHHDXFC-UHFFFAOYSA-N N-[2-[[2-[7-(aminomethyl)-2-methoxyquinoxalin-5-yl]-4-methyl-1,3-benzothiazol-6-yl]oxy]ethyl]-4-fluorobenzenesulfonamide Chemical compound NCC1=CC(=C2N=CC(=NC2=C1)OC)C=1SC2=C(N=1)C(=CC(=C2)OCCNS(=O)(=O)C1=CC=C(C=C1)F)C BAVHRHOBHHDXFC-UHFFFAOYSA-N 0.000 claims 1
IOMSDYQFQBUNDF-UHFFFAOYSA-N N-[2-[[2-[7-chloro-2-(methoxymethyl)quinoxalin-5-yl]-4-methyl-1,3-benzothiazol-6-yl]oxy]ethyl]-4-fluorobenzenesulfonamide Chemical compound ClC1=CC(=C2N=CC(=NC2=C1)COC)C=1SC2=C(N=1)C(=CC(=C2)OCCNS(=O)(=O)C1=CC=C(C=C1)F)C IOMSDYQFQBUNDF-UHFFFAOYSA-N 0.000 claims 1
HXLGIBOORZCOCV-UHFFFAOYSA-N N-[2-[[2-[7-cyano-2-(methoxymethyl)quinoxalin-5-yl]-4-methyl-1,3-benzothiazol-6-yl]oxy]ethyl]-4-fluorobenzenesulfonamide Chemical compound C(#N)C1=CC(=C2N=CC(=NC2=C1)COC)C=1SC2=C(N=1)C(=CC(=C2)OCCNS(=O)(=O)C1=CC=C(C=C1)F)C HXLGIBOORZCOCV-UHFFFAOYSA-N 0.000 claims 1
STNWHAAMZCYXHB-UHFFFAOYSA-N N-[2-[[2-[7-ethenyl-2-(methoxymethyl)quinoxalin-5-yl]-4-methyl-1,3-benzothiazol-6-yl]oxy]ethyl]-4-fluorobenzenesulfonamide Chemical compound COCC1=NC2=CC(C=C)=CC(C3=NC4=C(C)C=C(OCCNS(=O)(=O)C5=CC=C(F)C=C5)C=C4S3)=C2N=C1 STNWHAAMZCYXHB-UHFFFAOYSA-N 0.000 claims 1
UHQSGZUPIZSGDU-UHFFFAOYSA-N N-[2-[[4,5-difluoro-2-(2-methoxy-7-methylquinoxalin-5-yl)-1,3-benzothiazol-6-yl]oxy]ethyl]-3-fluorobenzenesulfonamide Chemical compound FC1=C(C(=CC2=C1N=C(S2)C1=C2N=CC(=NC2=CC(=C1)C)OC)OCCNS(=O)(=O)C1=CC(=CC=C1)F)F UHQSGZUPIZSGDU-UHFFFAOYSA-N 0.000 claims 1
UNOWRAIOKKZJBF-UHFFFAOYSA-N N-[2-[[4-chloro-2-(2-methoxy-7-methylquinoxalin-5-yl)-1,3-benzothiazol-6-yl]oxy]ethyl]-4-fluorobenzenesulfonamide Chemical compound ClC1=CC(=CC2=C1N=C(S2)C1=C2N=CC(=NC2=CC(=C1)C)OC)OCCNS(=O)(=O)C1=CC=C(C=C1)F UNOWRAIOKKZJBF-UHFFFAOYSA-N 0.000 claims 1
WGZCGUMANXVPKH-UHFFFAOYSA-N N-[2-[[4-chloro-2-(2-methoxy-7-methylquinoxalin-5-yl)-1,3-benzothiazol-6-yl]oxy]ethyl]benzenesulfonamide Chemical compound C1(=CC=CC=C1)S(=O)(=O)NCCOC1=CC2=C(N=C(S2)C2=C3N=CC(=NC3=CC(=C2)C)OC)C(=C1)Cl WGZCGUMANXVPKH-UHFFFAOYSA-N 0.000 claims 1
TUFRAEIVPSYACL-UHFFFAOYSA-N N-[2-[[4-chloro-2-[2-(methoxymethyl)-7-methylquinoxalin-5-yl]-1,3-benzothiazol-6-yl]oxy]ethyl]-2-fluorobenzenesulfonamide Chemical compound ClC1=CC(=CC2=C1N=C(S2)C1=C2N=CC(=NC2=CC(=C1)C)COC)OCCNS(=O)(=O)C1=C(C=CC=C1)F TUFRAEIVPSYACL-UHFFFAOYSA-N 0.000 claims 1
JRXDDOPCWALVAJ-UHFFFAOYSA-N N-[2-[[4-chloro-2-[2-(methoxymethyl)-7-methylquinoxalin-5-yl]-1,3-benzothiazol-6-yl]oxy]ethyl]-3-fluorobenzenesulfonamide Chemical compound ClC1=CC(=CC2=C1N=C(S2)C1=C2N=CC(=NC2=CC(=C1)C)COC)OCCNS(=O)(=O)C1=CC(=CC=C1)F JRXDDOPCWALVAJ-UHFFFAOYSA-N 0.000 claims 1
APPVALROESVKOF-UHFFFAOYSA-N N-[2-[[4-chloro-2-[2-(methoxymethyl)-7-methylquinoxalin-5-yl]-1,3-benzothiazol-6-yl]oxy]ethyl]-4-fluorobenzenesulfonamide Chemical compound ClC1=CC(=CC2=C1N=C(S2)C1=C2N=CC(=NC2=CC(=C1)C)COC)OCCNS(=O)(=O)C1=CC=C(C=C1)F APPVALROESVKOF-UHFFFAOYSA-N 0.000 claims 1
BJUHSMJKCNTDMW-UHFFFAOYSA-N N-[2-[[4-chloro-2-[2-(methoxymethyl)-7-methylquinoxalin-5-yl]-1,3-benzothiazol-6-yl]oxy]ethyl]benzenesulfonamide Chemical compound ClC1=CC(=CC2=C1N=C(S2)C1=C2N=CC(=NC2=CC(=C1)C)COC)OCCNS(=O)(=O)C1=CC=CC=C1 BJUHSMJKCNTDMW-UHFFFAOYSA-N 0.000 claims 1
UQTZDJGIVSCUEZ-UHFFFAOYSA-N N-[2-[[4-chloro-2-[2-(methoxymethyl)-7-methylquinoxalin-5-yl]-1,3-benzothiazol-6-yl]oxy]ethyl]methanesulfonamide Chemical compound CS(=O)(=O)NCCOC1=CC2=C(N=C(S2)C2=C3N=CC(=NC3=CC(=C2)C)COC)C(=C1)Cl UQTZDJGIVSCUEZ-UHFFFAOYSA-N 0.000 claims 1
HQMLEVUTJHHDFN-UHFFFAOYSA-N N-[2-[[4-chloro-5-fluoro-2-(2-methoxy-7-methylquinoxalin-5-yl)-1,3-benzothiazol-6-yl]oxy]ethyl]benzenesulfonamide Chemical compound ClC1=C(C(=CC2=C1N=C(S2)C1=C2N=CC(=NC2=CC(=C1)C)OC)OCCNS(=O)(=O)C1=CC=CC=C1)F HQMLEVUTJHHDFN-UHFFFAOYSA-N 0.000 claims 1
XSYGGKOYQPWJRI-UHFFFAOYSA-N N-[2-[[4-cyano-2-[2-(methoxymethyl)-7-methylquinoxalin-5-yl]-1,3-benzothiazol-6-yl]oxy]ethyl]-4-fluorobenzenesulfonamide Chemical compound COCc1cnc2c(cc(C)cc2n1)-c1nc2c(cc(OCCNS(=O)(=O)c3ccc(F)cc3)cc2s1)C#N XSYGGKOYQPWJRI-UHFFFAOYSA-N 0.000 claims 1
KOWXYAHILVULOY-UHFFFAOYSA-N N-[2-[[4-cyclopropyl-2-[2-(methoxymethyl)-7-methylquinoxalin-5-yl]-1,3-benzothiazol-6-yl]oxy]ethyl]-4-fluorobenzenesulfonamide Chemical compound C1(CC1)C1=CC(=CC2=C1N=C(S2)C1=C2N=CC(=NC2=CC(=C1)C)COC)OCCNS(=O)(=O)C1=CC=C(C=C1)F KOWXYAHILVULOY-UHFFFAOYSA-N 0.000 claims 1
RANRDCAXHDTXFJ-UHFFFAOYSA-N N-[2-[[4-cyclopropyl-2-[2-(methoxymethyl)-7-methylquinoxalin-5-yl]-1,3-benzothiazol-6-yl]oxy]ethyl]benzenesulfonamide Chemical compound C1(=CC=CC=C1)S(=O)(=O)NCCOC1=CC2=C(N=C(S2)C2=C3N=CC(=NC3=CC(=C2)C)COC)C(=C1)C1CC1 RANRDCAXHDTXFJ-UHFFFAOYSA-N 0.000 claims 1
PDPDQVNNILLGFB-UHFFFAOYSA-N N-[2-[[7-chloro-2-(2-methoxy-7-methylquinoxalin-5-yl)-1-benzofuran-5-yl]oxy]ethyl]benzenesulfonamide Chemical compound COc1cnc2c(cc(C)cc2n1)-c1cc2cc(OCCNS(=O)(=O)c3ccccc3)cc(Cl)c2o1 PDPDQVNNILLGFB-UHFFFAOYSA-N 0.000 claims 1
IAMRVLGUGHVGNH-UHFFFAOYSA-N N-[[2-[2-(difluoromethoxy)-7-methylquinoxalin-5-yl]-1,3-benzothiazol-7-yl]methyl]benzenesulfonamide Chemical compound FC(OC1=NC2=CC(=CC(=C2N=C1)C=1SC2=C(N=1)C=CC=C2CNS(=O)(=O)C1=CC=CC=C1)C)F IAMRVLGUGHVGNH-UHFFFAOYSA-N 0.000 claims 1
MTEIUNIQWCNUOV-UHFFFAOYSA-N N-benzyl-2-[[2-(2-methoxy-7-methylquinoxalin-5-yl)-4-methyl-1,3-benzothiazol-6-yl]oxy]acetamide Chemical compound C(C1=CC=CC=C1)NC(COC1=CC2=C(N=C(S2)C2=C3N=CC(=NC3=CC(=C2)C)OC)C(=C1)C)=O MTEIUNIQWCNUOV-UHFFFAOYSA-N 0.000 claims 1
XBDQKXXYIPTUBI-UHFFFAOYSA-N Propionic acid Chemical compound CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 claims 1
208000010378 Pulmonary Embolism Diseases 0.000 claims 1
206010063544 Renal embolism Diseases 0.000 claims 1
208000006011 Stroke Diseases 0.000 claims 1
208000007814 Unstable Angina Diseases 0.000 claims 1
RIBQNAMIUDFRFJ-CYBMUJFWSA-N [(2R)-1-[[2-(7-cyano-2-methoxyquinoxalin-5-yl)-5-fluoro-1,3-benzothiazol-6-yl]oxy]propan-2-yl]-(2-methylpyrimidin-5-yl)carbamic acid Chemical compound CC1=NC=C(C=N1)N([C@H](C)COC2=C(C=C3C(=C2)SC(=N3)C4=C5C(=CC(=C4)C#N)N=C(C=N5)OC)F)C(=O)O RIBQNAMIUDFRFJ-CYBMUJFWSA-N 0.000 claims 1
BTSADOSKNHKDRF-CQSZACIVSA-N [(2R)-1-[[2-(7-cyano-2-methoxyquinoxalin-5-yl)-5-fluoro-1,3-benzothiazol-6-yl]oxy]propan-2-yl]-(6-cyanopyridin-3-yl)carbamic acid Chemical compound C[C@H](COC1=C(C=C2C(=C1)SC(=N2)C3=C4C(=CC(=C3)C#N)N=C(C=N4)OC)F)N(C5=CN=C(C=C5)C#N)C(=O)O BTSADOSKNHKDRF-CQSZACIVSA-N 0.000 claims 1
MBSLTDQUAVZFQP-OAHLLOKOSA-N [(2R)-1-[[4-chloro-5-fluoro-2-(2-methoxy-7-methylquinoxalin-5-yl)-1,3-benzothiazol-6-yl]oxy]propan-2-yl]-(6-methylpyridin-3-yl)carbamic acid Chemical compound COc1cnc2c(cc(C)cc2n1)-c1nc2c(Cl)c(F)c(OC[C@@H](C)N(C(O)=O)c3ccc(C)nc3)cc2s1 MBSLTDQUAVZFQP-OAHLLOKOSA-N 0.000 claims 1
NVGLBYJFGFNEBT-QGZVFWFLSA-N [(2R)-1-[[5-fluoro-2-(2-methoxy-7-methylquinoxalin-5-yl)-1,3-benzothiazol-6-yl]oxy]propan-2-yl]-(1-methylindol-5-yl)carbamic acid Chemical compound CC1=CC(=C2C(=C1)N=C(C=N2)OC)C3=NC4=CC(=C(C=C4S3)OC[C@@H](C)N(C5=CC6=C(C=C5)N(C=C6)C)C(=O)O)F NVGLBYJFGFNEBT-QGZVFWFLSA-N 0.000 claims 1
LXBFFXPVRKDJRO-CQSZACIVSA-N [(2R)-1-[[5-fluoro-2-(2-methoxy-7-methylquinoxalin-5-yl)-1,3-benzothiazol-6-yl]oxy]propan-2-yl]-(2-methoxypyrimidin-5-yl)carbamic acid Chemical compound CC1=CC(=C2C(=C1)N=C(C=N2)OC)C3=NC4=CC(=C(C=C4S3)OC[C@@H](C)N(C5=CN=C(N=C5)OC)C(=O)O)F LXBFFXPVRKDJRO-CQSZACIVSA-N 0.000 claims 1
XWTIQMIRUNMZAB-CQSZACIVSA-N [(2R)-1-[[5-fluoro-2-(2-methoxy-7-methylquinoxalin-5-yl)-1,3-benzothiazol-6-yl]oxy]propan-2-yl]-(2-methylpyrimidin-5-yl)carbamic acid Chemical compound CC1=CC(=C2C(=C1)N=C(C=N2)OC)C3=NC4=CC(=C(C=C4S3)OC[C@@H](C)N(C5=CN=C(N=C5)C)C(=O)O)F XWTIQMIRUNMZAB-CQSZACIVSA-N 0.000 claims 1
NQRAVDZEFDKWGF-CQSZACIVSA-N [(2R)-1-[[5-fluoro-2-(2-methoxy-7-methylquinoxalin-5-yl)-1,3-benzothiazol-6-yl]oxy]propan-2-yl]-(2-oxo-3H-1,3-benzoxazol-6-yl)carbamic acid Chemical compound COc1cnc2c(cc(C)cc2n1)-c1nc2cc(F)c(OC[C@@H](C)N(C(O)=O)c3ccc4[nH]c(=O)oc4c3)cc2s1 NQRAVDZEFDKWGF-CQSZACIVSA-N 0.000 claims 1
HFEFGWMVBQUKOX-OAHLLOKOSA-N [(2R)-2-[[5-fluoro-2-(2-methoxy-7-methylquinoxalin-5-yl)-1,3-benzothiazol-6-yl]oxy]propyl] N-pyridin-3-ylcarbamate Chemical compound N1=CC(=CC=C1)NC(OC[C@@H](C)OC1=CC2=C(N=C(S2)C2=C3N=CC(=NC3=CC(=C2)C)OC)C=C1F)=O HFEFGWMVBQUKOX-OAHLLOKOSA-N 0.000 claims 1
BRZBLHNFJIXHFF-KGLIPLIRSA-N [(2R,3S)-3-[[2-(2-carbamoyl-7-methylquinoxalin-5-yl)-5-fluoro-1,3-benzothiazol-6-yl]oxy]butan-2-yl]-(2-methylpyrimidin-5-yl)carbamic acid Chemical compound CC1=CC(=C2C(=C1)N=C(C=N2)C(=O)N)C3=NC4=CC(=C(C=C4S3)O[C@@H](C)[C@@H](C)N(C5=CN=C(N=C5)C)C(=O)O)F BRZBLHNFJIXHFF-KGLIPLIRSA-N 0.000 claims 1
MHOVBKSNEBLCKX-CVEARBPZSA-N [(2R,3S)-3-[[2-(2-ethoxy-7-methylquinoxalin-5-yl)-5-fluoro-1,3-benzothiazol-6-yl]oxy]butan-2-yl]-(2-methylpyrimidin-5-yl)carbamic acid Chemical compound CCOC1=NC2=CC(=CC(=C2N=C1)C3=NC4=CC(=C(C=C4S3)O[C@@H](C)[C@@H](C)N(C5=CN=C(N=C5)C)C(=O)O)F)C MHOVBKSNEBLCKX-CVEARBPZSA-N 0.000 claims 1
BTPBACSOWFTAIR-SJORKVTESA-N [(2R,3S)-3-[[2-(2-ethoxy-7-methylquinoxalin-5-yl)-5-fluoro-1,3-benzothiazol-6-yl]oxy]butan-2-yl]-[2-(2-hydroxyethyl)pyrimidin-5-yl]carbamic acid Chemical compound CCOc1cnc2c(cc(C)cc2n1)-c1nc2cc(F)c(O[C@@H](C)[C@@H](C)N(C(O)=O)c3cnc(CCO)nc3)cc2s1 BTPBACSOWFTAIR-SJORKVTESA-N 0.000 claims 1
PMAXKFQCHJLRTN-SJORKVTESA-N [(2R,3S)-3-[[2-(2-ethoxy-7-methylquinoxalin-5-yl)-5-fluoro-1,3-benzothiazol-6-yl]oxy]butan-2-yl]-[2-(2-phosphonooxyethyl)pyrimidin-5-yl]carbamic acid Chemical compound CCOC1=NC2=CC(=CC(=C2N=C1)C3=NC4=CC(=C(C=C4S3)O[C@@H](C)[C@@H](C)N(C5=CN=C(N=C5)CCOP(=O)(O)O)C(=O)O)F)C PMAXKFQCHJLRTN-SJORKVTESA-N 0.000 claims 1
DWVIQIVLRYCOBR-CVEARBPZSA-N [(2R,3S)-3-[[2-(2-ethoxy-7-methylquinoxalin-5-yl)-5-fluoro-1,3-benzothiazol-6-yl]oxy]butan-2-yl]-[2-(phosphonooxymethyl)pyrimidin-5-yl]carbamic acid Chemical compound CCOC1=NC2=CC(=CC(=C2N=C1)C3=NC4=CC(=C(C=C4S3)O[C@@H](C)[C@@H](C)N(C5=CN=C(N=C5)COP(=O)(O)O)C(=O)O)F)C DWVIQIVLRYCOBR-CVEARBPZSA-N 0.000 claims 1
RMFMFYMZYOUURR-IKGGRYGDSA-N [(2R,3S)-3-[[2-(2-ethoxy-7-methylquinoxalin-5-yl)-5-fluoro-1,3-benzothiazol-6-yl]oxy]butan-2-yl]-[2-[(1S)-1-hydroxyethyl]pyrimidin-5-yl]carbamic acid Chemical compound CCOc1cnc2c(cc(C)cc2n1)-c1nc2cc(F)c(O[C@@H](C)[C@@H](C)N(C(O)=O)c3cnc(nc3)[C@H](C)O)cc2s1 RMFMFYMZYOUURR-IKGGRYGDSA-N 0.000 claims 1
WDUYZUBTLLBWNN-KSZLIROESA-N [(2R,3S)-3-[[2-(2-ethoxy-7-methylquinoxalin-5-yl)-5-fluoro-1,3-benzothiazol-6-yl]oxy]butan-2-yl]-[2-[(2S)-2-hydroxypropoxy]pyrimidin-5-yl]carbamic acid Chemical compound CCOc1cnc2c(cc(C)cc2n1)-c1nc2cc(F)c(O[C@@H](C)[C@@H](C)N(C(O)=O)c3cnc(OC[C@H](C)O)nc3)cc2s1 WDUYZUBTLLBWNN-KSZLIROESA-N 0.000 claims 1
SYWPTPQIXJRJQJ-OTWHNJEPSA-N [(2R,3S)-3-[[2-(2-ethoxy-7-methylquinoxalin-5-yl)-5-fluoro-1,3-benzothiazol-6-yl]oxy]butan-2-yl]-[6-[[(2S)-2-hydroxypropyl]carbamoyl]pyridin-3-yl]carbamic acid Chemical compound CCOC1=NC2=CC(=CC(=C2N=C1)C3=NC4=CC(=C(C=C4S3)O[C@@H](C)[C@@H](C)N(C5=CN=C(C=C5)C(=O)NC[C@H](C)O)C(=O)O)F)C SYWPTPQIXJRJQJ-OTWHNJEPSA-N 0.000 claims 1
DVDSWTCURXFNSR-CABCVRRESA-N [(2R,3S)-3-[[2-(6-chloro-3-ethylquinolin-8-yl)-5-fluoro-1,3-benzothiazol-6-yl]oxy]butan-2-yl]-(2-methylpyrimidin-5-yl)carbamic acid Chemical compound CCc1cnc2c(cc(Cl)cc2c1)-c1nc2cc(F)c(O[C@@H](C)[C@@H](C)N(C(O)=O)c3cnc(C)nc3)cc2s1 DVDSWTCURXFNSR-CABCVRRESA-N 0.000 claims 1
KEPPOHCDZWKHNU-KGLIPLIRSA-N [(2R,3S)-3-[[2-(6-chloro-3-methoxyquinolin-8-yl)-5-fluoro-1,3-benzothiazol-6-yl]oxy]butan-2-yl]-[2-(hydroxymethyl)pyrimidin-5-yl]carbamic acid Chemical compound C[C@H]([C@H](C)OC1=C(C=C2C(=C1)SC(=N2)C3=C4C(=CC(=C3)Cl)C=C(C=N4)OC)F)N(C5=CN=C(N=C5)CO)C(=O)O KEPPOHCDZWKHNU-KGLIPLIRSA-N 0.000 claims 1
NKDOXZWHUOGVOW-OAGGEKHMSA-N [(2R,3S)-3-[[2-(6-chloro-3-methoxyquinolin-8-yl)-5-fluoro-1,3-benzothiazol-6-yl]oxy]butan-2-yl]-[2-[(2R)-2-hydroxypropoxy]pyrimidin-5-yl]carbamic acid Chemical compound C[C@H](COC1=NC=C(C=N1)N([C@H](C)[C@H](C)OC2=C(C=C3C(=C2)SC(=N3)C4=C5C(=CC(=C4)Cl)C=C(C=N5)OC)F)C(=O)O)O NKDOXZWHUOGVOW-OAGGEKHMSA-N 0.000 claims 1
NKDOXZWHUOGVOW-XHSDSOJGSA-N [(2R,3S)-3-[[2-(6-chloro-3-methoxyquinolin-8-yl)-5-fluoro-1,3-benzothiazol-6-yl]oxy]butan-2-yl]-[2-[(2S)-2-hydroxypropoxy]pyrimidin-5-yl]carbamic acid Chemical compound C[C@@H](COC1=NC=C(C=N1)N([C@H](C)[C@H](C)OC2=C(C=C3C(=C2)SC(=N3)C4=C5C(=CC(=C4)Cl)C=C(C=N5)OC)F)C(=O)O)O NKDOXZWHUOGVOW-XHSDSOJGSA-N 0.000 claims 1
JKMUKSOOEPDWRI-OLZOCXBDSA-N [(2R,3S)-3-[[2-(7-chloro-2-methoxyquinoxalin-5-yl)-5-fluoro-1,3-benzothiazol-6-yl]oxy]butan-2-yl]-(2-methoxypyrimidin-5-yl)carbamic acid Chemical compound COc1cnc2c(cc(Cl)cc2n1)-c1nc2cc(F)c(O[C@@H](C)[C@@H](C)N(C(O)=O)c3cnc(OC)nc3)cc2s1 JKMUKSOOEPDWRI-OLZOCXBDSA-N 0.000 claims 1
OAGIBPCWBLDLQB-OLZOCXBDSA-N [(2R,3S)-3-[[2-(7-chloro-2-methoxyquinoxalin-5-yl)-5-fluoro-1,3-benzothiazol-6-yl]oxy]butan-2-yl]-(2-methylpyrimidin-5-yl)carbamic acid Chemical compound COc1cnc2c(cc(Cl)cc2n1)-c1nc2cc(F)c(O[C@@H](C)[C@@H](C)N(C(O)=O)c3cnc(C)nc3)cc2s1 OAGIBPCWBLDLQB-OLZOCXBDSA-N 0.000 claims 1
KWUYGURDRVJOSB-KGLIPLIRSA-N [(2R,3S)-3-[[2-(7-chloro-2-methoxyquinoxalin-5-yl)-5-fluoro-1,3-benzothiazol-6-yl]oxy]butan-2-yl]-(5-cyanopyridin-3-yl)carbamic acid Chemical compound COc1cnc2c(cc(Cl)cc2n1)-c1nc2cc(F)c(O[C@@H](C)[C@@H](C)N(C(O)=O)c3cncc(c3)C#N)cc2s1 KWUYGURDRVJOSB-KGLIPLIRSA-N 0.000 claims 1
AHBFQDKEHMRLEN-KGLIPLIRSA-N [(2R,3S)-3-[[2-(7-chloro-2-methoxyquinoxalin-5-yl)-5-fluoro-1,3-benzothiazol-6-yl]oxy]butan-2-yl]-(6-methoxypyridin-3-yl)carbamic acid Chemical compound COc1ccc(cn1)N([C@H](C)[C@H](C)Oc1cc2sc(nc2cc1F)-c1cc(Cl)cc2nc(OC)cnc12)C(O)=O AHBFQDKEHMRLEN-KGLIPLIRSA-N 0.000 claims 1
JDTOEBUVZFQUOF-CABCVRRESA-N [(2R,3S)-3-[[2-(7-chloro-2-methoxyquinoxalin-5-yl)-5-fluoro-1,3-benzothiazol-6-yl]oxy]butan-2-yl]-(6-methylpyridin-3-yl)carbamic acid Chemical compound COc1cnc2c(cc(Cl)cc2n1)-c1nc2cc(F)c(O[C@@H](C)[C@@H](C)N(C(O)=O)c3ccc(C)nc3)cc2s1 JDTOEBUVZFQUOF-CABCVRRESA-N 0.000 claims 1
DNUKRMRROASWDC-KGLIPLIRSA-N [(2R,3S)-3-[[2-(7-cyano-2-methoxyquinoxalin-5-yl)-5-fluoro-1,3-benzothiazol-6-yl]oxy]butan-2-yl]-(2-methylpyrimidin-5-yl)carbamic acid Chemical compound COc1cnc2c(cc(cc2n1)C#N)-c1nc2cc(F)c(O[C@@H](C)[C@@H](C)N(C(O)=O)c3cnc(C)nc3)cc2s1 DNUKRMRROASWDC-KGLIPLIRSA-N 0.000 claims 1
WMZRUYHHKQITNT-CVEARBPZSA-N [(2R,3S)-3-[[2-(7-cyano-2-methoxyquinoxalin-5-yl)-5-fluoro-1,3-benzothiazol-6-yl]oxy]butan-2-yl]-(6-methylpyridin-3-yl)carbamic acid Chemical compound COc1cnc2c(cc(cc2n1)C#N)-c1nc2cc(F)c(O[C@@H](C)[C@@H](C)N(C(O)=O)c3ccc(C)nc3)cc2s1 WMZRUYHHKQITNT-CVEARBPZSA-N 0.000 claims 1
PBQLKLDZVWFVOP-UONOGXRCSA-N [(2R,3S)-3-[[2-[2-(difluoromethoxy)-7-methylquinoxalin-5-yl]-5-fluoro-1,3-benzothiazol-6-yl]oxy]butan-2-yl] N-(2-methylpyrimidin-5-yl)carbamate Chemical compound CC1=NC=C(C=N1)NC(O[C@H](C)[C@H](C)OC1=CC2=C(N=C(S2)C2=C3N=CC(=NC3=CC(=C2)C)OC(F)F)C=C1F)=O PBQLKLDZVWFVOP-UONOGXRCSA-N 0.000 claims 1
MSUUZZAUROWHFL-JKSUJKDBSA-N [(2R,3S)-3-[[2-[2-(dimethylamino)-7-methylquinoxalin-5-yl]-5-fluoro-1,3-benzothiazol-6-yl]oxy]butan-2-yl] N-(2-methylpyrimidin-5-yl)carbamate Chemical compound CC1=NC=C(C=N1)NC(O[C@H](C)[C@H](C)OC1=CC2=C(N=C(S2)C2=C3N=CC(=NC3=CC(=C2)C)N(C)C)C=C1F)=O MSUUZZAUROWHFL-JKSUJKDBSA-N 0.000 claims 1
WDCMGTQUEFIYBD-JKSUJKDBSA-N [(2R,3S)-3-[[2-[2-(dimethylcarbamoyl)-7-methylquinoxalin-5-yl]-5-fluoro-1,3-benzothiazol-6-yl]oxy]butan-2-yl] N-(2-methylpyrimidin-5-yl)carbamate Chemical compound CC1=NC=C(C=N1)NC(O[C@H](C)[C@H](C)OC1=CC2=C(N=C(S2)C2=C3N=CC(=NC3=CC(=C2)C)C(N(C)C)=O)C=C1F)=O WDCMGTQUEFIYBD-JKSUJKDBSA-N 0.000 claims 1
FIOUDBCWXQEFPM-LSDHHAIUSA-N [(2R,3S)-3-[[2-[3-(difluoromethoxy)-6-methylquinolin-8-yl]-5-fluoro-1,3-benzothiazol-6-yl]oxy]butan-2-yl] N-(2-methylpyrimidin-5-yl)carbamate Chemical compound CC1=NC=C(C=N1)NC(O[C@H](C)[C@H](C)OC1=CC2=C(N=C(S2)C=2C=C(C=C3C=C(C=NC=23)OC(F)F)C)C=C1F)=O FIOUDBCWXQEFPM-LSDHHAIUSA-N 0.000 claims 1
HUSZDACFNWLBMF-UONOGXRCSA-N [(2R,3S)-3-[[2-[6-(difluoromethyl)-3-methoxyquinolin-8-yl]-5-fluoro-1,3-benzothiazol-6-yl]oxy]butan-2-yl] N-(2-methylpyrimidin-5-yl)carbamate Chemical compound CC1=NC=C(C=N1)NC(O[C@H](C)[C@H](C)OC1=CC2=C(N=C(S2)C=2C=C(C=C3C=C(C=NC=23)OC)C(F)F)C=C1F)=O HUSZDACFNWLBMF-UONOGXRCSA-N 0.000 claims 1
CECJBQOAWPGGBZ-QWHCGFSZSA-N [(2R,3S)-3-[[2-[6-chloro-3-(difluoromethoxy)quinolin-8-yl]-5-fluoro-1,3-benzothiazol-6-yl]oxy]butan-2-yl] N-(2-methylpyrimidin-5-yl)carbamate Chemical compound CC1=NC=C(C=N1)NC(O[C@H](C)[C@H](C)OC1=CC2=C(N=C(S2)C=2C=C(C=C3C=C(C=NC=23)OC(F)F)Cl)C=C1F)=O CECJBQOAWPGGBZ-QWHCGFSZSA-N 0.000 claims 1
KCRXOYJADRJBMV-UONOGXRCSA-N [(2R,3S)-3-[[2-[6-chloro-3-(difluoromethoxy)quinolin-8-yl]-5-fluoro-1,3-benzothiazol-6-yl]oxy]butan-2-yl] N-[2-(2-hydroxyethoxy)pyrimidin-5-yl]carbamate Chemical compound OCCOC1=NC=C(C=N1)NC(O[C@H](C)[C@H](C)OC1=CC2=C(N=C(S2)C=2C=C(C=C3C=C(C=NC=23)OC(F)F)Cl)C=C1F)=O KCRXOYJADRJBMV-UONOGXRCSA-N 0.000 claims 1
FOSQYDOWCDEKGC-UONOGXRCSA-N [(2R,3S)-3-[[2-[6-chloro-3-(methylamino)quinolin-8-yl]-5-fluoro-1,3-benzothiazol-6-yl]oxy]butan-2-yl] N-(2-methylpyrimidin-5-yl)carbamate Chemical compound CC1=NC=C(C=N1)NC(O[C@H](C)[C@H](C)OC1=CC2=C(N=C(S2)C=2C=C(C=C3C=C(C=NC=23)NC)Cl)C=C1F)=O FOSQYDOWCDEKGC-UONOGXRCSA-N 0.000 claims 1
YULXPCHZIJNGFR-CABCVRRESA-N [(2R,3S)-3-[[4-chloro-5-fluoro-2-(2-methoxy-7-methylquinoxalin-5-yl)-1,3-benzothiazol-6-yl]oxy]butan-2-yl]-[2-(2-hydroxyethyl)pyrimidin-5-yl]carbamic acid Chemical compound CC1=CC(=C2C(=C1)N=C(C=N2)OC)C3=NC4=C(S3)C=C(C(=C4Cl)F)O[C@@H](C)[C@@H](C)N(C5=CN=C(N=C5)CCO)C(=O)O YULXPCHZIJNGFR-CABCVRRESA-N 0.000 claims 1
CAUBBUKBNCZBBV-CABCVRRESA-N [(2R,3S)-3-[[5-fluoro-2-(2-methoxy-7-methylquinoxalin-5-yl)-1,3-benzothiazol-6-yl]oxy]butan-2-yl]-(5-hydroxypyridin-3-yl)carbamic acid Chemical compound CC1=CC(=C2C(=C1)N=C(C=N2)OC)C3=NC4=CC(=C(C=C4S3)O[C@@H](C)[C@@H](C)N(C5=CC(=CN=C5)O)C(=O)O)F CAUBBUKBNCZBBV-CABCVRRESA-N 0.000 claims 1
QAXHFNXVIYOAPP-SJORKVTESA-N [(2R,3S)-3-[[5-fluoro-2-(2-methoxy-7-methylquinoxalin-5-yl)-1,3-benzothiazol-6-yl]oxy]butan-2-yl]-[6-(2-hydroxyethylcarbamoyl)pyridin-3-yl]carbamic acid Chemical compound CC1=CC(=C2C(=C1)N=C(C=N2)OC)C3=NC4=CC(=C(C=C4S3)O[C@@H](C)[C@@H](C)N(C5=CN=C(C=C5)C(=O)NCCO)C(=O)O)F QAXHFNXVIYOAPP-SJORKVTESA-N 0.000 claims 1
XBINZRSKMJNWOC-CVEARBPZSA-N [(2R,3S)-3-[[5-fluoro-2-(3-methoxy-6-methylquinolin-8-yl)-1,3-benzothiazol-6-yl]oxy]butan-2-yl]-(2-methylpyrimidin-5-yl)carbamic acid Chemical compound COc1cnc2c(cc(C)cc2c1)-c1nc2cc(F)c(O[C@@H](C)[C@@H](C)N(C(O)=O)c3cnc(C)nc3)cc2s1 XBINZRSKMJNWOC-CVEARBPZSA-N 0.000 claims 1
GWRWVZYTJAFUSE-SJORKVTESA-N [(2R,3S)-3-[[5-fluoro-2-(7-methyl-2-propoxyquinoxalin-5-yl)-1,3-benzothiazol-6-yl]oxy]butan-2-yl]-(2-methylpyrimidin-5-yl)carbamic acid Chemical compound CCCOc1cnc2c(cc(C)cc2n1)-c1nc2cc(F)c(O[C@@H](C)[C@@H](C)N(C(O)=O)c3cnc(C)nc3)cc2s1 GWRWVZYTJAFUSE-SJORKVTESA-N 0.000 claims 1
FEYBSXRUBGSING-LSDHHAIUSA-N [(2R,3S)-3-[[5-fluoro-2-[6-(fluoromethyl)-3-methoxyquinolin-8-yl]-1,3-benzothiazol-6-yl]oxy]butan-2-yl] N-(2-methylpyrimidin-5-yl)carbamate Chemical compound CC1=NC=C(C=N1)NC(O[C@H](C)[C@H](C)OC1=CC2=C(N=C(S2)C=2C=C(C=C3C=C(C=NC=23)OC)CF)C=C1F)=O FEYBSXRUBGSING-LSDHHAIUSA-N 0.000 claims 1
HEUHDWNZLSHMRV-LSDHHAIUSA-N [(2R,3S)-3-[[5-fluoro-2-[6-(hydroxymethyl)-3-methoxyquinolin-8-yl]-1,3-benzothiazol-6-yl]oxy]butan-2-yl] N-(2-methylpyrimidin-5-yl)carbamate Chemical compound CC1=NC=C(C=N1)NC(O[C@H](C)[C@H](C)OC1=CC2=C(N=C(S2)C=2C=C(C=C3C=C(C=NC=23)OC)CO)C=C1F)=O HEUHDWNZLSHMRV-LSDHHAIUSA-N 0.000 claims 1
YAFWBTAPFGBWAQ-LSDHHAIUSA-N [(2R,3S)-3-[[5-fluoro-2-[7-methyl-2-(methylamino)quinoxalin-5-yl]-1,3-benzothiazol-6-yl]oxy]butan-2-yl] N-(2-methylpyrimidin-5-yl)carbamate Chemical compound CC1=NC=C(C=N1)NC(O[C@H](C)[C@H](C)OC1=CC2=C(N=C(S2)C2=C3N=CC(=NC3=CC(=C2)C)NC)C=C1F)=O YAFWBTAPFGBWAQ-LSDHHAIUSA-N 0.000 claims 1
HFEFGWMVBQUKOX-HNNXBMFYSA-N [(2S)-2-[[5-fluoro-2-(2-methoxy-7-methylquinoxalin-5-yl)-1,3-benzothiazol-6-yl]oxy]propyl] N-pyridin-3-ylcarbamate Chemical compound N1=CC(=CC=C1)NC(OC[C@H](C)OC1=CC2=C(N=C(S2)C2=C3N=CC(=NC3=CC(=C2)C)OC)C=C1F)=O HFEFGWMVBQUKOX-HNNXBMFYSA-N 0.000 claims 1
WOIAGWGOFAKNSX-UHFFFAOYSA-N [1-(hydroxymethyl)cyclobutyl]-[6-methoxy-2-(2-methoxy-7-methylquinoxalin-5-yl)-1,3-benzothiazol-4-yl]methanol Chemical compound OCC1(CCC1)C(O)C1=CC(=CC2=C1N=C(S2)C1=C2N=CC(=NC2=CC(=C1)C)OC)OC WOIAGWGOFAKNSX-UHFFFAOYSA-N 0.000 claims 1
RTLYCOOENXHEGT-UHFFFAOYSA-N [2-(2-hydroxyethoxy)pyrimidin-5-yl] carbamate Chemical compound C(N)(OC=1C=NC(=NC=1)OCCO)=O RTLYCOOENXHEGT-UHFFFAOYSA-N 0.000 claims 1
LPDVWWLDLORJFT-UHFFFAOYSA-N [2-(6-chloro-3-methoxyquinolin-8-yl)-6-methoxy-1,3-benzothiazol-4-yl]-[1-(trifluoromethyl)cyclobutyl]methanol Chemical compound ClC=1C=C2C=C(C=NC2=C(C=1)C=1SC2=C(N=1)C(=CC(=C2)OC)C(O)C1(CCC1)C(F)(F)F)OC LPDVWWLDLORJFT-UHFFFAOYSA-N 0.000 claims 1
JIXHYNCZYJSDGC-AOIWGVFYSA-N [2-[(2S)-2,3-dihydroxypropoxy]pyrimidin-5-yl]-[(2R,3S)-3-[[2-(2-ethoxy-7-methylquinoxalin-5-yl)-5-fluoro-1,3-benzothiazol-6-yl]oxy]butan-2-yl]carbamic acid Chemical compound CCOc1cnc2c(cc(C)cc2n1)-c1nc2cc(F)c(O[C@@H](C)[C@@H](C)N(C(O)=O)c3cnc(OC[C@@H](O)CO)nc3)cc2s1 JIXHYNCZYJSDGC-AOIWGVFYSA-N 0.000 claims 1
URWGXUISDITIRF-UHFFFAOYSA-N [2-[2-(difluoromethoxy)-7-methylquinoxalin-5-yl]-1,3-benzothiazol-7-yl]methanol Chemical compound FC(OC1=NC2=CC(=CC(=C2N=C1)C=1SC2=C(N=1)C=CC=C2CO)C)F URWGXUISDITIRF-UHFFFAOYSA-N 0.000 claims 1
MTVIWIXPOVLPKB-UHFFFAOYSA-N [2-[2-(methoxymethyl)-7-methylquinoxalin-5-yl]-1,3-benzothiazol-6-yl]methanol Chemical compound COCC1=NC2=CC(=CC(=C2N=C1)C=1SC2=C(N=1)C=CC(=C2)CO)C MTVIWIXPOVLPKB-UHFFFAOYSA-N 0.000 claims 1
ARUBCJJYOAPSFG-UHFFFAOYSA-N [3-methoxy-8-(6-methoxy-4,5-dimethyl-1,3-benzothiazol-2-yl)quinoxalin-6-yl]methanol Chemical compound COC=1C=NC2=C(C=C(C=C2N=1)CO)C=1SC2=C(N=1)C(=C(C(=C2)OC)C)C ARUBCJJYOAPSFG-UHFFFAOYSA-N 0.000 claims 1
XBHSWPYANMBACV-UHFFFAOYSA-N [6-methoxy-2-(2-methoxy-7-methylquinoxalin-5-yl)-1,3-benzothiazol-4-yl]-(1,3-thiazol-2-yl)methanol Chemical compound COC1=CC2=C(N=C(S2)C2=C3N=CC(=NC3=CC(=C2)C)OC)C(=C1)C(O)C=1SC=CN=1 XBHSWPYANMBACV-UHFFFAOYSA-N 0.000 claims 1
VLILZKVQJLTRRU-UHFFFAOYSA-N [6-methoxy-2-(2-methoxy-7-methylquinoxalin-5-yl)-1,3-benzothiazol-4-yl]-(1-methylcyclopropyl)methanol Chemical compound COC1=CC2=C(N=C(S2)C2=C3N=CC(=NC3=CC(=C2)C)OC)C(=C1)C(O)C1(CC1)C VLILZKVQJLTRRU-UHFFFAOYSA-N 0.000 claims 1
JBSDKNNGGPALHS-UHFFFAOYSA-N [6-methoxy-2-(2-methoxy-7-methylquinoxalin-5-yl)-1,3-benzothiazol-4-yl]-(1-phenylcyclobutyl)methanol Chemical compound COC1=CC2=C(N=C(S2)C2=C3N=CC(=NC3=CC(=C2)C)OC)C(=C1)C(O)C1(CCC1)C1=CC=CC=C1 JBSDKNNGGPALHS-UHFFFAOYSA-N 0.000 claims 1
HDSNTVRKLDSCIM-UHFFFAOYSA-N [6-methoxy-2-(2-methoxy-7-methylquinoxalin-5-yl)-1,3-benzothiazol-4-yl]-(1-phenylcyclopropyl)methanol Chemical compound COC1=CC2=C(N=C(S2)C2=C3N=CC(=NC3=CC(=C2)C)OC)C(=C1)C(O)C1(CC1)C1=CC=CC=C1 HDSNTVRKLDSCIM-UHFFFAOYSA-N 0.000 claims 1
FDUCXURCQXIIBP-UHFFFAOYSA-N [6-methoxy-2-(2-methoxy-7-methylquinoxalin-5-yl)-1,3-benzothiazol-4-yl]-(2-propan-2-ylphenyl)methanol Chemical compound C(C)(C)C1=C(C=CC=C1)C(O)C1=CC(=CC2=C1N=C(S2)C1=C2N=CC(=NC2=CC(=C1)C)OC)OC FDUCXURCQXIIBP-UHFFFAOYSA-N 0.000 claims 1
VRDJZBXNBYQOMF-UHFFFAOYSA-N [6-methoxy-2-(2-methoxy-7-methylquinoxalin-5-yl)-1,3-benzothiazol-4-yl]-(4-methyloxan-4-yl)methanol Chemical compound COC1=CC2=C(N=C(S2)C2=C3N=CC(=NC3=CC(=C2)C)OC)C(=C1)C(O)C1(CCOCC1)C VRDJZBXNBYQOMF-UHFFFAOYSA-N 0.000 claims 1
XWXBYWCDNSWOSY-UHFFFAOYSA-N [6-methoxy-2-(2-methoxy-7-methylquinoxalin-5-yl)-1,3-benzothiazol-4-yl]-[1-(trifluoromethyl)cyclobutyl]methanol Chemical compound COC1=CC2=C(N=C(S2)C2=C3N=CC(=NC3=CC(=C2)C)OC)C(=C1)C(O)C1(CCC1)C(F)(F)F XWXBYWCDNSWOSY-UHFFFAOYSA-N 0.000 claims 1
VMHVIJXGRHFWCD-UHFFFAOYSA-N [6-methoxy-2-(2-methoxy-7-methylquinoxalin-5-yl)-1,3-benzothiazol-4-yl]-[1-(trifluoromethyl)cyclopropyl]methanol Chemical compound COC1=CC2=C(N=C(S2)C2=C3N=CC(=NC3=CC(=C2)C)OC)C(=C1)C(O)C1(CC1)C(F)(F)F VMHVIJXGRHFWCD-UHFFFAOYSA-N 0.000 claims 1
BLCZGRMGPKKXJH-UHFFFAOYSA-N [6-methoxy-2-(2-methoxy-7-methylquinoxalin-5-yl)-1,3-benzothiazol-4-yl]-[3-(trifluoromethyl)phenyl]methanol Chemical compound COC1=CC2=C(N=C(S2)C2=C3N=CC(=NC3=CC(=C2)C)OC)C(=C1)C(O)C1=CC(=CC=C1)C(F)(F)F BLCZGRMGPKKXJH-UHFFFAOYSA-N 0.000 claims 1
MLQKBXPGHMMEBJ-UHFFFAOYSA-N [6-methoxy-2-(2-methoxy-7-methylquinoxalin-5-yl)-1,3-benzothiazol-4-yl]-phenylmethanol Chemical compound COc1cc(C(O)c2ccccc2)c2nc(sc2c1)-c1cc(C)cc2nc(OC)cnc12 MLQKBXPGHMMEBJ-UHFFFAOYSA-N 0.000 claims 1
FNOFEMOUHIYJBR-UHFFFAOYSA-N [6-methoxy-2-(2-methoxy-7-methylquinoxalin-5-yl)-1,3-benzothiazol-4-yl]methanol Chemical compound COC1=CC2=C(N=C(S2)C2=C3N=CC(=NC3=CC(=C2)C)OC)C(=C1)CO FNOFEMOUHIYJBR-UHFFFAOYSA-N 0.000 claims 1
ZUFGSERRGAGBJS-UHFFFAOYSA-N [6-methoxy-2-(2-methoxy-7-methylquinoxalin-5-yl)-5-methyl-1,3-benzothiazol-4-yl]methanol Chemical compound COC1=CC2=C(N=C(S2)C2=C3N=CC(=NC3=CC(=C2)C)OC)C(=C1C)CO ZUFGSERRGAGBJS-UHFFFAOYSA-N 0.000 claims 1
KJAZEUYGOIFECV-UHFFFAOYSA-N [6-methoxy-2-[2-(methoxymethyl)-7-methylquinoxalin-5-yl]-1,3-benzothiazol-4-yl]-pyridin-2-ylmethanol Chemical compound COC1=CC2=C(N=C(S2)C2=C3N=CC(=NC3=CC(=C2)C)COC)C(=C1)C(O)C1=NC=CC=C1 KJAZEUYGOIFECV-UHFFFAOYSA-N 0.000 claims 1
PQZXJLWEHVPZOO-UHFFFAOYSA-N [6-methoxy-2-[2-(methoxymethyl)-7-methylquinoxalin-5-yl]-1,3-benzothiazol-4-yl]-pyridin-3-ylmethanol Chemical compound COC1=CC2=C(N=C(S2)C2=C3N=CC(=NC3=CC(=C2)C)COC)C(=C1)C(O)C=1C=NC=CC=1 PQZXJLWEHVPZOO-UHFFFAOYSA-N 0.000 claims 1
BRJNHWPZAZALKD-UHFFFAOYSA-N [6-methoxy-2-[2-(methoxymethyl)-7-methylquinoxalin-5-yl]-1,3-benzothiazol-4-yl]-pyridin-4-ylmethanol Chemical compound COC1=CC2=C(N=C(S2)C2=C3N=CC(=NC3=CC(=C2)C)COC)C(=C1)C(O)C1=CC=NC=C1 BRJNHWPZAZALKD-UHFFFAOYSA-N 0.000 claims 1
JSXUJQYMNCWCMS-UHFFFAOYSA-N [6-methoxy-2-[2-(methoxymethyl)-7-methylquinoxalin-5-yl]-1,3-benzothiazol-4-yl]methanol Chemical compound COC1=CC2=C(N=C(S2)C2=C3N=CC(=NC3=CC(=C2)C)COC)C(=C1)CO JSXUJQYMNCWCMS-UHFFFAOYSA-N 0.000 claims 1
MNEPLPVWSMZAOG-UHFFFAOYSA-N [6-methoxy-2-[2-(methoxymethyl)-7-methylquinoxalin-5-yl]-1,3-benzothiazol-5-yl]methanol Chemical compound COC1=CC2=C(N=C(S2)C2=C3N=CC(=NC3=CC(=C2)C)COC)C=C1CO MNEPLPVWSMZAOG-UHFFFAOYSA-N 0.000 claims 1
MLBWFEMEETZXRL-UHFFFAOYSA-N [8-(4,5-difluoro-6-methoxy-1,3-benzothiazol-2-yl)-3-methoxyquinoxalin-6-yl]methanol Chemical compound FC1=C(C(=CC2=C1N=C(S2)C=1C=C(C=C2N=C(C=NC=12)OC)CO)OC)F MLBWFEMEETZXRL-UHFFFAOYSA-N 0.000 claims 1
BFBWDUQLNDORJH-UHFFFAOYSA-N [8-(4-chloro-5-fluoro-6-methoxy-1,3-benzothiazol-2-yl)-3-methoxyquinoxalin-6-yl]methanol Chemical compound ClC1=C(C(=CC2=C1N=C(S2)C=1C=C(C=C2N=C(C=NC=12)OC)CO)OC)F BFBWDUQLNDORJH-UHFFFAOYSA-N 0.000 claims 1
IUXRCOQOKMKRND-UHFFFAOYSA-N [8-(4-chloro-5-fluoro-6-methoxy-1,3-benzothiazol-2-yl)-5-fluoro-3-methoxyquinoxalin-6-yl]methanol Chemical compound ClC1=C(C(=CC2=C1N=C(S2)C=1C=C(C(=C2N=C(C=NC=12)OC)F)CO)OC)F IUXRCOQOKMKRND-UHFFFAOYSA-N 0.000 claims 1
QDLIZEQJMDLDBX-UHFFFAOYSA-N [8-(5-fluoro-6-methoxy-1,3-benzothiazol-2-yl)-3-methoxyquinoxalin-6-yl]methanol Chemical compound FC=1C(=CC2=C(N=C(S2)C=2C=C(C=C3N=C(C=NC=23)OC)CO)C=1)OC QDLIZEQJMDLDBX-UHFFFAOYSA-N 0.000 claims 1
VUXFVZZZSOEYGP-UHFFFAOYSA-N [8-(5-fluoro-6-methoxy-4-methyl-1,3-benzothiazol-2-yl)-3-methoxyquinoxalin-6-yl]-phenylmethanol Chemical compound FC=1C(=CC2=C(N=C(S2)C=2C=C(C=C3N=C(C=NC=23)OC)C(O)C2=CC=CC=C2)C=1C)OC VUXFVZZZSOEYGP-UHFFFAOYSA-N 0.000 claims 1
BTFQOOOZKAYMBP-UHFFFAOYSA-N [8-(5-fluoro-6-methoxy-4-methyl-1,3-benzothiazol-2-yl)-3-methoxyquinoxalin-6-yl]methanol Chemical compound FC=1C(=CC2=C(N=C(S2)C=2C=C(C=C3N=C(C=NC=23)OC)CO)C=1C)OC BTFQOOOZKAYMBP-UHFFFAOYSA-N 0.000 claims 1
COMITXZDRXTXPS-UHFFFAOYSA-N [8-(5-fluoro-6-propan-2-yloxy-1,3-benzothiazol-2-yl)-3-methoxyquinoxalin-6-yl]methanol Chemical compound FC=1C(=CC2=C(N=C(S2)C=2C=C(C=C3N=C(C=NC=23)OC)CO)C=1)OC(C)C COMITXZDRXTXPS-UHFFFAOYSA-N 0.000 claims 1
GXDWVVHGPQCTQS-UHFFFAOYSA-N [8-(6-fluoro-5-methoxy-1-benzofuran-2-yl)-3-methoxyquinoxalin-6-yl]methanol Chemical compound FC1=CC2=C(C=C(O2)C=2C=C(C=C3N=C(C=NC=23)OC)CO)C=C1OC GXDWVVHGPQCTQS-UHFFFAOYSA-N 0.000 claims 1
WADMMYWPGGAHTQ-UHFFFAOYSA-N [8-(7-chloro-6-fluoro-5-methoxy-1-benzofuran-2-yl)-3-methoxyquinoxalin-6-yl]methanol Chemical compound ClC1=C(C(=CC=2C=C(OC=21)C=1C=C(C=C2N=C(C=NC=12)OC)CO)OC)F WADMMYWPGGAHTQ-UHFFFAOYSA-N 0.000 claims 1
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 1
125000002393 azetidinyl group Chemical group 0.000 claims 1
125000005873 benzo[d]thiazolyl group Chemical group 0.000 claims 1
125000000499 benzofuranyl group Chemical group O1C(=CC2=C1C=CC=C2)* 0.000 claims 1
KLEKBINSNYAQSL-UHFFFAOYSA-N benzyl N-[2-[2-(difluoromethoxy)-7-methylquinoxalin-5-yl]-1,3-benzothiazol-7-yl]carbamate Chemical compound FC(OC1=NC2=CC(=CC(=C2N=C1)C=1SC2=C(N=1)C=CC=C2NC(OCC1=CC=CC=C1)=O)C)F KLEKBINSNYAQSL-UHFFFAOYSA-N 0.000 claims 1
125000002618 bicyclic heterocycle group Chemical group 0.000 claims 1
230000015572 biosynthetic process Effects 0.000 claims 1
239000008280 blood Substances 0.000 claims 1
210000004369 blood Anatomy 0.000 claims 1
QOEDSGDIWKBECI-UHFFFAOYSA-N butan-2-yl N-(2-methylpyrimidin-5-yl)carbamate Chemical compound CC1=NC=C(C=N1)NC(OC(C)CC)=O QOEDSGDIWKBECI-UHFFFAOYSA-N 0.000 claims 1
DNSISZSEWVHGLH-UHFFFAOYSA-N butanamide Chemical compound CCCC(N)=O DNSISZSEWVHGLH-UHFFFAOYSA-N 0.000 claims 1
125000004432 carbon atom Chemical group C* 0.000 claims 1
125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims 1
210000005242 cardiac chamber Anatomy 0.000 claims 1
125000000000 cycloalkoxy group Chemical group 0.000 claims 1
125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 1
VXJUDXCDWVRBGI-UHFFFAOYSA-N cyclobutyl-[6-methoxy-2-[2-(methoxymethyl)-7-methylquinoxalin-5-yl]-1,3-benzothiazol-4-yl]methanol Chemical compound C1(CCC1)C(O)C1=CC(=CC2=C1N=C(S2)C1=C2N=CC(=NC2=CC(=C1)C)COC)OC VXJUDXCDWVRBGI-UHFFFAOYSA-N 0.000 claims 1
125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims 1
LCGDNOWZLAWRQH-UHFFFAOYSA-N cyclohexyl-[6-methoxy-2-[2-(methoxymethyl)-7-methylquinoxalin-5-yl]-1,3-benzothiazol-4-yl]methanol Chemical compound C1(CCCCC1)C(O)C1=CC(=CC2=C1N=C(S2)C1=C2N=CC(=NC2=CC(=C1)C)COC)OC LCGDNOWZLAWRQH-UHFFFAOYSA-N 0.000 claims 1
DJSIBDUNJKXFJK-UHFFFAOYSA-N cyclopropyl-[6-methoxy-2-(2-methoxy-7-methylquinoxalin-5-yl)-1,3-benzothiazol-4-yl]methanol Chemical compound C1(CC1)C(O)C1=CC(=CC2=C1N=C(S2)C1=C2N=CC(=NC2=CC(=C1)C)OC)OC DJSIBDUNJKXFJK-UHFFFAOYSA-N 0.000 claims 1
NHOCEBHBALZKNU-UHFFFAOYSA-N cyclopropyl-[6-methoxy-2-[2-(methoxymethyl)-7-methylquinoxalin-5-yl]-1,3-benzothiazol-4-yl]methanol Chemical compound COCc1cnc2c(cc(C)cc2n1)-c1nc2c(cc(OC)cc2s1)C(O)C1CC1 NHOCEBHBALZKNU-UHFFFAOYSA-N 0.000 claims 1
QCQAFAYKGTVDLH-UHFFFAOYSA-N cyclopropyl-[8-(5-fluoro-6-methoxy-4-methyl-1,3-benzothiazol-2-yl)-3-methoxyquinoxalin-6-yl]methanol Chemical compound C1(CC1)C(O)C=1C=C2N=C(C=NC2=C(C=1)C=1SC2=C(N=1)C(=C(C(=C2)OC)F)C)OC QCQAFAYKGTVDLH-UHFFFAOYSA-N 0.000 claims 1
239000003814 drug Substances 0.000 claims 1
239000003937 drug carrier Substances 0.000 claims 1
HWWQEHNRURRDSF-UHFFFAOYSA-N ethyl 1-[hydroxy-[6-methoxy-2-(2-methoxy-7-methylquinoxalin-5-yl)-1,3-benzothiazol-4-yl]methyl]cyclobutane-1-carboxylate Chemical compound OC(C1(CCC1)C(=O)OCC)C1=CC(=CC2=C1N=C(S2)C1=C2N=CC(=NC2=CC(=C1)C)OC)OC HWWQEHNRURRDSF-UHFFFAOYSA-N 0.000 claims 1
JHWJFSHTXARZAT-UHFFFAOYSA-N ethyl 2-[[2-(7-chloro-2-methoxyquinoxalin-5-yl)-4-methyl-1,3-benzothiazol-6-yl]oxy]acetate Chemical compound CCOC(=O)COc1cc(C)c2nc(sc2c1)-c1cc(Cl)cc2nc(OC)cnc12 JHWJFSHTXARZAT-UHFFFAOYSA-N 0.000 claims 1
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
125000001153 fluoro group Chemical group F* 0.000 claims 1
125000004615 furo[2,3-b]pyridinyl group Chemical group O1C(=CC=2C1=NC=CC2)* 0.000 claims 1
150000002460 imidazoles Chemical class 0.000 claims 1
239000007943 implant Substances 0.000 claims 1
125000003406 indolizinyl group Chemical group C=1(C=CN2C=CC=CC12)* 0.000 claims 1
201000004332 intermediate coronary syndrome Diseases 0.000 claims 1
201000010849 intracranial embolism Diseases 0.000 claims 1
125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims 1
125000001786 isothiazolyl group Chemical group 0.000 claims 1
PFNNQVWKGZGGHY-UHFFFAOYSA-N methyl 2-[2-(difluoromethoxy)-7-methylquinoxalin-5-yl]-1,3-benzothiazole-7-carboxylate Chemical compound FC(OC1=NC2=CC(=CC(=C2N=C1)C=1SC2=C(N=1)C=CC=C2C(=O)OC)C)F PFNNQVWKGZGGHY-UHFFFAOYSA-N 0.000 claims 1
BGRKLERNHBSHPW-UHFFFAOYSA-N methyl 2-[2-(difluoromethoxy)-7-methylquinoxalin-5-yl]-6,7-dihydro-4H-[1,3]thiazolo[5,4-c]pyridine-5-carboxylate Chemical compound FC(OC1=NC2=CC(=CC(=C2N=C1)C=1SC=2CN(CCC=2N=1)C(=O)OC)C)F BGRKLERNHBSHPW-UHFFFAOYSA-N 0.000 claims 1
GSIFCBFUEHODIM-UHFFFAOYSA-N methyl 2-[2-(methoxymethyl)-7-methylquinoxalin-5-yl]-4-methyl-1,3-benzothiazole-6-carboxylate Chemical compound COCC1=NC2=CC(=CC(=C2N=C1)C=1SC2=C(N=1)C(=CC(=C2)C(=O)OC)C)C GSIFCBFUEHODIM-UHFFFAOYSA-N 0.000 claims 1
TURGVLINXSZZCE-UHFFFAOYSA-N methyl 2-[[2-[2-(methoxymethyl)-7-methylquinoxalin-5-yl]-4,5-dimethyl-1,3-benzothiazol-6-yl]oxy]acetate Chemical compound COCC1=NC2=CC(=CC(=C2N=C1)C=1SC2=C(N=1)C(=C(C(=C2)OCC(=O)OC)C)C)C TURGVLINXSZZCE-UHFFFAOYSA-N 0.000 claims 1
MEGAIGRCTZEZTO-UHFFFAOYSA-N methyl 2-[[4-chloro-5-fluoro-2-(2-methoxy-7-methylquinoxalin-5-yl)-1,3-benzothiazol-6-yl]oxy]acetate Chemical compound ClC1=C(C(=CC2=C1N=C(S2)C1=C2N=CC(=NC2=CC(=C1)C)OC)OCC(=O)OC)F MEGAIGRCTZEZTO-UHFFFAOYSA-N 0.000 claims 1
KVLJQCCCRTUCPT-UHFFFAOYSA-N methyl 2-[[4-chloro-5-fluoro-2-[2-(methoxymethyl)-7-methylquinoxalin-5-yl]-1,3-benzothiazol-6-yl]oxy]acetate Chemical compound ClC1=C(C(=CC2=C1N=C(S2)C1=C2N=CC(=NC2=CC(=C1)C)COC)OCC(=O)OC)F KVLJQCCCRTUCPT-UHFFFAOYSA-N 0.000 claims 1
PJLFOUDVYZCJML-UHFFFAOYSA-N methyl 2-[[5-fluoro-2-(2-methoxy-7-methylquinoxalin-5-yl)-4-methyl-1,3-benzothiazol-6-yl]oxy]acetate Chemical compound FC=1C(=CC2=C(N=C(S2)C2=C3N=CC(=NC3=CC(=C2)C)OC)C=1C)OCC(=O)OC PJLFOUDVYZCJML-UHFFFAOYSA-N 0.000 claims 1
UOTDTGWOUPGSPN-UHFFFAOYSA-N methyl 2-[[5-fluoro-2-[2-(methoxymethyl)-7-methylquinoxalin-5-yl]-4-methyl-1,3-benzothiazol-6-yl]oxy]acetate Chemical compound FC=1C(=CC2=C(N=C(S2)C2=C3N=CC(=NC3=CC(=C2)C)COC)C=1C)OCC(=O)OC UOTDTGWOUPGSPN-UHFFFAOYSA-N 0.000 claims 1
XGQRYGKWZAHISR-UHFFFAOYSA-N methyl 3-(methoxymethyl)-8-(6-methoxy-4-methyl-1,3-benzothiazol-2-yl)quinoxaline-6-carboxylate Chemical compound COCC1=NC2=CC(=CC(C3=NC4=C(C)C=C(OC)C=C4S3)=C2N=C1)C(=O)OC XGQRYGKWZAHISR-UHFFFAOYSA-N 0.000 claims 1
DCPDDSFKJIMUSJ-UHFFFAOYSA-N methyl 4-[2-[[4-chloro-5-fluoro-2-(2-methoxy-7-methylquinoxalin-5-yl)-1,3-benzothiazol-6-yl]oxy]ethoxycarbonylamino]-1-methylpyrrole-2-carboxylate Chemical compound ClC1=C(C(=CC2=C1N=C(S2)C1=C2N=CC(=NC2=CC(=C1)C)OC)OCCOC(=O)NC=1C=C(N(C=1)C)C(=O)OC)F DCPDDSFKJIMUSJ-UHFFFAOYSA-N 0.000 claims 1
ACGXMOTYRRTPPY-UHFFFAOYSA-N methyl 5-(1-benzofuran-2-yl)-7-methylquinoxaline-2-carboxylate Chemical compound O1C(=CC2=C1C=CC=C2)C1=C2N=CC(=NC2=CC(=C1)C)C(=O)OC ACGXMOTYRRTPPY-UHFFFAOYSA-N 0.000 claims 1
SSIQYJOTAXUHTO-UHFFFAOYSA-N methyl 5-[2-[[4-chloro-5-fluoro-2-(2-methoxy-7-methylquinoxalin-5-yl)-1,3-benzothiazol-6-yl]oxy]ethoxycarbonylamino]pyridine-2-carboxylate Chemical compound ClC1=C(C(=CC2=C1N=C(S2)C1=C2N=CC(=NC2=CC(=C1)C)OC)OCCOC(=O)NC=1C=CC(=NC=1)C(=O)OC)F SSIQYJOTAXUHTO-UHFFFAOYSA-N 0.000 claims 1
WNOGCTACLTZJDU-UHFFFAOYSA-N methyl 5-[6-[2-[(4-fluorophenyl)sulfonylamino]ethoxy]-4-methyl-1,3-benzothiazol-2-yl]-7-methylquinoxaline-2-carboxylate Chemical compound COC(=O)c1cnc2c(cc(C)cc2n1)-c1nc2c(C)cc(OCCNS(=O)(=O)c3ccc(F)cc3)cc2s1 WNOGCTACLTZJDU-UHFFFAOYSA-N 0.000 claims 1
AGMVLIDFWPVJBU-CQSZACIVSA-N methyl 5-[[(2R)-1-[[6-fluoro-2-(2-methoxy-7-methylquinoxalin-5-yl)-[1,3]thiazolo[5,4-b]pyridin-5-yl]oxy]propan-2-yl]oxycarbonylamino]pyridine-2-carboxylate Chemical compound FC=1C=C2C(=NC=1OC[C@@H](C)OC(=O)NC=1C=CC(=NC=1)C(=O)OC)SC(=N2)C1=C2N=CC(=NC2=CC(=C1)C)OC AGMVLIDFWPVJBU-CQSZACIVSA-N 0.000 claims 1
JSUZABOGSLWENA-CYBMUJFWSA-N methyl 5-[[(2R)-1-[[6-fluoro-2-(2-methoxy-7-methylquinoxalin-5-yl)-[1,3]thiazolo[5,4-b]pyridin-5-yl]oxy]propan-2-yl]oxycarbonylamino]pyrimidine-2-carboxylate Chemical compound FC=1C=C2C(=NC=1OC[C@@H](C)OC(=O)NC=1C=NC(=NC=1)C(=O)OC)SC(=N2)C1=C2N=CC(=NC2=CC(=C1)C)OC JSUZABOGSLWENA-CYBMUJFWSA-N 0.000 claims 1
XKTNQBININWBCI-UONOGXRCSA-N methyl 5-[[(2R,3S)-3-[[2-(7-chloro-2-methoxyquinoxalin-5-yl)-5-fluoro-1,3-benzothiazol-6-yl]oxy]butan-2-yl]oxycarbonylamino]pyridine-2-carboxylate Chemical compound ClC1=CC(=C2N=CC(=NC2=C1)OC)C=1SC2=C(N=1)C=C(C(=C2)O[C@H]([C@@H](C)OC(=O)NC=1C=CC(=NC=1)C(=O)OC)C)F XKTNQBININWBCI-UONOGXRCSA-N 0.000 claims 1
HCYALFQZLHXXOS-UHFFFAOYSA-N methyl 6-methoxy-2-(2-methoxy-7-methylquinoxalin-5-yl)-1,3-benzothiazole-4-carboxylate Chemical compound COC(=O)c1cc(OC)cc2sc(nc12)-c1cc(C)cc2nc(OC)cnc12 HCYALFQZLHXXOS-UHFFFAOYSA-N 0.000 claims 1
KROGPEAGTXTANX-UHFFFAOYSA-N methyl 8-[6-[2-[(4-fluorophenyl)sulfonylamino]ethoxy]-4-methyl-1,3-benzothiazol-2-yl]-3-(methoxymethyl)quinoxaline-6-carboxylate Chemical compound FC1=CC=C(C=C1)S(=O)(=O)NCCOC1=CC2=C(N=C(S2)C=2C=C(C=C3N=C(C=NC=23)COC)C(=O)OC)C(=C1)C KROGPEAGTXTANX-UHFFFAOYSA-N 0.000 claims 1
NBGGCGPGLBXPLB-UHFFFAOYSA-N methyl N-[2-[2-(difluoromethoxy)-7-methylquinoxalin-5-yl]-1,3-benzothiazol-7-yl]carbamate Chemical compound FC(OC1=NC2=CC(=CC(=C2N=C1)C=1SC2=C(N=1)C=CC=C2NC(OC)=O)C)F NBGGCGPGLBXPLB-UHFFFAOYSA-N 0.000 claims 1
125000006431 methyl cyclopropyl group Chemical group 0.000 claims 1
208000010125 myocardial infarction Diseases 0.000 claims 1
125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
125000001715 oxadiazolyl group Chemical group 0.000 claims 1
URZWZBLBAMLYMW-UHFFFAOYSA-N oxan-4-yl N-[2-[2-(difluoromethoxy)-7-methylquinoxalin-5-yl]-1,3-benzothiazol-7-yl]carbamate Chemical compound FC(OC1=NC2=CC(=CC(=C2N=C1)C=1SC2=C(N=1)C=CC=C2NC(OC1CCOCC1)=O)C)F URZWZBLBAMLYMW-UHFFFAOYSA-N 0.000 claims 1
PBPCPHSQCVOWHH-UHFFFAOYSA-N oxan-4-yl N-[2-[[2-[2-(difluoromethoxy)-7-methylquinoxalin-5-yl]-1,3-benzothiazol-6-yl]oxy]ethyl]carbamate Chemical compound FC(OC1=NC2=CC(=CC(=C2N=C1)C=1SC2=C(N=1)C=CC(=C2)OCCNC(OC1CCOCC1)=O)C)F PBPCPHSQCVOWHH-UHFFFAOYSA-N 0.000 claims 1
DALFOWNTXSBKPU-UHFFFAOYSA-N oxolan-3-yl N-[2-[[2-[2-(difluoromethoxy)-7-methylquinoxalin-5-yl]-1,3-benzothiazol-6-yl]oxy]ethyl]carbamate Chemical compound FC(OC1=NC2=CC(=CC(=C2N=C1)C=1SC2=C(N=1)C=CC(=C2)OCCNC(OC1COCC1)=O)C)F DALFOWNTXSBKPU-UHFFFAOYSA-N 0.000 claims 1
229910052760 oxygen Inorganic materials 0.000 claims 1
239000001301 oxygen Substances 0.000 claims 1
230000003836 peripheral circulation Effects 0.000 claims 1
230000002093 peripheral effect Effects 0.000 claims 1
125000004193 piperazinyl group Chemical group 0.000 claims 1
230000009862 primary prevention Effects 0.000 claims 1
125000003373 pyrazinyl group Chemical group 0.000 claims 1
125000002098 pyridazinyl group Chemical group 0.000 claims 1
125000000246 pyrimidin-2-yl group Chemical group [H]C1=NC(*)=NC([H])=C1[H] 0.000 claims 1
125000000168 pyrrolyl group Chemical group 0.000 claims 1
125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 1
208000010110 spontaneous platelet aggregation Diseases 0.000 claims 1
125000004434 sulfur atom Chemical group 0.000 claims 1
BCYFIWMVRPKAGE-UHFFFAOYSA-N tert-butyl N-[2-[2-(difluoromethoxy)-7-methylquinoxalin-5-yl]-1,3-benzothiazol-7-yl]carbamate Chemical compound Cc1cc(-c2nc3cccc(NC(=O)OC(C)(C)C)c3s2)c2ncc(OC(F)F)nc2c1 BCYFIWMVRPKAGE-UHFFFAOYSA-N 0.000 claims 1
229940124597 therapeutic agent Drugs 0.000 claims 1
125000001113 thiadiazolyl group Chemical group 0.000 claims 1
201000005060 thrombophlebitis Diseases 0.000 claims 1
230000001052 transient effect Effects 0.000 claims 1
WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 2
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 2
XRUPSRNSJYQWDM-LSDHHAIUSA-N [(2R,3S)-3-[[6-fluoro-2-(2-methoxy-7-methylquinoxalin-5-yl)-[1,3]thiazolo[5,4-b]pyridin-5-yl]oxy]butan-2-yl] N-pyridin-3-ylcarbamate Chemical compound N1=CC(=CC=C1)NC(O[C@H](C)[C@H](C)OC1=C(C=C2C(=N1)SC(=N2)C1=C2N=CC(=NC2=CC(=C1)C)OC)F)=O XRUPSRNSJYQWDM-LSDHHAIUSA-N 0.000 description 2
JJRHDORRLUWDKW-LSDHHAIUSA-N [(2R,3S)-3-[[6-fluoro-2-(2-methoxy-7-methylquinoxalin-5-yl)-[1,3]thiazolo[5,4-b]pyridin-5-yl]oxy]butan-2-yl] N-pyridin-4-ylcarbamate Chemical compound N1=CC=C(C=C1)NC(O[C@H](C)[C@H](C)OC1=C(C=C2C(=N1)SC(=N2)C1=C2N=CC(=NC2=CC(=C1)C)OC)F)=O JJRHDORRLUWDKW-LSDHHAIUSA-N 0.000 description 2
239000011541 reaction mixture Substances 0.000 description 2
LLPVJZMTIYQTGU-UHFFFAOYSA-N 5-methoxy-[1,3]thiazolo[5,4-b]pyridin-2-amine Chemical compound COC1=CC=C2N=C(N)SC2=N1 LLPVJZMTIYQTGU-UHFFFAOYSA-N 0.000 description 1
RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
HEDRZPFGACZZDS-MICDWDOJSA-N Trichloro(2H)methane Chemical compound [2H]C(Cl)(Cl)Cl HEDRZPFGACZZDS-MICDWDOJSA-N 0.000 description 1
239000012267 brine Substances 0.000 description 1
229910052802 copper Inorganic materials 0.000 description 1
239000010949 copper Substances 0.000 description 1
235000019439 ethyl acetate Nutrition 0.000 description 1
238000004895 liquid chromatography mass spectrometry Methods 0.000 description 1
229920006395 saturated elastomer Polymers 0.000 description 1
HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 1
239000007787 solid Substances 0.000 description 1
239000000243 solution Substances 0.000 description 1
IOGXOCVLYRDXLW-UHFFFAOYSA-N tert-butyl nitrite Chemical compound CC(C)(C)ON=O IOGXOCVLYRDXLW-UHFFFAOYSA-N 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1

JP2019501619A 2016-07-14 2017-07-13 二環式ヘテロアリール置換化合物 Active JP7058256B2 (ja)