JP2014530194A5

JP2014530194A5 -

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Publication number: JP2014530194A5
Authority: JP; Japan
Prior art keywords: carbonyl; phenyl; quinoxaline; urea; fluoro
Prior art date: 2012-09-14
Legal status : Granted

Application number

JP2014530915A

Other languages

English (en)

Japanese (ja)

Other versions

JP6093768B2 (ja

JP2014530194A (ja

Filing date

2012-09-14

Publication date

2015-11-05

2012-09-14 Application filed filed Critical

2012-09-14 Priority claimed from PCT/US2012/055653 external-priority patent/WO2013040515A1/en

2014-11-17 Publication of JP2014530194A publication Critical patent/JP2014530194A/ja

2015-11-05 Publication of JP2014530194A5 publication Critical patent/JP2014530194A5/ja

2017-03-08 Application granted granted Critical

2017-03-08 Publication of JP6093768B2 publication Critical patent/JP6093768B2/ja

Status Active legal-status Critical Current

2032-09-14 Anticipated expiration legal-status Critical

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-1 nitro, carboxy, sulfinyl Chemical group 0.000 claims description 290
150000003839 salts Chemical class 0.000 claims description 82
150000001875 compounds Chemical class 0.000 claims description 80
239000001257 hydrogen Substances 0.000 claims description 53
229910052739 hydrogen Inorganic materials 0.000 claims description 53
125000000547 substituted alkyl group Chemical group 0.000 claims description 45
125000000592 heterocycloalkyl group Chemical group 0.000 claims description 42
125000001072 heteroaryl group Chemical group 0.000 claims description 36
125000003107 substituted aryl group Chemical group 0.000 claims description 35
150000002431 hydrogen Chemical class 0.000 claims description 31
125000005346 substituted cycloalkyl group Chemical group 0.000 claims description 28
125000002962 imidazol-1-yl group Chemical group [*]N1C([H])=NC([H])=C1[H] 0.000 claims description 22
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 21
125000005843 halogen group Chemical group 0.000 claims description 20
206010028980 Neoplasm Diseases 0.000 claims description 19
201000011510 cancer Diseases 0.000 claims description 18
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 18
125000005415 substituted alkoxy group Chemical group 0.000 claims description 15
125000004093 cyano group Chemical group *C#N 0.000 claims description 14
125000000217 alkyl group Chemical group 0.000 claims description 10
125000004104 aryloxy group Chemical group 0.000 claims description 9
125000001153 fluoro group Chemical group F* 0.000 claims description 8
XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 7
239000004202 carbamide Substances 0.000 claims description 7
125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 6
125000002252 acyl group Chemical group 0.000 claims description 5
125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 5
125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 claims description 5
125000004429 atom Chemical group 0.000 claims description 5
125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 5
239000008194 pharmaceutical composition Substances 0.000 claims description 5
VSRXTTTZMFDPMX-UHFFFAOYSA-N 1-(3,4-dichlorophenyl)-3-[4-fluoro-3-(3-morpholin-4-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound C1=C(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCOCC2)C(F)=CC=C1NC(=O)NC1=CC=C(Cl)C(Cl)=C1 VSRXTTTZMFDPMX-UHFFFAOYSA-N 0.000 claims description 4
UYDDFVLAIZHKSY-UHFFFAOYSA-N 1-[2,4-difluoro-3-(3-piperazin-1-ylquinoxaline-6-carbonyl)phenyl]-3-(3-fluorophenyl)urea Chemical compound FC1=CC=CC(NC(=O)NC=2C(=C(C(=O)C=3C=C4N=C(C=NC4=CC=3)N3CCNCC3)C(F)=CC=2)F)=C1 UYDDFVLAIZHKSY-UHFFFAOYSA-N 0.000 claims description 4
SINGOCFNKVAFLO-UHFFFAOYSA-N 1-[3-(3-cyanoquinoxaline-6-carbonyl)-4-fluorophenyl]-3-(3-fluorophenyl)urea Chemical compound FC1=CC=CC(NC(=O)NC=2C=C(C(F)=CC=2)C(=O)C=2C=C3N=C(C=NC3=CC=2)C#N)=C1 SINGOCFNKVAFLO-UHFFFAOYSA-N 0.000 claims description 4
LTMUSVPMEFOCFP-UHFFFAOYSA-N 1-[3-(3-morpholin-4-ylquinoxaline-6-carbonyl)phenyl]-3-[3-(trifluoromethyl)phenyl]urea Chemical compound FC(F)(F)C1=CC=CC(NC(=O)NC=2C=C(C=CC=2)C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCOCC2)=C1 LTMUSVPMEFOCFP-UHFFFAOYSA-N 0.000 claims description 4
125000004179 3-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(Cl)=C1[H] 0.000 claims description 4
WLTCMGDUYAXRSW-UHFFFAOYSA-N 4-chloro-n-[2,4-difluoro-3-(3-morpholin-4-ylquinoxaline-6-carbonyl)phenyl]-3-fluorobenzamide Chemical compound FC1=C(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCOCC2)C(F)=CC=C1NC(=O)C1=CC=C(Cl)C(F)=C1 WLTCMGDUYAXRSW-UHFFFAOYSA-N 0.000 claims description 4
KXDAEFPNCMNJSK-UHFFFAOYSA-N Benzamide Chemical compound NC(=O)C1=CC=CC=C1 KXDAEFPNCMNJSK-UHFFFAOYSA-N 0.000 claims description 4
125000002883 imidazolyl group Chemical group 0.000 claims description 4
239000000203 mixture Substances 0.000 claims description 4
125000002757 morpholinyl group Chemical group 0.000 claims description 4
125000004193 piperazinyl group Chemical group 0.000 claims description 4
125000003386 piperidinyl group Chemical group 0.000 claims description 4
125000004353 pyrazol-1-yl group Chemical group [H]C1=NN(*)C([H])=C1[H] 0.000 claims description 4
125000003226 pyrazolyl group Chemical group 0.000 claims description 4
125000004076 pyridyl group Chemical group 0.000 claims description 4
125000000719 pyrrolidinyl group Chemical group 0.000 claims description 4
UGUUDTWORXNLAK-UHFFFAOYSA-N azidoalcohol Chemical compound ON=[N+]=[N-] UGUUDTWORXNLAK-UHFFFAOYSA-N 0.000 claims description 3
125000003739 carbamimidoyl group Chemical group C(N)(=N)* 0.000 claims description 3
125000002485 formyl group Chemical group [H]C(*)=O 0.000 claims description 3
125000005553 heteroaryloxy group Chemical group 0.000 claims description 3
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 3
125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 claims description 3
125000005017 substituted alkenyl group Chemical group 0.000 claims description 3
125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims description 3
125000003396 thiol group Chemical group [H]S* 0.000 claims description 3
TVXNZXPZZLJRLR-UHFFFAOYSA-N 1-(3,4-dichlorophenyl)-3-[3-(3-morpholin-4-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound C1=C(Cl)C(Cl)=CC=C1NC(=O)NC1=CC=CC(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCOCC2)=C1 TVXNZXPZZLJRLR-UHFFFAOYSA-N 0.000 claims description 2
BMFQMGKDVNMYHE-UHFFFAOYSA-N 1-(3,4-dichlorophenyl)-3-[3-fluoro-5-(quinoxaline-6-carbonyl)phenyl]urea Chemical compound C=1C(C(=O)C=2C=C3N=CC=NC3=CC=2)=CC(F)=CC=1NC(=O)NC1=CC=C(Cl)C(Cl)=C1 BMFQMGKDVNMYHE-UHFFFAOYSA-N 0.000 claims description 2
KITRDWZLHFIESO-UHFFFAOYSA-N 1-(3,4-dichlorophenyl)-3-[4-fluoro-3-(quinoxaline-6-carbonyl)phenyl]urea Chemical compound C1=C(C(=O)C=2C=C3N=CC=NC3=CC=2)C(F)=CC=C1NC(=O)NC1=CC=C(Cl)C(Cl)=C1 KITRDWZLHFIESO-UHFFFAOYSA-N 0.000 claims description 2
HDXAJHXYTOFIFQ-UHFFFAOYSA-N 1-(3,4-difluorophenyl)-3-[2,4-difluoro-3-(3-piperazin-1-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound C1=C(F)C(F)=CC=C1NC(=O)NC1=CC=C(F)C(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCNCC2)=C1F HDXAJHXYTOFIFQ-UHFFFAOYSA-N 0.000 claims description 2
IXNJKDZNWXUBOA-UHFFFAOYSA-N 1-(3,4-difluorophenyl)-3-[2,4-difluoro-3-(3-pyrrolidin-1-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound C1=C(F)C(F)=CC=C1NC(=O)NC1=CC=C(F)C(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCCC2)=C1F IXNJKDZNWXUBOA-UHFFFAOYSA-N 0.000 claims description 2
KXGNKICZCQWHSL-UHFFFAOYSA-N 1-(3,4-difluorophenyl)-3-[2-fluoro-3-(3-morpholin-4-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound C1=C(F)C(F)=CC=C1NC(=O)NC1=CC=CC(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCOCC2)=C1F KXGNKICZCQWHSL-UHFFFAOYSA-N 0.000 claims description 2
PHWUMBWOEUTRJN-UHFFFAOYSA-N 1-(3,4-difluorophenyl)-3-[2-fluoro-3-(3-piperazin-1-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound C1=C(F)C(F)=CC=C1NC(=O)NC1=CC=CC(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCNCC2)=C1F PHWUMBWOEUTRJN-UHFFFAOYSA-N 0.000 claims description 2
AADHZFFBGFBGCH-UHFFFAOYSA-N 1-(3,4-difluorophenyl)-3-[2-fluoro-3-(3-pyrazol-1-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound C1=C(F)C(F)=CC=C1NC(=O)NC1=CC=CC(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2N=CC=C2)=C1F AADHZFFBGFBGCH-UHFFFAOYSA-N 0.000 claims description 2
SHJFPYQPRYHSES-UHFFFAOYSA-N 1-(3,4-difluorophenyl)-3-[2-fluoro-3-(3-pyrrolidin-1-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound C1=C(F)C(F)=CC=C1NC(=O)NC1=CC=CC(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCCC2)=C1F SHJFPYQPRYHSES-UHFFFAOYSA-N 0.000 claims description 2
JCVZFJQDGQCCGH-UHFFFAOYSA-N 1-(3,4-difluorophenyl)-3-[3,4-difluoro-5-(3-piperazin-1-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound C1=C(F)C(F)=CC=C1NC(=O)NC1=CC(F)=C(F)C(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCNCC2)=C1 JCVZFJQDGQCCGH-UHFFFAOYSA-N 0.000 claims description 2
ATAFEIFSJKJNOT-UHFFFAOYSA-N 1-(3,4-difluorophenyl)-3-[3,4-difluoro-5-(3-pyrrolidin-1-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound C1=C(F)C(F)=CC=C1NC(=O)NC1=CC(F)=C(F)C(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCCC2)=C1 ATAFEIFSJKJNOT-UHFFFAOYSA-N 0.000 claims description 2
DDBZTGKTZMMBJA-UHFFFAOYSA-N 1-(3,4-difluorophenyl)-3-[3-(3-piperazin-1-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound C1=C(F)C(F)=CC=C1NC(=O)NC1=CC=CC(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCNCC2)=C1 DDBZTGKTZMMBJA-UHFFFAOYSA-N 0.000 claims description 2
XQBHJHVSTVHTLK-UHFFFAOYSA-N 1-(3,4-difluorophenyl)-3-[3-(3-pyrrolidin-1-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound C1=C(F)C(F)=CC=C1NC(=O)NC1=CC=CC(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCCC2)=C1 XQBHJHVSTVHTLK-UHFFFAOYSA-N 0.000 claims description 2
NUAJLWAOPCGQOD-UHFFFAOYSA-N 1-(3,4-difluorophenyl)-3-[3-fluoro-5-(3-pyrrolidin-1-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound C=1C(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCCC2)=CC(F)=CC=1NC(=O)NC1=CC=C(F)C(F)=C1 NUAJLWAOPCGQOD-UHFFFAOYSA-N 0.000 claims description 2
MCWYGVRYGOFQTA-UHFFFAOYSA-N 1-(3,4-difluorophenyl)-3-[3-fluoro-5-(quinoxaline-6-carbonyl)phenyl]urea Chemical compound C=1C(C(=O)C=2C=C3N=CC=NC3=CC=2)=CC(F)=CC=1NC(=O)NC1=CC=C(F)C(F)=C1 MCWYGVRYGOFQTA-UHFFFAOYSA-N 0.000 claims description 2
NBOIUBIXPITGIM-UHFFFAOYSA-N 1-(3,4-difluorophenyl)-3-[4-fluoro-3-(3-methoxyquinoxaline-6-carbonyl)phenyl]urea Chemical compound C=1C2=NC(OC)=CN=C2C=CC=1C(=O)C(C(=CC=1)F)=CC=1NC(=O)NC1=CC=C(F)C(F)=C1 NBOIUBIXPITGIM-UHFFFAOYSA-N 0.000 claims description 2
BPIPQXLCJWJCLS-UHFFFAOYSA-N 1-(3,4-difluorophenyl)-3-[4-fluoro-3-(3-pyrrolidin-1-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound C1=C(F)C(F)=CC=C1NC(=O)NC1=CC=C(F)C(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCCC2)=C1 BPIPQXLCJWJCLS-UHFFFAOYSA-N 0.000 claims description 2
APEPJOGZCUZUEZ-UHFFFAOYSA-N 1-(3,4-difluorophenyl)-3-[4-fluoro-3-(quinoxaline-6-carbonyl)phenyl]urea Chemical compound C1=C(F)C(F)=CC=C1NC(=O)NC1=CC=C(F)C(C(=O)C=2C=C3N=CC=NC3=CC=2)=C1 APEPJOGZCUZUEZ-UHFFFAOYSA-N 0.000 claims description 2
GHDIDURCLSBEOY-UHFFFAOYSA-N 1-(3,4-difluorophenyl)-3-[4-fluoro-3-[3-(2-hydroxyethylamino)quinoxaline-6-carbonyl]phenyl]urea Chemical compound C=1C2=NC(NCCO)=CN=C2C=CC=1C(=O)C(C(=CC=1)F)=CC=1NC(=O)NC1=CC=C(F)C(F)=C1 GHDIDURCLSBEOY-UHFFFAOYSA-N 0.000 claims description 2
SZFKMWRWGDQSGR-UHFFFAOYSA-N 1-(3,5-difluorophenyl)-3-[3,4-difluoro-5-(3-piperazin-1-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound FC1=CC(F)=CC(NC(=O)NC=2C=C(C(F)=C(F)C=2)C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCNCC2)=C1 SZFKMWRWGDQSGR-UHFFFAOYSA-N 0.000 claims description 2
BJFZJHUHLLADEO-UHFFFAOYSA-N 1-(3,5-difluorophenyl)-3-[4-fluoro-3-(3-morpholin-4-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound FC1=CC(F)=CC(NC(=O)NC=2C=C(C(F)=CC=2)C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCOCC2)=C1 BJFZJHUHLLADEO-UHFFFAOYSA-N 0.000 claims description 2
ZVJVOIPQKKDBLY-UHFFFAOYSA-N 1-(3-chloro-4-fluorophenyl)-3-[2,4-difluoro-3-(3-pyrrolidin-1-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound C1=C(Cl)C(F)=CC=C1NC(=O)NC1=CC=C(F)C(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCCC2)=C1F ZVJVOIPQKKDBLY-UHFFFAOYSA-N 0.000 claims description 2
NSVNKAZQNIBRTN-UHFFFAOYSA-N 1-(3-chloro-4-fluorophenyl)-3-[2,4-difluoro-3-[3-(1h-pyrazol-4-yl)quinoxaline-6-carbonyl]phenyl]urea Chemical compound C1=C(Cl)C(F)=CC=C1NC(=O)NC1=CC=C(F)C(C(=O)C=2C=C3N=C(C=NC3=CC=2)C2=CNN=C2)=C1F NSVNKAZQNIBRTN-UHFFFAOYSA-N 0.000 claims description 2
ZQCRAIXLDJFEOR-UHFFFAOYSA-N 1-(3-chloro-4-fluorophenyl)-3-[2-fluoro-3-(3-imidazol-1-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound C1=C(Cl)C(F)=CC=C1NC(=O)NC1=CC=CC(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2C=NC=C2)=C1F ZQCRAIXLDJFEOR-UHFFFAOYSA-N 0.000 claims description 2
BIPBPTQNCCAQCU-UHFFFAOYSA-N 1-(3-chloro-4-fluorophenyl)-3-[2-fluoro-3-(3-pyrrolidin-1-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound C1=C(Cl)C(F)=CC=C1NC(=O)NC1=CC=CC(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCCC2)=C1F BIPBPTQNCCAQCU-UHFFFAOYSA-N 0.000 claims description 2
QRJYBTHBXKMAMB-UHFFFAOYSA-N 1-(3-chloro-4-fluorophenyl)-3-[3,4-difluoro-5-(3-pyrrolidin-1-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound C1=C(Cl)C(F)=CC=C1NC(=O)NC1=CC(F)=C(F)C(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCCC2)=C1 QRJYBTHBXKMAMB-UHFFFAOYSA-N 0.000 claims description 2
FXFYDMQSVNQGQO-UHFFFAOYSA-N 1-(3-chloro-4-fluorophenyl)-3-[3,4-difluoro-5-[3-(1h-pyrazol-4-yl)quinoxaline-6-carbonyl]phenyl]urea Chemical compound C1=C(Cl)C(F)=CC=C1NC(=O)NC1=CC(F)=C(F)C(C(=O)C=2C=C3N=C(C=NC3=CC=2)C2=CNN=C2)=C1 FXFYDMQSVNQGQO-UHFFFAOYSA-N 0.000 claims description 2
VPTQOOZJYIZICT-UHFFFAOYSA-N 1-(3-chloro-4-fluorophenyl)-3-[3-(3-pyrazol-1-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound C1=C(Cl)C(F)=CC=C1NC(=O)NC1=CC=CC(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2N=CC=C2)=C1 VPTQOOZJYIZICT-UHFFFAOYSA-N 0.000 claims description 2
VPUWIAKYVJUHMO-UHFFFAOYSA-N 1-(3-chloro-4-fluorophenyl)-3-[3-(3-pyrrolidin-1-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound C1=C(Cl)C(F)=CC=C1NC(=O)NC1=CC=CC(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCCC2)=C1 VPUWIAKYVJUHMO-UHFFFAOYSA-N 0.000 claims description 2
UJMXWBVJJBEXKI-UHFFFAOYSA-N 1-(3-chloro-4-fluorophenyl)-3-[3-fluoro-5-(3-morpholin-4-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound C=1C(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCOCC2)=CC(F)=CC=1NC(=O)NC1=CC=C(F)C(Cl)=C1 UJMXWBVJJBEXKI-UHFFFAOYSA-N 0.000 claims description 2
RGDNRYZYHLHHJV-UHFFFAOYSA-N 1-(3-chloro-4-fluorophenyl)-3-[3-fluoro-5-(3-pyrrolidin-1-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound C=1C(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCCC2)=CC(F)=CC=1NC(=O)NC1=CC=C(F)C(Cl)=C1 RGDNRYZYHLHHJV-UHFFFAOYSA-N 0.000 claims description 2
JPHQBYZNVFHQJL-UHFFFAOYSA-N 1-(3-chloro-4-fluorophenyl)-3-[3-fluoro-5-(quinoxaline-6-carbonyl)phenyl]urea Chemical compound C=1C(C(=O)C=2C=C3N=CC=NC3=CC=2)=CC(F)=CC=1NC(=O)NC1=CC=C(F)C(Cl)=C1 JPHQBYZNVFHQJL-UHFFFAOYSA-N 0.000 claims description 2
VXUXELCKYNDYPY-UHFFFAOYSA-N 1-(3-chloro-4-fluorophenyl)-3-[3-fluoro-5-[3-(1h-pyrazol-4-yl)quinoxaline-6-carbonyl]phenyl]urea Chemical compound C=1C(C(=O)C=2C=C3N=C(C=NC3=CC=2)C2=CNN=C2)=CC(F)=CC=1NC(=O)NC1=CC=C(F)C(Cl)=C1 VXUXELCKYNDYPY-UHFFFAOYSA-N 0.000 claims description 2
GQZVAMQJYYQJEL-UHFFFAOYSA-N 1-(3-chloro-4-fluorophenyl)-3-[4-fluoro-3-(3-morpholin-4-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound C1=C(Cl)C(F)=CC=C1NC(=O)NC1=CC=C(F)C(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCOCC2)=C1 GQZVAMQJYYQJEL-UHFFFAOYSA-N 0.000 claims description 2
KNEWXFOJEROMNM-UHFFFAOYSA-N 1-(3-chloro-4-fluorophenyl)-3-[4-fluoro-3-(3-pyrazol-1-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound C1=C(Cl)C(F)=CC=C1NC(=O)NC1=CC=C(F)C(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2N=CC=C2)=C1 KNEWXFOJEROMNM-UHFFFAOYSA-N 0.000 claims description 2
IWVNWVMDYGVJQF-UHFFFAOYSA-N 1-(3-chloro-4-fluorophenyl)-3-[4-fluoro-3-(3-pyrrolidin-1-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound C1=C(Cl)C(F)=CC=C1NC(=O)NC1=CC=C(F)C(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCCC2)=C1 IWVNWVMDYGVJQF-UHFFFAOYSA-N 0.000 claims description 2
QYJQVVHATKOSDU-UHFFFAOYSA-N 1-(3-chloro-4-fluorophenyl)-3-[4-fluoro-3-(quinoxaline-6-carbonyl)phenyl]urea Chemical compound C1=C(Cl)C(F)=CC=C1NC(=O)NC1=CC=C(F)C(C(=O)C=2C=C3N=CC=NC3=CC=2)=C1 QYJQVVHATKOSDU-UHFFFAOYSA-N 0.000 claims description 2
WTURWPKHWLDYCU-UHFFFAOYSA-N 1-(3-chloro-5-fluorophenyl)-3-[3-fluoro-5-(quinoxaline-6-carbonyl)phenyl]urea Chemical compound FC1=CC(Cl)=CC(NC(=O)NC=2C=C(C=C(F)C=2)C(=O)C=2C=C3N=CC=NC3=CC=2)=C1 WTURWPKHWLDYCU-UHFFFAOYSA-N 0.000 claims description 2
JSBUHYZLNNEUET-UHFFFAOYSA-N 1-(3-chloro-5-fluorophenyl)-3-[4-fluoro-3-(3-morpholin-4-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound FC1=CC(Cl)=CC(NC(=O)NC=2C=C(C(F)=CC=2)C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCOCC2)=C1 JSBUHYZLNNEUET-UHFFFAOYSA-N 0.000 claims description 2
YKBXAVDQNVCOJZ-UHFFFAOYSA-N 1-(3-chloro-5-fluorophenyl)-3-[4-fluoro-3-(quinoxaline-6-carbonyl)phenyl]urea Chemical compound FC1=CC(Cl)=CC(NC(=O)NC=2C=C(C(F)=CC=2)C(=O)C=2C=C3N=CC=NC3=CC=2)=C1 YKBXAVDQNVCOJZ-UHFFFAOYSA-N 0.000 claims description 2
LLHAJWSXCSQAJQ-UHFFFAOYSA-N 1-(3-chlorophenyl)-3-[2,4-difluoro-3-(3-methoxyquinoxaline-6-carbonyl)phenyl]urea Chemical compound C=1C2=NC(OC)=CN=C2C=CC=1C(=O)C(C=1F)=C(F)C=CC=1NC(=O)NC1=CC=CC(Cl)=C1 LLHAJWSXCSQAJQ-UHFFFAOYSA-N 0.000 claims description 2
OZFHDCXJZUEQNC-UHFFFAOYSA-N 1-(3-chlorophenyl)-3-[2,4-difluoro-3-(quinoxaline-6-carbonyl)phenyl]urea Chemical compound FC1=C(C(=O)C=2C=C3N=CC=NC3=CC=2)C(F)=CC=C1NC(=O)NC1=CC=CC(Cl)=C1 OZFHDCXJZUEQNC-UHFFFAOYSA-N 0.000 claims description 2
LRTBITMAYGDWHH-UHFFFAOYSA-N 1-(3-chlorophenyl)-3-[2-fluoro-3-(3-methoxyquinoxaline-6-carbonyl)phenyl]urea Chemical compound C=1C2=NC(OC)=CN=C2C=CC=1C(=O)C(C=1F)=CC=CC=1NC(=O)NC1=CC=CC(Cl)=C1 LRTBITMAYGDWHH-UHFFFAOYSA-N 0.000 claims description 2
RKBOXYAPZSWEIR-UHFFFAOYSA-N 1-(3-chlorophenyl)-3-[2-fluoro-3-(3-methylquinoxaline-6-carbonyl)phenyl]urea Chemical compound C=1C2=NC(C)=CN=C2C=CC=1C(=O)C(C=1F)=CC=CC=1NC(=O)NC1=CC=CC(Cl)=C1 RKBOXYAPZSWEIR-UHFFFAOYSA-N 0.000 claims description 2
NDVAAFAUUDKTHQ-UHFFFAOYSA-N 1-(3-chlorophenyl)-3-[2-fluoro-3-(quinoxaline-6-carbonyl)phenyl]urea Chemical compound C1=CC=C(C(=O)C=2C=C3N=CC=NC3=CC=2)C(F)=C1NC(=O)NC1=CC=CC(Cl)=C1 NDVAAFAUUDKTHQ-UHFFFAOYSA-N 0.000 claims description 2
WTBNLDDOCQVUAD-UHFFFAOYSA-N 1-(3-chlorophenyl)-3-[3-(3-cyanoquinoxaline-6-carbonyl)-2,4-difluorophenyl]urea Chemical compound FC1=C(C(=O)C=2C=C3N=C(C=NC3=CC=2)C#N)C(F)=CC=C1NC(=O)NC1=CC=CC(Cl)=C1 WTBNLDDOCQVUAD-UHFFFAOYSA-N 0.000 claims description 2
SCFWRWJSUKXGTJ-UHFFFAOYSA-N 1-(3-chlorophenyl)-3-[3-(3-cyanoquinoxaline-6-carbonyl)-2-fluorophenyl]urea Chemical compound C1=CC=C(C(=O)C=2C=C3N=C(C=NC3=CC=2)C#N)C(F)=C1NC(=O)NC1=CC=CC(Cl)=C1 SCFWRWJSUKXGTJ-UHFFFAOYSA-N 0.000 claims description 2
BXORWBNDGYAMQH-UHFFFAOYSA-N 1-(3-chlorophenyl)-3-[3-(3-cyanoquinoxaline-6-carbonyl)-4-fluorophenyl]urea Chemical compound C1=C(C(=O)C=2C=C3N=C(C=NC3=CC=2)C#N)C(F)=CC=C1NC(=O)NC1=CC=CC(Cl)=C1 BXORWBNDGYAMQH-UHFFFAOYSA-N 0.000 claims description 2
SBTNWZDXXXIEHX-UHFFFAOYSA-N 1-(3-chlorophenyl)-3-[3-(3-cyanoquinoxaline-6-carbonyl)phenyl]urea Chemical compound ClC1=CC=CC(NC(=O)NC=2C=C(C=CC=2)C(=O)C=2C=C3N=C(C=NC3=CC=2)C#N)=C1 SBTNWZDXXXIEHX-UHFFFAOYSA-N 0.000 claims description 2
XDZJRFOGCQPNEZ-UHFFFAOYSA-N 1-(3-chlorophenyl)-3-[3-(3-methoxyquinoxaline-6-carbonyl)phenyl]urea Chemical compound C=1C2=NC(OC)=CN=C2C=CC=1C(=O)C(C=1)=CC=CC=1NC(=O)NC1=CC=CC(Cl)=C1 XDZJRFOGCQPNEZ-UHFFFAOYSA-N 0.000 claims description 2
VPXHMIUTFVDNJS-UHFFFAOYSA-N 1-(3-chlorophenyl)-3-[3-(3-methylquinoxaline-6-carbonyl)phenyl]urea Chemical compound C=1C2=NC(C)=CN=C2C=CC=1C(=O)C(C=1)=CC=CC=1NC(=O)NC1=CC=CC(Cl)=C1 VPXHMIUTFVDNJS-UHFFFAOYSA-N 0.000 claims description 2
SMCXUSWUUBXDCH-UHFFFAOYSA-N 1-(3-chlorophenyl)-3-[3-(3-piperazin-1-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound ClC1=CC=CC(NC(=O)NC=2C=C(C=CC=2)C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCNCC2)=C1 SMCXUSWUUBXDCH-UHFFFAOYSA-N 0.000 claims description 2
MEUOUZUIHGTIJQ-UHFFFAOYSA-N 1-(3-chlorophenyl)-3-[3-(quinoxaline-6-carbonyl)phenyl]urea Chemical compound ClC1=CC=CC(NC(=O)NC=2C=C(C=CC=2)C(=O)C=2C=C3N=CC=NC3=CC=2)=C1 MEUOUZUIHGTIJQ-UHFFFAOYSA-N 0.000 claims description 2
JQHZOJAWRKMQSQ-UHFFFAOYSA-N 1-(3-chlorophenyl)-3-[3-fluoro-5-(3-morpholin-4-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound C=1C(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCOCC2)=CC(F)=CC=1NC(=O)NC1=CC=CC(Cl)=C1 JQHZOJAWRKMQSQ-UHFFFAOYSA-N 0.000 claims description 2
MVPTZCKUNKITBI-UHFFFAOYSA-N 1-(3-chlorophenyl)-3-[3-fluoro-5-(quinoxaline-6-carbonyl)phenyl]urea Chemical compound C=1C(C(=O)C=2C=C3N=CC=NC3=CC=2)=CC(F)=CC=1NC(=O)NC1=CC=CC(Cl)=C1 MVPTZCKUNKITBI-UHFFFAOYSA-N 0.000 claims description 2
ILUYMYYXDJDVOW-UHFFFAOYSA-N 1-(3-chlorophenyl)-3-[4-fluoro-3-(3-methoxyquinoxaline-6-carbonyl)phenyl]urea Chemical compound C=1C2=NC(OC)=CN=C2C=CC=1C(=O)C(C(=CC=1)F)=CC=1NC(=O)NC1=CC=CC(Cl)=C1 ILUYMYYXDJDVOW-UHFFFAOYSA-N 0.000 claims description 2
RIVZJGOXOZZAFP-UHFFFAOYSA-N 1-(3-chlorophenyl)-3-[4-fluoro-3-(3-methylquinoxaline-6-carbonyl)phenyl]urea Chemical compound C=1C2=NC(C)=CN=C2C=CC=1C(=O)C(C(=CC=1)F)=CC=1NC(=O)NC1=CC=CC(Cl)=C1 RIVZJGOXOZZAFP-UHFFFAOYSA-N 0.000 claims description 2
LNMBHUZVBWDOJY-UHFFFAOYSA-N 1-(3-chlorophenyl)-3-[4-fluoro-3-(3-morpholin-4-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound C1=C(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCOCC2)C(F)=CC=C1NC(=O)NC1=CC=CC(Cl)=C1 LNMBHUZVBWDOJY-UHFFFAOYSA-N 0.000 claims description 2
DQBONXDVFHGGDV-UHFFFAOYSA-N 1-(3-chlorophenyl)-3-[4-fluoro-3-(quinoxaline-6-carbonyl)phenyl]urea Chemical compound C1=C(C(=O)C=2C=C3N=CC=NC3=CC=2)C(F)=CC=C1NC(=O)NC1=CC=CC(Cl)=C1 DQBONXDVFHGGDV-UHFFFAOYSA-N 0.000 claims description 2
GRYDTCCGXNCSTG-UHFFFAOYSA-N 1-(3-fluorophenyl)-3-[2,4,5-trifluoro-3-(3-morpholin-4-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound FC1=CC=CC(NC(=O)NC=2C(=C(C(=O)C=3C=C4N=C(C=NC4=CC=3)N3CCOCC3)C(F)=C(F)C=2)F)=C1 GRYDTCCGXNCSTG-UHFFFAOYSA-N 0.000 claims description 2
SOETYWGGJUKIOH-UHFFFAOYSA-N 1-(3-fluorophenyl)-3-[2,4,5-trifluoro-3-(quinoxaline-6-carbonyl)phenyl]urea Chemical compound FC1=CC=CC(NC(=O)NC=2C(=C(C(=O)C=3C=C4N=CC=NC4=CC=3)C(F)=C(F)C=2)F)=C1 SOETYWGGJUKIOH-UHFFFAOYSA-N 0.000 claims description 2
ILVGHDZAFUPZCB-UHFFFAOYSA-N 1-(3-fluorophenyl)-3-[2-fluoro-3-(3-piperazin-1-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound FC1=CC=CC(NC(=O)NC=2C(=C(C(=O)C=3C=C4N=C(C=NC4=CC=3)N3CCNCC3)C=CC=2)F)=C1 ILVGHDZAFUPZCB-UHFFFAOYSA-N 0.000 claims description 2
SBGHFVQEOYLKMP-UHFFFAOYSA-N 1-(3-fluorophenyl)-3-[2-fluoro-3-(3-pyrazol-1-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound FC1=CC=CC(NC(=O)NC=2C(=C(C(=O)C=3C=C4N=C(C=NC4=CC=3)N3N=CC=C3)C=CC=2)F)=C1 SBGHFVQEOYLKMP-UHFFFAOYSA-N 0.000 claims description 2
WLESSGVGHGJBHZ-UHFFFAOYSA-N 1-(3-fluorophenyl)-3-[2-fluoro-3-(3-pyridin-3-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound FC1=CC=CC(NC(=O)NC=2C(=C(C(=O)C=3C=C4N=C(C=NC4=CC=3)C=3C=NC=CC=3)C=CC=2)F)=C1 WLESSGVGHGJBHZ-UHFFFAOYSA-N 0.000 claims description 2
GNVLEGJRMJXJGP-UHFFFAOYSA-N 1-(3-fluorophenyl)-3-[2-fluoro-3-(quinoxaline-6-carbonyl)phenyl]urea Chemical compound FC1=CC=CC(NC(=O)NC=2C(=C(C(=O)C=3C=C4N=CC=NC4=CC=3)C=CC=2)F)=C1 GNVLEGJRMJXJGP-UHFFFAOYSA-N 0.000 claims description 2
PFKNWDWZWAFNLO-UHFFFAOYSA-N 1-(3-fluorophenyl)-3-[3-(3-methoxyquinoxaline-6-carbonyl)phenyl]urea Chemical compound C=1C2=NC(OC)=CN=C2C=CC=1C(=O)C(C=1)=CC=CC=1NC(=O)NC1=CC=CC(F)=C1 PFKNWDWZWAFNLO-UHFFFAOYSA-N 0.000 claims description 2
TTZKCERSIZFVJM-UHFFFAOYSA-N 1-(3-fluorophenyl)-3-[3-(3-methylquinoxaline-6-carbonyl)phenyl]urea Chemical compound C=1C2=NC(C)=CN=C2C=CC=1C(=O)C(C=1)=CC=CC=1NC(=O)NC1=CC=CC(F)=C1 TTZKCERSIZFVJM-UHFFFAOYSA-N 0.000 claims description 2
RHZRFLBGCJFPMY-UHFFFAOYSA-N 1-(3-fluorophenyl)-3-[3-(3-morpholin-4-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound FC1=CC=CC(NC(=O)NC=2C=C(C=CC=2)C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCOCC2)=C1 RHZRFLBGCJFPMY-UHFFFAOYSA-N 0.000 claims description 2
REQVQILQCCZZKZ-UHFFFAOYSA-N 1-(3-fluorophenyl)-3-[3-(3-piperazin-1-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound FC1=CC=CC(NC(=O)NC=2C=C(C=CC=2)C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCNCC2)=C1 REQVQILQCCZZKZ-UHFFFAOYSA-N 0.000 claims description 2
YTOYNYRHDGDHTE-UHFFFAOYSA-N 1-(3-fluorophenyl)-3-[3-(3-pyrrolidin-1-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound FC1=CC=CC(NC(=O)NC=2C=C(C=CC=2)C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCCC2)=C1 YTOYNYRHDGDHTE-UHFFFAOYSA-N 0.000 claims description 2
BWBKKLOOGZKKQC-UHFFFAOYSA-N 1-(3-fluorophenyl)-3-[3-(quinoxaline-6-carbonyl)phenyl]urea Chemical compound FC1=CC=CC(NC(=O)NC=2C=C(C=CC=2)C(=O)C=2C=C3N=CC=NC3=CC=2)=C1 BWBKKLOOGZKKQC-UHFFFAOYSA-N 0.000 claims description 2
GCLHJXIZIPYNSO-UHFFFAOYSA-N 1-(3-fluorophenyl)-3-[3-fluoro-5-(3-pyrrolidin-1-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound FC1=CC=CC(NC(=O)NC=2C=C(C=C(F)C=2)C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCCC2)=C1 GCLHJXIZIPYNSO-UHFFFAOYSA-N 0.000 claims description 2
GOKPGCPADUOQRD-UHFFFAOYSA-N 1-(3-fluorophenyl)-3-[3-fluoro-5-(quinoxaline-6-carbonyl)phenyl]urea Chemical compound FC1=CC=CC(NC(=O)NC=2C=C(C=C(F)C=2)C(=O)C=2C=C3N=CC=NC3=CC=2)=C1 GOKPGCPADUOQRD-UHFFFAOYSA-N 0.000 claims description 2
UBQJOHYXDRZRKR-UHFFFAOYSA-N 1-(3-fluorophenyl)-3-[4-fluoro-3-(3-piperazin-1-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound FC1=CC=CC(NC(=O)NC=2C=C(C(F)=CC=2)C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCNCC2)=C1 UBQJOHYXDRZRKR-UHFFFAOYSA-N 0.000 claims description 2
SMARYRCHWKAPBI-UHFFFAOYSA-N 1-(3-fluorophenyl)-3-[4-fluoro-3-(3-pyrazol-1-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound FC1=CC=CC(NC(=O)NC=2C=C(C(F)=CC=2)C(=O)C=2C=C3N=C(C=NC3=CC=2)N2N=CC=C2)=C1 SMARYRCHWKAPBI-UHFFFAOYSA-N 0.000 claims description 2
RUZPSRYCSRXVKZ-UHFFFAOYSA-N 1-(3-fluorophenyl)-3-[4-fluoro-3-(3-pyrrolidin-1-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound FC1=CC=CC(NC(=O)NC=2C=C(C(F)=CC=2)C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCCC2)=C1 RUZPSRYCSRXVKZ-UHFFFAOYSA-N 0.000 claims description 2
JOPOGPZNDHQXNP-UHFFFAOYSA-N 1-(3-fluorophenyl)-3-[4-fluoro-3-(quinoxaline-6-carbonyl)phenyl]urea Chemical compound FC1=CC=CC(NC(=O)NC=2C=C(C(F)=CC=2)C(=O)C=2C=C3N=CC=NC3=CC=2)=C1 JOPOGPZNDHQXNP-UHFFFAOYSA-N 0.000 claims description 2
CGXQCVUVKWBSSY-UHFFFAOYSA-N 1-(4-chloro-3-fluorophenyl)-3-[2,4-difluoro-3-(3-morpholin-4-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound FC1=C(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCOCC2)C(F)=CC=C1NC(=O)NC1=CC=C(Cl)C(F)=C1 CGXQCVUVKWBSSY-UHFFFAOYSA-N 0.000 claims description 2
JQOQNNNSJLAKSS-UHFFFAOYSA-N 1-(4-chloro-3-fluorophenyl)-3-[2,4-difluoro-3-(3-pyrazol-1-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound FC1=C(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2N=CC=C2)C(F)=CC=C1NC(=O)NC1=CC=C(Cl)C(F)=C1 JQOQNNNSJLAKSS-UHFFFAOYSA-N 0.000 claims description 2
OKIXVBZHXUXUCF-UHFFFAOYSA-N 1-(4-chloro-3-fluorophenyl)-3-[2,4-difluoro-3-(3-pyrrolidin-1-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound FC1=C(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCCC2)C(F)=CC=C1NC(=O)NC1=CC=C(Cl)C(F)=C1 OKIXVBZHXUXUCF-UHFFFAOYSA-N 0.000 claims description 2
WDSMEAYOKOWSMN-UHFFFAOYSA-N 1-(4-chloro-3-fluorophenyl)-3-[2-fluoro-3-(3-pyrazol-1-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound C1=C(Cl)C(F)=CC(NC(=O)NC=2C(=C(C(=O)C=3C=C4N=C(C=NC4=CC=3)N3N=CC=C3)C=CC=2)F)=C1 WDSMEAYOKOWSMN-UHFFFAOYSA-N 0.000 claims description 2
BFORCBIHHMVARJ-UHFFFAOYSA-N 1-(4-chloro-3-fluorophenyl)-3-[2-fluoro-3-(3-pyrrolidin-1-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound C1=C(Cl)C(F)=CC(NC(=O)NC=2C(=C(C(=O)C=3C=C4N=C(C=NC4=CC=3)N3CCCC3)C=CC=2)F)=C1 BFORCBIHHMVARJ-UHFFFAOYSA-N 0.000 claims description 2
KXLJSTXPBWOEJL-UHFFFAOYSA-N 1-(4-chloro-3-fluorophenyl)-3-[3,4-difluoro-5-(3-pyrrolidin-1-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound C1=C(Cl)C(F)=CC(NC(=O)NC=2C=C(C(F)=C(F)C=2)C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCCC2)=C1 KXLJSTXPBWOEJL-UHFFFAOYSA-N 0.000 claims description 2
ZBCYXURGSKGRFO-UHFFFAOYSA-N 1-(4-chloro-3-fluorophenyl)-3-[3-(3-pyrrolidin-1-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound C1=C(Cl)C(F)=CC(NC(=O)NC=2C=C(C=CC=2)C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCCC2)=C1 ZBCYXURGSKGRFO-UHFFFAOYSA-N 0.000 claims description 2
JOAXYCCYEYIBQC-UHFFFAOYSA-N 1-(4-chloro-3-fluorophenyl)-3-[3-fluoro-5-(3-imidazol-1-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound C=1C(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2C=NC=C2)=CC(F)=CC=1NC(=O)NC1=CC=C(Cl)C(F)=C1 JOAXYCCYEYIBQC-UHFFFAOYSA-N 0.000 claims description 2
ZAZXYDKDHPWVKR-UHFFFAOYSA-N 1-(4-chloro-3-fluorophenyl)-3-[3-fluoro-5-(3-pyrrolidin-1-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound C=1C(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCCC2)=CC(F)=CC=1NC(=O)NC1=CC=C(Cl)C(F)=C1 ZAZXYDKDHPWVKR-UHFFFAOYSA-N 0.000 claims description 2
ONBDATOXXBOQTI-UHFFFAOYSA-N 1-(4-chloro-3-fluorophenyl)-3-[4-fluoro-3-(3-pyrazol-1-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound C1=C(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2N=CC=C2)C(F)=CC=C1NC(=O)NC1=CC=C(Cl)C(F)=C1 ONBDATOXXBOQTI-UHFFFAOYSA-N 0.000 claims description 2
JPHNMNHZXVUWIP-UHFFFAOYSA-N 1-(4-chloro-3-fluorophenyl)-3-[4-fluoro-3-(3-pyrrolidin-1-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound C1=C(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCCC2)C(F)=CC=C1NC(=O)NC1=CC=C(Cl)C(F)=C1 JPHNMNHZXVUWIP-UHFFFAOYSA-N 0.000 claims description 2
XWBPCTGEADVMIB-UHFFFAOYSA-N 1-(4-chloro-3-fluorophenyl)-3-[4-fluoro-3-(quinoxaline-6-carbonyl)phenyl]urea Chemical compound C1=C(Cl)C(F)=CC(NC(=O)NC=2C=C(C(F)=CC=2)C(=O)C=2C=C3N=CC=NC3=CC=2)=C1 XWBPCTGEADVMIB-UHFFFAOYSA-N 0.000 claims description 2
SNULWYLBAGLHST-UHFFFAOYSA-N 1-(4-chloro-3-fluorophenyl)-3-[4-fluoro-3-[3-(1h-pyrazol-4-yl)quinoxaline-6-carbonyl]phenyl]urea Chemical compound C1=C(C(=O)C=2C=C3N=C(C=NC3=CC=2)C2=CNN=C2)C(F)=CC=C1NC(=O)NC1=CC=C(Cl)C(F)=C1 SNULWYLBAGLHST-UHFFFAOYSA-N 0.000 claims description 2
SXPCWUDSYAAVBV-UHFFFAOYSA-N 1-(4-chlorophenyl)-3-[3-(3-morpholin-4-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound C1=CC(Cl)=CC=C1NC(=O)NC1=CC=CC(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCOCC2)=C1 SXPCWUDSYAAVBV-UHFFFAOYSA-N 0.000 claims description 2
DWSXTXRPXOHHIM-UHFFFAOYSA-N 1-(4-chlorophenyl)-3-[3-fluoro-5-(quinoxaline-6-carbonyl)phenyl]urea Chemical compound C=1C(C(=O)C=2C=C3N=CC=NC3=CC=2)=CC(F)=CC=1NC(=O)NC1=CC=C(Cl)C=C1 DWSXTXRPXOHHIM-UHFFFAOYSA-N 0.000 claims description 2
JBFSOMXQUDPNDJ-UHFFFAOYSA-N 1-(4-chlorophenyl)-3-[4-fluoro-3-(quinoxaline-6-carbonyl)phenyl]urea Chemical compound C1=C(C(=O)C=2C=C3N=CC=NC3=CC=2)C(F)=CC=C1NC(=O)NC1=CC=C(Cl)C=C1 JBFSOMXQUDPNDJ-UHFFFAOYSA-N 0.000 claims description 2
OMYKHCDEYYWDMD-UHFFFAOYSA-N 1-(4-fluorophenyl)-3-[2-fluoro-3-(3-piperazin-1-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound C1=CC(F)=CC=C1NC(=O)NC1=CC=CC(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCNCC2)=C1F OMYKHCDEYYWDMD-UHFFFAOYSA-N 0.000 claims description 2
SPMCEQBZORXQGR-UHFFFAOYSA-N 1-(4-fluorophenyl)-3-[2-fluoro-3-(3-pyrazol-1-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound C1=CC(F)=CC=C1NC(=O)NC1=CC=CC(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2N=CC=C2)=C1F SPMCEQBZORXQGR-UHFFFAOYSA-N 0.000 claims description 2
HKGLYOOXCUCRQT-UHFFFAOYSA-N 1-(4-fluorophenyl)-3-[2-fluoro-3-(3-pyrrolidin-1-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound C1=CC(F)=CC=C1NC(=O)NC1=CC=CC(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCCC2)=C1F HKGLYOOXCUCRQT-UHFFFAOYSA-N 0.000 claims description 2
BKZLSEGTEDNKHU-UHFFFAOYSA-N 1-(4-fluorophenyl)-3-[3-(3-piperazin-1-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound C1=CC(F)=CC=C1NC(=O)NC1=CC=CC(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCNCC2)=C1 BKZLSEGTEDNKHU-UHFFFAOYSA-N 0.000 claims description 2
QHYZZKQIZSLJEZ-UHFFFAOYSA-N 1-(4-fluorophenyl)-3-[3-(3-pyrrolidin-1-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound C1=CC(F)=CC=C1NC(=O)NC1=CC=CC(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCCC2)=C1 QHYZZKQIZSLJEZ-UHFFFAOYSA-N 0.000 claims description 2
CTJNAAGDAYFYAW-UHFFFAOYSA-N 1-(4-fluorophenyl)-3-[3-fluoro-5-(3-pyrrolidin-1-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound C1=CC(F)=CC=C1NC(=O)NC1=CC(F)=CC(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCCC2)=C1 CTJNAAGDAYFYAW-UHFFFAOYSA-N 0.000 claims description 2
YBPUDFGXBYXEES-UHFFFAOYSA-N 1-(4-fluorophenyl)-3-[3-fluoro-5-(quinoxaline-6-carbonyl)phenyl]urea Chemical compound C1=CC(F)=CC=C1NC(=O)NC1=CC(F)=CC(C(=O)C=2C=C3N=CC=NC3=CC=2)=C1 YBPUDFGXBYXEES-UHFFFAOYSA-N 0.000 claims description 2
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BNWGTDGFUZVPNH-UHFFFAOYSA-N 1-(4-fluorophenyl)-3-[4-fluoro-3-(3-pyrazol-1-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound C1=CC(F)=CC=C1NC(=O)NC1=CC=C(F)C(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2N=CC=C2)=C1 BNWGTDGFUZVPNH-UHFFFAOYSA-N 0.000 claims description 2
GPDUKLOUTOYVNH-UHFFFAOYSA-N 1-(4-fluorophenyl)-3-[4-fluoro-3-(3-pyrrolidin-1-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound C1=CC(F)=CC=C1NC(=O)NC1=CC=C(F)C(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCCC2)=C1 GPDUKLOUTOYVNH-UHFFFAOYSA-N 0.000 claims description 2
XKKSUHFUUXCPCO-UHFFFAOYSA-N 1-(4-fluorophenyl)-3-[4-fluoro-3-(quinoxaline-6-carbonyl)phenyl]urea Chemical compound C1=CC(F)=CC=C1NC(=O)NC1=CC=C(F)C(C(=O)C=2C=C3N=CC=NC3=CC=2)=C1 XKKSUHFUUXCPCO-UHFFFAOYSA-N 0.000 claims description 2
KBILXJQANFHMPY-UHFFFAOYSA-N 1-(4-fluorophenyl)-3-[4-fluoro-3-[3-(1h-pyrazol-4-yl)quinoxaline-6-carbonyl]phenyl]urea Chemical compound C1=CC(F)=CC=C1NC(=O)NC1=CC=C(F)C(C(=O)C=2C=C3N=C(C=NC3=CC=2)C2=CNN=C2)=C1 KBILXJQANFHMPY-UHFFFAOYSA-N 0.000 claims description 2
XRCVVTLVQJEOJS-UHFFFAOYSA-N 1-(5-chloropyridin-3-yl)-3-[4-fluoro-3-(3-morpholin-4-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound C1=C(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCOCC2)C(F)=CC=C1NC(=O)NC1=CN=CC(Cl)=C1 XRCVVTLVQJEOJS-UHFFFAOYSA-N 0.000 claims description 2
ATWIRYNZFSOAJA-UHFFFAOYSA-N 1-[2,4-difluoro-3-(3-imidazol-1-ylquinoxaline-6-carbonyl)phenyl]-3-(3-fluorophenyl)urea Chemical compound FC1=CC=CC(NC(=O)NC=2C(=C(C(=O)C=3C=C4N=C(C=NC4=CC=3)N3C=NC=C3)C(F)=CC=2)F)=C1 ATWIRYNZFSOAJA-UHFFFAOYSA-N 0.000 claims description 2
WDSWEQNTSUINJM-UHFFFAOYSA-N 1-[2,4-difluoro-3-(3-imidazol-1-ylquinoxaline-6-carbonyl)phenyl]-3-(4-fluorophenyl)urea Chemical compound C1=CC(F)=CC=C1NC(=O)NC1=CC=C(F)C(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2C=NC=C2)=C1F WDSWEQNTSUINJM-UHFFFAOYSA-N 0.000 claims description 2
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SIIBZQWFDVVCGT-UHFFFAOYSA-N 1-[2,4-difluoro-3-(3-morpholin-4-ylquinoxaline-6-carbonyl)phenyl]-3-(4-fluorophenyl)urea Chemical compound C1=CC(F)=CC=C1NC(=O)NC1=CC=C(F)C(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCOCC2)=C1F SIIBZQWFDVVCGT-UHFFFAOYSA-N 0.000 claims description 2
WKOOUYRKBJWARP-UHFFFAOYSA-N 1-[2,4-difluoro-3-(3-morpholin-4-ylquinoxaline-6-carbonyl)phenyl]-3-[4-fluoro-3-(trifluoromethyl)phenyl]urea Chemical compound C1=C(C(F)(F)F)C(F)=CC=C1NC(=O)NC1=CC=C(F)C(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCOCC2)=C1F WKOOUYRKBJWARP-UHFFFAOYSA-N 0.000 claims description 2
ZAOSAAQXRNAZCH-UHFFFAOYSA-N 1-[2,4-difluoro-3-(3-pyrazol-1-ylquinoxaline-6-carbonyl)phenyl]-3-(3-fluorophenyl)urea Chemical compound FC1=CC=CC(NC(=O)NC=2C(=C(C(=O)C=3C=C4N=C(C=NC4=CC=3)N3N=CC=C3)C(F)=CC=2)F)=C1 ZAOSAAQXRNAZCH-UHFFFAOYSA-N 0.000 claims description 2
NDHOKTXEYGJCON-UHFFFAOYSA-N 1-[2,4-difluoro-3-(3-pyrazol-1-ylquinoxaline-6-carbonyl)phenyl]-3-(4-fluorophenyl)urea Chemical compound C1=CC(F)=CC=C1NC(=O)NC1=CC=C(F)C(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2N=CC=C2)=C1F NDHOKTXEYGJCON-UHFFFAOYSA-N 0.000 claims description 2
CFYSBMJDKPNQOQ-UHFFFAOYSA-N 1-[2,4-difluoro-3-(3-pyridin-3-ylquinoxaline-6-carbonyl)phenyl]-3-(3-fluorophenyl)urea Chemical compound FC1=CC=CC(NC(=O)NC=2C(=C(C(=O)C=3C=C4N=C(C=NC4=CC=3)C=3C=NC=CC=3)C(F)=CC=2)F)=C1 CFYSBMJDKPNQOQ-UHFFFAOYSA-N 0.000 claims description 2
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XADWMDLROUXERU-UHFFFAOYSA-N 1-[2,4-difluoro-3-(quinoxaline-6-carbonyl)phenyl]-3-(3-fluorophenyl)urea Chemical compound FC1=CC=CC(NC(=O)NC=2C(=C(C(=O)C=3C=C4N=CC=NC4=CC=3)C(F)=CC=2)F)=C1 XADWMDLROUXERU-UHFFFAOYSA-N 0.000 claims description 2
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BCBDOOSVUSPGEJ-UHFFFAOYSA-N 1-[2,4-difluoro-3-[3-(2-hydroxyethoxy)quinoxaline-6-carbonyl]phenyl]-3-(3-fluorophenyl)urea Chemical compound C=1C2=NC(OCCO)=CN=C2C=CC=1C(=O)C(C=1F)=C(F)C=CC=1NC(=O)NC1=CC=CC(F)=C1 BCBDOOSVUSPGEJ-UHFFFAOYSA-N 0.000 claims description 2
IALOLKOVQNJVKB-UHFFFAOYSA-N 1-[2,4-difluoro-3-[3-(2-hydroxyethylamino)quinoxaline-6-carbonyl]phenyl]-3-(3-fluorophenyl)urea Chemical compound C=1C2=NC(NCCO)=CN=C2C=CC=1C(=O)C(C=1F)=C(F)C=CC=1NC(=O)NC1=CC=CC(F)=C1 IALOLKOVQNJVKB-UHFFFAOYSA-N 0.000 claims description 2
QBEROCWIBMJPGO-UHFFFAOYSA-N 1-[2,4-difluoro-3-[3-(2-methoxyethoxy)quinoxaline-6-carbonyl]phenyl]-3-(3-fluorophenyl)urea Chemical compound C=1C2=NC(OCCOC)=CN=C2C=CC=1C(=O)C(C=1F)=C(F)C=CC=1NC(=O)NC1=CC=CC(F)=C1 QBEROCWIBMJPGO-UHFFFAOYSA-N 0.000 claims description 2
SNUXDKNLNJFILE-UHFFFAOYSA-N 1-[2-chloro-4-fluoro-3-(quinoxaline-6-carbonyl)phenyl]-3-(3-fluorophenyl)urea Chemical compound FC1=CC=CC(NC(=O)NC=2C(=C(C(=O)C=3C=C4N=CC=NC4=CC=3)C(F)=CC=2)Cl)=C1 SNUXDKNLNJFILE-UHFFFAOYSA-N 0.000 claims description 2
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RXHCKJGDRMSDSS-UHFFFAOYSA-N 1-[2-fluoro-3-(3-morpholin-4-ylquinoxaline-6-carbonyl)phenyl]-3-[4-fluoro-3-(trifluoromethyl)phenyl]urea Chemical compound C1=C(C(F)(F)F)C(F)=CC=C1NC(=O)NC1=CC=CC(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCOCC2)=C1F RXHCKJGDRMSDSS-UHFFFAOYSA-N 0.000 claims description 2
ZLJVAMQQGIXMKO-UHFFFAOYSA-N 1-[2-fluoro-3-[3-(2-hydroxyethoxy)quinoxaline-6-carbonyl]phenyl]-3-(3-fluorophenyl)urea Chemical compound C=1C2=NC(OCCO)=CN=C2C=CC=1C(=O)C(C=1F)=CC=CC=1NC(=O)NC1=CC=CC(F)=C1 ZLJVAMQQGIXMKO-UHFFFAOYSA-N 0.000 claims description 2
XTTUBSYUGCJYQB-UHFFFAOYSA-N 1-[2-fluoro-3-[3-(2-methoxyethoxy)quinoxaline-6-carbonyl]phenyl]-3-(3-fluorophenyl)urea Chemical compound C=1C2=NC(OCCOC)=CN=C2C=CC=1C(=O)C(C=1F)=CC=CC=1NC(=O)NC1=CC=CC(F)=C1 XTTUBSYUGCJYQB-UHFFFAOYSA-N 0.000 claims description 2
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MNWSEDMTIKXRJR-UHFFFAOYSA-N 1-[3,4-difluoro-5-(3-pyrrolidin-1-ylquinoxaline-6-carbonyl)phenyl]-3-(3-fluorophenyl)urea Chemical compound FC1=CC=CC(NC(=O)NC=2C=C(C(F)=C(F)C=2)C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCCC2)=C1 MNWSEDMTIKXRJR-UHFFFAOYSA-N 0.000 claims description 2
WOGKDBRMBXQOQZ-UHFFFAOYSA-N 1-[3,4-difluoro-5-(3-pyrrolidin-1-ylquinoxaline-6-carbonyl)phenyl]-3-(4-fluorophenyl)urea Chemical compound C1=CC(F)=CC=C1NC(=O)NC1=CC(F)=C(F)C(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCCC2)=C1 WOGKDBRMBXQOQZ-UHFFFAOYSA-N 0.000 claims description 2
UUBBMNOOTYTCLD-UHFFFAOYSA-N 1-[3,4-difluoro-5-(quinoxaline-6-carbonyl)phenyl]-3-(3-fluorophenyl)urea Chemical compound FC1=CC=CC(NC(=O)NC=2C=C(C(F)=C(F)C=2)C(=O)C=2C=C3N=CC=NC3=CC=2)=C1 UUBBMNOOTYTCLD-UHFFFAOYSA-N 0.000 claims description 2
HDWVUWSNLBZWPB-UHFFFAOYSA-N 1-[3,4-difluoro-5-(quinoxaline-6-carbonyl)phenyl]-3-[3-(trifluoromethyl)phenyl]urea Chemical compound C=1C(C(=O)C=2C=C3N=CC=NC3=CC=2)=C(F)C(F)=CC=1NC(=O)NC1=CC=CC(C(F)(F)F)=C1 HDWVUWSNLBZWPB-UHFFFAOYSA-N 0.000 claims description 2
XBGSSVPMJJNSQT-UHFFFAOYSA-N 1-[3-(3-cyanoquinoxaline-6-carbonyl)-2,4-difluorophenyl]-3-(3-fluorophenyl)urea Chemical compound FC1=CC=CC(NC(=O)NC=2C(=C(C(=O)C=3C=C4N=C(C=NC4=CC=3)C#N)C(F)=CC=2)F)=C1 XBGSSVPMJJNSQT-UHFFFAOYSA-N 0.000 claims description 2
NDTQFJRITCYMNS-UHFFFAOYSA-N 1-[3-(3-cyanoquinoxaline-6-carbonyl)-2-fluorophenyl]-3-(3-fluorophenyl)urea Chemical compound FC1=CC=CC(NC(=O)NC=2C(=C(C(=O)C=3C=C4N=C(C=NC4=CC=3)C#N)C=CC=2)F)=C1 NDTQFJRITCYMNS-UHFFFAOYSA-N 0.000 claims description 2
ZRUFRWYUVCMBJO-UHFFFAOYSA-N 1-[3-(3-morpholin-4-ylquinoxaline-6-carbonyl)phenyl]-3-[4-(trifluoromethyl)phenyl]urea Chemical compound C1=CC(C(F)(F)F)=CC=C1NC(=O)NC1=CC=CC(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCOCC2)=C1 ZRUFRWYUVCMBJO-UHFFFAOYSA-N 0.000 claims description 2
JVBYPLIUFHICEJ-UHFFFAOYSA-N 1-[3-(3-pyrrolidin-1-ylquinoxaline-6-carbonyl)phenyl]-3-[3-(trifluoromethyl)phenyl]urea Chemical compound FC(F)(F)C1=CC=CC(NC(=O)NC=2C=C(C=CC=2)C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCCC2)=C1 JVBYPLIUFHICEJ-UHFFFAOYSA-N 0.000 claims description 2
BSBAWIINPIJMCN-UHFFFAOYSA-N 1-[3-(quinoxaline-6-carbonyl)phenyl]-3-[3-(trifluoromethyl)phenyl]urea Chemical compound FC(F)(F)C1=CC=CC(NC(=O)NC=2C=C(C=CC=2)C(=O)C=2C=C3N=CC=NC3=CC=2)=C1 BSBAWIINPIJMCN-UHFFFAOYSA-N 0.000 claims description 2
YHEJDEVZTQSLNH-UHFFFAOYSA-N 1-[3-(trifluoromethyl)phenyl]-3-[2,4,5-trifluoro-3-(3-morpholin-4-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound FC=1C(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCOCC2)=C(F)C(F)=CC=1NC(=O)NC1=CC=CC(C(F)(F)F)=C1 YHEJDEVZTQSLNH-UHFFFAOYSA-N 0.000 claims description 2
PNFZPFDKNSFTHM-UHFFFAOYSA-N 1-[3-(trifluoromethyl)phenyl]-3-[2,4,5-trifluoro-3-(quinoxaline-6-carbonyl)phenyl]urea Chemical compound FC=1C(C(=O)C=2C=C3N=CC=NC3=CC=2)=C(F)C(F)=CC=1NC(=O)NC1=CC=CC(C(F)(F)F)=C1 PNFZPFDKNSFTHM-UHFFFAOYSA-N 0.000 claims description 2
DENYLKWYLBJORS-UHFFFAOYSA-N 1-[3-[3-(2-aminoethylamino)quinoxaline-6-carbonyl]-2,4-difluorophenyl]-3-(3-fluorophenyl)urea Chemical compound C=1C2=NC(NCCN)=CN=C2C=CC=1C(=O)C(C=1F)=C(F)C=CC=1NC(=O)NC1=CC=CC(F)=C1 DENYLKWYLBJORS-UHFFFAOYSA-N 0.000 claims description 2
LIZUNBXWPIIADA-UHFFFAOYSA-N 1-[3-[3-(2-aminoethylamino)quinoxaline-6-carbonyl]-4-chloro-2-fluorophenyl]-3-(3-fluorophenyl)urea Chemical compound C=1C2=NC(NCCN)=CN=C2C=CC=1C(=O)C(C=1F)=C(Cl)C=CC=1NC(=O)NC1=CC=CC(F)=C1 LIZUNBXWPIIADA-UHFFFAOYSA-N 0.000 claims description 2
RSXIVELWQYCGHI-UHFFFAOYSA-N 1-[3-[3-(2-aminoethylamino)quinoxaline-6-carbonyl]-4-fluorophenyl]-3-(3,4-difluorophenyl)urea Chemical compound C=1C2=NC(NCCN)=CN=C2C=CC=1C(=O)C(C(=CC=1)F)=CC=1NC(=O)NC1=CC=C(F)C(F)=C1 RSXIVELWQYCGHI-UHFFFAOYSA-N 0.000 claims description 2
JYSZCUVDJWVUEM-UHFFFAOYSA-N 1-[3-[3-(2-aminoethylamino)quinoxaline-6-carbonyl]-4-fluorophenyl]-3-(3-fluorophenyl)urea Chemical compound C=1C2=NC(NCCN)=CN=C2C=CC=1C(=O)C(C(=CC=1)F)=CC=1NC(=O)NC1=CC=CC(F)=C1 JYSZCUVDJWVUEM-UHFFFAOYSA-N 0.000 claims description 2
DWMVEWVZJKMFRQ-UHFFFAOYSA-N 1-[3-[3-(2-aminoethylamino)quinoxaline-6-carbonyl]-4-fluorophenyl]-3-(4-fluorophenyl)urea Chemical compound C=1C2=NC(NCCN)=CN=C2C=CC=1C(=O)C(C(=CC=1)F)=CC=1NC(=O)NC1=CC=C(F)C=C1 DWMVEWVZJKMFRQ-UHFFFAOYSA-N 0.000 claims description 2
FSUIPVHEXOEOFB-UHFFFAOYSA-N 1-[3-chloro-4-(trifluoromethyl)phenyl]-3-[2,4-difluoro-3-(3-methoxyquinoxaline-6-carbonyl)phenyl]urea Chemical compound C=1C2=NC(OC)=CN=C2C=CC=1C(=O)C(C=1F)=C(F)C=CC=1NC(=O)NC1=CC=C(C(F)(F)F)C(Cl)=C1 FSUIPVHEXOEOFB-UHFFFAOYSA-N 0.000 claims description 2
PBZKTYKUXDBOSR-UHFFFAOYSA-N 1-[3-chloro-4-(trifluoromethyl)phenyl]-3-[2,4-difluoro-3-(3-morpholin-4-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound FC1=C(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCOCC2)C(F)=CC=C1NC(=O)NC1=CC=C(C(F)(F)F)C(Cl)=C1 PBZKTYKUXDBOSR-UHFFFAOYSA-N 0.000 claims description 2
CHJHMASLPBOQOG-UHFFFAOYSA-N 1-[3-chloro-4-(trifluoromethyl)phenyl]-3-[2,4-difluoro-3-(quinoxaline-6-carbonyl)phenyl]urea Chemical compound FC1=C(C(=O)C=2C=C3N=CC=NC3=CC=2)C(F)=CC=C1NC(=O)NC1=CC=C(C(F)(F)F)C(Cl)=C1 CHJHMASLPBOQOG-UHFFFAOYSA-N 0.000 claims description 2
HMECYOLHFYYMOI-UHFFFAOYSA-N 1-[3-chloro-4-(trifluoromethyl)phenyl]-3-[2-fluoro-3-(3-methoxyquinoxaline-6-carbonyl)phenyl]urea Chemical compound C=1C2=NC(OC)=CN=C2C=CC=1C(=O)C(C=1F)=CC=CC=1NC(=O)NC1=CC=C(C(F)(F)F)C(Cl)=C1 HMECYOLHFYYMOI-UHFFFAOYSA-N 0.000 claims description 2
OMCHJJCTIXDJBI-UHFFFAOYSA-N 1-[3-chloro-4-(trifluoromethyl)phenyl]-3-[2-fluoro-3-(3-morpholin-4-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound C1=CC=C(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCOCC2)C(F)=C1NC(=O)NC1=CC=C(C(F)(F)F)C(Cl)=C1 OMCHJJCTIXDJBI-UHFFFAOYSA-N 0.000 claims description 2
BBBCNWVHNSBFMO-UHFFFAOYSA-N 1-[3-chloro-4-(trifluoromethyl)phenyl]-3-[2-fluoro-3-(quinoxaline-6-carbonyl)phenyl]urea Chemical compound C1=CC=C(C(=O)C=2C=C3N=CC=NC3=CC=2)C(F)=C1NC(=O)NC1=CC=C(C(F)(F)F)C(Cl)=C1 BBBCNWVHNSBFMO-UHFFFAOYSA-N 0.000 claims description 2
QFWDDNGESPVPSB-UHFFFAOYSA-N 1-[3-chloro-4-(trifluoromethyl)phenyl]-3-[3-(3-cyanoquinoxaline-6-carbonyl)-2,4-difluorophenyl]urea Chemical compound FC1=C(C(=O)C=2C=C3N=C(C=NC3=CC=2)C#N)C(F)=CC=C1NC(=O)NC1=CC=C(C(F)(F)F)C(Cl)=C1 QFWDDNGESPVPSB-UHFFFAOYSA-N 0.000 claims description 2
WXFIRPGLLVXERR-UHFFFAOYSA-N 1-[3-chloro-4-(trifluoromethyl)phenyl]-3-[3-(3-cyanoquinoxaline-6-carbonyl)-2-fluorophenyl]urea Chemical compound C1=CC=C(C(=O)C=2C=C3N=C(C=NC3=CC=2)C#N)C(F)=C1NC(=O)NC1=CC=C(C(F)(F)F)C(Cl)=C1 WXFIRPGLLVXERR-UHFFFAOYSA-N 0.000 claims description 2
PVCHTHZMZXUYEZ-UHFFFAOYSA-N 1-[3-chloro-4-(trifluoromethyl)phenyl]-3-[3-(3-cyanoquinoxaline-6-carbonyl)-4-fluorophenyl]urea Chemical compound C1=C(C(=O)C=2C=C3N=C(C=NC3=CC=2)C#N)C(F)=CC=C1NC(=O)NC1=CC=C(C(F)(F)F)C(Cl)=C1 PVCHTHZMZXUYEZ-UHFFFAOYSA-N 0.000 claims description 2
NZJDRCHYPPZVHJ-UHFFFAOYSA-N 1-[3-chloro-4-(trifluoromethyl)phenyl]-3-[3-(3-cyanoquinoxaline-6-carbonyl)phenyl]urea Chemical compound C1=C(Cl)C(C(F)(F)F)=CC=C1NC(=O)NC1=CC=CC(C(=O)C=2C=C3N=C(C=NC3=CC=2)C#N)=C1 NZJDRCHYPPZVHJ-UHFFFAOYSA-N 0.000 claims description 2
QWQDUSVJKDUQHY-UHFFFAOYSA-N 1-[3-chloro-4-(trifluoromethyl)phenyl]-3-[3-(3-methoxyquinoxaline-6-carbonyl)phenyl]urea Chemical compound C=1C2=NC(OC)=CN=C2C=CC=1C(=O)C(C=1)=CC=CC=1NC(=O)NC1=CC=C(C(F)(F)F)C(Cl)=C1 QWQDUSVJKDUQHY-UHFFFAOYSA-N 0.000 claims description 2
FSGSQKAFHSNSLE-UHFFFAOYSA-N 1-[3-chloro-4-(trifluoromethyl)phenyl]-3-[3-(3-methylquinoxaline-6-carbonyl)phenyl]urea Chemical compound C=1C2=NC(C)=CN=C2C=CC=1C(=O)C(C=1)=CC=CC=1NC(=O)NC1=CC=C(C(F)(F)F)C(Cl)=C1 FSGSQKAFHSNSLE-UHFFFAOYSA-N 0.000 claims description 2
KPZIRMDDTMASES-UHFFFAOYSA-N 1-[3-chloro-4-(trifluoromethyl)phenyl]-3-[3-(3-morpholin-4-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound C1=C(Cl)C(C(F)(F)F)=CC=C1NC(=O)NC1=CC=CC(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCOCC2)=C1 KPZIRMDDTMASES-UHFFFAOYSA-N 0.000 claims description 2
CSFAHMSTFRAKHP-UHFFFAOYSA-N 1-[3-chloro-4-(trifluoromethyl)phenyl]-3-[3-(quinoxaline-6-carbonyl)phenyl]urea Chemical compound C1=C(Cl)C(C(F)(F)F)=CC=C1NC(=O)NC1=CC=CC(C(=O)C=2C=C3N=CC=NC3=CC=2)=C1 CSFAHMSTFRAKHP-UHFFFAOYSA-N 0.000 claims description 2
GZUVEGQGPJIBRU-UHFFFAOYSA-N 1-[3-chloro-4-(trifluoromethyl)phenyl]-3-[4-fluoro-3-(3-methoxyquinoxaline-6-carbonyl)phenyl]urea Chemical compound C=1C2=NC(OC)=CN=C2C=CC=1C(=O)C(C(=CC=1)F)=CC=1NC(=O)NC1=CC=C(C(F)(F)F)C(Cl)=C1 GZUVEGQGPJIBRU-UHFFFAOYSA-N 0.000 claims description 2
MVQVUYCRWFTYFE-UHFFFAOYSA-N 1-[3-chloro-4-(trifluoromethyl)phenyl]-3-[4-fluoro-3-(3-methylquinoxaline-6-carbonyl)phenyl]urea Chemical compound C=1C2=NC(C)=CN=C2C=CC=1C(=O)C(C(=CC=1)F)=CC=1NC(=O)NC1=CC=C(C(F)(F)F)C(Cl)=C1 MVQVUYCRWFTYFE-UHFFFAOYSA-N 0.000 claims description 2
WRKMBANBISKDQM-UHFFFAOYSA-N 1-[3-chloro-4-(trifluoromethyl)phenyl]-3-[4-fluoro-3-(3-morpholin-4-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound C1=C(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCOCC2)C(F)=CC=C1NC(=O)NC1=CC=C(C(F)(F)F)C(Cl)=C1 WRKMBANBISKDQM-UHFFFAOYSA-N 0.000 claims description 2
ZGXZGIYVZXHIHU-UHFFFAOYSA-N 1-[3-chloro-4-(trifluoromethyl)phenyl]-3-[4-fluoro-3-(quinoxaline-6-carbonyl)phenyl]urea Chemical compound C1=C(C(=O)C=2C=C3N=CC=NC3=CC=2)C(F)=CC=C1NC(=O)NC1=CC=C(C(F)(F)F)C(Cl)=C1 ZGXZGIYVZXHIHU-UHFFFAOYSA-N 0.000 claims description 2
CMOCPYOWNAQNAX-UHFFFAOYSA-N 1-[3-fluoro-5-(3-morpholin-4-ylquinoxaline-6-carbonyl)phenyl]-3-(3-fluorophenyl)urea Chemical compound FC1=CC=CC(NC(=O)NC=2C=C(C=C(F)C=2)C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCOCC2)=C1 CMOCPYOWNAQNAX-UHFFFAOYSA-N 0.000 claims description 2
LNPRUBVOMAXPIA-UHFFFAOYSA-N 1-[3-fluoro-5-(3-morpholin-4-ylquinoxaline-6-carbonyl)phenyl]-3-[3-(trifluoromethyl)phenyl]urea Chemical compound C=1C(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCOCC2)=CC(F)=CC=1NC(=O)NC1=CC=CC(C(F)(F)F)=C1 LNPRUBVOMAXPIA-UHFFFAOYSA-N 0.000 claims description 2
NXTSPCUTNPMDLA-UHFFFAOYSA-N 1-[3-fluoro-5-(3-morpholin-4-ylquinoxaline-6-carbonyl)phenyl]-3-[4-(trifluoromethyl)phenyl]urea Chemical compound C=1C(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCOCC2)=CC(F)=CC=1NC(=O)NC1=CC=C(C(F)(F)F)C=C1 NXTSPCUTNPMDLA-UHFFFAOYSA-N 0.000 claims description 2
LAVJCODTZQNEPJ-UHFFFAOYSA-N 1-[3-fluoro-5-(quinoxaline-6-carbonyl)phenyl]-3-[3-(trifluoromethyl)phenyl]urea Chemical compound C=1C(C(=O)C=2C=C3N=CC=NC3=CC=2)=CC(F)=CC=1NC(=O)NC1=CC=CC(C(F)(F)F)=C1 LAVJCODTZQNEPJ-UHFFFAOYSA-N 0.000 claims description 2
CBBQZDKNHLHXCD-UHFFFAOYSA-N 1-[3-fluoro-5-(quinoxaline-6-carbonyl)phenyl]-3-[4-(trifluoromethyl)phenyl]urea Chemical compound C=1C(C(=O)C=2C=C3N=CC=NC3=CC=2)=CC(F)=CC=1NC(=O)NC1=CC=C(C(F)(F)F)C=C1 CBBQZDKNHLHXCD-UHFFFAOYSA-N 0.000 claims description 2
MKGKIYFBWOXIHL-UHFFFAOYSA-N 1-[4-chloro-2-fluoro-3-(3-methoxyquinoxaline-6-carbonyl)phenyl]-3-(3-fluorophenyl)urea Chemical compound C=1C2=NC(OC)=CN=C2C=CC=1C(=O)C(C=1F)=C(Cl)C=CC=1NC(=O)NC1=CC=CC(F)=C1 MKGKIYFBWOXIHL-UHFFFAOYSA-N 0.000 claims description 2
VHYKAUUDVUPBBY-UHFFFAOYSA-N 1-[4-chloro-2-fluoro-3-(3-morpholin-4-ylquinoxaline-6-carbonyl)phenyl]-3-(3-fluorophenyl)urea Chemical compound FC1=CC=CC(NC(=O)NC=2C(=C(C(=O)C=3C=C4N=C(C=NC4=CC=3)N3CCOCC3)C(Cl)=CC=2)F)=C1 VHYKAUUDVUPBBY-UHFFFAOYSA-N 0.000 claims description 2
JUDFPEWZVFERPE-UHFFFAOYSA-N 1-[4-chloro-2-fluoro-3-(3-piperazin-1-ylquinoxaline-6-carbonyl)phenyl]-3-(3,4-difluorophenyl)urea Chemical compound C1=C(F)C(F)=CC=C1NC(=O)NC1=CC=C(Cl)C(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCNCC2)=C1F JUDFPEWZVFERPE-UHFFFAOYSA-N 0.000 claims description 2
DICXSUIVYNJIFH-UHFFFAOYSA-N 1-[4-chloro-2-fluoro-3-(3-piperazin-1-ylquinoxaline-6-carbonyl)phenyl]-3-(3-fluorophenyl)urea Chemical compound FC1=CC=CC(NC(=O)NC=2C(=C(C(=O)C=3C=C4N=C(C=NC4=CC=3)N3CCNCC3)C(Cl)=CC=2)F)=C1 DICXSUIVYNJIFH-UHFFFAOYSA-N 0.000 claims description 2
ZAPCCAFVDCENDU-UHFFFAOYSA-N 1-[4-chloro-2-fluoro-3-(3-piperazin-1-ylquinoxaline-6-carbonyl)phenyl]-3-(4-fluorophenyl)urea Chemical compound C1=CC(F)=CC=C1NC(=O)NC1=CC=C(Cl)C(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCNCC2)=C1F ZAPCCAFVDCENDU-UHFFFAOYSA-N 0.000 claims description 2
BTDICVQKEMOGMN-UHFFFAOYSA-N 1-[4-chloro-2-fluoro-3-(3-piperazin-1-ylquinoxaline-6-carbonyl)phenyl]-3-[4-chloro-3-(trifluoromethyl)phenyl]urea Chemical compound C1=CC(Cl)=C(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCNCC2)C(F)=C1NC(=O)NC1=CC=C(Cl)C(C(F)(F)F)=C1 BTDICVQKEMOGMN-UHFFFAOYSA-N 0.000 claims description 2
GYJLXTCYFJKJOQ-UHFFFAOYSA-N 1-[4-chloro-2-fluoro-3-(3-pyridin-3-ylquinoxaline-6-carbonyl)phenyl]-3-(3-fluorophenyl)urea Chemical compound FC1=CC=CC(NC(=O)NC=2C(=C(C(=O)C=3C=C4N=C(C=NC4=CC=3)C=3C=NC=CC=3)C(Cl)=CC=2)F)=C1 GYJLXTCYFJKJOQ-UHFFFAOYSA-N 0.000 claims description 2
KQKTVMMZLRYJPH-UHFFFAOYSA-N 1-[4-chloro-2-fluoro-3-(3-pyrrolidin-1-ylquinoxaline-6-carbonyl)phenyl]-3-(3,4-difluorophenyl)urea Chemical compound C1=C(F)C(F)=CC=C1NC(=O)NC1=CC=C(Cl)C(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCCC2)=C1F KQKTVMMZLRYJPH-UHFFFAOYSA-N 0.000 claims description 2
ICSANYYGNOYIKD-UHFFFAOYSA-N 1-[4-chloro-2-fluoro-3-(3-pyrrolidin-1-ylquinoxaline-6-carbonyl)phenyl]-3-(3-fluorophenyl)urea Chemical compound FC1=CC=CC(NC(=O)NC=2C(=C(C(=O)C=3C=C4N=C(C=NC4=CC=3)N3CCCC3)C(Cl)=CC=2)F)=C1 ICSANYYGNOYIKD-UHFFFAOYSA-N 0.000 claims description 2
VIXYBRVUDVURFS-UHFFFAOYSA-N 1-[4-chloro-2-fluoro-3-(3-pyrrolidin-1-ylquinoxaline-6-carbonyl)phenyl]-3-(4-fluorophenyl)urea Chemical compound C1=CC(F)=CC=C1NC(=O)NC1=CC=C(Cl)C(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCCC2)=C1F VIXYBRVUDVURFS-UHFFFAOYSA-N 0.000 claims description 2
DGJIQJKWYNPZRT-UHFFFAOYSA-N 1-[4-chloro-2-fluoro-3-(quinoxaline-6-carbonyl)phenyl]-3-(3-fluorophenyl)urea Chemical compound FC1=CC=CC(NC(=O)NC=2C(=C(C(=O)C=3C=C4N=CC=NC4=CC=3)C(Cl)=CC=2)F)=C1 DGJIQJKWYNPZRT-UHFFFAOYSA-N 0.000 claims description 2
JFYOKHCSDSRAGB-UHFFFAOYSA-N 1-[4-chloro-2-fluoro-3-[3-(2-hydroxyethylamino)quinoxaline-6-carbonyl]phenyl]-3-(3-fluorophenyl)urea Chemical compound C=1C2=NC(NCCO)=CN=C2C=CC=1C(=O)C(C=1F)=C(Cl)C=CC=1NC(=O)NC1=CC=CC(F)=C1 JFYOKHCSDSRAGB-UHFFFAOYSA-N 0.000 claims description 2
HSNVXNDRMYRNEU-UHFFFAOYSA-N 1-[4-chloro-2-fluoro-3-[3-(2-methoxyethoxy)quinoxaline-6-carbonyl]phenyl]-3-(3-fluorophenyl)urea Chemical compound C=1C2=NC(OCCOC)=CN=C2C=CC=1C(=O)C(C=1F)=C(Cl)C=CC=1NC(=O)NC1=CC=CC(F)=C1 HSNVXNDRMYRNEU-UHFFFAOYSA-N 0.000 claims description 2
NYIYWIZLEDECFQ-UHFFFAOYSA-N 1-[4-chloro-3-(trifluoromethyl)phenyl]-3-[2,4,5-trifluoro-3-(3-morpholin-4-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound FC=1C(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCOCC2)=C(F)C(F)=CC=1NC(=O)NC1=CC=C(Cl)C(C(F)(F)F)=C1 NYIYWIZLEDECFQ-UHFFFAOYSA-N 0.000 claims description 2
FWYSXZWGNNXVMR-UHFFFAOYSA-N 1-[4-chloro-3-(trifluoromethyl)phenyl]-3-[2,4,5-trifluoro-3-(quinoxaline-6-carbonyl)phenyl]urea Chemical compound FC=1C(C(=O)C=2C=C3N=CC=NC3=CC=2)=C(F)C(F)=CC=1NC(=O)NC1=CC=C(Cl)C(C(F)(F)F)=C1 FWYSXZWGNNXVMR-UHFFFAOYSA-N 0.000 claims description 2
DTJOQUAEVQKNAI-UHFFFAOYSA-N 1-[4-chloro-3-(trifluoromethyl)phenyl]-3-[2,4-difluoro-3-(3-morpholin-4-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound FC1=C(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCOCC2)C(F)=CC=C1NC(=O)NC1=CC=C(Cl)C(C(F)(F)F)=C1 DTJOQUAEVQKNAI-UHFFFAOYSA-N 0.000 claims description 2
OBOXOSZRXPIAHK-UHFFFAOYSA-N 1-[4-chloro-3-(trifluoromethyl)phenyl]-3-[2,4-difluoro-3-(3-piperazin-1-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound FC1=C(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCNCC2)C(F)=CC=C1NC(=O)NC1=CC=C(Cl)C(C(F)(F)F)=C1 OBOXOSZRXPIAHK-UHFFFAOYSA-N 0.000 claims description 2
CWUMGPGDYCWPOM-UHFFFAOYSA-N 1-[4-chloro-3-(trifluoromethyl)phenyl]-3-[2,4-difluoro-3-(3-pyrrolidin-1-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound FC1=C(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCCC2)C(F)=CC=C1NC(=O)NC1=CC=C(Cl)C(C(F)(F)F)=C1 CWUMGPGDYCWPOM-UHFFFAOYSA-N 0.000 claims description 2
JDPWTYULQQIDQZ-UHFFFAOYSA-N 1-[4-chloro-3-(trifluoromethyl)phenyl]-3-[2,4-difluoro-3-(quinoxaline-6-carbonyl)phenyl]urea Chemical compound FC1=C(C(=O)C=2C=C3N=CC=NC3=CC=2)C(F)=CC=C1NC(=O)NC1=CC=C(Cl)C(C(F)(F)F)=C1 JDPWTYULQQIDQZ-UHFFFAOYSA-N 0.000 claims description 2
VMVHAGITAJNEFA-UHFFFAOYSA-N 1-[4-chloro-3-(trifluoromethyl)phenyl]-3-[2,4-difluoro-3-[3-(1h-pyrazol-4-yl)quinoxaline-6-carbonyl]phenyl]urea Chemical compound FC1=C(C(=O)C=2C=C3N=C(C=NC3=CC=2)C2=CNN=C2)C(F)=CC=C1NC(=O)NC1=CC=C(Cl)C(C(F)(F)F)=C1 VMVHAGITAJNEFA-UHFFFAOYSA-N 0.000 claims description 2
KBSFLIIHVCBIAY-UHFFFAOYSA-N 1-[4-chloro-3-(trifluoromethyl)phenyl]-3-[2-fluoro-3-(3-morpholin-4-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound C1=CC=C(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCOCC2)C(F)=C1NC(=O)NC1=CC=C(Cl)C(C(F)(F)F)=C1 KBSFLIIHVCBIAY-UHFFFAOYSA-N 0.000 claims description 2
DAWBJHCZEPWPBV-UHFFFAOYSA-N 1-[4-chloro-3-(trifluoromethyl)phenyl]-3-[2-fluoro-3-(3-piperazin-1-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound C1=CC=C(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCNCC2)C(F)=C1NC(=O)NC1=CC=C(Cl)C(C(F)(F)F)=C1 DAWBJHCZEPWPBV-UHFFFAOYSA-N 0.000 claims description 2
DPUQWMIEXDTAOX-UHFFFAOYSA-N 1-[4-chloro-3-(trifluoromethyl)phenyl]-3-[2-fluoro-3-(3-pyrrolidin-1-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound C1=CC=C(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCCC2)C(F)=C1NC(=O)NC1=CC=C(Cl)C(C(F)(F)F)=C1 DPUQWMIEXDTAOX-UHFFFAOYSA-N 0.000 claims description 2
SWBQSKFJFGQIJX-UHFFFAOYSA-N 1-[4-chloro-3-(trifluoromethyl)phenyl]-3-[2-fluoro-3-(quinoxaline-6-carbonyl)phenyl]urea Chemical compound C1=CC=C(C(=O)C=2C=C3N=CC=NC3=CC=2)C(F)=C1NC(=O)NC1=CC=C(Cl)C(C(F)(F)F)=C1 SWBQSKFJFGQIJX-UHFFFAOYSA-N 0.000 claims description 2
ZFNRSXJTDGDUGX-UHFFFAOYSA-N 1-[4-chloro-3-(trifluoromethyl)phenyl]-3-[3,4-difluoro-5-(3-morpholin-4-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound C=1C(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCOCC2)=C(F)C(F)=CC=1NC(=O)NC1=CC=C(Cl)C(C(F)(F)F)=C1 ZFNRSXJTDGDUGX-UHFFFAOYSA-N 0.000 claims description 2
AUWLSKHFHLPXLD-UHFFFAOYSA-N 1-[4-chloro-3-(trifluoromethyl)phenyl]-3-[3,4-difluoro-5-(3-pyrrolidin-1-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound C=1C(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCCC2)=C(F)C(F)=CC=1NC(=O)NC1=CC=C(Cl)C(C(F)(F)F)=C1 AUWLSKHFHLPXLD-UHFFFAOYSA-N 0.000 claims description 2
ALWINVOIYBNECK-UHFFFAOYSA-N 1-[4-chloro-3-(trifluoromethyl)phenyl]-3-[3,4-difluoro-5-(quinoxaline-6-carbonyl)phenyl]urea Chemical compound C=1C(C(=O)C=2C=C3N=CC=NC3=CC=2)=C(F)C(F)=CC=1NC(=O)NC1=CC=C(Cl)C(C(F)(F)F)=C1 ALWINVOIYBNECK-UHFFFAOYSA-N 0.000 claims description 2
FIZDNJKBOJBMCF-UHFFFAOYSA-N 1-[4-chloro-3-(trifluoromethyl)phenyl]-3-[3,4-difluoro-5-[3-(1h-pyrazol-4-yl)quinoxaline-6-carbonyl]phenyl]urea Chemical compound C=1C(C(=O)C=2C=C3N=C(C=NC3=CC=2)C2=CNN=C2)=C(F)C(F)=CC=1NC(=O)NC1=CC=C(Cl)C(C(F)(F)F)=C1 FIZDNJKBOJBMCF-UHFFFAOYSA-N 0.000 claims description 2
VKGVHKWGCZELRX-UHFFFAOYSA-N 1-[4-chloro-3-(trifluoromethyl)phenyl]-3-[3-(3-morpholin-4-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound C1=C(Cl)C(C(F)(F)F)=CC(NC(=O)NC=2C=C(C=CC=2)C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCOCC2)=C1 VKGVHKWGCZELRX-UHFFFAOYSA-N 0.000 claims description 2
OFUKIUPLJVFLHG-UHFFFAOYSA-N 1-[4-chloro-3-(trifluoromethyl)phenyl]-3-[3-(3-piperazin-1-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound C1=C(Cl)C(C(F)(F)F)=CC(NC(=O)NC=2C=C(C=CC=2)C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCNCC2)=C1 OFUKIUPLJVFLHG-UHFFFAOYSA-N 0.000 claims description 2
VNHCYXPUZROHCQ-UHFFFAOYSA-N 1-[4-chloro-3-(trifluoromethyl)phenyl]-3-[3-(3-pyridin-3-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound C1=C(Cl)C(C(F)(F)F)=CC(NC(=O)NC=2C=C(C=CC=2)C(=O)C=2C=C3N=C(C=NC3=CC=2)C=2C=NC=CC=2)=C1 VNHCYXPUZROHCQ-UHFFFAOYSA-N 0.000 claims description 2
WBRFSPZPXKTCPU-UHFFFAOYSA-N 1-[4-chloro-3-(trifluoromethyl)phenyl]-3-[3-(3-pyrrolidin-1-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound C1=C(Cl)C(C(F)(F)F)=CC(NC(=O)NC=2C=C(C=CC=2)C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCCC2)=C1 WBRFSPZPXKTCPU-UHFFFAOYSA-N 0.000 claims description 2
XWCLRWVUTFWXDN-UHFFFAOYSA-N 1-[4-chloro-3-(trifluoromethyl)phenyl]-3-[3-[3-(1-methylpyrazol-4-yl)quinoxaline-6-carbonyl]phenyl]urea Chemical compound C1=NN(C)C=C1C1=CN=C(C=CC(=C2)C(=O)C=3C=C(NC(=O)NC=4C=C(C(Cl)=CC=4)C(F)(F)F)C=CC=3)C2=N1 XWCLRWVUTFWXDN-UHFFFAOYSA-N 0.000 claims description 2
FOSGMPBSRKFLQQ-UHFFFAOYSA-N 1-[4-chloro-3-(trifluoromethyl)phenyl]-3-[3-[3-(1h-pyrazol-4-yl)quinoxaline-6-carbonyl]phenyl]urea Chemical compound C1=C(Cl)C(C(F)(F)F)=CC(NC(=O)NC=2C=C(C=CC=2)C(=O)C=2C=C3N=C(C=NC3=CC=2)C2=CNN=C2)=C1 FOSGMPBSRKFLQQ-UHFFFAOYSA-N 0.000 claims description 2
WVNBMPJKYTWADW-UHFFFAOYSA-N 1-[4-chloro-3-(trifluoromethyl)phenyl]-3-[3-fluoro-5-(3-morpholin-4-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound C=1C(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCOCC2)=CC(F)=CC=1NC(=O)NC1=CC=C(Cl)C(C(F)(F)F)=C1 WVNBMPJKYTWADW-UHFFFAOYSA-N 0.000 claims description 2
DARXLNLFIYGLBB-UHFFFAOYSA-N 1-[4-chloro-3-(trifluoromethyl)phenyl]-3-[3-fluoro-5-(3-pyrrolidin-1-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound C=1C(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCCC2)=CC(F)=CC=1NC(=O)NC1=CC=C(Cl)C(C(F)(F)F)=C1 DARXLNLFIYGLBB-UHFFFAOYSA-N 0.000 claims description 2
CAQFDKOLPFYAPJ-UHFFFAOYSA-N 1-[4-chloro-3-(trifluoromethyl)phenyl]-3-[3-fluoro-5-(quinoxaline-6-carbonyl)phenyl]urea Chemical compound C=1C(C(=O)C=2C=C3N=CC=NC3=CC=2)=CC(F)=CC=1NC(=O)NC1=CC=C(Cl)C(C(F)(F)F)=C1 CAQFDKOLPFYAPJ-UHFFFAOYSA-N 0.000 claims description 2
WFPUMFOZJCPOQV-UHFFFAOYSA-N 1-[4-chloro-3-(trifluoromethyl)phenyl]-3-[4-fluoro-3-(3-morpholin-4-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound C1=C(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCOCC2)C(F)=CC=C1NC(=O)NC1=CC=C(Cl)C(C(F)(F)F)=C1 WFPUMFOZJCPOQV-UHFFFAOYSA-N 0.000 claims description 2
QYALEQNNEPACKA-UHFFFAOYSA-N 1-[4-chloro-3-(trifluoromethyl)phenyl]-3-[4-fluoro-3-(3-piperazin-1-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound C1=C(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCNCC2)C(F)=CC=C1NC(=O)NC1=CC=C(Cl)C(C(F)(F)F)=C1 QYALEQNNEPACKA-UHFFFAOYSA-N 0.000 claims description 2
NBWGMTUSZOXEPE-UHFFFAOYSA-N 1-[4-chloro-3-(trifluoromethyl)phenyl]-3-[4-fluoro-3-(3-pyrrolidin-1-ylquinoxaline-6-carbonyl)phenyl]urea Chemical compound C1=C(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCCC2)C(F)=CC=C1NC(=O)NC1=CC=C(Cl)C(C(F)(F)F)=C1 NBWGMTUSZOXEPE-UHFFFAOYSA-N 0.000 claims description 2
GIZXKZBQEQZNJD-UHFFFAOYSA-N 1-[4-chloro-3-(trifluoromethyl)phenyl]-3-[4-fluoro-3-(quinoxaline-6-carbonyl)phenyl]urea Chemical compound C1=C(C(=O)C=2C=C3N=CC=NC3=CC=2)C(F)=CC=C1NC(=O)NC1=CC=C(Cl)C(C(F)(F)F)=C1 GIZXKZBQEQZNJD-UHFFFAOYSA-N 0.000 claims description 2
WHUPHAGVWDBCNI-UHFFFAOYSA-N 1-[4-fluoro-3-(3-methoxyquinoxaline-6-carbonyl)phenyl]-3-(3-fluorophenyl)urea Chemical compound C=1C2=NC(OC)=CN=C2C=CC=1C(=O)C(C(=CC=1)F)=CC=1NC(=O)NC1=CC=CC(F)=C1 WHUPHAGVWDBCNI-UHFFFAOYSA-N 0.000 claims description 2
SSFJFCZLGWVSHJ-UHFFFAOYSA-N 1-[4-fluoro-3-(3-methoxyquinoxaline-6-carbonyl)phenyl]-3-(4-fluorophenyl)urea Chemical compound C=1C2=NC(OC)=CN=C2C=CC=1C(=O)C(C(=CC=1)F)=CC=1NC(=O)NC1=CC=C(F)C=C1 SSFJFCZLGWVSHJ-UHFFFAOYSA-N 0.000 claims description 2
WQGDPNPALFEDSW-UHFFFAOYSA-N 1-[4-fluoro-3-(3-methylquinoxaline-6-carbonyl)phenyl]-3-(3-fluorophenyl)urea Chemical compound C=1C2=NC(C)=CN=C2C=CC=1C(=O)C(C(=CC=1)F)=CC=1NC(=O)NC1=CC=CC(F)=C1 WQGDPNPALFEDSW-UHFFFAOYSA-N 0.000 claims description 2
OHMKEWHDZQWAMV-UHFFFAOYSA-N 1-[4-fluoro-3-(3-morpholin-4-ylquinoxaline-6-carbonyl)phenyl]-3-(5-fluoropyridin-3-yl)urea Chemical compound FC1=CN=CC(NC(=O)NC=2C=C(C(F)=CC=2)C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCOCC2)=C1 OHMKEWHDZQWAMV-UHFFFAOYSA-N 0.000 claims description 2
UTVMRCMBLGQGLG-UHFFFAOYSA-N 1-[4-fluoro-3-(3-morpholin-4-ylquinoxaline-6-carbonyl)phenyl]-3-[2-(trifluoromethyl)pyridin-4-yl]urea Chemical compound C1=C(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCOCC2)C(F)=CC=C1NC(=O)NC1=CC=NC(C(F)(F)F)=C1 UTVMRCMBLGQGLG-UHFFFAOYSA-N 0.000 claims description 2
FDZUCLWZPCLVER-UHFFFAOYSA-N 1-[4-fluoro-3-(3-morpholin-4-ylquinoxaline-6-carbonyl)phenyl]-3-[3-fluoro-4-(trifluoromethyl)phenyl]urea Chemical compound C1=C(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCOCC2)C(F)=CC=C1NC(=O)NC1=CC=C(C(F)(F)F)C(F)=C1 FDZUCLWZPCLVER-UHFFFAOYSA-N 0.000 claims description 2
NBCWSUCNWVHJQP-UHFFFAOYSA-N 1-[4-fluoro-3-(3-morpholin-4-ylquinoxaline-6-carbonyl)phenyl]-3-[4-(trifluoromethyl)phenyl]urea Chemical compound C1=C(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCOCC2)C(F)=CC=C1NC(=O)NC1=CC=C(C(F)(F)F)C=C1 NBCWSUCNWVHJQP-UHFFFAOYSA-N 0.000 claims description 2
IQQDBKJYXOXQPI-UHFFFAOYSA-N 1-[4-fluoro-3-(3-morpholin-4-ylquinoxaline-6-carbonyl)phenyl]-3-[4-fluoro-3-(trifluoromethyl)phenyl]urea Chemical compound C1=C(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCOCC2)C(F)=CC=C1NC(=O)NC1=CC=C(F)C(C(F)(F)F)=C1 IQQDBKJYXOXQPI-UHFFFAOYSA-N 0.000 claims description 2
WCHXOKAVIRPFNI-UHFFFAOYSA-N 1-[4-fluoro-3-(quinoxaline-6-carbonyl)phenyl]-3-[3-(trifluoromethyl)phenyl]urea Chemical compound C1=C(C(=O)C=2C=C3N=CC=NC3=CC=2)C(F)=CC=C1NC(=O)NC1=CC=CC(C(F)(F)F)=C1 WCHXOKAVIRPFNI-UHFFFAOYSA-N 0.000 claims description 2
FAAGONFOGAIVOR-UHFFFAOYSA-N 1-[4-fluoro-3-(quinoxaline-6-carbonyl)phenyl]-3-[4-(trifluoromethyl)phenyl]urea Chemical compound C1=C(C(=O)C=2C=C3N=CC=NC3=CC=2)C(F)=CC=C1NC(=O)NC1=CC=C(C(F)(F)F)C=C1 FAAGONFOGAIVOR-UHFFFAOYSA-N 0.000 claims description 2
OLVZQUYXZNQCGA-UHFFFAOYSA-N 2-chloro-n-[3-(quinoxaline-6-carbonyl)phenyl]-5-(trifluoromethyl)benzamide Chemical compound FC(F)(F)C1=CC=C(Cl)C(C(=O)NC=2C=C(C=CC=2)C(=O)C=2C=C3N=CC=NC3=CC=2)=C1 OLVZQUYXZNQCGA-UHFFFAOYSA-N 0.000 claims description 2
FRYWYUPFLJRUDD-UHFFFAOYSA-N 3,4-dichloro-n-[4-fluoro-3-(quinoxaline-6-carbonyl)phenyl]benzamide Chemical compound C1=C(C(=O)C=2C=C3N=CC=NC3=CC=2)C(F)=CC=C1NC(=O)C1=CC=C(Cl)C(Cl)=C1 FRYWYUPFLJRUDD-UHFFFAOYSA-N 0.000 claims description 2
ZMPIAFFZVSQWIU-UHFFFAOYSA-N 3,4-difluoro-n-[4-fluoro-3-(quinoxaline-6-carbonyl)phenyl]benzamide Chemical compound C1=C(F)C(F)=CC=C1C(=O)NC1=CC=C(F)C(C(=O)C=2C=C3N=CC=NC3=CC=2)=C1 ZMPIAFFZVSQWIU-UHFFFAOYSA-N 0.000 claims description 2
TWBWTBNSODEDGS-UHFFFAOYSA-N 3-(trifluoromethyl)-n-[2,4,5-trifluoro-3-(3-morpholin-4-ylquinoxaline-6-carbonyl)phenyl]benzamide Chemical compound FC=1C(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCOCC2)=C(F)C(F)=CC=1NC(=O)C1=CC=CC(C(F)(F)F)=C1 TWBWTBNSODEDGS-UHFFFAOYSA-N 0.000 claims description 2
LCTSFTDHTQHFMT-UHFFFAOYSA-N 3-chloro-4-fluoro-n-[4-fluoro-3-(quinoxaline-6-carbonyl)phenyl]benzamide Chemical compound C1=C(Cl)C(F)=CC=C1C(=O)NC1=CC=C(F)C(C(=O)C=2C=C3N=CC=NC3=CC=2)=C1 LCTSFTDHTQHFMT-UHFFFAOYSA-N 0.000 claims description 2
OOAXHOAYZXBWKO-UHFFFAOYSA-N 3-chloro-n-[2,4-difluoro-3-(3-methoxyquinoxaline-6-carbonyl)phenyl]-4-(trifluoromethyl)benzamide Chemical compound C=1C2=NC(OC)=CN=C2C=CC=1C(=O)C(C=1F)=C(F)C=CC=1NC(=O)C1=CC=C(C(F)(F)F)C(Cl)=C1 OOAXHOAYZXBWKO-UHFFFAOYSA-N 0.000 claims description 2
KIJVAHXFOJSUCN-UHFFFAOYSA-N 3-chloro-n-[2,4-difluoro-3-(3-methoxyquinoxaline-6-carbonyl)phenyl]benzamide Chemical compound C=1C2=NC(OC)=CN=C2C=CC=1C(=O)C(C=1F)=C(F)C=CC=1NC(=O)C1=CC=CC(Cl)=C1 KIJVAHXFOJSUCN-UHFFFAOYSA-N 0.000 claims description 2
IVUPIVWUOAZDQC-UHFFFAOYSA-N 3-chloro-n-[2,4-difluoro-3-(3-methylquinoxaline-6-carbonyl)phenyl]-4-(trifluoromethyl)benzamide Chemical compound C=1C2=NC(C)=CN=C2C=CC=1C(=O)C(C=1F)=C(F)C=CC=1NC(=O)C1=CC=C(C(F)(F)F)C(Cl)=C1 IVUPIVWUOAZDQC-UHFFFAOYSA-N 0.000 claims description 2
OJGVCYDQUOYCSV-UHFFFAOYSA-N 3-chloro-n-[2,4-difluoro-3-(3-methylquinoxaline-6-carbonyl)phenyl]benzamide Chemical compound C=1C2=NC(C)=CN=C2C=CC=1C(=O)C(C=1F)=C(F)C=CC=1NC(=O)C1=CC=CC(Cl)=C1 OJGVCYDQUOYCSV-UHFFFAOYSA-N 0.000 claims description 2
MKQVYRTYDPMPPD-UHFFFAOYSA-N 3-chloro-n-[2,4-difluoro-3-(3-morpholin-4-ylquinoxaline-6-carbonyl)phenyl]-4-fluorobenzamide Chemical compound C1=C(Cl)C(F)=CC=C1C(=O)NC1=CC=C(F)C(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCOCC2)=C1F MKQVYRTYDPMPPD-UHFFFAOYSA-N 0.000 claims description 2
XLPWBANVVOQZPQ-UHFFFAOYSA-N 3-chloro-n-[2,4-difluoro-3-(quinoxaline-6-carbonyl)phenyl]-4-(trifluoromethyl)benzamide Chemical compound FC1=C(C(=O)C=2C=C3N=CC=NC3=CC=2)C(F)=CC=C1NC(=O)C1=CC=C(C(F)(F)F)C(Cl)=C1 XLPWBANVVOQZPQ-UHFFFAOYSA-N 0.000 claims description 2
YDFHOEQZHUHYRJ-UHFFFAOYSA-N 3-chloro-n-[2,4-difluoro-3-(quinoxaline-6-carbonyl)phenyl]benzamide Chemical compound FC1=C(C(=O)C=2C=C3N=CC=NC3=CC=2)C(F)=CC=C1NC(=O)C1=CC=CC(Cl)=C1 YDFHOEQZHUHYRJ-UHFFFAOYSA-N 0.000 claims description 2
JHRYHMZTLYFZEB-UHFFFAOYSA-N 3-chloro-n-[2,4-difluoro-3-[3-(2-hydroxyethoxy)quinoxaline-6-carbonyl]phenyl]-4-(trifluoromethyl)benzamide Chemical compound C=1C2=NC(OCCO)=CN=C2C=CC=1C(=O)C(C=1F)=C(F)C=CC=1NC(=O)C1=CC=C(C(F)(F)F)C(Cl)=C1 JHRYHMZTLYFZEB-UHFFFAOYSA-N 0.000 claims description 2
PYLIDUKXIYWETK-UHFFFAOYSA-N 3-chloro-n-[2,4-difluoro-3-[3-(2-methoxyethoxy)quinoxaline-6-carbonyl]phenyl]-4-(trifluoromethyl)benzamide Chemical compound C=1C2=NC(OCCOC)=CN=C2C=CC=1C(=O)C(C=1F)=C(F)C=CC=1NC(=O)C1=CC=C(C(F)(F)F)C(Cl)=C1 PYLIDUKXIYWETK-UHFFFAOYSA-N 0.000 claims description 2
HYTDPCACQUCWAL-UHFFFAOYSA-N 3-chloro-n-[2-fluoro-3-(3-methoxyquinoxaline-6-carbonyl)phenyl]-4-(trifluoromethyl)benzamide Chemical compound C=1C2=NC(OC)=CN=C2C=CC=1C(=O)C(C=1F)=CC=CC=1NC(=O)C1=CC=C(C(F)(F)F)C(Cl)=C1 HYTDPCACQUCWAL-UHFFFAOYSA-N 0.000 claims description 2
ODCHMHHSWUIHFY-UHFFFAOYSA-N 3-chloro-n-[2-fluoro-3-(3-methoxyquinoxaline-6-carbonyl)phenyl]benzamide Chemical compound C=1C2=NC(OC)=CN=C2C=CC=1C(=O)C(C=1F)=CC=CC=1NC(=O)C1=CC=CC(Cl)=C1 ODCHMHHSWUIHFY-UHFFFAOYSA-N 0.000 claims description 2
GYZLHTGBPRHMTD-UHFFFAOYSA-N 3-chloro-n-[2-fluoro-3-(3-methylquinoxaline-6-carbonyl)phenyl]-4-(trifluoromethyl)benzamide Chemical compound C=1C2=NC(C)=CN=C2C=CC=1C(=O)C(C=1F)=CC=CC=1NC(=O)C1=CC=C(C(F)(F)F)C(Cl)=C1 GYZLHTGBPRHMTD-UHFFFAOYSA-N 0.000 claims description 2
KEKRCEHUMTVAAD-UHFFFAOYSA-N 3-chloro-n-[2-fluoro-3-(3-methylquinoxaline-6-carbonyl)phenyl]benzamide Chemical compound C=1C2=NC(C)=CN=C2C=CC=1C(=O)C(C=1F)=CC=CC=1NC(=O)C1=CC=CC(Cl)=C1 KEKRCEHUMTVAAD-UHFFFAOYSA-N 0.000 claims description 2
VCIXXGLHJXSCAQ-UHFFFAOYSA-N 3-chloro-n-[2-fluoro-3-(quinoxaline-6-carbonyl)phenyl]-4-(trifluoromethyl)benzamide Chemical compound C1=CC=C(C(=O)C=2C=C3N=CC=NC3=CC=2)C(F)=C1NC(=O)C1=CC=C(C(F)(F)F)C(Cl)=C1 VCIXXGLHJXSCAQ-UHFFFAOYSA-N 0.000 claims description 2
QFCGBYFPWGZZLW-UHFFFAOYSA-N 3-chloro-n-[2-fluoro-3-(quinoxaline-6-carbonyl)phenyl]benzamide Chemical compound C1=CC=C(C(=O)C=2C=C3N=CC=NC3=CC=2)C(F)=C1NC(=O)C1=CC=CC(Cl)=C1 QFCGBYFPWGZZLW-UHFFFAOYSA-N 0.000 claims description 2
NDAKUWFGZHQRDW-UHFFFAOYSA-N 3-chloro-n-[2-fluoro-3-[3-(2-hydroxyethoxy)quinoxaline-6-carbonyl]phenyl]-4-(trifluoromethyl)benzamide Chemical compound C=1C2=NC(OCCO)=CN=C2C=CC=1C(=O)C(C=1F)=CC=CC=1NC(=O)C1=CC=C(C(F)(F)F)C(Cl)=C1 NDAKUWFGZHQRDW-UHFFFAOYSA-N 0.000 claims description 2
UQFHLDOVWQEPQF-UHFFFAOYSA-N 3-chloro-n-[2-fluoro-3-[3-(2-methoxyethoxy)quinoxaline-6-carbonyl]phenyl]-4-(trifluoromethyl)benzamide Chemical compound C=1C2=NC(OCCOC)=CN=C2C=CC=1C(=O)C(C=1F)=CC=CC=1NC(=O)C1=CC=C(C(F)(F)F)C(Cl)=C1 UQFHLDOVWQEPQF-UHFFFAOYSA-N 0.000 claims description 2
CWAOQIPXSBFZTB-UHFFFAOYSA-N 3-chloro-n-[3,4-difluoro-5-(3-morpholin-4-ylquinoxaline-6-carbonyl)phenyl]-4-fluorobenzamide Chemical compound C1=C(Cl)C(F)=CC=C1C(=O)NC1=CC(F)=C(F)C(C(=O)C=2C=C3N=C(C=NC3=CC=2)N2CCOCC2)=C1 CWAOQIPXSBFZTB-UHFFFAOYSA-N 0.000 claims description 2
AIVOGICFUJRINX-UHFFFAOYSA-N 3-chloro-n-[3-(3-cyanoquinoxaline-6-carbonyl)-2,4-difluorophenyl]-4-(trifluoromethyl)benzamide Chemical compound FC1=C(C(=O)C=2C=C3N=C(C=NC3=CC=2)C#N)C(F)=CC=C1NC(=O)C1=CC=C(C(F)(F)F)C(Cl)=C1 AIVOGICFUJRINX-UHFFFAOYSA-N 0.000 claims description 2
KLABXRDQRMDFAO-UHFFFAOYSA-N 3-chloro-n-[3-(3-cyanoquinoxaline-6-carbonyl)-2,4-difluorophenyl]benzamide Chemical compound FC1=C(C(=O)C=2C=C3N=C(C=NC3=CC=2)C#N)C(F)=CC=C1NC(=O)C1=CC=CC(Cl)=C1 KLABXRDQRMDFAO-UHFFFAOYSA-N 0.000 claims description 2
FESCDTJDBXRAFZ-UHFFFAOYSA-N 3-chloro-n-[3-(3-cyanoquinoxaline-6-carbonyl)-2-fluorophenyl]-4-(trifluoromethyl)benzamide Chemical compound C1=CC=C(C(=O)C=2C=C3N=C(C=NC3=CC=2)C#N)C(F)=C1NC(=O)C1=CC=C(C(F)(F)F)C(Cl)=C1 FESCDTJDBXRAFZ-UHFFFAOYSA-N 0.000 claims description 2
IHLXPRZMHFLTOC-UHFFFAOYSA-N 3-chloro-n-[3-(3-cyanoquinoxaline-6-carbonyl)-2-fluorophenyl]benzamide Chemical compound C1=CC=C(C(=O)C=2C=C3N=C(C=NC3=CC=2)C#N)C(F)=C1NC(=O)C1=CC=CC(Cl)=C1 IHLXPRZMHFLTOC-UHFFFAOYSA-N 0.000 claims description 2
QAQXVNXDBAJPTL-UHFFFAOYSA-N 3-chloro-n-[3-(3-cyanoquinoxaline-6-carbonyl)-4-fluorophenyl]benzamide Chemical compound C1=C(C(=O)C=2C=C3N=C(C=NC3=CC=2)C#N)C(F)=CC=C1NC(=O)C1=CC=CC(Cl)=C1 QAQXVNXDBAJPTL-UHFFFAOYSA-N 0.000 claims description 2
YLAKYKOFJNUSQZ-UHFFFAOYSA-N 3-chloro-n-[3-(quinoxaline-6-carbonyl)phenyl]-4-(trifluoromethyl)benzamide Chemical compound C1=C(Cl)C(C(F)(F)F)=CC=C1C(=O)NC1=CC=CC(C(=O)C=2C=C3N=CC=NC3=CC=2)=C1 YLAKYKOFJNUSQZ-UHFFFAOYSA-N 0.000 claims description 2
KYZOASZWHOFXKP-UHFFFAOYSA-N 3-chloro-n-[4-fluoro-3-(3-methoxyquinoxaline-6-carbonyl)phenyl]-4-(trifluoromethyl)benzamide Chemical compound C=1C2=NC(OC)=CN=C2C=CC=1C(=O)C(C(=CC=1)F)=CC=1NC(=O)C1=CC=C(C(F)(F)F)C(Cl)=C1 KYZOASZWHOFXKP-UHFFFAOYSA-N 0.000 claims description 2
ODLJPYVPVNODGJ-UHFFFAOYSA-N 3-chloro-n-[4-fluoro-3-(3-methoxyquinoxaline-6-carbonyl)phenyl]benzamide Chemical compound C=1C2=NC(OC)=CN=C2C=CC=1C(=O)C(C(=CC=1)F)=CC=1NC(=O)C1=CC=CC(Cl)=C1 ODLJPYVPVNODGJ-UHFFFAOYSA-N 0.000 claims description 2
ITHLBDFZLMANJH-UHFFFAOYSA-N 3-chloro-n-[4-fluoro-3-(3-methylquinoxaline-6-carbonyl)phenyl]-4-(trifluoromethyl)benzamide Chemical compound C=1C2=NC(C)=CN=C2C=CC=1C(=O)C(C(=CC=1)F)=CC=1NC(=O)C1=CC=C(C(F)(F)F)C(Cl)=C1 ITHLBDFZLMANJH-UHFFFAOYSA-N 0.000 claims description 2
RWFQKHPFEYCWOW-UHFFFAOYSA-N 3-chloro-n-[4-fluoro-3-(3-methylquinoxaline-6-carbonyl)phenyl]benzamide Chemical compound C=1C2=NC(C)=CN=C2C=CC=1C(=O)C(C(=CC=1)F)=CC=1NC(=O)C1=CC=CC(Cl)=C1 RWFQKHPFEYCWOW-UHFFFAOYSA-N 0.000 claims description 2
BLUZMNCUPSIYAF-UHFFFAOYSA-N 3-chloro-n-[4-fluoro-3-(quinoxaline-6-carbonyl)phenyl]-4-(trifluoromethyl)benzamide Chemical compound C1=C(C(=O)C=2C=C3N=CC=NC3=CC=2)C(F)=CC=C1NC(=O)C1=CC=C(C(F)(F)F)C(Cl)=C1 BLUZMNCUPSIYAF-UHFFFAOYSA-N 0.000 claims description 2
MRDIOYXFUHSQAW-UHFFFAOYSA-N 3-chloro-n-[4-fluoro-3-(quinoxaline-6-carbonyl)phenyl]benzamide Chemical compound C1=C(C(=O)C=2C=C3N=CC=NC3=CC=2)C(F)=CC=C1NC(=O)C1=CC=CC(Cl)=C1 MRDIOYXFUHSQAW-UHFFFAOYSA-N 0.000 claims description 2
CDUDROQXVWAIMX-UHFFFAOYSA-N 3-fluoro-n-[2,4,5-trifluoro-3-(quinoxaline-6-carbonyl)phenyl]benzamide Chemical compound FC1=CC=CC(C(=O)NC=2C(=C(C(=O)C=3C=C4N=CC=NC4=CC=3)C(F)=C(F)C=2)F)=C1 CDUDROQXVWAIMX-UHFFFAOYSA-N 0.000 claims description 2
VUNVQCWHXDUPHT-UHFFFAOYSA-N 3-fluoro-n-[2-fluoro-3-(3-methoxyquinoxaline-6-carbonyl)phenyl]benzamide Chemical compound C=1C2=NC(OC)=CN=C2C=CC=1C(=O)C(C=1F)=CC=CC=1NC(=O)C1=CC=CC(F)=C1 VUNVQCWHXDUPHT-UHFFFAOYSA-N 0.000 claims description 2
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SNRXOQHIMYVWKN-UHFFFAOYSA-N 3-fluoro-n-[2-fluoro-3-[3-(2-hydroxyethoxy)quinoxaline-6-carbonyl]phenyl]benzamide Chemical compound C=1C2=NC(OCCO)=CN=C2C=CC=1C(=O)C(C=1F)=CC=CC=1NC(=O)C1=CC=CC(F)=C1 SNRXOQHIMYVWKN-UHFFFAOYSA-N 0.000 claims description 2
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JP2014530915A 2011-09-14 2012-09-14 特定の化学的実体、組成物、および方法 Active JP6093768B2 (ja)