CA2692598A1 - Derivatives of urea and related diamines, methods for their manufacture, and uses therefor - Google Patents

Info

Publication number

CA2692598A1

CA2692598A1 CA 2692598 CA2692598A CA2692598A1 CA 2692598 A1 CA2692598 A1 CA 2692598A1 CA 2692598 CA2692598 CA 2692598 CA 2692598 A CA2692598 A CA 2692598A CA 2692598 A1 CA2692598 A1 CA 2692598A1

Authority

CA

Canada

Prior art keywords

phenyl

diphenylpropyl

thiazol

amino

chloro

Prior art date

2007-07-10

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

Abandoned

Links

• Espacenet
• Global Dossier
• CIPO
• Discuss

• 238000000034 method Methods 0.000 title claims abstract description 286
• 150000004985 diamines Chemical class 0.000 title description 3
• 150000003672 ureas Chemical class 0.000 title description 3
• 238000004519 manufacturing process Methods 0.000 title description 2
• 150000001875 compounds Chemical class 0.000 claims abstract description 262
• 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims abstract description 34
• 208000035475 disorder Diseases 0.000 claims abstract description 14
• 230000008569 process Effects 0.000 claims abstract description 10
• -1 dimethylene group Chemical group 0.000 claims description 190
• 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 77
• 150000003839 salts Chemical class 0.000 claims description 62
• 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 60
• 125000000217 alkyl group Chemical group 0.000 claims description 59
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 59
• 125000001424 substituent group Chemical group 0.000 claims description 52
• 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 42
• 125000003118 aryl group Chemical group 0.000 claims description 29
• 239000008194 pharmaceutical composition Substances 0.000 claims description 26
• 125000004076 pyridyl group Chemical group 0.000 claims description 26
• 125000004432 carbon atom Chemical group C* 0.000 claims description 25
• IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 22
• 238000011282 treatment Methods 0.000 claims description 22
• 125000000623 heterocyclic group Chemical group 0.000 claims description 21
• 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 21
• 125000001072 heteroaryl group Chemical group 0.000 claims description 20
• 125000003545 alkoxy group Chemical group 0.000 claims description 18
• 125000003373 pyrazinyl group Chemical group 0.000 claims description 18
• 206010012735 Diarrhoea Diseases 0.000 claims description 17
• 125000003282 alkyl amino group Chemical group 0.000 claims description 17
• 125000004663 dialkyl amino group Chemical group 0.000 claims description 17
• 125000000714 pyrimidinyl group Chemical group 0.000 claims description 17
• 125000004390 alkyl sulfonyl group Chemical group 0.000 claims description 16
• 125000005843 halogen group Chemical group 0.000 claims description 16
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 16
• 229910052757 nitrogen Inorganic materials 0.000 claims description 16
• 125000003342 alkenyl group Chemical group 0.000 claims description 15
• 229920006395 saturated elastomer Polymers 0.000 claims description 15
• ZACUJFIIPRZJOC-UHFFFAOYSA-N 3-[[5-chloro-4-[4-(methanesulfonamido)phenyl]-1,3-thiazol-2-yl]carbamoyl-(3,3-diphenylpropyl)amino]benzoic acid Chemical compound C1=CC(NS(=O)(=O)C)=CC=C1C1=C(Cl)SC(NC(=O)N(CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)C=2C=C(C=CC=2)C(O)=O)=N1 ZACUJFIIPRZJOC-UHFFFAOYSA-N 0.000 claims description 14
• 125000004093 cyano group Chemical group *C#N 0.000 claims description 14
• 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 14
• 229910052799 carbon Inorganic materials 0.000 claims description 13
• 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 13
• 229940124530 sulfonamide Drugs 0.000 claims description 13
• RAHZWNYVWXNFOC-UHFFFAOYSA-N Sulphur dioxide Chemical group O=S=O RAHZWNYVWXNFOC-UHFFFAOYSA-N 0.000 claims description 12
• 125000004442 acylamino group Chemical group 0.000 claims description 12
• 125000004422 alkyl sulphonamide group Chemical group 0.000 claims description 12
• 125000003277 amino group Chemical group 0.000 claims description 12
• 125000005842 heteroatom Chemical group 0.000 claims description 12
• 125000002768 hydroxyalkyl group Chemical group 0.000 claims description 12
• OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 11
• 125000001309 chloro group Chemical group Cl* 0.000 claims description 11
• 208000005475 Vascular calcification Diseases 0.000 claims description 10
• 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 10
• 125000004414 alkyl thio group Chemical group 0.000 claims description 10
• 125000000304 alkynyl group Chemical group 0.000 claims description 10
• 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 10
• FDDDEECHVMSUSB-UHFFFAOYSA-N sulfanilamide Chemical compound NC1=CC=C(S(N)(=O)=O)C=C1 FDDDEECHVMSUSB-UHFFFAOYSA-N 0.000 claims description 10
• DCJWOUKIVOTXAW-UHFFFAOYSA-N 3-[5-chloro-4-[4-(hydroxymethyl)phenyl]-1,3-thiazol-2-yl]-1-(3,3-diphenylpropyl)-1-[2-(oxan-4-yl)ethyl]urea Chemical compound C1=CC(CO)=CC=C1C1=C(Cl)SC(NC(=O)N(CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)CCC2CCOCC2)=N1 DCJWOUKIVOTXAW-UHFFFAOYSA-N 0.000 claims description 9
• 125000004122 cyclic group Chemical group 0.000 claims description 9
• 125000001188 haloalkyl group Chemical group 0.000 claims description 9
• ATTZFSUZZUNHBP-UHFFFAOYSA-N Piperonyl sulfoxide Chemical group CCCCCCCCS(=O)C(C)CC1=CC=C2OCOC2=C1 ATTZFSUZZUNHBP-UHFFFAOYSA-N 0.000 claims description 8
• NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 8
• 125000005078 alkoxycarbonylalkyl group Chemical group 0.000 claims description 8
• 125000002950 monocyclic group Chemical group 0.000 claims description 8
• 229910052760 oxygen Inorganic materials 0.000 claims description 8
• 210000000557 podocyte Anatomy 0.000 claims description 8
• 125000001174 sulfone group Chemical group 0.000 claims description 8
• 125000004001 thioalkyl group Chemical group 0.000 claims description 8
• 230000002159 abnormal effect Effects 0.000 claims description 7
• 125000002947 alkylene group Chemical group 0.000 claims description 7
• 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims description 7
• 125000001153 fluoro group Chemical group F* 0.000 claims description 7
• 229910052739 hydrogen Inorganic materials 0.000 claims description 7
• NPGCSDOTXJJGOK-UHFFFAOYSA-N 3-[5-chloro-4-[4-(hydroxymethyl)phenyl]-1,3-thiazol-2-yl]-1-(3,3-diphenylpropyl)-1-propan-2-ylurea Chemical compound N=1C(C=2C=CC(CO)=CC=2)=C(Cl)SC=1NC(=O)N(C(C)C)CCC(C=1C=CC=CC=1)C1=CC=CC=C1 NPGCSDOTXJJGOK-UHFFFAOYSA-N 0.000 claims description 6
• PJADPCCRORXZQD-UHFFFAOYSA-N 3-[5-chloro-4-[4-(methanesulfonamido)phenyl]-1,3-thiazol-2-yl]-1-(3,3-diphenylpropyl)-1-methylurea Chemical compound N=1C(C=2C=CC(NS(C)(=O)=O)=CC=2)=C(Cl)SC=1NC(=O)N(C)CCC(C=1C=CC=CC=1)C1=CC=CC=C1 PJADPCCRORXZQD-UHFFFAOYSA-N 0.000 claims description 6
• NIIRFCZAPMBUDM-UHFFFAOYSA-N 4-[1,3-benzothiazol-2-ylcarbamoyl(3,3-diphenylpropyl)amino]cyclohexane-1-carboxylic acid Chemical compound C1CC(C(=O)O)CCC1N(C(=O)NC=1SC2=CC=CC=C2N=1)CCC(C=1C=CC=CC=1)C1=CC=CC=C1 NIIRFCZAPMBUDM-UHFFFAOYSA-N 0.000 claims description 6
• 125000002252 acyl group Chemical group 0.000 claims description 6
• 125000003172 aldehyde group Chemical group 0.000 claims description 6
• 125000004103 aminoalkyl group Chemical group 0.000 claims description 6
• 125000001164 benzothiazolyl group Chemical group S1C(=NC2=C1C=CC=C2)* 0.000 claims description 6
• 125000002541 furyl group Chemical group 0.000 claims description 6
• 125000001041 indolyl group Chemical group 0.000 claims description 6
• 125000001624 naphthyl group Chemical group 0.000 claims description 6
• 125000003386 piperidinyl group Chemical group 0.000 claims description 6
• 125000000168 pyrrolyl group Chemical group 0.000 claims description 6
• 229910052717 sulfur Inorganic materials 0.000 claims description 6
• 125000000335 thiazolyl group Chemical group 0.000 claims description 6
• 125000001544 thienyl group Chemical group 0.000 claims description 6
• 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims description 6
• KCZVNTBBWQGMMJ-UHFFFAOYSA-N 1-(3,3-diphenylpropyl)-3-[4-[4-(methanesulfonamido)phenyl]-1,3-thiazol-2-yl]-1-propan-2-ylurea Chemical compound N=1C(C=2C=CC(NS(C)(=O)=O)=CC=2)=CSC=1NC(=O)N(C(C)C)CCC(C=1C=CC=CC=1)C1=CC=CC=C1 KCZVNTBBWQGMMJ-UHFFFAOYSA-N 0.000 claims description 5
• USLNXSDONWYRFN-UHFFFAOYSA-N 2-[4-[[5-chloro-4-[4-(methanesulfonamido)phenyl]-1,3-thiazol-2-yl]carbamoyl-(3,3-diphenylpropyl)amino]phenyl]acetic acid Chemical compound C1=CC(NS(=O)(=O)C)=CC=C1C1=C(Cl)SC(NC(=O)N(CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)C=2C=CC(CC(O)=O)=CC=2)=N1 USLNXSDONWYRFN-UHFFFAOYSA-N 0.000 claims description 5
• 125000004104 aryloxy group Chemical group 0.000 claims description 5
• QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 5
• 125000004541 benzoxazolyl group Chemical group O1C(=NC2=C1C=CC=C2)* 0.000 claims description 5
• NZNMSOFKMUBTKW-UHFFFAOYSA-M cyclohexanecarboxylate Chemical compound [O-]C(=O)C1CCCCC1 NZNMSOFKMUBTKW-UHFFFAOYSA-M 0.000 claims description 5
• 239000003937 drug carrier Substances 0.000 claims description 5
• 125000003983 fluorenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3CC12)* 0.000 claims description 5
• 229910052731 fluorine Inorganic materials 0.000 claims description 5
• 239000001257 hydrogen Substances 0.000 claims description 5
• 230000001965 increasing effect Effects 0.000 claims description 5
• 230000008991 intestinal motility Effects 0.000 claims description 5
• 208000015380 nutritional deficiency disease Diseases 0.000 claims description 5
• 125000002971 oxazolyl group Chemical group 0.000 claims description 5
• 239000001301 oxygen Substances 0.000 claims description 5
• 125000003831 tetrazolyl group Chemical group 0.000 claims description 5
• 125000001425 triazolyl group Chemical group 0.000 claims description 5
• HRGAURTYKULADY-UHFFFAOYSA-N 1-(3,3-diphenylpropyl)-1-methyl-3-(4-phenyl-1,3-thiazol-2-yl)urea Chemical compound N=1C(C=2C=CC=CC=2)=CSC=1NC(=O)N(C)CCC(C=1C=CC=CC=1)C1=CC=CC=C1 HRGAURTYKULADY-UHFFFAOYSA-N 0.000 claims description 4
• AZIFEQTWSIFKJM-UHFFFAOYSA-N 1-(3,3-diphenylpropyl)-3-(3-methoxyphenyl)-1-(2-methylpropyl)urea Chemical compound COC1=CC=CC(NC(=O)N(CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)CC(C)C)=C1 AZIFEQTWSIFKJM-UHFFFAOYSA-N 0.000 claims description 4
• RJESAVXJLXLTFB-UHFFFAOYSA-N 1-(3,3-diphenylpropyl)-3-[4-(4-methylsulfonylphenyl)-1,3-thiazol-2-yl]-1-(2-piperidin-4-ylethyl)urea Chemical compound C1=CC(S(=O)(=O)C)=CC=C1C1=CSC(NC(=O)N(CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)CCC2CCNCC2)=N1 RJESAVXJLXLTFB-UHFFFAOYSA-N 0.000 claims description 4
• OALHLQSZEVEJCB-UHFFFAOYSA-N 1-(3,3-diphenylpropyl)-3-[4-[4-(methanesulfonamido)phenyl]-1,3-thiazol-2-yl]-1-(2-piperidin-3-ylethyl)urea Chemical compound C1=CC(NS(=O)(=O)C)=CC=C1C1=CSC(NC(=O)N(CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)CCC2CNCCC2)=N1 OALHLQSZEVEJCB-UHFFFAOYSA-N 0.000 claims description 4
• OLWYWDJFVLIKHG-UHFFFAOYSA-N 1-(3,3-diphenylpropyl)-3-[4-[4-(methanesulfonamido)phenyl]-1,3-thiazol-2-yl]-1-(2-piperidin-4-ylethyl)urea Chemical compound C1=CC(NS(=O)(=O)C)=CC=C1C1=CSC(NC(=O)N(CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)CCC2CCNCC2)=N1 OLWYWDJFVLIKHG-UHFFFAOYSA-N 0.000 claims description 4
• UACHQPBDRSLWOF-UHFFFAOYSA-N 1-(3,3-diphenylpropyl)-3-[4-[4-(methanesulfonamido)phenyl]-1,3-thiazol-2-yl]-1-propylurea Chemical compound N=1C(C=2C=CC(NS(C)(=O)=O)=CC=2)=CSC=1NC(=O)N(CCC)CCC(C=1C=CC=CC=1)C1=CC=CC=C1 UACHQPBDRSLWOF-UHFFFAOYSA-N 0.000 claims description 4
• RPMBXBLTTFHWLJ-UHFFFAOYSA-N 1-[3,3-bis(4-fluorophenyl)propyl]-3-[5-chloro-4-(4-sulfamoylphenyl)-1,3-thiazol-2-yl]-1-cyclopropylurea Chemical compound C1=CC(S(=O)(=O)N)=CC=C1C1=C(Cl)SC(NC(=O)N(CCC(C=2C=CC(F)=CC=2)C=2C=CC(F)=CC=2)C2CC2)=N1 RPMBXBLTTFHWLJ-UHFFFAOYSA-N 0.000 claims description 4
• OLQKRTSHJBUICH-UHFFFAOYSA-N 1-cyclopropyl-1-(3,3-diphenylpropyl)-3-[4-[4-(methanesulfonamido)phenyl]-1,3-thiazol-2-yl]urea Chemical compound C1=CC(NS(=O)(=O)C)=CC=C1C1=CSC(NC(=O)N(CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)C2CC2)=N1 OLQKRTSHJBUICH-UHFFFAOYSA-N 0.000 claims description 4
• AITMPYIQNVYIBL-UHFFFAOYSA-N 3-(1,3-benzothiazol-2-yl)-1-(3,3-diphenylpropyl)-1-propan-2-ylurea Chemical compound N=1C2=CC=CC=C2SC=1NC(=O)N(C(C)C)CCC(C=1C=CC=CC=1)C1=CC=CC=C1 AITMPYIQNVYIBL-UHFFFAOYSA-N 0.000 claims description 4
• UUIUELBLXNNIMF-UHFFFAOYSA-N 3-(1,3-benzothiazol-2-yl)-1-(3,3-diphenylpropyl)-1-propylurea Chemical compound N=1C2=CC=CC=C2SC=1NC(=O)N(CCC)CCC(C=1C=CC=CC=1)C1=CC=CC=C1 UUIUELBLXNNIMF-UHFFFAOYSA-N 0.000 claims description 4
• VTALQYIVQZDWRR-UHFFFAOYSA-N 3-[5-chloro-4-(4-methylsulfonylphenyl)-1,3-thiazol-2-yl]-1-(3,3-diphenylpropyl)-1-(2-piperidin-4-ylethyl)urea Chemical compound C1=CC(S(=O)(=O)C)=CC=C1C1=C(Cl)SC(NC(=O)N(CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)CCC2CCNCC2)=N1 VTALQYIVQZDWRR-UHFFFAOYSA-N 0.000 claims description 4
• GTQRPYUBSCNURT-UHFFFAOYSA-N 3-[5-chloro-4-(4-sulfamoylphenyl)-1,3-thiazol-2-yl]-1-(3,3-diphenylpropyl)-1-(2-pyridin-2-ylethyl)urea Chemical compound C1=CC(S(=O)(=O)N)=CC=C1C1=C(Cl)SC(NC(=O)N(CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)CCC=2N=CC=CC=2)=N1 GTQRPYUBSCNURT-UHFFFAOYSA-N 0.000 claims description 4
• CNIUALCPWIVVDR-UHFFFAOYSA-N 3-[5-chloro-4-(4-sulfamoylphenyl)-1,3-thiazol-2-yl]-1-(3,3-diphenylpropyl)-1-[2-(oxan-4-yl)ethyl]urea Chemical compound C1=CC(S(=O)(=O)N)=CC=C1C1=C(Cl)SC(NC(=O)N(CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)CCC2CCOCC2)=N1 CNIUALCPWIVVDR-UHFFFAOYSA-N 0.000 claims description 4
• XUFRZYADNMCTKR-UHFFFAOYSA-N 3-[5-chloro-4-(6-methylpyridin-3-yl)-1,3-thiazol-2-yl]-1-(3,3-diphenylpropyl)-1-piperidin-4-ylurea Chemical compound C1=NC(C)=CC=C1C1=C(Cl)SC(NC(=O)N(CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)C2CCNCC2)=N1 XUFRZYADNMCTKR-UHFFFAOYSA-N 0.000 claims description 4
• DOYBEVPHIOZZNR-UHFFFAOYSA-N 3-[5-chloro-4-[4-(methanesulfonamido)phenyl]-1,3-thiazol-2-yl]-1-(2-cyanoethyl)-1-(3,3-diphenylpropyl)urea Chemical compound C1=CC(NS(=O)(=O)C)=CC=C1C1=C(Cl)SC(NC(=O)N(CCC#N)CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)=N1 DOYBEVPHIOZZNR-UHFFFAOYSA-N 0.000 claims description 4
• JEOCZTFYUDFTEJ-UHFFFAOYSA-N 3-[5-chloro-4-[4-(methanesulfonamido)phenyl]-1,3-thiazol-2-yl]-1-(3,3-diphenylpropyl)-1-(2-piperidin-3-ylethyl)urea Chemical compound C1=CC(NS(=O)(=O)C)=CC=C1C1=C(Cl)SC(NC(=O)N(CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)CCC2CNCCC2)=N1 JEOCZTFYUDFTEJ-UHFFFAOYSA-N 0.000 claims description 4
• MXGKZYXCFFJDIO-UHFFFAOYSA-N 3-[5-chloro-4-[4-(methanesulfonamido)phenyl]-1,3-thiazol-2-yl]-1-(3,3-diphenylpropyl)-1-(2-pyridin-2-ylethyl)urea Chemical compound C1=CC(NS(=O)(=O)C)=CC=C1C1=C(Cl)SC(NC(=O)N(CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)CCC=2N=CC=CC=2)=N1 MXGKZYXCFFJDIO-UHFFFAOYSA-N 0.000 claims description 4
• FVMWKCAAGYSODJ-UHFFFAOYSA-N 3-[5-chloro-4-[4-(methanesulfonamido)phenyl]-1,3-thiazol-2-yl]-1-(3,3-diphenylpropyl)-1-(2-pyridin-3-ylethyl)urea Chemical compound C1=CC(NS(=O)(=O)C)=CC=C1C1=C(Cl)SC(NC(=O)N(CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)CCC=2C=NC=CC=2)=N1 FVMWKCAAGYSODJ-UHFFFAOYSA-N 0.000 claims description 4
• OVMAMDGPCNDIKV-UHFFFAOYSA-N 3-[5-chloro-4-[4-(methanesulfonamido)phenyl]-1,3-thiazol-2-yl]-1-(3,3-diphenylpropyl)-1-(2-pyridin-4-ylethyl)urea Chemical compound C1=CC(NS(=O)(=O)C)=CC=C1C1=C(Cl)SC(NC(=O)N(CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)CCC=2C=CN=CC=2)=N1 OVMAMDGPCNDIKV-UHFFFAOYSA-N 0.000 claims description 4
• UMIIJVFNCZOMCB-UHFFFAOYSA-N 3-[5-chloro-4-[4-(methanesulfonamido)phenyl]-1,3-thiazol-2-yl]-1-(3,3-diphenylpropyl)-1-(3-phenylpropyl)urea Chemical compound C1=CC(NS(=O)(=O)C)=CC=C1C1=C(Cl)SC(NC(=O)N(CCCC=2C=CC=CC=2)CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)=N1 UMIIJVFNCZOMCB-UHFFFAOYSA-N 0.000 claims description 4
• HMWKDYDNYFKDQW-UHFFFAOYSA-N 3-[5-chloro-4-[4-(methanesulfonamido)phenyl]-1,3-thiazol-2-yl]-1-(3,3-diphenylpropyl)-1-[2-(4-methoxyphenyl)ethyl]urea Chemical compound C1=CC(OC)=CC=C1CCN(C(=O)NC=1SC(Cl)=C(N=1)C=1C=CC(NS(C)(=O)=O)=CC=1)CCC(C=1C=CC=CC=1)C1=CC=CC=C1 HMWKDYDNYFKDQW-UHFFFAOYSA-N 0.000 claims description 4
• VSRSWYHTUMCGAZ-UHFFFAOYSA-N 3-[5-chloro-4-[4-(methanesulfonamido)phenyl]-1,3-thiazol-2-yl]-1-(3,3-diphenylpropyl)-1-phenylurea Chemical compound C1=CC(NS(=O)(=O)C)=CC=C1C1=C(Cl)SC(NC(=O)N(CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)C=2C=CC=CC=2)=N1 VSRSWYHTUMCGAZ-UHFFFAOYSA-N 0.000 claims description 4
• OKARARGFKYNAOK-UHFFFAOYSA-N 3-[5-chloro-4-[4-(methanesulfonamido)phenyl]-1,3-thiazol-2-yl]-1-cyclohexyl-1-(3,3-diphenylpropyl)urea Chemical compound C1=CC(NS(=O)(=O)C)=CC=C1C1=C(Cl)SC(NC(=O)N(CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)C2CCCCC2)=N1 OKARARGFKYNAOK-UHFFFAOYSA-N 0.000 claims description 4
• LBEAGSHXLDXIEU-UHFFFAOYSA-N 3-[5-chloro-4-[4-(morpholin-4-ylmethyl)phenyl]-1,3-thiazol-2-yl]-1-(3,3-diphenylpropyl)-1-(oxan-4-yl)urea Chemical compound N=1C(C=2C=CC(CN3CCOCC3)=CC=2)=C(Cl)SC=1NC(=O)N(C1CCOCC1)CCC(C=1C=CC=CC=1)C1=CC=CC=C1 LBEAGSHXLDXIEU-UHFFFAOYSA-N 0.000 claims description 4
• WOPQNHSLIVELFV-UHFFFAOYSA-N 3-[5-chloro-4-[4-(piperazin-1-ylmethyl)phenyl]-1,3-thiazol-2-yl]-1-(3,3-diphenylpropyl)-1-propan-2-ylurea Chemical compound N=1C(C=2C=CC(CN3CCNCC3)=CC=2)=C(Cl)SC=1NC(=O)N(C(C)C)CCC(C=1C=CC=CC=1)C1=CC=CC=C1 WOPQNHSLIVELFV-UHFFFAOYSA-N 0.000 claims description 4
• RKGNVZZXERDKIJ-UHFFFAOYSA-N 3-[5-chloro-4-[4-(triazol-1-yl)phenyl]-1,3-thiazol-2-yl]-1-(3,3-diphenylpropyl)-1-(2-pyridin-2-ylethyl)urea Chemical compound N=1C(C=2C=CC(=CC=2)N2N=NC=C2)=C(Cl)SC=1NC(=O)N(CCC=1N=CC=CC=1)CCC(C=1C=CC=CC=1)C1=CC=CC=C1 RKGNVZZXERDKIJ-UHFFFAOYSA-N 0.000 claims description 4
• YNGLWJYHGXXLQM-UHFFFAOYSA-N 3-[[5-chloro-4-[4-(methanesulfonamido)phenyl]-1,3-thiazol-2-yl]carbamoyl-(3,3-diphenylpropyl)amino]-n-methylbenzamide Chemical compound CNC(=O)C1=CC=CC(N(CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)C(=O)NC=2SC(Cl)=C(N=2)C=2C=CC(NS(C)(=O)=O)=CC=2)=C1 YNGLWJYHGXXLQM-UHFFFAOYSA-N 0.000 claims description 4
• YSHHNIOKMSZXOI-UHFFFAOYSA-N 4-[2-[[5-chloro-4-[4-(methanesulfonamido)phenyl]-1,3-thiazol-2-yl]carbamoyl-(3,3-diphenylpropyl)amino]ethyl]benzoic acid Chemical compound C1=CC(NS(=O)(=O)C)=CC=C1C1=C(Cl)SC(NC(=O)N(CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)CCC=2C=CC(=CC=2)C(O)=O)=N1 YSHHNIOKMSZXOI-UHFFFAOYSA-N 0.000 claims description 4
• UWWRMJBSKOKEMQ-UHFFFAOYSA-N 4-[[5-chloro-4-(4-methylsulfonylphenyl)-1,3-thiazol-2-yl]carbamoyl-(3,3-diphenylpropyl)amino]cyclohexane-1-carboxylic acid Chemical compound C1=CC(S(=O)(=O)C)=CC=C1C1=C(Cl)SC(NC(=O)N(CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)C2CCC(CC2)C(O)=O)=N1 UWWRMJBSKOKEMQ-UHFFFAOYSA-N 0.000 claims description 4
• RRVKZMFCYMUDFX-UHFFFAOYSA-N 4-[[5-chloro-4-[4-(methanesulfonamido)phenyl]-1,3-thiazol-2-yl]carbamoyl-(3,3-diphenylpropyl)amino]benzoic acid Chemical compound C1=CC(NS(=O)(=O)C)=CC=C1C1=C(Cl)SC(NC(=O)N(CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)C=2C=CC(=CC=2)C(O)=O)=N1 RRVKZMFCYMUDFX-UHFFFAOYSA-N 0.000 claims description 4
• FPQGJGUPIGMVBZ-UHFFFAOYSA-N ClC1=C(N=C(S1)NC(NC(C)(C1=CC=CC=C1)CCC(C1=CC=CC=C1)C1=CC=CC=C1)=O)C1=CC=C(C=C1)NS(=O)(=O)C Chemical compound ClC1=C(N=C(S1)NC(NC(C)(C1=CC=CC=C1)CCC(C1=CC=CC=C1)C1=CC=CC=C1)=O)C1=CC=C(C=C1)NS(=O)(=O)C FPQGJGUPIGMVBZ-UHFFFAOYSA-N 0.000 claims description 4
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• 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 4
• 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 description 4
• 230000006378 damage Effects 0.000 claims description 4
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• BOMBPAKGWZYNAC-UHFFFAOYSA-N methyl 3-[[2-cyclohexylethyl(3,3-diphenylpropyl)carbamoyl]amino]benzoate Chemical compound COC(=O)C1=CC=CC(NC(=O)N(CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)CCC2CCCCC2)=C1 BOMBPAKGWZYNAC-UHFFFAOYSA-N 0.000 claims description 4
• CXXMOYDDXQAZNI-UHFFFAOYSA-N methyl 3-[[benzyl(3,3-diphenylpropyl)carbamoyl]amino]benzoate Chemical compound COC(=O)C1=CC=CC(NC(=O)N(CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)CC=2C=CC=CC=2)=C1 CXXMOYDDXQAZNI-UHFFFAOYSA-N 0.000 claims description 4
• HWFFQOMBEJWGRJ-UHFFFAOYSA-N methyl 4-[[5-chloro-4-[4-(methanesulfonamido)phenyl]-1,3-thiazol-2-yl]carbamoyl-(3,3-diphenylpropyl)amino]cyclohexane-1-carboxylate Chemical compound C1CC(C(=O)OC)CCC1N(C(=O)NC=1SC(Cl)=C(N=1)C=1C=CC(NS(C)(=O)=O)=CC=1)CCC(C=1C=CC=CC=1)C1=CC=CC=C1 HWFFQOMBEJWGRJ-UHFFFAOYSA-N 0.000 claims description 4
• OGPYGYAIRQEKOU-UHFFFAOYSA-N n-[4-[3-[[3,3-diphenylpropyl(2-pyridin-2-ylethyl)carbamoyl]amino]-1,2,4-thiadiazol-5-yl]phenyl]acetamide Chemical compound C1=CC(NC(=O)C)=CC=C1C1=NC(NC(=O)N(CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)CCC=2N=CC=CC=2)=NS1 OGPYGYAIRQEKOU-UHFFFAOYSA-N 0.000 claims description 4
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• MTEYXHLRHPVWEW-UHFFFAOYSA-N 1-(3,3-diphenylpropyl)-3-[4-[4-(methanesulfonamido)phenyl]-1,3-thiazol-2-yl]-1-methylurea Chemical compound N=1C(C=2C=CC(NS(C)(=O)=O)=CC=2)=CSC=1NC(=O)N(C)CCC(C=1C=CC=CC=1)C1=CC=CC=C1 MTEYXHLRHPVWEW-UHFFFAOYSA-N 0.000 claims description 3
• AWNQPDHDOBCWMK-UHFFFAOYSA-N 1-[3,3-bis(4-fluorophenyl)propyl]-3-[3-[4-(methanesulfonamido)phenyl]-1,2,4-thiadiazol-5-yl]-1-[2-(oxan-4-yl)ethyl]urea Chemical compound C1=CC(NS(=O)(=O)C)=CC=C1C1=NSC(NC(=O)N(CCC(C=2C=CC(F)=CC=2)C=2C=CC(F)=CC=2)CCC2CCOCC2)=N1 AWNQPDHDOBCWMK-UHFFFAOYSA-N 0.000 claims description 3
• ILSXQIMKJHWWRY-UHFFFAOYSA-N 1-[3,3-bis(4-fluorophenyl)propyl]-3-[5-chloro-4-(4-sulfamoylphenyl)-1,3-thiazol-2-yl]-1-[2-(oxan-4-yl)ethyl]urea Chemical compound C1=CC(S(=O)(=O)N)=CC=C1C1=C(Cl)SC(NC(=O)N(CCC(C=2C=CC(F)=CC=2)C=2C=CC(F)=CC=2)CCC2CCOCC2)=N1 ILSXQIMKJHWWRY-UHFFFAOYSA-N 0.000 claims description 3
• VPBHSEJELGTXFC-UHFFFAOYSA-N 1-[3,3-bis(4-fluorophenyl)propyl]-3-[5-chloro-4-[4-(triazol-1-yl)phenyl]-1,3-thiazol-2-yl]-1-(2-pyridin-2-ylethyl)urea Chemical compound C1=CC(F)=CC=C1C(C=1C=CC(F)=CC=1)CCN(C(=O)NC=1SC(Cl)=C(N=1)C=1C=CC(=CC=1)N1N=NC=C1)CCC1=CC=CC=N1 VPBHSEJELGTXFC-UHFFFAOYSA-N 0.000 claims description 3
• QHPAQLMKTKIWKR-UHFFFAOYSA-N 1-benzyl-3-[5-chloro-4-[4-(methanesulfonamido)phenyl]-1,3-thiazol-2-yl]-1-(3,3-diphenylpropyl)urea Chemical compound C1=CC(NS(=O)(=O)C)=CC=C1C1=C(Cl)SC(NC(=O)N(CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)CC=2C=CC=CC=2)=N1 QHPAQLMKTKIWKR-UHFFFAOYSA-N 0.000 claims description 3
• FTRZIZTVCSCBFP-UHFFFAOYSA-N 3-(1,3-benzothiazol-2-yl)-1-(3,3-diphenylpropyl)-1-methylurea Chemical compound N=1C2=CC=CC=C2SC=1NC(=O)N(C)CCC(C=1C=CC=CC=1)C1=CC=CC=C1 FTRZIZTVCSCBFP-UHFFFAOYSA-N 0.000 claims description 3
• HCBGMTOJOIWJMF-UHFFFAOYSA-N 3-[1,3-benzothiazol-2-ylcarbamoyl(3,3-diphenylpropyl)amino]cyclopentane-1-carboxylic acid Chemical compound C1C(C(=O)O)CCC1N(C(=O)NC=1SC2=CC=CC=C2N=1)CCC(C=1C=CC=CC=1)C1=CC=CC=C1 HCBGMTOJOIWJMF-UHFFFAOYSA-N 0.000 claims description 3
• QVZTWZBKQPGCOV-UHFFFAOYSA-N 3-[4-[4-(tert-butylsulfamoyl)phenyl]-5-chloro-1,3-thiazol-2-yl]-1-(3,3-diphenylpropyl)-1-(2-pyridin-2-ylethyl)urea Chemical compound C1=CC(S(=O)(=O)NC(C)(C)C)=CC=C1C1=C(Cl)SC(NC(=O)N(CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)CCC=2N=CC=CC=2)=N1 QVZTWZBKQPGCOV-UHFFFAOYSA-N 0.000 claims description 3
• PONYVAMMQPFMOL-UHFFFAOYSA-N 3-[5-chloro-4-(4-methylsulfonylphenyl)-1,3-thiazol-2-yl]-1-(3,3-diphenylpropyl)-1-[2-(oxan-4-yl)ethyl]urea Chemical compound C1=CC(S(=O)(=O)C)=CC=C1C1=C(Cl)SC(NC(=O)N(CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)CCC2CCOCC2)=N1 PONYVAMMQPFMOL-UHFFFAOYSA-N 0.000 claims description 3
• KRMHCLLVXRIIOG-UHFFFAOYSA-N 3-[5-chloro-4-[4-(methanesulfonamido)phenyl]-1,3-thiazol-2-yl]-1-(1,1-dioxothian-4-yl)-1-(3,3-diphenylpropyl)urea Chemical compound C1=CC(NS(=O)(=O)C)=CC=C1C1=C(Cl)SC(NC(=O)N(CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)C2CCS(=O)(=O)CC2)=N1 KRMHCLLVXRIIOG-UHFFFAOYSA-N 0.000 claims description 3
• XWGOOSGNHLDFRD-UHFFFAOYSA-N 3-[5-chloro-4-[4-(methanesulfonamido)phenyl]-1,3-thiazol-2-yl]-1-(3,3-diphenylpropyl)-1-(2-piperidin-4-ylethyl)urea Chemical compound C1=CC(NS(=O)(=O)C)=CC=C1C1=C(Cl)SC(NC(=O)N(CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)CCC2CCNCC2)=N1 XWGOOSGNHLDFRD-UHFFFAOYSA-N 0.000 claims description 3
• XOIWSMWLQCUVMM-UHFFFAOYSA-N 3-[5-chloro-4-[4-(methanesulfonamido)phenyl]-1,3-thiazol-2-yl]-1-(3,3-diphenylpropyl)-1-[2-(4-fluorophenyl)ethyl]urea Chemical compound C1=CC(NS(=O)(=O)C)=CC=C1C1=C(Cl)SC(NC(=O)N(CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)CCC=2C=CC(F)=CC=2)=N1 XOIWSMWLQCUVMM-UHFFFAOYSA-N 0.000 claims description 3
• JVLGBGKVSXDGOX-UHFFFAOYSA-N 3-[5-chloro-4-[4-(methanesulfonamido)phenyl]-1,3-thiazol-2-yl]-1-(3,3-diphenylpropyl)-1-[2-(oxan-4-yl)ethyl]urea Chemical compound C1=CC(NS(=O)(=O)C)=CC=C1C1=C(Cl)SC(NC(=O)N(CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)CCC2CCOCC2)=N1 JVLGBGKVSXDGOX-UHFFFAOYSA-N 0.000 claims description 3
• UKTKLARTYMMLTC-UHFFFAOYSA-N 3-[5-chloro-4-[4-(methanesulfonamido)phenyl]-1,3-thiazol-2-yl]-1-(3,3-diphenylpropyl)-1-[4-(2-hydroxyethyl)phenyl]urea Chemical compound C1=CC(NS(=O)(=O)C)=CC=C1C1=C(Cl)SC(NC(=O)N(CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)C=2C=CC(CCO)=CC=2)=N1 UKTKLARTYMMLTC-UHFFFAOYSA-N 0.000 claims description 3
• IJIZOZXAWNFVDF-UHFFFAOYSA-N 3-[5-chloro-4-[4-(methanesulfonamido)phenyl]-1,3-thiazol-2-yl]-1-(3,3-diphenylpropyl)-1-propan-2-ylurea Chemical compound N=1C(C=2C=CC(NS(C)(=O)=O)=CC=2)=C(Cl)SC=1NC(=O)N(C(C)C)CCC(C=1C=CC=CC=1)C1=CC=CC=C1 IJIZOZXAWNFVDF-UHFFFAOYSA-N 0.000 claims description 3
• GDWWNYCHOIOXEZ-UHFFFAOYSA-N 3-[5-chloro-4-[4-(morpholin-4-ylmethyl)phenyl]-1,3-thiazol-2-yl]-1-(3,3-diphenylpropyl)-1-[2-(oxan-4-yl)ethyl]urea Chemical compound N=1C(C=2C=CC(CN3CCOCC3)=CC=2)=C(Cl)SC=1NC(=O)N(CCC1CCOCC1)CCC(C=1C=CC=CC=1)C1=CC=CC=C1 GDWWNYCHOIOXEZ-UHFFFAOYSA-N 0.000 claims description 3
• DZOLSHQLNKOAKY-UHFFFAOYSA-N 3-[5-chloro-4-[4-(piperazin-1-ylmethyl)phenyl]-1,3-thiazol-2-yl]-1-(3,3-diphenylpropyl)-1-[2-(oxan-4-yl)ethyl]urea Chemical compound N=1C(C=2C=CC(CN3CCNCC3)=CC=2)=C(Cl)SC=1NC(=O)N(CCC1CCOCC1)CCC(C=1C=CC=CC=1)C1=CC=CC=C1 DZOLSHQLNKOAKY-UHFFFAOYSA-N 0.000 claims description 3
• HZLAPSDQTJOIED-UHFFFAOYSA-N 4-[[5-chloro-4-[4-(methanesulfonamido)phenyl]-1,3-thiazol-2-yl]carbamoyl-(3,3-diphenylpropyl)amino]cyclohexane-1-carboxylic acid Chemical compound C1=CC(NS(=O)(=O)C)=CC=C1C1=C(Cl)SC(NC(=O)N(CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)C2CCC(CC2)C(O)=O)=N1 HZLAPSDQTJOIED-UHFFFAOYSA-N 0.000 claims description 3
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• HUAWUDVDDYBRQL-UHFFFAOYSA-N methyl 4-[2-[[3,3-diphenylpropyl(2-piperidin-4-ylethyl)carbamoyl]amino]-1,3-thiazol-4-yl]benzoate Chemical compound C1=CC(C(=O)OC)=CC=C1C1=CSC(NC(=O)N(CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)CCC2CCNCC2)=N1 HUAWUDVDDYBRQL-UHFFFAOYSA-N 0.000 claims description 3
• 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims description 3
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• 125000004530 1,2,4-triazinyl group Chemical group N1=NC(=NC=C1)* 0.000 claims description 2
• 125000001376 1,2,4-triazolyl group Chemical group N1N=C(N=C1)* 0.000 claims description 2
• 125000004520 1,3,4-thiadiazolyl group Chemical group 0.000 claims description 2
• 125000003363 1,3,5-triazinyl group Chemical group N1=C(N=CN=C1)* 0.000 claims description 2
• PUKLTGTUNKXOEQ-UHFFFAOYSA-N 1-(3,3-diphenylpropyl)-1-(2-pyrazin-2-ylethyl)-3-[3-(4-sulfamoylphenyl)-1,2,4-thiadiazol-5-yl]urea Chemical compound C1=CC(S(=O)(=O)N)=CC=C1C1=NSC(NC(=O)N(CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)CCC=2N=CC=NC=2)=N1 PUKLTGTUNKXOEQ-UHFFFAOYSA-N 0.000 claims description 2
• QMZYFIWRVMLSPX-UHFFFAOYSA-N 1-(3,3-diphenylpropyl)-1-(2-pyridin-2-ylethyl)-3-([1,3]thiazolo[4,5-c]pyridin-2-yl)urea Chemical compound N=1C2=CN=CC=C2SC=1NC(=O)N(CCC=1N=CC=CC=1)CCC(C=1C=CC=CC=1)C1=CC=CC=C1 QMZYFIWRVMLSPX-UHFFFAOYSA-N 0.000 claims description 2
• OSWRCTIFDUIICT-UHFFFAOYSA-N 1-(3,3-diphenylpropyl)-1-(2-pyridin-2-ylethyl)-3-([1,3]thiazolo[5,4-b]pyridin-2-yl)urea Chemical compound N=1C2=CC=CN=C2SC=1NC(=O)N(CCC=1N=CC=CC=1)CCC(C=1C=CC=CC=1)C1=CC=CC=C1 OSWRCTIFDUIICT-UHFFFAOYSA-N 0.000 claims description 2
• PMLAWBYQPXMQAJ-UHFFFAOYSA-N 1-(3,3-diphenylpropyl)-1-(2-pyridin-2-ylethyl)-3-[3-[4-(triazol-1-yl)phenyl]-1,2,4-thiadiazol-5-yl]urea Chemical compound C=1C=CC=CC=1C(C=1C=CC=CC=1)CCN(CCC=1N=CC=CC=1)C(=O)NC(SN=1)=NC=1C(C=C1)=CC=C1N1C=CN=N1 PMLAWBYQPXMQAJ-UHFFFAOYSA-N 0.000 claims description 2
• MANJLHCKHNFNEB-UHFFFAOYSA-N 1-(3,3-diphenylpropyl)-1-(2-pyrimidin-2-ylethyl)-3-[3-(4-sulfamoylphenyl)-1,2,4-thiadiazol-5-yl]urea Chemical compound C1=CC(S(=O)(=O)N)=CC=C1C1=NSC(NC(=O)N(CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)CCC=2N=CC=CN=2)=N1 MANJLHCKHNFNEB-UHFFFAOYSA-N 0.000 claims description 2
• VUUDDBJKIJUUPE-UHFFFAOYSA-N 1-(3,3-diphenylpropyl)-1-(2-pyrimidin-2-ylethyl)-3-[3-[4-(triazol-1-yl)phenyl]-1,2,4-thiadiazol-5-yl]urea Chemical compound C=1C=CC=CC=1C(C=1C=CC=CC=1)CCN(CCC=1N=CC=CN=1)C(=O)NC(SN=1)=NC=1C(C=C1)=CC=C1N1C=CN=N1 VUUDDBJKIJUUPE-UHFFFAOYSA-N 0.000 claims description 2
• SMXDHOKYSGGHOQ-UHFFFAOYSA-N 1-(3,3-diphenylpropyl)-1-(oxan-4-yl)-3-[3-(4-sulfamoylphenyl)-1,2,4-thiadiazol-5-yl]urea Chemical compound C1=CC(S(=O)(=O)N)=CC=C1C1=NSC(NC(=O)N(CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)C2CCOCC2)=N1 SMXDHOKYSGGHOQ-UHFFFAOYSA-N 0.000 claims description 2
• FHKRCOJHYHFFSC-UHFFFAOYSA-N 1-(3,3-diphenylpropyl)-1-[2-(oxan-4-yl)ethyl]-3-[3-(4-sulfamoylphenyl)-1,2,4-thiadiazol-5-yl]urea Chemical compound C1=CC(S(=O)(=O)N)=CC=C1C1=NSC(NC(=O)N(CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)CCC2CCOCC2)=N1 FHKRCOJHYHFFSC-UHFFFAOYSA-N 0.000 claims description 2
• JVTDCDIEQLAMHX-UHFFFAOYSA-N 1-(3,3-diphenylpropyl)-3-[3-(4-methylsulfonylphenyl)-1,2,4-thiadiazol-5-yl]-1-(2-pyrazin-2-ylethyl)urea Chemical compound C1=CC(S(=O)(=O)C)=CC=C1C1=NSC(NC(=O)N(CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)CCC=2N=CC=NC=2)=N1 JVTDCDIEQLAMHX-UHFFFAOYSA-N 0.000 claims description 2
• LHHZQKSJWYYWSL-UHFFFAOYSA-N 1-(3,3-diphenylpropyl)-3-[3-(4-methylsulfonylphenyl)-1,2,4-thiadiazol-5-yl]-1-(2-pyridin-2-ylethyl)urea Chemical compound C1=CC(S(=O)(=O)C)=CC=C1C1=NSC(NC(=O)N(CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)CCC=2N=CC=CC=2)=N1 LHHZQKSJWYYWSL-UHFFFAOYSA-N 0.000 claims description 2
• LTKVZIMSURZVED-UHFFFAOYSA-N 1-(3,3-diphenylpropyl)-3-[3-[4-(methanesulfonamido)phenyl]-1,2,4-thiadiazol-5-yl]-1-(2-pyrazin-2-ylethyl)urea Chemical compound C1=CC(NS(=O)(=O)C)=CC=C1C1=NSC(NC(=O)N(CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)CCC=2N=CC=NC=2)=N1 LTKVZIMSURZVED-UHFFFAOYSA-N 0.000 claims description 2
• KAWDYMZZQISRHV-UHFFFAOYSA-N 1-(3,3-diphenylpropyl)-3-[3-[4-(methanesulfonamido)phenyl]-1,2,4-thiadiazol-5-yl]-1-(oxan-4-yl)urea Chemical compound C1=CC(NS(=O)(=O)C)=CC=C1C1=NSC(NC(=O)N(CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)C2CCOCC2)=N1 KAWDYMZZQISRHV-UHFFFAOYSA-N 0.000 claims description 2
• YYBJMBSGAOJYGN-UHFFFAOYSA-N 1-(3,3-diphenylpropyl)-3-[3-[4-(methanesulfonamido)phenyl]-1,2,4-thiadiazol-5-yl]-1-propan-2-ylurea Chemical compound N=1C(C=2C=CC(NS(C)(=O)=O)=CC=2)=NSC=1NC(=O)N(C(C)C)CCC(C=1C=CC=CC=1)C1=CC=CC=C1 YYBJMBSGAOJYGN-UHFFFAOYSA-N 0.000 claims description 2
• IHVWNPFIECNCBW-UHFFFAOYSA-N 1-(3,3-diphenylpropyl)-3-[5-[4-(methanesulfonamido)phenyl]-1,2,4-thiadiazol-3-yl]-1-(2-pyridin-2-ylethyl)urea Chemical compound C1=CC(NS(=O)(=O)C)=CC=C1C1=NC(NC(=O)N(CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)CCC=2N=CC=CC=2)=NS1 IHVWNPFIECNCBW-UHFFFAOYSA-N 0.000 claims description 2
• LWSBRPGOCOQEMA-UHFFFAOYSA-N 1-[2-(4-chloropyridin-2-yl)ethyl]-1-(3,3-diphenylpropyl)-3-[3-[4-(triazol-1-yl)phenyl]-1,2,4-thiadiazol-5-yl]urea Chemical compound ClC1=CC=NC(CCN(CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)C(=O)NC=2SN=C(N=2)C=2C=CC(=CC=2)N2N=NC=C2)=C1 LWSBRPGOCOQEMA-UHFFFAOYSA-N 0.000 claims description 2
• AOKNTQVNBDYBGY-UHFFFAOYSA-N 1-[2-(5-chloropyridin-2-yl)ethyl]-3-[5-chloro-4-[4-(triazol-1-yl)phenyl]-1,3-thiazol-2-yl]-1-(3,3-diphenylpropyl)urea Chemical compound N=1C(C=2C=CC(=CC=2)N2N=NC=C2)=C(Cl)SC=1NC(=O)N(CCC=1N=CC(Cl)=CC=1)CCC(C=1C=CC=CC=1)C1=CC=CC=C1 AOKNTQVNBDYBGY-UHFFFAOYSA-N 0.000 claims description 2
• AHCZNAKOFZKKBH-UHFFFAOYSA-N 1-[3,3-bis(4-fluorophenyl)propyl]-1-(2-pyrazin-2-ylethyl)-3-[3-(4-sulfamoylphenyl)-1,2,4-thiadiazol-5-yl]urea Chemical compound C1=CC(S(=O)(=O)N)=CC=C1C1=NSC(NC(=O)N(CCC(C=2C=CC(F)=CC=2)C=2C=CC(F)=CC=2)CCC=2N=CC=NC=2)=N1 AHCZNAKOFZKKBH-UHFFFAOYSA-N 0.000 claims description 2
• DMZGMDYTANTJSC-UHFFFAOYSA-N 1-[3,3-bis(4-fluorophenyl)propyl]-1-(2-pyridin-2-ylethyl)-3-[3-(4-sulfamoylphenyl)-1,2,4-thiadiazol-5-yl]urea Chemical compound C1=CC(S(=O)(=O)N)=CC=C1C1=NSC(NC(=O)N(CCC(C=2C=CC(F)=CC=2)C=2C=CC(F)=CC=2)CCC=2N=CC=CC=2)=N1 DMZGMDYTANTJSC-UHFFFAOYSA-N 0.000 claims description 2
• NHGBBRKFZIWKNG-UHFFFAOYSA-N 1-[3,3-bis(4-fluorophenyl)propyl]-1-(2-pyridin-2-ylethyl)-3-[3-[4-(triazol-1-yl)phenyl]-1,2,4-thiadiazol-5-yl]urea Chemical compound C1=CC(F)=CC=C1C(C=1C=CC(F)=CC=1)CCN(C(=O)NC=1SN=C(N=1)C=1C=CC(=CC=1)N1N=NC=C1)CCC1=CC=CC=N1 NHGBBRKFZIWKNG-UHFFFAOYSA-N 0.000 claims description 2
• UWTHLKDLCAZMSW-UHFFFAOYSA-N 1-[3,3-bis(4-fluorophenyl)propyl]-1-[2-(oxan-4-yl)ethyl]-3-[3-(4-sulfamoylphenyl)-1,2,4-thiadiazol-5-yl]urea Chemical compound C1=CC(S(=O)(=O)N)=CC=C1C1=NSC(NC(=O)N(CCC(C=2C=CC(F)=CC=2)C=2C=CC(F)=CC=2)CCC2CCOCC2)=N1 UWTHLKDLCAZMSW-UHFFFAOYSA-N 0.000 claims description 2
• ANPLFWKLRDMGDD-UHFFFAOYSA-N 1-[3,3-bis(4-fluorophenyl)propyl]-1-cyclopropyl-3-[3-(4-sulfamoylphenyl)-1,2,4-thiadiazol-5-yl]urea Chemical compound C1=CC(S(=O)(=O)N)=CC=C1C1=NSC(NC(=O)N(CCC(C=2C=CC(F)=CC=2)C=2C=CC(F)=CC=2)C2CC2)=N1 ANPLFWKLRDMGDD-UHFFFAOYSA-N 0.000 claims description 2
• ADGAPAYEXWEBQW-UHFFFAOYSA-N 1-[3,3-bis(4-fluorophenyl)propyl]-1-cyclopropyl-3-[3-[4-(methanesulfonamido)phenyl]-1,2,4-thiadiazol-5-yl]urea Chemical compound C1=CC(NS(=O)(=O)C)=CC=C1C1=NSC(NC(=O)N(CCC(C=2C=CC(F)=CC=2)C=2C=CC(F)=CC=2)C2CC2)=N1 ADGAPAYEXWEBQW-UHFFFAOYSA-N 0.000 claims description 2
• NNBWJPWNZZBQFV-UHFFFAOYSA-N 1-[3,3-bis(4-fluorophenyl)propyl]-3-[3-(4-methylsulfonylphenyl)-1,2,4-thiadiazol-5-yl]-1-(2-pyrazin-2-ylethyl)urea Chemical compound C1=CC(S(=O)(=O)C)=CC=C1C1=NSC(NC(=O)N(CCC(C=2C=CC(F)=CC=2)C=2C=CC(F)=CC=2)CCC=2N=CC=NC=2)=N1 NNBWJPWNZZBQFV-UHFFFAOYSA-N 0.000 claims description 2
• DCPKYHGPQRGTLX-UHFFFAOYSA-N 1-[3,3-bis(4-fluorophenyl)propyl]-3-[3-(4-methylsulfonylphenyl)-1,2,4-thiadiazol-5-yl]-1-(2-pyridin-2-ylethyl)urea Chemical compound C1=CC(S(=O)(=O)C)=CC=C1C1=NSC(NC(=O)N(CCC(C=2C=CC(F)=CC=2)C=2C=CC(F)=CC=2)CCC=2N=CC=CC=2)=N1 DCPKYHGPQRGTLX-UHFFFAOYSA-N 0.000 claims description 2
• QQTJMZKEZXQPBS-UHFFFAOYSA-N 1-[3,3-bis(4-fluorophenyl)propyl]-3-[3-[4-(methanesulfonamido)phenyl]-1,2,4-thiadiazol-5-yl]-1-(2-pyrazin-2-ylethyl)urea Chemical compound C1=CC(NS(=O)(=O)C)=CC=C1C1=NSC(NC(=O)N(CCC(C=2C=CC(F)=CC=2)C=2C=CC(F)=CC=2)CCC=2N=CC=NC=2)=N1 QQTJMZKEZXQPBS-UHFFFAOYSA-N 0.000 claims description 2
• UMZJLTDGXPEGDJ-UHFFFAOYSA-N 1-[3,3-bis(4-fluorophenyl)propyl]-3-[3-[4-(methanesulfonamido)phenyl]-1,2,4-thiadiazol-5-yl]-1-(2-pyridin-2-ylethyl)urea Chemical compound C1=CC(NS(=O)(=O)C)=CC=C1C1=NSC(NC(=O)N(CCC(C=2C=CC(F)=CC=2)C=2C=CC(F)=CC=2)CCC=2N=CC=CC=2)=N1 UMZJLTDGXPEGDJ-UHFFFAOYSA-N 0.000 claims description 2
• HZKBZYFAJXFCMW-UHFFFAOYSA-N 1-[3,3-bis(4-fluorophenyl)propyl]-3-[3-[4-(methanesulfonamido)phenyl]-1,2,4-thiadiazol-5-yl]-1-(2-pyrimidin-2-ylethyl)urea Chemical compound C1=CC(NS(=O)(=O)C)=CC=C1C1=NSC(NC(=O)N(CCC(C=2C=CC(F)=CC=2)C=2C=CC(F)=CC=2)CCC=2N=CC=CN=2)=N1 HZKBZYFAJXFCMW-UHFFFAOYSA-N 0.000 claims description 2
• AVWKENNMYYMCLO-UHFFFAOYSA-N 1-[3,3-bis(4-fluorophenyl)propyl]-3-[4-[4-(tert-butylsulfamoyl)phenyl]-5-chloro-1,3-thiazol-2-yl]-1-(2-pyridin-2-ylethyl)urea Chemical compound C1=CC(S(=O)(=O)NC(C)(C)C)=CC=C1C1=C(Cl)SC(NC(=O)N(CCC(C=2C=CC(F)=CC=2)C=2C=CC(F)=CC=2)CCC=2N=CC=CC=2)=N1 AVWKENNMYYMCLO-UHFFFAOYSA-N 0.000 claims description 2
• UPGIWZDMEIGHPY-UHFFFAOYSA-N 1-[3,3-bis(4-fluorophenyl)propyl]-3-[5-chloro-4-(4-methylsulfonylphenyl)-1,3-thiazol-2-yl]-1-(2-pyrazin-2-ylethyl)urea Chemical compound C1=CC(S(=O)(=O)C)=CC=C1C1=C(Cl)SC(NC(=O)N(CCC(C=2C=CC(F)=CC=2)C=2C=CC(F)=CC=2)CCC=2N=CC=NC=2)=N1 UPGIWZDMEIGHPY-UHFFFAOYSA-N 0.000 claims description 2
• AKACHEPMXLPQTB-UHFFFAOYSA-N 1-[3,3-bis(4-fluorophenyl)propyl]-3-[5-chloro-4-(4-sulfamoylphenyl)-1,3-thiazol-2-yl]-1-(2-pyrazin-2-ylethyl)urea Chemical compound C1=CC(S(=O)(=O)N)=CC=C1C1=C(Cl)SC(NC(=O)N(CCC(C=2C=CC(F)=CC=2)C=2C=CC(F)=CC=2)CCC=2N=CC=NC=2)=N1 AKACHEPMXLPQTB-UHFFFAOYSA-N 0.000 claims description 2
• RWSMBLWKGJMXDJ-UHFFFAOYSA-N 1-[3,3-bis(4-fluorophenyl)propyl]-3-[5-chloro-4-(4-sulfamoylphenyl)-1,3-thiazol-2-yl]-1-(2-pyridin-2-ylethyl)urea Chemical compound C1=CC(S(=O)(=O)N)=CC=C1C1=C(Cl)SC(NC(=O)N(CCC(C=2C=CC(F)=CC=2)C=2C=CC(F)=CC=2)CCC=2N=CC=CC=2)=N1 RWSMBLWKGJMXDJ-UHFFFAOYSA-N 0.000 claims description 2
• OAOQSRBQWOLANF-UHFFFAOYSA-N 1-[3,3-bis(4-fluorophenyl)propyl]-3-[5-chloro-4-(4-sulfamoylphenyl)-1,3-thiazol-2-yl]-1-(2-pyrimidin-2-ylethyl)urea Chemical compound C1=CC(S(=O)(=O)N)=CC=C1C1=C(Cl)SC(NC(=O)N(CCC(C=2C=CC(F)=CC=2)C=2C=CC(F)=CC=2)CCC=2N=CC=CN=2)=N1 OAOQSRBQWOLANF-UHFFFAOYSA-N 0.000 claims description 2
• ZCCSRANATLOSRH-UHFFFAOYSA-N 1-[3,3-bis(4-fluorophenyl)propyl]-3-[5-chloro-4-[4-(methanesulfonamido)phenyl]-1,3-thiazol-2-yl]-1-(2-pyrazin-2-ylethyl)urea Chemical compound C1=CC(NS(=O)(=O)C)=CC=C1C1=C(Cl)SC(NC(=O)N(CCC(C=2C=CC(F)=CC=2)C=2C=CC(F)=CC=2)CCC=2N=CC=NC=2)=N1 ZCCSRANATLOSRH-UHFFFAOYSA-N 0.000 claims description 2
• OUHTTZJXZXNTHX-UHFFFAOYSA-N 1-[3,3-bis(4-fluorophenyl)propyl]-3-[5-chloro-4-[4-(methanesulfonamido)phenyl]-1,3-thiazol-2-yl]-1-(2-pyridin-2-ylethyl)urea Chemical compound C1=CC(NS(=O)(=O)C)=CC=C1C1=C(Cl)SC(NC(=O)N(CCC(C=2C=CC(F)=CC=2)C=2C=CC(F)=CC=2)CCC=2N=CC=CC=2)=N1 OUHTTZJXZXNTHX-UHFFFAOYSA-N 0.000 claims description 2
• QQUZTLOUQPDQIC-UHFFFAOYSA-N 1-[3,3-bis(4-fluorophenyl)propyl]-3-[5-chloro-4-[4-(methanesulfonamido)phenyl]-1,3-thiazol-2-yl]-1-(2-pyrimidin-2-ylethyl)urea Chemical compound C1=CC(NS(=O)(=O)C)=CC=C1C1=C(Cl)SC(NC(=O)N(CCC(C=2C=CC(F)=CC=2)C=2C=CC(F)=CC=2)CCC=2N=CC=CN=2)=N1 QQUZTLOUQPDQIC-UHFFFAOYSA-N 0.000 claims description 2
• DEGKBUOTALGDGP-UHFFFAOYSA-N 1-[3,3-bis(4-fluorophenyl)propyl]-3-[5-chloro-4-[4-(triazol-1-yl)phenyl]-1,3-thiazol-2-yl]-1-(2-pyrazin-2-ylethyl)urea Chemical compound C1=CC(F)=CC=C1C(C=1C=CC(F)=CC=1)CCN(C(=O)NC=1SC(Cl)=C(N=1)C=1C=CC(=CC=1)N1N=NC=C1)CCC1=CN=CC=N1 DEGKBUOTALGDGP-UHFFFAOYSA-N 0.000 claims description 2
• YUQHSSCOHQLACF-UHFFFAOYSA-N 1-[3,3-bis(4-fluorophenyl)propyl]-3-[5-chloro-4-[4-(triazol-1-yl)phenyl]-1,3-thiazol-2-yl]-1-(2-pyrimidin-2-ylethyl)urea Chemical compound C1=CC(F)=CC=C1C(C=1C=CC(F)=CC=1)CCN(C(=O)NC=1SC(Cl)=C(N=1)C=1C=CC(=CC=1)N1N=NC=C1)CCC1=NC=CC=N1 YUQHSSCOHQLACF-UHFFFAOYSA-N 0.000 claims description 2
• KYFOSLLCUHAIKD-UHFFFAOYSA-N 1-cyclopropyl-1-(3,3-diphenylpropyl)-3-(3-pyridin-2-yl-1,2,4-thiadiazol-5-yl)urea Chemical compound C=1C=CC=CC=1C(C=1C=CC=CC=1)CCN(C1CC1)C(=O)NC(SN=1)=NC=1C1=CC=CC=N1 KYFOSLLCUHAIKD-UHFFFAOYSA-N 0.000 claims description 2
• VTCKFUDIGZSAJD-UHFFFAOYSA-N 1-cyclopropyl-1-(3,3-diphenylpropyl)-3-[3-(4-sulfamoylphenyl)-1,2,4-thiadiazol-5-yl]urea Chemical compound C1=CC(S(=O)(=O)N)=CC=C1C1=NSC(NC(=O)N(CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)C2CC2)=N1 VTCKFUDIGZSAJD-UHFFFAOYSA-N 0.000 claims description 2
• KUGVQIXAGKDYKJ-UHFFFAOYSA-N 2-[4-[5-chloro-2-[[3,3-diphenylpropyl-[2-(oxan-4-yl)ethyl]carbamoyl]amino]-1,3-thiazol-4-yl]phenyl]acetic acid Chemical compound C1=CC(CC(=O)O)=CC=C1C1=C(Cl)SC(NC(=O)N(CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)CCC2CCOCC2)=N1 KUGVQIXAGKDYKJ-UHFFFAOYSA-N 0.000 claims description 2
• SIXMVCGISJKPCD-UHFFFAOYSA-N 2-[4-[[5-chloro-4-[4-(methanesulfonamido)phenyl]-1,3-thiazol-2-yl]carbamoyl-(3,3-diphenylpropyl)amino]phenyl]-n-methylacetamide Chemical compound C1=CC(CC(=O)NC)=CC=C1N(C(=O)NC=1SC(Cl)=C(N=1)C=1C=CC(NS(C)(=O)=O)=CC=1)CCC(C=1C=CC=CC=1)C1=CC=CC=C1 SIXMVCGISJKPCD-UHFFFAOYSA-N 0.000 claims description 2
• YIZDNOTXQOPRBR-UHFFFAOYSA-N 2-[4-[[5-chloro-4-[4-(methanesulfonamido)phenyl]-1,3-thiazol-2-yl]carbamoyl-(3,3-diphenylpropyl)amino]phenyl]acetamide Chemical compound C1=CC(NS(=O)(=O)C)=CC=C1C1=C(Cl)SC(NC(=O)N(CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)C=2C=CC(CC(N)=O)=CC=2)=N1 YIZDNOTXQOPRBR-UHFFFAOYSA-N 0.000 claims description 2
• PASUWTQDRZBHLI-UHFFFAOYSA-N 2-[[1,3-benzothiazol-2-ylcarbamoyl(3,3-diphenylpropyl)amino]methyl]cyclopropane-1-carboxylic acid Chemical compound OC(=O)C1CC1CN(C(=O)NC=1SC2=CC=CC=C2N=1)CCC(C=1C=CC=CC=1)C1=CC=CC=C1 PASUWTQDRZBHLI-UHFFFAOYSA-N 0.000 claims description 2
• ZPGQVHHQYPSBSU-UHFFFAOYSA-N 3-[5-chloro-4-(2-oxo-1,3-dihydroindol-5-yl)-1,3-thiazol-2-yl]-1-(3,3-diphenylpropyl)-1-(oxan-4-yl)urea Chemical compound N=1C(C=2C=C3CC(=O)NC3=CC=2)=C(Cl)SC=1NC(=O)N(C1CCOCC1)CCC(C=1C=CC=CC=1)C1=CC=CC=C1 ZPGQVHHQYPSBSU-UHFFFAOYSA-N 0.000 claims description 2
• RRZODLBCXANRGT-UHFFFAOYSA-N 3-[5-chloro-4-(2-oxo-1,3-dihydroindol-5-yl)-1,3-thiazol-2-yl]-1-(3,3-diphenylpropyl)-1-propan-2-ylurea Chemical compound N=1C(C=2C=C3CC(=O)NC3=CC=2)=C(Cl)SC=1NC(=O)N(C(C)C)CCC(C=1C=CC=CC=1)C1=CC=CC=C1 RRZODLBCXANRGT-UHFFFAOYSA-N 0.000 claims description 2
• CIVDNUVVTFUGPC-UHFFFAOYSA-N 3-[5-chloro-4-(4-methylsulfonylphenyl)-1,3-thiazol-2-yl]-1-(3,3-diphenylpropyl)-1-(2-pyrazin-2-ylethyl)urea Chemical compound C1=CC(S(=O)(=O)C)=CC=C1C1=C(Cl)SC(NC(=O)N(CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)CCC=2N=CC=NC=2)=N1 CIVDNUVVTFUGPC-UHFFFAOYSA-N 0.000 claims description 2
• HDRAFFPHWLCXFO-UHFFFAOYSA-N 3-[5-chloro-4-(4-methylsulfonylphenyl)-1,3-thiazol-2-yl]-1-(3,3-diphenylpropyl)-1-(2-pyridin-2-ylethyl)urea Chemical compound C1=CC(S(=O)(=O)C)=CC=C1C1=C(Cl)SC(NC(=O)N(CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)CCC=2N=CC=CC=2)=N1 HDRAFFPHWLCXFO-UHFFFAOYSA-N 0.000 claims description 2
• YWIQJZPZRPMHBF-UHFFFAOYSA-N 3-[5-chloro-4-(4-methylsulfonylphenyl)-1,3-thiazol-2-yl]-1-(3,3-diphenylpropyl)-1-(oxan-4-yl)urea Chemical compound C1=CC(S(=O)(=O)C)=CC=C1C1=C(Cl)SC(NC(=O)N(CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)C2CCOCC2)=N1 YWIQJZPZRPMHBF-UHFFFAOYSA-N 0.000 claims description 2
• SQTVUFLFVOFPBZ-UHFFFAOYSA-N 3-[5-chloro-4-(4-sulfamoylphenyl)-1,3-thiazol-2-yl]-1-(3,3-diphenylpropyl)-1-(2-pyrazin-2-ylethyl)urea Chemical compound C1=CC(S(=O)(=O)N)=CC=C1C1=C(Cl)SC(NC(=O)N(CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)CCC=2N=CC=NC=2)=N1 SQTVUFLFVOFPBZ-UHFFFAOYSA-N 0.000 claims description 2
• ZFOVDWACLPFRSM-UHFFFAOYSA-N 3-[5-chloro-4-(4-sulfamoylphenyl)-1,3-thiazol-2-yl]-1-(3,3-diphenylpropyl)-1-(2-pyrimidin-2-ylethyl)urea Chemical compound C1=CC(S(=O)(=O)N)=CC=C1C1=C(Cl)SC(NC(=O)N(CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)CCC=2N=CC=CN=2)=N1 ZFOVDWACLPFRSM-UHFFFAOYSA-N 0.000 claims description 2
• IPXQVKJKSLYUBZ-UHFFFAOYSA-N 3-[5-chloro-4-(4-sulfamoylphenyl)-1,3-thiazol-2-yl]-1-(3,3-diphenylpropyl)-1-(oxan-4-yl)urea Chemical compound C1=CC(S(=O)(=O)N)=CC=C1C1=C(Cl)SC(NC(=O)N(CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)C2CCOCC2)=N1 IPXQVKJKSLYUBZ-UHFFFAOYSA-N 0.000 claims description 2
• FNPBSSBMVVEZKI-UHFFFAOYSA-N 3-[5-chloro-4-(4-sulfamoylphenyl)-1,3-thiazol-2-yl]-1-(3,3-diphenylpropyl)-1-propan-2-ylurea Chemical compound N=1C(C=2C=CC(=CC=2)S(N)(=O)=O)=C(Cl)SC=1NC(=O)N(C(C)C)CCC(C=1C=CC=CC=1)C1=CC=CC=C1 FNPBSSBMVVEZKI-UHFFFAOYSA-N 0.000 claims description 2
• SJRCRPDDFXBMIQ-UHFFFAOYSA-N 3-[5-chloro-4-(4-sulfamoylphenyl)-1,3-thiazol-2-yl]-1-cyclopropyl-1-(3,3-diphenylpropyl)urea Chemical compound C1=CC(S(=O)(=O)N)=CC=C1C1=C(Cl)SC(NC(=O)N(CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)C2CC2)=N1 SJRCRPDDFXBMIQ-UHFFFAOYSA-N 0.000 claims description 2
• VOYBSYONWFLLDY-UHFFFAOYSA-N 3-[5-chloro-4-(6-chloropyridin-3-yl)-1,3-thiazol-2-yl]-1-(3,3-diphenylpropyl)-1-piperidin-4-ylurea Chemical compound N=1C(C=2C=NC(Cl)=CC=2)=C(Cl)SC=1NC(=O)N(C1CCNCC1)CCC(C=1C=CC=CC=1)C1=CC=CC=C1 VOYBSYONWFLLDY-UHFFFAOYSA-N 0.000 claims description 2
• IKKIITPFLMQBPQ-UHFFFAOYSA-N 3-[5-chloro-4-[4-(methanesulfonamido)phenyl]-1,3-thiazol-2-yl]-1-(3,3-diphenylpropyl)-1-(2-fluorophenyl)urea Chemical compound C1=CC(NS(=O)(=O)C)=CC=C1C1=C(Cl)SC(NC(=O)N(CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)C=2C(=CC=CC=2)F)=N1 IKKIITPFLMQBPQ-UHFFFAOYSA-N 0.000 claims description 2
• DTCQUUCXPLURAX-UHFFFAOYSA-N 3-[5-chloro-4-[4-(methanesulfonamido)phenyl]-1,3-thiazol-2-yl]-1-(3,3-diphenylpropyl)-1-(2-pyrazin-2-ylethyl)urea Chemical compound C1=CC(NS(=O)(=O)C)=CC=C1C1=C(Cl)SC(NC(=O)N(CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)CCC=2N=CC=NC=2)=N1 DTCQUUCXPLURAX-UHFFFAOYSA-N 0.000 claims description 2
• OEKLCVUTIHEXNR-UHFFFAOYSA-N 3-[5-chloro-4-[4-(methanesulfonamido)phenyl]-1,3-thiazol-2-yl]-1-(3,3-diphenylpropyl)-1-(2-pyrimidin-2-ylethyl)urea Chemical compound C1=CC(NS(=O)(=O)C)=CC=C1C1=C(Cl)SC(NC(=O)N(CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)CCC=2N=CC=CN=2)=N1 OEKLCVUTIHEXNR-UHFFFAOYSA-N 0.000 claims description 2
• SRFHFBZWBFEFPO-UHFFFAOYSA-N 3-[5-chloro-4-[4-(methanesulfonamido)phenyl]-1,3-thiazol-2-yl]-1-(3,3-diphenylpropyl)-1-(3-fluorophenyl)urea Chemical compound C1=CC(NS(=O)(=O)C)=CC=C1C1=C(Cl)SC(NC(=O)N(CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)C=2C=C(F)C=CC=2)=N1 SRFHFBZWBFEFPO-UHFFFAOYSA-N 0.000 claims description 2
• MQPZMBOPZKPPQU-UHFFFAOYSA-N 3-[5-chloro-4-[4-(methanesulfonamido)phenyl]-1,3-thiazol-2-yl]-1-(3,3-diphenylpropyl)-1-(4-hydroxycyclohexyl)urea Chemical compound C1=CC(NS(=O)(=O)C)=CC=C1C1=C(Cl)SC(NC(=O)N(CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)C2CCC(O)CC2)=N1 MQPZMBOPZKPPQU-UHFFFAOYSA-N 0.000 claims description 2
• FKGGGBNUSFSCNO-UHFFFAOYSA-N 3-[5-chloro-4-[4-(methanesulfonamido)phenyl]-1,3-thiazol-2-yl]-1-(3,3-diphenylpropyl)-1-(thian-4-yl)urea Chemical compound C1=CC(NS(=O)(=O)C)=CC=C1C1=C(Cl)SC(NC(=O)N(CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)C2CCSCC2)=N1 FKGGGBNUSFSCNO-UHFFFAOYSA-N 0.000 claims description 2
• RWWSXCPKDFWDKS-UHFFFAOYSA-N 3-[5-chloro-4-[4-(methanesulfonamido)phenyl]-1,3-thiazol-2-yl]-1-(3,3-diphenylpropyl)-1-piperidin-4-ylurea Chemical compound C1=CC(NS(=O)(=O)C)=CC=C1C1=C(Cl)SC(NC(=O)N(CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)C2CCNCC2)=N1 RWWSXCPKDFWDKS-UHFFFAOYSA-N 0.000 claims description 2
• XJJTYKINXCLOPS-UHFFFAOYSA-N 3-[5-chloro-4-[4-(methanesulfonamido)phenyl]-1,3-thiazol-2-yl]-1-(3,3-diphenylpropyl)-1-pyridin-3-ylurea Chemical compound C1=CC(NS(=O)(=O)C)=CC=C1C1=C(Cl)SC(NC(=O)N(CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)C=2C=NC=CC=2)=N1 XJJTYKINXCLOPS-UHFFFAOYSA-N 0.000 claims description 2
• RRPSERKBVVOAME-UHFFFAOYSA-N 3-[5-chloro-4-[4-(triazol-1-yl)phenyl]-1,3-thiazol-2-yl]-1-(3,3-diphenylpropyl)-1-(2-pyrazin-2-ylethyl)urea Chemical compound N=1C(C=2C=CC(=CC=2)N2N=NC=C2)=C(Cl)SC=1NC(=O)N(CCC=1N=CC=NC=1)CCC(C=1C=CC=CC=1)C1=CC=CC=C1 RRPSERKBVVOAME-UHFFFAOYSA-N 0.000 claims description 2
• HCJZARHZENLTGL-UHFFFAOYSA-N 3-[5-chloro-4-[4-(triazol-1-yl)phenyl]-1,3-thiazol-2-yl]-1-(3,3-diphenylpropyl)-1-(2-pyrimidin-2-ylethyl)urea Chemical compound N=1C(C=2C=CC(=CC=2)N2N=NC=C2)=C(Cl)SC=1NC(=O)N(CCC=1N=CC=CN=1)CCC(C=1C=CC=CC=1)C1=CC=CC=C1 HCJZARHZENLTGL-UHFFFAOYSA-N 0.000 claims description 2
• CGHACHUTMJCHDK-UHFFFAOYSA-N 4-[2-[[5-chloro-4-[4-(methanesulfonamido)phenyl]-1,3-thiazol-2-yl]carbamoyl-(3,3-diphenylpropyl)amino]ethyl]-n-methylbenzamide Chemical compound C1=CC(C(=O)NC)=CC=C1CCN(C(=O)NC=1SC(Cl)=C(N=1)C=1C=CC(NS(C)(=O)=O)=CC=1)CCC(C=1C=CC=CC=1)C1=CC=CC=C1 CGHACHUTMJCHDK-UHFFFAOYSA-N 0.000 claims description 2
• ORNHVSLQFISMCN-UHFFFAOYSA-N 4-[[5-chloro-4-[4-(methanesulfonamido)phenyl]-1,3-thiazol-2-yl]carbamoyl-(3,3-diphenylpropyl)amino]-n-methylbenzamide Chemical compound C1=CC(C(=O)NC)=CC=C1N(C(=O)NC=1SC(Cl)=C(N=1)C=1C=CC(NS(C)(=O)=O)=CC=1)CCC(C=1C=CC=CC=1)C1=CC=CC=C1 ORNHVSLQFISMCN-UHFFFAOYSA-N 0.000 claims description 2
• PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 2
• 229930194542 Keto Natural products 0.000 claims description 2
• 125000004689 alkyl amino carbonyl alkyl group Chemical group 0.000 claims description 2
• 125000004949 alkyl amino carbonyl amino group Chemical group 0.000 claims description 2
• 125000004457 alkyl amino carbonyl group Chemical group 0.000 claims description 2
• 125000005115 alkyl carbamoyl group Chemical group 0.000 claims description 2
• 125000005093 alkyl carbonyl alkyl group Chemical group 0.000 claims description 2
• 125000004656 alkyl sulfonylamino group Chemical group 0.000 claims description 2
• 125000005122 aminoalkylamino group Chemical group 0.000 claims description 2
• 125000005126 aryl alkyl carbonyl amino group Chemical group 0.000 claims description 2
• 125000004659 aryl alkyl thio group Chemical group 0.000 claims description 2
• 125000004658 aryl carbonyl amino group Chemical group 0.000 claims description 2
• 125000005162 aryl oxy carbonyl amino group Chemical group 0.000 claims description 2
• 125000005161 aryl oxy carbonyl group Chemical group 0.000 claims description 2
• 125000004391 aryl sulfonyl group Chemical group 0.000 claims description 2
• 125000004421 aryl sulphonamide group Chemical group 0.000 claims description 2
• 125000000609 carbazolyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3NC12)* 0.000 claims description 2
• 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 2
• 125000004473 dialkylaminocarbonyl group Chemical group 0.000 claims description 2
• CJTRILIRUZPVAV-UHFFFAOYSA-N ethyl 2-[4-[[5-chloro-4-[4-(methanesulfonamido)phenyl]-1,3-thiazol-2-yl]carbamoyl-(3,3-diphenylpropyl)amino]phenyl]acetate Chemical compound C1=CC(CC(=O)OCC)=CC=C1N(C(=O)NC=1SC(Cl)=C(N=1)C=1C=CC(NS(C)(=O)=O)=CC=1)CCC(C=1C=CC=CC=1)C1=CC=CC=C1 CJTRILIRUZPVAV-UHFFFAOYSA-N 0.000 claims description 2
• 125000004441 haloalkylsulfonyl group Chemical group 0.000 claims description 2
• 125000003387 indolinyl group Chemical group N1(CCC2=CC=CC=C12)* 0.000 claims description 2
• 125000000468 ketone group Chemical group 0.000 claims description 2
• QLPCTEDVWXNZBE-UHFFFAOYSA-N methyl 2-[4-[5-chloro-2-[[3,3-diphenylpropyl(propan-2-yl)carbamoyl]amino]-1,3-thiazol-4-yl]phenyl]acetate Chemical compound C1=CC(CC(=O)OC)=CC=C1C1=C(Cl)SC(NC(=O)N(CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)C(C)C)=N1 QLPCTEDVWXNZBE-UHFFFAOYSA-N 0.000 claims description 2
• YSPKIPUCRPWKRT-UHFFFAOYSA-N methyl 4-[2-[[5-chloro-4-[4-(methanesulfonamido)phenyl]-1,3-thiazol-2-yl]carbamoyl-(3,3-diphenylpropyl)amino]ethyl]benzoate Chemical compound C1=CC(C(=O)OC)=CC=C1CCN(C(=O)NC=1SC(Cl)=C(N=1)C=1C=CC(NS(C)(=O)=O)=CC=1)CCC(C=1C=CC=CC=1)C1=CC=CC=C1 YSPKIPUCRPWKRT-UHFFFAOYSA-N 0.000 claims description 2
• RGLRYPUEVNFTPR-UHFFFAOYSA-N methyl 4-[5-chloro-2-[[3,3-diphenylpropyl(oxan-4-yl)carbamoyl]amino]-1,3-thiazol-4-yl]benzoate Chemical compound C1=CC(C(=O)OC)=CC=C1C1=C(Cl)SC(NC(=O)N(CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)C2CCOCC2)=N1 RGLRYPUEVNFTPR-UHFFFAOYSA-N 0.000 claims description 2
• VENYOVUKRBBZMS-UHFFFAOYSA-N methyl 4-[[5-chloro-4-[4-(methanesulfonamido)phenyl]-1,3-thiazol-2-yl]carbamoyl-(3,3-diphenylpropyl)amino]benzoate Chemical compound C1=CC(C(=O)OC)=CC=C1N(C(=O)NC=1SC(Cl)=C(N=1)C=1C=CC(NS(C)(=O)=O)=CC=1)CCC(C=1C=CC=CC=1)C1=CC=CC=C1 VENYOVUKRBBZMS-UHFFFAOYSA-N 0.000 claims description 2
• XWYWCGYWTAOYOV-UHFFFAOYSA-N n-[4-[2-[[3,3-bis(4-fluorophenyl)propyl-(2-pyrazin-2-ylethyl)carbamoyl]amino]-5-chloro-1,3-thiazol-4-yl]phenyl]acetamide Chemical compound C1=CC(NC(=O)C)=CC=C1C1=C(Cl)SC(NC(=O)N(CCC(C=2C=CC(F)=CC=2)C=2C=CC(F)=CC=2)CCC=2N=CC=NC=2)=N1 XWYWCGYWTAOYOV-UHFFFAOYSA-N 0.000 claims description 2
• HUMZRKFFHXSTGI-UHFFFAOYSA-N n-[4-[2-[[3,3-bis(4-fluorophenyl)propyl-(2-pyrimidin-2-ylethyl)carbamoyl]amino]-5-chloro-1,3-thiazol-4-yl]phenyl]acetamide Chemical compound C1=CC(NC(=O)C)=CC=C1C1=C(Cl)SC(NC(=O)N(CCC(C=2C=CC(F)=CC=2)C=2C=CC(F)=CC=2)CCC=2N=CC=CN=2)=N1 HUMZRKFFHXSTGI-UHFFFAOYSA-N 0.000 claims description 2
• FPUQHHQJGMJUKS-UHFFFAOYSA-N n-[4-[5-[[3,3-bis(4-fluorophenyl)propyl-(2-pyrazin-2-ylethyl)carbamoyl]amino]-1,2,4-thiadiazol-3-yl]phenyl]acetamide Chemical compound C1=CC(NC(=O)C)=CC=C1C1=NSC(NC(=O)N(CCC(C=2C=CC(F)=CC=2)C=2C=CC(F)=CC=2)CCC=2N=CC=NC=2)=N1 FPUQHHQJGMJUKS-UHFFFAOYSA-N 0.000 claims description 2
• ZKNRKULQAVLXAS-UHFFFAOYSA-N n-[4-[5-[[3,3-bis(4-fluorophenyl)propyl-(2-pyridin-2-ylethyl)carbamoyl]amino]-1,2,4-thiadiazol-3-yl]phenyl]acetamide Chemical compound C1=CC(NC(=O)C)=CC=C1C1=NSC(NC(=O)N(CCC(C=2C=CC(F)=CC=2)C=2C=CC(F)=CC=2)CCC=2N=CC=CC=2)=N1 ZKNRKULQAVLXAS-UHFFFAOYSA-N 0.000 claims description 2
• DNTFNMGDELJHHD-UHFFFAOYSA-N n-[4-[5-[[3,3-bis(4-fluorophenyl)propyl-(2-pyrimidin-2-ylethyl)carbamoyl]amino]-1,2,4-thiadiazol-3-yl]phenyl]acetamide Chemical compound C1=CC(NC(=O)C)=CC=C1C1=NSC(NC(=O)N(CCC(C=2C=CC(F)=CC=2)C=2C=CC(F)=CC=2)CCC=2N=CC=CN=2)=N1 DNTFNMGDELJHHD-UHFFFAOYSA-N 0.000 claims description 2
• VHCSZTCEFSMADH-UHFFFAOYSA-N n-[4-[5-[[3,3-diphenylpropyl(2-pyrazin-2-ylethyl)carbamoyl]amino]-1,2,4-thiadiazol-3-yl]phenyl]acetamide Chemical compound C1=CC(NC(=O)C)=CC=C1C1=NSC(NC(=O)N(CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)CCC=2N=CC=NC=2)=N1 VHCSZTCEFSMADH-UHFFFAOYSA-N 0.000 claims description 2
• OKFMWWUHBDMHPC-UHFFFAOYSA-N n-[4-[5-[[3,3-diphenylpropyl(2-pyridin-2-ylethyl)carbamoyl]amino]-1,2,4-thiadiazol-3-yl]phenyl]acetamide Chemical compound C1=CC(NC(=O)C)=CC=C1C1=NSC(NC(=O)N(CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)CCC=2N=CC=CC=2)=N1 OKFMWWUHBDMHPC-UHFFFAOYSA-N 0.000 claims description 2
• KKALLOQOWOIRTG-UHFFFAOYSA-N n-[4-[5-[[3,3-diphenylpropyl(2-pyrimidin-2-ylethyl)carbamoyl]amino]-1,2,4-thiadiazol-3-yl]phenyl]acetamide Chemical compound C1=CC(NC(=O)C)=CC=C1C1=NSC(NC(=O)N(CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)CCC=2N=CC=CN=2)=N1 KKALLOQOWOIRTG-UHFFFAOYSA-N 0.000 claims description 2
• QAOOULCDWJQMER-UHFFFAOYSA-N n-[4-[5-chloro-2-[[3,3-diphenylpropyl(2-pyrazin-2-ylethyl)carbamoyl]amino]-1,3-thiazol-4-yl]phenyl]acetamide Chemical compound C1=CC(NC(=O)C)=CC=C1C1=C(Cl)SC(NC(=O)N(CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)CCC=2N=CC=NC=2)=N1 QAOOULCDWJQMER-UHFFFAOYSA-N 0.000 claims description 2
• GSEMXYIDGHREQA-UHFFFAOYSA-N n-[4-[5-chloro-2-[[3,3-diphenylpropyl(2-pyridin-2-ylethyl)carbamoyl]amino]-1,3-thiazol-4-yl]phenyl]acetamide Chemical compound C1=CC(NC(=O)C)=CC=C1C1=C(Cl)SC(NC(=O)N(CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)CCC=2N=CC=CC=2)=N1 GSEMXYIDGHREQA-UHFFFAOYSA-N 0.000 claims description 2
• ATWMXBBFIAKTAW-UHFFFAOYSA-N n-[4-[5-chloro-2-[[3,3-diphenylpropyl(2-pyrimidin-2-ylethyl)carbamoyl]amino]-1,3-thiazol-4-yl]phenyl]acetamide Chemical compound C1=CC(NC(=O)C)=CC=C1C1=C(Cl)SC(NC(=O)N(CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)CCC=2N=CC=CN=2)=N1 ATWMXBBFIAKTAW-UHFFFAOYSA-N 0.000 claims description 2
• 208000030761 polycystic kidney disease Diseases 0.000 claims description 2
• 125000005493 quinolyl group Chemical group 0.000 claims description 2
• 125000000565 sulfonamide group Chemical group 0.000 claims description 2
• 125000003039 tetrahydroisoquinolinyl group Chemical group C1(NCCC2=CC=CC=C12)* 0.000 claims description 2
• 125000001412 tetrahydropyranyl group Chemical group 0.000 claims description 2
• OCOTWWSGPAHHQW-UHFFFAOYSA-N trifluoro(trifluoromethylsulfinyl)methane Chemical compound FC(F)(F)S(=O)C(F)(F)F OCOTWWSGPAHHQW-UHFFFAOYSA-N 0.000 claims description 2
• KAKQVSNHTBLJCH-UHFFFAOYSA-N trifluoromethanesulfonimidic acid Chemical compound NS(=O)(=O)C(F)(F)F KAKQVSNHTBLJCH-UHFFFAOYSA-N 0.000 claims description 2
• 125000004933 β-carbolinyl group Chemical group C1(=NC=CC=2C3=CC=CC=C3NC12)* 0.000 claims description 2
• ZKOIQFRAZPGWTR-UHFFFAOYSA-N 1-(3,3-diphenylpropyl)-1-(2-pyrazin-2-ylethyl)-3-[3-[4-(triazol-1-yl)phenyl]-1,2,4-thiadiazol-5-yl]urea Chemical compound C=1C=CC=CC=1C(C=1C=CC=CC=1)CCN(CCC=1N=CC=NC=1)C(=O)NC(SN=1)=NC=1C(C=C1)=CC=C1N1C=CN=N1 ZKOIQFRAZPGWTR-UHFFFAOYSA-N 0.000 claims 1
• VMPOZNQNDXYDIV-UHFFFAOYSA-N 1-(3,3-diphenylpropyl)-1-(2-pyridin-2-ylethyl)-3-[3-(4-sulfamoylphenyl)-1,2,4-thiadiazol-5-yl]urea Chemical compound C1=CC(S(=O)(=O)N)=CC=C1C1=NSC(NC(=O)N(CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)CCC=2N=CC=CC=2)=N1 VMPOZNQNDXYDIV-UHFFFAOYSA-N 0.000 claims 1
• MRUHDUYDKMHBIR-UHFFFAOYSA-N 1-(3,3-diphenylpropyl)-1-propan-2-yl-3-[3-(4-sulfamoylphenyl)-1,2,4-thiadiazol-5-yl]urea Chemical compound N=1C(C=2C=CC(=CC=2)S(N)(=O)=O)=NSC=1NC(=O)N(C(C)C)CCC(C=1C=CC=CC=1)C1=CC=CC=C1 MRUHDUYDKMHBIR-UHFFFAOYSA-N 0.000 claims 1
• AGHZLKBRHCZXRK-UHFFFAOYSA-N 1-(3,3-diphenylpropyl)-3-[3-[4-(methanesulfonamido)phenyl]-1,2,4-thiadiazol-5-yl]-1-(2-pyridin-2-ylethyl)urea Chemical compound C1=CC(NS(=O)(=O)C)=CC=C1C1=NSC(NC(=O)N(CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)CCC=2N=CC=CC=2)=N1 AGHZLKBRHCZXRK-UHFFFAOYSA-N 0.000 claims 1
• SOFOCHPFTUZMAA-UHFFFAOYSA-N 1-(3,3-diphenylpropyl)-3-[3-[4-(methanesulfonamido)phenyl]-1,2,4-thiadiazol-5-yl]-1-(2-pyrimidin-2-ylethyl)urea Chemical compound C1=CC(NS(=O)(=O)C)=CC=C1C1=NSC(NC(=O)N(CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)CCC=2N=CC=CN=2)=N1 SOFOCHPFTUZMAA-UHFFFAOYSA-N 0.000 claims 1
• RICOTEDGEZOJHU-UHFFFAOYSA-N 1-[2-(4-chloropyridin-2-yl)ethyl]-3-[5-chloro-4-(4-sulfamoylphenyl)-1,3-thiazol-2-yl]-1-(3,3-diphenylpropyl)urea Chemical compound C1=CC(S(=O)(=O)N)=CC=C1C1=C(Cl)SC(NC(=O)N(CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)CCC=2N=CC=C(Cl)C=2)=N1 RICOTEDGEZOJHU-UHFFFAOYSA-N 0.000 claims 1
• BLGAXXUIPVJQKY-UHFFFAOYSA-N 1-[3,3-bis(4-fluorophenyl)propyl]-1-(2-pyrimidin-2-ylethyl)-3-[3-(4-sulfamoylphenyl)-1,2,4-thiadiazol-5-yl]urea Chemical compound C1=CC(S(=O)(=O)N)=CC=C1C1=NSC(NC(=O)N(CCC(C=2C=CC(F)=CC=2)C=2C=CC(F)=CC=2)CCC=2N=CC=CN=2)=N1 BLGAXXUIPVJQKY-UHFFFAOYSA-N 0.000 claims 1
• RXHVXKCVQOWEIQ-UHFFFAOYSA-N 1-[3,3-bis(4-fluorophenyl)propyl]-1-(2-pyrimidin-2-ylethyl)-3-[3-[4-(triazol-1-yl)phenyl]-1,2,4-thiadiazol-5-yl]urea Chemical compound C1=CC(F)=CC=C1C(C=1C=CC(F)=CC=1)CCN(C(=O)NC=1SN=C(N=1)C=1C=CC(=CC=1)N1N=NC=C1)CCC1=NC=CC=N1 RXHVXKCVQOWEIQ-UHFFFAOYSA-N 0.000 claims 1
• QVALIFYIOOJTDC-UHFFFAOYSA-N 3-[5-chloro-4-[4-(methanesulfonamido)phenyl]-1,3-thiazol-2-yl]-1-(3,3-diphenylpropyl)-1-(4-fluorophenyl)urea Chemical compound C1=CC(NS(=O)(=O)C)=CC=C1C1=C(Cl)SC(NC(=O)N(CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)C=2C=CC(F)=CC=2)=N1 QVALIFYIOOJTDC-UHFFFAOYSA-N 0.000 claims 1
• MAYWFBUXGLYLNU-UHFFFAOYSA-N 3-[5-chloro-4-[4-(methanesulfonamido)phenyl]-1,3-thiazol-2-yl]-1-(3,3-diphenylpropyl)-1-(oxan-4-yl)urea Chemical compound C1=CC(NS(=O)(=O)C)=CC=C1C1=C(Cl)SC(NC(=O)N(CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)C2CCOCC2)=N1 MAYWFBUXGLYLNU-UHFFFAOYSA-N 0.000 claims 1
• FKJOGWVEBMXGNE-UHFFFAOYSA-N 3-[5-chloro-4-[4-(methanesulfonamido)phenyl]-1,3-thiazol-2-yl]-1-(3,3-diphenylpropyl)-1-[2-(2-fluorophenyl)ethyl]urea Chemical compound C1=CC(NS(=O)(=O)C)=CC=C1C1=C(Cl)SC(NC(=O)N(CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)CCC=2C(=CC=CC=2)F)=N1 FKJOGWVEBMXGNE-UHFFFAOYSA-N 0.000 claims 1
• YLAICAYFOQYUFU-UHFFFAOYSA-N 3-[5-chloro-4-[4-(methanesulfonamido)phenyl]-1,3-thiazol-2-yl]-1-(3,3-diphenylpropyl)-1-[2-(2-methoxyphenyl)ethyl]urea Chemical compound COC1=CC=CC=C1CCN(C(=O)NC=1SC(Cl)=C(N=1)C=1C=CC(NS(C)(=O)=O)=CC=1)CCC(C=1C=CC=CC=1)C1=CC=CC=C1 YLAICAYFOQYUFU-UHFFFAOYSA-N 0.000 claims 1
• BVBMZBACYGKCIM-UHFFFAOYSA-N 3-[5-chloro-4-[4-(methanesulfonamido)phenyl]-1,3-thiazol-2-yl]-1-(3,3-diphenylpropyl)-1-[2-(3-fluorophenyl)ethyl]urea Chemical compound C1=CC(NS(=O)(=O)C)=CC=C1C1=C(Cl)SC(NC(=O)N(CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)CCC=2C=C(F)C=CC=2)=N1 BVBMZBACYGKCIM-UHFFFAOYSA-N 0.000 claims 1
• OXOMQAJDEVHIDG-UHFFFAOYSA-N 3-[5-chloro-4-[4-(methanesulfonamido)phenyl]-1,3-thiazol-2-yl]-1-(3,3-diphenylpropyl)-1-pyridin-2-ylurea Chemical compound C1=CC(NS(=O)(=O)C)=CC=C1C1=C(Cl)SC(NC(=O)N(CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)C=2N=CC=CC=2)=N1 OXOMQAJDEVHIDG-UHFFFAOYSA-N 0.000 claims 1
• XVEJSVVDHUKISZ-UHFFFAOYSA-N 3-[5-chloro-4-[4-(methanesulfonamido)phenyl]-1,3-thiazol-2-yl]-1-cyclopropyl-1-(3,3-diphenylpropyl)urea Chemical compound C1=CC(NS(=O)(=O)C)=CC=C1C1=C(Cl)SC(NC(=O)N(CCC(C=2C=CC=CC=2)C=2C=CC=CC=2)C2CC2)=N1 XVEJSVVDHUKISZ-UHFFFAOYSA-N 0.000 claims 1
• DCDUXJPWYNKQJH-UHFFFAOYSA-N 3-[5-chloro-4-[4-(triazol-1-yl)phenyl]-1,3-thiazol-2-yl]-1-(3,3-diphenylprop-2-enyl)-1-(2-pyrimidin-2-ylethyl)urea Chemical compound N=1C(C=2C=CC(=CC=2)N2N=NC=C2)=C(Cl)SC=1NC(=O)N(CC=C(C=1C=CC=CC=1)C=1C=CC=CC=1)CCC1=NC=CC=N1 DCDUXJPWYNKQJH-UHFFFAOYSA-N 0.000 claims 1
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