NZ548208A - Substituted azole derivatives, compositions, and methods of use - Google Patents

Info

Publication number

NZ548208A

NZ548208A NZ548208A NZ54820805A NZ548208A NZ 548208 A NZ548208 A NZ 548208A NZ 548208 A NZ548208 A NZ 548208A NZ 54820805 A NZ54820805 A NZ 54820805A NZ 548208 A NZ548208 A NZ 548208A

Authority

NZ

New Zealand

Prior art keywords

phenyl

alkyl

alkylene

dichloro

imidazol

Prior art date

2004-02-12

Links

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• Global Dossier
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• 238000000034 method Methods 0.000 title claims abstract description 781
• 150000007980 azole derivatives Chemical class 0.000 title claims abstract description 8
• 239000000203 mixture Chemical class 0.000 title claims description 64
• 150000001875 compounds Chemical class 0.000 claims abstract description 178
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• 108020000494 protein-tyrosine phosphatase Proteins 0.000 claims abstract description 44
• 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims abstract description 33
• 239000008194 pharmaceutical composition Substances 0.000 claims abstract description 32
• 201000010099 disease Diseases 0.000 claims abstract description 27
• 238000002360 preparation method Methods 0.000 claims abstract description 17
• 239000003112 inhibitor Substances 0.000 claims abstract description 10
• 208000001072 type 2 diabetes mellitus Diseases 0.000 claims abstract description 9
• 206010067584 Type 1 diabetes mellitus Diseases 0.000 claims abstract description 8
• 229920002554 vinyl polymer Polymers 0.000 claims description 496
• -1 2H-tetrazole-5-yl Chemical group 0.000 claims description 373
• 239000005711 Benzoic acid Substances 0.000 claims description 267
• 125000000217 alkyl group Chemical group 0.000 claims description 165
• 125000001424 substituent group Chemical group 0.000 claims description 83
• 239000002253 acid Substances 0.000 claims description 74
• 125000003118 aryl group Chemical group 0.000 claims description 69
• RAXXELZNTBOGNW-UHFFFAOYSA-N 1H-imidazole Chemical compound C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 claims description 65
• 229910052739 hydrogen Inorganic materials 0.000 claims description 51
• 239000001257 hydrogen Substances 0.000 claims description 50
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 39
• 150000003839 salts Chemical class 0.000 claims description 34
• 125000004093 cyano group Chemical group *C#N 0.000 claims description 24
• 229910052736 halogen Inorganic materials 0.000 claims description 24
• 125000002947 alkylene group Chemical group 0.000 claims description 20
• UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 17
• 230000015572 biosynthetic process Effects 0.000 claims description 17
• 239000003814 drug Substances 0.000 claims description 15
• 238000003786 synthesis reaction Methods 0.000 claims description 15
• NOESYZHRGYRDHS-UHFFFAOYSA-N insulin Chemical compound N1C(=O)C(NC(=O)C(CCC(N)=O)NC(=O)C(CCC(O)=O)NC(=O)C(C(C)C)NC(=O)C(NC(=O)CN)C(C)CC)CSSCC(C(NC(CO)C(=O)NC(CC(C)C)C(=O)NC(CC=2C=CC(O)=CC=2)C(=O)NC(CCC(N)=O)C(=O)NC(CC(C)C)C(=O)NC(CCC(O)=O)C(=O)NC(CC(N)=O)C(=O)NC(CC=2C=CC(O)=CC=2)C(=O)NC(CSSCC(NC(=O)C(C(C)C)NC(=O)C(CC(C)C)NC(=O)C(CC=2C=CC(O)=CC=2)NC(=O)C(CC(C)C)NC(=O)C(C)NC(=O)C(CCC(O)=O)NC(=O)C(C(C)C)NC(=O)C(CC(C)C)NC(=O)C(CC=2NC=NC=2)NC(=O)C(CO)NC(=O)CNC2=O)C(=O)NCC(=O)NC(CCC(O)=O)C(=O)NC(CCCNC(N)=N)C(=O)NCC(=O)NC(CC=3C=CC=CC=3)C(=O)NC(CC=3C=CC=CC=3)C(=O)NC(CC=3C=CC(O)=CC=3)C(=O)NC(C(C)O)C(=O)N3C(CCC3)C(=O)NC(CCCCN)C(=O)NC(C)C(O)=O)C(=O)NC(CC(N)=O)C(O)=O)=O)NC(=O)C(C(C)CC)NC(=O)C(CO)NC(=O)C(C(C)O)NC(=O)C1CSSCC2NC(=O)C(CC(C)C)NC(=O)C(NC(=O)C(CCC(N)=O)NC(=O)C(CC(N)=O)NC(=O)C(NC(=O)C(N)CC=1C=CC=CC=1)C(C)C)CC1=CN=CN1 NOESYZHRGYRDHS-UHFFFAOYSA-N 0.000 claims description 14
• 230000002401 inhibitory effect Effects 0.000 claims description 12
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• 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 11
• 125000005843 halogen group Chemical group 0.000 claims description 11
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• 229940124597 therapeutic agent Drugs 0.000 claims description 9
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• 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 8
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• 125000004201 2,4-dichlorophenyl group Chemical group [H]C1=C([H])C(*)=C(Cl)C([H])=C1Cl 0.000 claims description 6
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• 101710198884 GATA-type zinc finger protein 1 Proteins 0.000 claims description 6
• DTHNMHAUYICORS-KTKZVXAJSA-N Glucagon-like peptide 1 Chemical compound C([C@@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](C)C(=O)N[C@@H](CC=1C2=CC=CC=C2NC=1)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CCCCN)C(=O)NCC(=O)N[C@@H](CCCNC(N)=N)C(N)=O)NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](CCCCN)NC(=O)[C@H](C)NC(=O)[C@H](C)NC(=O)[C@H](CCC(N)=O)NC(=O)CNC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC=1C=CC(O)=CC=1)NC(=O)[C@H](CO)NC(=O)[C@H](CO)NC(=O)[C@@H](NC(=O)[C@H](CC(O)=O)NC(=O)[C@H](CO)NC(=O)[C@@H](NC(=O)[C@H](CC=1C=CC=CC=1)NC(=O)[C@@H](NC(=O)CNC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](C)NC(=O)[C@@H](N)CC=1N=CNC=1)[C@@H](C)O)[C@@H](C)O)C(C)C)C1=CC=CC=C1 DTHNMHAUYICORS-KTKZVXAJSA-N 0.000 claims description 6
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• 125000001309 chloro group Chemical group Cl* 0.000 claims description 6
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• KOEQTENTJFSOHT-CXUHLZMHSA-N 4-[[4-(2,4-dichlorophenyl)-2-[(e)-2-[4-(3-methylsulfonylphenyl)phenyl]ethenyl]imidazol-1-yl]methyl]benzoic acid Chemical compound CS(=O)(=O)C1=CC=CC(C=2C=CC(\C=C\C=3N(C=C(N=3)C=3C(=CC(Cl)=CC=3)Cl)CC=3C=CC(=CC=3)C(O)=O)=CC=2)=C1 KOEQTENTJFSOHT-CXUHLZMHSA-N 0.000 claims description 5
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• 230000008512 biological response Effects 0.000 claims description 4
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• 239000005556 hormone Substances 0.000 claims description 4
• 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
• 208000015181 infectious disease Diseases 0.000 claims description 4
• 239000003607 modifier Substances 0.000 claims description 4
• 125000001624 naphthyl group Chemical group 0.000 claims description 4
• 229940021182 non-steroidal anti-inflammatory drug Drugs 0.000 claims description 4
• 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 claims description 4
• XUFXOAAUWZOOIT-SXARVLRPSA-N (2R,3R,4R,5S,6R)-5-[[(2R,3R,4R,5S,6R)-5-[[(2R,3R,4S,5S,6R)-3,4-dihydroxy-6-methyl-5-[[(1S,4R,5S,6S)-4,5,6-trihydroxy-3-(hydroxymethyl)-1-cyclohex-2-enyl]amino]-2-oxanyl]oxy]-3,4-dihydroxy-6-(hydroxymethyl)-2-oxanyl]oxy]-6-(hydroxymethyl)oxane-2,3,4-triol Chemical compound O([C@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O[C@H]1O[C@@H]([C@H]([C@H](O)[C@H]1O)N[C@@H]1[C@@H]([C@@H](O)[C@H](O)C(CO)=C1)O)C)[C@@H]1[C@@H](CO)O[C@@H](O)[C@H](O)[C@H]1O XUFXOAAUWZOOIT-SXARVLRPSA-N 0.000 claims description 3
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• 229920001268 Cholestyramine Polymers 0.000 claims description 3
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• 102100025012 Dipeptidyl peptidase 4 Human genes 0.000 claims description 3
• 229940121710 HMGCoA reductase inhibitor Drugs 0.000 claims description 3
• 229940122199 Insulin secretagogue Drugs 0.000 claims description 3
• 229940122355 Insulin sensitizer Drugs 0.000 claims description 3
• 229940100389 Sulfonylurea Drugs 0.000 claims description 3
• 229960002632 acarbose Drugs 0.000 claims description 3
• XUFXOAAUWZOOIT-UHFFFAOYSA-N acarviostatin I01 Natural products OC1C(O)C(NC2C(C(O)C(O)C(CO)=C2)O)C(C)OC1OC(C(C1O)O)C(CO)OC1OC1C(CO)OC(O)C(O)C1O XUFXOAAUWZOOIT-UHFFFAOYSA-N 0.000 claims description 3
• 239000012190 activator Substances 0.000 claims description 3
• 229930013930 alkaloid Natural products 0.000 claims description 3
• 239000002168 alkylating agent Substances 0.000 claims description 3
• 229940100198 alkylating agent Drugs 0.000 claims description 3
• 230000000340 anti-metabolite Effects 0.000 claims description 3
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• 125000001153 fluoro group Chemical group F* 0.000 claims description 3
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• 125000001188 haloalkyl group Chemical group 0.000 claims description 3
• 125000001475 halogen functional group Chemical group 0.000 claims description 3
• 239000002471 hydroxymethylglutaryl coenzyme A reductase inhibitor Substances 0.000 claims description 3
• 125000004957 naphthylene group Chemical group 0.000 claims description 3
• WXRWCAWGXBJYOV-UHFFFAOYSA-N 1-phenoxybiphenylene Chemical group C=1C=CC=2C3=CC=CC=C3C=2C=1OC1=CC=CC=C1 WXRWCAWGXBJYOV-UHFFFAOYSA-N 0.000 claims description 2
• FZFLAYDNACRQAC-UHFFFAOYSA-N 4-[4-[4-[[4-(2,4-dichlorophenyl)-1-ethylimidazol-2-yl]methyl]phenyl]phenoxy]-3-(trifluoromethylsulfonylamino)benzoic acid Chemical compound CCN1C=C(C=2C(=CC(Cl)=CC=2)Cl)N=C1CC(C=C1)=CC=C1C(C=C1)=CC=C1OC1=CC=C(C(O)=O)C=C1NS(=O)(=O)C(F)(F)F FZFLAYDNACRQAC-UHFFFAOYSA-N 0.000 claims description 2
• FJCUPPUXPIERFU-LICLKQGHSA-N 4-[[4-(2,4-dichlorophenyl)-2-[(e)-2-[4-[3-(propan-2-ylsulfonylamino)phenyl]phenyl]ethenyl]imidazol-1-yl]methyl]benzoic acid Chemical compound CC(C)S(=O)(=O)NC1=CC=CC(C=2C=CC(\C=C\C=3N(C=C(N=3)C=3C(=CC(Cl)=CC=3)Cl)CC=3C=CC(=CC=3)C(O)=O)=CC=2)=C1 FJCUPPUXPIERFU-LICLKQGHSA-N 0.000 claims description 2
• NZPHXMPNKCCODX-FRKPEAEDSA-N 4-[[4-(2,4-dichlorophenyl)-2-[(e)-2-[4-[4-(methanesulfonamido)-3-methoxyphenyl]phenyl]ethenyl]imidazol-1-yl]methyl]benzoic acid Chemical compound C1=C(NS(C)(=O)=O)C(OC)=CC(C=2C=CC(\C=C\C=3N(C=C(N=3)C=3C(=CC(Cl)=CC=3)Cl)CC=3C=CC(=CC=3)C(O)=O)=CC=2)=C1 NZPHXMPNKCCODX-FRKPEAEDSA-N 0.000 claims description 2
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• BXABURDJCZXXEU-OVCLIPMQSA-N 4-[4-[[4-(2,4-dichlorophenyl)-2-[(e)-2-[4-[3-(trifluoromethyl)phenyl]phenyl]ethenyl]imidazol-1-yl]methyl]phenyl]-1,1-dioxo-1,2,5-thiadiazolidin-3-one Chemical compound FC(F)(F)C1=CC=CC(C=2C=CC(\C=C\C=3N(C=C(N=3)C=3C(=CC(Cl)=CC=3)Cl)CC=3C=CC(=CC=3)C3C(NS(=O)(=O)N3)=O)=CC=2)=C1 BXABURDJCZXXEU-OVCLIPMQSA-N 0.000 claims 1
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• 239000000730 antalgic agent Substances 0.000 description 2
• 239000003242 anti bacterial agent Substances 0.000 description 2
• 229940088710 antibiotic agent Drugs 0.000 description 2
• 229940125681 anticonvulsant agent Drugs 0.000 description 2
• 239000000164 antipsychotic agent Substances 0.000 description 2
• 229940005529 antipsychotics Drugs 0.000 description 2
• 239000003125 aqueous solvent Substances 0.000 description 2
• 150000001543 aryl boronic acids Chemical class 0.000 description 2
• 150000001499 aryl bromides Chemical class 0.000 description 2
• 239000012298 atmosphere Substances 0.000 description 2
• 230000005784 autoimmunity Effects 0.000 description 2
• 125000001584 benzyloxycarbonyl group Chemical group C(=O)(OCC1=CC=CC=C1)* 0.000 description 2
• LUFPJJNWMYZRQE-UHFFFAOYSA-N benzylsulfanylmethylbenzene Chemical compound C=1C=CC=CC=1CSCC1=CC=CC=C1 LUFPJJNWMYZRQE-UHFFFAOYSA-N 0.000 description 2
• 150000004283 biguanides Chemical class 0.000 description 2
• 230000000903 blocking effect Effects 0.000 description 2
• 229910052796 boron Inorganic materials 0.000 description 2
• 229910052794 bromium Inorganic materials 0.000 description 2
• GZUXJHMPEANEGY-UHFFFAOYSA-N bromomethane Chemical compound BrC GZUXJHMPEANEGY-UHFFFAOYSA-N 0.000 description 2
• MDQDBTCGQGXTBP-UHFFFAOYSA-N bromomethyl benzoate Chemical compound BrCOC(=O)C1=CC=CC=C1 MDQDBTCGQGXTBP-UHFFFAOYSA-N 0.000 description 2
• 229910000019 calcium carbonate Inorganic materials 0.000 description 2
• 235000010216 calcium carbonate Nutrition 0.000 description 2
• 239000001506 calcium phosphate Substances 0.000 description 2
• 229910000389 calcium phosphate Inorganic materials 0.000 description 2
• 235000011010 calcium phosphates Nutrition 0.000 description 2
• 239000000969 carrier Substances 0.000 description 2
• 239000012876 carrier material Substances 0.000 description 2
• 239000003054 catalyst Substances 0.000 description 2
• 239000003153 chemical reaction reagent Substances 0.000 description 2
• 125000004965 chloroalkyl group Chemical group 0.000 description 2
• HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 description 2
• 238000004587 chromatography analysis Methods 0.000 description 2
• 238000001816 cooling Methods 0.000 description 2
• 125000000392 cycloalkenyl group Chemical group 0.000 description 2
• 125000002993 cycloalkylene group Chemical group 0.000 description 2
• 238000007872 degassing Methods 0.000 description 2
• 230000030609 dephosphorylation Effects 0.000 description 2
• 238000006209 dephosphorylation reaction Methods 0.000 description 2
• 238000010511 deprotection reaction Methods 0.000 description 2
• ADEBPBSSDYVVLD-UHFFFAOYSA-N donepezil Chemical compound O=C1C=2C=C(OC)C(OC)=CC=2CC1CC(CC1)CCN1CC1=CC=CC=C1 ADEBPBSSDYVVLD-UHFFFAOYSA-N 0.000 description 2
• 229940079593 drug Drugs 0.000 description 2
• RMCFTCZSMDALIE-LICLKQGHSA-N ethyl 3-[4-[[4-(2,4-dichlorophenyl)-2-[(e)-2-[4-[3-(trifluoromethyl)phenyl]phenyl]ethenyl]imidazol-1-yl]methyl]phenyl]-3-oxopropanoate Chemical compound C1=CC(C(=O)CC(=O)OCC)=CC=C1CN1C(\C=C\C=2C=CC(=CC=2)C=2C=C(C=CC=2)C(F)(F)F)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 RMCFTCZSMDALIE-LICLKQGHSA-N 0.000 description 2
• BZVYJAHBRRKOMO-CAOOACKPSA-N ethyl 4-[2-[(e)-2-[4-(3-aminophenyl)phenyl]ethenyl]-4-(2,4-dichlorophenyl)imidazol-1-yl]benzoate Chemical compound C1=CC(C(=O)OCC)=CC=C1N1C(\C=C\C=2C=CC(=CC=2)C=2C=C(N)C=CC=2)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 BZVYJAHBRRKOMO-CAOOACKPSA-N 0.000 description 2
• TVKROAKREMAHFW-UHFFFAOYSA-N ethyl 4-[2-[[4-[4-(4-tert-butylphenoxy)phenyl]phenyl]methyl]-4-(2,4-dichlorophenyl)imidazol-1-yl]benzoate Chemical compound C1=CC(C(=O)OCC)=CC=C1N1C(CC=2C=CC(=CC=2)C=2C=CC(OC=3C=CC(=CC=3)C(C)(C)C)=CC=2)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 TVKROAKREMAHFW-UHFFFAOYSA-N 0.000 description 2
• OHVNCVXNGWRCOX-GIJQJNRQSA-N ethyl 4-[4-(2,4-dichlorophenyl)-2-[(e)-2-[4-(3-methylsulfonylphenyl)phenyl]ethenyl]imidazol-1-yl]benzoate Chemical compound C1=CC(C(=O)OCC)=CC=C1N1C(\C=C\C=2C=CC(=CC=2)C=2C=C(C=CC=2)S(C)(=O)=O)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 OHVNCVXNGWRCOX-GIJQJNRQSA-N 0.000 description 2
• BWJDTJXZHNWHAX-UHFFFAOYSA-N ethyl 4-[4-(2,4-dichlorophenyl)-2-[[4-(4-ethoxyphenyl)phenyl]methyl]imidazol-1-yl]benzoate Chemical compound C1=CC(C(=O)OCC)=CC=C1N1C(CC=2C=CC(=CC=2)C=2C=CC(OCC)=CC=2)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 BWJDTJXZHNWHAX-UHFFFAOYSA-N 0.000 description 2
• WMGXEKSOWBMPMA-UHFFFAOYSA-N ethyl 4-[4-(2,4-dichlorophenyl)-2-[[4-[3-(trifluoromethyl)phenyl]phenyl]methyl]imidazol-1-yl]benzoate Chemical compound C1=CC(C(=O)OCC)=CC=C1N1C(CC=2C=CC(=CC=2)C=2C=C(C=CC=2)C(F)(F)F)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 WMGXEKSOWBMPMA-UHFFFAOYSA-N 0.000 description 2
• 238000001704 evaporation Methods 0.000 description 2
• 230000008020 evaporation Effects 0.000 description 2
• 239000007903 gelatin capsule Substances 0.000 description 2
• 239000008187 granular material Substances 0.000 description 2
• LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 2
• LIAWOTKNAVAKCX-UHFFFAOYSA-N hydrazine;dihydrochloride Chemical compound Cl.Cl.NN LIAWOTKNAVAKCX-UHFFFAOYSA-N 0.000 description 2
• 150000002431 hydrogen Chemical class 0.000 description 2
• XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 2
• 230000007062 hydrolysis Effects 0.000 description 2
• 238000006460 hydrolysis reaction Methods 0.000 description 2
• 125000003037 imidazol-2-yl group Chemical group [H]N1C([*])=NC([H])=C1[H] 0.000 description 2
• 150000002460 imidazoles Chemical class 0.000 description 2
• 230000003834 intracellular effect Effects 0.000 description 2
• 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 2
• AWJUIBRHMBBTKR-UHFFFAOYSA-N isoquinoline Chemical compound C1=NC=CC2=CC=CC=C21 AWJUIBRHMBBTKR-UHFFFAOYSA-N 0.000 description 2
• 235000010445 lecithin Nutrition 0.000 description 2
• 239000000787 lecithin Substances 0.000 description 2
• 229940067606 lecithin Drugs 0.000 description 2
• 239000002502 liposome Substances 0.000 description 2
• ZCSHNCUQKCANBX-UHFFFAOYSA-N lithium diisopropylamide Chemical compound [Li+].CC(C)[N-]C(C)C ZCSHNCUQKCANBX-UHFFFAOYSA-N 0.000 description 2
• HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 2
• IWYDHOAUDWTVEP-UHFFFAOYSA-M mandelate Chemical compound [O-]C(=O)C(O)C1=CC=CC=C1 IWYDHOAUDWTVEP-UHFFFAOYSA-M 0.000 description 2
• 239000000463 material Substances 0.000 description 2
• VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
• 229960000485 methotrexate Drugs 0.000 description 2
• APXOMRFLJBRHNX-UHFFFAOYSA-N methyl 2-[4-(bromomethyl)phenyl]acetate Chemical compound COC(=O)CC1=CC=C(CBr)C=C1 APXOMRFLJBRHNX-UHFFFAOYSA-N 0.000 description 2
• JUEJLZPHZAXDKL-FRKPEAEDSA-N methyl 2-[4-[[2-[(e)-2-[4-(5-acetylthiophen-2-yl)phenyl]ethenyl]-4-(2,4-dichlorophenyl)imidazol-1-yl]methyl]anilino]acetate Chemical compound C1=CC(NCC(=O)OC)=CC=C1CN1C(\C=C\C=2C=CC(=CC=2)C=2SC(=CC=2)C(C)=O)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 JUEJLZPHZAXDKL-FRKPEAEDSA-N 0.000 description 2
• VXDSKWYTAXPMRG-SFQUDFHCSA-N methyl 2-[4-[[4-(2,4-dichlorophenyl)-2-[(e)-2-[4-(3-methylsulfonylphenyl)phenyl]ethenyl]imidazol-1-yl]methyl]phenyl]acetate Chemical compound C1=CC(CC(=O)OC)=CC=C1CN1C(\C=C\C=2C=CC(=CC=2)C=2C=C(C=CC=2)S(C)(=O)=O)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 VXDSKWYTAXPMRG-SFQUDFHCSA-N 0.000 description 2
• RLWDBHGEFFTTKU-XDHOZWIPSA-N methyl 2-[4-[[4-(2,4-dichlorophenyl)-2-[(e)-2-[4-[3-(3,3-dimethylbutoxy)phenyl]phenyl]ethenyl]imidazol-1-yl]methyl]anilino]acetate Chemical compound C1=CC(NCC(=O)OC)=CC=C1CN1C(\C=C\C=2C=CC(=CC=2)C=2C=C(OCCC(C)(C)C)C=CC=2)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 RLWDBHGEFFTTKU-XDHOZWIPSA-N 0.000 description 2
• SWTYLVKVXIYTHD-LICLKQGHSA-N methyl 2-[4-[[4-(2,4-dichlorophenyl)-2-[(e)-2-[4-[3-(4,4,4-trifluorobutoxy)phenyl]phenyl]ethenyl]imidazol-1-yl]methyl]anilino]acetate Chemical compound C1=CC(NCC(=O)OC)=CC=C1CN1C(\C=C\C=2C=CC(=CC=2)C=2C=C(OCCCC(F)(F)F)C=CC=2)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 SWTYLVKVXIYTHD-LICLKQGHSA-N 0.000 description 2
• HGKPXDJBKQRSAU-OQLLNIDSSA-N methyl 2-[4-[[4-(2,4-dichlorophenyl)-2-[(e)-2-[4-[3-(trifluoromethyl)phenyl]phenyl]ethenyl]imidazol-1-yl]methyl]-2-methylanilino]acetate Chemical compound C1=C(C)C(NCC(=O)OC)=CC=C1CN1C(\C=C\C=2C=CC(=CC=2)C=2C=C(C=CC=2)C(F)(F)F)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 HGKPXDJBKQRSAU-OQLLNIDSSA-N 0.000 description 2
• PERDKFBHSOQYMK-UHFFFAOYSA-N methyl 2-[4-[[4-(2,4-dichlorophenyl)-2-[2-[4-(trifluoromethyl)phenyl]ethyl]imidazol-1-yl]methyl]anilino]acetate Chemical compound C1=CC(NCC(=O)OC)=CC=C1CN1C(CCC=2C=CC(=CC=2)C(F)(F)F)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 PERDKFBHSOQYMK-UHFFFAOYSA-N 0.000 description 2
• ZYCPSZGMMFTLHZ-UHFFFAOYSA-N methyl 2-[4-[[4-(2,4-dichlorophenyl)-2-[[3-(trifluoromethyl)phenyl]methyl]imidazol-1-yl]methyl]anilino]acetate Chemical compound C1=CC(NCC(=O)OC)=CC=C1CN1C(CC=2C=C(C=CC=2)C(F)(F)F)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 ZYCPSZGMMFTLHZ-UHFFFAOYSA-N 0.000 description 2
• CARCWHNYBXYUAP-LICLKQGHSA-N methyl 2-[[4-[[4-(2,4-dichlorophenyl)-2-[(e)-2-[4-[3-(trifluoromethyl)phenyl]phenyl]ethenyl]imidazol-1-yl]methyl]phenyl]carbamoyl-methylamino]acetate Chemical compound C1=CC(NC(=O)N(C)CC(=O)OC)=CC=C1CN1C(\C=C\C=2C=CC(=CC=2)C=2C=C(C=CC=2)C(F)(F)F)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 CARCWHNYBXYUAP-LICLKQGHSA-N 0.000 description 2
• NNOMOPNBYWJNKH-UHFFFAOYSA-N methyl 2-amino-5-[4-[4-[[4-(2,4-dichlorophenyl)-1-ethylimidazol-2-yl]methyl]phenyl]phenoxy]benzoate Chemical compound CCN1C=C(C=2C(=CC(Cl)=CC=2)Cl)N=C1CC(C=C1)=CC=C1C(C=C1)=CC=C1OC1=CC=C(N)C(C(=O)OC)=C1 NNOMOPNBYWJNKH-UHFFFAOYSA-N 0.000 description 2
• QVNYNHCNNGKULA-UHFFFAOYSA-N methyl 2-amino-5-bromobenzoate Chemical compound COC(=O)C1=CC(Br)=CC=C1N QVNYNHCNNGKULA-UHFFFAOYSA-N 0.000 description 2
• SCHLCCMZDIVLCC-KPKJPENVSA-N methyl 3-[2-[(e)-2-(4-bromophenyl)ethenyl]-4-(2,4-dichlorophenyl)imidazol-1-yl]benzoate Chemical compound COC(=O)C1=CC=CC(N2C(=NC(=C2)C=2C(=CC(Cl)=CC=2)Cl)\C=C\C=2C=CC(Br)=CC=2)=C1 SCHLCCMZDIVLCC-KPKJPENVSA-N 0.000 description 2
• ISJTXNFDMVXMOQ-LFIBNONCSA-N methyl 3-[4-(2,4-dichlorophenyl)-2-[(e)-2-[4-(3-methylsulfonylphenyl)phenyl]ethenyl]imidazol-1-yl]benzoate Chemical compound COC(=O)C1=CC=CC(N2C(=NC(=C2)C=2C(=CC(Cl)=CC=2)Cl)\C=C\C=2C=CC(=CC=2)C=2C=C(C=CC=2)S(C)(=O)=O)=C1 ISJTXNFDMVXMOQ-LFIBNONCSA-N 0.000 description 2
• YSFYSORUXUGMLD-CXUHLZMHSA-N methyl 3-[4-[(e)-2-[4-(2,4-dichlorophenyl)-1-[[4-(trifluoromethoxy)phenyl]methyl]imidazol-2-yl]ethenyl]phenyl]benzoate Chemical compound COC(=O)C1=CC=CC(C=2C=CC(\C=C\C=3N(C=C(N=3)C=3C(=CC(Cl)=CC=3)Cl)CC=3C=CC(OC(F)(F)F)=CC=3)=CC=2)=C1 YSFYSORUXUGMLD-CXUHLZMHSA-N 0.000 description 2
• QIWLOGCAXONKRD-LICLKQGHSA-N methyl 3-[[4-(2,4-dichlorophenyl)-2-[(e)-2-[4-[3-methoxy-4-(propan-2-yloxycarbonylamino)phenyl]phenyl]ethenyl]imidazol-1-yl]methyl]benzoate Chemical compound COC(=O)C1=CC=CC(CN2C(=NC(=C2)C=2C(=CC(Cl)=CC=2)Cl)\C=C\C=2C=CC(=CC=2)C=2C=C(OC)C(NC(=O)OC(C)C)=CC=2)=C1 QIWLOGCAXONKRD-LICLKQGHSA-N 0.000 description 2
• CWVHAMGUQQAOJZ-UHFFFAOYSA-N methyl 4-[2-[(4-bromophenyl)methyl]-4-(2,4-dichlorophenyl)imidazol-1-yl]-2-nitrobenzoate Chemical compound C1=C([N+]([O-])=O)C(C(=O)OC)=CC=C1N1C(CC=2C=CC(Br)=CC=2)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 CWVHAMGUQQAOJZ-UHFFFAOYSA-N 0.000 description 2
• JBCIJAWTRPGKRR-UHFFFAOYSA-N methyl 4-[4-(2,4-dichlorophenyl)-2-[[4-(4-hydroxyphenyl)phenyl]methyl]imidazol-1-yl]-2-(methanesulfonamido)benzoate Chemical compound C1=C(NS(C)(=O)=O)C(C(=O)OC)=CC=C1N1C(CC=2C=CC(=CC=2)C=2C=CC(O)=CC=2)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 JBCIJAWTRPGKRR-UHFFFAOYSA-N 0.000 description 2
• RQTCBMPWHHKCLK-UHFFFAOYSA-N methyl 4-[4-(2,4-dichlorophenyl)-2-[[4-[4-[[3-(trifluoromethyl)phenyl]sulfonylamino]phenyl]phenyl]methyl]imidazol-1-yl]benzoate Chemical compound C1=CC(C(=O)OC)=CC=C1N1C(CC=2C=CC(=CC=2)C=2C=CC(NS(=O)(=O)C=3C=C(C=CC=3)C(F)(F)F)=CC=2)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 RQTCBMPWHHKCLK-UHFFFAOYSA-N 0.000 description 2
• VUWGHTRKLHLNSD-OVCLIPMQSA-N methyl 4-[4-[3-[(e)-2-[4-(2,4-dichlorophenyl)-1-(2-methoxy-2-oxoethyl)imidazol-2-yl]ethenyl]phenyl]phenoxy]butanoate Chemical compound C1=CC(OCCCC(=O)OC)=CC=C1C1=CC=CC(\C=C\C=2N(C=C(N=2)C=2C(=CC(Cl)=CC=2)Cl)CC(=O)OC)=C1 VUWGHTRKLHLNSD-OVCLIPMQSA-N 0.000 description 2
• NLKVEEVMFINFSU-UHFFFAOYSA-N methyl 4-[[2-[(4-aminophenyl)methyl]-4-(2,4-dichlorophenyl)imidazol-1-yl]methyl]benzoate Chemical compound C1=CC(C(=O)OC)=CC=C1CN1C(CC=2C=CC(N)=CC=2)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 NLKVEEVMFINFSU-UHFFFAOYSA-N 0.000 description 2
• CEXRSWQZYOSPBE-UHFFFAOYSA-N methyl 4-[[2-[(4-bromophenoxy)methyl]-4-(2,4-dichlorophenyl)imidazol-1-yl]methyl]benzoate Chemical compound C1=CC(C(=O)OC)=CC=C1CN1C(COC=2C=CC(Br)=CC=2)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 CEXRSWQZYOSPBE-UHFFFAOYSA-N 0.000 description 2
• GOGRKHORPDNSRI-FRKPEAEDSA-N methyl 4-[[2-[(e)-2-[4-(4-amino-3-methoxyphenyl)phenyl]ethenyl]-4-(2,4-dichlorophenyl)imidazol-1-yl]methyl]benzoate Chemical compound C1=CC(C(=O)OC)=CC=C1CN1C(\C=C\C=2C=CC(=CC=2)C=2C=C(OC)C(N)=CC=2)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 GOGRKHORPDNSRI-FRKPEAEDSA-N 0.000 description 2
• LQOYHZLVZICDFZ-UHFFFAOYSA-N methyl 4-[[4-(2,4-dichlorophenyl)-2-(4-methoxyphenyl)imidazol-1-yl]methyl]benzoate Chemical compound C1=CC(C(=O)OC)=CC=C1CN1C(C=2C=CC(OC)=CC=2)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 LQOYHZLVZICDFZ-UHFFFAOYSA-N 0.000 description 2
• JVCIWOOTJHPAMP-UFWORHAWSA-N methyl 4-[[4-(2,4-dichlorophenyl)-2-[(e)-2-[4-(4-propan-2-ylsulfanylphenyl)phenyl]ethenyl]imidazol-1-yl]methyl]benzoate Chemical compound C1=CC(C(=O)OC)=CC=C1CN1C(\C=C\C=2C=CC(=CC=2)C=2C=CC(SC(C)C)=CC=2)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 JVCIWOOTJHPAMP-UFWORHAWSA-N 0.000 description 2
• PWBLRZHPGAFDTO-CXUHLZMHSA-N methyl 4-[[4-(2,4-dichlorophenyl)-2-[(e)-2-[4-[3-(2,2,2-trifluoroethylsulfonylamino)phenyl]phenyl]ethenyl]imidazol-1-yl]methyl]benzoate Chemical compound C1=CC(C(=O)OC)=CC=C1CN1C(\C=C\C=2C=CC(=CC=2)C=2C=C(NS(=O)(=O)CC(F)(F)F)C=CC=2)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 PWBLRZHPGAFDTO-CXUHLZMHSA-N 0.000 description 2
• FZGZNQFMFKTLJV-LICLKQGHSA-N methyl 4-[[4-(2,4-dichlorophenyl)-2-[(e)-2-[4-[3-(methanesulfonamido)phenyl]phenyl]ethenyl]imidazol-1-yl]methyl]benzoate Chemical compound C1=CC(C(=O)OC)=CC=C1CN1C(\C=C\C=2C=CC(=CC=2)C=2C=C(NS(C)(=O)=O)C=CC=2)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 FZGZNQFMFKTLJV-LICLKQGHSA-N 0.000 description 2
• VXTASKUTJQTMMJ-LICLKQGHSA-N methyl 4-[[4-(2,4-dichlorophenyl)-2-[(e)-2-[4-[3-[(2-methoxy-2-oxoethyl)amino]phenyl]phenyl]ethenyl]imidazol-1-yl]methyl]benzoate Chemical compound COC(=O)CNC1=CC=CC(C=2C=CC(\C=C\C=3N(C=C(N=3)C=3C(=CC(Cl)=CC=3)Cl)CC=3C=CC(=CC=3)C(=O)OC)=CC=2)=C1 VXTASKUTJQTMMJ-LICLKQGHSA-N 0.000 description 2
• SOIDIDRXJBPGTB-FRKPEAEDSA-N methyl 4-[[4-(2,4-dichlorophenyl)-2-[(e)-2-[4-[3-methoxy-4-(propan-2-yloxycarbonylamino)phenyl]phenyl]ethenyl]imidazol-1-yl]methyl]-2,3-difluorobenzoate Chemical compound FC1=C(F)C(C(=O)OC)=CC=C1CN1C(\C=C\C=2C=CC(=CC=2)C=2C=C(OC)C(NC(=O)OC(C)C)=CC=2)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 SOIDIDRXJBPGTB-FRKPEAEDSA-N 0.000 description 2
• MPIYVYLFOSNIOV-UBKPWBPPSA-N methyl 4-[[4-(2,4-dichlorophenyl)-2-[(e)-2-[4-[4-(2,2,2-trifluoroethylsulfonylamino)phenyl]phenyl]ethenyl]imidazol-1-yl]methyl]benzoate Chemical compound C1=CC(C(=O)OC)=CC=C1CN1C(\C=C\C=2C=CC(=CC=2)C=2C=CC(NS(=O)(=O)CC(F)(F)F)=CC=2)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 MPIYVYLFOSNIOV-UBKPWBPPSA-N 0.000 description 2
• QVEZNCJLYJCUNL-AERZKKPOSA-N methyl 4-[[4-(2,4-dichlorophenyl)-2-[(e)-2-[4-[4-(4-nitrophenoxy)phenyl]phenyl]ethenyl]imidazol-1-yl]methyl]benzoate Chemical compound C1=CC(C(=O)OC)=CC=C1CN1C(\C=C\C=2C=CC(=CC=2)C=2C=CC(OC=3C=CC(=CC=3)[N+]([O-])=O)=CC=2)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 QVEZNCJLYJCUNL-AERZKKPOSA-N 0.000 description 2
• KFCXKRTVRZTPBX-VXLYETTFSA-N methyl 4-[[4-(2,4-dichlorophenyl)-2-[(e)-2-[4-[4-methoxy-3-[(2-methylpropan-2-yl)oxycarbonylamino]phenyl]phenyl]ethenyl]imidazol-1-yl]methyl]benzoate Chemical compound C1=CC(C(=O)OC)=CC=C1CN1C(\C=C\C=2C=CC(=CC=2)C=2C=C(NC(=O)OC(C)(C)C)C(OC)=CC=2)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 KFCXKRTVRZTPBX-VXLYETTFSA-N 0.000 description 2
• KXGIEMQAODXKLI-UBKPWBPPSA-N methyl 4-[[4-(2,4-dichlorophenyl)-2-[(e)-2-[4-[[4-(trifluoromethyl)phenyl]sulfonylamino]phenyl]ethenyl]imidazol-1-yl]methyl]benzoate Chemical compound C1=CC(C(=O)OC)=CC=C1CN1C(\C=C\C=2C=CC(NS(=O)(=O)C=3C=CC(=CC=3)C(F)(F)F)=CC=2)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 KXGIEMQAODXKLI-UBKPWBPPSA-N 0.000 description 2
• VYBKCWRPHUPDMZ-CNHKJKLMSA-N methyl 4-[[4-(2,4-dichlorophenyl)-2-[(e)-2-[4-[methyl-[4-(trifluoromethyl)phenyl]sulfonylamino]phenyl]ethenyl]imidazol-1-yl]methyl]benzoate Chemical compound C1=CC(C(=O)OC)=CC=C1CN1C(\C=C\C=2C=CC(=CC=2)N(C)S(=O)(=O)C=2C=CC(=CC=2)C(F)(F)F)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 VYBKCWRPHUPDMZ-CNHKJKLMSA-N 0.000 description 2
• CGJWAZHYLVJAKL-UHFFFAOYSA-N methyl 4-[[4-(2,4-dichlorophenyl)-2-[1-(4-hydroxyphenyl)cyclopropyl]imidazol-1-yl]methyl]benzoate Chemical compound C1=CC(C(=O)OC)=CC=C1CN1C(C2(CC2)C=2C=CC(O)=CC=2)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 CGJWAZHYLVJAKL-UHFFFAOYSA-N 0.000 description 2
• BKOJINSLGOWTML-UHFFFAOYSA-N methyl 4-[[4-(2,4-dichlorophenyl)-2-[1-(4-methoxyphenyl)cyclopropyl]imidazol-1-yl]methyl]benzoate Chemical compound C1=CC(C(=O)OC)=CC=C1CN1C(C2(CC2)C=2C=CC(OC)=CC=2)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 BKOJINSLGOWTML-UHFFFAOYSA-N 0.000 description 2
• SDCKMMUDPCNNMJ-UHFFFAOYSA-N methyl 4-[[4-(2,4-dichlorophenyl)-2-[3-(4-iodophenyl)propyl]imidazol-1-yl]methyl]benzoate Chemical compound C1=CC(C(=O)OC)=CC=C1CN1C(CCCC=2C=CC(I)=CC=2)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 SDCKMMUDPCNNMJ-UHFFFAOYSA-N 0.000 description 2
• ZHRCTCXOZKABNO-UHFFFAOYSA-N methyl 4-[[4-(2,4-dichlorophenyl)-2-[4-(3-methylsulfonylphenyl)phenyl]imidazol-1-yl]methyl]benzoate Chemical compound C1=CC(C(=O)OC)=CC=C1CN1C(C=2C=CC(=CC=2)C=2C=C(C=CC=2)S(C)(=O)=O)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 ZHRCTCXOZKABNO-UHFFFAOYSA-N 0.000 description 2
• IKQHOAJRKHAGHA-UHFFFAOYSA-N methyl 4-[[4-(2,4-dichlorophenyl)-2-[4-[[[2-(4-methylsulfonylphenyl)acetyl]amino]methyl]phenyl]imidazol-1-yl]methyl]benzoate Chemical compound C1=CC(C(=O)OC)=CC=C1CN1C(C=2C=CC(CNC(=O)CC=3C=CC(=CC=3)S(C)(=O)=O)=CC=2)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 IKQHOAJRKHAGHA-UHFFFAOYSA-N 0.000 description 2
• ZDMYBHIPSNQUPD-UHFFFAOYSA-N methyl 4-[[4-(2,4-dichlorophenyl)-2-[[4-(4-methylsulfonylphenyl)phenyl]methyl]imidazol-1-yl]methyl]benzoate Chemical compound C1=CC(C(=O)OC)=CC=C1CN1C(CC=2C=CC(=CC=2)C=2C=CC(=CC=2)S(C)(=O)=O)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 ZDMYBHIPSNQUPD-UHFFFAOYSA-N 0.000 description 2
• UKZNXQBBZBYEFF-UHFFFAOYSA-N methyl 4-[[4-(2,4-dichlorophenyl)-2-[[4-[3-(propan-2-yloxycarbonylamino)phenyl]phenyl]methyl]imidazol-1-yl]methyl]benzoate Chemical compound C1=CC(C(=O)OC)=CC=C1CN1C(CC=2C=CC(=CC=2)C=2C=C(NC(=O)OC(C)C)C=CC=2)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 UKZNXQBBZBYEFF-UHFFFAOYSA-N 0.000 description 2
• RIXQNBZYAOTNAH-UHFFFAOYSA-N methyl 4-[[4-(2,4-dichlorophenyl)-2-[[4-[3-(trifluoromethyl)phenyl]phenyl]methyl]imidazol-1-yl]methyl]benzoate Chemical compound C1=CC(C(=O)OC)=CC=C1CN1C(CC=2C=CC(=CC=2)C=2C=C(C=CC=2)C(F)(F)F)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 RIXQNBZYAOTNAH-UHFFFAOYSA-N 0.000 description 2
• OOIDFCGDYKXQRT-UHFFFAOYSA-N methyl 4-[[4-(2,4-dichlorophenyl)-2-[[4-[4-(trifluoromethoxy)phenyl]phenoxy]methyl]imidazol-1-yl]methyl]benzoate Chemical compound C1=CC(C(=O)OC)=CC=C1CN1C(COC=2C=CC(=CC=2)C=2C=CC(OC(F)(F)F)=CC=2)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 OOIDFCGDYKXQRT-UHFFFAOYSA-N 0.000 description 2
• BMUZATXYUMXTNV-UHFFFAOYSA-N methyl 4-[[4-(2,4-dichlorophenyl)-2-[[4-[4-[4-(trifluoromethyl)phenoxy]phenyl]phenyl]methyl]imidazol-1-yl]methyl]benzoate Chemical compound C1=CC(C(=O)OC)=CC=C1CN1C(CC=2C=CC(=CC=2)C=2C=CC(OC=3C=CC(=CC=3)C(F)(F)F)=CC=2)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 BMUZATXYUMXTNV-UHFFFAOYSA-N 0.000 description 2
• RYJAUFTXHXESMX-UFWORHAWSA-N methyl 4-[[[2-[4-(2,4-dichlorophenyl)-2-[(e)-2-[4-(4-ethoxyphenyl)phenyl]ethenyl]imidazol-1-yl]acetyl]amino]methyl]benzoate Chemical compound C1=CC(OCC)=CC=C1C(C=C1)=CC=C1\C=C\C1=NC(C=2C(=CC(Cl)=CC=2)Cl)=CN1CC(=O)NCC1=CC=C(C(=O)OC)C=C1 RYJAUFTXHXESMX-UFWORHAWSA-N 0.000 description 2
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• 239000007937 lozenge Substances 0.000 description 1
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• VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
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• 208000030159 metabolic disease Diseases 0.000 description 1
• XZWYZXLIPXDOLR-UHFFFAOYSA-N metformin Chemical compound CN(C)C(=N)NC(N)=N XZWYZXLIPXDOLR-UHFFFAOYSA-N 0.000 description 1
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• 125000001434 methanylylidene group Chemical group [H]C#[*] 0.000 description 1
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• CLQPHOLTCVXMPT-UHFFFAOYSA-N methyl 2-(4-bromophenoxy)propanoate Chemical compound COC(=O)C(C)OC1=CC=C(Br)C=C1 CLQPHOLTCVXMPT-UHFFFAOYSA-N 0.000 description 1
• SGQCLTSYZNQSEI-UHFFFAOYSA-N methyl 2-(sulfonylamino)benzoate Chemical compound COC(C1=C(C=CC=C1)N=S(=O)=O)=O SGQCLTSYZNQSEI-UHFFFAOYSA-N 0.000 description 1
• JLCAMDSWNZBTEE-UHFFFAOYSA-N methyl 2-(trifluoromethyl)benzoate Chemical compound COC(=O)C1=CC=CC=C1C(F)(F)F JLCAMDSWNZBTEE-UHFFFAOYSA-N 0.000 description 1
• ANCDHWJDVUBRCT-LICLKQGHSA-N methyl 2-[2-[(e)-2-(4-methoxyphenyl)ethenyl]-4-(4-phenylphenyl)imidazol-1-yl]acetate Chemical compound COC(=O)CN1C=C(C=2C=CC(=CC=2)C=2C=CC=CC=2)N=C1\C=C\C1=CC=C(OC)C=C1 ANCDHWJDVUBRCT-LICLKQGHSA-N 0.000 description 1
• OXFCILAOEGBINA-UHFFFAOYSA-N methyl 2-[4-(bromomethyl)phenyl]propanoate Chemical compound COC(=O)C(C)C1=CC=C(CBr)C=C1 OXFCILAOEGBINA-UHFFFAOYSA-N 0.000 description 1
• YNVFHJVVTAZFKY-IZZDOVSWSA-N methyl 2-[4-[(e)-2-[4-(2,4-dichlorophenyl)-1-ethylimidazol-2-yl]ethenyl]anilino]acetate Chemical compound CCN1C=C(C=2C(=CC(Cl)=CC=2)Cl)N=C1\C=C\C1=CC=C(NCC(=O)OC)C=C1 YNVFHJVVTAZFKY-IZZDOVSWSA-N 0.000 description 1
• FNUVLQKSWOUBKS-UHFFFAOYSA-N methyl 2-[4-[4-(2,4-dichlorophenyl)-1-[[4-[3-(trifluoromethyl)phenyl]phenyl]methyl]imidazol-2-yl]phenoxy]acetate Chemical compound C1=CC(OCC(=O)OC)=CC=C1C1=NC(C=2C(=CC(Cl)=CC=2)Cl)=CN1CC1=CC=C(C=2C=C(C=CC=2)C(F)(F)F)C=C1 FNUVLQKSWOUBKS-UHFFFAOYSA-N 0.000 description 1
• AQZZRCPUWVRYBA-CAOOACKPSA-N methyl 2-[4-[4-(2,4-dichlorophenyl)-2-[(e)-2-[4-(3-methylsulfonylphenyl)phenyl]ethenyl]imidazol-1-yl]anilino]acetate Chemical compound C1=CC(NCC(=O)OC)=CC=C1N1C(\C=C\C=2C=CC(=CC=2)C=2C=C(C=CC=2)S(C)(=O)=O)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 AQZZRCPUWVRYBA-CAOOACKPSA-N 0.000 description 1
• BKJSJEBULPHSEB-UHFFFAOYSA-N methyl 2-[4-[[2-[2-(4-bromophenyl)ethenyl]-4-(2,4-dichlorophenyl)imidazol-1-yl]methyl]anilino]acetate Chemical compound C1=CC(NCC(=O)OC)=CC=C1CN1C(C=CC=2C=CC(Br)=CC=2)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 BKJSJEBULPHSEB-UHFFFAOYSA-N 0.000 description 1
• DPQLCEGRWSLZES-UHFFFAOYSA-N methyl 2-[4-[[2-[2-(4-bromophenyl)ethenyl]-4-(2,4-dichlorophenyl)imidazol-1-yl]methyl]anilino]propanoate Chemical compound C1=CC(NC(C)C(=O)OC)=CC=C1CN1C(C=CC=2C=CC(Br)=CC=2)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 DPQLCEGRWSLZES-UHFFFAOYSA-N 0.000 description 1
• CCBHRBHMULGTBT-VZUCSPMQSA-N methyl 2-[4-[[4-(2,4-dichlorophenyl)-2-[(e)-2-[2-fluoro-4-(trifluoromethyl)phenyl]ethenyl]imidazol-1-yl]methyl]anilino]acetate Chemical compound C1=CC(NCC(=O)OC)=CC=C1CN1C(\C=C\C=2C(=CC(=CC=2)C(F)(F)F)F)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 CCBHRBHMULGTBT-VZUCSPMQSA-N 0.000 description 1
• MGXGFJHDOIOMOG-LICLKQGHSA-N methyl 2-[4-[[4-(2,4-dichlorophenyl)-2-[(e)-2-[4-(3-methylsulfonylphenyl)phenyl]ethenyl]imidazol-1-yl]methyl]anilino]acetate Chemical compound C1=CC(NCC(=O)OC)=CC=C1CN1C(\C=C\C=2C=CC(=CC=2)C=2C=C(C=CC=2)S(C)(=O)=O)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 MGXGFJHDOIOMOG-LICLKQGHSA-N 0.000 description 1
• YUYHLROAMWCHDQ-LICLKQGHSA-N methyl 2-[4-[[4-(2,4-dichlorophenyl)-2-[(e)-2-[4-(4,4,4-trifluorobutoxy)phenyl]ethenyl]imidazol-1-yl]methyl]-n-[(2-methylpropan-2-yl)oxycarbonylsulfonyl]anilino]acetate Chemical compound C1=CC(N(CC(=O)OC)S(=O)(=O)C(=O)OC(C)(C)C)=CC=C1CN1C(\C=C\C=2C=CC(OCCCC(F)(F)F)=CC=2)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 YUYHLROAMWCHDQ-LICLKQGHSA-N 0.000 description 1
• XOVLVHQJTNGWTI-VGOFMYFVSA-N methyl 2-[4-[[4-(2,4-dichlorophenyl)-2-[(e)-2-[4-(4,4,4-trifluorobutoxy)phenyl]ethenyl]imidazol-1-yl]methyl]anilino]acetate Chemical compound C1=CC(NCC(=O)OC)=CC=C1CN1C(\C=C\C=2C=CC(OCCCC(F)(F)F)=CC=2)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 XOVLVHQJTNGWTI-VGOFMYFVSA-N 0.000 description 1
• CCRZNPFBCRKGGJ-WOJGMQOQSA-N methyl 2-[4-[[4-(2,4-dichlorophenyl)-2-[(e)-2-[4-[3-(propan-2-yloxycarbonylamino)phenyl]phenyl]ethenyl]imidazol-1-yl]methyl]anilino]acetate Chemical compound C1=CC(NCC(=O)OC)=CC=C1CN1C(\C=C\C=2C=CC(=CC=2)C=2C=C(NC(=O)OC(C)C)C=CC=2)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 CCRZNPFBCRKGGJ-WOJGMQOQSA-N 0.000 description 1
• HBPWLFWNPNUTMC-CXUHLZMHSA-N methyl 2-[4-[[4-(2,4-dichlorophenyl)-2-[(e)-2-[4-[3-(trifluoromethyl)phenyl]phenyl]ethenyl]imidazol-1-yl]methyl]anilino]acetate Chemical compound C1=CC(NCC(=O)OC)=CC=C1CN1C(\C=C\C=2C=CC(=CC=2)C=2C=C(C=CC=2)C(F)(F)F)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 HBPWLFWNPNUTMC-CXUHLZMHSA-N 0.000 description 1
• CARRVSBBEVLISX-CXUHLZMHSA-N methyl 2-[4-[[4-(2,4-dichlorophenyl)-2-[(e)-2-[4-[3-(trifluoromethyl)phenyl]phenyl]ethenyl]imidazol-1-yl]methyl]phenoxy]acetate Chemical compound C1=CC(OCC(=O)OC)=CC=C1CN1C(\C=C\C=2C=CC(=CC=2)C=2C=C(C=CC=2)C(F)(F)F)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 CARRVSBBEVLISX-CXUHLZMHSA-N 0.000 description 1
• LDSHEKUDQVQOEK-UBKPWBPPSA-N methyl 2-[4-[[4-(2,4-dichlorophenyl)-2-[(e)-2-[4-[4-(trifluoromethyl)phenoxy]phenyl]ethenyl]imidazol-1-yl]methyl]anilino]acetate Chemical compound C1=CC(NCC(=O)OC)=CC=C1CN1C(\C=C\C=2C=CC(OC=3C=CC(=CC=3)C(F)(F)F)=CC=2)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 LDSHEKUDQVQOEK-UBKPWBPPSA-N 0.000 description 1
• XUKKBTOETIMNMH-UBKPWBPPSA-N methyl 2-[4-[[4-(2,4-dichlorophenyl)-2-[(e)-2-[4-[4-(trifluoromethyl)phenyl]phenyl]ethenyl]imidazol-1-yl]methyl]-n-(trifluoromethylsulfonyl)anilino]acetate Chemical compound C1=CC(N(CC(=O)OC)S(=O)(=O)C(F)(F)F)=CC=C1CN1C(\C=C\C=2C=CC(=CC=2)C=2C=CC(=CC=2)C(F)(F)F)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 XUKKBTOETIMNMH-UBKPWBPPSA-N 0.000 description 1
• UGFMKTAKWVUQTK-CNHKJKLMSA-N methyl 2-[4-[[4-(2,4-dichlorophenyl)-2-[(e)-2-[4-[4-(trifluoromethyl)phenyl]phenyl]ethenyl]imidazol-1-yl]methyl]-n-methylanilino]acetate Chemical compound C1=CC(N(C)CC(=O)OC)=CC=C1CN1C(\C=C\C=2C=CC(=CC=2)C=2C=CC(=CC=2)C(F)(F)F)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 UGFMKTAKWVUQTK-CNHKJKLMSA-N 0.000 description 1
• AFNKLOMOEKMEOJ-UHFFFAOYSA-N methyl 2-[4-[[4-(2,4-dichlorophenyl)-2-[[4-[3-(methanesulfonamido)phenyl]phenyl]methyl]imidazol-1-yl]methyl]anilino]acetate Chemical compound C1=CC(NCC(=O)OC)=CC=C1CN1C(CC=2C=CC(=CC=2)C=2C=C(NS(C)(=O)=O)C=CC=2)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 AFNKLOMOEKMEOJ-UHFFFAOYSA-N 0.000 description 1
• CUBFFTVZQZMAMA-LICLKQGHSA-N methyl 2-[[4-[[4-(2,4-dichlorophenyl)-2-[(e)-2-[4-[3-(trifluoromethyl)phenyl]phenyl]ethenyl]imidazol-1-yl]methyl]benzoyl]-methylamino]acetate Chemical compound C1=CC(C(=O)N(C)CC(=O)OC)=CC=C1CN1C(\C=C\C=2C=CC(=CC=2)C=2C=C(C=CC=2)C(F)(F)F)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 CUBFFTVZQZMAMA-LICLKQGHSA-N 0.000 description 1
• JAGXFCRTUCBDRM-UHFFFAOYSA-N methyl 2-amino-4-[2-[(4-bromophenyl)methyl]-4-(2,4-dichlorophenyl)imidazol-1-yl]benzoate Chemical compound C1=C(N)C(C(=O)OC)=CC=C1N1C(CC=2C=CC(Br)=CC=2)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 JAGXFCRTUCBDRM-UHFFFAOYSA-N 0.000 description 1
• BWJAYAJQJMIDEJ-UHFFFAOYSA-N methyl 2-amino-4-[4-[4-[[4-(2,4-dichlorophenyl)-1-ethylimidazol-2-yl]methyl]phenyl]phenoxy]benzoate Chemical compound CCN1C=C(C=2C(=CC(Cl)=CC=2)Cl)N=C1CC(C=C1)=CC=C1C(C=C1)=CC=C1OC1=CC=C(C(=O)OC)C(N)=C1 BWJAYAJQJMIDEJ-UHFFFAOYSA-N 0.000 description 1
• QSUMZRFOCNQOJN-UHFFFAOYSA-N methyl 2-amino-4-[[2-[(4-bromophenyl)methyl]-4-(2,4-dichlorophenyl)imidazol-1-yl]methylsulfonyl]benzoate Chemical compound C1=C(N)C(C(=O)OC)=CC=C1S(=O)(=O)CN1C(CC=2C=CC(Br)=CC=2)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 QSUMZRFOCNQOJN-UHFFFAOYSA-N 0.000 description 1
• ZJUSEPVIRQPKKC-UHFFFAOYSA-N methyl 2-amino-5-[4-[3-[4-(2,4-dichlorophenyl)-1-ethylimidazol-2-yl]propyl]phenoxy]benzoate Chemical compound CCN1C=C(C=2C(=CC(Cl)=CC=2)Cl)N=C1CCCC(C=C1)=CC=C1OC1=CC=C(N)C(C(=O)OC)=C1 ZJUSEPVIRQPKKC-UHFFFAOYSA-N 0.000 description 1
• GQBDBSRUPULMER-UBKPWBPPSA-N methyl 2-amino-5-[4-[4-[(e)-2-[4-(2,4-dichlorophenyl)-1-ethylimidazol-2-yl]ethenyl]phenyl]phenoxy]benzoate Chemical compound CCN1C=C(C=2C(=CC(Cl)=CC=2)Cl)N=C1\C=C\C(C=C1)=CC=C1C(C=C1)=CC=C1OC1=CC=C(N)C(C(=O)OC)=C1 GQBDBSRUPULMER-UBKPWBPPSA-N 0.000 description 1
• ZZEACIKZMOLXPZ-UBKPWBPPSA-N methyl 2-amino-5-[4-[4-[(e)-2-[4-(2,4-difluorophenyl)-1-ethylimidazol-2-yl]ethenyl]phenyl]phenoxy]benzoate Chemical compound CCN1C=C(C=2C(=CC(F)=CC=2)F)N=C1\C=C\C(C=C1)=CC=C1C(C=C1)=CC=C1OC1=CC=C(N)C(C(=O)OC)=C1 ZZEACIKZMOLXPZ-UBKPWBPPSA-N 0.000 description 1
• PQUSVJVVRXWKDG-UHFFFAOYSA-N methyl 2-bromo-2-methylpropanoate Chemical compound COC(=O)C(C)(C)Br PQUSVJVVRXWKDG-UHFFFAOYSA-N 0.000 description 1
• ACEONLNNWKIPTM-UHFFFAOYSA-N methyl 2-bromopropanoate Chemical compound COC(=O)C(C)Br ACEONLNNWKIPTM-UHFFFAOYSA-N 0.000 description 1
• YUHSMQQNPRLEEJ-UHFFFAOYSA-N methyl 3-(bromomethyl)benzoate Chemical compound COC(=O)C1=CC=CC(CBr)=C1 YUHSMQQNPRLEEJ-UHFFFAOYSA-N 0.000 description 1
• HMUKGHJJVPAMQT-LICLKQGHSA-N methyl 3-[4-[(e)-2-[4-(2,4-dichlorophenyl)-1-[(4-methoxycarbonylphenyl)methyl]imidazol-2-yl]ethenyl]phenyl]benzoate Chemical compound C1=CC(C(=O)OC)=CC=C1CN1C(\C=C\C=2C=CC(=CC=2)C=2C=C(C=CC=2)C(=O)OC)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 HMUKGHJJVPAMQT-LICLKQGHSA-N 0.000 description 1
• PCBLFRMGXONQBV-LICLKQGHSA-N methyl 3-[4-[(e)-2-[4-(2,4-dichlorophenyl)-1-[[4-(methanesulfonamido)phenyl]methyl]imidazol-2-yl]ethenyl]phenyl]benzoate Chemical compound COC(=O)C1=CC=CC(C=2C=CC(\C=C\C=3N(C=C(N=3)C=3C(=CC(Cl)=CC=3)Cl)CC=3C=CC(NS(C)(=O)=O)=CC=3)=CC=2)=C1 PCBLFRMGXONQBV-LICLKQGHSA-N 0.000 description 1
• NRUMXOCHYWDERD-VXLYETTFSA-N methyl 3-[[2-[(e)-2-[4-(4-butoxyphenyl)phenyl]ethenyl]-4-(2,4-dichlorophenyl)imidazol-1-yl]methyl]benzoate Chemical compound C1=CC(OCCCC)=CC=C1C(C=C1)=CC=C1\C=C\C1=NC(C=2C(=CC(Cl)=CC=2)Cl)=CN1CC1=CC=CC(C(=O)OC)=C1 NRUMXOCHYWDERD-VXLYETTFSA-N 0.000 description 1
• JNXMCBVBGUEQID-UHFFFAOYSA-N methyl 3-amino-4-[2-[(4-bromophenyl)methyl]-4-(2,4-dichlorophenyl)imidazol-1-yl]-2-methylsulfonylbenzoate Chemical compound NC1=C(S(C)(=O)=O)C(C(=O)OC)=CC=C1N1C(CC=2C=CC(Br)=CC=2)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 JNXMCBVBGUEQID-UHFFFAOYSA-N 0.000 description 1
• BFDIVVZKOJLMRE-UBKPWBPPSA-N methyl 3-amino-4-[4-[4-[(e)-2-[4-(2,4-dichlorophenyl)-1-ethylimidazol-2-yl]ethenyl]phenyl]phenoxy]benzoate Chemical compound CCN1C=C(C=2C(=CC(Cl)=CC=2)Cl)N=C1\C=C\C(C=C1)=CC=C1C(C=C1)=CC=C1OC1=CC=C(C(=O)OC)C=C1N BFDIVVZKOJLMRE-UBKPWBPPSA-N 0.000 description 1
• BTQDOXCVNCBUIU-UHFFFAOYSA-N methyl 3-amino-4-[4-[4-[[4-(2,4-dichlorophenyl)-1-ethylimidazol-2-yl]methyl]phenyl]phenoxy]benzoate Chemical compound CCN1C=C(C=2C(=CC(Cl)=CC=2)Cl)N=C1CC(C=C1)=CC=C1C(C=C1)=CC=C1OC1=CC=C(C(=O)OC)C=C1N BTQDOXCVNCBUIU-UHFFFAOYSA-N 0.000 description 1
• YXZNVLYXBIIIOB-UHFFFAOYSA-N methyl 3-fluorobenzoate Chemical compound COC(=O)C1=CC=CC(F)=C1 YXZNVLYXBIIIOB-UHFFFAOYSA-N 0.000 description 1
• DKTXXBLWUUYFNL-UHFFFAOYSA-N methyl 4-(bromomethyl)-2,3-difluorobenzoate Chemical compound COC(=O)C1=CC=C(CBr)C(F)=C1F DKTXXBLWUUYFNL-UHFFFAOYSA-N 0.000 description 1
• VPJNOBUHVFOGIO-UHFFFAOYSA-N methyl 4-(bromomethyl)-2-fluorobenzoate Chemical compound COC(=O)C1=CC=C(CBr)C=C1F VPJNOBUHVFOGIO-UHFFFAOYSA-N 0.000 description 1
• LXXRFFAIWGWJMA-UHFFFAOYSA-N methyl 4-(bromomethyl)-3-(trifluoromethyl)benzoate Chemical compound COC(=O)C1=CC=C(CBr)C(C(F)(F)F)=C1 LXXRFFAIWGWJMA-UHFFFAOYSA-N 0.000 description 1
• QSRRZKPKHJHIRB-UHFFFAOYSA-N methyl 4-[(2,5-dichloro-4-methylthiophen-3-yl)sulfonylamino]-2-hydroxybenzoate Chemical compound C1=C(O)C(C(=O)OC)=CC=C1NS(=O)(=O)C1=C(Cl)SC(Cl)=C1C QSRRZKPKHJHIRB-UHFFFAOYSA-N 0.000 description 1
• QETCIIHNNGRKPI-UHFFFAOYSA-N methyl 4-[2-[[4-[4-(4-tert-butylphenoxy)phenyl]phenyl]methyl]-4-(2,4-dichlorophenyl)imidazol-1-yl]-2-(methanesulfonamido)benzoate Chemical compound C1=C(NS(C)(=O)=O)C(C(=O)OC)=CC=C1N1C(CC=2C=CC(=CC=2)C=2C=CC(OC=3C=CC(=CC=3)C(C)(C)C)=CC=2)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 QETCIIHNNGRKPI-UHFFFAOYSA-N 0.000 description 1
• RLYSYOXXBFYVEQ-UHFFFAOYSA-N methyl 4-[3-[4-[[4-(2,4-dichlorophenyl)-1-ethylimidazol-2-yl]methoxy]phenyl]phenoxy]butanoate Chemical compound CCN1C=C(C=2C(=CC(Cl)=CC=2)Cl)N=C1COC(C=C1)=CC=C1C1=CC=CC(OCCCC(=O)OC)=C1 RLYSYOXXBFYVEQ-UHFFFAOYSA-N 0.000 description 1
• UGCAKJYKJNVXEO-UBKPWBPPSA-N methyl 4-[4-[4-[(e)-2-[4-(2,4-dichlorophenyl)-1-ethylimidazol-2-yl]ethenyl]phenyl]phenoxy]-3-nitrobenzoate Chemical compound CCN1C=C(C=2C(=CC(Cl)=CC=2)Cl)N=C1\C=C\C(C=C1)=CC=C1C(C=C1)=CC=C1OC1=CC=C(C(=O)OC)C=C1[N+]([O-])=O UGCAKJYKJNVXEO-UBKPWBPPSA-N 0.000 description 1
• LLMNWIRUODDVIK-UHFFFAOYSA-N methyl 4-[4-[4-[[4-(2,4-dichlorophenyl)-1-ethylimidazol-2-yl]methyl]phenyl]phenoxy]-2-nitrobenzoate Chemical compound CCN1C=C(C=2C(=CC(Cl)=CC=2)Cl)N=C1CC(C=C1)=CC=C1C(C=C1)=CC=C1OC1=CC=C(C(=O)OC)C([N+]([O-])=O)=C1 LLMNWIRUODDVIK-UHFFFAOYSA-N 0.000 description 1
• GHIPTZSEJVZIOH-AWNIVKPZSA-N methyl 4-[[2-[(e)-2-(4-bromophenyl)ethenyl]-4-(2,4-difluorophenyl)imidazol-1-yl]methyl]benzoate Chemical compound C1=CC(C(=O)OC)=CC=C1CN1C(\C=C\C=2C=CC(Br)=CC=2)=NC(C=2C(=CC(F)=CC=2)F)=C1 GHIPTZSEJVZIOH-AWNIVKPZSA-N 0.000 description 1
• NCJMBJLSGCNUFW-KPKJPENVSA-N methyl 4-[[2-[(e)-2-(5-bromo-2-methoxyphenyl)ethenyl]-4-(2,4-dichlorophenyl)imidazol-1-yl]methyl]benzoate Chemical compound C1=CC(C(=O)OC)=CC=C1CN1C(\C=C\C=2C(=CC=C(Br)C=2)OC)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 NCJMBJLSGCNUFW-KPKJPENVSA-N 0.000 description 1
• MYUKWCSHLIMQKN-FRKPEAEDSA-N methyl 4-[[2-[(e)-2-[4-(3-amino-4-methoxyphenyl)phenyl]ethenyl]-4-(2,4-dichlorophenyl)imidazol-1-yl]methyl]benzoate Chemical compound C1=CC(C(=O)OC)=CC=C1CN1C(\C=C\C=2C=CC(=CC=2)C=2C=C(N)C(OC)=CC=2)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 MYUKWCSHLIMQKN-FRKPEAEDSA-N 0.000 description 1
• HNLACFBMSKLMPJ-CXUHLZMHSA-N methyl 4-[[2-[(e)-2-[4-(3-aminophenyl)phenyl]ethenyl]-4-(2,4-dichlorophenyl)imidazol-1-yl]methyl]benzoate Chemical compound C1=CC(C(=O)OC)=CC=C1CN1C(\C=C\C=2C=CC(=CC=2)C=2C=C(N)C=CC=2)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 HNLACFBMSKLMPJ-CXUHLZMHSA-N 0.000 description 1
• AZJLFCVFIYUTDV-XDHOZWIPSA-N methyl 4-[[2-[(e)-2-[4-(3-butoxyphenyl)phenyl]ethenyl]-4-(2,4-dichlorophenyl)imidazol-1-yl]methyl]benzoate Chemical compound CCCCOC1=CC=CC(C=2C=CC(\C=C\C=3N(C=C(N=3)C=3C(=CC(Cl)=CC=3)Cl)CC=3C=CC(=CC=3)C(=O)OC)=CC=2)=C1 AZJLFCVFIYUTDV-XDHOZWIPSA-N 0.000 description 1
• SWKPFTRCRBHKDX-UBKPWBPPSA-N methyl 4-[[2-[(e)-2-[4-(4-aminophenyl)phenyl]ethenyl]-4-(2,4-dichlorophenyl)imidazol-1-yl]methyl]benzoate Chemical compound C1=CC(C(=O)OC)=CC=C1CN1C(\C=C\C=2C=CC(=CC=2)C=2C=CC(N)=CC=2)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 SWKPFTRCRBHKDX-UBKPWBPPSA-N 0.000 description 1
• IFCNTJUTAJTBTA-AWQFTUOYSA-N methyl 4-[[2-[(e)-2-[4-(4-butoxyphenyl)phenyl]ethenyl]-4-(2,4-dichlorophenyl)imidazol-1-yl]methyl]benzoate Chemical compound C1=CC(OCCCC)=CC=C1C(C=C1)=CC=C1\C=C\C1=NC(C=2C(=CC(Cl)=CC=2)Cl)=CN1CC1=CC=C(C(=O)OC)C=C1 IFCNTJUTAJTBTA-AWQFTUOYSA-N 0.000 description 1
• KWQSNDNLDJEUSC-CXUHLZMHSA-N methyl 4-[[2-[(e)-2-[4-(butylsulfonylamino)phenyl]ethenyl]-4-(2,4-dichlorophenyl)imidazol-1-yl]methyl]benzoate Chemical compound C1=CC(NS(=O)(=O)CCCC)=CC=C1\C=C\C1=NC(C=2C(=CC(Cl)=CC=2)Cl)=CN1CC1=CC=C(C(=O)OC)C=C1 KWQSNDNLDJEUSC-CXUHLZMHSA-N 0.000 description 1
• COSYXXJRENETQM-CIAFOILYSA-N methyl 4-[[2-[(e)-2-[4-[(4-butylphenyl)sulfonylamino]phenyl]ethenyl]-4-(2,4-dichlorophenyl)imidazol-1-yl]methyl]benzoate Chemical compound C1=CC(CCCC)=CC=C1S(=O)(=O)NC(C=C1)=CC=C1\C=C\C1=NC(C=2C(=CC(Cl)=CC=2)Cl)=CN1CC1=CC=C(C(=O)OC)C=C1 COSYXXJRENETQM-CIAFOILYSA-N 0.000 description 1
• IYFIHMSVLMVLPX-UHFFFAOYSA-N methyl 4-[[2-[4-(3-aminophenyl)phenyl]-4-(2,4-dichlorophenyl)imidazol-1-yl]methyl]benzoate Chemical compound C1=CC(C(=O)OC)=CC=C1CN1C(C=2C=CC(=CC=2)C=2C=C(N)C=CC=2)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 IYFIHMSVLMVLPX-UHFFFAOYSA-N 0.000 description 1
• SLVDIMWWVKRNKQ-UHFFFAOYSA-N methyl 4-[[2-[4-bromo-n-[(2-methylpropan-2-yl)oxycarbonyl]anilino]-4-(2,4-dichlorophenyl)imidazol-1-yl]methyl]benzoate Chemical compound C1=CC(C(=O)OC)=CC=C1CN1C(N(C(=O)OC(C)(C)C)C=2C=CC(Br)=CC=2)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 SLVDIMWWVKRNKQ-UHFFFAOYSA-N 0.000 description 1
• RQYWDGXOYVGKST-UHFFFAOYSA-N methyl 4-[[2-[[3-[(4-butylphenyl)sulfonylamino]phenyl]methyl]-4-(2,4-dichlorophenyl)imidazol-1-yl]methyl]benzoate Chemical compound C1=CC(CCCC)=CC=C1S(=O)(=O)NC1=CC=CC(CC=2N(C=C(N=2)C=2C(=CC(Cl)=CC=2)Cl)CC=2C=CC(=CC=2)C(=O)OC)=C1 RQYWDGXOYVGKST-UHFFFAOYSA-N 0.000 description 1
• MXJKYYFHUFWWTH-UHFFFAOYSA-N methyl 4-[[2-[[4-(4-aminophenyl)phenoxy]methyl]-4-(2,4-dichlorophenyl)imidazol-1-yl]methyl]benzoate Chemical compound C1=CC(C(=O)OC)=CC=C1CN1C(COC=2C=CC(=CC=2)C=2C=CC(N)=CC=2)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 MXJKYYFHUFWWTH-UHFFFAOYSA-N 0.000 description 1
• FODXHUOUFHFGLZ-UHFFFAOYSA-N methyl 4-[[2-[[4-[4-(4-tert-butylphenoxy)phenyl]phenyl]methyl]-4-(2,4-dichlorophenyl)imidazol-1-yl]methyl]benzoate Chemical compound C1=CC(C(=O)OC)=CC=C1CN1C(CC=2C=CC(=CC=2)C=2C=CC(OC=3C=CC(=CC=3)C(C)(C)C)=CC=2)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 FODXHUOUFHFGLZ-UHFFFAOYSA-N 0.000 description 1
• HZQXEKRDIBGTTJ-AWNIVKPZSA-N methyl 4-[[4-(2,4-dichlorophenyl)-2-[(e)-2-(4-nitrophenyl)ethenyl]imidazol-1-yl]methyl]benzoate Chemical compound C1=CC(C(=O)OC)=CC=C1CN1C(\C=C\C=2C=CC(=CC=2)[N+]([O-])=O)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 HZQXEKRDIBGTTJ-AWNIVKPZSA-N 0.000 description 1
• MBSLIIMAFASFLM-CPNJWEJPSA-N methyl 4-[[4-(2,4-dichlorophenyl)-2-[(e)-2-[2-methoxy-5-[2-(4-methoxyphenyl)ethynyl]phenyl]ethenyl]imidazol-1-yl]methyl]benzoate Chemical compound C1=CC(C(=O)OC)=CC=C1CN1C(\C=C\C=2C(=CC=C(C=2)C#CC=2C=CC(OC)=CC=2)OC)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 MBSLIIMAFASFLM-CPNJWEJPSA-N 0.000 description 1
• RPTKNMYOTRVBCS-CAOOACKPSA-N methyl 4-[[4-(2,4-dichlorophenyl)-2-[(e)-2-[4-(2-fluoro-5-propoxyphenyl)phenyl]ethenyl]imidazol-1-yl]methyl]benzoate Chemical compound CCCOC1=CC=C(F)C(C=2C=CC(\C=C\C=3N(C=C(N=3)C=3C(=CC(Cl)=CC=3)Cl)CC=3C=CC(=CC=3)C(=O)OC)=CC=2)=C1 RPTKNMYOTRVBCS-CAOOACKPSA-N 0.000 description 1
• UTNPTXSNFLSELC-GIDUJCDVSA-N methyl 4-[[4-(2,4-dichlorophenyl)-2-[(e)-2-[4-(3,4-difluorophenyl)phenyl]ethenyl]imidazol-1-yl]methyl]benzoate Chemical compound C1=CC(C(=O)OC)=CC=C1CN1C(\C=C\C=2C=CC(=CC=2)C=2C=C(F)C(F)=CC=2)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 UTNPTXSNFLSELC-GIDUJCDVSA-N 0.000 description 1
• NMTUYJSBQGTPMX-OQLLNIDSSA-N methyl 4-[[4-(2,4-dichlorophenyl)-2-[(e)-2-[4-(3-methylsulfonylphenyl)phenyl]ethenyl]imidazol-1-yl]methyl]-2-fluorobenzoate Chemical compound C1=C(F)C(C(=O)OC)=CC=C1CN1C(\C=C\C=2C=CC(=CC=2)C=2C=C(C=CC=2)S(C)(=O)=O)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 NMTUYJSBQGTPMX-OQLLNIDSSA-N 0.000 description 1
• VQAWPDCWVWTFIX-LICLKQGHSA-N methyl 4-[[4-(2,4-dichlorophenyl)-2-[(e)-2-[4-(3-methylsulfonylphenyl)phenyl]ethenyl]imidazol-1-yl]methyl]benzoate Chemical compound C1=CC(C(=O)OC)=CC=C1CN1C(\C=C\C=2C=CC(=CC=2)C=2C=C(C=CC=2)S(C)(=O)=O)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 VQAWPDCWVWTFIX-LICLKQGHSA-N 0.000 description 1
• LCWOCWXHVUFBJN-CXUHLZMHSA-N methyl 4-[[4-(2,4-dichlorophenyl)-2-[(e)-2-[4-(3-morpholin-4-ylphenyl)phenyl]ethenyl]imidazol-1-yl]methyl]benzoate Chemical compound C1=CC(C(=O)OC)=CC=C1CN1C(\C=C\C=2C=CC(=CC=2)C=2C=C(C=CC=2)N2CCOCC2)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 LCWOCWXHVUFBJN-CXUHLZMHSA-N 0.000 description 1
• JTFPKTAHTVYDRG-UFWORHAWSA-N methyl 4-[[4-(2,4-dichlorophenyl)-2-[(e)-2-[4-(4-ethoxyphenyl)phenyl]ethenyl]imidazol-1-yl]methyl]benzoate Chemical compound C1=CC(OCC)=CC=C1C(C=C1)=CC=C1\C=C\C1=NC(C=2C(=CC(Cl)=CC=2)Cl)=CN1CC1=CC=C(C(=O)OC)C=C1 JTFPKTAHTVYDRG-UFWORHAWSA-N 0.000 description 1
• XPOFBHIORQFYGE-CNHKJKLMSA-N methyl 4-[[4-(2,4-dichlorophenyl)-2-[(e)-2-[4-(4-methylsulfonylphenyl)phenyl]ethenyl]imidazol-1-yl]methyl]benzoate Chemical compound C1=CC(C(=O)OC)=CC=C1CN1C(\C=C\C=2C=CC(=CC=2)C=2C=CC(=CC=2)S(C)(=O)=O)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 XPOFBHIORQFYGE-CNHKJKLMSA-N 0.000 description 1
• JNRFXYOIVWBASX-VGOFMYFVSA-N methyl 4-[[4-(2,4-dichlorophenyl)-2-[(e)-2-[4-[(2-methoxy-2-oxoethyl)amino]phenyl]ethenyl]imidazol-1-yl]methyl]benzoate Chemical compound C1=CC(NCC(=O)OC)=CC=C1\C=C\C1=NC(C=2C(=CC(Cl)=CC=2)Cl)=CN1CC1=CC=C(C(=O)OC)C=C1 JNRFXYOIVWBASX-VGOFMYFVSA-N 0.000 description 1
• CSCPMRAWAHKXMX-GIJQJNRQSA-N methyl 4-[[4-(2,4-dichlorophenyl)-2-[(e)-2-[4-[(4-methylphenyl)sulfonylamino]phenyl]ethenyl]imidazol-1-yl]methyl]benzoate Chemical compound C1=CC(C(=O)OC)=CC=C1CN1C(\C=C\C=2C=CC(NS(=O)(=O)C=3C=CC(C)=CC=3)=CC=2)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 CSCPMRAWAHKXMX-GIJQJNRQSA-N 0.000 description 1
• SLIQMTGCCDLTPU-GIDUJCDVSA-N methyl 4-[[4-(2,4-dichlorophenyl)-2-[(e)-2-[4-[2-fluoro-5-(trifluoromethyl)phenyl]phenyl]ethenyl]imidazol-1-yl]methyl]benzoate Chemical compound C1=CC(C(=O)OC)=CC=C1CN1C(\C=C\C=2C=CC(=CC=2)C=2C(=CC=C(C=2)C(F)(F)F)F)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 SLIQMTGCCDLTPU-GIDUJCDVSA-N 0.000 description 1
• NISHDXVJUPEAHC-CXUHLZMHSA-N methyl 4-[[4-(2,4-dichlorophenyl)-2-[(e)-2-[4-[3-(trifluoromethylsulfonylamino)phenyl]phenyl]ethenyl]imidazol-1-yl]methyl]benzoate Chemical compound C1=CC(C(=O)OC)=CC=C1CN1C(\C=C\C=2C=CC(=CC=2)C=2C=C(NS(=O)(=O)C(F)(F)F)C=CC=2)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 NISHDXVJUPEAHC-CXUHLZMHSA-N 0.000 description 1
• KDHXWEIFWMHDLJ-GIJQJNRQSA-N methyl 4-[[4-(2,4-dichlorophenyl)-2-[(e)-2-[4-[3-methoxy-4-(3-methylbutanoylamino)phenyl]phenyl]ethenyl]imidazol-1-yl]methyl]benzoate Chemical compound C1=CC(C(=O)OC)=CC=C1CN1C(\C=C\C=2C=CC(=CC=2)C=2C=C(OC)C(NC(=O)CC(C)C)=CC=2)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 KDHXWEIFWMHDLJ-GIJQJNRQSA-N 0.000 description 1
• MBZKTNKMNILMIF-GIJQJNRQSA-N methyl 4-[[4-(2,4-dichlorophenyl)-2-[(e)-2-[4-[3-methoxy-4-(propan-2-ylcarbamoylamino)phenyl]phenyl]ethenyl]imidazol-1-yl]methyl]benzoate Chemical compound C1=CC(C(=O)OC)=CC=C1CN1C(\C=C\C=2C=CC(=CC=2)C=2C=C(OC)C(NC(=O)NC(C)C)=CC=2)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 MBZKTNKMNILMIF-GIJQJNRQSA-N 0.000 description 1
• VXVJRWDMRVUJQE-FRKPEAEDSA-N methyl 4-[[4-(2,4-dichlorophenyl)-2-[(e)-2-[4-[3-methoxy-4-(propan-2-yloxycarbonylamino)phenyl]phenyl]ethenyl]imidazol-1-yl]methyl]-3-(trifluoromethyl)benzoate Chemical compound FC(F)(F)C1=CC(C(=O)OC)=CC=C1CN1C(\C=C\C=2C=CC(=CC=2)C=2C=C(OC)C(NC(=O)OC(C)C)=CC=2)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 VXVJRWDMRVUJQE-FRKPEAEDSA-N 0.000 description 1
• QYOLBOLLHLIYRM-CAOOACKPSA-N methyl 4-[[4-(2,4-dichlorophenyl)-2-[(e)-2-[4-[3-methoxy-4-[(2-methylpropan-2-yl)oxycarbonylamino]phenyl]phenyl]ethenyl]imidazol-1-yl]methyl]-2,3-difluorobenzoate Chemical compound FC1=C(F)C(C(=O)OC)=CC=C1CN1C(\C=C\C=2C=CC(=CC=2)C=2C=C(OC)C(NC(=O)OC(C)(C)C)=CC=2)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 QYOLBOLLHLIYRM-CAOOACKPSA-N 0.000 description 1
• YWSDHMBSARECKO-CAOOACKPSA-N methyl 4-[[4-(2,4-dichlorophenyl)-2-[(e)-2-[4-[3-methoxy-4-[(2-methylpropan-2-yl)oxycarbonylamino]phenyl]phenyl]ethenyl]imidazol-1-yl]methyl]-3-(trifluoromethyl)benzoate Chemical compound FC(F)(F)C1=CC(C(=O)OC)=CC=C1CN1C(\C=C\C=2C=CC(=CC=2)C=2C=C(OC)C(NC(=O)OC(C)(C)C)=CC=2)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 YWSDHMBSARECKO-CAOOACKPSA-N 0.000 description 1
• QOGCNZWJRNDUJV-VXLYETTFSA-N methyl 4-[[4-(2,4-dichlorophenyl)-2-[(e)-2-[4-[3-methoxy-4-[(2-methylpropan-2-yl)oxycarbonylamino]phenyl]phenyl]ethenyl]imidazol-1-yl]methyl]benzoate Chemical compound C1=CC(C(=O)OC)=CC=C1CN1C(\C=C\C=2C=CC(=CC=2)C=2C=C(OC)C(NC(=O)OC(C)(C)C)=CC=2)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 QOGCNZWJRNDUJV-VXLYETTFSA-N 0.000 description 1
• BBAIVJGWQKWJHJ-CNHKJKLMSA-N methyl 4-[[4-(2,4-dichlorophenyl)-2-[(e)-2-[4-[4-(methanesulfonamido)phenyl]phenyl]ethenyl]imidazol-1-yl]methyl]benzoate Chemical compound C1=CC(C(=O)OC)=CC=C1CN1C(\C=C\C=2C=CC(=CC=2)C=2C=CC(NS(C)(=O)=O)=CC=2)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 BBAIVJGWQKWJHJ-CNHKJKLMSA-N 0.000 description 1
• LNMWPLIKWRCHQP-FZSIALSZSA-N methyl 4-[[4-(2,4-dichlorophenyl)-2-[(e)-2-[4-[4-(trifluoromethyl)phenyl]phenyl]ethenyl]imidazol-1-yl]methyl]-3-(methanesulfonamido)benzoate Chemical compound CS(=O)(=O)NC1=CC(C(=O)OC)=CC=C1CN1C(\C=C\C=2C=CC(=CC=2)C=2C=CC(=CC=2)C(F)(F)F)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 LNMWPLIKWRCHQP-FZSIALSZSA-N 0.000 description 1
• CSTXXZGXDHOUED-QPJQQBGISA-N methyl 4-[[4-(2,4-dichlorophenyl)-2-[(e)-2-[4-[4-[4-(methanesulfonamido)phenoxy]phenyl]phenyl]ethenyl]imidazol-1-yl]methyl]benzoate Chemical compound C1=CC(C(=O)OC)=CC=C1CN1C(\C=C\C=2C=CC(=CC=2)C=2C=CC(OC=3C=CC(NS(C)(=O)=O)=CC=3)=CC=2)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 CSTXXZGXDHOUED-QPJQQBGISA-N 0.000 description 1
• XTSJZYWQZZPFKF-CXUHLZMHSA-N methyl 4-[[4-(2,4-dichlorophenyl)-2-[(e)-2-[4-[[3-(trifluoromethyl)phenyl]sulfonylamino]phenyl]ethenyl]imidazol-1-yl]methyl]benzoate Chemical compound C1=CC(C(=O)OC)=CC=C1CN1C(\C=C\C=2C=CC(NS(=O)(=O)C=3C=C(C=CC=3)C(F)(F)F)=CC=2)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 XTSJZYWQZZPFKF-CXUHLZMHSA-N 0.000 description 1
• JYWCHCMVKUMTDG-LICLKQGHSA-N methyl 4-[[4-(2,4-dichlorophenyl)-2-[(e)-2-[4-[methyl-[3-(trifluoromethyl)phenyl]sulfonylamino]phenyl]ethenyl]imidazol-1-yl]methyl]benzoate Chemical compound C1=CC(C(=O)OC)=CC=C1CN1C(\C=C\C=2C=CC(=CC=2)N(C)S(=O)(=O)C=2C=C(C=CC=2)C(F)(F)F)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 JYWCHCMVKUMTDG-LICLKQGHSA-N 0.000 description 1
• AHGHPDGCMRJYOQ-UHFFFAOYSA-N methyl 4-[[4-(2,4-dichlorophenyl)-2-[3-[4-(3-methylsulfonylphenyl)phenyl]propyl]imidazol-1-yl]methyl]benzoate Chemical compound C1=CC(C(=O)OC)=CC=C1CN1C(CCCC=2C=CC(=CC=2)C=2C=C(C=CC=2)S(C)(=O)=O)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 AHGHPDGCMRJYOQ-UHFFFAOYSA-N 0.000 description 1
• HCEQSWDHNQCDCJ-UHFFFAOYSA-N methyl 4-[[4-(2,4-dichlorophenyl)-2-[3-[4-[3-(trifluoromethyl)phenyl]phenyl]propyl]imidazol-1-yl]methyl]benzoate Chemical compound C1=CC(C(=O)OC)=CC=C1CN1C(CCCC=2C=CC(=CC=2)C=2C=C(C=CC=2)C(F)(F)F)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 HCEQSWDHNQCDCJ-UHFFFAOYSA-N 0.000 description 1
• AJOXNCBETRAYJD-UHFFFAOYSA-N methyl 4-[[4-(2,4-dichlorophenyl)-2-[4-(3-methylsulfonylphenoxy)phenyl]imidazol-1-yl]methyl]benzoate Chemical compound C1=CC(C(=O)OC)=CC=C1CN1C(C=2C=CC(OC=3C=C(C=CC=3)S(C)(=O)=O)=CC=2)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 AJOXNCBETRAYJD-UHFFFAOYSA-N 0.000 description 1
• RIJNCXDCJBIELM-UHFFFAOYSA-N methyl 4-[[4-(2,4-dichlorophenyl)-2-[4-[3-(trifluoromethyl)phenyl]phenyl]imidazol-1-yl]methyl]benzoate Chemical compound C1=CC(C(=O)OC)=CC=C1CN1C(C=2C=CC(=CC=2)C=2C=C(C=CC=2)C(F)(F)F)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 RIJNCXDCJBIELM-UHFFFAOYSA-N 0.000 description 1
• NVCIHIIUTVGVOM-UHFFFAOYSA-N methyl 4-[[4-(2,4-dichlorophenyl)-2-[4-[3-methoxy-4-[(2-methylpropan-2-yl)oxycarbonylamino]phenyl]phenyl]imidazol-1-yl]methyl]benzoate Chemical compound C1=CC(C(=O)OC)=CC=C1CN1C(C=2C=CC(=CC=2)C=2C=C(OC)C(NC(=O)OC(C)(C)C)=CC=2)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 NVCIHIIUTVGVOM-UHFFFAOYSA-N 0.000 description 1
• UPFFSHVBPIZRBC-UHFFFAOYSA-N methyl 4-[[4-(2,4-dichlorophenyl)-2-[[4-[3-(2,2,2-trifluoroethylsulfonylamino)phenyl]phenyl]methyl]imidazol-1-yl]methyl]benzoate Chemical compound C1=CC(C(=O)OC)=CC=C1CN1C(CC=2C=CC(=CC=2)C=2C=C(NS(=O)(=O)CC(F)(F)F)C=CC=2)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 UPFFSHVBPIZRBC-UHFFFAOYSA-N 0.000 description 1
• PHHPWOZWGAYRCN-UHFFFAOYSA-N methyl 4-[[4-(2,4-dichlorophenyl)-2-[[4-[3-(methanesulfonamido)phenyl]phenyl]methyl]imidazol-1-yl]methyl]benzoate Chemical compound C1=CC(C(=O)OC)=CC=C1CN1C(CC=2C=CC(=CC=2)C=2C=C(NS(C)(=O)=O)C=CC=2)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 PHHPWOZWGAYRCN-UHFFFAOYSA-N 0.000 description 1
• HNCCGJDDXJSTQI-UHFFFAOYSA-N methyl 4-[[4-(2,4-dichlorophenyl)-2-[[4-[3-(methoxycarbonylamino)phenyl]phenyl]methyl]imidazol-1-yl]methyl]benzoate Chemical compound COC(=O)NC1=CC=CC(C=2C=CC(CC=3N(C=C(N=3)C=3C(=CC(Cl)=CC=3)Cl)CC=3C=CC(=CC=3)C(=O)OC)=CC=2)=C1 HNCCGJDDXJSTQI-UHFFFAOYSA-N 0.000 description 1
• AJJZKZNYSQPFQK-UHFFFAOYSA-N methyl 4-[[4-(2,4-dichlorophenyl)-2-[[4-[3-(propylsulfonylamino)phenyl]phenyl]methyl]imidazol-1-yl]methyl]benzoate Chemical compound CCCS(=O)(=O)NC1=CC=CC(C=2C=CC(CC=3N(C=C(N=3)C=3C(=CC(Cl)=CC=3)Cl)CC=3C=CC(=CC=3)C(=O)OC)=CC=2)=C1 AJJZKZNYSQPFQK-UHFFFAOYSA-N 0.000 description 1
• CCQVLKRSNSURLU-UHFFFAOYSA-N methyl 4-[[4-(2,4-dichlorophenyl)-2-[[4-[3-(trifluoromethoxy)phenyl]phenyl]methyl]imidazol-1-yl]methyl]benzoate Chemical compound C1=CC(C(=O)OC)=CC=C1CN1C(CC=2C=CC(=CC=2)C=2C=C(OC(F)(F)F)C=CC=2)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 CCQVLKRSNSURLU-UHFFFAOYSA-N 0.000 description 1
• ONCFCMFSHLIPOE-UHFFFAOYSA-N methyl 4-[[4-(2,4-dichlorophenyl)-2-[[4-[3-methoxy-4-[(2-methylpropan-2-yl)oxycarbonylamino]phenyl]phenyl]methyl]imidazol-1-yl]methyl]benzoate Chemical compound C1=CC(C(=O)OC)=CC=C1CN1C(CC=2C=CC(=CC=2)C=2C=C(OC)C(NC(=O)OC(C)(C)C)=CC=2)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 ONCFCMFSHLIPOE-UHFFFAOYSA-N 0.000 description 1
• QJTRVZPYMMZFMD-UHFFFAOYSA-N methyl 4-[[4-(2,4-dichlorophenyl)-2-[[4-[4-(4-methylsulfonylphenoxy)phenyl]phenyl]methyl]imidazol-1-yl]methyl]benzoate Chemical compound C1=CC(C(=O)OC)=CC=C1CN1C(CC=2C=CC(=CC=2)C=2C=CC(OC=3C=CC(=CC=3)S(C)(=O)=O)=CC=2)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 QJTRVZPYMMZFMD-UHFFFAOYSA-N 0.000 description 1
• AJBOCCDFHAODBR-UHFFFAOYSA-N methyl 4-[[4-(2,4-dichlorophenyl)-2-[[4-[4-(methanesulfonamido)phenyl]phenoxy]methyl]imidazol-1-yl]methyl]benzoate Chemical compound C1=CC(C(=O)OC)=CC=C1CN1C(COC=2C=CC(=CC=2)C=2C=CC(NS(C)(=O)=O)=CC=2)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 AJBOCCDFHAODBR-UHFFFAOYSA-N 0.000 description 1
• AQGCIPZRSTYBSV-UHFFFAOYSA-N methyl 4-[[4-(2,4-dichlorophenyl)-2-[[4-[4-(methanesulfonamido)phenyl]phenyl]methyl]imidazol-1-yl]methyl]benzoate Chemical compound C1=CC(C(=O)OC)=CC=C1CN1C(CC=2C=CC(=CC=2)C=2C=CC(NS(C)(=O)=O)=CC=2)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 AQGCIPZRSTYBSV-UHFFFAOYSA-N 0.000 description 1
• BNJUVNAHELIDJJ-UHFFFAOYSA-N methyl 4-[[4-(2,4-dichlorophenyl)-2-[[4-[4-(trifluoromethyl)phenyl]phenyl]methyl]imidazol-1-yl]methyl]benzoate Chemical compound C1=CC(C(=O)OC)=CC=C1CN1C(CC=2C=CC(=CC=2)C=2C=CC(=CC=2)C(F)(F)F)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 BNJUVNAHELIDJJ-UHFFFAOYSA-N 0.000 description 1
• RIFQXVRRMBZFLF-UHFFFAOYSA-N methyl 4-[[4-(2,4-dichlorophenyl)-2-[n-methyl-4-[3-(trifluoromethyl)phenyl]anilino]imidazol-1-yl]methyl]benzoate Chemical compound C1=CC(C(=O)OC)=CC=C1CN1C(N(C)C=2C=CC(=CC=2)C=2C=C(C=CC=2)C(F)(F)F)=NC(C=2C(=CC(Cl)=CC=2)Cl)=C1 RIFQXVRRMBZFLF-UHFFFAOYSA-N 0.000 description 1
• YGDGZDGRCWHDOU-UHFFFAOYSA-N methyl 4-[[5-chloro-4-(2-hydroxyphenyl)thiophen-2-yl]sulfonylamino]-2-hydroxybenzoate Chemical compound C1=C(O)C(C(=O)OC)=CC=C1NS(=O)(=O)C1=CC(C=2C(=CC=CC=2)O)=C(Cl)S1 YGDGZDGRCWHDOU-UHFFFAOYSA-N 0.000 description 1
• YBAZOLISUXINHV-UHFFFAOYSA-N methyl 4-fluoro-2-nitrobenzoate Chemical compound COC(=O)C1=CC=C(F)C=C1[N+]([O-])=O YBAZOLISUXINHV-UHFFFAOYSA-N 0.000 description 1
• CNJJSTPBUHAEFH-UHFFFAOYSA-N methyl 4-fluoro-3-nitrobenzoate Chemical compound COC(=O)C1=CC=C(F)C([N+]([O-])=O)=C1 CNJJSTPBUHAEFH-UHFFFAOYSA-N 0.000 description 1
• PMWLHXJTGFJLLL-UHFFFAOYSA-N methyl 5-[2-[(4-bromophenyl)methyl]-4-(2,4-dichlorophenyl)imidazol-1-yl]-2-(trifluoromethyl)benzoate Chemical compound C1=C(C(F)(F)F)C(C(=O)OC)=CC(N2C(=NC(=C2)C=2C(=CC(Cl)=CC=2)Cl)CC=2C=CC(Br)=CC=2)=C1 PMWLHXJTGFJLLL-UHFFFAOYSA-N 0.000 description 1
• OCYHWDSMRNTEFU-UHFFFAOYSA-N methyl 5-[2-[[4-[4-(4-tert-butylphenoxy)phenyl]phenyl]methyl]-4-(2,4-dichlorophenyl)imidazol-1-yl]-2-(trifluoromethyl)benzoate Chemical compound C1=C(C(F)(F)F)C(C(=O)OC)=CC(N2C(=NC(=C2)C=2C(=CC(Cl)=CC=2)Cl)CC=2C=CC(=CC=2)C=2C=CC(OC=3C=CC(=CC=3)C(C)(C)C)=CC=2)=C1 OCYHWDSMRNTEFU-UHFFFAOYSA-N 0.000 description 1
• YLBYAQYAYGADMW-UHFFFAOYSA-N methyl 5-[4-(2,4-dichlorophenyl)-2-[[4-(4-hydroxyphenyl)phenyl]methyl]imidazol-1-yl]-2-(trifluoromethyl)benzoate Chemical compound C1=C(C(F)(F)F)C(C(=O)OC)=CC(N2C(=NC(=C2)C=2C(=CC(Cl)=CC=2)Cl)CC=2C=CC(=CC=2)C=2C=CC(O)=CC=2)=C1 YLBYAQYAYGADMW-UHFFFAOYSA-N 0.000 description 1
• BQRFYYMQQKPDGK-UHFFFAOYSA-N methyl 5-[4-[3-[4-(2,4-dichlorophenyl)-1-ethylimidazol-2-yl]propyl]phenoxy]-2-nitrobenzoate Chemical compound CCN1C=C(C=2C(=CC(Cl)=CC=2)Cl)N=C1CCCC(C=C1)=CC=C1OC1=CC=C([N+]([O-])=O)C(C(=O)OC)=C1 BQRFYYMQQKPDGK-UHFFFAOYSA-N 0.000 description 1
• SYCRWDVQRHHKSY-UBKPWBPPSA-N methyl 5-[4-[4-[(e)-2-[4-(2,4-dichlorophenyl)-1-ethylimidazol-2-yl]ethenyl]phenyl]phenoxy]-2-(trifluoromethyl)benzoate Chemical compound CCN1C=C(C=2C(=CC(Cl)=CC=2)Cl)N=C1\C=C\C(C=C1)=CC=C1C(C=C1)=CC=C1OC1=CC=C(C(F)(F)F)C(C(=O)OC)=C1 SYCRWDVQRHHKSY-UBKPWBPPSA-N 0.000 description 1
• RWVOYTWWPRFBLB-CNHKJKLMSA-N methyl 5-[4-[4-[(e)-2-[4-(2,4-difluorophenyl)-1-ethylimidazol-2-yl]ethenyl]phenyl]phenoxy]-2-(methanesulfonamido)benzoate Chemical compound CCN1C=C(C=2C(=CC(F)=CC=2)F)N=C1\C=C\C(C=C1)=CC=C1C(C=C1)=CC=C1OC1=CC=C(NS(C)(=O)=O)C(C(=O)OC)=C1 RWVOYTWWPRFBLB-CNHKJKLMSA-N 0.000 description 1
• GTKJDXXPIWEXRU-UHFFFAOYSA-N methyl 6-(4-tert-butylphenoxy)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate Chemical compound C=1C=C2CNC(C(=O)OC)CC2=CC=1OC1=CC=C(C(C)(C)C)C=C1 GTKJDXXPIWEXRU-UHFFFAOYSA-N 0.000 description 1
• KWMLIAAIQHOFQX-UHFFFAOYSA-N methyl 6-[4-[4-[[4-(2,4-dichlorophenyl)-1-ethylimidazol-2-yl]methyl]phenyl]phenoxy]pyridine-3-carboxylate Chemical compound CCN1C=C(C=2C(=CC(Cl)=CC=2)Cl)N=C1CC(C=C1)=CC=C1C(C=C1)=CC=C1OC1=CC=C(C(=O)OC)C=N1 KWMLIAAIQHOFQX-UHFFFAOYSA-N 0.000 description 1
• RMEDXVIWDFLGES-UHFFFAOYSA-N methyl 6-chloropyridine-3-carboxylate Chemical compound COC(=O)C1=CC=C(Cl)N=C1 RMEDXVIWDFLGES-UHFFFAOYSA-N 0.000 description 1
• UFBYZIGTTYMVBM-UHFFFAOYSA-N methyl 6-hydroxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylate Chemical compound OC1=CC=C2CNC(C(=O)OC)CC2=C1 UFBYZIGTTYMVBM-UHFFFAOYSA-N 0.000 description 1
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