JP2005220133A5 - - Google Patents
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- Publication number
- JP2005220133A5 JP2005220133A5 JP2005020179A JP2005020179A JP2005220133A5 JP 2005220133 A5 JP2005220133 A5 JP 2005220133A5 JP 2005020179 A JP2005020179 A JP 2005020179A JP 2005020179 A JP2005020179 A JP 2005020179A JP 2005220133 A5 JP2005220133 A5 JP 2005220133A5
- Authority
- JP
- Japan
- Prior art keywords
- group
- phenyl
- amino
- biphenyl
- trifluoromethyl
- Prior art date
- 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.)
- Granted
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- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 52
- -1 salt ester compound Chemical class 0.000 claims 39
- 239000003795 chemical substances by application Substances 0.000 claims 37
- 150000003839 salts Chemical class 0.000 claims 35
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 33
- 125000005915 C6-C14 aryl group Chemical group 0.000 claims 28
- 230000001225 therapeutic effect Effects 0.000 claims 28
- 230000000069 prophylactic effect Effects 0.000 claims 27
- 125000005843 halogen group Chemical group 0.000 claims 24
- 125000006272 (C3-C7) cycloalkyl group Chemical group 0.000 claims 17
- 239000003814 drug Substances 0.000 claims 15
- 102100031545 Microsomal triglyceride transfer protein large subunit Human genes 0.000 claims 14
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 14
- 108010038232 microsomal triglyceride transfer protein Proteins 0.000 claims 14
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims 13
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims 12
- 238000013268 sustained release Methods 0.000 claims 11
- 239000012730 sustained-release form Substances 0.000 claims 11
- 125000003710 aryl alkyl group Chemical group 0.000 claims 10
- 229940079593 drug Drugs 0.000 claims 10
- 125000002252 acyl group Chemical group 0.000 claims 9
- 125000000217 alkyl group Chemical group 0.000 claims 9
- 125000000623 heterocyclic group Chemical group 0.000 claims 8
- 239000003112 inhibitor Substances 0.000 claims 8
- 125000001424 substituent group Chemical group 0.000 claims 8
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 7
- 239000004480 active ingredient Substances 0.000 claims 7
- 229910052757 nitrogen Inorganic materials 0.000 claims 7
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 7
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 7
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims 6
- 125000004093 cyano group Chemical group *C#N 0.000 claims 6
- 210000004185 liver Anatomy 0.000 claims 6
- 208000031226 Hyperlipidaemia Diseases 0.000 claims 5
- 208000008589 Obesity Diseases 0.000 claims 5
- 125000003277 amino group Chemical group 0.000 claims 5
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 5
- 206010012601 diabetes mellitus Diseases 0.000 claims 5
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 5
- 235000020824 obesity Nutrition 0.000 claims 5
- 229940124597 therapeutic agent Drugs 0.000 claims 5
- 125000005914 C6-C14 aryloxy group Chemical group 0.000 claims 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 4
- 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 4
- DNIAPMSPPWPWGF-UHFFFAOYSA-N monopropylene glycol Natural products CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims 4
- 125000001820 oxy group Chemical group [*:1]O[*:2] 0.000 claims 4
- 239000008194 pharmaceutical composition Substances 0.000 claims 4
- 238000002360 preparation method Methods 0.000 claims 4
- 125000004890 (C1-C6) alkylamino group Chemical group 0.000 claims 3
- 125000004739 (C1-C6) alkylsulfonyl group Chemical group 0.000 claims 3
- 206010020772 Hypertension Diseases 0.000 claims 3
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims 3
- 239000002220 antihypertensive agent Substances 0.000 claims 3
- 125000002102 aryl alkyloxo group Chemical group 0.000 claims 3
- 239000002775 capsule Substances 0.000 claims 3
- 150000001875 compounds Chemical class 0.000 claims 3
- 125000000753 cycloalkyl group Chemical group 0.000 claims 3
- 210000000813 small intestine Anatomy 0.000 claims 3
- 125000006700 (C1-C6) alkylthio group Chemical group 0.000 claims 2
- FEDJGPQLLNQAIY-UHFFFAOYSA-N 2-[(6-oxo-1h-pyridazin-3-yl)oxy]acetic acid Chemical compound OC(=O)COC=1C=CC(=O)NN=1 FEDJGPQLLNQAIY-UHFFFAOYSA-N 0.000 claims 2
- MEAPRSDUXBHXGD-UHFFFAOYSA-N 3-chloro-n-(4-propan-2-ylphenyl)propanamide Chemical compound CC(C)C1=CC=C(NC(=O)CCCl)C=C1 MEAPRSDUXBHXGD-UHFFFAOYSA-N 0.000 claims 2
- 206010003210 Arteriosclerosis Diseases 0.000 claims 2
- RJPWESHPIMRNNM-UHFFFAOYSA-N Bunitrolol hydrochloride Chemical compound [Cl-].CC(C)(C)[NH2+]CC(O)COC1=CC=CC=C1C#N RJPWESHPIMRNNM-UHFFFAOYSA-N 0.000 claims 2
- 229940121710 HMGCoA reductase inhibitor Drugs 0.000 claims 2
- 102000004877 Insulin Human genes 0.000 claims 2
- 108090001061 Insulin Proteins 0.000 claims 2
- SEMWCQHVDKUZMX-UHFFFAOYSA-N [2-phenyl-2-(propanoylamino)ethyl] 2-[3-(dimethylcarbamoyl)-4-[[2-[4-(trifluoromethyl)phenyl]benzoyl]amino]phenyl]acetate Chemical compound C=1C=CC=CC=1C(NC(=O)CC)COC(=O)CC(C=C1C(=O)N(C)C)=CC=C1NC(=O)C1=CC=CC=C1C1=CC=C(C(F)(F)F)C=C1 SEMWCQHVDKUZMX-UHFFFAOYSA-N 0.000 claims 2
- 125000004423 acyloxy group Chemical group 0.000 claims 2
- 125000003368 amide group Chemical group 0.000 claims 2
- 125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 claims 2
- 229940127088 antihypertensive drug Drugs 0.000 claims 2
- 208000011775 arteriosclerosis disease Diseases 0.000 claims 2
- 125000005126 aryl alkyl carbonyl amino group Chemical group 0.000 claims 2
- 125000004658 aryl carbonyl amino group Chemical group 0.000 claims 2
- 125000005129 aryl carbonyl group Chemical group 0.000 claims 2
- IUGQFMIATSVYLK-UHFFFAOYSA-N benzyl 2-(4-hydroxyphenyl)acetate Chemical compound C1=CC(O)=CC=C1CC(=O)OCC1=CC=CC=C1 IUGQFMIATSVYLK-UHFFFAOYSA-N 0.000 claims 2
- 239000002876 beta blocker Substances 0.000 claims 2
- 229940097320 beta blocking agent Drugs 0.000 claims 2
- 125000006267 biphenyl group Chemical group 0.000 claims 2
- 210000004369 blood Anatomy 0.000 claims 2
- 239000008280 blood Substances 0.000 claims 2
- 229960003612 bunazosin hydrochloride Drugs 0.000 claims 2
- 229950008581 bunitrolol Drugs 0.000 claims 2
- 229960000830 captopril Drugs 0.000 claims 2
- FAKRSMQSSFJEIM-RQJHMYQMSA-N captopril Chemical compound SC[C@@H](C)C(=O)N1CCC[C@H]1C(O)=O FAKRSMQSSFJEIM-RQJHMYQMSA-N 0.000 claims 2
- FYBXRCFPOTXTJF-UHFFFAOYSA-N carteolol hydrochloride Chemical compound [Cl-].N1C(=O)CCC2=C1C=CC=C2OCC(O)C[NH2+]C(C)(C)C FYBXRCFPOTXTJF-UHFFFAOYSA-N 0.000 claims 2
- 229960002165 carteolol hydrochloride Drugs 0.000 claims 2
- 208000029078 coronary artery disease Diseases 0.000 claims 2
- 235000014113 dietary fatty acids Nutrition 0.000 claims 2
- 229960005316 diltiazem hydrochloride Drugs 0.000 claims 2
- 239000003937 drug carrier Substances 0.000 claims 2
- 150000002148 esters Chemical class 0.000 claims 2
- 239000000194 fatty acid Substances 0.000 claims 2
- 229930195729 fatty acid Natural products 0.000 claims 2
- 229940125396 insulin Drugs 0.000 claims 2
- 125000001624 naphthyl group Chemical group 0.000 claims 2
- AIKVCUNQWYTVTO-UHFFFAOYSA-N nicardipine hydrochloride Chemical compound Cl.COC(=O)C1=C(C)NC(C)=C(C(=O)OCCN(C)CC=2C=CC=CC=2)C1C1=CC=CC([N+]([O-])=O)=C1 AIKVCUNQWYTVTO-UHFFFAOYSA-N 0.000 claims 2
- 229960002289 nicardipine hydrochloride Drugs 0.000 claims 2
- HYIMSNHJOBLJNT-UHFFFAOYSA-N nifedipine Chemical compound COC(=O)C1=C(C)NC(C)=C(C(=O)OC)C1C1=CC=CC=C1[N+]([O-])=O HYIMSNHJOBLJNT-UHFFFAOYSA-N 0.000 claims 2
- 229960001597 nifedipine Drugs 0.000 claims 2
- 229960004604 propranolol hydrochloride Drugs 0.000 claims 2
- AQHHHDLHHXJYJD-UHFFFAOYSA-N propranolol hydrochloride Natural products C1=CC=C2C(OCC(O)CNC(C)C)=CC=CC2=C1 AQHHHDLHHXJYJD-UHFFFAOYSA-N 0.000 claims 2
- 238000006467 substitution reaction Methods 0.000 claims 2
- 125000003396 thiol group Chemical group [H]S* 0.000 claims 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 2
- CGQWKGASBJMXHM-UHFFFAOYSA-N (1-phenylcyclopentyl)methyl 2-[3-(dimethylcarbamoyl)-4-[[2-[4-(trifluoromethyl)phenyl]benzoyl]amino]phenyl]acetate Chemical compound C=1C=C(NC(=O)C=2C(=CC=CC=2)C=2C=CC(=CC=2)C(F)(F)F)C(C(=O)N(C)C)=CC=1CC(=O)OCC1(C=2C=CC=CC=2)CCCC1 CGQWKGASBJMXHM-UHFFFAOYSA-N 0.000 claims 1
- GJRYCURWLNPQDI-UHFFFAOYSA-N (1-phenylcyclopropyl)methyl 2-[3-(dimethylcarbamoyl)-4-[[2-[4-(trifluoromethyl)phenyl]benzoyl]amino]phenyl]acetate Chemical compound C=1C=C(NC(=O)C=2C(=CC=CC=2)C=2C=CC(=CC=2)C(F)(F)F)C(C(=O)N(C)C)=CC=1CC(=O)OCC1(C=2C=CC=CC=2)CC1 GJRYCURWLNPQDI-UHFFFAOYSA-N 0.000 claims 1
- HYIDKCDAAGHEOM-UHFFFAOYSA-N (2-acetamido-2-phenylethyl) 2-[3-(dimethylcarbamoyl)-4-[[2-[4-(trifluoromethyl)phenyl]benzoyl]amino]phenyl]acetate Chemical compound C=1C=C(NC(=O)C=2C(=CC=CC=2)C=2C=CC(=CC=2)C(F)(F)F)C(C(=O)N(C)C)=CC=1CC(=O)OCC(NC(C)=O)C1=CC=CC=C1 HYIDKCDAAGHEOM-UHFFFAOYSA-N 0.000 claims 1
- NWTJZISLLRPHOQ-UHFFFAOYSA-N (2-ethyl-2-phenylbutyl) 2-[3-(dimethylcarbamoyl)-4-[[2-[4-(trifluoromethyl)phenyl]benzoyl]amino]phenyl]acetate Chemical compound C=1C=CC=CC=1C(CC)(CC)COC(=O)CC(C=C1C(=O)N(C)C)=CC=C1NC(=O)C1=CC=CC=C1C1=CC=C(C(F)(F)F)C=C1 NWTJZISLLRPHOQ-UHFFFAOYSA-N 0.000 claims 1
- 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 1
- ZGGHKIMDNBDHJB-NRFPMOEYSA-M (3R,5S)-fluvastatin sodium Chemical compound [Na+].C12=CC=CC=C2N(C(C)C)C(\C=C\[C@@H](O)C[C@@H](O)CC([O-])=O)=C1C1=CC=C(F)C=C1 ZGGHKIMDNBDHJB-NRFPMOEYSA-M 0.000 claims 1
- METKIMKYRPQLGS-GFCCVEGCSA-N (R)-atenolol Chemical compound CC(C)NC[C@@H](O)COC1=CC=C(CC(N)=O)C=C1 METKIMKYRPQLGS-GFCCVEGCSA-N 0.000 claims 1
- PVHUJELLJLJGLN-INIZCTEOSA-N (S)-nitrendipine Chemical compound CCOC(=O)C1=C(C)NC(C)=C(C(=O)OC)[C@@H]1C1=CC=CC([N+]([O-])=O)=C1 PVHUJELLJLJGLN-INIZCTEOSA-N 0.000 claims 1
- RZPZLFIUFMNCLY-WLHGVMLRSA-N (e)-but-2-enedioic acid;1-(propan-2-ylamino)-3-[4-(2-propan-2-yloxyethoxymethyl)phenoxy]propan-2-ol Chemical compound OC(=O)\C=C\C(O)=O.CC(C)NCC(O)COC1=CC=C(COCCOC(C)C)C=C1 RZPZLFIUFMNCLY-WLHGVMLRSA-N 0.000 claims 1
- UUOJIACWOAYWEZ-UHFFFAOYSA-N 1-(tert-butylamino)-3-[(2-methyl-1H-indol-4-yl)oxy]propan-2-yl benzoate Chemical compound C1=CC=C2NC(C)=CC2=C1OCC(CNC(C)(C)C)OC(=O)C1=CC=CC=C1 UUOJIACWOAYWEZ-UHFFFAOYSA-N 0.000 claims 1
- BOVGTQGAOIONJV-BETUJISGSA-N 1-[(3ar,6as)-3,3a,4,5,6,6a-hexahydro-1h-cyclopenta[c]pyrrol-2-yl]-3-(4-methylphenyl)sulfonylurea Chemical compound C1=CC(C)=CC=C1S(=O)(=O)NC(=O)NN1C[C@H]2CCC[C@H]2C1 BOVGTQGAOIONJV-BETUJISGSA-N 0.000 claims 1
- OVWBUWRCQMZQOV-UHFFFAOYSA-N 2,2-diphenylethyl 2-[3-(dimethylcarbamoyl)-4-[[2-[4-(trifluoromethyl)phenyl]benzoyl]amino]phenyl]acetate Chemical compound C=1C=C(NC(=O)C=2C(=CC=CC=2)C=2C=CC(=CC=2)C(F)(F)F)C(C(=O)N(C)C)=CC=1CC(=O)OCC(C=1C=CC=CC=1)C1=CC=CC=C1 OVWBUWRCQMZQOV-UHFFFAOYSA-N 0.000 claims 1
- HLUWFXKPBGTSOT-UHFFFAOYSA-N 2-(9h-fluoren-9-yl)ethyl 4-[[2-[4-(trifluoromethyl)phenyl]benzoyl]amino]benzoate Chemical compound C1=CC(C(F)(F)F)=CC=C1C1=CC=CC=C1C(=O)NC1=CC=C(C(=O)OCCC2C3=CC=CC=C3C3=CC=CC=C32)C=C1 HLUWFXKPBGTSOT-UHFFFAOYSA-N 0.000 claims 1
- VOHAROSLRWMMRA-UHFFFAOYSA-N 2-[(2-phenylbenzoyl)amino]ethyl 4-[[2-[4-(trifluoromethyl)phenyl]benzoyl]amino]benzoate Chemical compound C1=CC(C(F)(F)F)=CC=C1C1=CC=CC=C1C(=O)NC1=CC=C(C(=O)OCCNC(=O)C=2C(=CC=CC=2)C=2C=CC=CC=2)C=C1 VOHAROSLRWMMRA-UHFFFAOYSA-N 0.000 claims 1
- QZJREBZTHNAMSE-UHFFFAOYSA-N 2-[8-(2,2,2-trifluoroethylcarbamoyl)naphthalen-1-yl]ethyl 4-[[2-[4-(trifluoromethyl)phenyl]benzoyl]amino]benzoate Chemical compound C=12C(C(=O)NCC(F)(F)F)=CC=CC2=CC=CC=1CCOC(=O)C(C=C1)=CC=C1NC(=O)C1=CC=CC=C1C1=CC=C(C(F)(F)F)C=C1 QZJREBZTHNAMSE-UHFFFAOYSA-N 0.000 claims 1
- FDNCSNUEVWGOTJ-UHFFFAOYSA-N 2-[9-(2,2,2-trifluoroethylcarbamoyl)fluoren-9-yl]ethyl 4-[(2-phenylphenyl)carbamoyl]benzoate Chemical compound C12=CC=CC=C2C2=CC=CC=C2C1(C(=O)NCC(F)(F)F)CCOC(=O)C(C=C1)=CC=C1C(=O)NC1=CC=CC=C1C1=CC=CC=C1 FDNCSNUEVWGOTJ-UHFFFAOYSA-N 0.000 claims 1
- BPLZZZYKPMISHF-UHFFFAOYSA-N 2-[9-(2,2,2-trifluoroethylcarbamoyl)fluoren-9-yl]ethyl 4-[[2-[4-(trifluoromethyl)phenyl]benzoyl]amino]benzoate Chemical compound C12=CC=CC=C2C2=CC=CC=C2C1(C(=O)NCC(F)(F)F)CCOC(=O)C(C=C1)=CC=C1NC(=O)C1=CC=CC=C1C1=CC=C(C(F)(F)F)C=C1 BPLZZZYKPMISHF-UHFFFAOYSA-N 0.000 claims 1
- FELAMXYHUCLVLZ-UHFFFAOYSA-N 2-[9-(2,2,2-trifluoroethylcarbamoyl)fluoren-9-yl]ethyl 4-[[2-[4-(trifluoromethyl)phenyl]benzoyl]amino]cyclohexane-1-carboxylate Chemical compound C12=CC=CC=C2C2=CC=CC=C2C1(C(=O)NCC(F)(F)F)CCOC(=O)C(CC1)CCC1NC(=O)C1=CC=CC=C1C1=CC=C(C(F)(F)F)C=C1 FELAMXYHUCLVLZ-UHFFFAOYSA-N 0.000 claims 1
- JOWQZUCFXSAJGN-UHFFFAOYSA-N 2-[9-(2,2,2-trifluoroethylcarbamoyl)fluoren-9-yl]ethyl 4-methyl-4-[[2-[4-(trifluoromethyl)phenyl]benzoyl]amino]cyclohexane-1-carboxylate Chemical compound C1CC(C(=O)OCCC2(C(=O)NCC(F)(F)F)C3=CC=CC=C3C3=CC=CC=C32)CCC1(C)NC(=O)C1=CC=CC=C1C1=CC=C(C(F)(F)F)C=C1 JOWQZUCFXSAJGN-UHFFFAOYSA-N 0.000 claims 1
- VTSSCHXVHPNDFN-UHFFFAOYSA-N 2-[[2-(2-phenylphenyl)acetyl]amino]ethyl 4-[[2-[4-(trifluoromethyl)phenyl]benzoyl]amino]benzoate Chemical compound C1=CC(C(F)(F)F)=CC=C1C1=CC=CC=C1C(=O)NC1=CC=C(C(=O)OCCNC(=O)CC=2C(=CC=CC=2)C=2C=CC=CC=2)C=C1 VTSSCHXVHPNDFN-UHFFFAOYSA-N 0.000 claims 1
- NSVFSAJIGAJDMR-UHFFFAOYSA-N 2-[benzyl(phenyl)amino]ethyl 5-(5,5-dimethyl-2-oxido-1,3,2-dioxaphosphinan-2-yl)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylate Chemical compound CC=1NC(C)=C(C(=O)OCCN(CC=2C=CC=CC=2)C=2C=CC=CC=2)C(C=2C=C(C=CC=2)[N+]([O-])=O)C=1P1(=O)OCC(C)(C)CO1 NSVFSAJIGAJDMR-UHFFFAOYSA-N 0.000 claims 1
- PPWLAQVKIFDULF-UHFFFAOYSA-N 2-phenyl-1h-pyrrolo[2,3-b]pyridine Chemical compound N1C2=NC=CC=C2C=C1C1=CC=CC=C1 PPWLAQVKIFDULF-UHFFFAOYSA-N 0.000 claims 1
- VGUWZCUCNQXGBU-UHFFFAOYSA-N 3-[(4-methylpiperazin-1-yl)methyl]-5-nitro-1h-indole Chemical compound C1CN(C)CCN1CC1=CNC2=CC=C([N+]([O-])=O)C=C12 VGUWZCUCNQXGBU-UHFFFAOYSA-N 0.000 claims 1
- BKKLNFHYKNFWHT-UHFFFAOYSA-N 3-[2-(2,2,2-trifluoroethylcarbamoyl)naphthalen-1-yl]propyl 4-[[2-[4-(trifluoromethyl)phenyl]benzoyl]amino]benzoate Chemical compound FC(F)(F)CNC(=O)C1=CC=C2C=CC=CC2=C1CCCOC(=O)C(C=C1)=CC=C1NC(=O)C1=CC=CC=C1C1=CC=C(C(F)(F)F)C=C1 BKKLNFHYKNFWHT-UHFFFAOYSA-N 0.000 claims 1
- DYOHKKFGRBOKLL-UHFFFAOYSA-N 3-[2-[3-(dimethylcarbamoyl)-4-[[2-[4-(trifluoromethyl)phenyl]benzoyl]amino]phenyl]acetyl]oxy-2,2-bis(ethoxycarbonyl)pentanoic acid Chemical compound C(C)C(C(C(=O)O)(C(=O)OCC)C(=O)OCC)OC(CC1=CC(=C(C=C1)NC(=O)C=1C(=CC=CC1)C1=CC=C(C=C1)C(F)(F)F)C(N(C)C)=O)=O DYOHKKFGRBOKLL-UHFFFAOYSA-N 0.000 claims 1
- RZTAMFZIAATZDJ-HNNXBMFYSA-N 5-o-ethyl 3-o-methyl (4s)-4-(2,3-dichlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate Chemical compound CCOC(=O)C1=C(C)NC(C)=C(C(=O)OC)[C@@H]1C1=CC=CC(Cl)=C1Cl RZTAMFZIAATZDJ-HNNXBMFYSA-N 0.000 claims 1
- 239000005541 ACE inhibitor Substances 0.000 claims 1
- FHHHOYXPRDYHEZ-COXVUDFISA-N Alacepril Chemical compound CC(=O)SC[C@@H](C)C(=O)N1CCC[C@H]1C(=O)N[C@H](C(O)=O)CC1=CC=CC=C1 FHHHOYXPRDYHEZ-COXVUDFISA-N 0.000 claims 1
- 229940077274 Alpha glucosidase inhibitor Drugs 0.000 claims 1
- XUKUURHRXDUEBC-KAYWLYCHSA-N Atorvastatin Chemical compound C=1C=CC=CC=1C1=C(C=2C=CC(F)=CC=2)N(CC[C@@H](O)C[C@@H](O)CC(O)=O)C(C(C)C)=C1C(=O)NC1=CC=CC=C1 XUKUURHRXDUEBC-KAYWLYCHSA-N 0.000 claims 1
- XUKUURHRXDUEBC-UHFFFAOYSA-N Atorvastatin Natural products C=1C=CC=CC=1C1=C(C=2C=CC(F)=CC=2)N(CCC(O)CC(O)CC(O)=O)C(C(C)C)=C1C(=O)NC1=CC=CC=C1 XUKUURHRXDUEBC-UHFFFAOYSA-N 0.000 claims 1
- 229940123208 Biguanide Drugs 0.000 claims 1
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- ARYPVXBIDOGRHU-UHFFFAOYSA-N diethyl 2-[[2-[3-(dimethylcarbamoyl)-4-[[2-[4-(trifluoromethyl)phenyl]benzoyl]amino]phenyl]acetyl]oxymethyl]-2-phenylbutanedioate Chemical compound C=1C=CC=CC=1C(CC(=O)OCC)(C(=O)OCC)COC(=O)CC(C=C1C(=O)N(C)C)=CC=C1NC(=O)C1=CC=CC=C1C1=CC=C(C(F)(F)F)C=C1 ARYPVXBIDOGRHU-UHFFFAOYSA-N 0.000 claims 1
- FFBWXDCAVXXPJM-UHFFFAOYSA-N diethyl 2-[[2-[3-(dimethylcarbamoyl)-4-[[2-[4-(trifluoromethyl)phenyl]benzoyl]amino]phenyl]acetyl]oxymethyl]-2-propan-2-ylpropanedioate Chemical compound CN(C)C(=O)C1=CC(CC(=O)OCC(C(=O)OCC)(C(C)C)C(=O)OCC)=CC=C1NC(=O)C1=CC=CC=C1C1=CC=C(C(F)(F)F)C=C1 FFBWXDCAVXXPJM-UHFFFAOYSA-N 0.000 claims 1
- QJAXNITURXHNKQ-UHFFFAOYSA-N diethyl 2-[[2-[3-(dimethylcarbamoyl)-4-[[2-[4-(trifluoromethyl)phenyl]benzoyl]amino]phenyl]acetyl]oxymethyl]-2-propylpropanedioate Chemical compound CN(C)C(=O)C1=CC(CC(=O)OCC(CCC)(C(=O)OCC)C(=O)OCC)=CC=C1NC(=O)C1=CC=CC=C1C1=CC=C(C(F)(F)F)C=C1 QJAXNITURXHNKQ-UHFFFAOYSA-N 0.000 claims 1
- HNUHDUOAQMEOMU-UHFFFAOYSA-N diethyl 2-[[2-[3-methyl-4-[[2-[4-(trifluoromethyl)phenyl]benzoyl]amino]phenyl]acetyl]oxymethyl]-2-phenylpropanedioate Chemical compound C=1C=CC=CC=1C(C(=O)OCC)(C(=O)OCC)COC(=O)CC(C=C1C)=CC=C1NC(=O)C1=CC=CC=C1C1=CC=C(C(F)(F)F)C=C1 HNUHDUOAQMEOMU-UHFFFAOYSA-N 0.000 claims 1
- UBTRBJLMJHHSGP-UHFFFAOYSA-N diethyl 2-[[2-[4-[(2-benzoylbenzoyl)amino]-3-(dimethylcarbamoyl)phenyl]acetyl]oxymethyl]-2-phenylpropanedioate Chemical compound C=1C=CC=CC=1C(C(=O)OCC)(C(=O)OCC)COC(=O)CC(C=C1C(=O)N(C)C)=CC=C1NC(=O)C1=CC=CC=C1C(=O)C1=CC=CC=C1 UBTRBJLMJHHSGP-UHFFFAOYSA-N 0.000 claims 1
- IHJDXXYPXNHHIX-UHFFFAOYSA-N diethyl 2-benzyl-2-[[2-[4-[[2-[4-(trifluoromethyl)phenyl]benzoyl]amino]phenyl]acetyl]oxymethyl]propanedioate Chemical compound C=1C=CC=CC=1CC(C(=O)OCC)(C(=O)OCC)COC(=O)CC(C=C1)=CC=C1NC(=O)C1=CC=CC=C1C1=CC=C(C(F)(F)F)C=C1 IHJDXXYPXNHHIX-UHFFFAOYSA-N 0.000 claims 1
- PPPLMCQFIDTZCV-UHFFFAOYSA-N diethyl 2-butan-2-yl-2-[[2-[3-(dimethylcarbamoyl)-4-[[2-[4-(trifluoromethyl)phenyl]benzoyl]amino]phenyl]acetyl]oxymethyl]propanedioate Chemical compound CN(C)C(=O)C1=CC(CC(=O)OCC(C(=O)OCC)(C(C)CC)C(=O)OCC)=CC=C1NC(=O)C1=CC=CC=C1C1=CC=C(C(F)(F)F)C=C1 PPPLMCQFIDTZCV-UHFFFAOYSA-N 0.000 claims 1
- XDJRZVUNVPCRHF-UHFFFAOYSA-N diethyl 2-butyl-2-[[2-[3-(dimethylcarbamoyl)-4-[[2-[4-(trifluoromethyl)phenyl]benzoyl]amino]phenyl]acetyl]oxymethyl]propanedioate Chemical compound CN(C)C(=O)C1=CC(CC(=O)OCC(CCCC)(C(=O)OCC)C(=O)OCC)=CC=C1NC(=O)C1=CC=CC=C1C1=CC=C(C(F)(F)F)C=C1 XDJRZVUNVPCRHF-UHFFFAOYSA-N 0.000 claims 1
- XSURSZJBHYZJJO-UHFFFAOYSA-N diethyl 2-cyclopentyl-2-[[2-[4-[[2-[4-(trifluoromethyl)phenyl]benzoyl]amino]phenyl]acetyl]oxymethyl]propanedioate Chemical compound C1CCCC1C(C(=O)OCC)(C(=O)OCC)COC(=O)CC(C=C1)=CC=C1NC(=O)C1=CC=CC=C1C1=CC=C(C(F)(F)F)C=C1 XSURSZJBHYZJJO-UHFFFAOYSA-N 0.000 claims 1
- MPAQJJHEYFQVKF-UHFFFAOYSA-N diethyl 2-phenyl-2-[[2-[4-[[2-[4-(trifluoromethyl)phenyl]benzoyl]amino]phenyl]acetyl]oxymethyl]propanedioate Chemical compound C=1C=CC=CC=1C(C(=O)OCC)(C(=O)OCC)COC(=O)CC(C=C1)=CC=C1NC(=O)C1=CC=CC=C1C1=CC=C(C(F)(F)F)C=C1 MPAQJJHEYFQVKF-UHFFFAOYSA-N 0.000 claims 1
- MKCRYYQSLDSGEA-UHFFFAOYSA-N dimethyl 2-phenyl-2-[[2-[4-[[2-[4-(trifluoromethyl)phenyl]benzoyl]amino]phenyl]acetyl]oxymethyl]propanedioate Chemical compound C=1C=CC=CC=1C(C(=O)OC)(C(=O)OC)COC(=O)CC(C=C1)=CC=C1NC(=O)C1=CC=CC=C1C1=CC=C(C(F)(F)F)C=C1 MKCRYYQSLDSGEA-UHFFFAOYSA-N 0.000 claims 1
- GAESNEVCLFYTIY-UHFFFAOYSA-N dipropan-2-yl 2-phenyl-2-[[2-[4-[[2-[4-(trifluoromethyl)phenyl]benzoyl]amino]phenyl]acetyl]oxymethyl]propanedioate Chemical compound C=1C=CC=CC=1C(C(=O)OC(C)C)(C(=O)OC(C)C)COC(=O)CC(C=C1)=CC=C1NC(=O)C1=CC=CC=C1C1=CC=C(C(F)(F)F)C=C1 GAESNEVCLFYTIY-UHFFFAOYSA-N 0.000 claims 1
- VJECBOKJABCYMF-UHFFFAOYSA-N doxazosin mesylate Chemical compound [H+].CS([O-])(=O)=O.C1OC2=CC=CC=C2OC1C(=O)N(CC1)CCN1C1=NC(N)=C(C=C(C(OC)=C2)OC)C2=N1 VJECBOKJABCYMF-UHFFFAOYSA-N 0.000 claims 1
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- PKOJLUDOEGKHKD-UHFFFAOYSA-N ethyl 3-[2-[3-(dimethylcarbamoyl)-4-[[2-[4-(trifluoromethyl)phenyl]benzoyl]amino]phenyl]acetyl]oxy-2-phenylpropanoate Chemical compound C=1C=CC=CC=1C(C(=O)OCC)COC(=O)CC(C=C1C(=O)N(C)C)=CC=C1NC(=O)C1=CC=CC=C1C1=CC=C(C(F)(F)F)C=C1 PKOJLUDOEGKHKD-UHFFFAOYSA-N 0.000 claims 1
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- ZNNLBTZKUZBEKO-UHFFFAOYSA-N glyburide Chemical compound COC1=CC=C(Cl)C=C1C(=O)NCCC1=CC=C(S(=O)(=O)NC(=O)NC2CCCCC2)C=C1 ZNNLBTZKUZBEKO-UHFFFAOYSA-N 0.000 claims 1
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- IBBLRJGOOANPTQ-JKVLGAQCSA-N quinapril hydrochloride Chemical compound Cl.C([C@@H](C(=O)OCC)N[C@@H](C)C(=O)N1[C@@H](CC2=CC=CC=C2C1)C(O)=O)CC1=CC=CC=C1 IBBLRJGOOANPTQ-JKVLGAQCSA-N 0.000 claims 1
- 125000003548 sec-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 1
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Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2005020179A JP4472541B2 (ja) | 2002-02-28 | 2005-01-27 | エステル化合物及びその医薬用途 |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2002053876 | 2002-02-28 | ||
| JP2005020179A JP4472541B2 (ja) | 2002-02-28 | 2005-01-27 | エステル化合物及びその医薬用途 |
Related Parent Applications (1)
| Application Number | Title | Priority Date | Filing Date |
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| JP2003053869A Division JP3662566B2 (ja) | 2002-02-28 | 2003-02-28 | エステル化合物及びその医薬用途 |
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| Application Number | Title | Priority Date | Filing Date |
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| JP2009221747A Division JP2010043098A (ja) | 2002-02-28 | 2009-09-28 | エステル化合物及びその医薬用途 |
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| Publication Number | Publication Date |
|---|---|
| JP2005220133A JP2005220133A (ja) | 2005-08-18 |
| JP2005220133A5 true JP2005220133A5 (enExample) | 2008-09-25 |
| JP4472541B2 JP4472541B2 (ja) | 2010-06-02 |
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| Application Number | Title | Priority Date | Filing Date |
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| JP2005020179A Expired - Lifetime JP4472541B2 (ja) | 2002-02-28 | 2005-01-27 | エステル化合物及びその医薬用途 |
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| Country | Link |
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| JP (1) | JP4472541B2 (enExample) |
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- 2005-01-27 JP JP2005020179A patent/JP4472541B2/ja not_active Expired - Lifetime
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