JP2008528700A5 - - Google Patents
Download PDFInfo
- Publication number
- JP2008528700A5 JP2008528700A5 JP2007554257A JP2007554257A JP2008528700A5 JP 2008528700 A5 JP2008528700 A5 JP 2008528700A5 JP 2007554257 A JP2007554257 A JP 2007554257A JP 2007554257 A JP2007554257 A JP 2007554257A JP 2008528700 A5 JP2008528700 A5 JP 2008528700A5
- Authority
- JP
- Japan
- Prior art keywords
- phenyl
- methyl
- ylmethoxy
- phenoxy
- acetic acid
- 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.)
- Pending
Links
- 125000000217 alkyl group Chemical group 0.000 claims 41
- 125000003545 alkoxy group Chemical group 0.000 claims 28
- 150000001875 compounds Chemical class 0.000 claims 16
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 16
- -1 substituted Chemical class 0.000 claims 14
- 125000003118 aryl group Chemical group 0.000 claims 13
- 125000001072 heteroaryl group Chemical group 0.000 claims 12
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims 12
- 239000003112 inhibitor Substances 0.000 claims 12
- 125000005843 halogen group Chemical group 0.000 claims 11
- 125000002947 alkylene group Chemical group 0.000 claims 10
- 201000010099 disease Diseases 0.000 claims 10
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 8
- 102000003728 Peroxisome Proliferator-Activated Receptors Human genes 0.000 claims 8
- 108090000029 Peroxisome Proliferator-Activated Receptors Proteins 0.000 claims 8
- 229910052739 hydrogen Inorganic materials 0.000 claims 8
- 239000001257 hydrogen Substances 0.000 claims 8
- 150000003254 radicals Chemical class 0.000 claims 8
- 238000000034 method Methods 0.000 claims 7
- 208000032928 Dyslipidaemia Diseases 0.000 claims 6
- 208000002705 Glucose Intolerance Diseases 0.000 claims 6
- 208000017170 Lipid metabolism disease Diseases 0.000 claims 6
- 125000004093 cyano group Chemical group *C#N 0.000 claims 6
- 230000000694 effects Effects 0.000 claims 6
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 6
- 239000008194 pharmaceutical composition Substances 0.000 claims 6
- 201000009104 prediabetes syndrome Diseases 0.000 claims 6
- 208000001072 type 2 diabetes mellitus Diseases 0.000 claims 6
- 125000006700 (C1-C6) alkylthio group Chemical group 0.000 claims 5
- 125000006652 (C3-C12) cycloalkyl group Chemical group 0.000 claims 5
- QTBSBXVTEAMEQO-UHFFFAOYSA-N acetic acid Substances CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims 5
- 125000000753 cycloalkyl group Chemical group 0.000 claims 5
- 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 5
- 208000002551 irritable bowel syndrome Diseases 0.000 claims 5
- 125000003161 (C1-C6) alkylene group Chemical group 0.000 claims 4
- 125000006590 (C2-C6) alkenylene group Chemical group 0.000 claims 4
- 201000001320 Atherosclerosis Diseases 0.000 claims 4
- 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 4
- 102000023984 PPAR alpha Human genes 0.000 claims 4
- 108010015181 PPAR delta Proteins 0.000 claims 4
- 239000003814 drug Substances 0.000 claims 4
- 108091008725 peroxisome proliferator-activated receptors alpha Proteins 0.000 claims 4
- UUUHXMGGBIUAPW-UHFFFAOYSA-N 1-[1-[2-[[5-amino-2-[[1-[5-(diaminomethylideneamino)-2-[[1-[3-(1h-indol-3-yl)-2-[(5-oxopyrrolidine-2-carbonyl)amino]propanoyl]pyrrolidine-2-carbonyl]amino]pentanoyl]pyrrolidine-2-carbonyl]amino]-5-oxopentanoyl]amino]-3-methylpentanoyl]pyrrolidine-2-carbon Chemical compound C1CCC(C(=O)N2C(CCC2)C(O)=O)N1C(=O)C(C(C)CC)NC(=O)C(CCC(N)=O)NC(=O)C1CCCN1C(=O)C(CCCN=C(N)N)NC(=O)C1CCCN1C(=O)C(CC=1C2=CC=CC=C2NC=1)NC(=O)C1CCC(=O)N1 UUUHXMGGBIUAPW-UHFFFAOYSA-N 0.000 claims 3
- 208000024827 Alzheimer disease Diseases 0.000 claims 3
- 125000001313 C5-C10 heteroaryl group Chemical group 0.000 claims 3
- 208000024172 Cardiovascular disease Diseases 0.000 claims 3
- 206010009900 Colitis ulcerative Diseases 0.000 claims 3
- 208000011231 Crohn disease Diseases 0.000 claims 3
- 102400000322 Glucagon-like peptide 1 Human genes 0.000 claims 3
- 101800000224 Glucagon-like peptide 1 Proteins 0.000 claims 3
- 206010019280 Heart failures Diseases 0.000 claims 3
- 208000035150 Hypercholesterolemia Diseases 0.000 claims 3
- 206010020772 Hypertension Diseases 0.000 claims 3
- 206010056997 Impaired fasting glucose Diseases 0.000 claims 3
- 206010061218 Inflammation Diseases 0.000 claims 3
- 206010022489 Insulin Resistance Diseases 0.000 claims 3
- 206010028980 Neoplasm Diseases 0.000 claims 3
- 102000003729 Neprilysin Human genes 0.000 claims 3
- 108090000028 Neprilysin Proteins 0.000 claims 3
- 208000008589 Obesity Diseases 0.000 claims 3
- 108010016731 PPAR gamma Proteins 0.000 claims 3
- 102000004270 Peptidyl-Dipeptidase A Human genes 0.000 claims 3
- 108090000882 Peptidyl-Dipeptidase A Proteins 0.000 claims 3
- 102100038825 Peroxisome proliferator-activated receptor gamma Human genes 0.000 claims 3
- 206010067584 Type 1 diabetes mellitus Diseases 0.000 claims 3
- 201000006704 Ulcerative Colitis Diseases 0.000 claims 3
- 206010003246 arthritis Diseases 0.000 claims 3
- 201000011510 cancer Diseases 0.000 claims 3
- 230000003247 decreasing effect Effects 0.000 claims 3
- 208000035475 disorder Diseases 0.000 claims 3
- 208000006575 hypertriglyceridemia Diseases 0.000 claims 3
- 230000004054 inflammatory process Effects 0.000 claims 3
- 239000003446 ligand Substances 0.000 claims 3
- 210000003205 muscle Anatomy 0.000 claims 3
- 208000010125 myocardial infarction Diseases 0.000 claims 3
- 235000020824 obesity Nutrition 0.000 claims 3
- 102000005962 receptors Human genes 0.000 claims 3
- 108020003175 receptors Proteins 0.000 claims 3
- 208000023504 respiratory system disease Diseases 0.000 claims 3
- 150000003839 salts Chemical class 0.000 claims 3
- 208000017520 skin disease Diseases 0.000 claims 3
- 208000011580 syndromic disease Diseases 0.000 claims 3
- 238000011282 treatment Methods 0.000 claims 3
- 208000019553 vascular disease Diseases 0.000 claims 3
- DBGIVFWFUFKIQN-VIFPVBQESA-N (+)-Fenfluramine Chemical compound CCN[C@@H](C)CC1=CC=CC(C(F)(F)F)=C1 DBGIVFWFUFKIQN-VIFPVBQESA-N 0.000 claims 2
- KWGRBVOPPLSCSI-WPRPVWTQSA-N (-)-ephedrine Chemical compound CN[C@@H](C)[C@H](O)C1=CC=CC=C1 KWGRBVOPPLSCSI-WPRPVWTQSA-N 0.000 claims 2
- 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 2
- CABVTRNMFUVUDM-VRHQGPGLSA-N (3S)-3-hydroxy-3-methylglutaryl-CoA Chemical compound O[C@@H]1[C@H](OP(O)(O)=O)[C@@H](COP(O)(=O)OP(O)(=O)OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C[C@@](O)(CC(O)=O)C)O[C@H]1N1C2=NC=NC(N)=C2N=C1 CABVTRNMFUVUDM-VRHQGPGLSA-N 0.000 claims 2
- KWTSXDURSIMDCE-QMMMGPOBSA-N (S)-amphetamine Chemical compound C[C@H](N)CC1=CC=CC=C1 KWTSXDURSIMDCE-QMMMGPOBSA-N 0.000 claims 2
- 125000004863 4-trifluoromethoxyphenyl group Chemical group [H]C1=C([H])C(OC(F)(F)F)=C([H])C([H])=C1* 0.000 claims 2
- BSYNRYMUTXBXSQ-UHFFFAOYSA-N Aspirin Chemical compound CC(=O)OC1=CC=CC=C1C(O)=O BSYNRYMUTXBXSQ-UHFFFAOYSA-N 0.000 claims 2
- 102100038495 Bile acid receptor Human genes 0.000 claims 2
- 239000004072 C09CA03 - Valsartan Substances 0.000 claims 2
- LTMHDMANZUZIPE-AMTYYWEZSA-N Digoxin Natural products O([C@H]1[C@H](C)O[C@H](O[C@@H]2C[C@@H]3[C@@](C)([C@@H]4[C@H]([C@]5(O)[C@](C)([C@H](O)C4)[C@H](C4=CC(=O)OC4)CC5)CC3)CC2)C[C@@H]1O)[C@H]1O[C@H](C)[C@@H](O[C@H]2O[C@@H](C)[C@H](O)[C@@H](O)C2)[C@@H](O)C1 LTMHDMANZUZIPE-AMTYYWEZSA-N 0.000 claims 2
- 102000001267 GSK3 Human genes 0.000 claims 2
- 108010014905 Glycogen Synthase Kinase 3 Proteins 0.000 claims 2
- 101000603876 Homo sapiens Bile acid receptor Proteins 0.000 claims 2
- 208000022559 Inflammatory bowel disease Diseases 0.000 claims 2
- 102000004877 Insulin Human genes 0.000 claims 2
- 108090001061 Insulin Proteins 0.000 claims 2
- PVNIIMVLHYAWGP-UHFFFAOYSA-N Niacin Chemical compound OC(=O)C1=CC=CN=C1 PVNIIMVLHYAWGP-UHFFFAOYSA-N 0.000 claims 2
- 102000002072 Non-Receptor Type 1 Protein Tyrosine Phosphatase Human genes 0.000 claims 2
- 108010015847 Non-Receptor Type 1 Protein Tyrosine Phosphatase Proteins 0.000 claims 2
- RJKFOVLPORLFTN-LEKSSAKUSA-N Progesterone Chemical compound C1CC2=CC(=O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H](C(=O)C)[C@@]1(C)CC2 RJKFOVLPORLFTN-LEKSSAKUSA-N 0.000 claims 2
- YASAKCUCGLMORW-UHFFFAOYSA-N Rosiglitazone Chemical compound C=1C=CC=NC=1N(C)CCOC(C=C1)=CC=C1CC1SC(=O)NC1=O YASAKCUCGLMORW-UHFFFAOYSA-N 0.000 claims 2
- 229940100389 Sulfonylurea Drugs 0.000 claims 2
- MUMGGOZAMZWBJJ-DYKIIFRCSA-N Testostosterone Chemical compound O=C1CC[C@]2(C)[C@H]3CC[C@](C)([C@H](CC4)O)[C@@H]4[C@@H]3CCC2=C1 MUMGGOZAMZWBJJ-DYKIIFRCSA-N 0.000 claims 2
- 108010036928 Thiorphan Proteins 0.000 claims 2
- 230000002159 abnormal effect Effects 0.000 claims 2
- 229960001138 acetylsalicylic acid Drugs 0.000 claims 2
- 125000004429 atom Chemical group 0.000 claims 2
- 239000003795 chemical substances by application Substances 0.000 claims 2
- KWGRBVOPPLSCSI-UHFFFAOYSA-N d-ephedrine Natural products CNC(C)C(O)C1=CC=CC=C1 KWGRBVOPPLSCSI-UHFFFAOYSA-N 0.000 claims 2
- 229960004597 dexfenfluramine Drugs 0.000 claims 2
- XXEPPPIWZFICOJ-UHFFFAOYSA-N diethylpropion Chemical compound CCN(CC)C(C)C(=O)C1=CC=CC=C1 XXEPPPIWZFICOJ-UHFFFAOYSA-N 0.000 claims 2
- 229960004890 diethylpropion Drugs 0.000 claims 2
- LTMHDMANZUZIPE-PUGKRICDSA-N digoxin Chemical compound C1[C@H](O)[C@H](O)[C@@H](C)O[C@H]1O[C@@H]1[C@@H](C)O[C@@H](O[C@@H]2[C@H](O[C@@H](O[C@@H]3C[C@@H]4[C@]([C@@H]5[C@H]([C@]6(CC[C@@H]([C@@]6(C)[C@H](O)C5)C=5COC(=O)C=5)O)CC4)(C)CC3)C[C@@H]2O)C)C[C@@H]1O LTMHDMANZUZIPE-PUGKRICDSA-N 0.000 claims 2
- 229960005156 digoxin Drugs 0.000 claims 2
- LTMHDMANZUZIPE-UHFFFAOYSA-N digoxine Natural products C1C(O)C(O)C(C)OC1OC1C(C)OC(OC2C(OC(OC3CC4C(C5C(C6(CCC(C6(C)C(O)C5)C=5COC(=O)C=5)O)CC4)(C)CC3)CC2O)C)CC1O LTMHDMANZUZIPE-UHFFFAOYSA-N 0.000 claims 2
- 229960003765 fluvastatin Drugs 0.000 claims 2
- 230000004153 glucose metabolism Effects 0.000 claims 2
- 201000001421 hyperglycemia Diseases 0.000 claims 2
- 229940125396 insulin Drugs 0.000 claims 2
- 102000004311 liver X receptors Human genes 0.000 claims 2
- 108090000865 liver X receptors Proteins 0.000 claims 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- 230000007170 pathology Effects 0.000 claims 2
- 239000000546 pharmaceutical excipient Substances 0.000 claims 2
- HYAFETHFCAUJAY-UHFFFAOYSA-N pioglitazone Chemical compound N1=CC(CC)=CC=C1CCOC(C=C1)=CC=C1CC1C(=O)NC(=O)S1 HYAFETHFCAUJAY-UHFFFAOYSA-N 0.000 claims 2
- 230000002265 prevention Effects 0.000 claims 2
- AQHHHDLHHXJYJD-UHFFFAOYSA-N propranolol Chemical compound C1=CC=C2C(OCC(O)CNC(C)C)=CC=CC2=C1 AQHHHDLHHXJYJD-UHFFFAOYSA-N 0.000 claims 2
- 208000024891 symptom Diseases 0.000 claims 2
- IKBKZGMPCYNSLU-RGVLZGJSSA-N tegaserod Chemical compound C1=C(OC)C=C2C(/C=N/NC(=N)NCCCCC)=CNC2=C1 IKBKZGMPCYNSLU-RGVLZGJSSA-N 0.000 claims 2
- 229960002876 tegaserod Drugs 0.000 claims 2
- RMMXLENWKUUMAY-UHFFFAOYSA-N telmisartan Chemical compound CCCC1=NC2=C(C)C=C(C=3N(C4=CC=CC=C4N=3)C)C=C2N1CC(C=C1)=CC=C1C1=CC=CC=C1C(O)=O RMMXLENWKUUMAY-UHFFFAOYSA-N 0.000 claims 2
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 2
- 229960004699 valsartan Drugs 0.000 claims 2
- SJSNUMAYCRRIOM-QFIPXVFZSA-N valsartan Chemical compound C1=CC(CN(C(=O)CCCC)[C@@H](C(C)C)C(O)=O)=CC=C1C1=CC=CC=C1C1=NN=N[N]1 SJSNUMAYCRRIOM-QFIPXVFZSA-N 0.000 claims 2
- DBGIVFWFUFKIQN-UHFFFAOYSA-N (+-)-Fenfluramine Chemical compound CCNC(C)CC1=CC=CC(C(F)(F)F)=C1 DBGIVFWFUFKIQN-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
- BOOOLEGQBVUTKC-NVQSDHBMSA-N (2e,4e)-3-methyl-5-[(1s,2s)-2-methyl-2-(5,5,8,8-tetramethyl-6,7-dihydronaphthalen-2-yl)cyclopropyl]penta-2,4-dienoic acid Chemical compound OC(=O)\C=C(/C)\C=C\[C@@H]1C[C@]1(C)C1=CC=C2C(C)(C)CCC(C)(C)C2=C1 BOOOLEGQBVUTKC-NVQSDHBMSA-N 0.000 claims 1
- KVVODNUBDFULSC-XMMPIXPASA-N (2r)-1-[4-[[5-methyl-2-[4-(trifluoromethyl)phenyl]-1,3-oxazol-4-yl]methoxy]phenyl]sulfonyl-2,3-dihydroindole-2-carboxylic acid Chemical compound N=1C(COC=2C=CC(=CC=2)S(=O)(=O)N2C3=CC=CC=C3C[C@@H]2C(O)=O)=C(C)OC=1C1=CC=C(C(F)(F)F)C=C1 KVVODNUBDFULSC-XMMPIXPASA-N 0.000 claims 1
- FONCZICQWCUXEB-RUZDIDTESA-N (2r)-2-[4-(9-bromo-2,3-dimethylbenzo[f][1]benzothiol-4-yl)-2,6-dimethylphenoxy]-3-phenylpropanoic acid Chemical compound C([C@@H](OC1=C(C)C=C(C=C1C)C=1C2=CC=CC=C2C(Br)=C2SC(=C(C2=1)C)C)C(O)=O)C1=CC=CC=C1 FONCZICQWCUXEB-RUZDIDTESA-N 0.000 claims 1
- BIDNLKIUORFRQP-XYGFDPSESA-N (2s,4s)-4-cyclohexyl-1-[2-[[(1s)-2-methyl-1-propanoyloxypropoxy]-(4-phenylbutyl)phosphoryl]acetyl]pyrrolidine-2-carboxylic acid Chemical compound C([P@@](=O)(O[C@H](OC(=O)CC)C(C)C)CC(=O)N1[C@@H](C[C@H](C1)C1CCCCC1)C(O)=O)CCCC1=CC=CC=C1 BIDNLKIUORFRQP-XYGFDPSESA-N 0.000 claims 1
- DMJWENQHWZZWDF-PKOBYXMFSA-N (6aS,13bR)-11-chloro-7-methyl-5,6,6a,8,9,13b-hexahydronaphtho[1,2-a][3]benzazepin-12-ol Chemical compound CN1CCC2=CC(Cl)=C(O)C=C2[C@H]2C3=CC=CC=C3CC[C@H]12 DMJWENQHWZZWDF-PKOBYXMFSA-N 0.000 claims 1
- 125000006591 (C2-C6) alkynylene group Chemical group 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
- RTHCYVBBDHJXIQ-MRXNPFEDSA-N (R)-fluoxetine Chemical compound O([C@H](CCNC)C=1C=CC=CC=1)C1=CC=C(C(F)(F)F)C=C1 RTHCYVBBDHJXIQ-MRXNPFEDSA-N 0.000 claims 1
- TWBNMYSKRDRHAT-RCWTXCDDSA-N (S)-timolol hemihydrate Chemical compound O.CC(C)(C)NC[C@H](O)COC1=NSN=C1N1CCOCC1.CC(C)(C)NC[C@H](O)COC1=NSN=C1N1CCOCC1 TWBNMYSKRDRHAT-RCWTXCDDSA-N 0.000 claims 1
- SGTNSNPWRIOYBX-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-5-{[2-(3,4-dimethoxyphenyl)ethyl](methyl)amino}-2-(propan-2-yl)pentanenitrile Chemical compound C1=C(OC)C(OC)=CC=C1CCN(C)CCCC(C#N)(C(C)C)C1=CC=C(OC)C(OC)=C1 SGTNSNPWRIOYBX-UHFFFAOYSA-N 0.000 claims 1
- XMQODGUTLZXUGZ-RPBOFIJWSA-N 2-[(3s)-3-[[1-[(2r)-2-ethoxycarbonyl-4-phenylbutyl]cyclopentanecarbonyl]amino]-2-oxo-4,5-dihydro-3h-1-benzazepin-1-yl]acetic acid Chemical compound C([C@@H](C(=O)OCC)CC1(CCCC1)C(=O)N[C@@H]1C(N(CC(O)=O)C2=CC=CC=C2CC1)=O)CC1=CC=CC=C1 XMQODGUTLZXUGZ-RPBOFIJWSA-N 0.000 claims 1
- HCELCMNWDQVULJ-UHFFFAOYSA-N 2-[2-methyl-4-[[1-(4-methylphenyl)-5-[4-(trifluoromethoxy)phenyl]-1,2,4-triazol-3-yl]methoxy]phenoxy]acetic acid Chemical compound C1=CC(C)=CC=C1N1C(C=2C=CC(OC(F)(F)F)=CC=2)=NC(COC=2C=C(C)C(OCC(O)=O)=CC=2)=N1 HCELCMNWDQVULJ-UHFFFAOYSA-N 0.000 claims 1
- SXDHIYUQIXNJJU-UHFFFAOYSA-N 2-[2-methyl-4-[[1-(4-methylsulfanylphenyl)-5-[4-(trifluoromethoxy)phenyl]-1,2,4-triazol-3-yl]methoxy]phenoxy]acetic acid Chemical compound C1=CC(SC)=CC=C1N1C(C=2C=CC(OC(F)(F)F)=CC=2)=NC(COC=2C=C(C)C(OCC(O)=O)=CC=2)=N1 SXDHIYUQIXNJJU-UHFFFAOYSA-N 0.000 claims 1
- LPOWHJUORCZPBU-UHFFFAOYSA-N 2-[2-methyl-4-[[1-(4-propan-2-yloxyphenyl)-2-[4-(trifluoromethyl)phenyl]imidazol-4-yl]methoxy]phenoxy]acetic acid Chemical compound C1=CC(OC(C)C)=CC=C1N1C(C=2C=CC(=CC=2)C(F)(F)F)=NC(COC=2C=C(C)C(OCC(O)=O)=CC=2)=C1 LPOWHJUORCZPBU-UHFFFAOYSA-N 0.000 claims 1
- OIEQQEPWBBQJRX-UHFFFAOYSA-N 2-[2-methyl-4-[[1-(4-propan-2-yloxyphenyl)-5-(4-propylphenyl)-1,2,4-triazol-3-yl]methoxy]phenoxy]acetic acid Chemical compound C1=CC(CCC)=CC=C1C1=NC(COC=2C=C(C)C(OCC(O)=O)=CC=2)=NN1C1=CC=C(OC(C)C)C=C1 OIEQQEPWBBQJRX-UHFFFAOYSA-N 0.000 claims 1
- SUWHYTUVRHJMSC-UHFFFAOYSA-N 2-[2-methyl-4-[[1-(4-propan-2-yloxyphenyl)-5-[3-(trifluoromethyl)phenyl]-1,2,4-triazol-3-yl]methoxy]phenoxy]acetic acid Chemical compound C1=CC(OC(C)C)=CC=C1N1C(C=2C=C(C=CC=2)C(F)(F)F)=NC(COC=2C=C(C)C(OCC(O)=O)=CC=2)=N1 SUWHYTUVRHJMSC-UHFFFAOYSA-N 0.000 claims 1
- DOFWVUWRTWZVDR-UHFFFAOYSA-N 2-[2-methyl-4-[[1-(4-propan-2-yloxyphenyl)-5-[4-(trifluoromethoxy)phenyl]-1,2,4-triazol-3-yl]methoxy]phenoxy]acetic acid Chemical compound C1=CC(OC(C)C)=CC=C1N1C(C=2C=CC(OC(F)(F)F)=CC=2)=NC(COC=2C=C(C)C(OCC(O)=O)=CC=2)=N1 DOFWVUWRTWZVDR-UHFFFAOYSA-N 0.000 claims 1
- KKWQXHVKDSCOTP-UHFFFAOYSA-N 2-[2-methyl-4-[[1-(4-propan-2-yloxyphenyl)-5-[4-(trifluoromethyl)phenyl]-1,2,4-triazol-3-yl]methoxy]phenoxy]acetic acid Chemical compound C1=CC(OC(C)C)=CC=C1N1C(C=2C=CC(=CC=2)C(F)(F)F)=NC(COC=2C=C(C)C(OCC(O)=O)=CC=2)=N1 KKWQXHVKDSCOTP-UHFFFAOYSA-N 0.000 claims 1
- IELMPVVJTGVILW-UHFFFAOYSA-N 2-[2-methyl-4-[[1-(4-propan-2-yloxyphenyl)-5-quinolin-3-yl-1,2,4-triazol-3-yl]methoxy]phenoxy]acetic acid Chemical compound C1=CC(OC(C)C)=CC=C1N1C(C=2C=C3C=CC=CC3=NC=2)=NC(COC=2C=C(C)C(OCC(O)=O)=CC=2)=N1 IELMPVVJTGVILW-UHFFFAOYSA-N 0.000 claims 1
- PGKGVXSUBNHBCC-UHFFFAOYSA-N 2-[2-methyl-4-[[1-[4-(trifluoromethoxy)phenyl]-2-[4-(trifluoromethyl)phenyl]imidazol-4-yl]methoxy]phenoxy]acetic acid Chemical compound C1=C(OCC(O)=O)C(C)=CC(OCC=2N=C(N(C=2)C=2C=CC(OC(F)(F)F)=CC=2)C=2C=CC(=CC=2)C(F)(F)F)=C1 PGKGVXSUBNHBCC-UHFFFAOYSA-N 0.000 claims 1
- AKAXCCVXTOUYRB-UHFFFAOYSA-N 2-[2-methyl-4-[[1-[4-(trifluoromethoxy)phenyl]-5-[4-(trifluoromethyl)phenyl]pyrazol-3-yl]methoxy]phenoxy]acetic acid Chemical compound C1=C(OCC(O)=O)C(C)=CC(OCC2=NN(C(C=3C=CC(=CC=3)C(F)(F)F)=C2)C=2C=CC(OC(F)(F)F)=CC=2)=C1 AKAXCCVXTOUYRB-UHFFFAOYSA-N 0.000 claims 1
- JQTIBDDWIXXMAC-UHFFFAOYSA-N 2-[2-methyl-4-[[5-(4-morpholin-4-ylphenyl)-1-[3-(trifluoromethyl)phenyl]pyrazol-3-yl]methoxy]phenoxy]acetic acid Chemical compound C1=C(OCC(O)=O)C(C)=CC(OCC2=NN(C(C=3C=CC(=CC=3)N3CCOCC3)=C2)C=2C=C(C=CC=2)C(F)(F)F)=C1 JQTIBDDWIXXMAC-UHFFFAOYSA-N 0.000 claims 1
- PUWQZYQDCZRZCY-UHFFFAOYSA-N 2-[2-methyl-4-[[5-(4-morpholin-4-ylphenyl)-1-[4-(trifluoromethoxy)phenyl]pyrazol-3-yl]methoxy]phenoxy]acetic acid Chemical compound C1=C(OCC(O)=O)C(C)=CC(OCC2=NN(C(C=3C=CC(=CC=3)N3CCOCC3)=C2)C=2C=CC(OC(F)(F)F)=CC=2)=C1 PUWQZYQDCZRZCY-UHFFFAOYSA-N 0.000 claims 1
- WBARNCRNGAMDLL-UHFFFAOYSA-N 2-[2-methyl-4-[[5-(4-morpholin-4-ylphenyl)-1-[4-(trifluoromethyl)phenyl]pyrazol-3-yl]methoxy]phenoxy]acetic acid Chemical compound C1=C(OCC(O)=O)C(C)=CC(OCC2=NN(C(C=3C=CC(=CC=3)N3CCOCC3)=C2)C=2C=CC(=CC=2)C(F)(F)F)=C1 WBARNCRNGAMDLL-UHFFFAOYSA-N 0.000 claims 1
- VVPSFBPDGOHMSV-UHFFFAOYSA-N 2-[2-methyl-4-[[5-[3-(trifluoromethoxy)phenyl]-1-[3-(trifluoromethyl)phenyl]pyrazol-3-yl]methoxy]phenoxy]acetic acid Chemical compound C1=C(OCC(O)=O)C(C)=CC(OCC2=NN(C(C=3C=C(OC(F)(F)F)C=CC=3)=C2)C=2C=C(C=CC=2)C(F)(F)F)=C1 VVPSFBPDGOHMSV-UHFFFAOYSA-N 0.000 claims 1
- VCHGMDVXWSHDTD-UHFFFAOYSA-N 2-[2-methyl-4-[[5-[3-(trifluoromethoxy)phenyl]-1-[4-(trifluoromethoxy)phenyl]pyrazol-3-yl]methoxy]phenoxy]acetic acid Chemical compound C1=C(OCC(O)=O)C(C)=CC(OCC2=NN(C(C=3C=C(OC(F)(F)F)C=CC=3)=C2)C=2C=CC(OC(F)(F)F)=CC=2)=C1 VCHGMDVXWSHDTD-UHFFFAOYSA-N 0.000 claims 1
- ILWSPFFZVLPXHG-UHFFFAOYSA-N 2-[2-methyl-4-[[5-[3-(trifluoromethoxy)phenyl]-1-[4-(trifluoromethyl)phenyl]pyrazol-3-yl]methoxy]phenoxy]acetic acid Chemical compound C1=C(OCC(O)=O)C(C)=CC(OCC2=NN(C(C=3C=C(OC(F)(F)F)C=CC=3)=C2)C=2C=CC(=CC=2)C(F)(F)F)=C1 ILWSPFFZVLPXHG-UHFFFAOYSA-N 0.000 claims 1
- LWVDEJPRLHDKQT-UHFFFAOYSA-N 2-[2-methyl-4-[[5-naphthalen-2-yl-1-(4-propan-2-yloxyphenyl)-1,2,4-triazol-3-yl]methoxy]phenoxy]acetic acid Chemical compound C1=CC(OC(C)C)=CC=C1N1C(C=2C=C3C=CC=CC3=CC=2)=NC(COC=2C=C(C)C(OCC(O)=O)=CC=2)=N1 LWVDEJPRLHDKQT-UHFFFAOYSA-N 0.000 claims 1
- OPJJPYUJGZPCNI-UHFFFAOYSA-N 2-[4-[[1,2-bis[4-(trifluoromethoxy)phenyl]imidazol-4-yl]methoxy]-2-methylphenoxy]acetic acid Chemical compound C1=C(OCC(O)=O)C(C)=CC(OCC=2N=C(N(C=2)C=2C=CC(OC(F)(F)F)=CC=2)C=2C=CC(OC(F)(F)F)=CC=2)=C1 OPJJPYUJGZPCNI-UHFFFAOYSA-N 0.000 claims 1
- POKXHZZNAGSFHS-UHFFFAOYSA-N 2-[4-[[1,5-bis(4-methoxyphenyl)pyrazol-3-yl]methoxy]-2-methylphenoxy]acetic acid Chemical compound C1=CC(OC)=CC=C1C1=CC(COC=2C=C(C)C(OCC(O)=O)=CC=2)=NN1C1=CC=C(OC)C=C1 POKXHZZNAGSFHS-UHFFFAOYSA-N 0.000 claims 1
- YCSRWRCCYLAAHE-UHFFFAOYSA-N 2-[4-[[1,5-bis[4-(trifluoromethoxy)phenyl]pyrazol-3-yl]methoxy]-2-methylphenoxy]acetic acid Chemical compound C1=C(OCC(O)=O)C(C)=CC(OCC2=NN(C(C=3C=CC(OC(F)(F)F)=CC=3)=C2)C=2C=CC(OC(F)(F)F)=CC=2)=C1 YCSRWRCCYLAAHE-UHFFFAOYSA-N 0.000 claims 1
- ZLQLKAAEEDIBSE-UHFFFAOYSA-N 2-[4-[[1-(4-methoxyphenyl)-2-[4-(trifluoromethoxy)phenyl]imidazol-4-yl]methoxy]-2-methylphenoxy]acetic acid Chemical compound C1=CC(OC)=CC=C1N1C(C=2C=CC(OC(F)(F)F)=CC=2)=NC(COC=2C=C(C)C(OCC(O)=O)=CC=2)=C1 ZLQLKAAEEDIBSE-UHFFFAOYSA-N 0.000 claims 1
- SFQRKXQPAXXBQE-UHFFFAOYSA-N 2-[4-[[1-(4-methoxyphenyl)-2-[4-(trifluoromethyl)phenyl]imidazol-4-yl]methoxy]-2-methylphenoxy]acetic acid Chemical compound C1=CC(OC)=CC=C1N1C(C=2C=CC(=CC=2)C(F)(F)F)=NC(COC=2C=C(C)C(OCC(O)=O)=CC=2)=C1 SFQRKXQPAXXBQE-UHFFFAOYSA-N 0.000 claims 1
- RLGIGJSZGQRVFE-UHFFFAOYSA-N 2-[4-[[1-(4-methoxyphenyl)-5-(4-morpholin-4-ylphenyl)pyrazol-3-yl]methoxy]-2-methylphenoxy]acetic acid Chemical compound C1=CC(OC)=CC=C1N1C(C=2C=CC(=CC=2)N2CCOCC2)=CC(COC=2C=C(C)C(OCC(O)=O)=CC=2)=N1 RLGIGJSZGQRVFE-UHFFFAOYSA-N 0.000 claims 1
- WJQIKKNIZNWKOV-UHFFFAOYSA-N 2-[4-[[1-(4-methoxyphenyl)-5-[3-(trifluoromethoxy)phenyl]pyrazol-3-yl]methoxy]-2-methylphenoxy]acetic acid Chemical compound C1=CC(OC)=CC=C1N1C(C=2C=C(OC(F)(F)F)C=CC=2)=CC(COC=2C=C(C)C(OCC(O)=O)=CC=2)=N1 WJQIKKNIZNWKOV-UHFFFAOYSA-N 0.000 claims 1
- KRHWPCDRGIZWSR-UHFFFAOYSA-N 2-[4-[[1-(4-methoxyphenyl)-5-[4-(trifluoromethoxy)phenyl]pyrazol-3-yl]methoxy]-2-methylphenoxy]acetic acid Chemical compound C1=CC(OC)=CC=C1N1C(C=2C=CC(OC(F)(F)F)=CC=2)=CC(COC=2C=C(C)C(OCC(O)=O)=CC=2)=N1 KRHWPCDRGIZWSR-UHFFFAOYSA-N 0.000 claims 1
- PNNIKAIQYCDQRM-UHFFFAOYSA-N 2-[4-[[1-(4-methoxyphenyl)-5-[4-(trifluoromethyl)phenyl]pyrazol-3-yl]methoxy]-2-methylphenoxy]acetic acid Chemical compound C1=CC(OC)=CC=C1N1C(C=2C=CC(=CC=2)C(F)(F)F)=CC(COC=2C=C(C)C(OCC(O)=O)=CC=2)=N1 PNNIKAIQYCDQRM-UHFFFAOYSA-N 0.000 claims 1
- GSKAJEDGAIMMMW-UHFFFAOYSA-N 2-[4-[[1-(6-methoxypyridin-3-yl)-2-[4-(trifluoromethoxy)phenyl]imidazol-4-yl]methoxy]-2-methylphenoxy]acetic acid Chemical compound C1=NC(OC)=CC=C1N1C(C=2C=CC(OC(F)(F)F)=CC=2)=NC(COC=2C=C(C)C(OCC(O)=O)=CC=2)=C1 GSKAJEDGAIMMMW-UHFFFAOYSA-N 0.000 claims 1
- PJAJGCKNLYANOZ-UHFFFAOYSA-N 2-[4-[[1-(6-methoxypyridin-3-yl)-2-[4-(trifluoromethyl)phenyl]imidazol-4-yl]methoxy]-2-methylphenoxy]acetic acid Chemical compound C1=NC(OC)=CC=C1N1C(C=2C=CC(=CC=2)C(F)(F)F)=NC(COC=2C=C(C)C(OCC(O)=O)=CC=2)=C1 PJAJGCKNLYANOZ-UHFFFAOYSA-N 0.000 claims 1
- MYJQQAPTWXMKTA-UHFFFAOYSA-N 2-[4-[[1-(6-methoxypyridin-3-yl)-5-[4-(trifluoromethoxy)phenyl]pyrazol-3-yl]methoxy]-2-methylphenoxy]acetic acid Chemical compound C1=NC(OC)=CC=C1N1C(C=2C=CC(OC(F)(F)F)=CC=2)=CC(COC=2C=C(C)C(OCC(O)=O)=CC=2)=N1 MYJQQAPTWXMKTA-UHFFFAOYSA-N 0.000 claims 1
- FSOLVLNCKJWTIV-UHFFFAOYSA-N 2-[4-[[1-(6-methoxypyridin-3-yl)-5-[4-(trifluoromethyl)phenyl]-1,2,4-triazol-3-yl]methoxy]-2-methylphenoxy]acetic acid Chemical compound C1=NC(OC)=CC=C1N1C(C=2C=CC(=CC=2)C(F)(F)F)=NC(COC=2C=C(C)C(OCC(O)=O)=CC=2)=N1 FSOLVLNCKJWTIV-UHFFFAOYSA-N 0.000 claims 1
- VBHQRTSHDWFRAY-UHFFFAOYSA-N 2-[4-[[2-(4-methoxyphenyl)-1-[4-(trifluoromethoxy)phenyl]imidazol-4-yl]methoxy]-2-methylphenoxy]acetic acid Chemical compound C1=CC(OC)=CC=C1C1=NC(COC=2C=C(C)C(OCC(O)=O)=CC=2)=CN1C1=CC=C(OC(F)(F)F)C=C1 VBHQRTSHDWFRAY-UHFFFAOYSA-N 0.000 claims 1
- MWUIMKKTKXWRLW-UHFFFAOYSA-N 2-[4-[[2-(4-methoxyphenyl)-1-[4-(trifluoromethyl)phenyl]imidazol-4-yl]methoxy]-2-methylphenoxy]acetic acid Chemical compound C1=CC(OC)=CC=C1C1=NC(COC=2C=C(C)C(OCC(O)=O)=CC=2)=CN1C1=CC=C(C(F)(F)F)C=C1 MWUIMKKTKXWRLW-UHFFFAOYSA-N 0.000 claims 1
- RBWNFKFFYBFDIQ-UHFFFAOYSA-N 2-[4-[[5-(4-methoxyphenyl)-1-[3-(trifluoromethyl)phenyl]pyrazol-3-yl]methoxy]-2-methylphenoxy]acetic acid Chemical compound C1=CC(OC)=CC=C1C1=CC(COC=2C=C(C)C(OCC(O)=O)=CC=2)=NN1C1=CC=CC(C(F)(F)F)=C1 RBWNFKFFYBFDIQ-UHFFFAOYSA-N 0.000 claims 1
- VVISMZITQROBPQ-UHFFFAOYSA-N 2-[4-[[5-(4-methoxyphenyl)-1-[4-(trifluoromethoxy)phenyl]-1,2,4-triazol-3-yl]methoxy]-2-methylphenoxy]acetic acid Chemical compound C1=CC(OC)=CC=C1C1=NC(COC=2C=C(C)C(OCC(O)=O)=CC=2)=NN1C1=CC=C(OC(F)(F)F)C=C1 VVISMZITQROBPQ-UHFFFAOYSA-N 0.000 claims 1
- ZWOLIDUIHJKKRH-UHFFFAOYSA-N 2-[4-[[5-(4-methoxyphenyl)-1-[4-(trifluoromethoxy)phenyl]pyrazol-3-yl]methoxy]-2-methylphenoxy]acetic acid Chemical compound C1=CC(OC)=CC=C1C1=CC(COC=2C=C(C)C(OCC(O)=O)=CC=2)=NN1C1=CC=C(OC(F)(F)F)C=C1 ZWOLIDUIHJKKRH-UHFFFAOYSA-N 0.000 claims 1
- JTNDASNKLVYTLX-UHFFFAOYSA-N 2-[4-[[5-(4-methoxyphenyl)-1-[4-(trifluoromethyl)phenyl]pyrazol-3-yl]methoxy]-2-methylphenoxy]acetic acid Chemical compound C1=CC(OC)=CC=C1C1=CC(COC=2C=C(C)C(OCC(O)=O)=CC=2)=NN1C1=CC=C(C(F)(F)F)C=C1 JTNDASNKLVYTLX-UHFFFAOYSA-N 0.000 claims 1
- PVMQHBPQIBZYFU-UHFFFAOYSA-N 2-[4-[[5-(4-tert-butylphenyl)-1-(4-propan-2-yloxyphenyl)-1,2,4-triazol-3-yl]methoxy]-2-methylphenoxy]acetic acid Chemical compound C1=CC(OC(C)C)=CC=C1N1C(C=2C=CC(=CC=2)C(C)(C)C)=NC(COC=2C=C(C)C(OCC(O)=O)=CC=2)=N1 PVMQHBPQIBZYFU-UHFFFAOYSA-N 0.000 claims 1
- PLBURMPBQJBUHN-UHFFFAOYSA-N 2-[4-[[5-[1-(4-fluorophenyl)-5-methylpyrazol-4-yl]-1-(4-propan-2-yloxyphenyl)-1,2,4-triazol-3-yl]methoxy]-2-methylphenoxy]acetic acid Chemical compound C1=CC(OC(C)C)=CC=C1N1C(C2=C(N(N=C2)C=2C=CC(F)=CC=2)C)=NC(COC=2C=C(C)C(OCC(O)=O)=CC=2)=N1 PLBURMPBQJBUHN-UHFFFAOYSA-N 0.000 claims 1
- FWWOWPGPERBCNJ-UHFFFAOYSA-N 2-hydroxy-4-(2-hydroxyethoxy)-4-oxobutanoic acid Chemical compound OCCOC(=O)CC(O)C(O)=O FWWOWPGPERBCNJ-UHFFFAOYSA-N 0.000 claims 1
- UIAGMCDKSXEBJQ-IBGZPJMESA-N 3-o-(2-methoxyethyl) 5-o-propan-2-yl (4s)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate Chemical compound COCCOC(=O)C1=C(C)NC(C)=C(C(=O)OC(C)C)[C@H]1C1=CC=CC([N+]([O-])=O)=C1 UIAGMCDKSXEBJQ-IBGZPJMESA-N 0.000 claims 1
- CLPFFLWZZBQMAO-UHFFFAOYSA-N 4-(5,6,7,8-tetrahydroimidazo[1,5-a]pyridin-5-yl)benzonitrile Chemical compound C1=CC(C#N)=CC=C1C1N2C=NC=C2CCC1 CLPFFLWZZBQMAO-UHFFFAOYSA-N 0.000 claims 1
- SWLAMJPTOQZTAE-UHFFFAOYSA-N 4-[2-[(5-chloro-2-methoxybenzoyl)amino]ethyl]benzoic acid Chemical class COC1=CC=C(Cl)C=C1C(=O)NCCC1=CC=C(C(O)=O)C=C1 SWLAMJPTOQZTAE-UHFFFAOYSA-N 0.000 claims 1
- 125000004172 4-methoxyphenyl group Chemical group [H]C1=C([H])C(OC([H])([H])[H])=C([H])C([H])=C1* 0.000 claims 1
- NKOHRVBBQISBSB-UHFFFAOYSA-N 5-[(4-hydroxyphenyl)methyl]-1,3-thiazolidine-2,4-dione Chemical compound C1=CC(O)=CC=C1CC1C(=O)NC(=O)S1 NKOHRVBBQISBSB-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
- VNACOBVZDCLAEV-GXKRWWSZSA-N 6-[2-[[2-[(2s)-2-cyanopyrrolidin-1-yl]-2-oxoethyl]amino]ethylamino]pyridine-3-carbonitrile;dihydrochloride Chemical compound Cl.Cl.N1([C@@H](CCC1)C#N)C(=O)CNCCNC1=CC=C(C#N)C=N1 VNACOBVZDCLAEV-GXKRWWSZSA-N 0.000 claims 1
- JBMKAUGHUNFTOL-UHFFFAOYSA-N Aldoclor Chemical class C1=C(Cl)C(S(=O)(=O)N)=CC2=C1NC=NS2(=O)=O JBMKAUGHUNFTOL-UHFFFAOYSA-N 0.000 claims 1
- PQSUYGKTWSAVDQ-ZVIOFETBSA-N Aldosterone Chemical compound C([C@@]1([C@@H](C(=O)CO)CC[C@H]1[C@@H]1CC2)C=O)[C@H](O)[C@@H]1[C@]1(C)C2=CC(=O)CC1 PQSUYGKTWSAVDQ-ZVIOFETBSA-N 0.000 claims 1
- PQSUYGKTWSAVDQ-UHFFFAOYSA-N Aldosterone Natural products C1CC2C3CCC(C(=O)CO)C3(C=O)CC(O)C2C2(C)C1=CC(=O)CC2 PQSUYGKTWSAVDQ-UHFFFAOYSA-N 0.000 claims 1
- UXOWGYHJODZGMF-QORCZRPOSA-N Aliskiren Chemical compound COCCCOC1=CC(C[C@@H](C[C@H](N)[C@@H](O)C[C@@H](C(C)C)C(=O)NCC(C)(C)C(N)=O)C(C)C)=CC=C1OC UXOWGYHJODZGMF-QORCZRPOSA-N 0.000 claims 1
- 229940077274 Alpha glucosidase inhibitor Drugs 0.000 claims 1
- 229940123413 Angiotensin II antagonist Drugs 0.000 claims 1
- 208000000103 Anorexia Nervosa Diseases 0.000 claims 1
- 102000005666 Apolipoprotein A-I Human genes 0.000 claims 1
- 108010059886 Apolipoprotein A-I Proteins 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
- XPCFTKFZXHTYIP-PMACEKPBSA-N Benazepril Chemical compound C([C@@H](C(=O)OCC)N[C@@H]1C(N(CC(O)=O)C2=CC=CC=C2CC1)=O)CC1=CC=CC=C1 XPCFTKFZXHTYIP-PMACEKPBSA-N 0.000 claims 1
- 229940123208 Biguanide Drugs 0.000 claims 1
- 208000032841 Bulimia Diseases 0.000 claims 1
- 206010006550 Bulimia nervosa Diseases 0.000 claims 1
- 239000002083 C09CA01 - Losartan Substances 0.000 claims 1
- 239000002947 C09CA04 - Irbesartan Substances 0.000 claims 1
- 239000002053 C09CA06 - Candesartan Substances 0.000 claims 1
- 239000005537 C09CA07 - Telmisartan Substances 0.000 claims 1
- 206010006895 Cachexia Diseases 0.000 claims 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims 1
- 229940122820 Cannabinoid receptor antagonist Drugs 0.000 claims 1
- JZUFKLXOESDKRF-UHFFFAOYSA-N Chlorothiazide Chemical compound C1=C(Cl)C(S(=O)(=O)N)=CC2=C1NCNS2(=O)=O JZUFKLXOESDKRF-UHFFFAOYSA-N 0.000 claims 1
- 229920001268 Cholestyramine Polymers 0.000 claims 1
- 229940123780 DNA topoisomerase I inhibitor Drugs 0.000 claims 1
- 229940124087 DNA topoisomerase II inhibitor Drugs 0.000 claims 1
- 229940124213 Dipeptidyl peptidase 4 (DPP IV) inhibitor Drugs 0.000 claims 1
- JRWZLRBJNMZMFE-UHFFFAOYSA-N Dobutamine Chemical compound C=1C=C(O)C(O)=CC=1CCNC(C)CCC1=CC=C(O)C=C1 JRWZLRBJNMZMFE-UHFFFAOYSA-N 0.000 claims 1
- 108010061435 Enalapril Proteins 0.000 claims 1
- 108010011459 Exenatide Proteins 0.000 claims 1
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 claims 1
- 108010046163 Glycogen Phosphorylase Proteins 0.000 claims 1
- 102000007390 Glycogen Phosphorylase Human genes 0.000 claims 1
- 208000003577 HIV wasting syndrome Diseases 0.000 claims 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims 1
- 229940122199 Insulin secretagogue Drugs 0.000 claims 1
- 239000005517 L01XE01 - Imatinib Substances 0.000 claims 1
- 102000016267 Leptin Human genes 0.000 claims 1
- 108010092277 Leptin Proteins 0.000 claims 1
- 108010007859 Lisinopril Proteins 0.000 claims 1
- ZPXSCAKFGYXMGA-UHFFFAOYSA-N Mazindol Chemical compound N12CCN=C2C2=CC=CC=C2C1(O)C1=CC=C(Cl)C=C1 ZPXSCAKFGYXMGA-UHFFFAOYSA-N 0.000 claims 1
- 102000029749 Microtubule Human genes 0.000 claims 1
- 108091022875 Microtubule Proteins 0.000 claims 1
- 102000003979 Mineralocorticoid Receptors Human genes 0.000 claims 1
- 108090000375 Mineralocorticoid Receptors Proteins 0.000 claims 1
- PCZOHLXUXFIOCF-UHFFFAOYSA-N Monacolin X Natural products C12C(OC(=O)C(C)CC)CC(C)C=C2C=CC(C)C1CCC1CC(O)CC(=O)O1 PCZOHLXUXFIOCF-UHFFFAOYSA-N 0.000 claims 1
- ZBBHBTPTTSWHBA-UHFFFAOYSA-N Nicardipine Chemical compound COC(=O)C1=C(C)NC(C)=C(C(=O)OCCN(C)CC=2C=CC=CC=2)C1C1=CC=CC([N+]([O-])=O)=C1 ZBBHBTPTTSWHBA-UHFFFAOYSA-N 0.000 claims 1
- 108090000854 Oxidoreductases Proteins 0.000 claims 1
- 102000004316 Oxidoreductases Human genes 0.000 claims 1
- 108010055723 PDGF receptor tyrosine kinase Proteins 0.000 claims 1
- MFOCDFTXLCYLKU-CMPLNLGQSA-N Phendimetrazine Chemical compound O1CCN(C)[C@@H](C)[C@@H]1C1=CC=CC=C1 MFOCDFTXLCYLKU-CMPLNLGQSA-N 0.000 claims 1
- TUZYXOIXSAXUGO-UHFFFAOYSA-N Pravastatin Natural products C1=CC(C)C(CCC(O)CC(O)CC(O)=O)C2C(OC(=O)C(C)CC)CC(O)C=C21 TUZYXOIXSAXUGO-UHFFFAOYSA-N 0.000 claims 1
- 229940127361 Receptor Tyrosine Kinase Inhibitors Drugs 0.000 claims 1
- RYMZZMVNJRMUDD-UHFFFAOYSA-N SJ000286063 Natural products C12C(OC(=O)C(C)(C)CC)CC(C)C=C2C=CC(C)C1CCC1CC(O)CC(=O)O1 RYMZZMVNJRMUDD-UHFFFAOYSA-N 0.000 claims 1
- AJLFOPYRIVGYMJ-UHFFFAOYSA-N SJ000287055 Natural products C12C(OC(=O)C(C)CC)CCC=C2C=CC(C)C1CCC1CC(O)CC(=O)O1 AJLFOPYRIVGYMJ-UHFFFAOYSA-N 0.000 claims 1
- 229940083324 Selective androgen receptor modulator Drugs 0.000 claims 1
- 229940122388 Thrombin inhibitor Drugs 0.000 claims 1
- KJADKKWYZYXHBB-XBWDGYHZSA-N Topiramic acid Chemical compound C1O[C@@]2(COS(N)(=O)=O)OC(C)(C)O[C@H]2[C@@H]2OC(C)(C)O[C@@H]21 KJADKKWYZYXHBB-XBWDGYHZSA-N 0.000 claims 1
- 239000000365 Topoisomerase I Inhibitor Substances 0.000 claims 1
- 239000000317 Topoisomerase II Inhibitor Substances 0.000 claims 1
- NGBFQHCMQULJNZ-UHFFFAOYSA-N Torsemide Chemical compound CC(C)NC(=O)NS(=O)(=O)C1=CN=CC=C1NC1=CC=CC(C)=C1 NGBFQHCMQULJNZ-UHFFFAOYSA-N 0.000 claims 1
- VXFJYXUZANRPDJ-WTNASJBWSA-N Trandopril Chemical compound C([C@@H](C(=O)OCC)N[C@@H](C)C(=O)N1[C@@H](C[C@H]2CCCC[C@@H]21)C(O)=O)CC1=CC=CC=C1 VXFJYXUZANRPDJ-WTNASJBWSA-N 0.000 claims 1
- 230000005856 abnormality Effects 0.000 claims 1
- 229960002632 acarbose Drugs 0.000 claims 1
- 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 1
- 229960002122 acebutolol Drugs 0.000 claims 1
- GOEMGAFJFRBGGG-UHFFFAOYSA-N acebutolol Chemical compound CCCC(=O)NC1=CC=C(OCC(O)CNC(C)C)C(C(C)=O)=C1 GOEMGAFJFRBGGG-UHFFFAOYSA-N 0.000 claims 1
- 239000012190 activator Substances 0.000 claims 1
- 239000004480 active ingredient Substances 0.000 claims 1
- 239000000556 agonist Substances 0.000 claims 1
- 229960002478 aldosterone Drugs 0.000 claims 1
- 229960004601 aliskiren Drugs 0.000 claims 1
- 229940100198 alkylating agent Drugs 0.000 claims 1
- 239000002168 alkylating agent Substances 0.000 claims 1
- 239000003888 alpha glucosidase inhibitor Substances 0.000 claims 1
- XSDQTOBWRPYKKA-UHFFFAOYSA-N amiloride Chemical compound NC(=N)NC(=O)C1=NC(Cl)=C(N)N=C1N XSDQTOBWRPYKKA-UHFFFAOYSA-N 0.000 claims 1
- 229960002576 amiloride Drugs 0.000 claims 1
- 229960000528 amlodipine Drugs 0.000 claims 1
- HTIQEAQVCYTUBX-UHFFFAOYSA-N amlodipine Chemical compound CCOC(=O)C1=C(COCCN)NC(C)=C(C(=O)OC)C1C1=CC=CC=C1Cl HTIQEAQVCYTUBX-UHFFFAOYSA-N 0.000 claims 1
- 229940025084 amphetamine Drugs 0.000 claims 1
- 239000002333 angiotensin II receptor antagonist Substances 0.000 claims 1
- 208000022531 anorexia Diseases 0.000 claims 1
- 230000003178 anti-diabetic effect Effects 0.000 claims 1
- 229940046836 anti-estrogen Drugs 0.000 claims 1
- 230000001833 anti-estrogenic effect Effects 0.000 claims 1
- 230000003579 anti-obesity Effects 0.000 claims 1
- 239000002220 antihypertensive agent Substances 0.000 claims 1
- 229940127088 antihypertensive drug Drugs 0.000 claims 1
- 239000003524 antilipemic agent Substances 0.000 claims 1
- 239000002246 antineoplastic agent Substances 0.000 claims 1
- 239000002814 antineoplastic antimetabolite Substances 0.000 claims 1
- 229940045985 antineoplastic platinum compound Drugs 0.000 claims 1
- 229940127218 antiplatelet drug Drugs 0.000 claims 1
- 230000036528 appetite Effects 0.000 claims 1
- 235000019789 appetite Nutrition 0.000 claims 1
- 239000003886 aromatase inhibitor Substances 0.000 claims 1
- 229940046844 aromatase inhibitors Drugs 0.000 claims 1
- 229960002274 atenolol Drugs 0.000 claims 1
- 230000036523 atherogenesis Effects 0.000 claims 1
- 229960005370 atorvastatin Drugs 0.000 claims 1
- 229960004530 benazepril Drugs 0.000 claims 1
- YXKTVDFXDRQTKV-HNNXBMFYSA-N benzphetamine Chemical compound C([C@H](C)N(C)CC=1C=CC=CC=1)C1=CC=CC=C1 YXKTVDFXDRQTKV-HNNXBMFYSA-N 0.000 claims 1
- 229960002837 benzphetamine Drugs 0.000 claims 1
- UIEATEWHFDRYRU-UHFFFAOYSA-N bepridil Chemical compound C1CCCN1C(COCC(C)C)CN(C=1C=CC=CC=1)CC1=CC=CC=C1 UIEATEWHFDRYRU-UHFFFAOYSA-N 0.000 claims 1
- 229960003665 bepridil Drugs 0.000 claims 1
- 102000012740 beta Adrenergic Receptors Human genes 0.000 claims 1
- 108010079452 beta Adrenergic Receptors Proteins 0.000 claims 1
- 229960004324 betaxolol Drugs 0.000 claims 1
- CHDPSNLJFOQTRK-UHFFFAOYSA-N betaxolol hydrochloride Chemical compound [Cl-].C1=CC(OCC(O)C[NH2+]C(C)C)=CC=C1CCOCC1CC1 CHDPSNLJFOQTRK-UHFFFAOYSA-N 0.000 claims 1
- 125000002619 bicyclic group Chemical group 0.000 claims 1
- 150000004283 biguanides Chemical class 0.000 claims 1
- 229960002781 bisoprolol Drugs 0.000 claims 1
- VHYCDWMUTMEGQY-UHFFFAOYSA-N bisoprolol Chemical compound CC(C)NCC(O)COC1=CC=C(COCCOC(C)C)C=C1 VHYCDWMUTMEGQY-UHFFFAOYSA-N 0.000 claims 1
- OZVBMTJYIDMWIL-AYFBDAFISA-N bromocriptine Chemical compound C1=CC(C=2[C@H](N(C)C[C@@H](C=2)C(=O)N[C@]2(C(=O)N3[C@H](C(N4CCC[C@H]4[C@]3(O)O2)=O)CC(C)C)C(C)C)C2)=C3C2=C(Br)NC3=C1 OZVBMTJYIDMWIL-AYFBDAFISA-N 0.000 claims 1
- 229960002802 bromocriptine Drugs 0.000 claims 1
- 229960001058 bupropion Drugs 0.000 claims 1
- SNPPWIUOZRMYNY-UHFFFAOYSA-N bupropion Chemical compound CC(C)(C)NC(C)C(=O)C1=CC=CC(Cl)=C1 SNPPWIUOZRMYNY-UHFFFAOYSA-N 0.000 claims 1
- 239000011575 calcium Substances 0.000 claims 1
- 229910052791 calcium Inorganic materials 0.000 claims 1
- 229960000932 candesartan Drugs 0.000 claims 1
- SGZAIDDFHDDFJU-UHFFFAOYSA-N candesartan Chemical compound CCOC1=NC2=CC=CC(C(O)=O)=C2N1CC(C=C1)=CC=C1C1=CC=CC=C1C1=NN=N[N]1 SGZAIDDFHDDFJU-UHFFFAOYSA-N 0.000 claims 1
- 239000003536 cannabinoid receptor antagonist Substances 0.000 claims 1
- 229960000830 captopril Drugs 0.000 claims 1
- FAKRSMQSSFJEIM-RQJHMYQMSA-N captopril Chemical compound SC[C@@H](C)C(=O)N1CCC[C@H]1C(O)=O FAKRSMQSSFJEIM-RQJHMYQMSA-N 0.000 claims 1
- 239000000496 cardiotonic agent Substances 0.000 claims 1
- 230000003177 cardiotonic effect Effects 0.000 claims 1
- 229960005110 cerivastatin Drugs 0.000 claims 1
- SEERZIQQUAZTOL-ANMDKAQQSA-N cerivastatin Chemical compound COCC1=C(C(C)C)N=C(C(C)C)C(\C=C\[C@@H](O)C[C@@H](O)CC(O)=O)=C1C1=CC=C(F)C=C1 SEERZIQQUAZTOL-ANMDKAQQSA-N 0.000 claims 1
- GPUADMRJQVPIAS-QCVDVZFFSA-M cerivastatin sodium Chemical compound [Na+].COCC1=C(C(C)C)N=C(C(C)C)C(\C=C\[C@@H](O)C[C@@H](O)CC([O-])=O)=C1C1=CC=C(F)C=C1 GPUADMRJQVPIAS-QCVDVZFFSA-M 0.000 claims 1
- JUFFVKRROAPVBI-PVOYSMBESA-N chembl1210015 Chemical compound C([C@@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CC=1C2=CC=CC=C2NC=1)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC(=O)N[C@H]1[C@@H]([C@@H](O)[C@H](O[C@H]2[C@@H]([C@@H](O)[C@@H](O)[C@@H](CO[C@]3(O[C@@H](C[C@H](O)[C@H](O)CO)[C@H](NC(C)=O)[C@@H](O)C3)C(O)=O)O2)O)[C@@H](CO)O1)NC(C)=O)C(=O)NCC(=O)NCC(=O)N1[C@@H](CCC1)C(=O)N[C@@H](CO)C(=O)N[C@@H](CO)C(=O)NCC(=O)N[C@@H](C)C(=O)N1[C@@H](CCC1)C(=O)N1[C@@H](CCC1)C(=O)N1[C@@H](CCC1)C(=O)N[C@@H](CO)C(N)=O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCCNC(N)=N)NC(=O)[C@@H](NC(=O)[C@H](C)NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](CCSC)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CO)NC(=O)[C@H](CC(C)C)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)CNC(=O)[C@@H](N)CC=1NC=NC=1)[C@@H](C)O)[C@@H](C)O)C(C)C)C1=CC=CC=C1 JUFFVKRROAPVBI-PVOYSMBESA-N 0.000 claims 1
- 230000001906 cholesterol absorption Effects 0.000 claims 1
- DCSUBABJRXZOMT-IRLDBZIGSA-N cisapride Chemical compound C([C@@H]([C@@H](CC1)NC(=O)C=2C(=CC(N)=C(Cl)C=2)OC)OC)N1CCCOC1=CC=C(F)C=C1 DCSUBABJRXZOMT-IRLDBZIGSA-N 0.000 claims 1
- 229960005132 cisapride Drugs 0.000 claims 1
- DCSUBABJRXZOMT-UHFFFAOYSA-N cisapride Natural products C1CC(NC(=O)C=2C(=CC(N)=C(Cl)C=2)OC)C(OC)CN1CCCOC1=CC=C(F)C=C1 DCSUBABJRXZOMT-UHFFFAOYSA-N 0.000 claims 1
- GKTWGGQPFAXNFI-HNNXBMFYSA-N clopidogrel Chemical compound C1([C@H](N2CC=3C=CSC=3CC2)C(=O)OC)=CC=CC=C1Cl GKTWGGQPFAXNFI-HNNXBMFYSA-N 0.000 claims 1
- 229960003958 clopidogrel bisulfate Drugs 0.000 claims 1
- 125000004122 cyclic group Chemical group 0.000 claims 1
- 229940127089 cytotoxic agent Drugs 0.000 claims 1
- 206010061428 decreased appetite Diseases 0.000 claims 1
- 230000001419 dependent effect Effects 0.000 claims 1
- HSUGRBWQSSZJOP-RTWAWAEBSA-N diltiazem Chemical compound C1=CC(OC)=CC=C1[C@H]1[C@@H](OC(C)=O)C(=O)N(CCN(C)C)C2=CC=CC=C2S1 HSUGRBWQSSZJOP-RTWAWAEBSA-N 0.000 claims 1
- 229960004166 diltiazem Drugs 0.000 claims 1
- 239000003603 dipeptidyl peptidase IV inhibitor Substances 0.000 claims 1
- 239000002934 diuretic Substances 0.000 claims 1
- 229940030606 diuretics Drugs 0.000 claims 1
- DLNKOYKMWOXYQA-UHFFFAOYSA-N dl-pseudophenylpropanolamine Natural products CC(N)C(O)C1=CC=CC=C1 DLNKOYKMWOXYQA-UHFFFAOYSA-N 0.000 claims 1
- 229960001089 dobutamine Drugs 0.000 claims 1
- 229940079593 drug Drugs 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 229950009714 ecopipam Drugs 0.000 claims 1
- 229960000873 enalapril Drugs 0.000 claims 1
- GBXSMTUPTTWBMN-XIRDDKMYSA-N enalapril Chemical compound C([C@@H](C(=O)OCC)N[C@@H](C)C(=O)N1[C@@H](CCC1)C(O)=O)CC1=CC=CC=C1 GBXSMTUPTTWBMN-XIRDDKMYSA-N 0.000 claims 1
- 229960002179 ephedrine Drugs 0.000 claims 1
- 229960001208 eplerenone Drugs 0.000 claims 1
- JUKPWJGBANNWMW-VWBFHTRKSA-N eplerenone Chemical compound C([C@@H]1[C@]2(C)C[C@H]3O[C@]33[C@@]4(C)CCC(=O)C=C4C[C@H]([C@@H]13)C(=O)OC)C[C@@]21CCC(=O)O1 JUKPWJGBANNWMW-VWBFHTRKSA-N 0.000 claims 1
- 229940011871 estrogen Drugs 0.000 claims 1
- 239000000262 estrogen Substances 0.000 claims 1
- 239000000328 estrogen antagonist Substances 0.000 claims 1
- AVOLMBLBETYQHX-UHFFFAOYSA-N etacrynic acid Chemical compound CCC(=C)C(=O)C1=CC=C(OCC(O)=O)C(Cl)=C1Cl AVOLMBLBETYQHX-UHFFFAOYSA-N 0.000 claims 1
- 229960003199 etacrynic acid Drugs 0.000 claims 1
- 229960001519 exenatide Drugs 0.000 claims 1
- OLNTVTPDXPETLC-XPWALMASSA-N ezetimibe Chemical compound N1([C@@H]([C@H](C1=O)CC[C@H](O)C=1C=CC(F)=CC=1)C=1C=CC(O)=CC=1)C1=CC=C(F)C=C1 OLNTVTPDXPETLC-XPWALMASSA-N 0.000 claims 1
- 229950011548 fadrozole Drugs 0.000 claims 1
- 229960003580 felodipine Drugs 0.000 claims 1
- 229940087476 femara Drugs 0.000 claims 1
- 229960001582 fenfluramine Drugs 0.000 claims 1
- 229940125753 fibrate Drugs 0.000 claims 1
- 229960002464 fluoxetine Drugs 0.000 claims 1
- 229960002490 fosinopril Drugs 0.000 claims 1
- 229960003883 furosemide Drugs 0.000 claims 1
- ZZUFCTLCJUWOSV-UHFFFAOYSA-N furosemide Chemical compound C1=C(Cl)C(S(=O)(=O)N)=CC(C(O)=O)=C1NCC1=CC=CO1 ZZUFCTLCJUWOSV-UHFFFAOYSA-N 0.000 claims 1
- 229960004580 glibenclamide Drugs 0.000 claims 1
- 229960001381 glipizide Drugs 0.000 claims 1
- ZJJXGWJIGJFDTL-UHFFFAOYSA-N glipizide Chemical compound C1=NC(C)=CN=C1C(=O)NCCC1=CC=C(S(=O)(=O)NC(=O)NC2CCCCC2)C=C1 ZJJXGWJIGJFDTL-UHFFFAOYSA-N 0.000 claims 1
- 239000008103 glucose Substances 0.000 claims 1
- 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
- 230000002641 glycemic effect Effects 0.000 claims 1
- 229910052736 halogen Inorganic materials 0.000 claims 1
- 150000002367 halogens Chemical class 0.000 claims 1
- 150000004677 hydrates Chemical class 0.000 claims 1
- 229960002003 hydrochlorothiazide Drugs 0.000 claims 1
- KTUFNOKKBVMGRW-UHFFFAOYSA-N imatinib Chemical compound C1CN(C)CCN1CC1=CC=C(C(=O)NC=2C=C(NC=3N=C(C=CN=3)C=3C=NC=CC=3)C(C)=CC=2)C=C1 KTUFNOKKBVMGRW-UHFFFAOYSA-N 0.000 claims 1
- 229960002411 imatinib Drugs 0.000 claims 1
- 229960002198 irbesartan Drugs 0.000 claims 1
- YCPOHTHPUREGFM-UHFFFAOYSA-N irbesartan Chemical compound O=C1N(CC=2C=CC(=CC=2)C=2C(=CC=CC=2)C=2[N]N=NN=2)C(CCCC)=NC21CCCC2 YCPOHTHPUREGFM-UHFFFAOYSA-N 0.000 claims 1
- NRYBAZVQPHGZNS-ZSOCWYAHSA-N leptin Chemical compound O=C([C@H](CO)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC(O)=O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CC=1C2=CC=CC=C2NC=1)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](NC(=O)[C@H](CC(O)=O)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CO)NC(=O)CNC(=O)[C@H](CCC(N)=O)NC(=O)[C@@H](N)CC(C)C)CCSC)N1CCC[C@H]1C(=O)NCC(=O)N[C@@H](CS)C(O)=O NRYBAZVQPHGZNS-ZSOCWYAHSA-N 0.000 claims 1
- 229940039781 leptin Drugs 0.000 claims 1
- HPJKCIUCZWXJDR-UHFFFAOYSA-N letrozole Chemical compound C1=CC(C#N)=CC=C1C(N1N=CN=C1)C1=CC=C(C#N)C=C1 HPJKCIUCZWXJDR-UHFFFAOYSA-N 0.000 claims 1
- 229960002394 lisinopril Drugs 0.000 claims 1
- CZRQXSDBMCMPNJ-ZUIPZQNBSA-N lisinopril dihydrate Chemical compound O.O.C([C@H](N[C@@H](CCCCN)C(=O)N1[C@@H](CCC1)C(O)=O)C(O)=O)CC1=CC=CC=C1 CZRQXSDBMCMPNJ-ZUIPZQNBSA-N 0.000 claims 1
- 230000007774 longterm Effects 0.000 claims 1
- 239000002171 loop diuretic Substances 0.000 claims 1
- 229960004773 losartan Drugs 0.000 claims 1
- KJJZZJSZUJXYEA-UHFFFAOYSA-N losartan Chemical compound CCCCC1=NC(Cl)=C(CO)N1CC1=CC=C(C=2C(=CC=CC=2)C=2[N]N=NN=2)C=C1 KJJZZJSZUJXYEA-UHFFFAOYSA-N 0.000 claims 1
- 229960004844 lovastatin Drugs 0.000 claims 1
- PCZOHLXUXFIOCF-BXMDZJJMSA-N lovastatin Chemical compound C([C@H]1[C@@H](C)C=CC2=C[C@H](C)C[C@@H]([C@H]12)OC(=O)[C@@H](C)CC)C[C@@H]1C[C@@H](O)CC(=O)O1 PCZOHLXUXFIOCF-BXMDZJJMSA-N 0.000 claims 1
- QLJODMDSTUBWDW-UHFFFAOYSA-N lovastatin hydroxy acid Natural products C1=CC(C)C(CCC(O)CC(O)CC(O)=O)C2C(OC(=O)C(C)CC)CC(C)C=C21 QLJODMDSTUBWDW-UHFFFAOYSA-N 0.000 claims 1
- 238000012423 maintenance Methods 0.000 claims 1
- 229960000299 mazindol Drugs 0.000 claims 1
- 229950004994 meglitinide Drugs 0.000 claims 1
- 239000012528 membrane Substances 0.000 claims 1
- XZWYZXLIPXDOLR-UHFFFAOYSA-N metformin Chemical compound CN(C)C(=N)NC(N)=N XZWYZXLIPXDOLR-UHFFFAOYSA-N 0.000 claims 1
- 229960003105 metformin Drugs 0.000 claims 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 1
- VKQFCGNPDRICFG-UHFFFAOYSA-N methyl 2-methylpropyl 2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate Chemical compound COC(=O)C1=C(C)NC(C)=C(C(=O)OCC(C)C)C1C1=CC=CC=C1[N+]([O-])=O VKQFCGNPDRICFG-UHFFFAOYSA-N 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 229960002237 metoprolol Drugs 0.000 claims 1
- IUBSYMUCCVWXPE-UHFFFAOYSA-N metoprolol Chemical compound COCCC1=CC=C(OCC(O)CNC(C)C)C=C1 IUBSYMUCCVWXPE-UHFFFAOYSA-N 0.000 claims 1
- 229950009116 mevastatin Drugs 0.000 claims 1
- AJLFOPYRIVGYMJ-INTXDZFKSA-N mevastatin Chemical compound C([C@H]1[C@@H](C)C=CC2=CCC[C@@H]([C@H]12)OC(=O)[C@@H](C)CC)C[C@@H]1C[C@@H](O)CC(=O)O1 AJLFOPYRIVGYMJ-INTXDZFKSA-N 0.000 claims 1
- BOZILQFLQYBIIY-UHFFFAOYSA-N mevastatin hydroxy acid Natural products C1=CC(C)C(CCC(O)CC(O)CC(O)=O)C2C(OC(=O)C(C)CC)CCC=C21 BOZILQFLQYBIIY-UHFFFAOYSA-N 0.000 claims 1
- 210000004688 microtubule Anatomy 0.000 claims 1
- PZRHRDRVRGEVNW-UHFFFAOYSA-N milrinone Chemical compound N1C(=O)C(C#N)=CC(C=2C=CN=CC=2)=C1C PZRHRDRVRGEVNW-UHFFFAOYSA-N 0.000 claims 1
- 229960003574 milrinone Drugs 0.000 claims 1
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 claims 1
- 230000004220 muscle function Effects 0.000 claims 1
- 229960004255 nadolol Drugs 0.000 claims 1
- VWPOSFSPZNDTMJ-UCWKZMIHSA-N nadolol Chemical compound C1[C@@H](O)[C@@H](O)CC2=C1C=CC=C2OCC(O)CNC(C)(C)C VWPOSFSPZNDTMJ-UCWKZMIHSA-N 0.000 claims 1
- 229960000698 nateglinide Drugs 0.000 claims 1
- OELFLUMRDSZNSF-BRWVUGGUSA-N nateglinide Chemical compound C1C[C@@H](C(C)C)CC[C@@H]1C(=O)N[C@@H](C(O)=O)CC1=CC=CC=C1 OELFLUMRDSZNSF-BRWVUGGUSA-N 0.000 claims 1
- 229960001783 nicardipine Drugs 0.000 claims 1
- 229960003512 nicotinic acid Drugs 0.000 claims 1
- 235000001968 nicotinic acid Nutrition 0.000 claims 1
- 239000011664 nicotinic acid Substances 0.000 claims 1
- 229960001597 nifedipine Drugs 0.000 claims 1
- 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 1
- HHZIURLSWUIHRB-UHFFFAOYSA-N nilotinib Chemical compound C1=NC(C)=CN1C1=CC(NC(=O)C=2C=C(NC=3N=C(C=CN=3)C=3C=NC=CC=3)C(C)=CC=2)=CC(C(F)(F)F)=C1 HHZIURLSWUIHRB-UHFFFAOYSA-N 0.000 claims 1
- 229960000715 nimodipine Drugs 0.000 claims 1
- 229960000227 nisoldipine Drugs 0.000 claims 1
- AHLBNYSZXLDEJQ-FWEHEUNISA-N orlistat Chemical compound CCCCCCCCCCC[C@H](OC(=O)[C@H](CC(C)C)NC=O)C[C@@H]1OC(=O)[C@H]1CCCCCC AHLBNYSZXLDEJQ-FWEHEUNISA-N 0.000 claims 1
- 229960001243 orlistat Drugs 0.000 claims 1
- 229960000436 phendimetrazine Drugs 0.000 claims 1
- DLNKOYKMWOXYQA-APPZFPTMSA-N phenylpropanolamine Chemical compound C[C@@H](N)[C@H](O)C1=CC=CC=C1 DLNKOYKMWOXYQA-APPZFPTMSA-N 0.000 claims 1
- 229960000395 phenylpropanolamine Drugs 0.000 claims 1
- 229960005095 pioglitazone Drugs 0.000 claims 1
- 229960002797 pitavastatin Drugs 0.000 claims 1
- VGYFMXBACGZSIL-MCBHFWOFSA-N pitavastatin Chemical compound OC(=O)C[C@H](O)C[C@H](O)\C=C\C1=C(C2CC2)N=C2C=CC=CC2=C1C1=CC=C(F)C=C1 VGYFMXBACGZSIL-MCBHFWOFSA-N 0.000 claims 1
- 239000000106 platelet aggregation inhibitor Substances 0.000 claims 1
- 150000003058 platinum compounds Chemical class 0.000 claims 1
- 229960002965 pravastatin Drugs 0.000 claims 1
- TUZYXOIXSAXUGO-PZAWKZKUSA-N pravastatin Chemical compound C1=C[C@H](C)[C@H](CC[C@@H](O)C[C@@H](O)CC(O)=O)[C@H]2[C@@H](OC(=O)[C@@H](C)CC)C[C@H](O)C=C21 TUZYXOIXSAXUGO-PZAWKZKUSA-N 0.000 claims 1
- 229940002612 prodrug Drugs 0.000 claims 1
- 239000000651 prodrug Substances 0.000 claims 1
- 229960003387 progesterone Drugs 0.000 claims 1
- 239000000186 progesterone Substances 0.000 claims 1
- NPUSXSOBPNHOPH-UHFFFAOYSA-N propan-2-yl 4-(2-chlorophenyl)-1-ethyl-2-methyl-5-oxo-4,7-dihydrofuro[3,4-b]pyridine-3-carboxylate Chemical compound CC(C)OC(=O)C1=C(C)N(CC)C(COC2=O)=C2C1C1=CC=CC=C1Cl NPUSXSOBPNHOPH-UHFFFAOYSA-N 0.000 claims 1
- 238000011321 prophylaxis Methods 0.000 claims 1
- 229960003712 propranolol Drugs 0.000 claims 1
- 230000004952 protein activity Effects 0.000 claims 1
- KWGRBVOPPLSCSI-WCBMZHEXSA-N pseudoephedrine Chemical compound CN[C@@H](C)[C@@H](O)C1=CC=CC=C1 KWGRBVOPPLSCSI-WCBMZHEXSA-N 0.000 claims 1
- 229960003908 pseudoephedrine Drugs 0.000 claims 1
- 229960001455 quinapril Drugs 0.000 claims 1
- JSDRRTOADPPCHY-HSQYWUDLSA-N quinapril Chemical compound 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 JSDRRTOADPPCHY-HSQYWUDLSA-N 0.000 claims 1
- 229960003401 ramipril Drugs 0.000 claims 1
- HDACQVRGBOVJII-JBDAPHQKSA-N ramipril Chemical compound C([C@@H](C(=O)OCC)N[C@@H](C)C(=O)N1[C@@H](C[C@@H]2CCC[C@@H]21)C(O)=O)CC1=CC=CC=C1 HDACQVRGBOVJII-JBDAPHQKSA-N 0.000 claims 1
- 239000002464 receptor antagonist Substances 0.000 claims 1
- 229940044551 receptor antagonist Drugs 0.000 claims 1
- 230000001105 regulatory effect Effects 0.000 claims 1
- 239000002461 renin inhibitor Substances 0.000 claims 1
- 229940086526 renin-inhibitors Drugs 0.000 claims 1
- 229960002354 repaglinide Drugs 0.000 claims 1
- 229960004586 rosiglitazone Drugs 0.000 claims 1
- 229960000672 rosuvastatin Drugs 0.000 claims 1
- BPRHUIZQVSMCRT-VEUZHWNKSA-N rosuvastatin Chemical compound CC(C)C1=NC(N(C)S(C)(=O)=O)=NC(C=2C=CC(F)=CC=2)=C1\C=C\[C@@H](O)C[C@@H](O)CC(O)=O BPRHUIZQVSMCRT-VEUZHWNKSA-N 0.000 claims 1
- 229960004937 saxagliptin Drugs 0.000 claims 1
- 108010033693 saxagliptin Proteins 0.000 claims 1
- QGJUIPDUBHWZPV-SGTAVMJGSA-N saxagliptin Chemical compound C1C(C2)CC(C3)CC2(O)CC13[C@H](N)C(=O)N1[C@H](C#N)C[C@@H]2C[C@@H]21 QGJUIPDUBHWZPV-SGTAVMJGSA-N 0.000 claims 1
- 239000000849 selective androgen receptor modulator Substances 0.000 claims 1
- 229940095743 selective estrogen receptor modulator Drugs 0.000 claims 1
- 239000000333 selective estrogen receptor modulator Substances 0.000 claims 1
- UNAANXDKBXWMLN-UHFFFAOYSA-N sibutramine Chemical compound C=1C=C(Cl)C=CC=1C1(C(N(C)C)CC(C)C)CCC1 UNAANXDKBXWMLN-UHFFFAOYSA-N 0.000 claims 1
- 229960004425 sibutramine Drugs 0.000 claims 1
- 229960002855 simvastatin Drugs 0.000 claims 1
- RYMZZMVNJRMUDD-HGQWONQESA-N simvastatin Chemical compound C([C@H]1[C@@H](C)C=CC2=C[C@H](C)C[C@@H]([C@H]12)OC(=O)C(C)(C)CC)C[C@@H]1C[C@@H](O)CC(=O)O1 RYMZZMVNJRMUDD-HGQWONQESA-N 0.000 claims 1
- MFFMDFFZMYYVKS-SECBINFHSA-N sitagliptin Chemical compound C([C@H](CC(=O)N1CC=2N(C(=NN=2)C(F)(F)F)CC1)N)C1=CC(F)=C(F)C=C1F MFFMDFFZMYYVKS-SECBINFHSA-N 0.000 claims 1
- 229960004034 sitagliptin Drugs 0.000 claims 1
- 239000011734 sodium Substances 0.000 claims 1
- 229910052708 sodium Inorganic materials 0.000 claims 1
- 239000012453 solvate Substances 0.000 claims 1
- 229960002370 sotalol Drugs 0.000 claims 1
- ZBMZVLHSJCTVON-UHFFFAOYSA-N sotalol Chemical compound CC(C)NCC(O)C1=CC=C(NS(C)(=O)=O)C=C1 ZBMZVLHSJCTVON-UHFFFAOYSA-N 0.000 claims 1
- 239000004059 squalene synthase inhibitor Substances 0.000 claims 1
- 229960005187 telmisartan Drugs 0.000 claims 1
- 229960003604 testosterone Drugs 0.000 claims 1
- 229940083085 thiazide derivative acting on arteriolar smooth muscle Drugs 0.000 claims 1
- LJJKNPQAGWVLDQ-SNVBAGLBSA-N thiorphan Chemical compound OC(=O)CNC(=O)[C@@H](CS)CC1=CC=CC=C1 LJJKNPQAGWVLDQ-SNVBAGLBSA-N 0.000 claims 1
- 239000003868 thrombin inhibitor Substances 0.000 claims 1
- 229960004605 timolol Drugs 0.000 claims 1
- 229960004394 topiramate Drugs 0.000 claims 1
- 229960005461 torasemide Drugs 0.000 claims 1
- 229960002051 trandolapril Drugs 0.000 claims 1
- 229960001722 verapamil Drugs 0.000 claims 1
- 229960001254 vildagliptin Drugs 0.000 claims 1
- SYOKIDBDQMKNDQ-XWTIBIIYSA-N vildagliptin Chemical compound C1C(O)(C2)CC(C3)CC1CC32NCC(=O)N1CCC[C@H]1C#N SYOKIDBDQMKNDQ-XWTIBIIYSA-N 0.000 claims 1
- ZXIBCJHYVWYIKI-PZJWPPBQSA-N ximelagatran Chemical compound C1([C@@H](NCC(=O)OCC)C(=O)N2[C@@H](CC2)C(=O)NCC=2C=CC(=CC=2)C(\N)=N\O)CCCCC1 ZXIBCJHYVWYIKI-PZJWPPBQSA-N 0.000 claims 1
- 229960001522 ximelagatran Drugs 0.000 claims 1
- 229940051223 zetia Drugs 0.000 claims 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US64996205P | 2005-02-03 | 2005-02-03 | |
| PCT/US2006/003924 WO2006084176A2 (en) | 2005-02-03 | 2006-02-03 | Compounds and compositions as ppar modulators |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2008528700A JP2008528700A (ja) | 2008-07-31 |
| JP2008528700A5 true JP2008528700A5 (https=) | 2008-10-09 |
Family
ID=36777985
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2007554257A Pending JP2008528700A (ja) | 2005-02-03 | 2006-02-03 | Ｐｐａｒモジュレーターとしての化合物および組成物 |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US7750032B2 (https=) |
| EP (1) | EP1843763A2 (https=) |
| JP (1) | JP2008528700A (https=) |
| KR (1) | KR100929069B1 (https=) |
| CN (1) | CN101141957A (https=) |
| AU (1) | AU2006210503B2 (https=) |
| CA (1) | CA2595789A1 (https=) |
| MX (1) | MX2007009356A (https=) |
| RU (1) | RU2007132973A (https=) |
| WO (1) | WO2006084176A2 (https=) |
Families Citing this family (30)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2010500300A (ja) | 2006-08-08 | 2010-01-07 | サノフィ−アベンティス | アリールアミノアリール−アルキル−置換イミダゾリジン−２，４−ジオン、それらの製造法、それらの化合物を含有する薬剤、およびそれらの使用 |
| UY30892A1 (es) | 2007-02-07 | 2008-09-02 | Smithkline Beckman Corp | Inhibidores de la actividad akt |
| EP2025674A1 (de) | 2007-08-15 | 2009-02-18 | sanofi-aventis | Substituierte Tetrahydronaphthaline, Verfahren zu ihrer Herstellung und ihre Verwendung als Arzneimittel |
| DE102007054497B3 (de) | 2007-11-13 | 2009-07-23 | Sanofi-Aventis Deutschland Gmbh | Neue kristalline Diphenylazetidinonhydrate und Verfahren zu deren Herstellung |
| WO2010003624A2 (en) | 2008-07-09 | 2010-01-14 | Sanofi-Aventis | Heterocyclic compounds, processes for their preparation, medicaments comprising these compounds, and the use thereof |
| WO2010068601A1 (en) | 2008-12-08 | 2010-06-17 | Sanofi-Aventis | A crystalline heteroaromatic fluoroglycoside hydrate, processes for making, methods of use and pharmaceutical compositions thereof |
| MX2012001729A (es) | 2009-08-26 | 2012-06-13 | Sanofi Sa | Nuevos hidratos cristalinos de fluoroglicosido heteroaromatico, productos farmaceuticos que comprenden estos compuestos, y su empleo. |
| WO2011107494A1 (de) | 2010-03-03 | 2011-09-09 | Sanofi | Neue aromatische glykosidderivate, diese verbindungen enthaltende arzneimittel und deren verwendung |
| WO2011157827A1 (de) | 2010-06-18 | 2011-12-22 | Sanofi | Azolopyridin-3-on-derivate als inhibitoren von lipasen und phospholipasen |
| US8530413B2 (en) | 2010-06-21 | 2013-09-10 | Sanofi | Heterocyclically substituted methoxyphenyl derivatives with an oxo group, processes for preparation thereof and use thereof as medicaments |
| TW201221505A (en) | 2010-07-05 | 2012-06-01 | Sanofi Sa | Aryloxyalkylene-substituted hydroxyphenylhexynoic acids, process for preparation thereof and use thereof as a medicament |
| TW201215387A (en) | 2010-07-05 | 2012-04-16 | Sanofi Aventis | Spirocyclically substituted 1,3-propane dioxide derivatives, processes for preparation thereof and use thereof as a medicament |
| TW201215388A (en) | 2010-07-05 | 2012-04-16 | Sanofi Sa | (2-aryloxyacetylamino)phenylpropionic acid derivatives, processes for preparation thereof and use thereof as medicaments |
| RU2013114390A (ru) | 2010-08-31 | 2014-10-10 | СНУ Ар энд ДиБи ФАУНДЕЙШН | Применение фетального репрограммирования посредством ppar-дельта-агониста |
| US8871758B2 (en) | 2011-03-08 | 2014-10-28 | Sanofi | Tetrasubstituted oxathiazine derivatives, method for producing them, their use as medicine and drug containing said derivatives and the use thereof |
| EP2683699B1 (de) | 2011-03-08 | 2015-06-24 | Sanofi | Di- und trisubstituierte oxathiazinderivate, verfahren zu deren herstellung, ihre verwendung als medikament sowie sie enthaltendes arzneimittel und deren verwendung |
| WO2012120052A1 (de) | 2011-03-08 | 2012-09-13 | Sanofi | Mit carbozyklen oder heterozyklen substituierte oxathiazinderivate, verfahren zu deren herstellung, diese verbindungen enthaltende arzneimittel und deren verwendung |
| EP2683705B1 (de) | 2011-03-08 | 2015-04-22 | Sanofi | Di- und trisubstituierte oxathiazinderivate, verfahren zu deren herstellung, ihre verwendung als medikament sowie sie enthaltendes arzneimittel und deren verwendung |
| US8828995B2 (en) | 2011-03-08 | 2014-09-09 | Sanofi | Branched oxathiazine derivatives, method for the production thereof, use thereof as medicine and drug containing said derivatives and use thereof |
| WO2013037390A1 (en) | 2011-09-12 | 2013-03-21 | Sanofi | 6-(4-hydroxy-phenyl)-3-styryl-1h-pyrazolo[3,4-b]pyridine-4-carboxylic acid amide derivatives as kinase inhibitors |
| EP2760862B1 (en) | 2011-09-27 | 2015-10-21 | Sanofi | 6-(4-hydroxy-phenyl)-3-alkyl-1h-pyrazolo[3,4-b]pyridine-4-carboxylic acid amide derivatives as kinase inhibitors |
| WO2013099806A1 (ja) * | 2011-12-29 | 2013-07-04 | Ｔａｏヘルスライフファーマ株式会社 | アミロスフェロイドが結合して成熟神経細胞死を誘発する標的分子、アミロスフェロイドが誘導する神経細胞死を抑制する方法及び物質、及びそれらの利用 |
| US8652527B1 (en) | 2013-03-13 | 2014-02-18 | Upsher-Smith Laboratories, Inc | Extended-release topiramate capsules |
| US9101545B2 (en) | 2013-03-15 | 2015-08-11 | Upsher-Smith Laboratories, Inc. | Extended-release topiramate capsules |
| KR102498741B1 (ko) | 2016-04-29 | 2023-02-10 | 에프지에이치 바이오테크 인코포레이티드 | 질환 치료용 이-치환된 피라졸 화합물 |
| JP7071981B2 (ja) * | 2016-09-07 | 2022-05-19 | エフジーエイチ バイオテック，インコーポレーテッド | 疾患の治療のための二置換ピラゾール化合物 |
| PL3523283T3 (pl) * | 2016-10-05 | 2021-12-13 | Mitobridge, Inc. | Postacie krystaliczne i postacie soli związków stanowiących agonistów ppar |
| JP2021517141A (ja) * | 2018-03-09 | 2021-07-15 | ザ・ブリガーム・アンド・ウーメンズ・ホスピタル・インコーポレーテッド | 心血管疾患のための組み合わせ治療 |
| KR102919209B1 (ko) | 2018-08-10 | 2026-01-28 | 다이아핀 테라퓨틱스, 엘엘씨 | 트리-펩타이드 그리고 대사, 심장혈관 및 염증성 장애의 치료 |
| CN113527269A (zh) * | 2020-04-17 | 2021-10-22 | 上海京新生物医药有限公司 | 一种匹伐他汀钙氧化杂质的制备方法 |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6613789B2 (en) * | 1994-07-28 | 2003-09-02 | G. D. Searle & Co. | Heterocyclo-substituted imidazoles for the treatment of inflammation |
| US5616601A (en) | 1994-07-28 | 1997-04-01 | Gd Searle & Co | 1,2-aryl and heteroaryl substituted imidazolyl compounds for the treatment of inflammation |
| US6350892B1 (en) * | 1997-09-23 | 2002-02-26 | Bristol-Myers Squibb Company | Trifluoromethyl ketone analogs as selective cPLA2 inhibitors |
| GT200200188A (es) * | 2001-09-24 | 2003-06-25 | Preparacion y uso de derivados de imidazol para el tratamiento de la obesidad | |
| US7479504B2 (en) * | 2002-01-18 | 2009-01-20 | Merck & Co., Inc. | Edg receptor agonists |
| US7507832B2 (en) * | 2003-12-22 | 2009-03-24 | Eli Lilly And Company | Triazole PPAR modulators |
-
2006
- 2006-02-03 AU AU2006210503A patent/AU2006210503B2/en not_active Ceased
- 2006-02-03 CN CNA2006800067679A patent/CN101141957A/zh active Pending
- 2006-02-03 RU RU2007132973/04A patent/RU2007132973A/ru not_active Application Discontinuation
- 2006-02-03 MX MX2007009356A patent/MX2007009356A/es not_active Application Discontinuation
- 2006-02-03 EP EP06734339A patent/EP1843763A2/en not_active Withdrawn
- 2006-02-03 JP JP2007554257A patent/JP2008528700A/ja active Pending
- 2006-02-03 WO PCT/US2006/003924 patent/WO2006084176A2/en not_active Ceased
- 2006-02-03 KR KR1020077019990A patent/KR100929069B1/ko not_active Expired - Fee Related
- 2006-02-03 US US11/815,096 patent/US7750032B2/en not_active Expired - Fee Related
- 2006-02-03 CA CA002595789A patent/CA2595789A1/en not_active Abandoned
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP2008528700A5 (https=) | ||
| RU2008135128A (ru) | Производные спироимидазола в качестве модуляторов ppar | |
| RU2007132973A (ru) | Соединения и композиции в качестве модуляторов ppar | |
| RU2008135126A (ru) | Полициклические производные тетрагидроизохинолина и содержащие их композиции в качестве модуляторов ppar | |
| RU2008135125A (ru) | Соединения и композиции в качестве модуляторов ppar | |
| JP2007537286A5 (https=) | ||
| RU2006145894A (ru) | Соединения и композиции, как модуляторы активированных рецепторов пролифератора пероксисомы | |
| RU2006144124A (ru) | Соединения и композиции в качестве модуляторов ppar-рецепторов, активируемых пролифератором пероксисом | |
| RU2006145893A (ru) | Соединения и композиции, как модуляторы активированных рецепторов пролифератора периксисомы | |
| US9670193B2 (en) | Trifluoromethyl-oxadiazole derivatives and their use in the treatment of disease | |
| KR101616133B1 (ko) | Ｄｇａｔ１ 억제제로서의 옥사디아졸- 및 옥사졸-치환된 벤즈이미다졸- 및 인돌-유도체 | |
| JP5998133B2 (ja) | 二環式アセチル−ｃｏａカルボキシラーゼ阻害剤およびそれらの使用 | |
| US10538502B2 (en) | Tricyclic spiro compound | |
| US20070191371A1 (en) | Heterocyclic modulators of ppar | |
| RU2006144121A (ru) | Соединения и композиции в качестве модуляторов ppar рецепторов, активируемых пролифератором пероксисом | |
| JP2010515715A5 (https=) | ||
| RU2008122547A (ru) | Соединения и композиции как модуляторы арпп (активированных рецепторов пролифератора пероксисом) | |
| JP2015533157A (ja) | ［オルトビ−（ヘテロ−）アリール］−［２−（メタビ−（ヘテロ−）アリール）−ピロリジン−１−イル］−メタノン誘導体であるオレキシン受容体アンタゴニスト | |
| US11479550B2 (en) | EP4 antagonist | |
| RU2008122548A (ru) | Соединения и композиции, как модуляторы арпп (активированных рецепторов пролифератора пероксисом) | |
| JP2007537287A5 (https=) | ||
| RU2008122546A (ru) | Оксазоловый и тиазоловый модулятор арпп (активированных рецепторов пролифератора пероксисом) | |
| CN104995188B (zh) | 2-((1r,4r)-4-(4-(5-(苯并噁唑-2-基氨基)吡啶-2-基)苯基)环己基)乙酸的葡甲胺盐形式和它们作为dgat1抑制剂的用途 | |
| ZA200608731B (en) | Compounds and compositions as PPAR modulators | |
| JP2012505225A5 (https=) |