EPROSARTAN

EPROSARTAN Basic information
Product Name:EPROSARTAN
Synonyms:4-[2-Butyl-5-(2-carboxy-3-thiophen-2-yl-propenyl)-imidazol-1-ylmethyl]-benzoic acid;EPROSARTAN;Eprosartan Mysylate;(E)-3-[2-Butyl-1-[(4-carboxyphenyl)-methyl]imidazol-5-l]-2-(2-thienylmethyl)-2-propenoic Acid;((E)-3-[2-Butyl-1-[(4-carboxyphenyl)methyl]imidazol-5-yl]-2-(2-thienylmethyl)-2-propenoic Acid;SKF-108566);SKF-108566J;Teveten
CAS:133040-01-4
MF:C23H24N2O4S
MW:424.51
EINECS:
Product Categories:Aromatics;Heterocycles;Impurities;Intermediates;Intermediates & Fine Chemicals;Pharmaceuticals;Sulfur & Selenium Compounds
Mol File:133040-01-4.mol
EPROSARTAN Structure
EPROSARTAN Chemical Properties
Melting point 250-253°C
storage temp. Sealed in dry,2-8°C
solubility Dichloromethane (Slightly), Methanol (Slightly)
form Solid
color Pale Yellow to Light Yellow
CAS DataBase Reference133040-01-4
Safety Information
Hazardous Substances Data133040-01-4(Hazardous Substances Data)
MSDS Information
EPROSARTAN Usage And Synthesis
DescriptionTeveten was launched in Germany for the treatment of hypertension. There are several ways in which it has been prepared, the shortest of which is four steps; beginning with displacement of 2-butyl-4-chloroimidazole-5-carboxaldehyde with methyl 4-(bromomethyl)benzoate. Teveten is an angiotensin Ⅱ antagonist selective for the AT, subtype receptor. It is a potent, highly selective, competitve antagonist with no agonist activity. Duration of action is similar to Enalapril (greater than 12 hr) but Teveten had a faster onset. While it is orally active, it rapidly dissociates from the receptor. This is contrary to its prolonged duration of action, which presumably results from slow removal from compartments within tissue, cells or matrix around the AT, receptor. It is not bound by BSA.
Chemical PropertiesLight-Yellow Solid
OriginatorSmithKline Beecham (UK)
UsesEprosartan (E590100) impurity.
UsesPrototype of the imidazoleacrylic acid angiotensin II receptor antagonists. Antihypertensive
UsesEprosartan is a prototype of the imidazoleacrylic acid angiotensin II receptor antagonists. Eprosartan is an antihypertensive.
DefinitionChEBI: A member of the class of imidazoles and thiophenes that is an angiotensin II receptor antagonist used for the treatment of high blood pressure.
Brand nameTeveten
Clinical UseAngiotensin-II antagonistHypertension
Drug interactionsPotentially hazardous interactions with other drugs Anaesthetics: enhanced hypotensive effect.Analgesics: antagonism of hypotensive effect and increased risk of renal impairment with NSAIDs; hyperkalaemia with ketorolac and other NSAIDs.Antihypertensives: increased risk of hyperkalaemia hypotension and renal impairment with ACE inhibitors and aliskiren.Ciclosporin: increased risk of hyperkalaemia and nephrotoxicity.Diuretics: enhanced hypotensive effect; hyperkalaemia with potassium-sparing diuretics.Epoetin: increased risk of hyperkalaemia; antagonism of hypotensive effect.Lithium: reduced excretion, possibility of enhanced lithium toxicity.Potassium salts: increased risk of hyperkalaemia.Tacrolimus: increased risk of hyperkalaemia and nephrotoxicity.
MetabolismFollowing oral and intravenous dosing with [14C] eprosartan in human subjects, eprosartan was the only drug-related compound found in the plasma and faeces. In the urine, approximately 20% of the radioactivity excreted was an acyl glucuronide of eprosartan with the remaining 80% being unchanged eprosartanEprosartan is eliminated by both biliary and renal excretion. Following intravenous [14C] eprosartan, about 61% of radioactivity is recovered in the faeces and about 37% in the urine. Following an oral dose of [14C] eprosartan, about 90% of radioactivity is recovered in the faeces and about 7% in the urine.
Epalrestat iMpurity Losartan potassium ethyl 2-((E)-5-((E)-2-methyl-3-phenylallylidene)-4-oxo-2-thioxothiazolidin-3-yl)acetate (2-CHLORO-ACETYLAMINO)-ACETIC ACID METHYL ESTER Eprosartan related coMpound C 3-Thiazolidineacetic acid, 4-oxo-2-thioxo-, methyl ester Methyl (E)-3-[2-Butyl-1-[(4-Carbomethoxyphenyl)methyl]imidazol-5-yl]-2-(2-thienylmethyl)-2-propenoate Eprosartan mesylate 4-(2-BUTYL-5-FORMYLIMIDAZOL-1-YLMETHYL)BENZOIC ACID SB 201972 (Z)-2-(5-benzylidene-4-oxo-2-thioxothiazolidin-3-yl)acetic acid 2-[(5Z)-5-[(E)-2-methyl-3-phenylprop-2-enylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]acetic acid (Z)-2-methyl-3-phenylacrylaldehyde CINITAPRIDE HYDROGEN TARTRATE (5-BENZYLIDENE-4-OXO-2-THIOXO-THIAZOLIDIN-3-YL)-ACETIC ACID 3-Thiazolidineaceticacid, 4-oxo-2-thioxo-, ethyl ester 4-[2-BUTYL-5-(2-METHOXYCARBONYL-3-THIOPHEN-2-YL-PROPENYL)-IMIDAZOL-1-YLMETHYL]-BENZOIC ACID ETHYL EPROSARTAN

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