ChemicalBook--->CAS DataBase List--->133040-01-4

133040-01-4

133040-01-4 Structure

133040-01-4 Structure
IdentificationBack Directory
[Name]

EPROSARTAN
[CAS]

133040-01-4
[Synonyms]

Teveten
Navixen
SKB 108566
EPROSARTAN
SKF-108566)
SKF-108566J
Eprosartan-d4
prop-1-en-1-yl)
-1H-imidazol-1-yl)
Eprosartan Mysylate
-4-((2-Butyl-5-(2-carboxy-3-(thiophen-2-yl)
Des[2-(2-thienylMethyl)] Eprosartan-2-carboxylic Acid
(E)-2-Butyl-1-(p-carboxybenzyl)-α-2-thenyliMidazole-5-acrylic Acid
4-[[2-Butyl-5-(2,2-dicarboxyvinyl)-1H-iMidazol-1yl)Methylbenzoic Acid
4-[2-Butyl-5-(2-carboxy-3-thiophen-2-yl-propenyl)-imidazol-1-ylmethyl]-benzoic acid
(E)-3-[2-Butyl-1-(4-carboxybenzyl)-1H-imidazol-5-yl]-2-(2-thienylmethyl)acrylic acid
2-[[2-Butyl-1-[[4-(carboxyphenyl)]Methyl]-1H-iMidazol-5-yl]Methylene]propanedioic Acid
(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
(E)- α-[[2-Butyl-1-[(4-carboxyphenyl)methyl]-1H-imidazol-5-y1]methylene]2-thiophenepropanoic acid
(αE)-α-[[2-Butyl-1-[(4-carboxyphenyl)Methyl]-1H-iMidazol-5-yl]Methylene]-2-thiophenepropanoic Acid
(E)-4-((2-Butyl-5-(2-carboxy-3-(thiophen-2-yl)prop-1-en-1-yl)-1H-iMidazol-1-yl)Methyl)benzoic acid
2-Thiophenepropanoic acid, α-[[2-butyl-1-[(4-carboxyphenyl)methyl]-1H-imidazol-5-yl]methylene]-, (αE)-
[Molecular Formula]

C23H24N2O4S
[MDL Number]

MFCD00897872
[MOL File]

133040-01-4.mol
[Molecular Weight]

424.51
Chemical PropertiesBack Directory
[Appearance]

Light-Yellow Solid
[Melting point ]

250-253°C
[storage temp. ]

-20°C Freezer
[solubility ]

Dichloromethane (Slightly), Methanol (Slightly)
[form ]

Solid
[color ]

Pale Yellow to Light Yellow
[CAS DataBase Reference]

133040-01-4
Hazard InformationBack Directory
[Chemical Properties]

Light-Yellow Solid
[Uses]

Eprosartan (E590100) impurity.
[Uses]

Eprosartan is a prototype of the imidazoleacrylic acid angiotensin II receptor antagonists. Eprosartan is an antihypertensive.
[Uses]

Prototype of the imidazoleacrylic acid angiotensin II receptor antagonists. Antihypertensive
[Definition]

ChEBI: A member of the class of imidazoles and thiophenes that is an angiotensin II receptor antagonist used for the treatment of high blood pressure.
[Description]

Teveten 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.
[Originator]

SmithKline Beecham (UK)
[Brand name]

Teveten
[Clinical Use]

Angiotensin-II antagonist
Hypertension
[Drug interactions]

Potentially 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.
[Metabolism]

Following 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 eprosartan
Eprosartan 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.
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Methyl acrylate-->Methyl 4-(bromomethyl)benzoate-->2-Carbethoxy-3-(2-thienyl)propanoic acid-->1H-Imidazole-5-propanoic acid, 2-butyl-β-hydroxy-1-[[4-(methoxycarbonyl)phenyl]methyl]-α-(2-thienylmethyl)-, methyl ester-->133040-02-5-->Methyl 4-[(2-butyl-5-formyl-1H-imidazol-1-yl)methyl]benzoate-->Methyl (E)-3-[2-Butyl-1-[(4-Carbomethoxyphenyl)methyl]imidazol-5-yl]-2-(2-thienylmethyl)-2-propenoate-->Eprosartan Ethyl Methyl Diester-->Methyl-3-(2-thienyl)=propionate-->2-Butyl-4-chloro-5-formylimidazole
Safety DataBack Directory
[Hazardous Substances Data]

133040-01-4(Hazardous Substances Data)
Spectrum DetailBack Directory
[Spectrum Detail]

EPROSARTAN(133040-01-4)1HNMR
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