Benazeprilat
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Benazeprilat
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CAS No:
86541-78-8
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Formula:
C22H24N2O5
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Chemical Name:
Benazeprilat
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Synonyms:
1H-1-Benzazepine-1-acetic acid,3-[[(1S)-1-carboxy-3-phenylpropyl]amino]-2,3,4,5-tetrahydro-2-oxo-,(3S)-;1H-1-Benzazepine-1-acetic acid,3-[(1-carboxy-3-phenylpropyl)amino]-2,3,4,5-tetrahydro-2-oxo-,[S-(R*,R*)]-;(3S)-3-[[(1S)-1-Carboxy-3-phenylpropyl]amino]-2,3,4,5-tetrahydro-2-oxo-1H-1-benzazepine-1-acetic acid;CGS 14831;Benazeprilat;Benazeprilate;107397-09-1;89747-91-1
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CAS No:
Description
Crystalline Solid
Benazeprilat is a benzazepine that is 1,3,4,5-tetrahydro-2H-1-benzazepin-2-one in which the hydrogen attached to the nitrogen is replaced by a carboxy methyl group and in which the 3-pro-S hydrogen is replaced by the amino group of (2S)-2-amino-4-phenylbutanoic acid. An angiotensin-converting enzyme inhibitor, it is used as its monoester prodrug benazepril in the treatment of hypertension and heart failure. It has a role as an EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor. It is a benzazepine, a dicarboxylic acid and a lactam.|Benazeprilat is an Angiotensin Converting Enzyme Inhibitor. The mechanism of action of benazeprilat is as an Angiotensin-converting Enzyme Inhibitor. The physiologic effect of benazeprilat is by means of Decreased Blood Pressure.|Benazeprilat is the active metabolite of benazepril, a carboxyl-containing angiotensin-converting enzyme (ACE) inhibitor with antihypertensive activity. Once the prodrug benazepril is metabolized to benazeprilat in the liver, benazeprilat competitively binds to and inhibits ACE, thereby blocking the conversion of angiotensin I to angiotensin II. This prevents the potent vasoconstrictive actions of angiotensin II, resulting in vasodilation. Benazeprilat also decreases angiotensin II-induced aldosterone secretion by the adrenal cortex, which leads to an increase in sodium excretion and subsequently increases water outflow.
Characteristics
107
2.55050
Crystalline Solid
1.34 g/cm3
270-272 °C
711.3ºC at 760 mmHg
384ºC
1.643
-20°C Freezer, Under Inert Atmosphere
D -200.5° (c = 1 in 3% aqueous NH4OH)
Drug Information
Drugs used in the treatment of acute or chronic vascular HYPERTENSION regardless of pharmacological mechanism. Among the antihypertensive agents are DIURETICS; (especially DIURETICS, THIAZIDE); ADRENERGIC BETA-ANTAGONISTS; ADRENERGIC ALPHA-ANTAGONISTS; ANGIOTENSIN-CONVERTING ENZYME INHIBITORS; CALCIUM CHANNEL BLOCKERS; GANGLIONIC BLOCKERS; and VASODILATOR AGENTS. (See all compounds classified as Antihypertensive Agents.)|A class of drugs whose main indications are the treatment of hypertension and heart failure. They exert their hemodynamic effect mainly by inhibiting the renin-angiotensin system. They also modulate sympathetic nervous system activity and increase prostaglandin synthesis. They cause mainly vasodilation and mild natriuresis without affecting heart rate and contractility. (See all compounds classified as Angiotensin-Converting Enzyme Inhibitors.)
benazeprilat
Computed Properties
Molecular Weight:396.4
XLogP3:0.6
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:8
Exact Mass:396.16852187
Monoisotopic Mass:396.16852187
Topological Polar Surface Area:107
Heavy Atom Count:29
Complexity:590
Defined Atom Stereocenter Count:2
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes