Enalapril Maleate

HCID 5388961

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Grundinformationen

CAS: 76095-16-4
Standard-SMILES: CCOC(=O)[C@H](CCc1ccccc1)N[C@@H](C)C(=O)N1CCC[C@H]1C(=O)O.O=C(O)/C=C\C(=O)O
InChIKey: OYFJQPXVCSSHAI-QFPUQLAESA-N
Summenformel: C24H32N2O9
Durchschnittliche Molmasse: 492,5 g/mol
Monoisotopische Masse: 492,2107806

Überblick

Enalapril maleate is the maleic acid salt of enalapril. It contains one molecule of maleic acid for each molecule of enalapril. Following oral administration, the ethyl ester group of enalapril is hydrolysed to afford the corresponding carboxylic acid, enalaprilat, an angiotensin-converting enzyme (ACE) inhibitor. Enalapril is thus a prodrug for enalaprilat (which, unlike enalapril, is not absorbed by mouth), and its maleate is used in the treatment of hypertension and heart failure, for reduction of proteinuria and renal disease in patients with nephropathies, and for the prevention of stroke, myocardial infarction, and cardiac death in high-risk patients. It has a role as an EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor, an antihypertensive agent and a prodrug. It contains an enalapril.

Namen und Bezeichner

Bevorzugter Name: Enalapril Maleate
IUPAC: (Z)-but-2-enedioic acid;(2S)-1-[(2S)-2-[[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino]propanoyl]pyrrolidine-2-carboxylic acid

Namen und Synonyme

Enalapril maleate76095-16-4GliotenRenitecVasotecNaprileneXanefHipoartelInnovaceAmpraceEnacardEnapren

Weitere Namen anzeigen

RenitenPresEdnytEpanedEpaned KitMK-421CARDIOVETNSC-758143

Datenbank-Bezeichner

CAS: 76095-16-4、76420-75-2
PubChem CID: 5388961
DTXSID: DTXSID30896796
ChEMBL: CHEMBL1200659
ChEBI: CHEBI:4785
UNII: 9O25354EPJ
EC Number: 278-375-7

Eigenschaften

Berechnete StruktureigenschaftenWird ergänzt

Polarare Oberfläche (TPSA): 171 Å²
H-Brücken-Donoren: 4
H-Brücken-Akzeptoren: 10
Frei drehbare Bindungen: 12
Schwere Atome: 35
Formalladung: 0
Komplexität: 637

Experimentelle und physikochemische Eigenschaften

Human Drugs · 4 Einträge

Breast Feeding; Lactation; Milk, Human; Antihypertensive Agents; Angiotensin-Converting Enzyme Inhibitors; ACE Inhibitors; ACEIs

FDA approved drugs -> Active ingredient

EMA approved medicines: Human medicine

FDA approved drugs -> Active ingredient

Collision Cross Section186.6 Å² [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 5 Einträge

This chemical does not meet GHS hazard criteria for 1% (2 of 202) of reports.

Danger

H302 (19.3%): Harmful if swallowed [Warning Acute toxicity, oral]

P203, P260, P263, P264, P264+P265, P270, P280, P301+P317, P305+P351+P338, P305+P354+P338, P317, P318, P319, P330, P337+P317, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 202 reports by companies from 27 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Regulatory InformationEnalapril maleate: Non hazardous

Hazard Classes and CategoriesAcute Tox. 4 (19.3%)

Toxikologische Informationen

Drug Induced Liver Injury · 6 Einträge

Drug Induced Liver Injury Rank (DILIrank 2.0)

Enalapril maleate

vLess-DILI-concern

Adverse reactions

DOI:10.1016/j.drudis.2016.02.015

Effects During Pregnancy and Lactation◉ Summary of Use during Lactation

Chemie und Industrie

Pharmakologische Informationen

FDA Pharmacological Classification · 4 Einträge

ENALAPRIL MALEATE

Angiotensin-converting Enzyme Inhibitors [MoA]; Decreased Blood Pressure [PE]; Angiotensin Converting Enzyme Inhibitor [EPC]

ENALAPRIL MALEATE ORAL SOLUTION

Angiotensin Converting Enzyme Inhibitor [EPC]; Decreased Blood Pressure [PE]; Angiotensin-converting Enzyme Inhibitors [MoA]

MeSH Pharmacological Classification · 2 Einträge

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.

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.