CAS 76095-16-4 Enalapril Maleate (HCID 5388961)

개요

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.

이름 및 식별자

우선 이름: 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
영어명: Enalapril maleate
분자식: C24H32N2O9
분자량: 492.52

이름 및 동의어

Enalapril maleate76095-16-4GliotenRenitecVasotecNaprileneXanefHipoartelInnovaceAmpraceEnacardEnapren

이름 더 보기

OlivinEnalapril Maleate SaltRenitekRenivace(S)-1-((S)-2-((S)-1-ETHOXY-1-OXO-4-PHENYLBUTAN-2-YLAMINO)PROPANOYL)PYRROLIDINE-2-CARBOXYLIC ACID MALEATEBQLEnvasNuril

RenitenPresEdnytEpanedEpaned KitMK-421CARDIOVETNSC-758143

데이터베이스 식별자

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

물성

구조 계산 물성

극성 표면적: 171 Å²
수소 결합 공여자 수: 4
수소 결합 수용자 수: 10
회전 가능 결합 수: 12
무거운 원자 수: 35
형식 전하: 0
복잡도: 637

실험 및 물리화학적 성질

Human Drugs · 4건

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]

물리화학적 성질

녹는점: 143 · 143-144,5°C
끓는 점: 0 °C · 0°C
밀도: 1.27 g/cm³ · 1.27 g/cm³ (liquid)
인화점: 0 °C · 0°C
저장 조건: 2 · 2-8°C
용해도: 50 mg/mL, · 메탄올: ≥50 mg/mL, 투명, 무색 내지 노란색
물리적 상태: 가루
산도 계수 (pKa): 1 · pKa1 3.0; pKa2 (25°) 5.4
색상: 흰색에서 황백색까지
수용성: 물, 메탄올, 에탄올에 용해됩니다.
Merck: 14 · 14,3567
BCS Class: 1 · 1 (LogP), 3 (CLogP)
주요 응용: 제약
InChIKey: OYFJQPXVCSSHAI-QFPUQLAESA-N
SMILES: C[C@@H](C(N1[C@H](C(O)=O)CCC1)=O)N[C@H](CC(OCC)=O)CCC2=CC=CC=C2.O=C(OO)/C=C\C(O)=O

화학적 성질

White to Off-White Crystalline Powder

안전 및 규제

GHS 분류

GHS Classification · 5건

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.

유해성 정보

Regulatory InformationEnalapril maleate: Non hazardous

Hazard Classes and CategoriesAcute Tox. 4 (19.3%)

독성 정보

Drug Induced Liver Injury · 6건

Drug Induced Liver Injury Rank (DILIrank 2.0)

Enalapril maleate

vLess-DILI-concern

7

Adverse reactions

DOI:10.1016/j.drudis.2016.02.015

Effects During Pregnancy and Lactation◉ Summary of Use during Lactation

안전 데이터

wgk: 2
rtecs: TW3666000
ridadr: 3077
독성: LD50 oral in rat: 2973mg/kg
HS 번호: 29339900
risk_code: 36/37/38-62-63
hazard_code: Xi,Xn
safety_code: 22-24/25-36/37-26
Hazard Classifications: Repr. 2
스토리지 클래스: 11 - Combustible Solids

화학 및 산업

약리 정보

FDA Pharmacological Classification · 4건

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 · 2건

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.

응용 분야 · 3건

개요Enalapril maleate is the second angiotensin converting enzyme inhibitor to reach the marketplace. Like captopril, the first entry in this area, enalapril is useful in the treatment of hypertension and congestive heart failure. It has a longer effective half-life than captopril, allowing once or twice-daily dosing, and appears to have a somewhat lower incidence of side effects.

용도Enalapril maleate salt is used as a long-acting ACE inhibitor and antihypertensive, used to study diabetic angiopathy in diabetic rats and inhibition of ACE in hog plasma (I50=1.2nM). ACE inhibitors disturb the enin-angiotensin- aldosterone system. Additional ACE inhibitors include: Enalapril, Enalaprilat dihydrate, Enalaprilat, and Enalapril-d5 Maleate Salt, among others.

일반 설명Enalapril maleate, 1-[N[(S)-1-carboxy-3-phenylpropyl]-L-alanyl]-L-proline 1 -ethyl estermaleate (Vasotec), is a long-acting ACE inhibitor. It requiresactivation by hydrolysis of its ethyl ester to form thediacid enalaprilat. Enalapril is devoid of the side effects ofrash and loss of taste seen with captopril. These side effectsare similar to those of the mercapto-containing drugpenicillamine. The absence of the thiol group in enalaprilmaleate may free it from these side effects. The half-life is11 hours.

상·하류 제품 정보

상류 원료

하류 제품

Enalapril Enalaprilat

공급사100 곳

国药集团化学试剂有限公司86-21-63210123 · [email protected]

北京华美互利生物化工010-56205725 · [email protected]

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

Hong Kong Tiansheng New Material Trading Co., Ltd+8617320695765 · [email protected]

추가 설명 · 1건

정의ChEBI: 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 angioten in-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 diseas in patients with nephropathies, and for the prevention of stroke, myocardial infarction, and cardiac death in high-risk patients.