DELAPRIL HYDROCHLORIDE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C26H32N2O5.ClH
Molecular Weight	489.004
Optical Activity	UNSPECIFIED
Defined Stereocenters	2 / 2
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

Cl.CCOC(=O)[C@H](CCC1=CC=CC=C1)N[C@@H](C)C(=O)N(CC(O)=O)C2CC3=C(C2)C=CC=C3

InChI

InChIKey=FDJCVHVKXFIEPJ-JCNFZFLDSA-N

InChI=1S/C26H32N2O5.ClH/c1-3-33-26(32)23(14-13-19-9-5-4-6-10-19)27-18(2)25(31)28(17-24(29)30)22-15-20-11-7-8-12-21(20)16-22;/h4-12,18,22-23,27H,3,13-17H2,1-2H3,(H,29,30);1H/t18-,23-;/m0./s1

HIDE SMILES / InChI

Molecular Formula	C26H32N2O5
Molecular Weight	452.5427
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	2 / 2
E/Z Centers	0
Optical Activity	UNSPECIFIED

Molecular Formula	ClH
Molecular Weight	36.461
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: http://www.medjchem.com/images/stories/V3N4/mjcbenamar2.pdf

Delapril is a lipophilic nonsulfhydryl angiotensin-converting enzyme (ACE) inhibitor, which has been shown to exert potent ACE inhibitory activity and is marketed as an antihypertensive drug. Delapril has been shown to exist in solution as a mixture of s-cis and s-trans conformational isomers, as a result of restricted rotation about the amide bond.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Angiotensin-converting enzyme 97 Target ID: P12821 Gene ID: 1636.0 Gene Symbol: ACE Target Organism: Homo sapiens (Human) Sources: https://www.jstage.jst.go.jp/article/cpb1958/34/7/34_7_2852/_pdf	Inhibitor 8297

Conditions

Condition	Modality	Targets	Highest Phase	Product
Arterial hypertension 5 Sources: http://www.ncbi.nlm.nih.gov/pmc/articles/PMC4053015/pdf/main.pdf	Primary		Approved 8429	VIVACE Approved Use To treat the arterial hypertension.

PubMed

Title	Date	PubMed
Design and synthesis of N-[N-[(S)-1-ethoxycarbonyl-3-phenylpropyl]-L -alanyl]-N-(indan-2-yl)glycine (CV-3317), a new, potent angiotensin converting enzyme inhibitor.	1986 Jul	3021350
Inhibition of angiotensin converting enzyme by CV-3317, a non-sulfhydryl compound.	1986 Sep	3025487
Effect of delapril on the vascular angiotensin II release in isolated hind legs of the spontaneously hypertensive rat: evidence for potential relevance of vascular angiotensin II to the maintenance of hypertension.	1991 Sep	1959233
Effects of manidipine and delapril on serum lipids, lipoproteins, and apolipoproteins in patients with mild to moderate essential hypertension: a randomized trial with one-year follow-up.	1992 Nov-Dec	1286488
Bioavailability and pharmacokinetics of a fixed combination of delapril/indapamide following single and multiple dosing in healthy volunteers.	1994 Jan-Mar	7957454
Pharmacokinetic and pharmacologic properties of delapril, a lipophilic nonsulfhydryl angiotensin-converting enzyme inhibitor.	1995 Jun 16	7778536
Effects of ACE inhibitors versus calcium antagonists on left ventricular morphology and function in patients with essential hypertension.	1997 Mar	9101306
Long-term effects of delapril hydrochloride on procollagen type III amino-terminal peptide, left ventricular mass and left ventricular function in hypertensive patients.	1998 Dec	9890202
Delapril versus manidipine in hypertensive therapy to halt the type-2-diabetes-mellitus-associated nephropathy.	2000 Feb	10670908
ACE Inhibitor Delapril Prevents Ca(2+)-Dependent Blunting of IK1 and Ventricular Arrhythmia in Ischemic Heart Disease.	2015	26321755

Patents

Sample Use Guides

In Vivo Use Guide

30 mg per day

Route of Administration: Oral

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:33:05 GMT 2023` Edited by `admin` on `Fri Dec 15 15:33:05 GMT 2023`
Record UNII	2SMM3M5ZMH
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

DELAPRIL HYDROCHLORIDE

Official Name

English

DELAPRIL HYDROCHLORIDE [MI]

Common Name

English

Ethyl (S)-2-[[(S)-1-[(carboxymethyl)-2-indanylcarbamoyl]ethyl]amino]-4-phenylbutyrate, monohydrochloride

Common Name

English

REV 6000A

Code

English

DELAPRIL HCL

Common Name

English

REV-6000A

Code

English

DELAPRIL HYDROCHLORIDE [JAN]

Common Name

English

Delapril hydrochloride [WHO-DD]

Common Name

English

DELAPRIL HYDROCHLORIDE [MART.]

Common Name

English

ADECUT

Brand Name

English

DELAPRIL HYDROCHLORIDE [USAN]

Common Name

English

GLYCINE, N-(2,3-DIHYDRO-1H-INDEN-2-YL)-N-(N-(1-(ETHOXYCARBONYL)-3-PHENYLPROPYL)-L-ALANYL)-, MONOHYDROCHLORIDE, (S)-

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C247