Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C26H32N2O5 |
Molecular Weight | 452.5427 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 2 / 2 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
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=WOUOLAUOZXOLJQ-MBSDFSHPSA-N
InChI=1S/C26H32N2O5/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)/t18-,23-/m0/s1
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 |
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.
Approval Year
PubMed
Title | Date | PubMed |
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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 |
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Antihypertensive action of a non-sulfhydryl angiotensin converting enzyme inhibitor (CV-3317) in various hypertensive models. | 1986 Sep |
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Effect of delapril hydrochloride on angiotensin II release from isolated rat hind legs. | 1990 Aug 2 |
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The antihypertensive mechanism of delapril, a newly developed converting enzyme inhibitor, is related to the suppression of vascular angiotensin II release in the spontaneously hypertensive rat. | 1991 Jan |
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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 |
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Bioavailability and pharmacokinetics of a fixed combination of delapril/indapamide following single and multiple dosing in healthy volunteers. | 1994 Jan-Mar |
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Pharmacokinetic and pharmacologic properties of delapril, a lipophilic nonsulfhydryl angiotensin-converting enzyme inhibitor. | 1995 Jun 16 |
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ACE Inhibitor Delapril Prevents Ca(2+)-Dependent Blunting of IK1 and Ventricular Arrhythmia in Ischemic Heart Disease. | 2015 |
Sample Use Guides
In Vivo Use Guide
Sources: http://www.ncbi.nlm.nih.gov/pubmed/24944393
30 mg per day
Route of Administration:
Oral
Substance Class |
Chemical
Created
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Record UNII |
W77UAL9THI
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Validated (UNII)
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WHO-ATC |
C09BB12
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C09AA12
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QC09AA12
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C09BA12
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WHO-VATC |
QC09BB12
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NCI_THESAURUS |
C247
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QC09BA12
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DTXSID10101674
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DELAPRIL
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SALT/SOLVATE -> PARENT |
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METABOLITE ACTIVE -> PRODRUG | |||
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METABOLITE ACTIVE -> PARENT |
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ACTIVE MOIETY |