Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C24H28N2O5 |
| Molecular Weight | 424.4895 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 2 / 2 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
C[C@H](N[C@@H](CCC1=CC=CC=C1)C(O)=O)C(=O)N(CC(O)=O)C2CC3=C(C2)C=CC=C3
InChI
InChIKey=PHASTBJLWIZXKB-KKSFZXQISA-N
InChI=1S/C24H28N2O5/c1-16(25-21(24(30)31)12-11-17-7-3-2-4-8-17)23(29)26(15-22(27)28)20-13-18-9-5-6-10-19(18)14-20/h2-10,16,20-21,25H,11-15H2,1H3,(H,27,28)(H,30,31)/t16-,21-/m0/s1
| Molecular Formula | C24H28N2O5 |
| Molecular Weight | 424.4895 |
| 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 |
|---|---|---|
| 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 |
|
| Antihypertensive action of a non-sulfhydryl angiotensin converting enzyme inhibitor (CV-3317) in various hypertensive models. | 1986 Sep |
|
| Inhibition of angiotensin converting enzyme by CV-3317, a non-sulfhydryl compound. | 1986 Sep |
|
| Effect of delapril hydrochloride on angiotensin II release from isolated rat hind legs. | 1990 Aug 2 |
|
| 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 |
|
| Long-term effects of delapril on renal function and urinary excretion of kallikrein, prostaglandin E2, and thromboxane B2 in hypertensive patients. | 1991 Jan |
|
| Pharmacokinetic and pharmacologic properties of delapril, a lipophilic nonsulfhydryl angiotensin-converting enzyme inhibitor. | 1995 Jun 16 |
|
| 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 |
|
| Delapril versus manidipine in hypertensive therapy to halt the type-2-diabetes-mellitus-associated nephropathy. | 2000 Feb |
|
| Effects of manidipine and delapril in hypertensive patients with type 2 diabetes mellitus: the delapril and manidipine for nephroprotection in diabetes (DEMAND) randomized clinical trial. | 2011 Nov |
|
| ACE Inhibitor Delapril Prevents Ca(2+)-Dependent Blunting of IK1 and Ventricular Arrhythmia in Ischemic Heart Disease. | 2015 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 20:16:59 UTC 2023
by
admin
on
Fri Dec 15 20:16:59 UTC 2023
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| Record UNII |
50A464U6E7
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| Record Status |
Validated (UNII)
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| Record Version |
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DTXSID10232315
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5488746
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50A464U6E7
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83398-08-7
Created by
admin on Fri Dec 15 20:16:59 UTC 2023 , Edited by admin on Fri Dec 15 20:16:59 UTC 2023
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| Related Record | Type | Details | ||
|---|---|---|---|---|
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PRODRUG -> METABOLITE ACTIVE |
