U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C19H32N2O5
Molecular Weight 368.4678
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PERINDOPRIL

SMILES

CCC[C@H](N[C@@H](C)C(=O)N1[C@H]2CCCC[C@H]2C[C@H]1C(O)=O)C(=O)OCC

InChI

InChIKey=IPVQLZZIHOAWMC-QXKUPLGCSA-N
InChI=1S/C19H32N2O5/c1-4-8-14(19(25)26-5-2)20-12(3)17(22)21-15-10-7-6-9-13(15)11-16(21)18(23)24/h12-16,20H,4-11H2,1-3H3,(H,23,24)/t12-,13-,14-,15-,16-/m0/s1

HIDE SMILES / InChI

Description

Perindoprilat is a metabolite of perindopril. Perindopril is a long-acting angiotensin converting enzyme (ACE) inhibitor and it is used to treat high blood pressure, heart failure or stable coronary artery disease. Perindopril is designed to allow oral administration as perindoprilat is poorly absorbed from the gastrointestinal tract.

CNS Activity

Originator

Approval Year

PubMed

PubMed

TitleDatePubMed
Challenges for the prevention of primary and secondary stroke: the importance of lowering blood pressure and total cardiovascular risk.
2001
[Effects of perstarium on the systolic and diastolic functions of the myocardium in patients with chronic cardiac failure].
2001
Clinical benefit of very-low-dose perindopril-indapamide combination in hypertension.
2001 Nov
Amelioration of arterial properties with a perindopril-indapamide very-low-dose combination.
2001 Nov
A double-blind trial of perindopril and nitrendipine in incipient diabetic nephropathy.
2001 Oct
Angiotensin-II type 1 receptor interaction is a major regulator for liver fibrosis development in rats.
2001 Oct
Safety profile of perindopril.
2001 Oct 4
Effects of perindopril on cardiovascular remodeling.
2001 Oct 4
Perindopril treatment for congestive heart failure.
2001 Oct 4
Dosage considerations with perindopril for systemic hypertension.
2001 Oct 4
Efficacy of perindopril in the treatment of systemic hypertension.
2001 Oct 4
Hypertension. Introduction.
2001 Oct 4
Randomised trial of a perindopril-based blood-pressure-lowering regimen among 6,105 individuals with previous stroke or transient ischaemic attack.
2001 Sep 29
Blood-pressure lowering for the secondary prevention of stroke.
2001 Sep 29
Identification and determination of selected medicines reducing hypertension by densitometric and gas chromatographic methods.
2001 Sep-Oct
[Antihypertensive agents after cerebral stroke are more effective than expected].
2001 Sep-Oct
Detection of coronary microvascular disease by means of cardiac scintigraphy.
2002 Feb
Long-term treatment with perindopril ameliorates dobutamine-induced myocardial ischemia in patients with coronary artery disease.
2002 Jan
Effects of low-dose and early versus late perindopril treatment on the progression of severe diabetic nephropathy in (mREN-2)27 rats.
2002 Mar
Combined therapy with indapamide and perindopril but not perindopril alone reduced the risk for recurrent stroke.
2002 Mar-Apr
Patents

Sample Use Guides

In Vivo Use Guide
In patients with essential hypertension, the recommended initial dose is 4 mg once a day. The dose may be titrated, as needed to a maximum of 16 mg per day. The usual maintenance dose range is 4 mg to 8 mg administered as a single daily dose or in two divided doses. In patients with stable coronary artery disease, Perindopril erbumine tablets should be given at an initial dose of 4 mg once daily for 2 weeks, and then increased as tolerated, to a maintenance dose of 8 mg once daily. In elderly patients (greater than 70 years), Perindopril erbumine tablets should be given as a 2 mg dose once daily in the first week, followed by 4 mg once daily in the second week and 8 mg once daily for maintenance dose if tolerated.
Route of Administration: Oral
In Vitro Use Guide
Perindoprilat (S-9780), the major metabolite of perindopril, inhibited guinea pig plasma angiotensin-converting enzyme (ACE) by 50% (IC50) at a concentration of 2.4 +/- 0.1 nM. A Ki of 1.2 nM was obtained for S-9780 (Dixon-Webb plot) with angiotensin I as a substrate.
Name Type Language
PERINDOPRIL
INN   MART.   MI   USAN   VANDF   WHO-DD  
USAN   INN  
Official Name English
(2S,3AS,7AS)-1-((S)-N-((S)-1-CARBOXYBUTYL)ALANYL)HEXAHYDRO-2-INDOLINECARBOXYLIC ACID, 1-ETHYL ESTER
Common Name English
PERINDOPRIL [INN]
Common Name English
1H-INDOLE-2-CARBOXYLIC ACID, 1-(2-((1-(ETHOXYCARBONYL)BUTYL)AMINO)-1-OXOPROPYL)OCTAHYDRO-, (2S-(1(R*(R*)),2.ALPHA.,3A.BETA.,7A.BETA.))-
Common Name English
S-9490
Code English
PERINDOPRIL [WHO-DD]
Common Name English
PERINDOPRIL [MART.]
Common Name English
PERINDOPRIL [VANDF]
Common Name English
MCN-A-2833
Code English
PERINDOPRIL [MI]
Common Name English
PERINDOPRIL [USAN]
Common Name English
Classification Tree Code System Code
WHO-VATC QC09AA04
Created by admin on Tue Oct 22 00:21:44 UTC 2019 , Edited by admin on Tue Oct 22 00:21:44 UTC 2019
WHO-ATC C09BX01
Created by admin on Tue Oct 22 00:21:44 UTC 2019 , Edited by admin on Tue Oct 22 00:21:44 UTC 2019
WHO-ATC C10BX13
Created by admin on Tue Oct 22 00:21:44 UTC 2019 , Edited by admin on Tue Oct 22 00:21:44 UTC 2019
WHO-ATC C10BX11
Created by admin on Tue Oct 22 00:21:44 UTC 2019 , Edited by admin on Tue Oct 22 00:21:44 UTC 2019
NDF-RT N0000175562
Created by admin on Tue Oct 22 00:21:44 UTC 2019 , Edited by admin on Tue Oct 22 00:21:44 UTC 2019
WHO-ATC C10BX12
Created by admin on Tue Oct 22 00:21:44 UTC 2019 , Edited by admin on Tue Oct 22 00:21:44 UTC 2019
WHO-ATC C10BX14
Created by admin on Tue Oct 22 00:21:44 UTC 2019 , Edited by admin on Tue Oct 22 00:21:44 UTC 2019
WHO-VATC QC09BX01
Created by admin on Tue Oct 22 00:21:44 UTC 2019 , Edited by admin on Tue Oct 22 00:21:44 UTC 2019
LIVERTOX 763
Created by admin on Tue Oct 22 00:21:44 UTC 2019 , Edited by admin on Tue Oct 22 00:21:44 UTC 2019
NDF-RT N0000000181
Created by admin on Tue Oct 22 00:21:44 UTC 2019 , Edited by admin on Tue Oct 22 00:21:44 UTC 2019
WHO-VATC QC09BB04
Created by admin on Tue Oct 22 00:21:44 UTC 2019 , Edited by admin on Tue Oct 22 00:21:44 UTC 2019
WHO-VATC QC09BA04
Created by admin on Tue Oct 22 00:21:44 UTC 2019 , Edited by admin on Tue Oct 22 00:21:44 UTC 2019
WHO-ATC C09AA04
Created by admin on Tue Oct 22 00:21:44 UTC 2019 , Edited by admin on Tue Oct 22 00:21:44 UTC 2019
NCI_THESAURUS C247
Created by admin on Tue Oct 22 00:21:44 UTC 2019 , Edited by admin on Tue Oct 22 00:21:44 UTC 2019
WHO-ATC C09BX02
Created by admin on Tue Oct 22 00:21:44 UTC 2019 , Edited by admin on Tue Oct 22 00:21:44 UTC 2019
WHO-ATC C09BA04
Created by admin on Tue Oct 22 00:21:44 UTC 2019 , Edited by admin on Tue Oct 22 00:21:44 UTC 2019
WHO-ATC C10BX15
Created by admin on Tue Oct 22 00:21:44 UTC 2019 , Edited by admin on Tue Oct 22 00:21:44 UTC 2019
WHO-ATC C09BB04
Created by admin on Tue Oct 22 00:21:44 UTC 2019 , Edited by admin on Tue Oct 22 00:21:44 UTC 2019
Code System Code Type Description
INN
5754
Created by admin on Tue Oct 22 00:21:44 UTC 2019 , Edited by admin on Tue Oct 22 00:21:44 UTC 2019
PRIMARY
LactMed
82834-16-0
Created by admin on Tue Oct 22 00:21:44 UTC 2019 , Edited by admin on Tue Oct 22 00:21:44 UTC 2019
PRIMARY
WIKIPEDIA
PERINDOPRIL
Created by admin on Tue Oct 22 00:21:44 UTC 2019 , Edited by admin on Tue Oct 22 00:21:44 UTC 2019
PRIMARY
EPA CompTox
82834-16-0
Created by admin on Tue Oct 22 00:21:44 UTC 2019 , Edited by admin on Tue Oct 22 00:21:44 UTC 2019
PRIMARY
EVMPD
SUB09730MIG
Created by admin on Tue Oct 22 00:21:44 UTC 2019 , Edited by admin on Tue Oct 22 00:21:44 UTC 2019
PRIMARY
RXCUI
54552
Created by admin on Tue Oct 22 00:21:44 UTC 2019 , Edited by admin on Tue Oct 22 00:21:44 UTC 2019
PRIMARY RxNorm
NCI_THESAURUS
C72910
Created by admin on Tue Oct 22 00:21:44 UTC 2019 , Edited by admin on Tue Oct 22 00:21:44 UTC 2019
PRIMARY
CAS
82834-16-0
Created by admin on Tue Oct 22 00:21:44 UTC 2019 , Edited by admin on Tue Oct 22 00:21:44 UTC 2019
PRIMARY
ChEMBL
CHEMBL1581
Created by admin on Tue Oct 22 00:21:44 UTC 2019 , Edited by admin on Tue Oct 22 00:21:44 UTC 2019
PRIMARY
IUPHAR
6367
Created by admin on Tue Oct 22 00:21:44 UTC 2019 , Edited by admin on Tue Oct 22 00:21:44 UTC 2019
PRIMARY
MERCK INDEX
M8555
Created by admin on Tue Oct 22 00:21:44 UTC 2019 , Edited by admin on Tue Oct 22 00:21:44 UTC 2019
PRIMARY Merck Index
MESH
D020913
Created by admin on Tue Oct 22 00:21:44 UTC 2019 , Edited by admin on Tue Oct 22 00:21:44 UTC 2019
PRIMARY
PUBCHEM
107807
Created by admin on Tue Oct 22 00:21:44 UTC 2019 , Edited by admin on Tue Oct 22 00:21:44 UTC 2019
PRIMARY