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Details

Stereochemistry ABSOLUTE
Molecular Formula C19H32N2O5.C4H11N
Molecular Weight 441.6046
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PERINDOPRIL ERBUMINE

SMILES

CC(C)(C)N.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=IYNMDWMQHSMDDE-MHXJNQAMSA-N
InChI=1S/C19H32N2O5.C4H11N/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;1-4(2,3)5/h12-16,20H,4-11H2,1-3H3,(H,23,24);5H2,1-3H3/t12-,13-,14-,15-,16-;/m0./s1

HIDE SMILES / InChI

Molecular Formula C19H32N2O5
Molecular Weight 368.4678
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 5 / 5
E/Z Centers 0
Optical Activity UNSPECIFIED

Molecular Formula C4H11N
Molecular Weight 73.1368
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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

Curator's Comment: Known to be CNS active in rats. Human data not available.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
1.05 nM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
ACEON

Approved Use

Perindopril erbumine tablets are indicated for treatment of patients with stable coronary artery disease to reduce the risk of cardiovascular mortality or nonfatal myocardial infarction. Perindopril erbumine tablets can be used with conventional treatment for management of coronary artery disease, such as antiplatelet, antihypertensive or lipid-lowering therapy.

Launch Date

1993
Primary
ACEON

Approved Use

Perindopril erbumine tablets are indicated for the treatment of patients with essential hypertension. Perindopril erbumine tablets may be used alone or given with other classes of antihypertensives, especially thiazide diuretics.

Launch Date

1993
Palliative
Unknown

Approved Use

Unknown
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
83.83 ng/mL
4 mg single, oral
dose: 4 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
PERINDOPRIL plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
3.54 ng/mL
4 mg single, oral
dose: 4 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
PERINDOPRILAT plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
130 ng × h/mL
4 mg single, oral
dose: 4 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
PERINDOPRIL plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
170.61 ng × h/mL
4 mg single, oral
dose: 4 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
PERINDOPRILAT plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
1.05 h
4 mg single, oral
dose: 4 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
PERINDOPRIL plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
38.01 h
4 mg single, oral
dose: 4 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
PERINDOPRILAT plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
Funbound

Funbound

ValueDoseCo-administeredAnalytePopulation
40%
4 mg single, oral
dose: 4 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
PERINDOPRIL plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
80%
4 mg single, oral
dose: 4 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
PERINDOPRILAT plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
Doses

Doses

DosePopulationAdverse events​
4 mg 1 times / day steady, oral
Recommended
Dose: 4 mg, 1 times / day
Route: oral
Route: steady
Dose: 4 mg, 1 times / day
Sources:
unhealthy, adult
Health Status: unhealthy
Age Group: adult
Sex: unknown
Sources:
Disc. AE: Cough...
AEs leading to
discontinuation/dose reduction:
Cough (2.8%)
Sources:
AEs

AEs

AESignificanceDosePopulation
Cough 2.8%
Disc. AE
4 mg 1 times / day steady, oral
Recommended
Dose: 4 mg, 1 times / day
Route: oral
Route: steady
Dose: 4 mg, 1 times / day
Sources:
unhealthy, adult
Health Status: unhealthy
Age Group: adult
Sex: unknown
Sources:
Overview

Overview

CYP3A4CYP2C9CYP2D6hERG

OverviewOther

Other InhibitorOther SubstrateOther Inducer




Drug as perpetrator​

Drug as perpetrator​

Drug as victim
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 angiotensin-converting enzyme inhibitors and cosaar on quality of life of patients with pulmonary tuberculosis and chronic heart failure].
2001
Interventions for deliberately altering blood pressure in acute stroke.
2001
[Hypotension followed the first dose of angiotensin-converting enzyme inhibitor in patients with heart failure (a multicenter clinical trial)].
2001
[Effects of perindopril and its combination with indapamide on risk stratification in patients with hypertension].
2001
[The comparison of clinical effectiveness of perindopril and acebutolol in the primary hypertension treatment].
2001
[Effects of perstarium on the systolic and diastolic functions of the myocardium in patients with chronic cardiac failure].
2001
Vasoactive peptides and procollagen propeptides in patients with hypertension in relation to cardiac hypertrophy and diastolic heart failure: design of the study and patient characteristics.
2001 Aug
Anglo-Scandinavian Cardiac Outcomes Trial: a brief history, rationale and outline protocol.
2001 Aug
Comparison of endothelial pleiotropic actions of angiotensin converting enzyme inhibitors and statins.
2001 Dec
Assessment of perindopril's efficacy on arterial distensibility in mild to moderate hypertension.
2001 Jul
Coversyl plus--when monotherapy is not enough.
2001 Jun-Jul
New benefits of blood pressure lowering treatments for millions of stroke sufferers.
2001 Jun-Jul
The EUROPA trial: design, baseline demography and status of the substudies.
2001 Mar
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
[Clinical study of the month. Secondary prevention of cerebrovascular accident with perindopril: the PROGRESS study].
2001 Nov
[Early prevention of experimental left ventricular hypertrophy in experimental hypertension and angiotensin II levels].
2001 Nov
Effect of angiotensin-converting enzyme inhibition on renal filtration surface area in hypertensive rats.
2001 Nov
Does ACE inhibition slow progression of glomerulopathy in patients with Type 2 diabetes mellitus?
2001 Nov
Angiotensin-converting enzyme gene insertion/deletion, not bradykinin B2 receptor -58T/C gene polymorphism, associated with angiotensin-converting enzyme inhibitor-related cough in Chinese female patients with non-insulin-dependent diabetes mellitus.
2001 Nov
Angiotensin-converting enzyme inhibition improves defective angiogenesis in the ischemic limb of spontaneously hypertensive rats.
2001 Nov
Effects of combined administration of ACE inhibitor and angiotensin II receptor antagonist are prevented by a high NaCl intake.
2001 Nov
A double-blind trial of perindopril and nitrendipine in incipient diabetic nephropathy.
2001 Oct
Increased absorption of zinc from alimentary tract in primary arterial hypertension.
2001 Oct
Improvement in blood pressure, arterial stiffness and wave reflections with a very-low-dose perindopril/indapamide combination in hypertensive patient: a comparison with atenolol.
2001 Oct
Angiotensin-II type 1 receptor interaction is a major regulator for liver fibrosis development in rats.
2001 Oct
Proangiogenic effect of angiotensin-converting enzyme inhibition is mediated by the bradykinin B(2) receptor pathway.
2001 Oct 12
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
Dietary n-3 polyunsaturated fatty acids affect the development of renovascular hypertension in rats.
2001 Sep
Very-low-dose combination of perindopril and indapamide as a novel strategy in first-line management of hypertension.
2001 Sep
Study rationale and design of ADVANCE: action in diabetes and vascular disease--preterax and diamicron MR controlled evaluation.
2001 Sep
Effect of blood pressure reduction on abnormal left atrial appendage function in untreated systemic hypertensive patients with sinus rhythm.
2001 Sep
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
Progress in secondary prevention of stroke with PROGRESS. The perindopril protection against recurrent stroke study.
2002 Feb
Long-term treatment with perindopril ameliorates dobutamine-induced myocardial ischemia in patients with coronary artery disease.
2002 Jan
Attenuation of tubular apoptosis by blockade of the renin-angiotensin system in diabetic Ren-2 rats.
2002 Jan
The PROGRESS Trial: preventing strokes by lowering blood pressure in patients with cerebral ischemia. Emerging therapies: critique of an important advance.
2002 Jan
Comparison of perindopril versus captopril for treatment of acute myocardial infarction.
2002 Jan 15
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
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Mon Mar 31 18:05:08 GMT 2025
Edited
by admin
on Mon Mar 31 18:05:08 GMT 2025
Record UNII
1964X464OJ
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PERINDOPRIL ERBUMINE
JAN   MART.   ORANGE BOOK   USAN   USP-RS   VANDF   WHO-DD  
USAN  
Official Name English
PERINDOPRIL TERT-BUTYLAMINE
MI  
Preferred Name English
PERINDOPRIL ERBUMINE [MART.]
Common Name English
PERINDOPRIL TERT-BUTYLAMINE [EP MONOGRAPH]
Common Name English
PERINDOPRIL ERBUMINE [USAN]
Common Name English
PERINDOPRIL ERBUMINE [USP MONOGRAPH]
Common Name English
Perindopril erbumine [WHO-DD]
Common Name English
AMLESSA COMPONENT PERINDOPRIL ERBUMINE
Common Name English
PERINDOPRIL T-BUTYLAMINE
Common Name English
PERINDOPRIL ERBUMINE [ORANGE BOOK]
Common Name English
S-9490-3
Code English
ACEON
Brand Name English
MCN-A-2833-109
Code English
NSC-758929
Code English
(2S,3aS,7aS)-1-[(S)-N-[(S)-1-Carboxybutyl]alanyl]hexahydro-2-indolinecarboxylic acid, 1-ethyl ester, compound with tert-butylamine (1:1)
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.))-, COMPD. WITH 2-METHYL-2-PROPANAMINE (1:1)
Common Name English
PERINDOPRIL ERBUMINE [VANDF]
Common Name English
PERINDOPRIL ERBUMINE [JAN]
Common Name English
PERINDOPRIL ERBUMINE [USP-RS]
Common Name English
PERINDOPRIL TERT-BUTYLAMINE [MI]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C247
Created by admin on Mon Mar 31 18:05:08 GMT 2025 , Edited by admin on Mon Mar 31 18:05:08 GMT 2025
Code System Code Type Description
MERCK INDEX
m8555
Created by admin on Mon Mar 31 18:05:08 GMT 2025 , Edited by admin on Mon Mar 31 18:05:08 GMT 2025
PRIMARY Merck Index
RXCUI
72260
Created by admin on Mon Mar 31 18:05:08 GMT 2025 , Edited by admin on Mon Mar 31 18:05:08 GMT 2025
PRIMARY RxNorm
SMS_ID
100000091602
Created by admin on Mon Mar 31 18:05:08 GMT 2025 , Edited by admin on Mon Mar 31 18:05:08 GMT 2025
PRIMARY
USAN
AA-67
Created by admin on Mon Mar 31 18:05:08 GMT 2025 , Edited by admin on Mon Mar 31 18:05:08 GMT 2025
PRIMARY
EPA CompTox
DTXSID1044198
Created by admin on Mon Mar 31 18:05:08 GMT 2025 , Edited by admin on Mon Mar 31 18:05:08 GMT 2025
PRIMARY
EVMPD
SUB03711MIG
Created by admin on Mon Mar 31 18:05:08 GMT 2025 , Edited by admin on Mon Mar 31 18:05:08 GMT 2025
PRIMARY
DRUG BANK
DB00790
Created by admin on Mon Mar 31 18:05:08 GMT 2025 , Edited by admin on Mon Mar 31 18:05:08 GMT 2025
PRIMARY
RS_ITEM_NUM
1510889
Created by admin on Mon Mar 31 18:05:08 GMT 2025 , Edited by admin on Mon Mar 31 18:05:08 GMT 2025
PRIMARY
CAS
107133-36-8
Created by admin on Mon Mar 31 18:05:08 GMT 2025 , Edited by admin on Mon Mar 31 18:05:08 GMT 2025
PRIMARY
NSC
758929
Created by admin on Mon Mar 31 18:05:08 GMT 2025 , Edited by admin on Mon Mar 31 18:05:08 GMT 2025
PRIMARY
PUBCHEM
441313
Created by admin on Mon Mar 31 18:05:08 GMT 2025 , Edited by admin on Mon Mar 31 18:05:08 GMT 2025
PRIMARY
CHEBI
8025
Created by admin on Mon Mar 31 18:05:08 GMT 2025 , Edited by admin on Mon Mar 31 18:05:08 GMT 2025
PRIMARY
ChEMBL
CHEMBL1581
Created by admin on Mon Mar 31 18:05:08 GMT 2025 , Edited by admin on Mon Mar 31 18:05:08 GMT 2025
PRIMARY
NCI_THESAURUS
C47666
Created by admin on Mon Mar 31 18:05:08 GMT 2025 , Edited by admin on Mon Mar 31 18:05:08 GMT 2025
PRIMARY
DAILYMED
1964X464OJ
Created by admin on Mon Mar 31 18:05:08 GMT 2025 , Edited by admin on Mon Mar 31 18:05:08 GMT 2025
PRIMARY
FDA UNII
1964X464OJ
Created by admin on Mon Mar 31 18:05:08 GMT 2025 , Edited by admin on Mon Mar 31 18:05:08 GMT 2025
PRIMARY
Related Record Type Details
SOLVATE->ANHYDROUS
PARENT -> SALT/SOLVATE
BASIS OF STRENGTH->SUBSTANCE
ASSAY (TITRATION)
EP
PARENT -> SALT/SOLVATE
Related Record Type Details
IMPURITY -> PARENT
UNSPECIFIED
EP
IMPURITY -> PARENT
UNSPECIFIED
EP
IMPURITY -> PARENT
UNSPECIFIED
EP
IMPURITY -> PARENT
UNSPECIFIED
EP
IMPURITY -> PARENT
UNSPECIFIED
EP
IMPURITY -> PARENT
UNSPECIFIED
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
IMPURITY -> PARENT
UNSPECIFIED
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
IMPURITY -> PARENT
UNSPECIFIED
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
IMPURITY -> PARENT
UNSPECIFIED
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
IMPURITY -> PARENT
UNSPECIFIED
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (TLC)
EP
IMPURITY -> PARENT
UNSPECIFIED
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
IMPURITY -> PARENT
UNSPECIFIED
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
IMPURITY -> PARENT
UNSPECIFIED
EP
IMPURITY -> PARENT
UNSPECIFIED
EP
IMPURITY -> PARENT
UNSPECIFIED
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
IMPURITY -> PARENT
UNSPECIFIED
EP
IMPURITY -> PARENT
UNSPECIFIED
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
IMPURITY -> PARENT
UNSPECIFIED
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
IMPURITY -> PARENT
UNSPECIFIED
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
IMPURITY -> PARENT
IMPURITY -> PARENT
UNSPECIFIED
EP
IMPURITY -> PARENT
UNSPECIFIED
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
IMPURITY -> PARENT
UNSPECIFIED
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Related Record Type Details
ACTIVE MOIETY