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
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
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 |
DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/1457697http://www.accessdata.fda.gov/drugsatfda_docs/label/2015/020184s022lbl.pdfhttp://pubs.rsc.org/-/content/getauthorversionpdf/C3AY42056Fhttp://www.hmdb.ca/metabolites/HMDB60574Curator's Comment: description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/1718688
Sources: https://www.ncbi.nlm.nih.gov/pubmed/1457697http://www.accessdata.fda.gov/drugsatfda_docs/label/2015/020184s022lbl.pdfhttp://pubs.rsc.org/-/content/getauthorversionpdf/C3AY42056Fhttp://www.hmdb.ca/metabolites/HMDB60574
Curator's Comment: description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/1718688
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
Sources: https://www.ncbi.nlm.nih.gov/pubmed/10800878https://www.ncbi.nlm.nih.gov/pubmed/2176982
Curator's Comment: Known to be CNS active in rats. Human data not available.
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL1808 Sources: http://www.hmdb.ca/metabolites/HMDB60574 |
1.05 nM [IC50] | ||
Target ID: CHEMBL1808 Sources: https://www.ncbi.nlm.nih.gov/pubmed/17716647 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Primary | ACEON Approved UsePerindopril 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 Date1993 |
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Primary | ACEON Approved UsePerindopril 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 Date1993 |
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Palliative | Unknown Approved UseUnknown |
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Cmax
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
83.83 ng/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/21650082 |
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 EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/21650082 |
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
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
130 ng × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/21650082 |
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 EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/21650082 |
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
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
1.05 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/21650082 |
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 EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/21650082 |
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
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
40% EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/21650082 |
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% EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/21650082 |
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
Dose | Population | Adverse 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
AE | Significance | Dose | Population |
---|---|---|---|
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
CYP3A4 | CYP2C9 | CYP2D6 | hERG |
---|---|---|---|
Drug as perpetrator
Target | Modality | Activity | Metabolite | Clinical evidence |
---|---|---|---|---|
Sources: https://pubmed.ncbi.nlm.nih.gov/15449971/ |
no | |||
no |
Drug as victim
Target | Modality | Activity | Metabolite | Clinical evidence |
---|---|---|---|---|
no | ||||
Page: 9.0 |
yes |
PubMed
Title | Date | PubMed |
---|---|---|
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
Substance Class |
Chemical
Created
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admin
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on
Mon Mar 31 18:05:08 GMT 2025
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Record UNII |
1964X464OJ
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Record Status |
Validated (UNII)
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Record Version |
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NCI_THESAURUS |
C247
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m8555
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72260
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100000091602
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8025
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CHEMBL1581
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C47666
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SOLVATE->ANHYDROUS | |||
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PARENT -> SALT/SOLVATE |
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BASIS OF STRENGTH->SUBSTANCE |
ASSAY (TITRATION)
EP
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PARENT -> SALT/SOLVATE |
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IMPURITY -> PARENT |
UNSPECIFIED
EP
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IMPURITY -> PARENT |
UNSPECIFIED
EP
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IMPURITY -> PARENT |
UNSPECIFIED
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IMPURITY -> PARENT |
UNSPECIFIED
EP
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IMPURITY -> PARENT |
UNSPECIFIED
EP
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IMPURITY -> PARENT |
UNSPECIFIED
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
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IMPURITY -> PARENT |
UNSPECIFIED
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
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IMPURITY -> PARENT |
UNSPECIFIED
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
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IMPURITY -> PARENT |
UNSPECIFIED
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
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IMPURITY -> PARENT |
UNSPECIFIED
CHROMATOGRAPHIC PURITY (HPLC/UV)
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IMPURITY -> PARENT |
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
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IMPURITY -> PARENT |
CHROMATOGRAPHIC PURITY (TLC)
EP
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IMPURITY -> PARENT |
UNSPECIFIED
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IMPURITY -> PARENT |
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
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IMPURITY -> PARENT |
CHROMATOGRAPHIC PURITY (HPLC/UV)
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IMPURITY -> PARENT |
UNSPECIFIED
CHROMATOGRAPHIC PURITY (HPLC/UV)
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IMPURITY -> PARENT |
UNSPECIFIED
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IMPURITY -> PARENT |
UNSPECIFIED
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IMPURITY -> PARENT |
UNSPECIFIED
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
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IMPURITY -> PARENT |
UNSPECIFIED
EP
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IMPURITY -> PARENT |
UNSPECIFIED
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
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IMPURITY -> PARENT |
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
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IMPURITY -> PARENT |
UNSPECIFIED
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
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IMPURITY -> PARENT |
UNSPECIFIED
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
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IMPURITY -> PARENT |
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IMPURITY -> PARENT |
UNSPECIFIED
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IMPURITY -> PARENT |
UNSPECIFIED
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IMPURITY -> PARENT |
UNSPECIFIED
CHROMATOGRAPHIC PURITY (HPLC/UV)
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IMPURITY -> PARENT |
CHROMATOGRAPHIC PURITY (HPLC/UV)
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ACTIVE MOIETY |