Perindoprilat
Grundinformationen
- CAS
95153-31-4- Standard-SMILES
CCC[C@H](N[C@@H](C)C(=O)N1[C@H](C(=O)O)C[C@@H]2CCCC[C@@H]21)C(=O)O- InChIKey
ODAIHABQVKJNIY-PEDHHIEDSA-N- Summenformel
- C17H28N2O5
- Durchschnittliche Molmasse
- 340,4 g/mol
- Monoisotopische Masse
- 340,199822
Überblick
Perindoprilat is a dipeptide obtained by formal condensation of one of the carboxy groups of N-[(1S)-1-carboxyethyl]-L-norvaline with the amino group of (2S,3aS,7aS)-octahydroindole-2-carboxylic acid. The major active metabolite of perindopril. It has a role as an EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor, an antihypertensive agent and a drug metabolite. It is an organic heterobicyclic compound, a dicarboxylic acid, a dipeptide and a L-alanine derivative.
Namen und Bezeichner
- Bevorzugter Name
- Perindoprilat
- IUPAC
- (2S,3aS,7aS)-1-[(2S)-2-[[(1S)-1-carboxybutyl]amino]propanoyl]-2,3,3a,4,5,6,7,7a-octahydroindole-2-carboxylic acid
- Englischer Name
- Perindoprilat
- Summenformel
- C17H28N2O5
- Molmasse
- 340.41
Namen und Synonyme
Perindoprilat95153-31-4PerindoprilatePerindoprilatoPerindoprilatumS-97802UV6ZNQ92KS 9780DTXSID90869249CHEBI:132041(2S,3aS,7aS)-1-[(2S)-2-[[(2S)-1-hydroxy-1-oxopentan-2-yl]amino]propanoyl]-2,3,3a,4,5,6,7,7a-octahydroindole-2-carboxylic acidPerindopril diacid
Weitere Namen anzeigen
Perindopril EP IMpurity BPerindopril Impurity B(2S,3aS,7aS)-1-[(2S)-2-[[(1S)-1-carboxybutyl]amino]propanoyl]octahydro-1H-indole-2-carboxylicacid(perindoprilat)Diacid formPerindoprilat ,95%PERINDOPRILAT HYDRATE
(2S,3aS,7aS)-1-((2S)-2-(((2S)-1-hydroxy-1-oxopentan-2-yl)amino)propanoyl)-2,3,3a,4,5,6,7,7a-octahydroindole-2-carboxylic acidRefChem:57070DTXCID10820872(2S,3aS,7aS)-1-((2S)-2-(((1S)-1-carboxybutyl)amino)propanoyl)-octahydro-1H-indole-2-carboxylic acid(2S,3aS,7aS)-1-((S)-2-(((S)-1-carboxybutyl)amino)propanoyl)octahydro-1H-indole-2-carboxylic acidPerindopril diacid form(2S,3aS,7aS)-1-[(2S)-2-[[(1S)-1-carboxybutyl]amino]propanoyl]-2,3,3a,4,5,6,7,7a-octahydroindole-2-carboxylic acid(2S,3aS,7aS)-1-(((S)-1-carboxybutyl)-L-alanyl)octahydro-1H-indole-2-carboxylic acid
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 0,2
- Polarare Oberfläche (TPSA)
- 107 Ų
- H-Brücken-Donoren
- 3
- H-Brücken-Akzeptoren
- 6
- Frei drehbare Bindungen
- 7
- Schwere Atome
- 24
- Formalladung
- 0
- Komplexität
- 495
Experimentelle und physikochemische Eigenschaften
DrugsPharmaceuticals -> Metabolite of Perindopril
Physikochemische Eigenschaften
- Schmelzpunkt
- 153 · 153-155°C
- Siedepunkt
- 568.1 · 568.1±45.0 °C(Predicted)
- Dichte
- 1.222 · 1.222±0.06 g/cm3(Predicted)
- storage temp.
- -20 °C · -20°C Freezer
- Löslichkeit
- DMSO (Slightly), Methanol (Slightly)
- Aggregatzustand
- Solid
- pka
- 2.27 · 2.27±0.20(Predicted)
- Farbe
- White to Pale Beige
- Stabilität
- Hygroscopic
- CAS Datenbank
- 95153 · 95153-31-4
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
GHS-Klassifizierung
GHS Classification
Warning
H361d (100%): Suspected of damaging the unborn child [Warning Reproductive toxicity]
P203, P280, P318, P405, and P501 (click each P-code to see the statement)
The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
Gefahrenhinweise
Hazard Classes and CategoriesRepr. 2 (100%)
Sicherheitsdaten
- hs_code
- 2933999552
Chemie und Industrie
Pharmakologische Informationen
FDA Pharmacological Classification
2UV6ZNQ92K
PERINDOPRILAT
Established Pharmacologic Class [EPC] - Angiotensin Converting Enzyme Inhibitor
Mechanisms of Action [MoA] - Angiotensin-converting Enzyme Inhibitors
Perindoprilat is an Angiotensin Converting Enzyme Inhibitor. The mechanism of action of perindoprilat is as an Angiotensin-converting Enzyme Inhibitor.
MeSH Pharmacological Classification
A class of drugs whose main indications are the treatment of hypertension and heart failure. They exert their hemodynamic effect mainly by inhibiting the renin-angiotensin system. They also modulate sympathetic nervous system activity and increase prostaglandin synthesis. They cause mainly vasodilation and mild natriuresis without affecting heart rate and contractility.
Drugs used in the treatment of acute or chronic vascular HYPERTENSION regardless of pharmacological mechanism. Among the antihypertensive agents are DIURETICS; (especially DIURETICS, THIAZIDE); ADRENERGIC BETA-ANTAGONISTS; ADRENERGIC ALPHA-ANTAGONISTS; ANGIOTENSIN-CONVERTING ENZYME INHIBITORS; CALCIUM CHANNEL BLOCKERS; GANGLIONIC BLOCKERS; and VASODILATOR AGENTS.
Tissue LocationsKidney
Cellular LocationsCytoplasm
Metabolite PathwaysPerindopril Action Pathway
Anwendungen
VerwendenPerindoprilat is the active metabolite of perindopril, an inhibitor of angiotensin converting enzyme (ACE) that has efficacy against hypertension. Perindoprilat specifically and competitively inhibits ACE in vitro with IC50 values ranging between 1.5 and 3.2 nM. Elimination of perindoprilat is decreased in the elderly and in patients with heart or renal failure.[Cayman Chemical]
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