95153-31-4

Basic information

• Product Name: Perindoprilat
• Synonyms: PERINDOPRILAT;PERINDOPRILAT HYDRATE;(2s-(1(r*(r*)),2-alpha,3a-beta,7a-beta))-);1h-indole-2-carboxylicacid,octahydro-1-(2-((1-carboxybutyl)amino)-1-oxopropyl;(2S,3aS,7aS)-1-[(2S)-2-[[(2S)-1-Carboxybutyl]amino]propanoyl]-2,3,3a,4,5,6,7,7a-octahydroindole-2-carboxylic acid;(2S,3aS,7aS)-1-[(S)-2-[[(S)-1-Carboxybutyl]amino]-1-oxopropyl]hexahydroindoline-2-carboxylic acid;S-9780;Perindoprilat ,95%
• CAS NO: 95153-31-4
• Molecular Formula: C₁₇H₂₈N₂O₅
• Molecular Weight: 340.41
• Product Categories: Intermediates & Fine Chemicals;Pharmaceuticals;Amines;Chiral Reagents;Heterocycles
• Mol File: 95153-31-4.mol
• Article Data: 3

Chemical Properties

• Melting Point: 153-155°C
• Boiling Point: 568.1 °C at 760 mmHg
• Flash Point: 297.4 °C
• Appearance: /
• Density: 1.222 g/cm³
• Vapor Pressure: 2.17E-14mmHg at 25°C
• Refractive Index: 1.534
• Storage Temp.: -20°C Freezer
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 2.27±0.20(Predicted)
• Stability: Hygroscopic
• CAS DataBase Reference: Perindoprilat(CAS DataBase Reference)
• NIST Chemistry Reference: Perindoprilat(95153-31-4)
• EPA Substance Registry System: Perindoprilat(95153-31-4)

Safety Data

• Hazardous Substances Data: 95153-31-4(Hazardous Substances Data)

Usage

Chemical Properties

White to Off-White Solid

Uses

Different sources of media describe the Uses of 95153-31-4 differently. You can refer to the following data:
1. Perindoprilat 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]
2. Perindoprilat is an angiotensin-converting enzyme (ACE) inhibitor and antihypertensive.

InChI:InChI=1/C17H28N2O5/c1-3-6-12(16(21)22)18-10(2)15(20)19-13-8-5-4-7-11(13)9-14(19)17(23)24/h10-14,18H,3-9H2,1-2H3,(H,21,22)(H,23,24)/t10-,11-,12-,13-,14-/m0/s1

Upstream product

• 107133-36-8 perindopril tert-butylamine 
• 612548-45-5 perindopril L-arginine 

Relevant articles and documents

Impact of hydrochlorothiazide on the stability of two perindopril salts. Evaluation of the interaction with HPLC and ESI LC/MS methods

Perindopril (PER) belongs to the group of the angiotensin-converting enzyme inhibitors and is widely prescribed antihypertensive drug. It can be used in monotherapy or in combination therapy for example with hydrochlorothiazide (HTH). As on the market there is no pharmaceutical formulation containing both drugs and in literature has not been reported any work about effect of HTH on PER degradation process, the primary objective of this study was the assessment of stability of two salts of perindopril ? tert-butylamine (PERt) and arginine (PERa) in a mixtures model with HTH in different relative humidities and constant temperature. The objective of the study was establishing the mechanisms of drug decomposition in the presence of HTH. Results were achieved using the high-performance liquid chromatography (RP-HPLC). The degradation rate constants for mixtures and pure substances were calculated. Decomposition products have been analyzed by ESI LC/MS and the decomposition mechanism for each salt has been proposed. The degradation of PERt in the presence of HTH took place according to autocatalytic reaction kinetic mechanism, described mathematically by Prout-Tompkins equation, and the decomposition process leads to hydrolysis. HTH in the model mixture with PERa generates a first-order kinetic model of the decomposition reaction, and there are two main products of decomposition: product of hydrolysis and diketopiperazine. Our study showed that HTH has statistically significant positive impact on both salts. It can be suggested that PERt or PERa and HTH can be formulated together, hence there is no negative interaction between the drugs.

Configuration and preferential solid-state conformations of perindoprilat (S-9780). Comparison with the crystal structures of other ACE inhibitors and conclusions related to structure-activity relationships

The conformation of perindoprilat, an antihypertensive drug, is studied in the solid state by X-ray analysis. The resolution of its structure reveals important analogies between its observed conformation and that of several ACE inhibitors of the same family. This comparison points out a constant relative orientation of the functional groups, regardless of the molecular environment. This angular constancy appears to us as not being accidental and is a good argument for the spatial design of the ACE binding site. Although ACE is a carboxydipeptidase, the binding site may not contain two but one unique hydrophobic pocket receiving the C-terminal end of the inhibitors.