Perindoprilat

Base Information

• Chemical Name: Perindoprilat
• CAS No.: 95153-31-4
• Molecular Formula: C17H28 N2 O5
• Molecular Weight: 340.42
• Hs Code.: 2933999552
• UNII: 2UV6ZNQ92K
• DSSTox Substance ID: DTXSID90869249
• Nikkaji Number: J33.388C
• Wikidata: Q27088302
• NCI Thesaurus Code: C66357
• RXCUI: 1546400
• Pharos Ligand ID: UTG7RXTJ4C3U
• Metabolomics Workbench ID: 154874
• ChEMBL ID: CHEMBL1201368
• Mol file: 95153-31-4.mol

Synonyms:perindoprilat;S-9780

Chemical Property of Perindoprilat

Chemical Property:

• Vapor Pressure: 2.17E-14mmHg at 25°C
• Melting Point: 153-155掳C
• Boiling Point: 568.1 °C at 760 mmHg
• PKA: 2.27±0.20(Predicted)
• Flash Point: 297.4 °C
• PSA: 106.94000
• Density: 1.222 g/cm³
• LogP: 1.79090
• Storage Temp.: -20°C Freezer
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 340.19982200
• Heavy Atom Count: 24
• Complexity: 495

Purity/Quality:

99.5% ^*data from raw suppliers

Perindoprilat(MixtureofDiastereomers) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC(C(=O)O)NC(C)C(=O)N1C2CCCCC2CC1C(=O)O
• Isomeric SMILES: CCC[C@@H](C(=O)O)N[C@@H](C)C(=O)N1[C@H]2CCCC[C@H]2C[C@H]1C(=O)O
• Uses: 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] Perindoprilat is an angiotensin-converting enzyme (ACE) inhibitor and antihypertensive.

Technology Process of Perindoprilat

There total 3 articles about Perindoprilat which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 75.0%

perindopril tert-butylamine (107133-36-8) → perindoprilat (95153-31-4)

Guidance literature:

With sodium hydroxide; for 72h; Ambient temperature;

DOI:10.1021/jm00106a030

Reference yield: 0.04%

perindopril tert-butylamine (107133-36-8) → ethyl (2S)-2-[(3S,5aS,9aS,10aS)-3-methyl-1,4-dioxo-5a,6,7,8,9,9a,10,10a-octahydro-3H-pyrazino[1,2-a]indol-2-yl]pentanoate (129970-98-5) + perindoprilat (95153-31-4)

Guidance literature:

With water; at 40 ℃; Conversion of starting material;

Reference yield:

perindopril L-arginine (612548-45-5) → C17H26N2O4 + perindoprilat (95153-31-4)

Guidance literature:

With water; 6-chloro-3,4-dihydro-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide; at 59.84 ℃; for 250h; Kinetics;

DOI:10.32383/appdr/82922

upstream raw materials:

perindopril tert-butylamine

perindopril L-arginine

Refernces

• 1、 -. "STABLE FORMULATION OF AMORPHOUS PERINDOPRIL SALTS, A PROCESS FOR THEIR PREPARATION, ESPECIALLY INDUSTRIAL PREPARATION, AND THEIR USE IN THE THERAPY OF HYPERTENSION". Page/Page column 17-19. . Retrieved 2008/06/13.