Benazeprilat

Base Information

• Chemical Name: Benazeprilat
• CAS No.: 86541-78-8
• Deprecated CAS: 89747-91-1,107397-09-1
• Molecular Formula: C22H24N2O5
• Molecular Weight: 396.443
• Hs Code.: 2933790002
• UNII: JRM708L703
• DSSTox Substance ID: DTXSID501024701
• Nikkaji Number: J227.999A
• Wikidata: Q27075017
• NCI Thesaurus Code: C72907
• RXCUI: 1546196
• Pharos Ligand ID: DWTMWPUANK11
• Metabolomics Workbench ID: 71825
• ChEMBL ID: CHEMBL1192519
• Mol file: 86541-78-8.mol

Synonyms:benazeprilat;benezaprilat;CGS 14831;CGS-14831

Chemical Property of Benazeprilat

Chemical Property:

• Appearance/Colour: Crystalline Solid
• Vapor Pressure: 3.09E-21mmHg at 25°C
• Melting Point: 270-272°C
• Refractive Index: 1.643
• Boiling Point: 711.3 °C at 760 mmHg
• PKA: 2.17±0.10(Predicted)
• Flash Point: 384 °C
• PSA: 106.94000
• Density: 1.34 g/cm³
• LogP: 2.55050
• Storage Temp.: -20°C Freezer, Under Inert Atmosphere
• Solubility.: Aqueous Base (Slightly), DMSO (Slightly)
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 8
• Exact Mass: 396.16852187
• Heavy Atom Count: 29
• Complexity: 590

Purity/Quality:

99%+, ^*data from raw suppliers

Benazeprilat ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2=CC=CC=C2N(C(=O)C1NC(CCC3=CC=CC=C3)C(=O)O)CC(=O)O
• Isomeric SMILES: C1CC2=CC=CC=C2N(C(=O)[C@H]1N[C@@H](CCC3=CC=CC=C3)C(=O)O)CC(=O)O
• Uses: Benazeprilat is a metabolite of Benazepril, which is used as an antihypertensive.

Technology Process of Benazeprilat

There total 12 articles about Benazeprilat 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: 69.0%

(3S)-1-(carboxymethyl)-<<(1S)-1-(ethoxycarbonyl)-3-phenylpropyl>amino>-2,3,4,5-tetrahydro-1H-<1>benzazepin-2-one hydrochloride (86541-77-7,215447-89-5,88372-38-7) → (3S)-1-(carboxymethyl)-<<(1S)-1-carboxy-3-phenylpropyl>amino>-2,3,4,5-tetrahydro-1H-<1>benzazepin-2-one (86541-78-8,89747-91-1)

Guidance literature:

With sodium hydroxide; In methanol; for 18h; Ambient temperature;

DOI:10.1021/jm00148a023

Reference yield:

benazepril (86541-75-5,86499-21-0) → ethanol (64-17-5) + benazeprilate (86541-78-8,89747-91-1)

Guidance literature:

With Tris-HCl buffer; human liver carboxylesterase pI 4.5; at 37 ℃; pH=7.4; Further Variations:; Reagents; Enzyme kinetics;

DOI:10.1248/bpb.20.869

Reference yield:

benazepril hydrochloride (86541-74-4,215447-89-5,88372-38-7) → benazeprilate (86541-78-8,89747-91-1)

Guidance literature:

With hydrogenchloride; sodium hydroxide; In methanol; water;

upstream raw materials:

benazepril

benazepril hydrochloride

(3S)-1-(carboxymethyl)-<<(1S)-1-(ethoxycarbonyl)-3-phenylpropyl>amino>-2,3,4,5-tetrahydro-1H-<1>benzazepin-2-one hydrochloride

2,3,4,5-tetrahydro-1H-1-benzo[b]azepin-2-one

Refernces

• 1、 Gu, Chungang,Huang, Jiansheng,Johnson, Joshua L.,Rooney, Michael. "Optimal pH 8.5 to 9 for the hydrolysis of vixotrigine and other basic substrates of carboxylesterase-1 in human liver microsomes". . . Retrieved 2022/03/27.
• 2、 -. "3-Amino-[1]-benzazepin-2-one-1-alkanoic acids". . . Retrieved 2008/06/13.