Benazeprilat(CGS 14831) - Moligand™, ≥98% , Inhibitor of Angiotensin-converting enzyme, CAS No.86541-78-8, Inhibitor of Angiotensin-converting enzyme

CAS: 86541-78-8 Cat. No.: B334932 Molecular Weight: 396.44

GRADE & PURITY Moligand™, ≥98%

Synonyms

(3S)-3-[[(1S)-1-Carboxy-3-phenylpropyl]amino]-2,3,4,5-tetrahydro-2-oxo-1H-1-benzazepine-1-acetic Acid | CGS 14831

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Benazeprilat is the active metabolite of benazepril , formed after cleavage of the ester group. Benazeprilat is a potent inhibitor of angiotensin-converting enzyme (ACE). This prevents the conversion of angiotensin I to the vasoconstrictor angiotensin II.

Product description

Benazeprilat is an active and the active metabolite of benazepril, a carboxyl-containing ACE inhibitor with antihypertensive activity. Benazepril is a well-established antihypertensive agent, both in monoresearch and in combination with other classes of drugs including thiazide diuretics and calcium channel blockers. Benazepril is a first-line research in reducing various pathologies associated with CV risk and secondary end-organ damage.

Specifications

Synonyms

(3S)-3-[[(1S)-1-Carboxy-3-phenylpropyl]amino]-2, 3, 4, 5-tetrahydro-2-oxo-1H-1-benzazepine-1-acetic Acid | CGS 14831

Specifications & Purity

Moligand™, ≥98%

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Moligand™

Action Type

INHIBITOR

Mechanism of action

Inhibitor of Angiotensin-converting enzyme

Purity

≥98%

Product Properties

• pKa: pKa: 2.17 (Predicted), pKa: 8.35 (Predicted)

Names and Identifiers

• Canonical Smiles: C1CC2=CC=CC=C2N(C(=O)C1NC(CCC3=CC=CC=C3)C(=O)O)CC(=O)O
• IUPAC Name: (2S)-2-[[(3S)-1-(carboxymethyl)-2-oxo-4,5-dihydro-3H-1-benzazepin-3-yl]amino]-4-phenylbutanoic acid
• InChIKey: MADRIHWFJGRSBP-ROUUACIJSA-N
• INCHI: 1S/C22H24N2O5/c25-20(26)14-24-19-9-5-4-8-16(19)11-13-17(21(24)27)23-18(22(28)29)12-10-15-6-2-1-3-7-15/h1-9,17-18,23H,10-14H2,(H,25,26)(H,28,29)/t17-,18-/m0/s1
• Isomeric SMILES: C1CC2=CC=CC=C2N(C(=O)[C@H]1N[C@@H](CCC3=CC=CC=C3)C(=O)O)CC(=O)O
• Alternate CAS: 86541-78-8；89747-91-1；107397-09-1
• MeSH Entry Terms: benazeprilat;benezaprilat;CGS 14831;CGS-14831
• Molecular Weight: 396.44
• Reaxy-Rn: 13347085
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=13347085&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Peptides
          • Level6 Dipeptides

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Peptides
• Direct Parent: Dipeptides
• Alternative Parents: Benzazepines L-alpha-amino acids Aralkylamines Azepines Benzene and substituted derivatives Dicarboxylic acids and derivatives Tertiary carboxylic acid amides Amino acids Lactams Azacyclic compounds Carboxylic acids Dialkylamines Carbonyl compounds Hydrocarbon derivatives Organopnictogen compounds Organic oxides
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Alpha-dipeptide - Benzazepine - Alpha-amino acid - Alpha-amino acid or derivatives - L-alpha-amino acid - Azepine - Aralkylamine - Monocyclic benzene moiety - Dicarboxylic acid or derivatives - Benzenoid - Tertiary carboxylic acid amide - Amino acid - Amino acid or derivatives - Lactam - Carboxamide group - Organoheterocyclic compound - Azacycle - Secondary amine - Secondary aliphatic amine - Carboxylic acid - Hydrocarbon derivative - Organic oxygen compound - Carbonyl group - Organic nitrogen compound - Organic oxide - Organopnictogen compound - Organonitrogen compound - Organooxygen compound - Amine - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

ACE Tclin Angiotensin-converting enzyme (1 Activities)

Discover Target: ACE

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

Chemical and Physical Properties

• Solubility: Soluble in DMSO.
• Refractive Index: n20D1.64 (Predicted)
• Specific Rotation[α]: α20/D -200.5°, c = 1 in 3% aqueous NH4OH
• Boil Point(°C): ~711.3° C at 760 mmHg (Predicted)
• Melt Point(°C): 254-256° C
• Molecular Weight: 396.400 g/mol
• XLogP3: 0.600
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 8
• Exact Mass: 396.169 Da
• Monoisotopic Mass: 396.169 Da
• Topological Polar Surface Area: 107.000 Ų
• Heavy Atom Count: 29
• Formal Charge: 0
• Complexity: 590.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 2
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1