Benazepril HCl - ≥99% , Angiotensin-converting enzyme inhibitor, CAS No.86541-74-4, Angiotensin-converting enzyme inhibitor

CAS: 86541-74-4 Cat. No.: B129257 Molecular Weight: 460.95 EC Number: 630-414-2

GRADE & PURITY ≥99%

Synonyms

2-[(3S)-3-{[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino}-2-oxo-2,3,4,5-tetrahydro-1H-1-benzazepin-1-yl]acetic acid hydrochloride | 5NSA | Benazepril hydrochloride, European Pharmacopoeia (EP) Reference Standard | SR-01000762893-3 | HY-B0093A | NCGC000951

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

An angiotensin-converting enzyme (ACE) inhibitor

Specifications

Synonyms

2-[(3S)-3-{[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino}-2-oxo-2, 3, 4, 5-tetrahydro-1H-1-benzazepin-1-yl]acetic acid hydrochloride | 5NSA | Benazepril hydrochloride, European Pharmacopoeia (EP) Reference Standard | SR-01000762893-3 | HY-B0093A | NCGC000951

Specifications & Purity

≥99%

Biochemical and Physiological Mechanisms

Benazepril hydrochloride is an ACE (angiotensin-converting enzyme) inhibitor. This prevents the catalytic conversion of angiotensin I to angiotensin II and in turn causes vasodilation and an increase in capillary blood volume.Angiotensin-converting enzyme

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.

Action Type

INHIBITOR

Mechanism of action

Angiotensin-converting enzyme inhibitor

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥99%

Names and Identifiers

• Pubchem Sid: 504763709
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504763709
• Canonical Smiles: CCOC(=O)C(CCC1=CC=CC=C1)NC2CCC3=CC=CC=C3N(C2=O)CC(=O)O.Cl
• IUPAC Name: 2-[(3S)-3-[[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino]-2-oxo-4,5-dihydro-3H-1-benzazepin-1-yl]acetic acid;hydrochloride
• InChIKey: VPSRQEHTHIMDQM-FKLPMGAJSA-N
• INCHI: 1S/C24H28N2O5.ClH/c1-2-31-24(30)20(14-12-17-8-4-3-5-9-17)25-19-15-13-18-10-6-7-11-21(18)26(23(19)29)16-22(27)28;/h3-11,19-20,25H,2,12-16H2,1H3,(H,27,28);1H/t19-,20-;/m0./s1
• Isomeric SMILES: CCOC(=O)[C@H](CCC1=CC=CC=C1)N[C@H]2CCC3=CC=CC=C3N(C2=O)CC(=O)O.Cl
• WGK Germany: 2
• RTECS: CX7065000
• Molecular Weight: 460.95
• Reaxy-Rn: 13349075
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=13349075&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: Alpha amino acid esters Benzazepines Aralkylamines Azepines Fatty acid esters Dicarboxylic acids and derivatives Benzene and substituted derivatives Tertiary carboxylic acid amides Amino acids Lactams Carboxylic acid esters Azacyclic compounds Dialkylamines Carboxylic acids Hydrocarbon derivatives Organopnictogen compounds Organic oxides Hydrochlorides Carbonyl compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Alpha-dipeptide - Alpha-amino acid ester - Benzazepine - Alpha-amino acid or derivatives - Azepine - Fatty acid ester - Aralkylamine - Dicarboxylic acid or derivatives - Monocyclic benzene moiety - Fatty acyl - Benzenoid - Tertiary carboxylic acid amide - Amino acid or derivatives - Amino acid - Lactam - Carboxylic acid ester - Carboxamide group - Secondary aliphatic amine - Carboxylic acid - Secondary amine - Azacycle - Organoheterocyclic compound - Organic nitrogen compound - Organonitrogen compound - Organooxygen compound - Carbonyl group - Hydrochloride - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Amine - Organic oxygen compound - 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: organic molecular entity

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)

POLI Tchem DNA polymerase iota (116820 Activities)

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TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)

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GMNN Tbio Geminin (128009 Activities)

Discover Target: GMNN

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SLCO1B1 Tchem Solute carrier organic anion transporter family member 1B1 (2672 Activities)

Discover Target: SLCO1B1

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CBX1 Tbio Chromobox protein homolog 1 (92434 Activities)

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SLCO1B3 Tchem Solute carrier organic anion transporter family member 1B3 (2517 Activities)

Discover Target: SLCO1B3

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Associated Targets(non-human)

Galc Galactocerebrosidase (11 Activities)

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Pseudomonas aeruginosa (123386 Activities)

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Klebsiella pneumoniae (43867 Activities)

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Staphylococcus aureus (210822 Activities)

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Acinetobacter baumannii (41033 Activities)

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Escherichia coli (133304 Activities)

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Cryptococcus neoformans (21258 Activities)

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Candida albicans (78123 Activities)

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Rattus norvegicus (775804 Activities)

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rep Replicase polyprotein 1ab (378 Activities)

Discover Target: rep

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Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in water (50 mM), DMSO (100 mM), ethanol, and methanol.
• Sensitivity: Moisture sensitive.
• Specific Rotation[α]: -134.0 to -140.0 deg(C=1, EtOH)
• Melt Point(°C): 183°C(lit.)
• Molecular Weight: 460.900 g/mol
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 10
• Exact Mass: 460.176 Da
• Monoisotopic Mass: 460.176 Da
• Topological Polar Surface Area: 95.900 Ų
• Heavy Atom Count: 32
• Formal Charge: 0
• Complexity: 619.000
• 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: 2

XLogP3

References

1. Wang Yiran, Shi Jihua, Dai Dapeng, Cai Jianping, Wang Shuanghu, Hong Yun, Zhou Shan, Zhao Fangling, Zhou Quan, Geng Peiwu, Zhou Yunfang, Xu Xue, Luo Qingfeng.  (2022)  Evaluation of commonly used cardiovascular drugs in inhibiting vonoprazan metabolism in vitro and in vivo.  Frontiers in Pharmacology,      [PMID:36052128] [10.3389/fphar.2022.909168]

2. Tan Lihua, Tu Yanbei, Wang Kai, Han Bing, Peng Hongquan, He Chengwei.  (2020)  Exploring protective effect of Glycine tabacina aqueous extract against nephrotic syndrome by network pharmacology and experimental verification.  Chinese Medicine,  15  (1): (1-17).  [PMID:32765640] [10.1186/s13020-020-00361-7]

3. Zheng Di-Wei, Pan Pei, Chen Ke-Wei, Fan Jin-Xuan, Li Chu-Xin, Cheng Han, Zhang Xian-Zheng.  (2020)  An orally delivered microbial cocktail for the removal of nitrogenous metabolic waste in animal models of kidney failure.  Nature Biomedical Engineering,  4  (9): (853-862).  [PMID:32632226] [10.1038/s41551-020-0582-1]