Fosinopril Sodium - Moligand™,≥99% , Angiotensin-converting enzyme inhibitor, CAS No.88889-14-9, Angiotensin-converting enzyme inhibitor

CAS: 88889-14-9 Cat. No.: F129333 Molecular Weight: 585.64 EC Number: 620-449-1 PubChem CID: 23681451

GRADE & PURITY Moligand™, ≥99%

Synonyms

Fosinopril, (1(S*(R*)),2 alpha,4 beta)-Isomer | Fosinopril sodium- Bio-X | A842989 | HY-P0018 | FOSINOPRIL SODIUM (USP MONOGRAPH) | (4S)-4-CYCLOHEXYL-1-((R)-((S)-1-HYDROXY-2-METHYLPROPOXY)(4-PHENYLBUTYL)PHOSPHINYL)ACETYL-L-PROLINE PROPIONATE (ESTER), SODI

Storage

Store at 2-8°C,Protected from light,Argon charged

Shipped In

Wet ice

Overview

An angiotensin-converting enzyme inhibitor.

Fosinopril lowers blood pressure and functions as an antihypertensive agent. It is an ester prodrug. Fosinopril is metabolised by the liver and excreted from the body by liver and kidney. It is used to treat heart failure.

Specifications

Synonyms

Fosinopril, (1(S*(R*)), 2 alpha, 4 beta)-Isomer | Fosinopril sodium- Bio-X | A842989 | HY-P0018 | FOSINOPRIL SODIUM (USP MONOGRAPH) | (4S)-4-CYCLOHEXYL-1-((R)-((S)-1-HYDROXY-2-METHYLPROPOXY)(4-PHENYLBUTYL)PHOSPHINYL)ACETYL-L-PROLINE PROPIONATE (ESTER), SODI

Specifications & Purity

Moligand™, ≥99%

Biochemical and Physiological Mechanisms

Fosinopril is an angiotensin converting enzyme (ACE) inhibitor. Fosinopril is an angiotensin converting enzyme (ACE) inhibitor. Fosinopril is also known to inhibit the activity of the peptide transporter PEPT2.

Storage

Store at 2-8°C, Protected from light, Argon charged

Shipped In

Wet ice

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

Grade

Moligand™

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: 504769646
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504769646
• Canonical Smiles: CCC(=O)OC(C(C)C)OP(=O)(CCCCC1=CC=CC=C1)CC(=O)N2CC(CC2C(=O)[O-])C3CCCCC3.[Na+]
• IUPAC Name: sodium;(2S,4S)-4-cyclohexyl-1-[2-[(2-methyl-1-propanoyloxypropoxy)-(4-phenylbutyl)phosphoryl]acetyl]pyrrolidine-2-carboxylate
• InChIKey: TVTJZMHAIQQZTL-HREVRLCXSA-M
• INCHI: 1S/C30H46NO7P.Na/c1-4-28(33)37-30(22(2)3)38-39(36,18-12-11-15-23-13-7-5-8-14-23)21-27(32)31-20-25(19-26(31)29(34)35)24-16-9-6-10-17-24;/h5,7-8,13-14,22,24-26,30H,4,6,9-12,15-21H2,1-3H3,(H,34,35);/q;+1/p-1/t25-,26+,30?,39?;/m1./s1
• Isomeric SMILES: CCC(=O)OC(C(C)C)OP(=O)(CCCCC1=CC=CC=C1)CC(=O)N2C[C@@H](C[C@H]2C(=O)[O-])C3CCCCC3.[Na+]
• WGK Germany: 3
• PubChem CID: 23681451
• Molecular Weight: 585.64

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Amino acids and derivatives
          • Level6 Alpha amino acids and derivatives
            • Level7 Proline and derivatives

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Amino acids and derivatives - Alpha amino acids and derivatives
• Direct Parent: Proline and derivatives
• Alternative Parents: N-acyl-L-alpha-amino acids Pyrrolidine carboxylic acids N-acylpyrrolidines Benzene and substituted derivatives Dicarboxylic acids and derivatives Tertiary carboxylic acid amides Phosphinic acid esters Carboxylic acid esters Carboxylic acid salts Carboxylic acids Azacyclic compounds Hydrocarbon derivatives Organopnictogen compounds Carbonyl compounds Organonitrogen compounds Organic sodium salts Organic oxides
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: N-acyl-alpha-amino acid - N-acyl-alpha amino acid or derivatives - N-acyl-l-alpha-amino acid - Proline or derivatives - N-acylpyrrolidine - Pyrrolidine carboxylic acid - Pyrrolidine carboxylic acid or derivatives - Dicarboxylic acid or derivatives - Benzenoid - Monocyclic benzene moiety - Tertiary carboxylic acid amide - Pyrrolidine - Carboxamide group - Carboxylic acid ester - Carboxylic acid salt - Phosphinic acid ester - Azacycle - Organic alkali metal salt - Carboxylic acid - Organoheterocyclic compound - Organonitrogen compound - Organic oxygen compound - Organic nitrogen compound - Organic oxide - Organopnictogen compound - Organic sodium salt - Hydrocarbon derivative - Organooxygen compound - Organophosphorus compound - Organic salt - Carbonyl group - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as proline and derivatives. These are compounds containing proline or a derivative thereof resulting from reaction of proline at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
• External Descriptors: organic sodium salt

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in water (117 mg/ml at 25 °C), DMSO (<1 mg/ml at 25 °C), ethanol (4 mg/ml at 25 °C), chloroform, and methylene chloride.
• Sensitivity: Moisture sensitive；Light sensitive
• Molecular Weight: 585.600 g/mol
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 15
• Exact Mass: 585.283 Da
• Monoisotopic Mass: 585.283 Da
• Topological Polar Surface Area: 113.000 Ų
• Heavy Atom Count: 40
• Formal Charge: 0
• Complexity: 857.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 2
• Undefined Atom Stereocenter Count: 2
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 2

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