Fosinopril

Fosinopril
Fosinopril
Systematic (IUPAC) name
(2S,4S)-4-cyclohexyl-1-(2-{[2-methyl-1-(propanoyloxy)propoxy](4-phenylbutyl)phosphoryl}acetyl)pyrrolidine-2-carboxylic acid
Clinical data
Trade names Monopril
AHFS/Drugs.com monograph
MedlinePlus a692020
Pregnancy cat. D(AU)
Legal status Prescription only
Routes oral
Pharmacokinetic data
Bioavailability ~36%
Protein binding 87% (fosinoprilat)
Metabolism hepatic, GIT mucosa (to fosinoprilat)
Half-life 12 hours (fosinoprilat)
Excretion renal
Identifiers
CAS number 98048-97-6 YesY
ATC code C09AA09
PubChem CID 55891
DrugBank APRD00526
ChemSpider 10482016 YesY
UNII R43D2573WO YesY
KEGG D07992 N
ChEMBL CHEMBL1201310 N
Chemical data
Formula C30H46NO7P 
Mol. mass 563.663 g/mol
SMILES eMolecules & PubChem
 N(what is this?)  (verify)

Fosinopril is an angiotensin converting enzyme (ACE) inhibitor[1] used for the treatment of hypertension and some types of chronic heart failure. Fosinopril is the only phosphinate-containing ACE inhibitor marketed. It is marketed by Bristol-Myers Squibb under the trade name Monopril.

Fosinoprilat, the active form of fosinopril.

Fosinoprilat and Fosinopril

Fosinoprilat proved to have the same problem as enalaprilat and the other carboxylate-containing ACE inhibitors (namely poor oral bioavailability). Addition of a hydrophobic side-chain modulated the ionisation characteristics of the molecule making it more bioavailable. Fosinopril is administered as a prodrug and is converted in vivo to the active form fosinoprilat.

References


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  • fosinopril sodium — fo·sin·o·pril so·di·um (fo sinґo pril) an angiotension converting enzyme inhibitor used in the treatment of hypertension; also used as a vasodilator in the treatment of congestive heart failure. Administered orally …   Medical dictionary

  • FEST — Fosinopril Efficacy/Safety Trial; Fosinopril on Exercise Tolerance [study]; Framework for European Services in Telemedicine …   Medical dictionary

  • FEST — • Fosinopril Efficacy/Safety Trial; • Fosinopril on Exercise Tolerance [study]; • Framework for European Services in Telemedicine …   Dictionary of medical acronyms & abbreviations

  • FAMIS — Fosinopril in Acute Myocardial Infarction Study …   Medical dictionary

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  • ATC code C09 — A section of the Anatomical Therapeutic Chemical Classification System.C Cardiovascular systemC09A ACE inhibitors, plainC09AA ACE inhibitors, plain:C09AA01 Captopril:C09AA02 Enalapril:C09AA03 Lisinopril:C09AA04 Perindopril:C09AA05… …   Wikipedia

  • ACE-Hemmer — sind Arzneistoffe, die insbesondere in der Therapie des Bluthochdruckes (Hypertonie) und der chronischen Herzinsuffizienz Anwendung finden. Sie sind Hemmstoffe (Inhibitoren) des Angiotensin konvertierenden Enzyms (Angiotensin Converting Enzyme),… …   Deutsch Wikipedia

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