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Wikipedia - Fosinopril

Fosinopril
Systematic (IUPAC) name
(2S,4S)-4-cyclohexyl-1-(2-{[2-methyl-1-(propanoyloxy)propoxy](4-phenylbutyl)phosphoryl}acetyl)pyrrolidine-2-carboxylic acid
Identifiers
CAS number 98048-97-6
ATC code C09AA09
PubChem CID 55891
DrugBank APRD00526
Chemical data
Formula C30H46NO7P 
Mol. mass 563.663 g/mol
Pharmacokinetic data
Bioavailability ~36%
Protein binding 87% (fosinoprilat)
Metabolism hepatic, GIT mucosa (to fosinoprilat)
Half-life 12 hours (fosinoprilat)
Excretion renal
Therapeutic considerations
Pregnancy cat. D(AU)
Legal status ? Prescription only
Routes oral
 YesY(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.

[edit] Fosinoprilat and Fosinopril

Fosinoprilat proved to have the same problem as enalaprilat and the other carboxylate-containing ACE inhibitors (namely poor oral bioavailability). The solution, fortunately, was very similar - the addition of a hydrophobic side-chain to modulate the ionisation characteristics of the molecule. Thus fosinopril was developed. Fosinopril is administered as a prodrug and is converted in vivo to the active form fosinoprilat.

[edit] References

  1. ^ Pilote L, Abrahamowicz M, Eisenberg M, Humphries K, Behlouli H, Tu JV (May 2008). "Effect of different angiotensin-converting-enzyme inhibitors on mortality among elderly patients with congestive heart failure". CMAJ 178 (10): 1303–11. doi:10.1503/cmaj.060068. PMID 18458262. PMC 2335176. http://www.cmaj.ca/cgi/pmidlookup?view=long&pmid=18458262. 
v • d • e
Antihypertensives: agents acting on the renin-angiotensin system (C09)
ACE inhibitors
("-pril")
AIIRAs/
("-sartan")
Renin inhibitors/
("-kiren")
Retrieved from "http://en.wikipedia.org/wiki/Fosinopril"

This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Fosinopril".

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