Antihypertensive drug of the ACE inhibitor class
Fosinopril Trade names Monopril AHFS/Drugs.com Monograph MedlinePlus a692020 Pregnancy category Routes of administration By mouth ATC code Legal status
US : WARNING [1]
In general: ℞ (Prescription only)
Bioavailability ~36% Protein binding 87% (fosinoprilat) Metabolism liver, GIT mucosa (to fosinoprilat) Elimination half-life 12 hours (fosinoprilat) Excretion kidney
(2S ,4S )-4-cyclohexyl-1-[2-[hydroxy(4-phenylbutyl)phosphoryl]acetyl]pyrrolidine-2-carboxylic acid
CAS Number 98048-97-6 Y PubChem CID IUPHAR/BPS DrugBank DB00492 Y ChemSpider 10482016 Y UNII KEGG D07992 Y ChEMBL ChEMBL3039598 N CompTox Dashboard (EPA ) DTXSID1023079 Formula C 30 H 46 N O 7 P Molar mass 563.672 g·mol−1 3D model (JSmol)
O=C(CP(=O)(CCCCc1ccccc1)OC(OC(=O)CC)C(C)C)N2C[C@@H](C[C@H]2C(O)=O)C3CCCCC3
InChI=1S/C30H46NO7P/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)/t25-,26+,30?,39-/m1/s1
Y Key:BIDNLKIUORFRQP-YYTCENNOSA-N
Y
N Y (what is this?) (verify)
Fosinopril is an angiotensin converting enzyme (ACE) inhibitor[2] used for the treatment of hypertension and some types of chronic heart failure. Fosinopril is the only phosphonate-containing ACE inhibitor marketed, by Bristol-Myers Squibb under the trade name Monopril. Fosinopril is a cascading pro-drug. The special niche for the medication that differentiates it from the other members of the ACE Inhibitor drug class is that was specifically developed for the use for patients with renal impairment. This was through manipulation of the metabolism and excretion, and is seen that fifty percent of the drug is hepatobiliary cleared, which can compensate for diminished renal clearance. The remaining fifty percent is excreted in urine. It does not need dose adjustment.
It was patented in 1980 and approved for medical use in 1991.[3]
^ "FDA-sourced list of all drugs with black box warnings (Use Download Full Results and View Query links.)". nctr-crs.fda.gov . FDA. Retrieved 22 Oct 2023 .
^ 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): 1303–1311. doi:10.1503/cmaj.060068. PMC 2335176 . PMID 18458262.
^ Fischer J, Ganellin CR (2006). Analogue-based Drug Discovery . John Wiley & Sons. p. 468. ISBN 9783527607495 .
Last Update: 2023-10-22T22:54:59Z
Fosinopril is an angiotensin converting enzyme (ACE) inhibitor used for the treatment of hypertension and some types of chronic heart failure. Fosinopril...
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