Prodrugs pp 1251-1258 | Cite as

Case Study: Fosinopril

  • Edward W. Petrillo
Part of the Biotechnology: Pharmaceutical Aspects book series (PHARMASP, volume V)


Fosinopril is an acyloxyalkyl ester of fosinoprilat, a phosphinic acid angiotensin-converting enzyme (ACE) inhibitor developed for the treatment of hypertension and congestive heart failure. The hydroxylphosphinylacetyl proline class of inhibitors exhibits high affinity for ACE and a high degree of efficacy for inhibition of the angiotensin I-induced pressor response in animals (Krapcho et al., 1988) when administered intravenously. These inhibitors exhibited a low level of activity upon oral administration, which could be attributed to low oral absorption. The propanoyloxy isobutyl ester of the trans-4-cyclohexyl proline analog exhibited improved oral activity and long duration of action (DeForrest et al., 1989) and was advanced into preclinical and clinical development (Duchin, 1991).


Angiotensin Convert Enzyme Angiotensin Convert Enzyme Inhibitor Phosphinic Acid Pyroglutamic Acid Active Angiotensin Convert Enzyme Inhibitor 
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Copyright information

© American Association of Pharmaceutical Scientists 2007

Authors and Affiliations

  • Edward W. Petrillo
    • 1
  1. 1.Bristol Myers Squibb Pharmaceutical Research InstitutePrincetonUSA

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