Fosinopril

Molecular formula C30H46NO7P Molecular weight 563.66 CAS Registry No 98048-97-6 Merck Index 13,4279 

Mobile phase Gradient. A was 770 mg ammonium acetate in 750 mL water and 250 mL MeOH, adjusted to pH 5.5 with glacial acetic acid. B was 770 mg ammonium acetate in MeOH. A B from 70 30 to 5 95 over 1 min, maintain at 5 95 for 2 min, return to initial conditions over 2 min, re-equilibrate for 5 min. 

Detector MS, PE Sciex API-Ill Plus triple quadrupole, turbo ion spray, positive ion, sprayer 4200 V, orifice 35 V, declustering 4 V, nebulizer gas nitrogen at 65 psi, curtain gas nitrogen at 1.2 L/min, turbo ion spray nitrogen 4 L/min, collision gas argon 23 eV, 

Internal standard SQ-33055 ((4S)-4-phenyl-l-[[(i )-[(liS)-2-methyl-l-(l-oxopropoxy) propoxy](4-phenylbutyl)phosphinyl]acetyl]-L-proline) (m/z 575.3-430.2) (4), SQ-27133 ((4iS)-4-phenylthio-l-[[(R)-(4-phenylbutyl)phosphinyl]acetyl]-L-proline) (m/z 479.2-416.2) (3.3) 

Mulvana, D.E. Liquid chromatographic-electrospray tandem mass spectrometric method for the simultaneous quantitation of the prodrug fosinopril and the active drug fosinoprilat in human serum, J.Chromatogr.B, 2000, 739, 255-271. 

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C7H7Br 100-39-0) see Fosinopril Latanoprost Monobenzone Orlistat Pirbuterol Saquinavir benzyl bromoacetate... 

Al-tert-butoxycarbonylpiperidine-2(5)-carboxylic acid (C H c N04 26250-84-0) see Tacrolimus At-/crt-butoxycarbonyl-trans-4-tosyIoxy-i.-proline (C17H23NO7S 96314-28-2) see Fosinopril... 

C2oH2fi04 29041-00-7) see Clidanac trons-4-cyclohexyl-L-proline (C, H,9N02 103201-78-1) see Fosinopril cyclohexyl(3-thienyl)acetic acid (CizHifiOjS 16199-74-9) see Cetiedil cyclohexyl(3-thienyl)glycolic acid ... 

CyHyNO 21850-61-3) see Benoxaprofen Flunoxaprofen 2 -hydroxy-3-phenylpropiophenone (C15H14O2 3516-95-8) see Etafenone Propafenone (2S-cw)-4-hydroxy-4-phenyI-l,2-pyrroIidinedicarboxyIic acid l-(phenylmethyl) ester (CiyHiyN05 78464-03-6) see Fosinopril a hydroxy-a-phenyl-2-thiopheneacetic acid 2-diethylami-noethyl ester... 

C,j,H2( N202 50-33-9) see Bumadizone Clofezone Feclobuzone Pipebuzone Suxibuzone 4-phenyl-l-butene (Ck,H,2 768-56-9) see Fosinopril... 

C 4H2(,C1N02 24465-45-0) see Phenoperidine phenyl 2-piperidinoethyl ether hydrochloride (CnH iClNO 92196-25-3) see Raloxifene hydrochloride trfl s-4-phenyl-L-proline (C11H13NO2 96314-26-0) see Fosinopril... 

C7H7CIO2S 98-59-9) see Benproperine Brinzolamide Carzenide Cefoxitin Diazepam Flurotyl Fosinopril Gusperimus trihydrochloride Idarubicin Idoxuridine Indeloxacine Levocabastine Mazindol Medazepam Mibefradil hydrochloride Nemonapride Pioglitazone Prenalterol Ropinirole Tinidazole Tolterodine p-toluenesulfonamide... 

Enalaprilat and SQ27,519 are angiotensin-converting enzyme (ACE) inhibitors with poor oral absorption. Enalapril and fosinopril are dipeptide and amino acid derivatives of enalaprilat and SQ27,519, respectively [51] (Fig. 10). Both prodrugs are converted via deesterification to the active drug by hepatic biotransformation. In situ rat perfusion of enalapril indicated a nonpassive absorption mechanism via the small peptide carrier-mediated transport system. In contrast to the active parent, enalapril renders enalaprilat more peptide-like, with higher apparent affinity for the peptide carrier. The absorption of fosinopril was predominantly passive. Carrier-mediated transport was not demonstrated, but neither was its existence ruled out. 

DI Friedman, GL Amidon. Passive and carrier-mediated intestinal absorption components of two angiotensin converting enzyme (ACE) inhibitor prodrugs in rats Enalapril and fosinopril. Pharm Res 6(12) 1043-1047, 1989. 

Shu, C., et al. Mechanism of intestinal absorption and renal reabsorption of an orally active ace inhibitor uptake and transport of fosinopril in cell cultures. Drug Metab. Dispos. 2001, 29, 1307-1315. 

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