Title: Enalaprilat
CAS Registry Number: 76420-72-9
CAS Name: N-[(1
S)-1-Carboxy-3-phenylpropyl]-L-alanyl-L-proline dihydrate
Synonyms: enalaprilic acid
Manufacturers' Codes: MK-422
Trademarks: Vasotec IV (Merck & Co.)
Molecular Formula: C18H24N2O5.2H2O
Molecular Weight: 384.42
Percent Composition: C 56.24%, H 7.34%, N 7.29%, O 29.13%
Literature References: Nonsulfhydryl dipeptide angiotensin converting enzyme (ACE) inhibitor. Prepn: A. A. Patchett
et al., Nature 288, 280 (1980);
eidem, EP 12401; E. E. Harris
et al., US 4374829 (1980, 1983 both to Merck & Co.). Active metabolite of enalapril,
q.v.: D. J. Tocco
et al., Drug Metab. Dispos. 10, 15 (1982). Pharmacology: D. M. Gross
et al., J. Pharmacol. Exp. Ther. 216, 552 (1981); M. A. Nelson
et al., Clin. Exp. Pharmacol. Physiol. Suppl. 7, 87 (1982); T. A. Unger
et al., Biochem. Pharmacol. 31, 3063 (1982). Bioavailability: M. L. Cohen
et al., J. Pharmacol. Exp. Ther. 226, 192 (1983). Kinetics of enzyme inhibition: C. H. Reynolds,
Biochem. Pharmacol. 33, 1273 (1984). Pharmacokinetics: K. S. Pang
et al., Drug Metab. Dispos. 12, 309 (1984). Acute hemodynamic effects in essential hypertension: A. C. Simon
et al., Clin. Pharm. Ther. 43, 49 (1988). Clinical evaluation in severe and malignant hypertension: D. J. DiPette
et al., ibid. 38, 199 (1985).
Properties: Needles from H2O, mp 148-151°. [a]D -67.0° (0.1
M HCl).
Melting point: mp 148-151°
Optical Rotation: [a]D -67.0° (0.1
M HCl)
Therap-Cat: Antihypertensive.
Keywords: ACE-Inhibitor; Antihypertensive; N-Carboxyalkyl (peptide/lactam) Derivatives.