Enalaprilat
Title: Enalaprilat
CAS Registry Number: 76420-72-9
CAS Name: N-[(1S)-1-Carboxy-3-phenylpropyl]-L-alanyl-L-proline dihydrate
Additional Names: 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° (0.1M HCl).
Melting point: mp 148-151°
Optical Rotation: [a]D -67.0° (0.1M HCl)
Therap-Cat: Antihypertensive.
Keywords: ACE-Inhibitor; Antihypertensive; N-Carboxyalkyl (peptide/lactam) Derivatives.

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