Structural Formula Vector Image
Title: Ceronapril
CAS Registry Number: 111223-26-8
CAS Name: 1-[(2S)-6-Amino-2-[[hydroxy(4-phenylbutyl)phosphinyl]oxy]-1-oxohexyl]-L-proline
Additional Names: 1-[(2S)-6-amino-2-hydroxyhexanoyl]-L-proline, hydrogen (4-phenylbutyl)phosphonate (ester); ceranapril
Manufacturers' Codes: SQ-29852
Molecular Formula: C21H33N2O6P
Molecular Weight: 440.47
Percent Composition: C 57.26%, H 7.55%, N 6.36%, O 21.79%, P 7.03%
Literature References: Hydroxylphosphonate angiotensin converting enzyme (ACE) inhibitor. Prepn: D. S. Karanewsky, E. W. Petrillo, Jr., EP 97534; eidem, US 4452790 (both 1984 to Squibb); eidem et al., J. Med. Chem. 31, 204 (1988). HPLC determn in body fluids: H. Kadin et al., J. Chromatogr. 487, 135 (1989). Pharmacology: J. M. DeForrest et al., J. Cardiovasc. Pharmacol. 16, 121 (1990). Radioimmunoassay and pharmacokinetics: J. Tu et al., Ther. Drug Monit. 14, 209 (1992). Clinical evaluation in hypertension: J. Sasaki et al., Int. J. Clin. Pharmacol. Ther. Toxicol. 31, 83 (1993).
Properties: Prepd as the monohydrate. Crystals from water, mp 190-195° (dec). [a]D -47.5° (c = 1 in methanol).
Melting point: mp 190-195° (dec)
Optical Rotation: [a]D -47.5° (c = 1 in methanol)
Therap-Cat: Antihypertensive.
Keywords: ACE-Inhibitor; Antihypertensive; N-Carboxyalkyl (peptide/lactam) Derivatives.

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