Title: Nifedipine
CAS Registry Number: 21829-25-4
CAS Name: 1,4-Dihydro-2,6-dimethyl-4-(2-nitrophenyl)-3,5-pyridinedicarboxylic acid dimethyl ester
Additional Names: 4-(2¢-nitrophenyl)-2,6-dimethyl-3,5-dicarbomethoxy-1,4-dihydropyridine
Manufacturers' Codes: Bay a 1040
Trademarks: Adalat(e) (Bayer); Adipine (Chiesi); Aldipin (Helvepharm); Anifed (Formenti); Aprical (Shire); Cardilate (Ivax); Chronadalate (Bayer); Coracten (UCB); Cordicant (Mundipharma); Cordilan (Roche); Corotrend (Siegfried); Duranifin (Merck dura); Ecodipin (Ecosol); Fortipine (Goldshield); Hexadilat (Durascan); Nifedicor (Alfa); Nifelan (Elan); Nifelat (TAD); Nifensar (Aventis); Orix (Biomedica); Pidilat (Solvay); Procardia (Pfizer); Sepamit (Organon); Tensipine (Genus); Zenusin (Mepha)
Molecular Formula: C17H18N2O6
Molecular Weight: 346.33
Percent Composition: C 58.96%, H 5.24%, N 8.09%, O 27.72%
Literature References: Dihydropyridine calcium channel blocker. Prepn: Bossert, Vater, ZA 6801482; eidem, US 3485847 (1968, 1969 both to Bayer). Series of articles on pharmacology, pharmacokinetics, biotransformation, clinical studies: Arzneim.-Forsch. 22, 1-56, 330-388 (1972). Toxicity data: Vater et al., ibid. 1. Comprehensive description: S. L. Ali, Anal. Profiles Drug Subs. 18, 221-288 (1989). Review of analytical methods in biological fluids: P. A. Soons et al., J. Pharm. Biomed. Anal. 9, 475-484 (1991). Review of clinical efficacy in hypertension and Raynaud's phenomenon: W. Kiowski et al., Cardiovasc. Drugs Ther. 4, 935-940 (1990); in hypertension and angina: J. G. Tijssen, P. G. Hugenholtz, Eur. Heart J. 17, 1152-1157 (1996). Comparative clinical trial in prevention of complications from hypertension: M. J. Brown et al., Lancet 356, 366 (2000).
Properties: Yellow crystals, mp 172-174°. uv max (methanol): 340, 235 nm (e 5010, 21590); (0.1N HCl): 338, 238 nm (e 5740, 20600); (0.1N NaOH): 340, 238 nm (e 5740, 20510). Soly at 20° (g/L): acetone 250, methylene chloride 160, chloroform 140, ethyl acetate 50, methanol 26, ethanol 17. Very light sensitive in soln. LD50 in mice, rats (mg/kg): 494, 1022 orally; 4.2, 15.5 i.v. (Vater).
Melting point: mp 172-174°
Absorption maximum: uv max (methanol): 340, 235 nm (e 5010, 21590); (0.1N HCl): 338, 238 nm (e 5740, 20600); (0.1N NaOH): 340, 238 nm (e 5740, 20510)
Toxicity data: LD50 in mice, rats (mg/kg): 494, 1022 orally; 4.2, 15.5 i.v. (Vater)
Therap-Cat: Antianginal; antihypertensive.
Keywords: Antianginal; Calcium Channel Blocker; Dihydropyridine Derivatives; Antihypertensive; Dihydropyridine Derivatives. |