Structural Formula Vector Image
Title: Nicardipine
CAS Registry Number: 55985-32-5
CAS Name: 1,4-Dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic acid methyl 2-[methyl(phenylmethyl)amino]ethyl ester
Molecular Formula: C26H29N3O6
Molecular Weight: 479.52
Percent Composition: C 65.12%, H 6.10%, N 8.76%, O 20.02%
Literature References: Dihydropyridine calcium channel blocker. Prepn: M. Murakami et al., BE 811324; eidem, US 3985758 (1974, 1976 both to Yamanouchi); M. Iwanami et al., Chem. Pharm. Bull. 27, 1426 (1979). Vasodilator profile: T. Takenaka et al., Arzneim.-Forsch. 26, 2172 (1976). Absorption, excretion, metabolism: S. Higuchi et al., Xenobiotica 7, 469 (1977). Clinical pharmacology: T. Seki, T. Takenaka, Int. J. Clin. Pharmacol. Biopharm. 15, 267 (1977). Mechanism of action: K. Satoh et al., Clin. Exp. Pharmacol. Physiol. 7, 249 (1980). Acute toxicity study: Y. Odani, T. Sado, Oyo Yakuri 18, 301 (1979), C.A. 92, 104384u (1980). Symposium: Br. J. Clin. Pharmacol. 20, Suppl. 1, 1S-208S (1985). Clinical synergy with captopril, q.v.: K. A. Conrad et al., Clin. Pharmacol. Ther. 42, 113 (1987). Review of pharmacodynamics, pharmacokinetics and therapeutic efficacy: E. M. Sorkin, S. P. Clissold, Drugs 33, 296-345 (1987).
Derivative Type: Hydrochloride
CAS Registry Number: 54527-84-3
Manufacturers' Codes: RS-69216; YC-93
Trademarks: Antagonil (Novartis); Barizin (Lek); Bionicard (Bioindustria); Cardene (Syntex); Dacarel (Roemmers); Lecibral (Nezel); Lescodil (Zdravlje); Loxen (Novartis); Nerdipina (Ferrer); Nicant (Piam); Nicardal (Italfarmaco); Nicarpin (San Carlo); Nicapress (Boehringer, Ing.); Nicodel (Mitsui); Nimicor (Formenti); Perdipina (Novartis); Perdipine (Syntex); Ranvil (Gentili); Ridene (Syntex); Rycarden (Syntex); Rydene (Syntex); Vasodin (Alfa); Vasonase (Syntex Latino)
Molecular Formula: C26H29N3O6.HCl
Molecular Weight: 515.99
Percent Composition: C 60.52%, H 5.86%, N 8.14%, O 18.60%, Cl 6.87%
Properties: Isolated in two crystalline forms from acetone. a-form: mp 179-181°; b-form: mp 168-170°. The forms also have different IR and x-ray diffraction patterns. LD50 in male, female rats (mg/kg): 634, 557 orally; 18.1, 25.0 i.v.; in male, female mice: 634, 650 orally; 20.7, 19.9 i.v. (Odani, Sado).
Melting point: a-form: mp 179-181°; b-form: mp 168-170°
Toxicity data: LD50 in male, female rats (mg/kg): 634, 557 orally; 18.1, 25.0 i.v.; in male, female mice: 634, 650 orally; 20.7, 19.9 i.v. (Odani, Sado)
Therap-Cat: Antianginal; antihypertensive.
Keywords: Antianginal; Antihypertensive; Dihydropyridine Derivatives; Calcium Channel Blocker; Dihydropyridine Derivatives.

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