Title: Manidipine
CAS Registry Number: 89226-50-6
CAS Name: 1,4-Dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic acid 2-[4-(diphenylmethyl)-1-piperazinyl]ethyl methyl ester
Synonyms: 2-[4-(diphenylmethyl)-1-piperazinyl]ethyl methyl (±)-1,4-dihydro-2,6-dimethyl-4-(
m-nitrophenyl)-3,5-pyridinecarboxylate; franidipine
Molecular Formula: C35H38N4O6
Molecular Weight: 610.70
Percent Composition: C 68.83%, H 6.27%, N 9.17%, O 15.72%
Literature References: Dihydropyridine calcium channel blocker. Prepn: K. Meguro, A. Nagaoka,
EP 94159;
eidem, US 4892875 (1983, 1990, both to Takeda); K. Meguro
et al., Chem. Pharm. Bull. 33, 3787 (1985). Synthesis and bioactivity of optical isomers: M. Kajino
et al., ibid. 37, 2225 (1989). Acute toxicity study: S. Chiba
et al., Yakuri to Chiryo 17, Suppl. 4, 961 (1989),
C.A. 111, 146499b (1989). Determn of enantiomers in human serum: M. Yamaguchi
et al., J. Chromatogr. 575, 123 (1992). Clinical evaluation in hypertension: K. Mizuno
et al., Curr. Ther. Res. 52, 248 (1992).
Properties: Light yellow crystals from isopropyl ether + hexane, mp 125-128°.
Melting point: mp 125-128°
Derivative Type: Dihydrochloride
CAS Registry Number: 89226-75-5
Manufacturers' Codes: CV-4093
Trademarks: Calslot (Takeda)
Molecular Formula: C35H38N4O6.2HCl
Molecular Weight: 683.62
Percent Composition: C 61.49%, H 5.90%, N 8.20%, O 14.04%, Cl 10.37%
Properties: Two crystalline forms. a-form: yellow crystals, mp 157-163°. b-form: light yellow, fine crystals, mp 174-180°. Also prepd as the monohydrate, mp 167-170°. LD50 in male, female mice, male, female rats (mg/kg): 387, 340, 222, 199 s.c.; 62.2, 68.0, 66.5, 48.8 i.p.; 190, 171, 247, 156 orally (Chiba).
Melting point: mp 157-163°; mp 174-180°; mp 167-170°
Toxicity data: LD50 in male, female mice, male, female rats (mg/kg): 387, 340, 222, 199 s.c.; 62.2, 68.0, 66.5, 48.8 i.p.; 190, 171, 247, 156 orally (Chiba)
Therap-Cat: Antihypertensive.
Keywords: Antihypertensive; Dihydropyridine Derivatives; Calcium Channel Blocker; Dihydropyridine Derivatives.