767. Aranidipine

Nomenclature

CAS number: 86780-90-7
1,4-Dihydro-2,6-dimethyl-4-(2-nitrophenyl)-3,5-pyridinedicarboxylic acid 3-methyl 5-(2-oxopropyl) ester; (±)-methyl 2-oxopropyl 1,4-dihydro-2,6-dimethyl-4-(2-nitrophenyl)-3,5-pyridinedicarboxylate; (±)-acetonyl methyl 1,4-dihydro-2,6-dimethyl-4-(o-nitrophenyl)-3,5-pyridinedicarboxylate; MPC-1304; Sapresta (Taiho).
C19H20N2O7; mol wt 388.37.
C 58.76%, H 5.19%, N 7.21%, O 28.84%.

Description and references

Calcium channel blocker. Prepn: S. Ohno et al., FR 2514761; eidem, US 4446325 (1983, 1984 both to Maruko Seiyaku); idem et al., Chem. Pharm. Bull. 34, 1589 (1986). Pharmacology and receptor binding studies: K. Miyoshi et al., Eur. J. Pharmacol. 238, 139 (1993). Determn by GC-MS in plasma and urine: Y. Umeno et al., J. Chromatogr. 434, 123 (1988); by HPLC in plasma: Y. Iida et al., ibid. 571, 277 (1991). Cardiovascular profile: A. Kanda et al., J. Cardiovasc. Pharmacol. 22, 167 (1993). Clinical pharmacology: S. Suzuki et al., Arzneim.-Forsch. 43, 1152 (1993). Toxicity studies: S. Nakano et al., Yakuri to Chiryo 21, S931 (1993), C.A. 119, 131216 (1993).

Chemical structure

Properties

Yellow prisms from ethyl acetate/hexane, mp 155°. LD50 in male, female mice, rats (mg/kg): 143, 193, 1982, 1459 orally; LD50 in male, female mice (mg/kg): 7.3, 9.1 i.p. (Nakano).

Therapeutic Category

Antihypertensive.

Keywords

Antihypertensive; Dihydropyridine Derivatives; Calcium Channel Blocker; Dihydropyridine Derivatives