907. Azelnidipine

Nomenclature

CAS number: 123524-52-7
2-Amino-1,4-dihydro-6-methyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic acid 3-[1-(diphenylmethyl)-3-azetidinyl] 5-(1-methylethyl) ester; (±)-3-(1-diphenylmethylazetidin-3-yl) 5-isopropyl 2-amino-1,4-dihydro-6-methyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylate; CS-905; RS-9054; Calblock (Sankyo).
C33H34N4O6; mol wt 582.65.
C 68.03%, H 5.88%, N 9.62%, O 16.48%.

Description and references

Dihydropyridine L-type calcium channel blocker. Prepn: H. Koike et al., EP 266922; eidem, US 4772596 (both 1988 to Sankyo); T. Kobayashi et al., Chem. Pharm. Bull. 43, 797 (1995). Clinical evaluation in hypertension: M. Arita et al., J. Cardiovasc. Pharmacol. 33, 186 (1999). Review of pharmacology: Y. Yagil, A. Lustig, Cardiovasc. Drug Rev. 13, 137-148 (1995); of development, pharmacokinetics, safety, and clinical experience: H. Koike et al., Annu. Rep. Sankyo Res. Lab. 54, 1-64 (2002); of pharmacology and clinical experience: K. Wellington, L. J. Scott, Drugs 63, 2613-2621 (2003).

Chemical structure

Properties

Pale yellow to yellow crystalline powder, mp 122-123°. Insol in water. pKa 7.89. LD50 in female, male mice, female, male rats (mg/kg): 785, 979, 1267, 1971 orally (Koike).

Therapeutic Category

Antihypertensive.

Keywords

Antihypertensive; Dihydropyridine Derivatives