3934. Fantofarone
Nomenclature
CAS number: 114432-13-2
3,4-Dimethoxy-N-methyl-N-[3-[4-[[2-(1-methylethyl)-1-indolizinyl]sulfonyl]phenoxy]propyl]benzeneethanamine; 2-isopropyl-1-[4-[3-[N-methyl-N-(3,4-dimethoxy-β-phenethyl)amino]propyloxy]benzenesulfonyl]indolizine; SR-33557. C31H38N2O5S; mol wt 550.71.
C 67.61%, H 6.95%, N 5.09%, O 14.53%, S 5.82%.
Description and references
Indolizinsulfone calcium channel blocker. Prepn: J. Gubin et al., EP 235111; J. Gubin et al., US 4957925 (1987, 1990 both to Sanofi); eidem, J. Med. Chem. 35, 981 (1992). Binding studies: A. Schmid et al., Mol. Pharmacol. 35, 766 (1989); B. A. Kenny et al., Br. J. Pharmacol. 108, 93 (1993). X-ray structure and electronic properties: V. J. Gibon et al., Eur. J. Med. Chem. 27, 485 (1992). Pharmacokinetics: E. Bellissant et al., Eur. J. Clin. Pharmacol. 41, 329 (1991). Review of pharmacology and clinical evaluations: P. Chatelain et al., Cardiovasc. Drug Rev. 9, 123-146 (1991).
Properties
Monoclinic colorless sheets from diisopropyl ether/ CHCl2, mp 82-83°. dz 1.21 g/cm3. Sol in all organic solvents, in water at 0.06%. pKa 8.34 ± 0.05.Therapeutic Category
Antihypertensive.
Keywords
Antihypertensive; Calcium Channel Blocker