7136. Pentoxifylline

Nomenclature

CAS number: 6493-05-6
3,7-Dihydro-3,7-dimethyl-1-(5-oxohexyl)-1H-purine-2,6-dione; 1-(5-oxohexyl)theobromine; 1-(5-oxohexyl)-3,7-dimethylxanthine; 3,7-dimethyl-1-(5-oxohexyl)-1H,3H-purin-2,6-dione; oxpentifylline; vazofirin; BL-191; Durapental (Merck KGaA); Rentylin (Shire); Torental (Sanofi-Aventis); Trental (Sanofi-Aventis).
C13H18N4O3; mol wt 278.31.
C 56.10%, H 6.52%, N 20.13%, O 17.25%.

Description and references

Methylxanthine derivative that improves blood flow by decreasing blood viscosity. Identity as a metabolite of pentifylline, q.v.: Mohler et al., Arch. Pharm. 299, 448 (1966); Mohler et al., Arzneim.-Forsch. 16, 1524 (1966). Prepn: NL 6511581; Mohler et al., DE 1235320; eidem, US 3422107 (1966, 1967, 1969 all to Chem. Werke Albert). Series of articles on chemistry, pharmacology and clinical trials: Arzneim.-Forsch. 21, 1159-1177 (1971). Toxicity data: K. Popendiker et al., ibid. 1160. Review of hemorheologic properties and use in cerebrovascular disease: R. Müller, F. Lehrach, Curr. Med. Res. Opin. 7, 253-263 (1981); of pharmacology and therapeutic uses: A. Ward, S. P. Clissold, Drugs 34, 50-97 (1987); C. P. Samlaska, E. A. Winfield, J. Am. Acad. Dermatol. 30, 603-621 (1994).

Chemical structure

Properties

Bitter tasting, colorless needles from methanol, mp 105°. uv max: 273, 208 nm (E1%1cm 365, 935). Soly in water: 77 mg/ml at 25°, 191 mg/ml at 37°; in benzene: 11 g/100 ml. LD50 orally in mice: 1385 mg/kg (Popendiker).

Therapeutic Category

Hemorheologic agent.

Therapeutic Category (Veterinary)

In treatment of canine immune-mediated dermatologic conditions.

Keywords

Hemorheologic Agent