7755. Probucol

Nomenclature

CAS number: 23288-49-5
4,4′-[(1-Methylethylidene)bis(thio)]bis[2,6-bis(1,1-dimethylethyl)phenol]; 4,4′-(isopropylidenedithio)bis[2,6-di-tert-butylphenol]; acetone bis(3,5-di-tert-butyl-4-hydroxyphenyl)mercaptole; DH-581; Lorelco (HMR); Lurselle (HMR); Sinlestal (Daiichi Seiyaku).
C31H48O2S2; mol wt 516.84.
C 72.04%, H 9.36%, O 6.19%, S 12.41%.

Description and references

Lipid-lowering antioxidant. Prepn: M. B. Neuworth, FR 1561853; eidem, US 3576883 (1969, 1971 both to Consolidation Coal Co.); and use as a cholesterol-lowering agent: J. W. Barnhart, P. J. Shea, US 3862332 (1975 to Dow). Prepn and activity studies: M. B. Neuworth et al., J. Med. Chem. 13, 722 (1970). Review of pharmacology and therapeutic use in hyperlipidemia: R. C. Heel et al., Drugs 15, 409-428 (1978). Symposium on mechanism of action, clinical efficacy and safety: Am. J. Cardiol. 57, 1H-54H (1986). Clinical trial to prevent restenosis following angioplasty: J.-C. Tardif et al., N. Engl. J. Med. 337, 365 (1997).

Chemical structure

Properties

White crystalline solid from ethanol, mp 124.5-126°; fine, yellow crystals from isopropanol, mp 125-126.5°.

Therapeutic Category

Antilipemic.

Keywords

Antilipemic