10236. Succinobucol

Nomenclature

CAS number: 216167-82-7
Butanedioic acid 1-[4-[[1-[[3,5-bis(1,1-dimethylethyl)-4-hydroxyphenyl]thio]-1-methylethyl]thio]-2,6-bis(1,1-dimethylethyl)phenyl]ester; probucol monosuccinate; AGI-1067.
C35H52O5S2; mol wt 616.91.
C 68.14%, H 8.50%, O 12.97%, S 10.40%.

Description and references

Metabolically stable monosuccinic acid ester of probucol, q.v., with antioxidant and vascular protectant activity. Inhibits expression of inducible vascular cell adhesion molecule-1 (VCAM-1). Prepn: P. K. Somers, US 6147250 (2000 to AtheroGenics); C. Q. Meng et al., Bioorg. Med. Chem. Lett. 12, 2545 (2002) DOI PubMed. Clinical trial to reduce restenosis after angioplasty: J.-C. Tardif et al., Circulation 107, 552 (2003) DOI PubMed. Review of design and pharmacology: M. A. Wasserman et al., Am. J. Cardiol. 91, Suppl., 34A-40A (2003) DOI; of clinical experience: J.-C. Tardif, ibid., 41A-49A DOI PubMed; V. L. Serebruany et al., Expert Rev. Cardiovasc. Ther. 5, 635-641 (2007) DOI PubMed.

Chemical structure

Properties

White to off-white solid, mp 132-134°.

Therapeutic Category

Antiatherosclerotic.

Keywords

Antiatherosclerotic