Probucol

Probucol

Systematic (IUPAC) name
4,4'-[propane-2,2-diylbis(thio)]bis(2,6-di-tert-butylphenol)
Clinical data
AHFS/Drugs.com	Micromedex Detailed Consumer Information
MedlinePlus	a611037
Identifiers
CAS Number	23288-49-5 Y
ATC code	C10AX02 (WHO)
PubChem	CID: 4912
IUPHAR/BPS	7277
DrugBank	DB01599 Y
ChemSpider	4743 Y
UNII	P3CTH044XJ Y
KEGG	D00476 Y
ChEBI	CHEBI:8427 N
ChEMBL	CHEMBL608 Y
Synonyms	2,6-di-tert-butyl-4-({2-[(3,5-di-tert-butyl-4-hydroxyphenyl)sulfanyl]propan-2-yl}sulfanyl)phenol
Chemical data
Formula	C31H48O2S2
Molecular mass	516.844 g/mol
SMILES S(c1cc(c(O)c(c1)C(C)(C)C)C(C)(C)C)C(Sc2cc(c(O)c(c2)C(C)(C)C)C(C)(C)C)(C)C
InChI InChI=1S/C31H48O2S2/c1-27(2,3)21-15-19(16-22(25(21)32)28(4,5)6)34-31(13,14)35-20-17-23(29(7,8)9)26(33)24(18-20)30(10,11)12/h15-18,32-33H,1-14H3 Y Key:FYPMFJGVHOHGLL-UHFFFAOYSA-N Y
NY (what is this?)  (verify)

Probucol is an anti-hyperlipidemic drug initially developed in the treatment of coronary artery disease.

However, clinical trials were stopped after it was found that it may lower HDL in patients with a previous history of heart disease.

Probucol was initially developed in the 1970s by a chemical company to maximize airplane tire longevity. Probucol is associated with QT interval prolongation.

Mechanism

Probucol lowers the level of cholesterol in the bloodstream by increasing the rate of LDL catabolism. Additionally, probucol may inhibit cholesterol synthesis and delay cholesterol absorption. Probucol is a powerful antioxidant which inhibits the oxidation of cholesterol in LDLs; this slows the formation of foam cells, which contribute to atherosclerotic plaques.

It is believed to act at ABCA1.

It also lowers levels of HDL.