Probucol

Probucol
Clinical data
Pronunciation	/ˈproʊbjukɒl/; PROH-bew-kol
Trade names	Lorelco
Other names	2,6-di-tert-butyl-4-({2-[(3,5-di-tert-butyl-4-hydroxyphenyl)sulfanyl]propan-2-yl}sulfanyl)phenol
AHFS/Drugs.com	Micromedex Detailed Consumer Information
MedlinePlus	a611037
ATC code	C10AX02 (WHO) ;
Pharmacokinetic data
Metabolism	minimally renal
Elimination half-life	50-62 h initial, 98 h steady-state
Excretion	fecal (84%), urinary (1.9%)
Identifiers
	IUPAC name 4,4'-[Propane-2,2-diylbis(thio)]bis(2,6-di-tert-butylphenol);
CAS Number	23288-49-5 ;
PubChem CID	4912;
IUPHAR/BPS	7277;
DrugBank	DB01599 ;
ChemSpider	4743 ;
UNII	P3CTH044XJ;
KEGG	D00476 ;
ChEBI	CHEBI:8427 ;
ChEMBL	ChEMBL608 ;
CompTox Dashboard (EPA)	DTXSID2045440 ;
ECHA InfoCard	100.041.404
Chemical and physical data
Formula	C31H48O2S2
Molar mass	516.84 g·mol−1
3D model (JSmol)	Interactive image;
Solubility in water	very soluble in tricholoromethane, soluble in ethanol, insoluble in water
	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 ; Key:FYPMFJGVHOHGLL-UHFFFAOYSA-N ;
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Probucol, sold under the trade name Lorelco among others, is an lipid-lowering agent initially developed for the treatment of coronary artery disease. Clinical use was discontinued in some countries after it was found that the drug may have the undesired effect of lowering HDL-C in patients with a previous history of heart disease. It may also cause QT interval prolongation.

Probucol was originally developed as an industrial antioxidant added to tires to maximize their longevity.