Probucol
Description References- Product Name
- Probucol
- CAS No.
- 23288-49-5
- Chemical Name
- Probucol
- Synonyms
- dh581;bisbid;Lorelc;LipoMal;lorelco;PROBUCOL;lurselle;Probuco.;PHENBUTOL;Sinlestal
- CBNumber
- CB5244083
- Molecular Formula
- C31H48O2S2
- Formula Weight
- 516.84
- MOL File
- 23288-49-5.mol
Probucol Property
- Melting point:
- 126-128°C
- Boiling point:
- 571.58°C (rough estimate)
- Density
- 1.0008 (rough estimate)
- refractive index
- 1.5341 (estimate)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- solubility
- Chloroform (Slightly), Ethyl Acetate (Slightly)
- form
- Solid
- pka
- 10.27±0.70(Predicted)
- color
- White to Off-White
- Merck
- 14,7755
- 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
- InChIKey
- FYPMFJGVHOHGLL-UHFFFAOYSA-N
- SMILES
- C(SC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1)(SC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1)(C)C
- CAS DataBase Reference
- 23288-49-5(CAS DataBase Reference)
Safety
- WGK Germany
- 2
- RTECS
- AL3705000
- HS Code
- 2930902000
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
- Precautionary statements
-
P280Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- PHR3113
- Product name
- Probucol Related Compound A
- Purity
- pharmaceutical secondary standard, certified reference material
- Packaging
- 50mg
- Price
- $627
- Updated
- 2025/07/31
- Product number
- PHR3112
- Product name
- Probucol
- Purity
- pharmaceutical secondary standard, certified reference material
- Packaging
- 500mg
- Price
- $173.85
- Updated
- 2025/07/31
- Product number
- 1563309
- Product name
- Probucol
- Purity
- United States Pharmacopeia (USP) Reference Standard
- Packaging
- 200mg
- Price
- $261
- Updated
- 2025/07/31
- Product number
- P9672
- Product name
- Probucol
- Purity
- analytical standard
- Packaging
- 1g
- Price
- $152
- Updated
- 2022/05/15
- Product number
- P2002
- Product name
- Probucol
- Purity
- >98.0%(HPLC)
- Packaging
- 5g
- Price
- $96
- Updated
- 2025/07/31
Probucol Chemical Properties,Usage,Production
Description
Probucol is a kind of bis-phenol antioxidant with anti-hyperlipidemic activity. It had been initially developed for the treatment of coronary artery disease. However, its clinical trials were stopped after people found that it could lower the HDL and LDL cholesterol in patients of a history of heart disease. Probucol exerts its effect through accelerating the fractional rate of low-density (LDL) catabolism which is in the final pathway of cholesterol elimination inside the body. It may also inhibit the early stage of cholesterol biosynthesis and dietary cholesterol absorption.
References
https://www.drugbank.ca/drugs/DB01599
https://pubchem.ncbi.nlm.nih.gov/compound/probucol#section=Top
https://en.wikipedia.org/wiki/Probucol
Chemical Properties
White Solid
Uses
antihyperlipidemic
Uses
Probucol is an antilipemic.
Uses
anti-hyperlipoproteinemic
Uses
An antioxidant, anti-inflammatory, and hypocholesterolemic agent which inhibits atherogenesis in murine models.
Definition
ChEBI: A dithioketal that is propane-2,2-dithiol in which the hydrogens attached to both sulfur atoms are replaced by 3,5-di-tert-butyl-4-hydroxyphenyl groups. An anticholesteremic drug with antioxidant and anti-inflammatory properties, it is used to treat high l vels of cholesterol in blood.
brand name
Lorelco (Sanofi Aventis).
Biological Functions
Probucol (Lorelco) is a hypocholesterolemic drug with
few side effects that modestly (15–30%) decreases elevated
plasma LDL cholesterol levels. The marginal LDL-lowering action plus reports that it can lower
HDL cholesterol resulted in its discontinuation as a
hypocholesterolemic drug. However, it still may reduce
the risk of CHD because it is a powerful antioxidant.
The oxidation hypothesis of atherosclerosis states
that oxidation of lipids in LDL is required for LDL uptake
by macrophages and smooth muscle cells in the intima
of arteries, leading to their transformation to foam cells, an early event in atherogenesis. A recent clinical
trial reported that use of probucol decreased the rate of
restenosis of coronary arteries by 50% in patients who
underwent angioplasty. Fluvastatin also has potent antioxidant
properties that may contribute to its antiatherosclerotic
effects.These findings suggest that reducing
high plasma lipids may not be the only approach to retarding
the progression of atherosclerosis and decreasing
the risk of coronary heart disease.
General Description
Probucol, 4,4＇ -[(1-methylethylidene)bis(thio)]bis[2,6-bis(1,1-dimethylethyl)phenol], DH-581(Lorelco), is a chemical agent that was developed for the plasticsand rubber industry in the 1960s. The probucol moleculehas two tertiary butylphenol groups linked by a dithiopropylidenebridge, giving it a high lipophilic character with strongantioxidant properties. In humans, it causes reduction of bothliver and serum cholesterol levels, but it does not alter plasmatriglycerides. It reduces LDL and (to a lesser extent) HDLlevels by a unique mechanism that is still not clearly delineated.The reduction of HDL may be caused by the ability ofprobucol to inhibit the synthesis of apoprotein A-1, a majorprotein component of HDL. It is effective at reducing levelsof LDL and is used in hyperlipoproteinemias characterized byelevated LDL levels.
Biological Activity
Antioxidant, anti-inflammatory and hypocholesterolemic agent. Inhibits atherogenesis in genetically hypercholesterolemic rabbits (Watanabe) and attenuates ischemia/reperfusion-induced cardiomyocyte apoptosis.
Mechanism of action
Probucol reduces the overall level of cholesterol—primarily low-density lipoproteins— without having an effect on triglycerides and very low-density lipoproteins. It has been suggested that it inhibits synthesis of cholesterol itself and increases removal of bile salts. Upon using this drug, a fraction of low-density proteins is reduced; however, even more significant is the reduction of high-density proteins. From the epidemiological point of view, this is dangerous, because lowering the concentration of high-density proteins means less cholesterol is removed from tissues. However, in any case, probucol lowers the level of cholesterol in the plasma by 10–15%. Moreover, it has been shown that probucol facilitates reduction of necrotic zones in myocardial ischemia.
Pharmacology
Being a lipophilic compound, it is easily distributed into fatty tissue and, as a result, approximately 20% of its maximum concentration in the blood is still maintained for 6 months.
Synthesis
Probucol, bis(3,5-tert-butyl-4-hydroxyphenyl)mercaptol acetone (20.2.6), is synthesized by thioketalizing acetone with 2,6-di-tert-butyl-4-mercaptophenol in the presence of hydrogen chloride.
References
[1] Patent: EP1849768, 2007, A1. Location in patent: Page/Page column 5
[2] Journal of Medicinal Chemistry, 1970, vol. 13, p. 722 - 725
Probucol Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Probucol manufacturers
- Product
- Probucol 23288-49-5
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-07-11
- Product
- Probucol 23288-49-5
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-07-09
- Product
- Probucol 23288-49-5
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-06-26