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Probucol

Description References
Probucol
Probucol structure
CAS No.
23288-49-5
Chemical Name:
Probucol
Synonyms
dh581;bisbid;Lorelc;LipoMal;lorelco;PROBUCOL;lurselle;PHENBUTOL;Sinlestal;biphenabid
CBNumber:
CB5244083
Molecular Formula:
C31H48O2S2
Formula Weight:
516.84
MOL File:
23288-49-5.mol

Probucol Properties

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
form 
neat
pka
10.27±0.70(Predicted)
Merck 
14,7755
InChIKey
FYPMFJGVHOHGLL-UHFFFAOYSA-N
CAS DataBase Reference
23288-49-5(CAS DataBase Reference)
FDA UNII
P3CTH044XJ
SAFETY
  • Risk and Safety Statements
WGK Germany  2
RTECS  AL3705000
HS Code  2930902000

Probucol price More Price(9)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich P9672 Probucol analytical standard 23288-49-5 1g $28.8 2021-03-22 Buy
Sigma-Aldrich 1563309 Probucol United States Pharmacopeia (USP) Reference Standard 23288-49-5 200mg $350 2021-03-22 Buy
TCI Chemical P2002 Probucol >98.0%(HPLC) 23288-49-5 5g $84 2021-03-22 Buy
TCI Chemical P2002 Probucol >98.0%(HPLC) 23288-49-5 25g $278 2021-03-22 Buy
Cayman Chemical 15043 Probucol ≥98% 23288-49-5 5g $49 2021-03-22 Buy

Probucol Chemical Properties,Uses,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.

Chemical 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.

Probucol Preparation Products And Raw materials

Raw materials

Preparation Products


Probucol Suppliers

Global( 209)Suppliers
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Capot Chemical Co.,Ltd.
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View Lastest Price from Probucol manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2021-09-09 Probucol
23288-49-5
US $30.00 / KG 1KG 99% 9000kg/per week Hebei Lingding Biological Technology Co., Ltd
2021-08-06 Probucol USP/EP/BP
23288-49-5
US $1.10 / g 1g 99.9% 100 Tons min Dideu Industries Group Limited
2021-07-13 Probucol
23288-49-5
US $15.00-10.00 / KG 1KG 99%+ HPLC Monthly supply of 1 ton Zhuozhou Wenxi import and Export Co., Ltd

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