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Probucol

CAS No.
23288-49-5
Chemical Name:
Probucol
Synonyms
dh581;bisbid;Lorelc;LipoMal;lorelco;PROBUCOL;lurselle;PHENBUTOL;Sinlestal;biphenabid
CBNumber:
CB5244083
Molecular Formula:
C31H48O2S2
Molecular Weight:
516.84
MDL Number:
MFCD00079281
MOL File:
23288-49-5.mol
Last updated:2024-11-05 11:59:05

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
solubility Chloroform (Slightly), Ethyl Acetate (Slightly)
form Solid
pka 10.27±0.70(Predicted)
color White to Off-White
Merck 14,7755
InChIKey FYPMFJGVHOHGLL-UHFFFAOYSA-N
CAS DataBase Reference 23288-49-5(CAS DataBase Reference)
FDA UNII P3CTH044XJ
ATC code C10AX02

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P280-P305+P351+P338
WGK Germany  2
RTECS  AL3705000
HS Code  2930902000

Probucol price More Price(41)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 1563309 Probucol United States Pharmacopeia (USP) Reference Standard 23288-49-5 200mg $250 2024-03-01 Buy
Sigma-Aldrich P9672 Probucol analytical standard 23288-49-5 1g $152 2022-05-15 Buy
TCI Chemical P2002 Probucol >98.0%(HPLC) 23288-49-5 5g $96 2024-03-01 Buy
TCI Chemical P2002 Probucol >98.0%(HPLC) 23288-49-5 25g $316 2024-03-01 Buy
Cayman Chemical 15043 Probucol ≥98% 23288-49-5 5g $62 2024-03-01 Buy
Product number Packaging Price Buy
1563309 200mg $250 Buy
P9672 1g $152 Buy
P2002 5g $96 Buy
P2002 25g $316 Buy
15043 5g $62 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

Probucol is an antilipemic.

Uses

An antioxidant, anti-inflammatory, and hypocholesterolemic agent which inhibits atherogenesis in murine models.

Uses

anti-hyperlipoproteinemic

Uses

antihyperlipidemic

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.

Synthesis_23288-49-5

Probucol Preparation Products And Raw materials

Global( 249)Suppliers
Supplier Tel Email Country ProdList Advantage
Capot Chemical Co.,Ltd.
+86-(0)57185586718 +86-13336195806 sales@capot.com China 29791 60
Nanjing ChemLin Chemical Industry Co., Ltd.
025-83697070 product@chemlin.com.cn CHINA 3009 60
ATK CHEMICAL COMPANY LIMITED
+undefined-21-51877795 ivan@atkchemical.com China 32951 60
career henan chemical co
+86-0371-86658258 +8613203830695 sales@coreychem.com China 29885 58
Xi'an Kono chem co., Ltd.,
029-86107037 13289246953 info@konochemical.com China 2993 58
Chongqing Chemdad Co., Ltd
+86-023-6139-8061 +86-86-13650506873 sales@chemdad.com China 39894 58
CONIER CHEM AND PHARMA LIMITED
+8618523575427 sales@conier.com China 49374 58
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 32070 58
Hubei Ipure Biology Co., Ltd
+8613367258412 ada@ipurechemical.com China 10319 58
Shaanxi Dideu Medichem Co. Ltd
+86-029-89586680 +86-18192503167 1026@dideu.com China 7724 58

View Lastest Price from Probucol manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Probucol pictures 2024-11-05 Probucol
23288-49-5
US $58.00-88.00 / mg 99.95% 10g TargetMol Chemicals Inc.
Probucol pictures 2024-11-05 Probucol
23288-49-5
US $58.00-88.00 / mg 99.95% 10g TargetMol Chemicals Inc.
Probucol pictures 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
  • Probucol pictures
  • Probucol
    23288-49-5
  • US $58.00-88.00 / mg
  • 99.95%
  • TargetMol Chemicals Inc.
  • Probucol pictures
  • Probucol
    23288-49-5
  • US $58.00-88.00 / mg
  • 99.95%
  • TargetMol Chemicals Inc.
  • Probucol pictures
  • Probucol
    23288-49-5
  • US $15.00-10.00 / KG
  • 99%+ HPLC
  • Zhuozhou Wenxi import and Export Co., Ltd

Probucol Spectrum

PROBUCOL 4,4’-((1-methylethylidene)bis(thio))bis(2,6-bis(1,1-dimethylethyl)-pheno biphenabid bisbid bisphenabid Probucol (200 mg) Probucol-[13C3] Bis(3,5-di-tert-butyl-4-hydroxyphenyl) Mercaptole Acetone LipoMal Lorelc Probucol Tablets dh581 4,4'-ISOPROPYLIDINEDITHIO-BIS-(2,6-DI-TERT-BUTYL)PHENOL 4-({1-[(4-hydroxy-3,5-di-t-butylphenyl)thio]-1-methylethyl}thio)-2,6-di-t-butylphenol 2,2-propdiyl-bis(4-thio-2,6-di-tert-butylphenol) lorelco lurselle AURORA KA-671 CBI-BB ZERO/001429 ACETONE BIS(3,5-DI-TERT-BUTYL-4HYDROXYPHENYL) MERCAPTOLE PROBUCOL,USP PHENBUTOL bis (2, 6 - di - tert - butyl - phenol), 4, 4' - Isopropylidenedithio 4,4’-[(1-Methylethylidene)bis(thio)]bis[2,6-dis(1,1-dimethylethyl)phenol] DlH-581:Sinlestal 4,4'-(Isopropylidenedithio)bis(2,6-tert-butylphenol) 4,4'-(Isopropylidenedithio)bis[2,6-di-tert-butylphenol] 2,2-Bis(3,5-di-tert-butyl-4-hydroxyphenylthio)propane 4,4'-[(1-Methylethylidene)bis(thio)]bis[2,6-bis(1,1-dimethylethyl)phenol] Sinlestal Quality Standard Probucol> Probucol RS Probucol-d6 Phenol, 4,4'-[(1-methylethylidene)bis(thio)]bis[2,6-bis(1,1-dimethylethyl)- 4,4'-(Propane-2,2-diylbis(sulfanediyl))bis(2,6-di-tert-butylphenol) Probucol USP/EP/BP Probucol (1563309) Ordinary fabric test Tulathromycin Impurity 18 4,4'-(Propane-2,2-diylbis(sulfanediyl))bis(2,6-di-tert-butylphenol) Phenol, 4,4'-[(1-methylethylidene)bis(thio)]bis[2,6-bis(1,1-dimethylethyl)- 23288-49-5 3288-49-5 C31H48O2S2 Analytical Chromatography Product Catalog Alphabetic Analytical Standards PON - PT Cardiovascular API LORELCO Isolabel Cardiovascular APIs Aromatics Intermediates & Fine Chemicals Pharmaceuticals Sulfur & Selenium Compounds