ChemicalBook > CAS DataBase List > Bezafibrate

Bezafibrate

Product Name
Bezafibrate
CAS No.
41859-67-0
Chemical Name
Bezafibrate
Synonyms
CEDUR;bf-759;bm15075;Befizal;Bezatol;BEZALIP;Benzabet;Difaterol;Bezabrate;Benzabate
CBNumber
CB1188501
Molecular Formula
C19H20ClNO4
Formula Weight
361.82
MOL File
41859-67-0.mol
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Bezafibrate Property

Melting point:
184 °C
Boiling point:
572.1±45.0 °C(Predicted)
Density 
1.260±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
DMF: soluble
form 
solid
pka
3.29±0.10(Predicted)
color 
White to Off-White
Merck 
14,1195
Stability:
Hygroscopic
LogP
2.504 (est)
CAS DataBase Reference
41859-67-0(CAS DataBase Reference)
EPA Substance Registry System
Propanoic acid, 2-[4-[2-[(4-chlorobenzoyl)amino]ethyl]phenoxy]-2-methyl- (41859-67-0)
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Safety

Hazard Codes 
Xn
Risk Statements 
22
Safety Statements 
36
WGK Germany 
1
RTECS 
UE8755000
HS Code 
29242990
Toxicity
LD50 oral in rat: 1082mg/kg
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
B7273
Product name
Bezafibrate
Purity
≥98%, solid
Packaging
1g
Price
$42.1
Updated
2024/03/01
Sigma-Aldrich
Product number
72516
Product name
Bezafibrate
Purity
analytical standard
Packaging
500mg
Price
$73.7
Updated
2022/05/15
TCI Chemical
Product number
B3346
Product name
Bezafibrate
Purity
>98.0%(HPLC)(T)
Packaging
5g
Price
$127
Updated
2024/03/01
TCI Chemical
Product number
B3346
Product name
Bezafibrate
Purity
>98.0%(HPLC)(T)
Packaging
25g
Price
$278
Updated
2024/03/01
Alfa Aesar
Product number
J61412
Product name
Bezafibrate, 98+%
Packaging
1g
Price
$33.65
Updated
2024/03/01
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Bezafibrate Chemical Properties,Usage,Production

Description

Bezafibrate is a non-selective agonist of peroxisome proliferator-activated receptors (PPARs; EC50s = 50, 60, and 20 μM for human PPARα, PPARγ, and PPARδ, respectively). It reduces triglyceride levels and the size of lipid droplets in an oleic acid-induced HepaRG hepatocyte model of steatosis when used at a concentration of 25 μM. Bezafibrate (10 mg/kg per day) reduces plasma VLDL and LDL mass and triglyceride and free fatty acid levels in a high-fructose plus lard diet-induced rat model of insulin resistance.

Chemical Properties

Off-White Solid

Originator

Bezafibrate,Eipico Co.

Uses

Antilipemic

Uses

antihyperlipidemic

Uses

anti-hyperlipoproteinemic

Uses

Bezafibrate has been used:

  • a supplement in the standard diet (SD)?for mice to study its effect on diabetes
  • to evaluate its effect on hepatitis C virus (HCV) assembly and secretion
  • to evaluate its effect on gonadal steroidogenesis and?spermatogenesis?of zebrafish and also used as standard for HPLC

Definition

ChEBI: Bezafibrate is a monocarboxylic acid amide obtained by the formal condensation of the carboxy group of 4-chlorobenzoic acid with the amino group of 2-[4-(2-aminoethyl)phenoxy]-2-methylpropanoic acid. Benafibrate is used for the treatment of hyperlipidaemia. It has a role as a xenobiotic, an environmental contaminant, a geroprotector and an antilipemic drug. It is a monocarboxylic acid, an aromatic ether, a member of monochlorobenzenes and a monocarboxylic acid amide. It is functionally related to a propionic acid.

Manufacturing Process

0.292 moles p-chlorobenzoyl chloride and 50 ml dry pyridine were added dropwise to 0.146 moles tyramine in 60 ml dry pyridine for 10 minutes. Then the mixture was poured in about 500 g of ice with water. The fallen-out crystals was filtered off, washed with diluted HCl, water and NaHCO3 solution and dried. It was recrystallized from acetone to give di(4-chlorobenzoyl) tyramine; yield 98 %; MP: 203°-205°C.
0.11 moles above product in 400 ml methanol was mixed with 130 ml 2 N KOH and heated at 40°-45°C for 1 hour. On cooling 130 ml 2 N HCl was added. The fallen-out precipitate was filtered off, filtrate was distilled off to dryness. The residue was washed with water, NaHCO3 solution and recrystallized from ethanol to give N-(4-chlorobenzoyl)tyramine; yield 91%; MP: 174°-176°C.
2.14 g sodium was dissolved in 50 ml of absolute methanol and mixed with 0.93 mole N-(4-chlorobenzoyl)tyramine. Methanol was removed in vacuum to dryness. The residue was slurried in 100 ml absolute toluene and 0.137 moles 2-bromo-2-methylpropionic acid ethyl ester was added. The suspension was heated for 25 hours at 80°C. Then it was distilled in vacuum to dryness and the residue was dissolved in CH2Cl2, washed with diluted HCl, NaOH and water, and dried over CaCl2. On removing of the solvent, the crude 2-{4-[2- (4-chlorobenzoylamino)ethyl]phenoxy}-2-methylpropionic acid ethyl ester was obtained. After recrystallization from ether/ ligroin and acetone it had MP: 96°-97°C; yield 67 %.
0.1 mole above ester in 1.5 L of dioxane was slowly mixed with 200 ml 1 N KOH at ambient temperature and stood for 2 hours, then it was heated at 40°C for 1 hour. The substance was dissolved completely. On cooling the mixture was neutralized with 200 ml 1 N HCl. The solvents were removed in vacuum. The residue was washed with water and recrystallized from acetone to give 2-{4-[2-(4-chlorobenzoylamino)ethyl]phenoxy}-2-methylpropionic acid; yield 84%; MP: 186°C.

Therapeutic Function

Antihyperlipidemic

Biochem/physiol Actions

The peroxisome proliferator-activated receptor (PPAR) is a member of the steroid nuclear receptor superfamily. Bezafibrate is a peroxisome proliferator-activated receptor agonist for PPARα, PPARδ, and PPARγ. Lipoprotein lipase (LPL) activator.PPARgamma agonists, including Bezafibrate, have beneficial effects in the suppression of the inflammatory response during RSV infection and therefore might have clinical efficacy in the course of severe RSV-infection.

Clinical Use

Hyperlipidaemia

Drug interactions

Potentially hazardous interactions with other drugs
Antibacterials: increased risk of myopathy with daptomycin - try to avoid concomitant use.
Anticoagulants: enhances effect of coumarins and phenindione; dose of anticoagulant should be reduced by up to 50% and adjusted by monitoring INR.
Antidiabetics: may improve glucose tolerance and have an additive effect with insulin or sulphonylureas.
Ciclosporin: may increase nephrotoxicity and reduce ciclosporin levels.
Colchicine: possible increased risk of myopathy.
Lipid-regulating drugs: increased risk of myopathy in combination with statins and ezetimibe - avoid with ezetimibe; do not exceed 10 mg of simvastatin and 20 mg of rosuvastatin.

Metabolism

50% of the administered bezafibrate dose is recovered in the urine as unchanged drug and 20% in the form of glucuronides. Elimination is rapid, with excretion almost exclusively renal. 95% of the activity of the [14C]-labelled drug is recovered in the urine and 3% in the faeces within 48 hours.

Bezafibrate Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Bezafibrate manufacturers

Hebei Weibang Biotechnology Co., Ltd
Product
Bezafibrate 41859-67-0
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 mt
Release date
2024-11-01
Hebei Chuanghai Biotechnology Co,.LTD
Product
Bezafibrate 41859-67-0
Price
US $1.90/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 ton
Release date
2024-08-20
Shaanxi TNJONE Pharmaceutical Co., Ltd
Product
Bezafibrate 41859-67-0
Price
US $0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20tons
Release date
2024-05-10

41859-67-0, BezafibrateRelated Search:

Ethanol Methyltrimethoxysilane Benzamide Methyl 2-hydroxyethyl cellulose Chlorantraniliprole N-(4-Chlorobenzoyl)-tyramine Ethyl acetate Methyltriethoxysilane Methoxydiethylborane Ethylparaben 2,2-Bis(hydroxymethyl)propionic acid [4-[2-[(4-chlorobenzoyl)amino]ethyl]phenyl] 4-chlorobenzoate Bezafibrate EP Impurity C Propanoic acid, 2-[4-(2-aminoethyl)phenoxy]-2-methyl- Bezafibrate Impurity D BEZAFIBRATE-D4 Benzamide, 2-chloro-N-[2-(4-hydroxyphenyl)ethyl]- Bezafibrate EP Impurity E

  • Bezafibrate D6 (dimethyl D6)
  • Bezabrate D6 (DiMethyl D6)
  • 2-(4-{2-[(4-chlorophenyl)forMaMido]ethyl}phenoxy)-2-Methylpropanoic acid
  • Bezafibrate-d6
  • BEZAFIBRATE EPB(CRM STANDARD)
  • BEZAFIBRATE MM(CRM STANDARD)
  • bezafibrat
  • bezafibrato
  • bf-759
  • bm15075
  • ([(Chloro-4-benzamido)-2-ethyl]-4-phenoxy)-2-methylpropionic acid
  • 2-[4-[2-[(4-Chlorobenzoyl)amino]ethyl]phenoxyl]-2-methylpropanoic Acid
  • Befizal
  • Bezatol
  • Difaterol
  • 2-[4-[2-(4-Chlorobenzamido)ethyl]phenoxy]isobutyric Acid
  • 2-[4-[2-(4-Chlorobenzamido)ethyl]phenoxy]-2-methylpropionic acid
  • Bezafibrate Solution, 100ppm
  • Bezafibrate,2-[4-[2-(4-Chlorobenzamido)ethyl]phenoxy]-2-methylpropanoic acid
  • 2-[4-[2-(4-CHLOROBENZAMIDO)ETHYL]PHENOXY]-2-METHYLPROPANOIC ACID
  • 2-[4-(2-[4-CHLOROBENZAMIDO]ETHYL)-PHENOXYL]-2-METHYLPROPANOIC ACID
  • 2-[4-(2-[4-CHLOROBENZOMIDO]ETHYL)-PHENOXY]-2-METHYLPROPANOIC ACID
  • 2-(4-(2-((4-CHLOROBENZOYL)AMINO)ETHYL)PHENOXY)-2-METHYLPROPIONIC ACID
  • Propanoic acid, 2-[4-[2-[(4-chlorobenzoyl)amino]ethyl]phenoxy]-2-methyl-
  • Bezafibrate, 98.0%(LC&T
  • Bezafibrate Imp.(EP)
  • AURORA KA-851
  • BEZAFIBRATE
  • BEZALIP
  • CEDUR
  • 2-(4-(2-((4-chlorobenzoyl)amino)ethyl)phenoxy)-2-methyl-propionicaci
  • 2-(p-(2-(p-chlorobenzamido)ethyl)phenoxy)-2-methylpropionicacid
  • 2-[4-[2-[[(4-chlorophenyl)-oxomethyl]amino]ethyl]phenoxy]-2-methylpropanoate
  • Bezabrate
  • Bezafibrate &gt
  • Bezafibrate CRS
  • BezafibrateQ: What is Bezafibrate Q: What is the CAS Number of Bezafibrate Q: What is the storage condition of Bezafibrate Q: What are the applications of Bezafibrate
  • Bezafibrate 41859-67-0
  • 2-(89-Chlorobenzoyl)benzoic&acid
  • N-(4-Chlorobenzoyl)-Tyramine (Bezafibrate Intermediate)
  • Benzabet
  • Bezafibrate in methanol
  • Bezafibrate 100 μg/ml Acetonitrile
  • Benzabate
  • Benzafibrate Impurity
  • Bezafibrate, Pan-PPAR agonist
  • Bezafibrate, 10 mM in DMSO
  • 41859-67-0
  • 637927-29-7
  • 1859-67-0
  • C19H20ClNO4
  • Cell Biology
  • Cell Signaling and Neuroscience
  • BioChemical
  • Gene Regulation and Expression
  • PPAR and RXR Regulators
  • Intracellular receptor
  • Intermediates & Fine Chemicals