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Fenofibrate

Product Name
Fenofibrate
CAS No.
49562-28-9
Chemical Name
Fenofibrate
Synonyms
sedufen;Fenoglide;lf-178;lipsin;Lipirex;Liposit;Nolipax;Secalip;LIPYDIL;lipidax
CBNumber
CB8266802
Molecular Formula
C20H21ClO4
Formula Weight
360.83
MOL File
49562-28-9.mol
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Fenofibrate Property

Melting point:
80-810C
Boiling point:
469.8±35.0 °C(Predicted)
Density 
1.177±0.06 g/cm3(Predicted)
storage temp. 
room temp
solubility 
Practically insoluble in water, very soluble in methylene chloride, slightly soluble in ethanol (96 per cent)
form 
powder
color 
off-white
Water Solubility 
0.8mg/L(25 ºC)
Merck 
14,3978
BCS Class
2
InChI
InChI=1S/C20H21ClO4/c1-13(2)24-19(23)20(3,4)25-17-11-7-15(8-12-17)18(22)14-5-9-16(21)10-6-14/h5-13H,1-4H3
InChIKey
YMTINGFKWWXKFG-UHFFFAOYSA-N
SMILES
C(OC(C)C)(=O)C(OC1=CC=C(C(=O)C2=CC=C(Cl)C=C2)C=C1)(C)C
EPA Substance Registry System
Propanoic acid, 2-[4-(4-chlorobenzoyl)phenoxy]-2-methyl-, 1-methylethyl ester (49562-28-9)
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Safety

Hazard Codes 
Xn,Xi
Risk Statements 
22-36/37/38
Safety Statements 
36-26-24/25
WGK Germany 
3
RTECS 
UA2453400
HS Code 
29189900
Hazardous Substances Data
49562-28-9(Hazardous Substances Data)
Toxicity
LD50 in mice: 1600 mg/kg orally (Sornay)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H412Harmful to aquatic life with long lasting effects

Precautionary statements

P273Avoid release to the environment.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
1269447
Product name
Fenofibrate
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
200mg
Price
$436
Updated
2024/03/01
Sigma-Aldrich
Product number
55443
Product name
Fenofibrate
Purity
analytical standard
Packaging
100mg
Price
$66.9
Updated
2021/12/16
TCI Chemical
Product number
F0674
Product name
Fenofibrate
Purity
>98.0%(GC)
Packaging
5g
Price
$30
Updated
2024/03/01
TCI Chemical
Product number
F0674
Product name
Fenofibrate
Purity
>98.0%(GC)
Packaging
25g
Price
$84
Updated
2024/03/01
Sigma-Aldrich
Product number
F6020
Product name
Fenofibrate
Purity
≥99%, powder
Packaging
5g
Price
$60.3
Updated
2024/03/01
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Fenofibrate Chemical Properties,Usage,Production

Chemical Properties

Crystalline Solid

Originator

Lipantyl,Fournier,France,1975

Uses

Antilipemic. It is a lipid regulating drug. Increases high density lipoprotein levels by reducing cholesteryl ester transfer protein expresion.

Uses

antihyperlipidemic

Uses

Cardiovascular disease

Uses

Fenofibrate has been used:

  • to study its effect on plasma lipids, liver phenotype and gene expression
  • to study its impact on endothelium-dependent vasodilatation of thoracic aorta
  • to administer to NASH knock-in mice along with a high fat diet (HFD) to study its effect

Definition

ChEBI: A chlorobenzophenone that is (4-chlorophenyl)(phenyl)methanone substituted by a [2-methyl-1-oxo-1-(propan-2-yloxy)propan-2-yl]oxy group at position 1 on the phenyl ring.

Manufacturing Process

(a) Preparation of p-(4-chlorobenzoyl)-phenoxyisobutyric acid: 1 mol of 4- hydroxy-4'-chlorobenzophenone is dissolved in anhydrous acetone and then 5 mols of powdered sodium hydroxide is added. The corresponding sodium phenoxide precipitates. Refluxing is effected, and then, 1.5 mols of CHCl3 diluted with anhydrous acetone is added and the resulting mixture is refluxed for 10 hours. After cooling, water is added, the acetone is evaporated, the aqueous phase is washed with ether and acidified and the organic phase is redissolved in ether and extracted into a solution of bicarbonate. The bicarbonate solution is than acidified to obtain the desired acid, having a melting point of 185°C, with a yield of 75%.
(b) Preparation of fenofibrate: 1 mol of the acid obtained is converted into its acid chloride using thionyl chloride (2.5 mols). 1 mol of the acid chloride is then condensed with 1.05 mol of isopropyl alcohol in the presence of 0.98 mol of pyridine in an inert solvent such as benzene.
Since traces of SO2 (which has a bad smell) may be obtained from the thionyl chloride, it is preferable to avoid this disadvantage by carrying out the esterification directly.

Therapeutic Function

Antihyperlipoproteinemic

General Description

Fenofibrate, 2-[4-(4-chlorobenzoyl)phenoxy]-2-methylpropanoic acid 1-methylethyl ester (Tricor),has structural features represented in clofibrate. The primarydifference involves the second aromatic ring. This imparts agreater lipophilic character than exists in clofibrate, resultingin a much more potent hypocholesterolemic and triglycerideloweringagent. Also, this structural modification results in alower dose requirement than with clofibrate or gemfibrozil.

Biochem/physiol Actions

Fenofibrate increases high density lipoprotein levels by reducing cholesteryl ester transfer protein expression. It is used in treating the condition of increased cholesterol levels in the blood, abnormal lipid levels in the body and also hypertriglyceridaemia. Fenofibrate is a lipid regulating drug and proliferator-activated receptor-α (PPARα) mediates its action. It decreases the plasma levels of fibrinogen and C-reactive protein. By this fenofibrate allows better flow-mediated dilatation and reduces the risk of atherosclerosis. Fenofibrate is also known to reduce uric acid levels.

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 readjusted by monitoring INR.
Antidiabetics: may improve glucose tolerance and have an additive effect with insulin or sulphonylureas.
Ciclosporin: ciclosporin levels appear to be unaffected; however, it is recommended that concomitant therapy should be avoided because of the possibility of elevated serum creatinine levels.
Colchicine: possible increased risk of myopathy.
Lipid-regulating drugs: increased risk of myopathy in combination with statins and ezetimibe (maximum 20 mg of rosuvastatin); increased risk of cholelithiasis and gallbladder disease with ezetimibe - avoid with ezetimibe.

Metabolism

After oral administration, fenofibrate is rapidly hydrolysed by esterases to the active metabolite fenofibric acid.
No unchanged fenofibrate can be detected in the plasma. Fenofibric acid is excreted mainly in the urine, mainly as the glucuronide conjugate, but also as a reduced form of fenofibric acid and its glucuronide; practically all the drug is eliminated from the body within 6 days

storage

Store at RT

Fenofibrate Preparation Products And Raw materials

Raw materials

Preparation Products

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Fenofibrate Suppliers

Hubei widely chemical technology Co., Ltd.
Tel
027-83991130 18627774460
Fax
027-83991130
Email
1718093273@QQ.COM
Country
China
ProdList
1882
Advantage
58
Elucigen bio
Tel
13501719342
Email
wayne.zheng@elucigenbio.com
Country
China
ProdList
5089
Advantage
58
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
94657
Advantage
76
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
021-61259108 18621169109
Fax
86-21-61259102
Email
market03@meryer.com
Country
China
ProdList
40228
Advantage
62
INTATRADE GmbH
Tel
+49 3493/605464
Fax
+49 3493/605470
Email
sales@intatrade.de
Country
Germany
ProdList
3572
Advantage
66
3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Fax
86-21-50328109
Email
3bsc@sina.com
Country
China
ProdList
15839
Advantage
69
Chembest Research Laboratories Limited
Tel
+86-21-20908456
Fax
021-58180499
Email
sales@BioChemBest.com
Country
China
ProdList
6005
Advantage
61
TCI (Shanghai) Development Co., Ltd.
Tel
021-67121386
Fax
021-67121385
Email
Sales-CN@TCIchemicals.com
Country
China
ProdList
24529
Advantage
81
Energy Chemical
Tel
021-021-58432009 400-005-6266
Fax
021-58436166
Email
sales8178@energy-chemical.com
Country
China
ProdList
44689
Advantage
61
Capot Chemical Co., Ltd
Tel
+86 (0) 571 85 58 67 18
Fax
0086-571-85864795
Email
sales@capotchem.com
Country
China
ProdList
18207
Advantage
66
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View Lastest Price from Fenofibrate manufacturers

Sinoway Industrial co., ltd.
Product
Fenofibrate 49562-28-9
Price
US $0.00-0.00/Kg/Bag
Min. Order
1Kg/Bag
Purity
99% up / USP/BP/EP
Supply Ability
20 tons
Release date
2024-06-27
WUHAN FORTUNA CHEMICAL CO., LTD
Product
Fenofibrate 49562-28-9
Price
US $0.00/Kg/Drum
Min. Order
1KG
Purity
98%-102%;EP
Supply Ability
1000KGS
Release date
2021-06-30
Hebei Weibang Biotechnology Co., Ltd
Product
Fenofibrate 49562-28-9
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10mt
Release date
2024-11-21

49562-28-9, FenofibrateRelated Search:


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  • isopropyl(4’-(p-chlorobenzoyl)-2-phenoxy-2-methyl)propionate
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  • 2-[4-[(4-chlorophenyl)-oxomethyl]phenoxy]-2-methylpropanoic acid ethyl ester
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  • 2-[4-(4-CHLOROBENZOYL)PHENOXY]-2-METHYL-PROPANOIC ACID, 1-METHYLETHYL ESTER
  • 2-[4-(4-CHLOROBENZOYL)PHENOXY]-2-METHYLPROPANOIC ACID ISOPROPYL ESTER
  • 2-[4-[p-Chlorobenzoyl]]-2-methylpropionic acid isopropyl ester
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