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
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)
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)
N-Bromosuccinimide Price
- Product number
- 1269447
- Product name
- Fenofibrate
- Purity
- United States Pharmacopeia (USP) Reference Standard
- Packaging
- 200mg
- Price
- $436
- Updated
- 2024/03/01
- Product number
- 55443
- Product name
- Fenofibrate
- Purity
- analytical standard
- Packaging
- 100mg
- Price
- $66.9
- Updated
- 2021/12/16
- Product number
- F0674
- Product name
- Fenofibrate
- Purity
- >98.0%(GC)
- Packaging
- 5g
- Price
- $30
- Updated
- 2024/03/01
- Product number
- F0674
- Product name
- Fenofibrate
- Purity
- >98.0%(GC)
- Packaging
- 25g
- Price
- $84
- Updated
- 2024/03/01
- Product number
- F6020
- Product name
- Fenofibrate
- Purity
- ≥99%, powder
- Packaging
- 5g
- Price
- $60.3
- Updated
- 2024/03/01
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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View Lastest Price from Fenofibrate manufacturers
- Product
- Fenofibrate 49562-28-9
- Price
- US $120.00-65.00/Kg/Bag
- Min. Order
- 1Kg/Bag
- Purity
- 99% up / USP/BP/EP
- Supply Ability
- 20 tons
- Release date
- 2023-12-01
- Product
- Fenofibrate 49562-28-9
- Price
- US $15.00/kg
- Min. Order
- 1kg
- Purity
- 99.912%
- Supply Ability
- 10ton
- Release date
- 2024-04-24
- Product
- Fenofibrate 49562-28-9
- Price
- US $35.00-25.00/kg
- Min. Order
- 1kg
- Purity
- 99.8%
- Supply Ability
- 200tons/year
- Release date
- 2024-03-15