ChemicalBook > CAS DataBase List > Fenofibrate

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
More
Less

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)
More
Less

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)
More
Less

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..…

More
Less

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
More
Less

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

Anisole 4-Chlorobenzoyl chloride

Preparation Products

More
Less

Fenofibrate Suppliers

Americas 1 Argentina 1 Belgium 2 Brazil 5 Canada 5 China 424 Cyprus 1 Europe 3 Finland 1 France 8 Germany 12 India 155 Indonesia 1 Israel 2 Italy 3 Japan 1 Jordan 1 Malaysia 1 Nepal 1 Philippines 1 Poland 1 Singapore 1 South Korea 1 Spain 4 Switzerland 3 The Netherlands 1 United Arab Emirates 1 United Kingdom 22 United States 55 Venezuela 1 Global 719
Pure Chemistry Scientific Inc.
Tel
001-857-928-2050 or 1-888-588-9418
Fax
001-617-206-9595
Email
sales@chemreagents.com
Country
United States
ProdList
10186
Advantage
62
LGM Pharma
Tel
1-(800)-881-8210
Fax
615-250-9817
Email
inquiries@lgmpharma.com
Country
United States
ProdList
2123
Advantage
70
HBCChem, Inc.
Tel
+1-510-219-6317
Fax
+1-650-486-1361
Email
sales@hbcchem.com
Country
United States
ProdList
10648
Advantage
60
ALB Technology Limited
Tel
702-983-3769
Fax
702-983-3769
Email
sales@albtechnology.com
Country
United States
ProdList
2993
Advantage
55
TargetMol Chemicals Inc.
Tel
+1-781-999-5354 +1-00000000000
Email
marketing@targetmol.com
Country
United States
ProdList
32165
Advantage
58
InvivoChem
Tel
+1-708-310-1919 +1-13798911105
Fax
708-557-7486
Email
sales@invivochem.cn
Country
United States
ProdList
6391
Advantage
58
Alchem Pharmtech,Inc.
Tel
8485655694
Email
sales@alchempharmtech.com
Country
United States
ProdList
63687
Advantage
58
TargetMol Chemicals Inc.
Tel
Email
support@targetmol.com
Country
United States
ProdList
38632
Advantage
58
Aladdin Scientific
Tel
+1-+1(833)-552-7181
Email
sales@aladdinsci.com
Country
United States
ProdList
57505
Advantage
58
ApexBio Technology
Tel
--
Fax
--
Email
sales@apexbt.com
Country
United States
ProdList
6251
Advantage
58
BOC Sciences
Tel
16314854226
Email
info@bocsci.com
Country
United States
ProdList
9923
Advantage
65
Cayman Chemical Company
Tel
--
Fax
--
Email
cayman@caymanchem.com
Country
United States
ProdList
6213
Advantage
81
International Specialty Chemicals & Pharmaceuticals, Inc. (ISC&P)
Tel
--
Fax
--
Email
info@ischem.com
Country
United States
ProdList
77
Advantage
58
Byron Chemical Company, Inc
Tel
--
Fax
--
Email
bcc@byronchemical.com
Country
United States
ProdList
88
Advantage
58
Interchem Corporation USA
Tel
--
Fax
--
Email
esa@interchem.com
Country
United States
ProdList
469
Advantage
58
Alfa Chem
Tel
--
Fax
--
Email
alfachem@gmail.com
Country
United States
ProdList
226
Advantage
58
ZETA Pharmaceuticals, L.L.C.
Tel
--
Fax
--
Email
zeta@zetapharm.com
Country
United States
ProdList
102
Advantage
58
PlusPharma Incorporated
Tel
--
Fax
--
Email
info@pluspharm.com
Country
United States
ProdList
53
Advantage
58
MilliporeSigma (Sigma-Aldrich Corp.)
Tel
--
Fax
--
Email
@sial.com
Country
United States
ProdList
5414
Advantage
58
CQ INTERNATIONAL CO INC
Tel
--
Fax
--
Email
info@cqici.com
Country
United States
ProdList
76
Advantage
58
TOPCHEM PHARMACEUTICALS LTD
Tel
--
Fax
--
Email
Vinchem@vinchem.com
Country
United States
ProdList
140
Advantage
58
Selleck Chemicals LLC
Tel
--
Fax
--
Email
sales@selleckchem.com
Country
United States
ProdList
1848
Advantage
58
Flavine North America, Inc.
Tel
--
Fax
--
Email
flavine-northamerica@flavine.com
Country
United States
ProdList
84
Advantage
58
Molcan Corporation
Tel
--
Fax
--
Email
info@molcan.com
Country
United States
ProdList
686
Advantage
60
Ivy Fine Chemicals
Tel
--
Fax
--
Email
sales@ivychem.com
Country
United States
ProdList
6493
Advantage
58
OChem Incorporation
Tel
--
Fax
--
Email
sales@ocheminc.com
Country
United States
ProdList
6501
Advantage
60
United States Biological
Tel
--
Fax
--
Email
chemicals@usbio.net
Country
United States
ProdList
6214
Advantage
80
MedChemExpress
Tel
--
Fax
--
Email
sales@medchemexpress.com
Country
United States
ProdList
6398
Advantage
58
Riedel-de Haen AG
Tel
--
Fax
--
Country
United States
ProdList
6773
Advantage
87
TCI America
Tel
--
Fax
--
Email
sales@tciamerica.com
Country
United States
ProdList
6909
Advantage
75
Frontier Scientific, Inc.
Tel
--
Fax
--
Email
sales@frontiersci.com
Country
United States
ProdList
6222
Advantage
86
Matrix Scientific
Tel
--
Fax
--
Email
sales@matrixscientific.com
Country
United States
ProdList
6632
Advantage
80
Santa Cruz Biotechnology, Inc.
Tel
--
Fax
--
Email
scbt@scbt.com
Country
United States
ProdList
3597
Advantage
60
HBCChem Inc.
Tel
--
Fax
--
Email
sales@hbcchem-inc.com
Country
United States
ProdList
4569
Advantage
30
3B Scientific Corporation
Tel
--
Fax
--
Email
sales@3bsc.com
Country
United States
ProdList
6962
Advantage
56
AlliChem, LLC
Tel
--
Fax
--
Email
sales@allichemllc.com
Country
United States
ProdList
6516
Advantage
60
Medical Isotopes
Tel
--
Fax
--
Email
stohler@medicalisotopes.com
Country
United States
ProdList
6181
Advantage
68
AK Scientific, Inc.
Tel
--
Fax
--
Email
sales@aksci.com
Country
United States
ProdList
6347
Advantage
65
ACIC Fine Chemicals Inc.
Tel
--
Fax
--
Email
sales@acic.com
Country
United States
ProdList
492
Advantage
48
Waterstone Technology, LLC
Tel
--
Fax
--
Email
sales@waterstonetech.com
Country
United States
ProdList
6786
Advantage
30
Altan Corporation
Tel
--
Fax
--
Email
OrderingService@AltanBiochemicals.com
Country
United States
ProdList
1161
Advantage
30
HONEST JOY HOLDINGS LIMITED
Tel
--
Fax
--
Email
sales@honestjoy.cn
Country
United States
ProdList
6675
Advantage
54
Advance Scientific & Chemical
Tel
--
Fax
--
Email
sales@advance-scientific.com
Country
United States
ProdList
6419
Advantage
71
2A PharmaChem USA
Tel
--
Fax
--
Email
sales@2apharmachem.com
Country
United States
ProdList
6137
Advantage
39
3B Scientific Corporation
Tel
--
Fax
--
Email
sales@3bsc.com
Country
United States
ProdList
6718
Advantage
47
SynFine Research
Tel
--
Fax
--
Email
research@synfine.com
Country
United States
ProdList
1024
Advantage
68
Greatvista Chemicals
Tel
--
Fax
--
Email
greatvista@gmail.com
Country
United States
ProdList
214
Advantage
55
BOSCHE SCIENTIFIC, LLC
Tel
--
Fax
--
Email
Sales@BoscheSci.com
Country
United States
ProdList
6477
Advantage
55
CGeneTech, Inc.
Tel
--
Fax
--
Email
qyu@cgenetech.com
Country
United States
ProdList
959
Advantage
30
American Custom Chemicals Corporation
Tel
--
Fax
--
Email
sales@acccorporation.com
Country
United States
ProdList
6820
Advantage
51
More
Less

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:

4-Chloro-4'-hydroxybenzophenone Isopropyl acetate Tris(trimethylsilyl)phosphate Isopropyl alcohol Propyl gallate Propyl acetate FENOFIBRATE ACID Isopropyl palmitate ISOPROPYL LAURATE Isopropyl myristate Methyl acrylate FENOFIBRATE RELATED COMPOUND C (25 MG) (1-METHYLETHYL 2-[[2-[4-(4-CHLOROBENZOYL)PHENOXY]-2-METHYLPROPANOYL]OXY]-2-METHYLPROPANOATE) (4-Chlorophenyl)[4-(1-Methylethoxy)phenyl]Methanone (Fenofibrate IMpurity) 2-[4-(4-Chlorobenzoyl)phenoxy]-2-methylpropionic acid methyl ester Unii-4bmh7izt98 3-[4-(4-Chlorobenzoyl)phenoxy]-2-butanone (Fenofibrate IMpurity) FENOFIBRIC ACID ETHYL ESTER FENOFIBRATE IMPURITY B,Fenofibrate Related Compound B

  • 2-(4-(4-chlorobenzoyl)phenoxy)-2-methyl-propanoicaci1-methylethylester
  • isopropyl(4’-(p-chlorobenzoyl)-2-phenoxy-2-methyl)propionate
  • isopropyl2-(4-(4-chlorobenzoyl)phenoxy)-2-methylpropionate
  • lf-178
  • lipantil
  • procetofen
  • sedufen
  • proctofene
  • Fenofibrate, >=99%
  • 2-[4-[(4-chlorophenyl)-oxomethyl]phenoxy]-2-methylpropanoic acid ethyl ester
  • ethyl 2-[4-(4-chlorophenyl)carbonylphenoxy]-2-methyl-propanoate
  • Propanoic acid, 2-(4-(4-chlorobenzoyl)phenoxy)-2-methyl-, ethyl ester
  • Felodipine Solution, 100ppm
  • Fenofibrate Solution, 1000ppm
  • 2-[4-(4-CHLOROBENZOYL)PHENOXYL-2-METHYLPROPANOIC ACID 1-METHYLETHYL ESTER
  • 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
  • Isopropyl 2-[p-[p-chlorobenzoyl] phenoxy]-2-methylpropionate
  • Lipantyl
  • Procetofene
  • Lipidil Supra
  • Lipirex
  • Liposit
  • MeltDose
  • Nolipax
  • NSC 281319
  • Fenofibrite
  • propan-2-yl 2-[4-(4-chlorobenzoyl)phenoxy]-2-methyl-propanoate
  • Elasterin
  • Secalip
  • 2-[p-(p-Chlorobenzoyl)phenoxy]-2-methylpropionic acid isopropyl ester
  • LIPYDIL
  • LIPANTHYL
  • LABOTEST-BB LT00771982
  • FENOFIBRATE
  • Fenobrate
  • 2-[4-[(4-chlorophenyl)-oxomethyl]phenoxy]-2-methylpropanoic acid propan-2-yl ester
  • 2-[4-(4-chlorobenzoyl)phenoxy]-2-methyl-propionic acid isopropyl ester
  • propan-2-yl 2-[4-(4-chlorophenyl)carbonylphenoxy]-2-methyl-propanoate
  • Fenofibrate,2-[4-(4-Chlorobenzoyl)phenoxy]-2-methylpropanoic acid isopropyl ester
  • Fenofibrate (200 mg)
  • Fenofibrate API
  • Fenofibrate COS
  • 2-[4-(4-Chlorobenzoyl)phenoxy]-2-methylpropionic Acid Isopropyl Ester Isopropyl 2-[4-(4-Chlorobenzoyl)phenoxy]-2-methylpropionate
  • lipidax
  • lipifen
  • lipoclar
  • lipofene
  • lipsin
  • Fenofibrate CRS
  • Fenofibrate&gt
  • Fenofibrate, 98%, reagent grade
  • Lipanty
  • Fenofibrate,>98%
  • Propanoic acid, 2-[4-(4-chlorobenzoyl)phenoxy]-2-methyl-, 1-methylethyl ester
  • Fenofibrate USP/EP/BP
  • fat fenofibrat