| Identification | Back Directory | [Name]
Unii-4bmh7izt98 | [CAS]
856676-23-8 | [Synonyms]
Abt 335
Trilipix
Unii-4bmh7izt98
Choline Fenofibrate
Fenofibrate de choline
Unii-4bmh7izt98 USP/EP/BP
Choline Fenofibrate (CFRC-3)
Fenofibric acid choline salt
Fenofibrate Impurity 8(Choline Fenofibrate)
2-hydroxy-N,N,N-trimethyl, 2-{4-(4-chlorobenzoyl)phenoxy]-2-methylpropanoate
2-[4-(4-chlorobenzoyl)phenoxy]-2-methylpropanoate,2-hydroxyethyl(trimethyl)azanium
2-Hydroxy-N,N,N-triMethylethanaMiniuM 2-[4-(4-chlorobenzoyl)phenoxy]
-2-Methylpropanoate
2-Hydroxy-N,N,N-trimethylethan-1-aminium 2-(4-(4-chlorobenzoyl)phenoxy)-2-methylpropanoate | [Molecular Formula]
C22H28ClNO5 | [MDL Number]
MFCD18382233 | [MOL File]
856676-23-8.mol | [Molecular Weight]
421.914 |
| Chemical Properties | Back Directory | [Melting point ]
210-212°C | [storage temp. ]
Hygroscopic, -20°C Freezer, Under Inert Atmosphere | [solubility ]
Methanol (Slightly), Water (Slightly) | [form ]
Solid | [color ]
White to Off-White | [Stability:]
Hygroscopic | [Major Application]
pharmaceutical (small molecule) | [InChI]
InChI=1S/C17H15ClO4.C5H14NO/c1-17(2,16(20)21)22-14-9-5-12(6-10-14)15(19)11-3-7-13(18)8-4-11;1-6(2,3)4-5-7/h3-10H,1-2H3,(H,20,21);7H,4-5H2,1-3H3/q;+1/p-1 | [InChIKey]
JWAZHODZSADEHB-UHFFFAOYSA-M | [SMILES]
OCC[N+](C)(C)C.CC(C(=O)[O-])(OC1C=CC(C(=O)C2C=CC(Cl)=CC=2)=CC=1)C |
| Hazard Information | Back Directory | [Description]
Choline fenofibrate, a salt formulation of fenofibric acid, is a lipid
regulating agent available as delayed release capsules for oral administration. It is indicated in combination with a statin to reduce TG and
increase high-density lipoprotein cholesterol (HDL-C) in patients with
mixed dyslipidemia and coronary heart disease (CHD) or a CHD-risk
equivalent who are optimal for statin therapy to achieve their lowdensity lipoprotein cholesterol (LDL-C) goal. In addition, choline
fenofibrate is indicated as monotherapy in patients with severe
hypertriglyceridemia to reduce TG, and in patients with primary
hyperlipidemia or mixed dyslipidemia to reduce elevated LDL-C, total
cholesterol, TG, apolipoprotein B, and to increase HDL-C. Fenofibric acid
is also the active metabolite of fenofibrate (Tricor), which has been
previously marketed for the treatment of hypercholesterolemia and
hypertriglyceridemia.
The primary mode of action of fenofibric acid
is through the activation of the nuclear transcription factor PPARa,
predominantly expressed in tissues that metabolize fatty acids, such as
the liver, kidney, heart, and muscle.
On activation by binding of the fibrate, PPARa binds as heterodimers with retinoid X receptor (RXR), which subsequently recognizes and binds to specific PPARa-response elements leading to modulation of expression of the target genes. In particular, the activity of lipoprotein lipase is increased and synthesis of apoprotein C-III is decreased, which together enhance the clearance of circulating TG-rich lipoproteins. The resulting fall in TG produces an alteration in the size and composition of LDL from small dense particles to large buoyant particles. These larger particles have a greater affinity for cholesterol receptors and are catabolized rapidly. Choline fenofibriate acid is contraindicated in patients with severe renal impairment. | [Chemical Properties]
White Solid | [Originator]
Abbott (United States) | [Uses]
A new formulation of fenofibric acid, ABT-335, | [Brand name]
TriLipix | [Side effects]
The most common adverse reactions observed with the use of fenofibric acid alone or in combination with a statin are headache, back pain, nasopharyngitis, nausea, myalgia, diarrhea, and upper respiratory tract infection. | [Synthesis]
Choline To Market, To Market 2008 enofibrate is chemically derived from p-anisole in four steps through Friedel Crafts acylation with p-chlorobenzoyl chloride to the corresponding benzophenone derivative, followed by methyl ether cleavage with hydrogen bromide, alkylation of the phenolic hydroxyl group with 2-bromo-2-methylpropanoic acid using sodium hydroxide, and finally salt formation with choline. | [References]
[1] Patent: US2008/275270, 2008, A1. Location in patent: Page/Page column 3 |
|
| Company Name: |
J & K SCIENTIFIC LTD.
|
| Telephone: |
18210857532 18210857532 |
| Website: |
https://www.jkchemical.com |
| Company Name: |
Jinan Putubio Tech Co., Ltd.
|
| Telephone: |
+86 (531) 8099-2215 |
| Website: |
www.chemicalbook.com/ShowSupplierProductsList16923/0_EN.htm |
| Company Name: |
parabiochem
|
| Telephone: |
025-83453382-8005 |
| Website: |
www.parabiochem.cn |
|