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Choline Fenofibrate

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Choline Fenofibrate Basic information

Product Name:
Choline Fenofibrate
Synonyms:
  • Abt 335
  • Fenofibrate de choline
  • Trilipix
  • Unii-4bmh7izt98
  • Choline Fenofibrate
  • 2-Hydroxy-N,N,N-triMethylethanaMiniuM 2-[4-(4-chlorobenzoyl)phenoxy] -2-Methylpropanoate
  • 2-hydroxy-N,N,N-trimethyl, 2-{4-(4-chlorobenzoyl)phenoxy]-2-methylpropanoate
  • Fenofibrate Impurity 8(Choline Fenofibrate)
CAS:
856676-23-8
MF:
C22H28ClNO5
MW:
421.91442
Product Categories:
  • API
  • Aromatics
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
Mol File:
856676-23-8.mol
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Choline Fenofibrate Chemical Properties

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
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
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Safety Information

HS Code 
2923100000
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Choline Fenofibrate Usage And Synthesis

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, co-administered with statins.

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.

Choline FenofibrateSupplier

Nanjing JiuSiNuo Biopharmaceutical Technology Co., Ltd Gold
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18851976882
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J & K SCIENTIFIC LTD.
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010-82848833 400-666-7788
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Shanghai Fuhe Chemistry Technology Co., Ltd.
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0086-21-67651709
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