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Fenofibric acid

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Fenofibric acid Basic information

Product Name:
Fenofibric acid
Synonyms:
  • 2-[4-(4-CHLOROBENZOYL)PHENOXY]-2-METHYLPROPANOIC ACID
  • LABOTEST-BB LT00239222
  • FENOFIBRIC ACID
  • SALOR-INT L498335-1EA
  • 2-[4-(4-CHLORO-BENZOYL)-PHENOXY]-2-METHYL-PROPIONIC ACID (FENOFIBRIC ACID)
  • 2-[4-(4-CHLOROBENBONYZOYL)PHENOXY)-2-METHYLPROPIONIC ACID
  • 2-[4'-(p-Chlorobenzoyl)phenoxy]-2-methylpropionic acid
  • FENOFIBRATE ACID
CAS:
42017-89-0
MF:
C17H15ClO4
MW:
318.75
EINECS:
255-626-9
Product Categories:
  • JANUVIA
  • Various Metabolites and Impurities
  • pharmacetical
  • Intermediates & Fine Chemicals
  • Metabolites & Impurities
  • Pharmaceuticals
  • Aromatics
Mol File:
42017-89-0.mol
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Fenofibric acid Chemical Properties

Melting point:
177-179°C
Boiling point:
486.5±35.0 °C(Predicted)
Density 
1.286±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
Chloroform (Slightly), Methanol (Slightly)
pka
3.09±0.10(Predicted)
form 
powder
color 
White to Off-White
BRN 
2058973
InChI
InChI=1S/C17H15ClO4/c1-17(2,16(20)21)22-14-9-5-12(6-10-14)15(19)11-3-7-13(18)8-4-11/h3-10H,1-2H3,(H,20,21)
InChIKey
MQOBSOSZFYZQOK-UHFFFAOYSA-N
SMILES
C(O)(=O)C(OC1=CC=C(C(=O)C2=CC=C(Cl)C=C2)C=C1)(C)C
CAS DataBase Reference
42017-89-0(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xn,N
Risk Statements 
36/37/38-50/53-22
Safety Statements 
26-36/37/39-61-60-24/25
RIDADR 
UN 3077 9 / PGIII
WGK Germany 
3
RTECS 
UA2453000
HazardClass 
9
PackingGroup 
III
HS Code 
29189900
Toxicity
LD50 oral in rat: 1242mg/kg
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Fenofibric acid Usage And Synthesis

Chemical Properties

Fenofibric acid is a white to almost white crystalline powder that is stable under ordinary conditions and has a melting point of 179 – 183°C. Its empirical formula is C17H15ClO4 and molecular weight 318.75. Fenofibric acid is insoluble in water; its solubility increases with pH in buffered media.

Uses

Fenofibric acid, the active metabolite of fenofibrate. Increases Apolipoprotein A-Iediated High-Density Lipoprotein Biogenesis by enhancing transcription of ATP-Binding cassette transporter A1 gene in a liver X receptorependent manner

Uses

Fenofibric acid, the active metabolite of fenofibrate. Increases Apolipoprotein A-I–Mediated High-Density Lipoprotein Biogenesis by enhancing transcription of ATP-Binding cassette transporter A1 gene in a liver X receptor–dependent manner.

Uses

DPP4 inhibitor, antidiabetic

Definition

ChEBI: A monocarboxylic acid that is 2-methylpropanoic acid substituted by a 4-(4-chlorobenzoyl)phenoxy group at position 2. It is a metabolite of the drug fenofibrate.

Metabolism

Fenofibric acid is primarily conjugated with glucuronic acid and then excreted in urine. A small amount of fenofibric acid is reduced at the carbonyl moiety to a benzhydrol metabolite, which is, in turn, conjugated with glucuronic acid and excreted in urine. In vitro and in vivo metabolism data indicate that fenofibric acid does not undergo oxidative metabolism (e.g. cytochrome P450) to a significant extent. The enzymes CYP1A2, CYP2A6, CYP2B6, CYP2C8, CYP2C9, CYP2C19, CYP2D6, CYP2E1, and CYP3A4 do not play a role in the metabolism of fenofibric acid.

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