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346357

Sigma-Aldrich

4′-(Trifluoromethyl)-2-biphenylcarboxylic acid

97%

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Linear Formula:
CF3C6H4C6H4CO2H
CAS Number:
Molecular Weight:
266.22
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

97%

form

solid

mp

169-171 °C (lit.)

SMILES string

OC(=O)c1ccccc1-c2ccc(cc2)C(F)(F)F

InChI

1S/C14H9F3O2/c15-14(16,17)10-7-5-9(6-8-10)11-3-1-2-4-12(11)13(18)19/h1-8H,(H,18,19)

InChI key

IQOMYCGTGFGDFN-UHFFFAOYSA-N

General description

4′-(Trifluoromethyl)-2-biphenylcarboxylic acid (xenalipin) has been tested as an effective hypolipidemic agent in animal species. It has been shown to cause significant reduction in serum cholesterol and triglyceride levels in animal models and would be beneficial in therapy for hyperlipidemia. Synthesis of 4′-(trifluoromethyl)-2-biphenylcarboxylic acid (xenalipin) has been reported. Xenalipin has been synthesized in the [14C]-labelled form, with specific activity 21.0mCi/mmol, which is suitable for the metabolism and distribution studies in animals.

Application

4′-(Trifluoromethyl)-2-biphenylcarboxylic acid may be used in chemical synthesis.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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The Nickel (I) Catalyzed Coupling of a Diarylzinc with an Aryl Chloride in the Synthesis of Xenalipin.
Eaddy JF.
Organic preparations and procedures international, 27(3), 367-372 (1995)
Synthesis of carbon-14 labelled xenalipin-a potential hypolipidemic agent.
Hill JA and Eaddy JF.
Journal of Labelled Compounds & Radiopharmaceuticals, 31(12), 1011-1017 (1992)
M C Lewis et al.
Atherosclerosis, 64(1), 27-35 (1987-03-01)
Xenalipin (4'-trifluoromethyl-2-biphenylcarboxylic acid) is a chemically novel compound which has been found to be an effective hypolipidemic agent in two animal species. Significant reductions in serum cholesterol and triglycerides were observed in cholesterol-cholic acid-fed rats following oral doses of 10-30

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