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Product Overview

Product Code

TRC-A771726

CAS Number

163451-81-8

EP Description

Leflunomide Impurity B

Product Format

Neat

Molecular Formula

C12 H9 F3 N2 O2

Molecular Weight

270.21

API Family

Leflunomide

Product Categories

Impurity Reference Materials , TRC, Additional Neuro Products, Multiple Sclerosis, Immunosupressants, Neurology Research Chemicals and Analytical Standards, Cancer Research Chemicals and Analytical Standards, API Reference Standards & Research Materials

Product Type

Impurity, Metabolite, API

Alternate CAS Number

Unspecified stereochemistry: 108605-62-5

Purity

>95% (HPLC)

Documentation

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Product Information

Chemical Data

Analyte Name

(2Z)-2-Cyano-3-hydroxy-N-[4-(trifluoromethyl)phenyl]but-2-enamide (Teriflunomide)

CAS Number

163451-81-8

Molecular Formula

C12 H9 F3 N2 O2

Molecular Weight

270.21

Accurate Mass

270.0616

SMILES

C\C(=C(/C#N)\C(=O)Nc1ccc(cc1)C(F)(F)F)\O

InChI

InChI=1S/C12H9F3N2O2/c1-7(18)10(6-16)11(19)17-9-4-2-8(3-5-9)12(13,14)15/h2-5,18H,1H3,(H,17,19)/b10-7-

IUPAC

(Z)-2-cyano-3-hydroxy-N-[4-(trifluoromethyl)phenyl]but-2-enamide

Alternate CAS Number

Unspecified stereochemistry: 108605-62-5

Product Data

Storage Temperature

-20°C

Shipping Temperature

Room Temperature

Country of Origin

CANADA

Product Type

Metabolite; Impurity

Product Format

Neat

API Family

Leflunomide

Purity

>95% (HPLC)

Product Description

A77 1726 (Leflunomide EP Impurity B) is the active metabolite of Leflunomide, a potent disease-modifying antirheumatic drug used in the treatment of rheumatoid arthritis. LEF-M interferes with dendritic cell function. The second Phase III study evaluating the efficacy of Genzyme’s teriflunomide therapy against relapsing forms of multiple sclerosis found the once-daily oral drug to be no less effective than injectable interferon beta 1a (Rebif®).

References: Kirsch, B.M., et al.: Arthritis Research and Therapy, 7, 3, R694, (2005)

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A 77-1726

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