CAS 163451-81-8

Teriflunomide

Description:

Teriflunomide is an immunomodulatory drug primarily used in the treatment of multiple sclerosis. It is a pyrimidine synthesis inhibitor that works by selectively inhibiting the enzyme dihydroorotate dehydrogenase, which is crucial for the proliferation of activated lymphocytes. This mechanism reduces the number of circulating lymphocytes, thereby modulating the immune response. Teriflunomide is characterized by its relatively long half-life, allowing for once-daily oral dosing. The compound is typically presented as a racemic mixture, with its active form being the levorotatory isomer. It has a moderate solubility in water and is lipophilic, which aids in its absorption and distribution in the body. Common side effects may include liver enzyme elevations, gastrointestinal disturbances, and potential teratogenic effects, necessitating careful monitoring during treatment. Due to its immunosuppressive properties, it is essential for patients to be screened for infections and other contraindications before initiating therapy. Overall, Teriflunomide represents a significant advancement in the management of autoimmune conditions, particularly multiple sclerosis.

Formula: C₁₂H₉F₃N₂O₂

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-

InChI key: InChIKey=UTNUDOFZCWSZMS-YFHOEESVSA-N

SMILES: C(F)(F)(F)C1=CC=C(NC(/C(=C(/C)\O)/C#N)=O)C=C1

Synonyms:

• (2Z)-2-(hydroxy{[4-(trifluoromethyl)phenyl]amino}methylidene)-3-oxobutanenitrile
• (2Z)-2-Cyano-3-hydroxy-N-[4-(trifluoromethyl)phenyl]-2-butenamide
• (Z)-2-Cyano-alpha'alpha'alpha-trifluoro-3-hydroxy-p-crotonotoluidide
• 2-Butenamide, 2-cyano-3-hydroxy-N-(4-(trifluoromethyl)phenyl)-
• 2-Butenamide, 2-cyano-3-hydroxy-N-[4-(trifluoromethyl)phenyl]-, (2Z)-
• 2-Butenamide, 2-cyano-3-hydroxy-N-[4-(trifluoromethyl)phenyl]-, (Z)-
• 2-Cyano-3-hydroxy-N-(4-(trifluoromethyl)phenyl)-2-butenamide
• A 1726
• A 77-1726
• A 771726
• A771726
• Active metabolite of leflunomide
• Aubagio
• Femorix
• Flucyamide
• Hmr 1726
• Malononitrilamide
• N-(4-Trifluoromethylphenyl)-2-cyano-2-hydroxycrotonamide
• Su 20
• Teriflunomide
• Teriflunomide [INN]

TERIFLUNOMIDE CRS

CAS: 163451-81-8

TERIFLUNOMIDE CRS

Ref: 41-Y0002247

TERIFLUNOMIDE FOR ASSAY CRS

CAS: 163451-81-8

TERIFLUNOMIDE FOR ASSAY CRS

Ref: 41-Y0002253

Leflunomide Related Compound B (Z)-2-cyano-3-hydroxy-N-(4-(trifluoromethyl)phenyl)but-2-enamide

CAS: 163451-81-8

Nitrile function compounds, not elsewhere specified or included

Formula: C₁₂H₉F₃N₂O₂

Color and Shape: White Off-White Powder

Molecular weight: 270.06161

Ref: 45-1357056

Teriflunomide

CAS: 163451-81-8

Nitrile function compounds, nesoi

Formula: C₁₂H₉F₃N₂O₂

Color and Shape: White Crystalline Powder

Molecular weight: 270.06161

Ref: 45-1643951

2-Butenamide, 2-cyano-3-hydroxy-N-[4-(trifluoromethyl)phenyl]-, (2Z)-

CAS: 163451-81-8

Formula: C₁₂H₉F₃N₂O₂

Purity: 99%

Color and Shape: Solid

Molecular weight: 270.2073

Ref: IN-DA001U44

Teriflunomide

CAS: 163451-81-8

Teriflunomide

Purity: 99%

Molecular weight: 270.21g/mol

Ref: 54-PC109050

Leflunomide EP Impurity B (Leflunomide USP Related Compound B, Teriflunomide)

CAS: 163451-81-8

Formula: C₁₂H₉F₃N₂O₂

Color and Shape: White To Off-White Solid

Molecular weight: 270.21

Ref: 4Z-L-043

Teriflunomide

CAS: 163451-81-8

Teriflunomide

Purity: ≥98%

Molecular weight: 270.21g/mol

Ref: 54-BUP14502

Leflunomide EP Impurity B-d4 (Leflunomide USP Related Compound B-d4, Teriflunomide-d4)

CAS: 163451-81-8

Formula: C₁₂H₅D₄F₃N₂O₂

Color and Shape: White To Off-White Solid

Molecular weight: 274.24

Ref: 4Z-L-044

Teriflunomide

CAS: 163451-81-8

Formula: C₁₂H₉F₃N₂O₂

Purity: >98.0%(GC)

Color and Shape: White to Almost white powder to crystal

Molecular weight: 270.21

Ref: 3B-T3287

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

Controlled Product

CAS: 163451-81-8

Formula: C₁₂H₉F₃N₂O₂

Color and Shape: Neat

Molecular weight: 270.21

Ref: 86-MM0859.02

Teriflunomide

CAS: 163451-81-8

Teriflunomide (A 77-1726) is the principal active metabolite of leflunomide, an approved therapy for rheumatoid arthritis and multiple sclerosis.

Formula: C₁₂H₉F₃N₂O₂

Purity: 99.54% - 99.95%

Color and Shape: Solid

Molecular weight: 270.21

Ref: TM-T7534

Leflunomide EP Impurity B

CAS: 163451-81-8

Formula: C₁₂H₉F₃N₂O₂

Molecular weight: 270.21

Ref: ST-EA-CP-L12002

A77 1726 (Teriflunomide)

CAS: 163451-81-8

Impurity Leflunomide EP Impurity B
Applications 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)

Formula: C₁₂H₉F₃N₂O₂

Color and Shape: White To Off-White

Molecular weight: 270.21

Ref: TR-A771726

Teriflunomide

CAS: 163451-81-8

Purity: 95%

Molecular weight: 270.06

Ref: 10-F554435

Teriflunomide

Controlled Product

CAS: 163451-81-8

Inhibitor of dihydroorotate dehydrogenase; anti-inflammatory; immunomodulatory

Formula: C₁₂H₉F₃N₂O₂

Purity: Min. 98 Area-%

Color and Shape: White Powder

Molecular weight: 270.21 g/mol

Ref: 3D-FT16895

Teriflunomide

Controlled Product

CAS: 163451-81-8

Teriflunomide is a drug that has been clinically proven for the treatment of multiple sclerosis. It is a prodrug that is converted to its active form, teriflunomide-phosphate, in vivo. Teriflunomide inhibits the activity of matrix metalloproteinases by blocking Ca2+ channels and inhibiting Ca2+ influx into the cytosol. This blocks the degradation of extracellular matrix proteins and reduces inflammation, which may lead to long-term efficacy in autoimmune diseases such as multiple sclerosis. Teriflunomide also decreases T-cell proliferation by inhibiting integrin receptors on T cells and monoclonal antibody production.

Formula: C₁₂H₉F₃N₂O₂

Purity: Min. 98 Area-%

Molecular weight: 270.21 g/mol

Ref: 3D-J-010046