Teriflunomide , ≥99% , 163451-81-8

CAS NO.：163451-81-8

Empirical Formula: C12H9F3N2O2

Molecular Weight: 270.21

MDL number: MFCD00910058

EINECS: 642-273-4

PRODUCT Properties

• Melting point: 229-232°C
• Boiling point: 410.8±45.0 °C(Predicted)
• Density: 1.424±0.06 g/cm3(Predicted)
• storage temp.: -20°C
• solubility: DMSO: soluble5mg/mL, clear (warmed)
• pka: 5.20±0.50(Predicted)
• form: powder
• color: white to beige
• λmax: 203nm(MeOH)(lit.)
• Merck: 14,9165
• Stability: Hygroscopic
• 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-
• InChIKey: UTNUDOFZCWSZMS-YFHOEESVSA-N
• SMILES: C(NC1=CC=C(C(F)(F)F)C=C1)(=O)/C(/C#N)=C(\O)/C

Description and Uses

A-771726 is an active metabolite of the prodrug leflunomide that inhibits dihydroorotate dehydrogenase (DHODH; IC₅₀ = 0.23 μM). A-771726 inhibits the production of prostaglandin E₂ (PGE₂; ) in TNF-α- or IL-1α-stimulated isolated human synoviocytes (IC₅₀s = 7 and 3 μM, respectively). It inhibits the proliferation of isolated human peripheral blood mononuclear cells (PBMCs) when used at concentrations of 25 and 100 μM. A-771726 (3 and 10 mg/kg) delays disease onset and decreases neurological deficits in a rat model of experimental autoimmune encephalomyelitis (EAE) induced by complete Freund’s adjuvant (CFA) and M. tuberculosis. Formulations containing teriflunomide have been used in the treatment of multiple sclerosis.

A-771726 is the active metabolite of leflunomide, a prodrug approved by the FDA for treatment of rheumatoid arthritis. A-771726 reversibly inhibits dihydroorotate dehydrogenase, the rate-limiting step in the de novo synthesis of pyrimidines. It prevents activated lymphocytes from accumulating sufficient pyrimidines to support DNA synthesis (IC50s = 0.09, 3.5, and 12.5 μM for rat, mouse, and human, respectively). At higher doses, A-771726 inhibits tyrosine kinases responsible for early T cell and B cell signaling in the G0/G1 phase of the cell cycle. A-771726 has also been shown to inhibit the production of prostaglandin E2 in synoviocytes activated by TNF-α and IL-1α (IC50s = 7 and 3 μM, respectively) as well as inhibit MMP-1 and IL-6 production at concentrations >10 μM.[Cayman Chemical]

Safety

• Symbol(GHS): GHS07
• Signal word: Warning
• Hazard statements: H225-H302+H312+H332-H319
• Precautionary statements: P210-P280-P301+P312-P303+P361+P353-P304+P340+P312-P305+P351+P338
• Hazard Codes: Xn
• Risk Statements: 22
• WGK Germany: 3
• HS Code: 2926.90.4801
• Storage Class: 11 - Combustible Solids
• Hazard Classifications: Acute Tox. 4 Oral