teriflunomide

Names

[ Name ]:
teriflunomide

[Synonym ]:
2-Butenamide (2-cyano-3-hydroxy-N-[4-(trifluoromethyl)phenyl]
Butanenitrile, 2-[hydroxy[[4-(trifluoromethyl)phenyl]amino]methylene]-3-oxo-, (2Z)-
(2Z)-2-(Hydroxy{[4-(trifluoromethyl)phenyl]amino}methylene)-3-oxobutanenitrile
2-Cyano-3-hydroxy-N-(4-trifluoromethylphenyl)crotonamide
Teriflunomide
2-Cyano-3-hydroxy-N-(4-(trifluoromethyl)phenyl)but-2-enamide

Biological Activity

[Description]:

(E/Z)-Teriflunomide ((E/Z)-A77 1726) is the active metabolite of Leflunomide (HY-B0083). Leflunomide is an immunomodulatory agent that may exert effects by inhibiting the mitochondrial enzyme dihydroorotate dehydrogenase (DHODH). Leflunomide can be used for the research of rheumatoid arthritis (RA)[1].

[Related Catalog]:

Research Areas >> Infection

Research Areas >> Inflammation/Immunology

Chemical & Physical Properties

[ Density]:
1.4±0.1 g/cm3

[ Boiling Point ]:
363.0±42.0 °C at 760 mmHg

[ Molecular Formula ]:
C₁₂H₉F₃N₂O₂

[ Molecular Weight ]:
270.207

[ Flash Point ]:
173.3±27.9 °C

[ Exact Mass ]:
270.061615

[ PSA ]:
73.12000

[ LogP ]:
0.71

[ Vapour Pressure ]:
0.0±0.9 mmHg at 25°C

[ Index of Refraction ]:
1.552

[ Storage condition ]:
+2C to +8C

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H302

[ Hazard Codes ]:
Xn

[ Risk Phrases ]:
22

[ RIDADR ]:
NONH for all modes of transport

Articles

Hepatic cytochrome P450s attenuate the cytotoxicity induced by leflunomide and its active metabolite A77 1726 in primary cultured rat hepatocytes.

Toxicol. Sci. 122(2) , 579-86, (2011)

The Black Box Warning section of the U.S. drug label for leflunomide was recently updated to include stronger warnings about potential hepatotoxicity from this novel anti-arthritis drug. Because metab...

Respiratory syncytial virus inhibits lung epithelial Na+ channels by up-regulating inducible nitric-oxide synthase.

J. Biol. Chem. 284(11) , 7294-306, (2009)

Respiratory syncytial virus (RSV) infection has been shown to reduce Na+-driven alveolar fluid clearance in BALB/c mice in vivo. To investigate the cellular mechanisms by which RSV inhibits amiloride-...

Induction of EMT-like phenotypes by an active metabolite of leflunomide and its contribution to pulmonary fibrosis.

Cell Death Differ. 17(12) , 1882-95, (2010)

Drug-induced interstitial lung disease (ILD), particularly pulmonary fibrosis, is a serious clinical concern and myofibroblasts have been suggested to have a major role, with it recently being reveale...