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163451-81-8

163451-81-8 structure
163451-81-8 structure
  • Name: Teriflunomide
  • Chemical Name: teriflunomide
  • CAS Number: 163451-81-8
  • Molecular Formula: C12H9F3N2O2
  • Molecular Weight: 270.207
  • Catalog: Research Areas Inflammation/Immunology
  • Create Date: 2018-06-18 11:56:25
  • Modify Date: 2024-01-02 06:58:13
  • Teriflunomide is the active metabolite of leflunomide, an approved therapy for rheumatoid arthritis. It inhibits pyrimidine synthesis and therefore potently decreases T cell and B cell proliferation.

Name teriflunomide
Synonyms (2Z)-2-Cyano-3-hydroxy-N-[4-(trifluoromethyl)phenyl]but-2-enamide
Aubagio
(Z)-2-cyano-3-hydroxy-N-(4-(trifluoromethyl)phenyl)but-2-enamide
(Z)-2-Cyano-3-hydroxy-but-2-enoic acid (4-trifluoromethyl-phenyl)-amide
2-Butenamide, 2-cyano-3-hydroxy-N-[4-(trifluoromethyl)phenyl]-, (2Z)-
(2Z)-2-Cyano-3-hydroxy-N-[4-(trifluoromethyl)phenyl]-2-butenamide
Teriflunomide
(Z)-2-Cyano-a',a',a'-trifluoro-3-hydroxy-p-crotonotoluidide
A771726
Leflunomide Impurity 2
Description Teriflunomide is the active metabolite of leflunomide, an approved therapy for rheumatoid arthritis. It inhibits pyrimidine synthesis and therefore potently decreases T cell and B cell proliferation.
Related Catalog
In Vitro Teriflunomide primarily acts as an inhibitor of dihydroorotate dehydrogenase (DHODH), a key mitochondrial enzyme involved in the de novo synthesis of pyrimidines in rapidly proliferating cells. By reducing the activity of high-avidity proliferating T lymphocytes and B lymphocytes, teriflunomide likely attenuates the inflammatory response to autoantigens in MS. Thus, teriflunomide can be considered a cytostatic rather than a cytotoxic drug to leukocytes[1].
In Vivo Teriflunomide has demonstrated beneficial effects in two independent animal models of demyelinating disease. In the dark agouti rat model of experimental autoimmune encephalitis (EAE), teriflunomide administration results in clinical, histopathological, and electrophysiological evidence of efficacy both as a prophylactic and therapeutic agent. Similarly, in the female Lewis rat model of EAE, teriflunomide administration results in beneficial prophylactic and therapeutic clinical effects, with a delay in disease onset and symptom severity[1].
References

[1]. Oh J, et al. An update of teriflunomide for treatment of multiple sclerosis. Ther Clin Risk Manag. 2013;9:177-90.

Density 1.4±0.1 g/cm3
Boiling Point 410.8±45.0 °C at 760 mmHg
Molecular Formula C12H9F3N2O2
Molecular Weight 270.207
Flash Point 202.3±28.7 °C
Exact Mass 270.061615
PSA 73.12000
LogP 2.51
Vapour Pressure 0.0±1.0 mmHg at 25°C
Index of Refraction 1.552
Storage condition -20°C
Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H302
Hazard Codes Xn
RIDADR NONH for all modes of transport
HS Code 2942000000
HS Code 2942000000