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Teriflunomide

CAS No.:
163451-81-8
Catalog Number:
AG001U44
Molecular Formula:
C12H9F3N2O2
Molecular Weight:
270.2073
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
5mg
≥98%
1 week
United States
$125
- +
10mg
99%
1 week
United States
$126
- +
50mg
99%
1 week
United States
$154
- +
100mg
99%
1 week
United States
$207
- +
500mg
99%
1 week
United States
$307
- +
Product Description
Catalog Number:
AG001U44
Chemical Name:
Teriflunomide
CAS Number:
163451-81-8
Molecular Formula:
C12H9F3N2O2
Molecular Weight:
270.2073
MDL Number:
MFCD00910058
IUPAC Name:
(Z)-2-cyano-3-hydroxy-N-[4-(trifluoromethyl)phenyl]but-2-enamide
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:
UTNUDOFZCWSZMS-YFHOEESVSA-N
SMILES:
N#C/C(=C(/O)\C)/C(=O)Nc1ccc(cc1)C(F)(F)F
UNII:
1C058IKG3B
Properties
Complexity:
426  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
1  
Exact Mass:
270.062g/mol
Formal Charge:
0
Heavy Atom Count:
19  
Hydrogen Bond Acceptor Count:
6  
Hydrogen Bond Donor Count:
2  
Isotope Atom Count:
0
Molecular Weight:
270.211g/mol
Monoisotopic Mass:
270.062g/mol
Rotatable Bond Count:
2  
Topological Polar Surface Area:
73.1A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
3.3  
Literature
Title Journal
Mitochondrial dysfunction induced by leflunomide and its active metabolite. Toxicology 20180301
Fingerprinting of neurotoxic compounds using a mouse embryonic stem cell dual luminescence reporter assay. Archives of toxicology 20170101
Long-term safety and efficacy of teriflunomide: Nine-year follow-up of the randomized TEMSO study. Neurology 20160308
Systems pharmacological analysis of drugs inducing stevens-johnson syndrome and toxic epidermal necrolysis. Chemical research in toxicology 20150518
Novel selective and potent inhibitors of malaria parasite dihydroorotate dehydrogenase: discovery and optimization of dihydrothiophenone derivatives. Journal of medicinal chemistry 20131024
On dihydroorotate dehydrogenases and their inhibitors and uses. Journal of medicinal chemistry 20130425
Discovery of diverse human dihydroorotate dehydrogenase inhibitors as immunosuppressive agents by structure-based virtual screening. Journal of medicinal chemistry 20121011
New inhibitors of dihydroorotate dehydrogenase (DHODH) based on the 4-hydroxy-1,2,5-oxadiazol-3-yl (hydroxyfurazanyl) scaffold. European journal of medicinal chemistry 20120301
Biaryl analogues of teriflunomide as potent DHODH inhibitors. Bioorganic & medicinal chemistry letters 20111215
Hepatic cytochrome P450s attenuate the cytotoxicity induced by leflunomide and its active metabolite A77 1726 in primary cultured rat hepatocytes. Toxicological sciences : an official journal of the Society of Toxicology 20110801
1,2,5-Oxadiazole analogues of leflunomide and related compounds. European journal of medicinal chemistry 20110101
Structure-based design, synthesis, and characterization of inhibitors of human and Plasmodium falciparum dihydroorotate dehydrogenases. Journal of medicinal chemistry 20090514
ATP competitive inhibitors of D-alanine-D-alanine ligase based on protein kinase inhibitor scaffolds. Bioorganic & medicinal chemistry 20090201
Dihydroorotate dehydrogenase inhibitor A771726 (leflunomide) induces apoptosis and diminishes proliferation of multiple myeloma cells. Molecular cancer therapeutics 20090201
Spotlight on teriflunomide. International MS journal 20080601
The immunomodulatory drug Leflunomide inhibits cell cycle progression of B-CLL cells. Leukemia 20080301
Design and synthesis of potent inhibitors of the malaria parasite dihydroorotate dehydrogenase. Journal of medicinal chemistry 20070125
A Phase II study of the safety and efficacy of teriflunomide in multiple sclerosis with relapses. Neurology 20060328
SAR, species specificity, and cellular activity of cyclopentene dicarboxylic acid amides as DHODH inhibitors. Bioorganic & medicinal chemistry letters 20051101
[The active metabolite of leflunomide A771726 inhibits proliferation and collagen synthesis of hepatic stellate cell]. Zhejiang da xue xue bao. Yi xue ban = Journal of Zhejiang University. Medical sciences 20041101
A77 1726 induces differentiation of human myeloid leukemia K562 cells by depletion of intracellular CTP pools. Molecular pharmacology 20020901
Inhibition of HIV replication by A77 1726, the active metabolite of leflunomide, in combination with pyrimidine nucleoside reverse transcriptase inhibitors. Journal of acquired immune deficiency syndromes (1999) 20011001
Recombinant expression of N-terminal truncated mutants of the membrane bound mouse, rat and human flavoenzyme dihydroorotate dehydrogenase. A versatile tool to rate inhibitor effects? European journal of biochemistry 20010301
New dermatological agents for the treatment of psoriasis. Journal of medicinal chemistry 20010201
Immunosuppressive leflunomide metabolite (A77 1726) blocks TNF-dependent nuclear factor-kappa B activation and gene expression. Journal of immunology (Baltimore, Md. : 1950) 19990215
Species-related inhibition of human and rat dihydroorotate dehydrogenase by immunosuppressive isoxazol and cinchoninic acid derivatives. Biochemical pharmacology 19981101
Structural and functional comparison of agents interfering with dihydroorotate, succinate and NADH oxidation of rat liver mitochondria. Biochemical pharmacology 19981015
Differential modulation of pro- and anti-inflammatory cytokine receptors by N-(4-trifluoromethylphenyl)-2-cyano-3-hydroxy-crotonic acid amide (A77 1726), the physiologically active metabolite of the novel immunomodulator leflunomide. Biochemical pharmacology 19980501
Properties