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CHEBI:68540 - teriflunomide

Default Structure
ChEBI IDCHEBI:68540
ChEBI Nameteriflunomide
Stars
DefinitionAn enamide obtained by formal condensation of the carboxy group of (2Z)-2-cyano-3-hydroxybut-2-enoic acid with the anilino group of 4-(trifluoromethyl)aniline. Used for the treatment of relapsing forms of multiple sclerosis and rheumatoid arthritis.
Last Modified7 March 2018
SubmitterSteve
DownloadsMolfile
FormulaC12H9F3N2O2
Net Charge0
Average Mass270.210
Monoisotopic Mass270.06161
SMILESC/C(O)=C(\C#N)C(=O)Nc1ccc(C(F)(F)F)cc1
InChIInChI=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-
InChIKeyUTNUDOFZCWSZMS-YFHOEESVSA-N
Wikipedia
Roles Classification
Biological Roles:
hepatotoxic agent  A role played by a chemical compound exhibiting itself through the ability to induce damage to the liver in animals.
EC 1.3.98.1 [dihydroorotate oxidase (fumarate)] inhibitor  An EC 1.3.98.* (oxidoreductase acting on CH-CH group of donors, with other, known, acceptors) inhibitor that interferes with the action of dihydroorotate oxidase (fumarate), EC 1.3.98.1 (formerly EC 1.3.3.1).
tyrosine kinase inhibitor  Any protein kinase inhibitor that interferes with the action of tyrosine kinase.
Application:
non-steroidal anti-inflammatory drug  An anti-inflammatory drug that is not a steroid. In addition to anti-inflammatory actions, non-steroidal anti-inflammatory drugs have analgesic, antipyretic, and platelet-inhibitory actions. They act by blocking the synthesis of prostaglandins by inhibiting cyclooxygenase, which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins.
ChEBI Ontology
Outgoing Relation(s)
teriflunomide (CHEBI:68540) has role drug metabolite (CHEBI:49103)
teriflunomide (CHEBI:68540) has role EC 1.3.98.1 [dihydroorotate oxidase (fumarate)] inhibitor (CHEBI:68542)
teriflunomide (CHEBI:68540) has role hepatotoxic agent (CHEBI:50908)
teriflunomide (CHEBI:68540) has role non-steroidal anti-inflammatory drug (CHEBI:35475)
teriflunomide (CHEBI:68540) has role tyrosine kinase inhibitor (CHEBI:38637)
teriflunomide (CHEBI:68540) is a (trifluoromethyl)benzenes (CHEBI:83565)
teriflunomide (CHEBI:68540) is a aromatic amide (CHEBI:62733)
teriflunomide (CHEBI:68540) is a enamide (CHEBI:51751)
teriflunomide (CHEBI:68540) is a enol (CHEBI:33823)
teriflunomide (CHEBI:68540) is a nitrile (CHEBI:18379)
teriflunomide (CHEBI:68540) is a secondary carboxamide (CHEBI:140325)
IUPAC Name 
(2Z)-2-cyano-3-hydroxy-N-[4-(trifluoromethyl)phenyl]but-2-enamide
INNs  Source
teriflunomidaWHO MedNet
teriflunomideChemIDplus
tériflunomideWHO MedNet
teriflunomidumWHO MedNet
Synonyms  Source
A 77-1726ChemIDplus
A 771726ChemIDplus
HMR 1726ChemIDplus
HMR1726ChemIDplus
(Z)-2-cyano-alpha,alpha,alpha-trifluoro-3-hydroxy-p-crotonotoluidideChemIDplus
Brand Name  Source
AubagioChemIDplus
Manual XrefsDatabases
4634DrugCentral
A26PDBeChem
D10172KEGG DRUG
TeriflunomideWikipedia
Registry NumbersSources
Reaxys:6655982Reaxys
CAS:163451-81-8KEGG DRUG
CAS:163451-81-8ChemIDplus
Citations