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CHEBI:68540 - teriflunomide

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ChEBI Name teriflunomide
ChEBI ID CHEBI:68540
Definition An 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.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C12H9F3N2O2
Net Charge 0
Average Mass 270.20730
Monoisotopic Mass 270.062
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\C(O)=C(/C#N)C(=O)Nc1ccc(cc1)C(F)(F)F
Roles Classification
Biological Role(s): 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.
hepatotoxic agent
A role played by a chemical compound exihibiting itself through the ability to induce damage to the liver in animals.
drug metabolite

Application(s): 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.
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ChEBI Ontology
Outgoing 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)
IUPAC Name
(2Z)-2-cyano-3-hydroxy-N-[4-(trifluoromethyl)phenyl]but-2-enamide
INNs Sources
teriflunomida WHO MedNet
teriflunomide ChemIDplus
tériflunomide WHO MedNet
teriflunomidum WHO MedNet
Synonyms Sources
(Z)-2-cyano-alpha,alpha,alpha-trifluoro-3-hydroxy-p-crotonotoluidide ChemIDplus
A 77-1726 ChemIDplus
A 771726 ChemIDplus
HMR 1726 ChemIDplus
HMR1726 ChemIDplus
Brand Name Source
Aubagio ChemIDplus
Database Links Databases
A26 PDBeChem
D10172 KEGG DRUG
Teriflunomide Wikipedia
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Registry Numbers Types Sources
163451-81-8 CAS Registry Number KEGG DRUG
163451-81-8 CAS Registry Number ChemIDplus
6655982 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
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Last Modified
11 November 2014