teriflunomide (CHEBI:68540)

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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

Average Mass

270.20730

Monoisotopic Mass

270.06161

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.

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) teriflunomide (CHEBI:68540) is a secondary carboxamide (CHEBI:140325)

IUPAC Name

(2Z)-2-cyano-3-hydroxy-N-[4-(trifluoromethyl)phenyl]but-2-enamide

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

Last Modified

07 March 2018