EMBL-EBI | Chemical Biology | ChEBI
Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search
We are looking for a new Chemistry curator to join the ChEBI team. Find out more about it here.
CHEBI:6402 - leflunomide
| Formula | C12H9F3N2O2 |
| Net Charge | 0 |
| Average Mass | 270.210 |
| Monoisotopic Mass | 270.06161 |
| SMILES | Cc1oncc1C(=O)Nc1ccc(C(F)(F)F)cc1 |
| InChI | InChI=1S/C12H9F3N2O2/c1-7-10(6-16-19-7)11(18)17-9-4-2-8(3-5-9)12(13,14)15/h2-6H,1H3,(H,17,18) |
| InChIKey | VHOGYURTWQBHIL-UHFFFAOYSA-N |
| Wikipedia |
|---|
| Roles Classification |
|---|
| Biological Roles: | immunosuppressive agent An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response. tyrosine kinase inhibitor Any protein kinase inhibitor that interferes with the action of tyrosine kinase. EC 3.1.3.16 (phosphoprotein phosphatase) inhibitor Any EC 3.1.3.* (phosphoric monoester hydrolase) inhibitor that interferes with the action of phosphoprotein phosphatase (EC 3.1.3.16). anti-HIV agent An antiviral agent that destroys or inhibits the replication of the human immunodeficiency virus. 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). hepatotoxic agent A role played by a chemical compound exhibiting itself through the ability to induce damage to the liver in animals. antiviral agent A substance that destroys or inhibits replication of viruses. pyrimidine synthesis inhibitor A pathway inhibitor that inhibits the synthesis of pyrimidine. |
| Applications: | prodrug A compound that, on administration, must undergo chemical conversion by metabolic processes before becoming the pharmacologically active drug for which it is a prodrug. immunosuppressive agent An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response. ophthalmology drug Any compound used for the treatment of eye conditions or eye diseases. antirheumatic drug A drug used to treat rheumatoid arthritis. anti-inflammatory agent Any compound that has anti-inflammatory effects. antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms. antiparasitic agent A substance used to treat or prevent parasitic infections. 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) |
| leflunomide (CHEBI:6402) has role anti-HIV agent (CHEBI:64946) |
| leflunomide (CHEBI:6402) has role anti-inflammatory agent (CHEBI:67079) |
| leflunomide (CHEBI:6402) has role antineoplastic agent (CHEBI:35610) |
| leflunomide (CHEBI:6402) has role antiparasitic agent (CHEBI:35442) |
| leflunomide (CHEBI:6402) has role antirheumatic drug (CHEBI:35842) |
| leflunomide (CHEBI:6402) has role antiviral agent (CHEBI:22587) |
| leflunomide (CHEBI:6402) has role EC 1.3.98.1 [dihydroorotate oxidase (fumarate)] inhibitor (CHEBI:68542) |
| leflunomide (CHEBI:6402) has role EC 3.1.3.16 (phosphoprotein phosphatase) inhibitor (CHEBI:37153) |
| leflunomide (CHEBI:6402) has role hepatotoxic agent (CHEBI:50908) |
| leflunomide (CHEBI:6402) has role immunosuppressive agent (CHEBI:35705) |
| leflunomide (CHEBI:6402) has role non-steroidal anti-inflammatory drug (CHEBI:35475) |
| leflunomide (CHEBI:6402) has role ophthalmology drug (CHEBI:66981) |
| leflunomide (CHEBI:6402) has role prodrug (CHEBI:50266) |
| leflunomide (CHEBI:6402) has role pyrimidine synthesis inhibitor (CHEBI:68543) |
| leflunomide (CHEBI:6402) has role tyrosine kinase inhibitor (CHEBI:38637) |
| leflunomide (CHEBI:6402) is a (trifluoromethyl)benzenes (CHEBI:83565) |
| leflunomide (CHEBI:6402) is a isoxazoles (CHEBI:55373) |
| leflunomide (CHEBI:6402) is a monocarboxylic acid amide (CHEBI:29347) |
| IUPAC Name |
|---|
| 5-methyl-N-[4-(trifluoromethyl)phenyl]-1,2-oxazole-4-carboxamide |
| INNs | Source |
|---|---|
| leflunomida | WHO MedNet |
| leflunomide | WHO MedNet |
| léflunomide | WHO MedNet |
| leflunomidum | WHO MedNet |
| Synonyms | Source |
|---|---|
| 5-Methylisoxazole-4-carboxylic acid (4-trifluoromethyl)anilide | ChEBI |
| 5-Methyl-N-(4-(trifluoromethyl)phenyl)-4-isoxazolecarboxamide | ChemIDplus |
| alpha,alpha,alpha-Trifluoro-5-methyl-4-isoxazolecarboxy-p-toluidide | ChemIDplus |
| HWA-486 | ChEMBL |
| L04AA13 | ChEMBL |
| Leflunomide | KEGG COMPOUND |
| Brand Names | Source |
|---|---|
| Arava | KEGG DRUG |
| Leflunomide zentiva (previously leflunomide winthrop) | ChEMBL |
| Manual Xrefs | Databases |
|---|---|
| 1552 | DrugCentral |
| C07905 | KEGG COMPOUND |
| D00749 | KEGG DRUG |
| DB01097 | DrugBank |
| DE2854439 | Patent |
| HMDB0015229 | HMDB |
| Leflunomide | Wikipedia |
| LSM-3771 | LINCS |
| US4284786 | Patent |
| Registry Numbers | Sources |
|---|---|
| Reaxys:4323174 | Reaxys |
| CAS:75706-12-6 | ChemIDplus |
| CAS:75706-12-6 | KEGG COMPOUND |
| Citations |
|---|