Structure via PubChem · Public domain (PubChem)
leflunomide
Sign in to saveAlso known as HWA 486, HWA-486, lefunamide, SU-101, alpha,alpha,alpha-trifluoro-5-methyl-4-isoxazolecarboxy-p-toluidide, 5-methylisoxazole-4-carboxylic acid (4-trifluoromethyl)anilide, 5-methyl-N-(4-(trifluoromethyl)phenyl)-4-isoxazolecarboxamide, alpha,alpha,alpha-trifluoro-5-methyl-4-isoxazolecarboxy-P-toluidide
Leflunomide, sold under the brand name Arava among others, is an immunosuppressive disease-modifying antirheumatic drug (DMARD), used in active moderate-to-severe rheumatoid arthritis and psoriatic arthritis. It is a pyrimidine synthesis inhibitor that works by inhibiting dihydroorotate dehydrogenase.
Key facts
- Drug.verifiedrevid
- 462089809
- Drug.image
- Leflunomide.svg
- Drug.image_class
- skin-invert-image
- Drug.image2
- Leflunomide ball-and-stick model.png
- Drug.image_class2
- bg-transparent
- Drug.tradename
- Arava, Lefumide, Arabloc, others
- Drug.MedlinePlus
- a600032
- Drug.licence_EU
- yes
- Drug.DailyMedID
- Leflunomide
- Drug.pregnancy_AU
- X
- Drug.routes_of_administration
- By mouth
- Drug.ATC_prefix
- L04
- Drug.ATC_suffix
- AK01
- Drug.legal_AU
- S4
- Drug.legal_BR
- C1
- Drug.legal_CA
- Rx-only
- Drug.legal_UK
- POM
- Drug.legal_US
- Rx-only
via Wikipedia infobox
Chemical data
- Formula
- C12H9F3N2O2
- Molecular weight
- 270.21 g/mol
- IUPAC name
- 5-methyl-N-[4-(trifluoromethyl)phenyl]-1,2-oxazole-4-carboxamide
- SMILES
- CC1=C(C=NO1)C(=O)NC2=CC=C(C=C2)C(F)(F)F
- InChIKey
- VHOGYURTWQBHIL-UHFFFAOYSA-N
- XLogP
- 2.5
- Polar surface area
- 55.1 Ų
- H-bond donors
- 1
- H-bond acceptors
- 6
- Formal charge
- 0
via PubChem
Wikidata facts
- Mass
- 270.061612
Show 5 more facts
- chemical formula
- C₁₂H₉F₃N₂O₂
- canonical SMILES
- CC1=C(C=NO1)C(=O)NC2=CC=C(C=C2)C(F)(F)F
- World Health Organisation international non-proprietary name
- leflunomide
- defined daily dose
- 20
- Commons category
- Leflunomide
Sources (10)
via Wikidata · CC0
~7 min read
Article
10 sectionsContents
- Medical use
- Contraindications
- Adverse effects
- Interactions
- Pharmacology
- Mechanism of action
- Pharmacokinetics
- Leflunomide metabolism
- References
- Further reading
Leflunomide, sold under the brand name Arava among others, is an immunosuppressive disease-modifying antirheumatic drug (DMARD), used in active moderate-to-severe rheumatoid arthritis and psoriatic arthritis. It is a pyrimidine synthesis inhibitor that works by inhibiting dihydroorotate dehydrogenase.
right|thumb|Bottle of Leflunomide (Arava) and tablet