L5025

Leflunomide

Immunosuppressant

• Synonym(s): 5-Methylisoxazole-4-(4-trifluoromethyl)carboxanilide
• Empirical Formula (Hill Notation): C₁₂H₉F₃N₂O₂
• CAS Number: 75706-12-6
• Molecular Weight: 270.21
• MDL number: MFCD00867593
• UNSPSC Code: 12352202
• PubChem Substance ID: 24278516
• NACRES: NA.77

Properties

• Quality Level: 200
• Assay: ≥98% (TLC)
• form: powder
• mp: 166.5 °C
• solubility: methanol: 19.60-20.40 mg/mL, clear, colorless to faintly yellow
• Mode of action: enzyme | inhibits
• storage temp.: 2-8°C
• SMILES string: Cc1oncc1C(=O)Nc2ccc(cc2)C(F)(F)F
• 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)
• InChI key: VHOGYURTWQBHIL-UHFFFAOYSA-N
• Gene Information: human ... DHODH(1723)

Description

Application

By virtue of its immunosuppressant effects, leflunomide has found use in organ transplantation and treatment of rheumatoid arthritis and other autoimmune diseases.

Biochem/physiol Actions

Immunosuppressive; inhibits T and B cell proliferation. Activity is attributed mainly to its metabolite, a malononitrile derivative, which is believed to inhibit dihydroorotate dehydrogenase (in the de novo pyrimidine synthesis pathway) as well as several protein tyrosine kinases.

Safety Information

• Pictograms: GHS06
• Signal Word: Danger
• Hazard Statements: H301,H315,H319,H335
• Precautionary Statements: P261 - P264 - P270 - P301 + P310 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• WGK: WGK 1
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves