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Substance Name: Leflunomide [USAN:USP:INN:BAN]
RN: 75706-12-6
UNII: G162GK9U4W
InChIKey: VHOGYURTWQBHIL-UHFFFAOYSA-N

Note

  • An isoxazole derivative that inhibits dihydroorotate dehydrogenase, the fourth enzyme in the pyrimidine biosynthetic pathway. It is used an immunosuppressive agent in the treatment of RHEUMATOID ARTHRITIS and PSORIATIC ARTHRITIS.

Molecular Formula

  • C12-H9-F3-N2-O2

Molecular Weight

  • 270.2091
 

Classification Codes

  • Antineoplastic (Blocks PDGF Receptor Function, Inhibiting the Growth and Survival of Human Tumor Cells When Administered Intravenously)
  • Antirheumatic Agents
  • Antiviral (COVID-19)
  • Drug / Therapeutic Agent
  • Enzyme Inhibitors
  • Immunologic Factors
  • Immunosuppressive Agents
  • Used in the Treatment of Rheumatoid Arthritis When Administered Orally

Names and Synonyms

Name of Substance

  • Leflunomide
  • Leflunomide [USAN:USP:INN:BAN]

MeSH Heading

  • Leflunomide

Synonyms

  • 4-Isoxazolecarboxamide, 5-methyl-N-(4-(trifluoromethyl)phenyl)-
  • 5-Methyl-N-(4-(trifluoromethyl)phenyl)-4-isoxazolecarboxamide
  • 5-Methylisoxazole-4-carboxylic acid (4-trifluoromethyl)anilide
  • Arava
  • HSDB 7289
  • HWA 486
  • HWA-486
  • Leflunomida
  • Leflunomida [INN-Spanish]
  • Leflunomide
  • Leflunomidum
  • Leflunomidum [INN-Latin]
  • N-(4'-Trifluoromethylphenyl)-5-methylisoxazole-4-carboxamide
  • NSC 677411
  • NSC 759864
  • SU 101 (pharmaceutical)
  • SU101
  • UNII-G162GK9U4W

Systematic Names

  • 4-Isoxazolecarboxamide, 5-methyl-N-(4-(trifluoromethyl)phenyl)-
  • alpha,alpha,alpha-Trifluoro-5-methyl-4-isoxazolecarboxy-p-toluidide

Registry Numbers

CAS Registry Number

  • 75706-12-6

FDA UNII

  • G162GK9U4W

Other Registry Number

  • 210165-51-8

System Generated Number

  • 0075706126

Structure Descriptors

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

Smiles

Cc1oncc1C(=O)Nc2ccc(cc2)C(F)(F)F

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 185mg/kg (185mg/kg)   United States Patent Document. Vol. #5494911,
mouse LD50 oral 445mg/kg (445mg/kg)   United States Patent Document. Vol. #5494911,
rat LD50 intraperitoneal 170mg/kg (170mg/kg)   United States Patent Document. Vol. #5494911,
rat LD50 oral 235mg/kg (235mg/kg)   United States Patent Document. Vol. #5494911,