Griseofulvin

Griseofulvin is an antifungal medication used to treat a number of types of dermatophytoses (ringworm). This includes fungal infections of the nails and scalp, as well as the skin when antifungal creams have not worked. It is taken by mouth.

Griseofulvin
Clinical data
Trade namesGris-peg, Grifulvin V, others
AHFS/Drugs.comMonograph
MedlinePlusa682295
Pregnancy
category
  • AU: D
Routes of
administration
By mouth
ATC code
Legal status
Legal status
  • AU: S4 (Prescription only)
  • UK: POM (Prescription only)
  • US: ℞-only
Pharmacokinetic data
BioavailabilityHighly variable (25 to 70%)
MetabolismLiver (demethylation and glucuronidation)
Elimination half-life9–21 hours
Identifiers
  • (2S,6'R)- 7-chloro- 2',4,6-trimethoxy- 6'-methyl- 3H,4'H-spiro [1-benzofuran- 2,1'-cyclohex[2]ene]- 3,4'-dione
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.004.335
Chemical and physical data
FormulaC17H17ClO6
Molar mass352.77 g·mol−1
3D model (JSmol)
SMILES
  • O=C2c3c(O[C@@]21C(/OC)=C\C(=O)C[C@H]1C)c(Cl)c(OC)cc3OC
  • InChI=1S/C17H17ClO6/c1-8-5-9(19)6-12(23-4)17(8)16(20)13-10(21-2)7-11(22-3)14(18)15(13)24-17/h6-8H,5H2,1-4H3/t8-,17+/m1/s1 Y
  • Key:DDUHZTYCFQRHIY-RBHXEPJQSA-N Y
  (verify)

Common side effects include allergic reactions, nausea, diarrhea, headache, trouble sleeping, and feeling tired. It is not recommended in people with liver failure or porphyria. Use during or in the months before pregnancy may result in harm to the baby. Griseofulvin works by interfering with fungal mitosis.

Griseofulvin was discovered in 1939 from the soil fungus Penicillium griseofulvum. It is on the World Health Organization's List of Essential Medicines.

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