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Griseofulvin

Griseofulvin
Griseofulvin.svg
Griseofulvin 3D.png
Clinical data
Trade names Gris-peg, Grifulvin V, others
AHFS/Drugs.com Monograph
MedlinePlus a682295
Pregnancy
category
  • AU: B3
  • US: C (Risk not ruled out)
Routes of
administration
by mouth
ATC code
Legal status
Legal status
Pharmacokinetic data
Bioavailability Highly variable (25 to 70%)
Metabolism liver (demethylation and glucuronidation)
Biological half-life 9–21 hours
Identifiers
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
ECHA InfoCard 100.004.335
Chemical and physical data
Formula C17H17ClO6
Molar mass 352.766 g/mol
3D model (Jmol)
  

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

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 a type of Penicillium mold. It is on the World Health Organization's List of Essential Medicines, the most effective and safe medicines needed in a health system. The wholesale cost in the developing world is about 0.05 to 0.18 USD per day. In the United States a course of treatment costs 100 to 200 USD.

Griseofulvin is used orally only for dermatophytosis. It is ineffective topically. It is reserved for cases with nail, hair, or large body surface involvement.

Known side effects of griseofulvin include:

The drug binds to tubulin, interfering with microtubule function, thus inhibiting mitosis. It binds to keratin in keratin precursor cells and makes them resistant to fungal infections. The drug reaches its site of action only when hair or skin is replaced by the keratin-griseofulvin complex. Griseofulvin then enters the dermatophyte through energy-dependent transport processes and bind to fungal microtubules. This alters the processing for mitosis and also underlying information for deposition of fungal cell walls.


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