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griseofulvin

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griseofulvin

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Also known as (+)-griseofulvin

Griseofulvin is an antifungal medication used to treat 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.

Chemical data

Formula
C17H17ClO6
Molecular weight
352.8 g/mol
IUPAC name
(2S,5'R)-7-chloro-3',4,6-trimethoxy-5'-methylspiro[1-benzofuran-2,4'-cyclohex-2-ene]-1',3-dione
SMILES
C[C@@H]1CC(=O)C=C([C@]12C(=O)C3=C(O2)C(=C(C=C3OC)OC)Cl)OC
InChIKey
DDUHZTYCFQRHIY-RBHXEPJQSA-N
XLogP
2.2
Polar surface area
71.1 Ų
H-bond donors
0
H-bond acceptors
6
Formal charge
0

via PubChem

Research

4,233 papers

via PubMed

~4 min read

Encyclopedic overview

7 sections
Contents
  • Medical uses
  • Pharmacology
  • Pharmacodynamics
  • Biosynthesis
  • Toxicology
  • Mice
  • References

Griseofulvin is an antifungal medication used to treat 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.

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.

Excerpted from Wikipedia’s “griseofulvin” article, available under the CC BY-SA 4.0 licence.