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griseofulvin
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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- [Griseofulvin].Annales de dermatologie et de venereologie · 2001
- Griseofulvin.The Medical clinics of North America · 1970
- Griseofulvin.British medical journal · 1967
- Griseofulvin.The British journal of dermatology · 1959
- Griseofulvin.Annals of the New York Academy of Sciences · 1960
via PubMed
Wikidata facts
- Mass
- 352.071366
- Has use
- medication
Show 10 more facts
- melting point
- 219
- found in taxon
- Melodinus cochinchinensis
- chemical formula
- C₁₇H₁₇ClO₆
- medical condition treated
- dermatophytosis
- canonical SMILES
- CC1CC(=O)C=C(C12C(=O)C3=C(O2)C(=C(C=C3OC)OC)Cl)OC
- isomeric SMILES
- C[C@@H]1CC(=O)C=C([C@]12C(=O)C3=C(O2)C(=C(C=C3OC)OC)Cl)OC
- World Health Organisation international non-proprietary name
- griseofulvin
- Commons category
- Griseofulvin
- defined daily dose
- 0.5
- subject has role
- essential medicine
Sources (9)
via Wikidata · CC0
~4 min read
Encyclopedic overview
7 sectionsContents
- 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.