Miconazole

Miconazole
Clinical data
Trade names	Desenex, Monistat, Oravig, others
AHFS/Drugs.com	Monograph
MedlinePlus	a601203
Routes of; administration	Topical, vaginal, sublabial
ATC code	A01AB09 (WHO) A07AC01 (WHO) D01AC02 (WHO) G01AF04 (WHO) J02AB01 (WHO) S02AA13 (WHO);
Legal status
Legal status	AU: S2 (Pharmacy medicine) Schedule 2 for topical formulations, schedule 3 for vaginal use and for oral candidiasis, otherwise schedule 4; UK: POM (Prescription only); US: OTC / Rx-only;
Pharmacokinetic data
Bioavailability	<1% after application to the skin
Protein binding	88.2%
Metabolism	CYP3A4
Elimination half-life	20–25 hrs
Excretion	Mainly feces
Identifiers
	IUPAC name (RS)-1-(2-(2,4-Dichlorobenzyloxy)-2-(2,4-dichlorophenyl)ethyl)-1H-imidazole;
CAS Number	22916-47-8 ;
PubChem CID	4189;
IUPHAR/BPS	2449;
DrugBank	DB01110 ;
ChemSpider	4044 ;
UNII	7NNO0D7S5M;
KEGG	D00416 ;
ChEBI	CHEBI:6923 ;
ChEMBL	ChEMBL91 ;
CompTox Dashboard (EPA)	DTXSID6023319 ;
ECHA InfoCard	100.041.188
Chemical and physical data
Formula	C18H14Cl4N2O
Molar mass	416.12 g·mol−1
3D model (JSmol)	Interactive image;
Chirality	Racemic mixture
	SMILES Clc1cc(Cl)ccc1C(Cn2ccnc2)OCc3ccc(Cl)cc3Cl;
	InChI InChI=1S/C18H14Cl4N2O/c19-13-2-1-12(16(21)7-13)10-25-18(9-24-6-5-23-11-24)15-4-3-14(20)8-17(15)22/h1-8,11,18H,9-10H2 ; Key:BYBLEWFAAKGYCD-UHFFFAOYSA-N ;
	(verify)

Miconazole, sold under the brand name Monistat among others, is an antifungal medication used to treat ring worm, pityriasis versicolor, and yeast infections of the skin or vagina. It is used for ring worm of the body, groin (jock itch), and feet (athlete's foot). It is applied to the skin or vagina as a cream or ointment.

Common side effects include itchiness or irritation of the area in which it was applied. Use in pregnancy is believed to be safe for the baby. Miconazole is in the imidazole family of medications. It works by decreasing the ability of fungi to make ergosterol, an important part of their cell membrane.

Miconazole was patented in 1968 and approved for medical use in 1971. It is on the World Health Organization's List of Essential Medicines.

This article is issued from Wikipedia. The text is licensed under Creative Commons - Attribution - Sharealike. Additional terms may apply for the media files.