Butoconazole
From Infogalactic: the planetary knowledge core
File:Butoconazole.svg | |
Systematic (IUPAC) name | |
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1-[4-(4-Chlorophenyl)-2-(2,6-dichlorophenyl)sulfanylbutyl]imidazole
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Clinical data | |
Trade names | Gynazole-1, Mycelex-3 |
AHFS/Drugs.com | monograph |
MedlinePlus | a682012 |
Pregnancy category |
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Legal status |
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Routes of administration |
Vaginal cream |
Identifiers | |
CAS Number | 67085-13-6 |
ATC code | G01AF15 (WHO) |
PubChem | CID: 47472 |
DrugBank | DB00639 |
ChemSpider | 43192 |
UNII | 0Q771797PH |
KEGG | D00880 |
ChEBI | CHEBI:3240 |
ChEMBL | CHEMBL1295 |
Chemical data | |
Formula | C19H17Cl3N2S |
Molecular mass | 411.776 g/mol |
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Butoconazole (trade names Gynazole-1, Mycelex-3) is an imidazole antifungal used in gynecology. It is administered as a vaginal cream.[1][2]
Synthesis
Reaction of epichlorohydrin with 4-chlorophenylbenzylmganeium chloride leads to 1-chloro-4-(4-chlorophenyl)butan-2-ol (3). Displacement with sodium imidazole, conversion of the secondary alcohol to the chloride (SOCl2), and displacement with 2,6-dichlorobenzenethiol concludes the synthesis of the antifungal butoconazole.
References
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