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Basic information
- Standard SMILES
Clc1ccc(CCC(Cn2ccnc2)Sc2c(Cl)cccc2Cl)cc1- InChIKey
SWLMUYACZKCSHZ-UHFFFAOYSA-N- Molecular formula
- C19H17Cl3N2S
- Average molar mass
- 411.785 g/mol
- Monoisotopic mass
- 410.01780258
Names & identifiers
- Preferred name
- Butaconazole
- IUPAC
- 1-{4-(4-Chlorophenyl)-2-[(2,6-dichlorophenyl)sulfanyl]butyl}-1H-imidazole
- English name
- Butoconazole
- Molecular formula
- C19H17Cl3N2S
- Molecular weight
- 411.78
Names & synonyms
Database identifiers
- CAS
64872-76-0、64872-77-1- PubChem CID
- 47472
- DTXSID
DTXSID2048537- ChEMBL
CHEMBL1295- ChEBI
CHEBI:3240- UNII
- 0Q771797PH
- Nikkaji
- J418.220K
Properties
Physicochemical properties
- Melting point
- 68 · 68-70.5°
- Boiling point
- 566.9 · 566.9±50.0 °C(Predicted)
- Density
- 1.32 · 1.32±0.1 g/cm3(Predicted)
- storage temp.
- -20 °C · Store at -20°C
- solubility
- 82 mg/mL · DMSO: 82 mg/mL (199.14 mM);;
- pka
- 6.74 · 6.74±0.12(Predicted)
- form
- Solid
- color
- White to off-white
- CAS DataBase Reference
- 64872 · 64872-76-0(CAS DataBase Reference)
- FDA UNII
- 0 Q771797PH · 0Q771797PH
- ATC code
- 1 AF15 · G01AF15
Chemistry & industry
Applications
DescriptionButoconazole is an imidazole that is pharmacologically quite comparable to clotrimazole. It is a vaginal antifungal agent that increases cell membrane permeability in susceptible fungi. It is indicated for local treatment of vulvovaginal candidiasis (moniliasis).
Usesantineoplastic, pyrimidine antimetabolite
UsesButoconazole is a fungostatic drug, and it is formally classified as an imidazole, but only because of the presence of an imidazole ring in the structure. It is believed that butoconazole, like miconazole, econazole, and other “pure” representatives of the imidazole class, also inhibits the biosynthesis of estrosterin in the cytoplasmatic membrane of fungi; however, it is very possible that this is not the only mechanism of its action. It is effective for vaginal infections caused by various types of candida. It is also used only externally and vaginally. Synonyms of this drug are femstat, listomin, and others.
Upstream & downstream products
Upstream raw materials
Suppliers50 total
Additional notes
DefinitionChEBI: A member of the class of imidazoles that is 1H-imidazole in which the hydrogen attached to the nitrogen is substituted by a 4-(4-chlorophenyl)-2-[(2,6-dichlorophenyl)sulfanyl]butyl group. An antifungal agent, it is used as its nitrate sa t in gynaecology for treatment of vulvovaginal infections caused by Candida species, particularly Candida albicans.
Related reactions
Linked notes
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