Butaconazole

HCID 47472CAS 64872-76-0

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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

BUTONAZOLEButooonazoleBUTOCONAZOLEButoconazole USP/EP/BP1-[4-(4-Chlorophenyl)-2-(2,6-dichlorophenyl)sulfanyl-butyl]imidazole1-(4-(4-Chlorophenyl)-2-((2,6-dichlorophenyl)thio)butyl)-1H-imidazole1-[2-[(2,6-Dichlorophenyl)thio]-4-(4-chlorophenyl)butyl]-1H-imidazole1-[(2S)-4-(4-chlorophenyl)-2-[(2,6-dichlorophenyl)thio]butyl]imidazole(±)-1-[4-(4-Chlorophenyl)-2-[(2,6-dichlorophenyl)thio]butyl]-1H-imidazole1-[4-(4-Chlorophenyl)-2-[(2,6-dichlorophenyl)thio]butyl]-1H-imidazole (Butoconazole)

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)

Chemistry & industry

Applications · 3 items

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.

Suppliers50 total

成都超九八生物科技有限公司13348960310 13348960310 · [email protected]
山东海舟生物工程有限公司130-0567-0367 13006570367 · [email protected]
上海毕得医药科技股份有限公司400-1647117 13681763483 · [email protected]
陕西缔都化学有限公司029-029-81123119 17391733320 · [email protected]
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]
Additional notes · 1 item

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

2 records

Linked notes

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