Bifonazole

Bifonazole: Bifonazole

Systematic (IUPAC) name

(RS)-1-[phenyl(4-phenylphenyl)methyl]-1H-imidazole

Clinical data

AHFS/Drugs.com International Drug Names

Pregnancy cat. ?

Legal status OTC (US)

Routes topic

Identifiers

CAS number 60628-96-8

ATC code D01AC10

PubChem CID 2378

DrugBank DB04794

ChemSpider 2287^Y

UNII QYJ305Z91O^Y

KEGG D01775^Y

ChEMBL CHEMBL277535^Y

Chemical data

Formula C₂₂H₁₈N₂

Mol. mass 310.392 g/mol

SMILES eMolecules & PubChem

InChI

InChI=1S/C22H18N2/c1-3-7-18(8-4-1)19-11-13-21(14-12-19)22(24-16-15-23-17-24)20-9-5-2-6-10-20/h1-17,22H^Y
Key:OCAPBUJLXMYKEJ-UHFFFAOYSA-N^Y

Y(what is this?) (verify)

Bifonazole is an imidazole antifungal drug. Bifonazole is marketed by Bayer under the trade mark CANESPOR in ointment form.

Mechanism of action

Bifonazole has dual mode of action. It blocks transformation of 24-methylendihydrolanosterol to desmethylsterol in fungi together with inhibition of HMG-CoA. This enables fungicidal properties against dermatophytes and distinguishes befonazole from other antifungal drugs.

v · d · eAntifungals (D01 and J02)

Wall/
membrane

Ergosterol
inhibitors

Azoles
(lanosterol 14
alpha-demethylase inhibitors)

Imidazoles

topical: Bifonazole, Clomidazole, Clotrimazole^#, Croconazole, Econazole, Fenticonazole, Ketoconazole, Isoconazole, Miconazole^#, Neticonazole, Oxiconazole, Sertaconazole, Sulconazole, Tioconazole

Triazoles

topical: (Fluconazole^#, Fosfluconazole)
systemic: (Fluconazole, Hexaconazole, Itraconazole, Posaconazole, Voriconazole)

Benzimidazoles

topical: Thiabendazole

Polyene antimycotics
(ergosterol binding)

topical: (Natamycin, Nystatin^#)
systemic: (Amphotericin B^#)

Allylamines
(squalene monooxygenase
inhibitors)

topical: (Amorolfine, Butenafine, Naftifine, Terbinafine)
systemic: (Terbinafine)

β-glucan synthase
inhibitors

echinocandins (Anidulafungin, Caspofungin, Micafungin)

Intracellular

Pyrimidine analogues/
Thymidylate synthase inhibitors

Flucytosine^#

Mitotic inhibitors

Griseofulvin^#

Others

Bromochlorosalicylanilide • Methylrosaniline • Tribromometacresol • Undecylenic acid • Polynoxylin • Chlorophetanol • Chlorphenesin • Ticlatone • Sulbentine • Ethyl hydroxybenzoate • Haloprogin • Salicylic acid • Selenium sulfide^# • Ciclopirox • Amorolfine • Dimazole • Tolnaftate • Tolciclate • Sodium thiosulfate^# • Whitfield's ointment^# • Potassium iodide^#

Tea tree oil • citronella oil • lemon grass • orange oil • patchouli • lemon myrtle
PCP: Pentamidine • Dapsone • Atovaquone

^#WHO-EM. ^‡Withdrawn from market. Clinical trials: ^†Phase III. ^§Never to phase III

M: MYC

fung, clas

fung

drug (fung)

This dermatologic drug article is a stub. You can help Wikipedia by expanding it.

Academic Dictionaries and Encyclopedias

Bifonazole

Mechanism of action

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Systematic (IUPAC) name
(RS)-1-[phenyl(4-phenylphenyl)methyl]-1H-imidazole
Clinical data
AHFS/Drugs.com	International Drug Names
Pregnancy cat.	?
Legal status	OTC (US)
Routes	topic
Identifiers
CAS number	60628-96-8
ATC code	D01AC10
PubChem	CID 2378
DrugBank	DB04794
ChemSpider	2287^Y
UNII	QYJ305Z91O^Y
KEGG	D01775^Y
ChEMBL	CHEMBL277535^Y
Chemical data
Formula	C₂₂H₁₈N₂
Mol. mass	310.392 g/mol
SMILES	eMolecules & PubChem
InChI InChI=1S/C22H18N2/c1-3-7-18(8-4-1)19-11-13-21(14-12-19)22(24-16-15-23-17-24)20-9-5-2-6-10-20/h1-17,22H^Y Key:OCAPBUJLXMYKEJ-UHFFFAOYSA-N^Y
Y(what is this?) (verify)

Academic Dictionaries and Encyclopedias

Wikipedia

Bifonazole

Mechanism of action

Look at other dictionaries:

Share the article and excerpts

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