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Butoconazole
Clinical data

Trade names	Gynazole-1, Mycelex-3
AHFS/Drugs.com	Monograph
MedlinePlus	a682012
License data	US DailyMed: Butoconazole
Pregnancy category	AU: B3
Routes of administration	Vaginal cream
ATC code	G01AF15 (WHO)
Legal status
Legal status	US: OTC / Rx-only
Identifiers
IUPAC name (RS)-1-[4-(4-Chlorophenyl)-2-(2,6-dichlorophenyl)sulfanylbutyl]imidazole
CAS Number	64872-76-0^Y 64872-77-1
PubChem CID	47472
DrugBank	DB00639^Y
ChemSpider	43192^Y
UNII	0Q771797PH
KEGG	D00880^N
ChEBI	CHEBI:3240^Y
ChEMBL	ChEMBL1295^Y
CompTox Dashboard (EPA)	DTXSID2048537
Chemical and physical data
Formula	C₁₉H₁₇Cl₃N₂S
Molar mass	411.77 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES Clc1ccc(cc1)CCC(Sc2c(Cl)cccc2Cl)Cn3ccnc3
InChI InChI=1S/C19H17Cl3N2S/c20-15-7-4-14(5-8-15)6-9-16(12-24-11-10-23-13-24)25-19-17(21)2-1-3-18(19)22/h1-5,7-8,10-11,13,16H,6,9,12H2^Y Key:SWLMUYACZKCSHZ-UHFFFAOYSA-N^Y
^NY (what is this?) (verify)

Butoconazole (trade names Gynazole-1, Mycelex-3) is an imidazole antifungal used in gynecology. It is administered as a vaginal cream.^[1]^[2]

References

^ Seidman LS, Skokos CK (December 2005). "An evaluation of butoconazole nitrate 2% site release vaginal cream (Gynazole-1) compared to fluconazole 150 mg tablets (Diflucan) in the time to relief of symptoms in patients with vulvovaginal candidiasis". Infectious Diseases in Obstetrics and Gynecology. 13 (4): 197–206. doi:10.1155/2005/453239. PMC 1784583. PMID 16338779.
^ Butoconazole Monograph

External links

"Butoconazole". Drug Information Portal. U.S. National Library of Medicine.

Gynecological anti-infectives and antiseptics (G01)

Antibiotics

Arsenic compounds

Acetarsol

Quinoline derivatives

Organic acids

Sulfonamides

Sulfatolamide

Antifungals

Imidazoles	Metronidazole Clotrimazole Miconazole Econazole Ornidazole Isoconazole Tioconazole Ketoconazole Fenticonazole Azanidazole Propenidazole Butoconazole Omoconazole Oxiconazole Flutrimazole
Triazoles	Terconazole
Polyenes	Nystatin Natamycin Amphotericin B
Other	Ciclopirox Methylrosaniline

Other

Antifungals (D01 and J02)

Wall/
membrane

Ergosterol
inhibitors

Azoles (lanosterol 14α-
demethylase inhibitors)

Imidazoles	Topical: bifonazole^‡ butoconazole chlormidazole^‡ climbazole clotrimazole^# croconazole^‡ eberconazole econazole fenticonazole^‡ flutrimazole isoconazole ketoconazole luliconazole miconazole^# neticonazole^‡ omoconazole^‡ oxiconazole sertaconazole sulconazole tioconazole Systemic: ketoconazole
Triazoles	Topical: efinaconazole fluconazole^# terconazole Systemic: fluconazole^# fosfluconazole fosravuconazole hexaconazole^‡ isavuconazole itraconazole^# oteseconazole posaconazole voriconazole^# Unknown: albaconazole^‡ ravuconazole^†
Thiazoles	Topical: abafungin^‡

Polyene antimycotics
(ergosterol binding)

Topical: hamycin^‡
natamycin
nystatin^#
Systemic: amphotericin B^#, hamycin^‡

Squalene monooxygenase
inhibitors

Allylamines	Topical: naftifine terbinafine Systemic: terbinafine
Benzylamines	Topical: butenafine

Others

Topical: amorolfine

β-glucan synthase
inhibitors

Intracellular

Pyrimidine analogues/ thymidylate synthase inhibitors	Systemic: flucytosine^#
Mitotic inhibitors	Systemic: griseofulvin^#
Aminoacyl tRNA synthetase inhibitors	Topical: tavaborole

Others

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

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