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USP

Butoconazole nitrate

United States Pharmacopeia (USP) Reference Standard

Synonym(s):

(±)-1-[4-(4-Chlorophenyl)-2-[(2,6-dichlorophenyl)thio]butyl]-1H-imidazole mononitrate

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About This Item

Empirical Formula (Hill Notation):
C19H17Cl3N2S · HNO3
CAS Number:
64872-77-1
Molecular Weight:
474.79
MDL number:
MFCD00058159
UNSPSC Code:
41116107
PubChem Substance ID:
329749174
NACRES:
NA.24

grade

pharmaceutical primary standard

API family

butoconazole

manufacturer/tradename

USP

application(s)

pharmaceutical (small molecule)

format

neat

SMILES string

ClC1=C(C(Cl)=CC=C1)SC(CCC2=CC=C(Cl)C=C2)CN3C=CN=C3.O[N+]([O-])=O

InChI

1S/C19H17Cl3N2S.HNO3/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;2-1(3)4/h1-5,7-8,10-11,13,16H,6,9,12H2;(H,2,3,4)

InChI key

ZHPWRQIPPNZNML-UHFFFAOYSA-N

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General description

Butoconazole nitrate (BN) is a imidazole used as an antifungal agent.

Application

Butoconazole nitrate USP reference standard, intended for use in specified quality tests and assays as specified in the USP compendia.
Also, for use with USP monograph such as Butoconazole Nitrate Vaginal Cream.

Analysis Note

These products are for test and assay use only. They are not meant for administration to humans or animals and cannot be used to diagnose, treat, or cure diseases of any kind.  ​

Other Notes

Sales restrictions may apply.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P301 + P312 + P330

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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J B Jacobson et al.
Acta obstetricia et gynecologica Scandinavica, 64(3), 241-244 (1985-01-01)
The continuously increasing incidence of vulvovaginal candidiasis necessitated a search for novel therapeutic modalities. Butoconazole nitrate (BN) a new imidazole, has been singled out for clinical studies since, in experimental vaginal candidiasis, it proved more effective than either miconazole nitrate
Meng-meng Jia et al.
Journal of Huazhong University of Science and Technology. Medical sciences = Hua zhong ke ji da xue xue bao. Yi xue Ying De wen ban = Huazhong keji daxue xuebao. Yixue Yingdewen ban, 34(3), 431-436 (2014-06-19)
A liquid chromatography-tandem mass spectrometry (LC-MS/MS) method was developed and validated for the determination of butoconazole in human plasma. Human plasma samples of 0.2 μL were pretreated by a single step protein precipitation procedure and analyzed using a high performance
R H Kaufman et al.
The Journal of reproductive medicine, 34(7), 479-483 (1989-07-01)
In this multicenter, parallel, randomized, investigator-blind trial, we compared the safety and efficacy of a three-day regimen of 2% butoconazole vaginal cream with those of a seven-day regimen of 2% miconazole vaginal cream. Enrolled were 271 nonpregnant women with vulvovaginal
Ling Zhi Heng et al.
Singapore medical journal, 53(12), e269-e271 (2012-12-27)
Vulvo-vaginal candidiasis (VVC) is a common infection among women. 5% of women with acute infection experience recurrent vulvo-vaginal candidiasis (RVVC). There is currently no optimal or recommended regime for RVVC. Although antifungal agents, such as imidazoles, have been successfully used
Larry S Seidman et al.
Infectious diseases in obstetrics and gynecology, 13(4), 197-206 (2005-12-13)
It is estimated that as many as 13 million cases of vulvovaginal infection occur in the United States annually, the majority of which are the result of Candida albicans infection. The symptoms of vulvovaginal infections are often painful and distressing
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