MedKoo Cat#: 461475 | Name: Butoconazole

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Butoconazole is a imidazole, effective as therapy for vulvovaginal candidiasis for women who prefer solid-type vaginal preparations.

Chemical Structure

Butoconazole
Butoconazole
CAS#64872-76-0

Theoretical Analysis

MedKoo Cat#: 461475

Name: Butoconazole

CAS#: 64872-76-0

Chemical Formula: C19H17Cl3N2S

Exact Mass: 410.0178

Molecular Weight: 411.76

Elemental Analysis: C, 55.42; H, 4.16; Cl, 25.83; N, 6.80; S, 7.79

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
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Synonym
Butoconazole; RS 35887-10-3; RS-35887-10-3; RS35887-10-3;
IUPAC/Chemical Name
1-(4-(4-chlorophenyl)-2-((2,6-dichlorophenyl)thio)butyl)-1H-imidazole
InChi Key
SWLMUYACZKCSHZ-UHFFFAOYSA-N
InChi Code
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
SMILES Code
ClC1=C(SC(CCC2=CC=C(Cl)C=C2)CN3C=CN=C3)C(Cl)=CC=C1
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 411.76 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Jia MM, Zhou Y, He XM, Wu YL, Li HQ, Chen H, Li WY. Development of a liquid chromatography-tandem mass spectrometry method for determination of butoconazole nitrate in human plasma and its application to a pharmacokinetic study. J Huazhong Univ Sci Technolog Med Sci. 2014 Jun;34(3):431-6. doi: 10.1007/s11596-014-1296-y. Epub 2014 Jun 18. PubMed PMID: 24939312. 2: Heng LZ, Chen Y, Tan TC. Treatment of recurrent vulvo-vaginal candidiasis with sustained-released butoconazole pessary. Singapore Med J. 2012 Dec;53(12):e269-71. PubMed PMID: 23268172. 3: Droegemueller W, Adamson DG, Brown D, Cibley L, Fleury F, LePage ME, Henzl MR. Three-day treatment with butoconazole nitrate for vulvovaginal candidiasis. Obstet Gynecol. 1984 Oct;64(4):530-4. PubMed PMID: 6384848. 4: Adamson GD, Brown D Jr, Standard JV, Henzl MR. Three-day treatment with butoconazole vaginal suppositories for vulvovaginal candidiasis. J Reprod Med. 1986 Feb;31(2):131-2. PubMed PMID: 3514908. 5: Kaufman RH, Henzl MR, Brown D Jr, Horner DS, Krauss RH, Mehlisch DR, Moore DE, Prentice RL. Comparison of three-day butoconazole treatment with seven-day miconazole treatment for vulvovaginal candidiasis. J Reprod Med. 1989 Jul;34(7):479-83. PubMed PMID: 2671362. 6: Valentin A, Bernard C, Mallié M, Huerre M, Bastide JM. Control of Candida albicans vaginitis in mice by short-duration butoconazole treatment in situ. Mycoses. 1993 Nov-Dec;36(11-12):379-84. PubMed PMID: 7935569. 7: Hajman AJ. Vulvovaginal candidosis: comparison of 3-day treatment with 2% butoconazole nitrate cream and 6-day treatment with 1% clotrimazole cream. J Int Med Res. 1988 Sep-Oct;16(5):367-75. PubMed PMID: 3197914. 8: Brown D, Henzl MR, Kaufman RH. Butoconazole nitrate 2% for vulvovaginal candidiasis. New, single-dose vaginal cream formulation vs. seven-day treatment with miconazole nitrate. Gynazole 1 Study Group. J Reprod Med. 1999 Nov;44(11):933-8. PubMed PMID: 10589403. 9: Weinstein L, Henzel MR, Tsina IW. Vaginal retention of 2% butoconazole nitrate cream: comparison of a standard and a sustained-release preparation. Clin Ther. 1994 Nov-Dec;16(6):930-4. PubMed PMID: 7697689. 10: Seidman LS, Skokos CK. 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. Infect Dis Obstet Gynecol. 2005 Dec;13(4):197-206. PubMed PMID: 16338779; PubMed Central PMCID: PMC1784583. 11: Lappin MA, Brooker DC, Francisco CA, Dorfman J. Effect of butoconazole nitrate 2% vaginal cream and miconazole nitrate 2% vaginal cream treatments in patients with vulvovaginal candidiasis. Infect Dis Obstet Gynecol. 1996;4(6):323-8. PubMed PMID: 18476119; PubMed Central PMCID: PMC2364522. 12: Brown D Jr, Henzl MR, LePage ME, Tsao LL, Izu AE, Walker KA, Adamson GD, Droegmuller W. Butoconazole vaginal cream in the treatment of vulvovaginal candidiasis. Comparison with miconazole nitrate and placebo. J Reprod Med. 1986 Nov;31(11):1045-8. PubMed PMID: 3543342. 13: López Fiesco A, Ayala Ruíz A, Romo LM, Delgado MD, Zamora G. Efficacy of butoconazole nitrate in the treatment of vulvo-vaginal candidiasis compared with clotrimazol and isoconasol. Proc West Pharmacol Soc. 1993;36:185-8. PubMed PMID: 8378376. 14: Beggs WH. Influence of growth phase on the susceptibility of Candida albicans to butoconazole, oxiconazole, and sulconazole. J Antimicrob Chemother. 1985 Sep;16(3):397-9. PubMed PMID: 3902762. 15: Bradbeer CS, Mayhew SR, Barlow D. Butoconazole and miconazole in treating vaginal candidiasis. Genitourin Med. 1985 Aug;61(4):270-2. PubMed PMID: 3894216; PubMed Central PMCID: PMC1011829. 16: Jacobson JB, Hajman AJ, Wiese J, Gandrup P, Forsström S. A new vaginal antifungal agent--butoconazole nitrate. Acta Obstet Gynecol Scand. 1985;64(3):241-4. PubMed PMID: 3893024. 17: Tatum DM, Eggleston M. Butoconazole nitrate. Infect Control Hosp Epidemiol. 1988 Mar;9(3):122-4. PubMed PMID: 3280665. 18: Herrera Nava E, Bervera Castañeda R, Escalona S, Gutiérrez M, Zamora López G. [Butoconazole nitrate in vulvovaginal candidiasis. A comparative study with clotrimazole]. Ginecol Obstet Mex. 1988 May;56:138-43. Spanish. PubMed PMID: 3154229. 19: Hernández Molina JM, Llosá J, Martinez Brocal A, Ventosa A. In vitro activity of cloconazole, sulconazole, butoconazole, isoconazole, fenticonazole, and five other antifungal agents against clinical isolates of Candida albicans and Candida spp. Mycopathologia. 1992 Apr;118(1):15-21. PubMed PMID: 1406898. 20: Drugs and Lactation Database (LactMed) [Internet]. Bethesda (MD): National Library of Medicine (US); 2006-. Available from http://www.ncbi.nlm.nih.gov/books/NBK501424/ PubMed PMID: 30000484.