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03907

Sigma-Aldrich

Tioconazole

97%

Synonym(s):

1-[2-[(2-Chloro-3-thienyl)methoxy]-2-(2,4-dichlorophenyl)ethyl]-1H-imidazole, Thioconazole

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About This Item

Empirical Formula (Hill Notation):
C16H13Cl3N2OS
CAS Number:
Molecular Weight:
387.71
EC Number:
MDL number:
UNSPSC Code:
51302325
PubChem Substance ID:
NACRES:
NA.85

Quality Level

Assay

≥96.5% (HPLC)
96.5-103.5% (NT)
97%

form

powder

color

white to off-white

antibiotic activity spectrum

fungi
yeast

Mode of action

cell membrane | interferes

SMILES string

Clc1ccc(C(Cn2ccnc2)OCc3ccsc3Cl)c(Cl)c1

InChI

1S/C16H13Cl3N2OS/c17-12-1-2-13(14(18)7-12)15(8-21-5-4-20-10-21)22-9-11-3-6-23-16(11)19/h1-7,10,15H,8-9H2

InChI key

QXHHHPZILQDDPS-UHFFFAOYSA-N

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General description

Chemical structure: pyrimidine

Application

Tioconazole was used to study the synergistic mechanisms of antifungals on Candida albicans as well as significant drug-drug interactions in vivo.

Biochem/physiol Actions

Tioconazole is an antifungal medication of the imidazole class used to treat infections caused by fungus and yeast.It is more active than fluconazole or voriconazole against Candida glabrata mutant strains. It acts by membrane disruption and loss of intracellular ATP.

Packaging

10G

Other Notes

Keep container tightly closed in a dry and well-ventilated place. Keep in a dry place.

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Repr. 2 - Skin Sens. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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Synergistic action of nikkomycin X/Z with azole antifungals on Candida albicans.
Slawomir Milewski, Fiorenzo Mignini, et. Al
Microbiology, 137, 2155-2161 (1991)
Wenjiang Zhang et al.
Drug metabolism and disposition: the biological fate of chemicals, 30(3), 314-318 (2002-02-21)
The interactions of a panel of antifungal agents with cytochromes P450 (P450s), as a means of predicting potential drug-drug interactions, have not yet been investigated. The objective of this study was to evaluate the specificity and selectivity of five antifungal
A L Fachin et al.
Medical mycology, 39(1), 129-133 (2001-03-29)
The electrophoretic pattern of the intracellular esterase of the dermatophyte Trichophyton rubrum was altered when this fungus was grown in the presence of subinhibitory concentrations of the antimycotics tioconazole or griseofulvin. All strains (original isolate and antimycotic resistant mutants) presented
F Sidou et al.
International journal of tissue reactions, 26(1-2), 17-24 (2004-12-03)
This randomized, investigator-masked study compared the remanence on the nail surface of commercially available antimycotic nail lacquers containing amorolfine, ciclopirox and tioconazole. The lacquers, to which a coloring agent was added, were applied randomly to the left and right thumbnails
Jean-Paul L Marty et al.
The Journal of dermatological treatment, 16(5-6), 299-307 (2006-01-24)
To assess the daily treatment costs and the average cost-effectiveness of three topical onychomycosis therapies - amorolfine 5% and ciclopirox 8% nail lacquers and tioconazole 28% nail solution - when used as indicated in France, the UK, Germany and Italy.

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