Tioconazole

  • CAT Number: A000357
  • CAS Number: 65899-73-2
  • Molecular Formula: C16H13Cl3N2OS
  • Molecular Weight: 387.71
  • Purity: ≥95%
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Tioconazole is an antifungal medication of the imidazole class used to treat infections caused by a fungus or yeast. It is marketed under the brand names Trosyd and Gyno-Trosyd (Pfizer). Tioconazole ointments serve to treat women/’s vaginal yeast infections. Tioconazole topical (skin) preparations are also available for ringworm, jock itch, athlete/’s foot, and tinea versicolor or /sun fungus/.

Catalog Number A000357
CAS Number 65899-73-2
Molecular Formula

C16H13Cl3N2OS

Purity 95%
Storage -20°C
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
InChIKey QXHHHPZILQDDPS-UHFFFAOYSA-N
SMILES C1=CC(=C(C=C1Cl)Cl)C(CN2C=CN=C2)OCC3=C(SC=C3)Cl
Reference

1: Ribeiro RF, Motta MH, Härter APG, Flores FC, Beck RCR, Schaffazick SR, de Bona
da Silva C. Spray-dried powders improve the controlled release of antifungal
tioconazole-loaded polymeric nanocapsules compared to with lyophilized products.
Mater Sci Eng C Mater Biol Appl. 2016 Feb;59:875-884. doi:
10.1016/j.msec.2015.10.035. Epub 2015 Oct 23. PubMed PMID: 26652443.
<br>

2: Rosato A, Piarulli M, Schiavone BI, Montagna MT, Caggiano G, Muraglia M,
Carone A, Franchini C, Corbo F. In vitro synergy testing of anidulafungin with
fluconazole, tioconazole, 5-flucytosine and amphotericin B against some Candida
spp. Med Chem. 2012 Jul;8(4):690-8. PubMed PMID: 22530916.
<br>

3: Grudzień M, Gajewska A, Pluciński F, Mazurek AP. Molecular properties relevant
to bioavailability of tioconazole and its derivatives. Acta Pol Pharm. 2008
Nov-Dec;65(6):757-8. PubMed PMID: 19172861.
<br>

4: Grudzień M, Krakowiak N, Pluciński F, Mazurek AP. Molecular properties of
oxyconazole and tioconazole as the criteria for their bioavailability estimation.
Acta Pol Pharm. 2008 Jan-Feb;65(1):123-4. PubMed PMID: 18536184.
<br>

5: Sidou F, Soto P. A randomized comparison of nail surface remanence of three
nail lacquers, containing amorolfine 5%, ciclopirox 8% or tioconazole 28%, in
healthy volunteers. Int J Tissue React. 2004;26(1-2):17-24. Erratum in: Int J
Tissue React. 2004;26(3-4):119. PubMed PMID: 15573688.

<br>
6: Sobue S, Sekiguchi K. Difference in percutaneous absorption and intracutaneous
distribution in guinea pigs among topical antifungal drugs (tioconazole solution,
tioconazole cream, miconazole nitrate solution and bifonazole solution). Biol
Pharm Bull. 2004 Sep;27(9):1428-32. PubMed PMID: 15340231.
<br>

7: Simonetti G, Simonetti N, Villa A. Increase of activity of tioconazole against
resistant microorganisms by the addition of butylated hydroxyanisole. Int J
Antimicrob Agents. 2003 Oct;22(4):439-43. PubMed PMID: 14522107.
<br>

8: Pereira M, Fachin AL, Martinez-Rossi NM. The gene that determines resistance
to tioconazole and to acridine derivatives in Aspergillus nidulans may have a
corresponding gene in Trichophyton rubrum. Mycopathologia. 1998;143(2):71-5.
PubMed PMID: 10205888.
<br>

9: Faria A, Gon&#231;alo S, Gon&#231;alo M, Freitas C, Baptista PP. Allergic contact
dermatitis from tioconazole. Contact Dermatitis. 1996 Oct;35(4):250-2. PubMed
PMID: 8957651.

<br>
10: Heikkil&#228; H, Stubb S, Reitamo S. A study of 72 patients with contact allergy
to tioconazole. Br J Dermatol. 1996 Apr;134(4):678-80. PubMed PMID: 8733370.

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