Clotrimazole
Clotrimazole is an imidazole antifungal that also exhibits anti-parasitic, antimalarial, and anticancer chemotherapeutic activities. Clotrimazole inhibits synthesis of ergosterol and other sterols, preventing fungal cell wall formation; it also inhibits the H+/K+ ATPase and the Na+/K+ ATPase. In vivo and in vitro, clotrimazole induces G0/G1 cell cycle arrest, decreases the Bcl-2:Bax ratio, stimulates apoptosis, and inhibits proliferation and tumor growth. Additionally, this compound inhibits degradation of heme, inducing hemolysis and suppressing growth of Plasmodium in vitro.
References PubMed ID：:http://www.ncbi.nlm.nih.gov/pubmed/18852697
| Cas No. |
23593-75-1 |
|---|---|
| Purity |
≥97% |
| Formula |
C22H17ClN2 |
| Formula Wt. |
344.84 |
| Chemical Name |
1-[(2-Chlorophenyl)-diphenylmethyl]-1H-imidazole |
| IUPAC Name |
1-[(2-chlorophenyl)-diphenylmethyl]imidazole |
| Synonym |
Canesten; Canifug; Lotrimin; Mycosporin; Rimazole; Trimysten |
| Melting Point |
147-149°C |
| Solubility |
Soluble in acetone; chloroform; ethyl acetate and DMF. Slightly soluble in water, benzene and toluene. |
| Appearance |
White or off white powder |
Wang J, Jia L, Kuang Z, et al. The in vitro and in vivo antitumor effects of clotrimazole on oral squamous cell carcinoma. PLoS One. 2014 Jun 3;9(6):e98885. PMID: 24892421.
Witzke A, Lindner K, Munson K, et al. Inhibition of the gastric H,K-ATPase by clotrimazole. Biochemistry. 2010 Jun 1;49(21):4524-32. PMID: 20423050.
Huy NT, Takano R, Hara S, et al. Enhancement of heme-induced membrane damage by the anti-malarial clotrimazole: the role of colloid-osmotic forces. Biol Pharm Bull. 2004 Mar;27(3):361-5. PMID: 14993803.
Plempel M. On the action kinetics of clotrimazole. Chemotherapy. 1982;28 Suppl 1:22-31. PMID: 6761084.
