WARNING: This product is for research use only, not for human or veterinary use.
MedKoo CAT#: 317559
CAS#: 23593-75-1
Description: Clotrimazole (brand name Canesten or Lotrimin) is an antifungal medication commonly used in the treatment of fungal infections (of both humans and other animals) such as vaginal yeast infections, oral thrush, and ringworm. It is also used to treat athlete's foot and jock itch. Clotrimazole works to kill individual Candida or fungal cells by altering the permeability of the fungal cell wall. It binds to phospholipids in the cell membrane and inhibits the biosynthesis of ergosterol and other sterols required for cell membrane production. This leads to the cell's death via loss of intracellular elements. It is on the World Health Organization's List of Essential Medicines, the most important medication needed in a basic health system.
MedKoo Cat#: 317559
Name: Clotrimazole
CAS#: 23593-75-1
Chemical Formula: C22H17ClN2
Exact Mass: 344.10803
Molecular Weight: 344.84
Elemental Analysis: C, 76.63; H, 4.97; Cl, 10.28; N, 8.12
Synonym: Clotrimazole; Lotrimin; Canesten; Mycelex; Empecid; Mycosporin.
IUPAC/Chemical Name: 1-[(2-chlorophenyl)-diphenylmethyl]imidazole
InChi Key: VNFPBHJOKIVQEB-UHFFFAOYSA-N
InChi Code: InChI=1S/C22H17ClN2/c23-21-14-8-7-13-20(21)22(25-16-15-24-17-25,18-9-3-1-4-10-18)19-11-5-2-6-12-19/h1-17H
SMILES Code: C1=CC=C(C=C1)C(C2=CC=CC=C2)(C3=CC=CC=C3Cl)N4C=CN=C4
Appearance: White crystalline 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, not in water
Shelf Life: >2 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: 2934.99.9001
The following data is based on the product molecular weight 344.84 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.
| 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: El-Asmar J, Gonzalez R, Bookout R, Mishra A, Kharfan-Dabaja MA. Clotrimazole troches induce supratherapeutic blood levels of sirolimus and tacrolimus in an allogeneic hematopoietic cell-transplant recipient resulting in acute kidney injury. Hematol Oncol Stem Cell Ther. 2015 Nov 27. pii: S1658-3876(15)00103-X. doi: 10.1016/j.hemonc.2015.11.001. [Epub ahead of print] PubMed PMID: 26684920.
2: Herasym K, Bonaparte JP, Kilty S. A comparison of Locacorten-Vioform and clotrimazole in otomycosis: A systematic review and one-way meta-analysis. Laryngoscope. 2015 Nov 24. doi: 10.1002/lary.25761. [Epub ahead of print] PubMed PMID: 26600419.
3: Behmanesh F, Pasha H, Sefidgar AA, Taghizadeh M, Moghadamnia AA, Adib Rad H, Shirkhani L. Antifungal Effect of Lavender Essential Oil (Lavandula angustifolia) and Clotrimazole on Candida albicans: An In Vitro Study. Scientifica (Cairo). 2015;2015:261397. doi: 10.1155/2015/261397. Epub 2015 Oct 13. PubMed PMID: 26550521; PubMed Central PMCID: PMC4621348.
4: Pais P, Costa C, Pires C, Shimizu K, Chibana H, Teixeira MC. Membrane proteome-wide response to the antifungal drug clotrimazole in Candida glabrata: role of the transcription factor CgPdr1 and the Drug:H+ Antiporters CgTpo1_1 and CgTpo1_2. Mol Cell Proteomics. 2015 Oct 28. pii: mcp.M114.045344. [Epub ahead of print] PubMed PMID: 26512119.
5: Kalhapure RS, Sonawane SJ, Sikwal DR, Jadhav M, Rambharose S, Mocktar C, Govender T. Solid lipid nanoparticles of clotrimazole silver complex: An efficient nano antibacterial against Staphylococcus aureus and MRSA. Colloids Surf B Biointerfaces. 2015 Oct 8;136:651-658. doi: 10.1016/j.colsurfb.2015.10.003. [Epub ahead of print] PubMed PMID: 26492156.
6: Sehati N, Dalali N, Soltanpour S, Seyed Dorraji MS. Application of hollow fiber membrane mediated with titanium dioxide nanowire/reduced graphene oxide nanocomposite in preconcentration of clotrimazole and tylosin. J Chromatogr A. 2015 Nov 13;1420:46-53. doi: 10.1016/j.chroma.2015.09.063. Epub 2015 Sep 25. PubMed PMID: 26477522.
7: Montemiglio LC, Parisi G, Scaglione A, Sciara G, Savino C, Vallone B. Functional analysis and crystallographic structure of clotrimazole bound OleP, a cytochrome P450 epoxidase from Streptomyces antibioticus involved in oleandomycin biosynthesis. Biochim Biophys Acta. 2015 Oct 15. pii: S0304-4165(15)00273-1. doi: 10.1016/j.bbagen.2015.10.009. [Epub ahead of print] PubMed PMID: 26475642.
8: Brogi S, Brindisi M, Joshi BP, Sanna Coccone S, Parapini S, Basilico N, Novellino E, Campiani G, Gemma S, Butini S. Exploring clotrimazole-based pharmacophore: 3D-QSAR studies and synthesis of novel antiplasmodial agents. Bioorg Med Chem Lett. 2015 Nov 15;25(22):5412-8. doi: 10.1016/j.bmcl.2015.09.007. Epub 2015 Sep 5. PubMed PMID: 26428874.
9: Lexmond WS, Rufo PA, Fiebiger E, Lencer WI. Electrophysiological Studies into the Safety of the Anti-diarrheal Drug Clotrimazole during Oral Rehydration Therapy. PLoS Negl Trop Dis. 2015 Sep 25;9(9):e0004098. doi: 10.1371/journal.pntd.0004098. eCollection 2015 Sep. PubMed PMID: 26405813; PubMed Central PMCID: PMC4583490.
10: Nezhad ZK, Nagai N, Yamamoto K, Kaji H, Nishizawa M, Saya H, Nakazawa T, Abe T. Application of clotrimazole via a novel controlled release device provides potent retinal protection. J Mater Sci Mater Med. 2015 Sep;26(9):230. doi: 10.1007/s10856-015-5561-9. Epub 2015 Sep 3. PubMed PMID: 26335210; PubMed Central PMCID: PMC4559097.
