Clotrimazole , ≥98.0%(HPLC) , 23593-75-1

Synonym(s):
1-(o-Chloro-α,α-diphenylbenzyl)imidazole;1-(o-Chlorotrityl)imidazole;1-[(2-Chlorophenyl)diphenylmethyl]-1H-imidazole

CAS NO.：23593-75-1

Empirical Formula: C22H17ClN2

Molecular Weight: 344.84

MDL number: MFCD00057220

EINECS: 245-764-8

PRODUCT Properties

• Melting point: 147-149°C
• Boiling point: 501.14°C (rough estimate)
• Density: 1.1095 (rough estimate)
• refractive index: 1.5940 (estimate)
• storage temp.: 2-8°C
• solubility: Soluble in chloroform, DMSO, DMF and alcohols
• pka: pKa 4.7(EtOH 50%aq ) (Uncertain)
• form: Solid
• color: White to Almost white
• Water Solubility: <10mg/L(25 ºC)
• λmax: 556nm(Phosphate buffer sol.)(lit.)
• Merck: 14,2417
• InChI: 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
• InChIKey: VNFPBHJOKIVQEB-UHFFFAOYSA-N
• SMILES: C1N(C(C2=CC=CC=C2Cl)(C2=CC=CC=C2)C2=CC=CC=C2)C=CN=1
• NIST Chemistry Reference: Clotrimazole(23593-75-1)

Description and Uses

Clotrimazole is an imidazole antifungal that is active against a wide variety of fungal forms and is effective in many types of fungal infections. It tightly binds sterol 14-α demethylase isoform B from A. fumigatus (K_D = 103 nM) and, like other imidazoles, disturbs the fungal cell membrane. In mammalian cells, clotrimazole potently inhibits the calcium-dependent potassium channels K_v1.3 and IK-1 (IC₅₀ = 6.0 and 0.07 μM, respectively).

Clotrimazole formally also is an imidazole derivative because of the presence of an imidazole ring in its structure. It is believed that, like miconazole, econazole, and other “pure” representatives of the imidazole class, it also inhibits the biosynthesis of ergosterin in the cytoplasmatic membrane of fungi.
In terms of pharmacological action, clotrimazole is very similar to miconazole. It has a broad spectrum of antifungal activity. It is effective with respect to dermatophytes, and it also has an antimicrobial effect against streptococci and staphylococci. It is also effective with respect to trichomonases. It is very widely used, both externally and vaginally for treating superficial infections. Synonyms of this drug are canesten, empecid, lotrimin, micosporin, and others.

Safety

• Symbol(GHS): GHS07,GHS09
• Signal word: Warning
• Hazard statements: H302-H315-H319-H410
• Precautionary statements: P264-P270-P273-P301+P312-P302+P352-P305+P351+P338
• Hazard Codes: Xn
• Risk Statements: 22-36/38
• Safety Statements: 26-36
• WGK Germany: 3
• RTECS: NI4377000
• HS Code: 29332900
• Hazardous Substances Data: 23593-75-1(Hazardous Substances Data)
• Toxicity: LD50 in male mice, rats (mg/kg): 923, 708 orally (Tettenborn)