Clotrimazole
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Category | Bioactive by-products |
Catalog number | BBF-04005 |
CAS | 23593-75-1 |
Molecular Weight | 344.84 |
Molecular Formula | C22H17ClN2 |
Purity | >98% |
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Description
Clotrimazole is a synthetic, antifungal and broad-spectrum derivate of imidazole. It is an antifungal medication commonly used in the treatment of fungal infections.
Specification
Related CAS | 117829-71-7 (Deleted CAS) |
Synonyms | Lotrimin; Canesten; Mycelex; Clotrimazol; Mycosporin; Empecid; 1H-Imidazole, 1-[(2-chlorophenyl)diphenylmethyl]-; 1-[(2-Chlorophenyl)diphenylmethyl]-1H-imidazole; Imidazole, 1-(o-chloro-α,α-diphenylbenzyl)-; 1-(o-Chlorophenyldiphenylmethyl)imidazole; 1-(o-Chlorotrityl)imidazole; Agisten; Canifug; Femcare; Locasten; Monobaycuten; NSC 257473; Pedisafe; Plimycol; Rimazole; Tibatin; Trimysten; Veltrim |
Storage | Store at 2-8°C |
IUPAC Name | 1-[(2-chlorophenyl)-diphenylmethyl]imidazole |
Canonical SMILES | C1=CC=C(C=C1)C(C2=CC=CC=C2)(C3=CC=CC=C3Cl)N4C=CN=C4 |
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 |
InChI Key | VNFPBHJOKIVQEB-UHFFFAOYSA-N |
Source | Synthetic |
Properties
Appearance | White Solid |
Antibiotic Activity Spectrum | fungi |
Boiling Point | 482.3±40.0°C at 760 mmHg |
Melting Point | 147-149°C |
Flash Point | 245.5°C |
Density | 1.13 g/cm3 |
Solubility | Soluble in Chloroform, DMSO (Slightly), Ethyl Acetate (Slightly) |
LogP | 6.1 |
Toxicity
Carcinogenicity | No indication of carcinogenicity to humans (not listed by IARC). |
Mechanism Of Toxicity | Clotrimazole interacts with yeast 14-α demethylase, a cytochrome P-450 enzyme that converts lanosterol to ergosterol, an essential component of the membrane. In this way, clotrimazole inhibits ergosterol synthesis, resulting in increased cellular permeability. Clotrimazole may also inhibit endogenous respiration, interact with membrane phospholipids, inhibit the transformation of yeasts to mycelial forms and the uptake of purine, impair triglyceride and/or phospholipid biosynthesis, and inhibit the movement of calcium and potassium ions across the cell membrane by blocking the ion transport pathway known as the Gardos channel. |
Reference Reading
Spectrum
Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive
Experimental Conditions
Ionization Energy: 70 eV
Chromatography Type: Gas Chromatography Column (GC)
Instrument Type: Single quadrupole, spectrum predicted by CFM-ID(EI)
Mass Resolution: 0.0001 Da
Molecular Formula: C22H17ClN2
Molecular Weight (Monoisotopic Mass): 344.108 Da
Molecular Weight (Avergae Mass): 344.837 Da
LC-MS/MS Spectrum - Quattro_QQQ 10V, N/A (Annotated)
Experimental Conditions
Spectrum Assessment: Excellent
Instrument Type: Quattro_QQQ
Collision Energy Level: low
Collision Energy Voltage: 10
Ionization Mode: N/A
Predicted LC-MS/MS Spectrum - 10V, Positive
Experimental Conditions
Collision Energy: 10 eV
Instrument Type: QTOF (generic), spectrum predicted by CFM-ID
Mass Resolution: 0.0001 Da
Molecular Formula: C22H17ClN2
Molecular Weight (Monoisotopic Mass): 344.108 Da
Molecular Weight (Avergae Mass): 344.837 Da
Mass Spectrum (Electron Ionization)
1H NMR Spectrum
Experimental Conditions
Solvent: CD3OD
Sample Mass: 8.6 mg
Sample Assessment: Excellent
Spectrum Assessment: Excellent
Instrument Type: Bruker
Nucleus: 1H
Frequency: 600 MHz
Sample pH: 7.00
Sample Temperature: 25.0 Celsius
Chemical Shift Reference: TMS
[1H,13C] 2D NMR Spectrum
Experimental Conditions
Solvent: CD3OD
Sample Mass: 8.6 mg
Sample Assessment: Excellent
Spectrum Assessment: Excellent
Instrument Type: Bruker
Nucleus X: 1H
Nucleus Y: 13C
Frequency: 600 MHz
Sample pH: 7.00
Sample Temperature: 25.0 Celsius
Chemical Shift Reference: TMS
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2