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Clotrimazole

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Identification
Molecular formula
C22H17Cl2N3O
CAS number
23593-75-1
IUPAC name
1-(2,4-dichlorophenyl)-N-[(2,4-dichlorophenyl)methoxy]-2-imidazol-1-yl-ethanimine
State
State

Clotrimazole is typically found in a crystalline solid state at room temperature.

Melting point (Celsius)
147.00
Melting point (Kelvin)
420.15
Boiling point (Celsius)
280.00
Boiling point (Kelvin)
553.15
General information
Molecular weight
344.64g/mol
Molar mass
344.6410g/mol
Density
1.3820g/cm3
Appearence

Clotrimazole appears as a white crystalline powder. It is sparingly soluble in water and freely soluble in ethanol, chloroform, and acetone. It also has a faint odor characteristic of imidazole derivatives.

Comment on solubility

Solubility of 1-(2,4-dichlorophenyl)-N-[(2,4-dichlorophenyl)methoxy]-2-imidazol-1-yl-ethanimine

The solubility of the compound 1-(2,4-dichlorophenyl)-N-[(2,4-dichlorophenyl)methoxy]-2-imidazol-1-yl-ethanimine (C22H17Cl2N3O) can be influenced by various factors. Understanding its solubility is crucial for its application in chemical processes and pharmaceutical formulations.

Factors Affecting Solubility:

  • Polarity: The presence of multiple chlorine atoms and the imidazole group contributes to the compound's overall polarity, which may affect its solubility in polar versus non-polar solvents.
  • Hydrogen Bonding: The ability of this compound to participate in hydrogen bonding can enhance solubility in solvent systems capable of donating or accepting hydrogen bonds.
  • Temperature: Generally, increasing temperature can improve solubility for many compounds, although exceptions exist depending on the specific interactions involved.
  • pH Levels: Being an imidazole derivative, its solubility might vary with different pH conditions, potentially affecting its ionic state.

In practical terms, compounds with a structure similar to this imidazolyl compound often exhibit moderate solubility in organic solvents such as dimethyl sulfoxide (DMSO) or ethanol, while demonstrating limited solubility in water due to hydrophobic components of the molecule. Understanding these solubility characteristics is essential for optimizing conditions for reactions and formulations.

Interesting facts

Interesting Facts about 1-(2,4-Dichlorophenyl)-N-[(2,4-dichlorophenyl)methoxy]-2-imidazol-1-yl-ethanimine

This compound, known for its extensive applications in medicinal chemistry, has sparked interest among scientists due to its intriguing structure and potential biochemical interactions. Here are some engaging details:

  • Pharmacological Properties: The compound exhibits notable activity against a range of biological targets, making it a candidate for further investigation in pharmaceuticals.
  • Chlorine Atoms: The presence of two chlorine atoms in the phenyl rings is not merely decorative; it contributes to the compound's lipophilicity, enhancing membrane permeability which is vital for drug design.
  • Imidazole Ring: The imidazole moiety in the structure is key in many biological processes, particularly as a part of enzyme systems. It is known for its role in catalyzing various biological reactions.
  • Synthetic Pathway: The synthesis of this compound involves several steps that can be optimized for yield and purity, providing a fertile ground for discussions regarding synthetic methodology in organic chemistry.
  • Structure-Activity Relationship (SAR): Variations in the structure can lead to significant changes in biological activity, making it an excellent candidate for SAR studies. This can help in understanding how slight modifications can enhance efficacy or reduce toxicity.

As with many compounds in medicinal chemistry, the gap between theoretical potential and practical application can be significant. Understanding both structure and function is crucial for advancing drug development. This compound exemplifies the synergy of chemistry and biology, demonstrating the deep connections between molecular structure and biological function.

Researchers and students alike can appreciate the blend of creativity and science involved in exploring such compounds. "The only way to do great work is to love what you do"—a quote from Steve Jobs that resonates well with the journey of scientific discovery!

Synonyms
64211-45-6
Spectrum2_000698
Spectrum3_001982
SPBio_000855
KBio3_002988
DTXSID50860792
MRF-0000188
DB-054626
1-(2,4-Dichlorophenyl)-N-[(2,4-dichlorophenyl)methoxy]-2-(1H-imidazol-1-yl)ethan-1-imine