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Clotrimazole

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Identification
Molecular formula
C22H17ClN2S2
CAS number
23593-75-1
IUPAC name
2-[4-(2-chlorophenyl)-1,3-dithiolan-2-ylidene]-2-imidazol-1-yl-acetonitrile
State
State

Clotrimazole is usually found in a solid state at room temperature. Due to its insolubility in water, it is commonly used in formulations that require a solid to semisolid consistency such as creams or ointments.

Melting point (Celsius)
147.00
Melting point (Kelvin)
420.15
Boiling point (Celsius)
152.00
Boiling point (Kelvin)
425.15
General information
Molecular weight
344.85g/mol
Molar mass
344.8450g/mol
Density
1.3750g/cm3
Appearence

Clotrimazole appears as a white or pale yellow crystalline powder. It is practically insoluble in water, which means it does not easily dissolve when mixed with water. This compound is often used in medical and pharmaceutical formulations, particularly in creams, lotions, and powders.

Comment on solubility

Solubility of 2-[4-(2-chlorophenyl)-1,3-dithiolan-2-ylidene]-2-imidazol-1-yl-acetonitrile

The solubility of the compound C22H17ClN2S2, commonly known as 2-[4-(2-chlorophenyl)-1,3-dithiolan-2-ylidene]-2-imidazol-1-yl-acetonitrile, can be characterized as moderate to low in various solvents. Several factors influence its solubility:

  • Polarity: The presence of polar functional groups, such as the imidazole and acetonitrile moieties, contributes to moderate solubility in polar solvents like dimethyl sulfoxide (DMSO) and methanol.
  • Chlorine Substitution: The chlorine atom in the phenyl group increases the compound's lipophilicity, which can influence its solubility in non-polar solvents, making it less soluble in them.
  • Intermolecular Interactions: Potential hydrogen bonding and π-π stacking interactions may also affect how well the compound dissolves in different environments.

In general, it can be summarized that:

  1. Moderate solubility in polar organic solvents.
  2. Low solubility in non-polar solvents.
  3. Overall, its solubility will vary significantly depending on the solvent's characteristics.

Such solubility properties make this compound interesting for applications in organic synthesis and materials science.

Interesting facts

Interesting Facts about 2-[4-(2-chlorophenyl)-1,3-dithiolan-2-ylidene]-2-imidazol-1-yl-acetonitrile

This unique compound, with an intriguing structure, possesses several noteworthy features that capture the interest of chemists. Here are some interesting facts:

  • Diverse Applications: Compounds with imidazole rings are known for their diverse biological activities. This particular compound's structure hints at potential applications in pharmaceuticals, particularly as a lead in drug design.
  • Dual Functionality: The presence of the dithiolan moiety suggests that it might exhibit unique properties, possibly functioning as a ligand in coordination chemistry or showing reactivity in organic synthesis.
  • Chlorophenyl Group: The incorporation of a chlorophenyl group not only increases the compound's lipophilicity but may also enhance its biological activity due to the electronegativity of the chlorine atom, impacting interaction with biological targets.
  • Structural Complexity: The combination of dithiol and imidazole forces contributes to a complex three-dimensional structure, which can be vital for mimicking biomolecules or catalytic systems.
  • Research Potential: Compounds of this nature are often at the forefront of research, particularly in fields such as medicinal chemistry, where novel compounds can lead to the development of new therapies.

In summary, 2-[4-(2-chlorophenyl)-1,3-dithiolan-2-ylidene]-2-imidazol-1-yl-acetonitrile is a fascinating compound that serves as a promising platform for further studies and applications in both industrial and medicinal chemistry.

Synonyms
(+/-)-alpha-[(E)-4-(o-Chlorophenyl)-1,3-dithiolan-2-ylidene]imidazole-1-acetonitrile;(+/-)-alpha-[(E)-4-(o-Chlorophenyl)-1,3-dithiolan-2-ylidene]imidazole-1-acetonitrile
DTXSID30861166
BCP12076
AKOS030254401
(2Z)-[4-(2-Chlorophenyl)-1,3-dithiolan-2-ylidene](1H-imidazol-1-yl)acetonitrile
(E)-2-(4-(2-chlorophenyl)-1,3-dithiolan-2-ylidene)-2-(1H-imidazol-1-yl)acetonitrile