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Itraconazole

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Identification
Molecular formula
C35H38Cl2N8O4
CAS number
84625-61-6
IUPAC name
1-[4-[[2-(2,4-dichlorophenyl)-2-(1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]-4-isopropyl-piperazine
State
State

At room temperature, itraconazole is in a solid state.

Melting point (Celsius)
166.00
Melting point (Kelvin)
439.15
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
705.65g/mol
Molar mass
705.6450g/mol
Density
1.6800g/cm3
Appearence

Itraconazole typically appears as a white or almost white crystalline powder. It is practically insoluble in water, freely soluble in dichloromethane, and sparingly soluble in alcohol.

Comment on solubility

Solubility of 1-[4-[[2-(2,4-dichlorophenyl)-2-(1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]-4-isopropyl-piperazine

The compound 1-[4-[[2-(2,4-dichlorophenyl)-2-(1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]-4-isopropyl-piperazine, with the chemical formula C35H38Cl2N8O4, presents interesting solubility characteristics. Understanding solubility is crucial as it affects the compound's reactivity, bioavailability, and overall utility in applications. Here are some key points regarding its solubility:

  • Solvent Choice: The solubility of this compound will likely be influenced by the choice of solvent, making polar solvents, such as water and ethanol, potentially more effective than non-polar options.
  • Hydrophobic Regions: With chlorinated aromatic segments, areas of hydrophobicity may cause lower solubility in aqueous environments.
  • Hydrophilic Groups: The presence of functional groups like the methoxy and piperazine moieties can enhance interaction with water molecules, potentially increasing solubility.
  • Temperature Dependence: Solubility can also vary with temperature; higher temperatures may increase solubility in some cases.
  • pH Influence: The solubility of this compound may also be affected by the pH of the solution, especially if it contains ionizable groups.

In summary, while the solubility of 1-[4-[[2-(2,4-dichlorophenyl)-2-(1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]-4-isopropyl-piperazine is likely to be moderate given its complex structure and the presence of both hydrophobic and hydrophilic components, it remains an intriguing subject for further research into optimal solubilization conditions. Understanding these aspects can significantly influence the development and application of this compound.

Interesting facts

Interesting Facts about 1-[4-[[2-(2,4-dichlorophenyl)-2-(1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]-4-isopropyl-piperazine

This compound is notable in the realm of medicinal chemistry, specifically recognized for its potential pharmacological applications. The unique structure of this molecule combines features from various chemical classes, leading to intriguing properties and functionalities. Here are some compelling points about this compound:

  • Multifunctionality: With its diverse components such as the dioxolane ring and triazole moiety, this compound showcases a multifunctional nature that can be exploited in drug discovery.
  • Potential Therapeutic Uses: Research has suggested that triazole derivatives may exhibit antifungal and antibacterial properties, which could be crucial in developing new medications to combat resistant strains of pathogens.
  • Synthetic Versatility: The presence of a piperazine ring opens pathways for further chemical modifications, enhancing this compound’s versatility in synthetic chemistry.
  • Structure-Activity Relationship (SAR): Investigating the relationship between this compound’s structure and its biological activity can yield significant insights, aiding in the design of more effective therapeutics.
  • Environmental Concerns: Considering its halogenated structure, particularly the 2,4-dichlorophenyl group, researchers must also explore the environmental impact and toxicity profiles associated with its degradation products.

In conclusion, 1-[4-[[2-(2,4-dichlorophenyl)-2-(1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]-4-isopropyl-piperazine is a fascinating compound that embodies the intersection of synthetic innovation and therapeutic potential. Its study may not only illuminate new avenues in pharmacology but also enhance our understanding of complex organic molecules in the context of medicinal chemistry.

Synonyms
Triaconazole
MLS002701820
1-(4-{[2-(2,4-dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy}phenyl)-4-isopropylpiperazine
NSC331942
NSC-331942
SCHEMBL5008913
SCHEMBL18258318
CHEBI:82979
DTXSID40860847
BLSQLHNBWJLIBQ-UHFFFAOYSA-N
SMR001565413
Q27156516
(+-)-1-{4-[cis-2-(2,4-Dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-ylmethoxy]phenyl}-4-isopropylpiperazine
1-(4-{[2-(2,4-dichlorophenyl)-2-(1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy}phenyl)-4-isopropylpiperazine
1-[4-({2-(2,4-Dichlorophenyl)-2-[(1H-1,2,4-triazol-1-yl)methyl]-1,3-dioxolan-4-yl}methoxy)phenyl]-4-(propan-2-yl)piperazine
1-[4-[[2-(2,4-dichlorophenyl)-2-(1h-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]-phenyl]-4-isopropylpiperazine