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Ketoconazole

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Identification
Molecular formula
C26H28Cl4N4O4
CAS number
65277-42-1
IUPAC name
1-[bis(4-chlorophenyl)methyl]-3-[2-(2,4-dichlorophenyl)-2-[(2,4-dichlorophenyl)methoxy]ethyl]imidazol-3-ium
State
State

Ketoconazole is typically found as a solid powder at room temperature. It is insoluble in water but soluble in acids and alcohols, which are often used as solvents in pharmaceutical formulations.

Melting point (Celsius)
148.00
Melting point (Kelvin)
421.00
Boiling point (Celsius)
540.00
Boiling point (Kelvin)
813.00
General information
Molecular weight
531.45g/mol
Molar mass
531.4460g/mol
Density
1.3000g/cm3
Appearence

Ketoconazole typically appears as a white to slightly beige crystalline powder. It is tasteless and odorless, making it suitable for pharmaceutical applications.

Comment on solubility

Solubility of 1-[bis(4-chlorophenyl)methyl]-3-[2-(2,4-dichlorophenyl)-2-[(2,4-dichlorophenyl)methoxy]ethyl]imidazol-3-ium

The compound 1-[bis(4-chlorophenyl)methyl]-3-[2-(2,4-dichlorophenyl)-2-[(2,4-dichlorophenyl)methoxy]ethyl]imidazol-3-ium, with the chemical formula C26H28Cl4N4O4, presents a complex challenge when it comes to solubility due to its intricate structure and multiple chlorinated aromatic moieties. The solubility of this compound can be influenced by several factors:

  • Temperature: Increased temperature typically enhances solubility for many organic compounds.
  • Polarity: The presence of both polar (e.g., imidazolium) and non-polar (e.g., chlorophenyl) groups may lead to variable solubility in different solvents.
  • Solvent Type: This compound is likely to have better solubility in organic solvents, such as dichloromethane or ethanol, compared to aqueous environments.

It is essential to note that the degree of chlorination in the molecule adds to its hydrophobic character, potentially limiting its solubility in water. In general, compounds with extensive aromatic systems and halogen substituents often exhibit low solubility in polar solvents. Therefore, experimental evaluation is key for determining precise solubility parameters.

In summary, while 1-[bis(4-chlorophenyl)methyl]-3-[2-(2,4-dichlorophenyl)-2-[(2,4-dichlorophenyl)methoxy]ethyl]imidazol-3-ium may present unique solubility characteristics, understanding its solubility requires careful consideration of these key factors.

Interesting facts

Interesting Facts about 1-[bis(4-chlorophenyl)methyl]-3-[2-(2,4-dichlorophenyl)-2-[(2,4-dichlorophenyl)methoxy]ethyl]imidazol-3-ium

This compound is a fascinating example of a complex organic molecule that combines multiple functionalities, making it a subject of interest in both organic synthesis and medicinal chemistry. Known for its unique structure, it incorporates various aromatic rings and imidazolium groups, contributing to its intriguing properties.

Key Characteristics:

  • Multiplicity of Chlorine Substituents: The presence of four chlorine atoms within the molecular structure significantly alters both the reactivity and the electronic characteristics of this compound. Chlorination often enhances bioactivity, making chlorinated compounds prime candidates in pharmaceuticals.
  • Imidazolium Core: The imidazolium moiety is essential for many biological activities, including its role in ionic liquids and potential as an antimicrobial agent.
  • Applications in Drug Design: Compounds with similar structural features often exhibit diverse pharmacological activities, ranging from anti-inflammatory to anticancer properties.

Given its complexity, this compound presents various avenues for research, such as:

  1. Investigating the Mechanisms of Action: Understanding how this compound interacts at a molecular level with biological systems can lead to significant insights.
  2. Exploring Derivative Variants: Scientists often synthesize derivatives to modulate specific properties, such as solubility and stability, which can enhance therapeutic outcomes.

In conclusion, the study of 1-[bis(4-chlorophenyl)methyl]-3-[2-(2,4-dichlorophenyl)-2-[(2,4-dichlorophenyl)methoxy]ethyl]imidazol-3-ium not only sheds light on the influence of structural features on biological activity but also emphasizes the importance of interdisciplinary approaches in modern chemistry. As researchers delve deeper, its potential applications may hold the key to novel therapeutic strategies and innovative chemical technologies.

Synonyms
Calmidazolium
95013-41-5
Calmidazolium ion
UNII-4R9H38JAWL
CHEBI:75400
R24571
CALMIDAZOLIUM CATION
4R9H38JAWL
1-[bis(4-chlorophenyl)methyl]-3-{2-[(2,4-dichlorobenzyl)oxy]-2-(2,4-dichlorophenyl)ethyl}-1H-imidazol-3-ium
CALMIDAZOLIUM, (+/-)-
1-(Bis(4-chlorophenyl)methyl)-3-(2-(2,4-dichlorophenyl)-2-((2,4-dichlorophenyl)methoxy)ethyl)-1H-imidazolium
1H-Imidazolium, 1-(bis(4-chlorophenyl)methyl)-3-(2-(2,4-dichlorophenyl)-2-((2,4-dichlorophenyl)methoxy)ethyl)-
MLS002172477
CHEMBL1208858
1H-IMIDAZOLIUM, 3-(BIS(4-CHLOROPHENYL)METHYL)-1-(2-(2,4-DICHLOROPHENYL)-2-((2,4-DICHLOROPHENYL)METHOXY)ETHYL)-
3-(BIS(4-CHLOROPHENYL)METHYL)-1-(2-(2,4-DICHLOROPHENYL)-2-((2,4-DICHLOROPHENYL)METHOXY)ETHYL)-1H-IMIDAZOLIUM
SMR001254103
SR-01000075486
1-(bis(4-chlorophenyl)methyl)-3-(2-((2,4-dichlorobenzyl)oxy)-2-(2,4-dichlorophenyl)ethyl)-1H-imidazol-3-ium
1H-Imidazolium, 1-(bis(4-chlorophenyl)methyl)-3-(2-(2,4-dichlorophenyl)-2-((2,4-dichlorophenyl)methoxy)ethyl)-, chloride
Probes1_000251
Probes2_000292
Lopac0_000272
methoxy]ethyl]-1H-imidazolium
cid_644274
SCHEMBL8224791
CHEMBL1229168
BDBM76238
DTXSID30915173
BDBM50323389
HSCI1_000319
CCG-204367
NCGC00015233-02
NCGC00015233-03
NCGC00015233-04
NCGC00015233-08
NCGC00162113-01
NCGC00167775-01
1-[bis(4-chlorophenyl)methyl]-3-[2-(2,4-dichlorophenyl)-2-[(2,4-dichlorophenyl)methoxy]ethyl]imidazol-3-ium
SR-01000075486-7
SR-01000075486-8
BRD-A26199074-003-01-2
Q27145276
3-[bis(4-chlorophenyl)methyl]-1-[2-(2,4-dichlorophenyl)-2-[(2,4-dichlorophenyl)
1-[bis(4-chlorophenyl)methyl]-3-[2-(2,4-dichlorobenzyl)oxy-2-(2,4-dichlorophenyl)ethyl]imidazol-3-ium;chloride
1-[Bis(4-chlorophenyl)methyl]-3-{2-(2,4-dichlorophenyl)-2-[(2,4-dichlorophenyl)methoxy]ethyl}-1H-imidazol-3-ium