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Acriflavine hydrochloride

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Identification
Molecular formula
C21H21N4Cl
CAS number
8063-24-9
IUPAC name
[4-[3-amino-6-(dimethylamino)acridin-9-yl]phenyl]-dimethyl-ammonium;chloride
State
State

At room temperature, Acriflavine hydrochloride is typically found in a solid state in the form of a powder.

Melting point (Celsius)
247.00
Melting point (Kelvin)
520.15
Boiling point (Celsius)
352.00
Boiling point (Kelvin)
625.15
General information
Molecular weight
393.91g/mol
Molar mass
393.9050g/mol
Density
1.0980g/cm3
Appearence

Acriflavine hydrochloride appears as an orange to reddish-brown powder. It is known for its vivid coloration, which makes it easily recognizable. It is often used in the form of a hydrochloride salt, which helps improve its solubility in water, where it exhibits a bright fluorescent yellow or orange coloration in solution.

Comment on solubility

Solubility Characteristics

The solubility of [4-[3-amino-6-(dimethylamino)acridin-9-yl]phenyl]-dimethyl-ammonium;chloride is intriguing, particularly given its complex structure. This compound contains a quaternary ammonium group which typically enhances its solubility in polar solvents.

Factors Influencing Solubility

Several factors can impact the solubility of this compound:

  • Polarity: The presence of polar groups such as the ammonium and chloride ions increases solubility in polar solvents like water.
  • Hydrogen bonding: Potential interactions with solvent molecules can further facilitate solubility.
  • Temperature: Typically, higher temperatures can increase the solubility of solids in liquid solvents.

General Solubility Notes

Compounds of this nature often exhibit:

  • High solubility in water, particularly if they bear a quaternary ammonium moiety.
  • Reduced solubility in non-polar solvents due to their hydrophilic characteristics.

In summary, one could expect [4-[3-amino-6-(dimethylamino)acridin-9-yl]phenyl]-dimethyl-ammonium;chloride to have a significant solubility in aqueous solutions, making it potentially useful in biomedical applications where solubility in physiological conditions is essential.

Interesting facts

Interesting Facts about 4-[3-Amino-6-(dimethylamino)acridin-9-yl]phenyl-dimethyl-ammonium Chloride

This compound, known for its intricate structure, has intrigued scientists for its potential applications and unique properties. As a quaternary ammonium compound, it plays a significant role in various fields, particularly in biochemistry and medicinal chemistry. Here are some interesting facts about this compound:

  • Fluorescent Properties: The presence of the acridine moiety suggests that this compound may exhibit fluorescent properties, making it useful in fluorescent labeling and tracking biological molecules in research.
  • Biological Significance: Compounds with amino groups, such as this one, are often involved in biological interactions, which may include DNA binding and intercalation. This could pave the way for applications in targeted drug delivery systems.
  • Potential Anticancer Activity: Acridine derivatives have been researched for their anticancer properties. The structural complexity of this compound could contribute to its efficacy in disrupting cancer cell proliferation.
  • Surface Activity: Due to the quaternary ammonium nature, this compound may have surfactant properties, enhancing its ability to interact with biological membranes or as a stabilizer in formulations.
  • Versatility in Synthesis: Chemists are often drawn to compounds like this due to their synthetic versatility. Modifications can lead to the development of new derivatives with tailored properties for specific applications.

In conclusion, 4-[3-Amino-6-(dimethylamino)acridin-9-yl]phenyl-dimethyl-ammonium chloride is not only a compound of interest due to its chemical structure but also a promising candidate for a variety of scientific applications. With ongoing research, its full potential may become more apparent.

Synonyms
3-Amino-6-dimethylamino-9-dimethylaminophenylacridine hydrochloride
Rheonine
NSC 402314
ACRIDINE, 3-AMINO-6-(DIMETHYLAMINO)-9-(p-DIMETHYLAMINOPHENYL)-, HYDROCHLORIDE
6441-75-4