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Acriflavine

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Identification
Molecular formula
C17H19ClN4O2
CAS number
8018-12-6
IUPAC name
dimethyl-[3-(1-nitro-9-oxo-acridin-10-yl)propyl]ammonium;chloride
State
State

At room temperature, acriflavine is typically a solid due to its high melting point. It is provided usually in crystalline or powdered form, which may contribute to its utility in laboratory and clinical settings.

Melting point (Celsius)
248.00
Melting point (Kelvin)
521.15
Boiling point (Celsius)
400.00
Boiling point (Kelvin)
673.15
General information
Molecular weight
393.86g/mol
Molar mass
393.8600g/mol
Density
1.4200g/cm3
Appearence

Acriflavine appears as an orange or brownish-red powder or as a brick-red crystalline solid. It is often used in its hydrochloride salt form, revealing a reddish-brown color and is known to exhibit a yellow fluorescence when dissolved in water.

Comment on solubility

Solubility of Dimethyl-[3-(1-nitro-9-oxo-acridin-10-yl)propyl]ammonium Chloride

The solubility of dimethyl-[3-(1-nitro-9-oxo-acridin-10-yl)propyl]ammonium chloride (often referred to simply as the acridin-derived compound) is influenced by various factors related to its unique chemical structure. This compound is a quaternary ammonium salt, and the presence of the chloride ion plays a significant role in its solubility characteristics.

Key Points on Solubility:

  • Polar Nature: The ammonium part of the compound increases its polarity, aiding solubility in polar solvents such as water.
  • Hydration: The dissolution process involves hydration of the cationic dimethylammonium group, effectively leading to increased solubility in aqueous environments.
  • Solvent Effects: It generally exhibits higher solubility in polar protic solvents compared to non-polar solvents due to ionic interactions, which are favored in more polar media.

In practical terms, solubility can also be affected by:

  • Temperature: Increased temperatures may enhance solubility by providing energy to overcome lattice forces.
  • pH: Given the basic nature of ammonium ions, pH levels can influence the compound’s behavior in solution.
  • Concentration: Higher concentrations of ions can lead to saturation, impacting solubility dynamics.

In summary, while this compound demonstrates favorable solubility in water due to its ionic nature and polar characteristics, the actual solubility can vary based on external conditions such as temperature and solvent type. Understanding these factors is essential for applications in fields such as pharmaceuticals and materials science.

Interesting facts

Interesting Facts about Dimethyl-[3-(1-nitro-9-oxo-acridin-10-yl)propyl]ammonium Chloride

Dimethyl-[3-(1-nitro-9-oxo-acridin-10-yl)propyl]ammonium chloride is a fascinating compound that straddles the realms of organic chemistry and medicinal applications. Its structural complexity and notable functional groups make it significant in various research fields.

Key Highlights:

  • Unique Structure: The compound features an acridine moiety, which is well known for its biological activity, including antimalarial and antitumor properties.
  • Nitro Group: The presence of the nitro group on the acridine ring is crucial as it can enhance the reactivity and biological properties of the compound.
  • Ammonium Salt: As a quaternary ammonium salt, this compound can exhibit interesting properties such as surfactant-like behavior and increased solubility in various solvents.
  • Potential Applications: Its unique chemical features make it a candidate for further exploration in drug development, especially within the realms of anti-cancer and anti-infective agents.
  • Research Interest: Compounds like this often attract attention in the pharmaceutical field for their potential to overcome the limitations of current therapies.

In research laboratories, compounds such as dimethyl-[3-(1-nitro-9-oxo-acridin-10-yl)propyl]ammonium chloride are often synthesized to explore their biological activity and mechanism of action. As chemists delve deeper into the potential of this compound, they express enthusiasm about its possibilities:

"Understanding the interactions and effects of such unique compounds can lead to breakthroughs in treating diseases that currently lack effective therapies."

Overall, this compound serves as a prime example of how intricate organic molecules can open doors to innovative therapeutic applications and inspire ongoing scientific inquiry.

Synonyms
DTXSID90947096
10-(3-(Dimethylamino)propyl)-1-nitroacridin-9(10H)-one--hydrogen chloride (1/1)
RefChem:1057199
DTXCID301375362
9-ACRIDANONE, 10-(3-(DIMETHYLAMINO)PROPYL)-1-NITRO-, HYDROCHLORIDE
24268-89-1
dimethyl-[3-(1-nitro-9-oxoacridin-10-yl)propyl]azanium;chloride
1-Nitro-10-(3-dimethylaminopropyl)-acridone hydrochloride
C-492
1-Nitro-14-(dimethylaminopropyl)-acridone hydrochloride
1-Nitro-10-(3-dimethylaminopropyl)-acridon hydrochloride
10-(3-(Dimethylamino)propyl)-1-nitro-9-acridanone hydrochloride
9(10H)-Acridinone, 10-(3-(dimethylamino)propyl)-1-nitro-, monohydrochloride