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Acridinium Orange

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Identification
Molecular formula
C23H22Cl2N4O2
CAS number
14269-85-7
IUPAC name
dimethyl-[3-[(2-nitroacridin-9-yl)ammonio]propyl]ammonium;dichloride
State
State

At room temperature, Acridinium Orange is typically in a solid state.

Melting point (Celsius)
231.00
Melting point (Kelvin)
504.15
Boiling point (Celsius)
350.00
Boiling point (Kelvin)
623.15
General information
Molecular weight
461.36g/mol
Molar mass
360.1800g/mol
Density
1.3200g/cm3
Appearence

Acridinium Orange typically appears as an orange to red powder with no distinct aroma.

Comment on solubility

Solubility of Dimethyl-[3-[(2-nitroacridin-9-yl)ammonio]propyl]ammonium; Dichloride

The solubility of dimethyl-[3-[(2-nitroacridin-9-yl)ammonio]propyl]ammonium; dichloride can be quite complex due to its structural characteristics and the presence of both hydrophilic and hydrophobic moieties. Here are some key considerations:

  • Polarity: The compound contains quaternary ammonium groups, which generally enhances solubility in polar solvents such as water.
  • Presence of Nitro Group: The nitro group may increase the overall polarity of the molecule, potentially affecting its interaction with solvent molecules.
  • Chain Length: The propyl chain may contribute to hydrophobic character, which might limit solubility in highly polar solvents.
  • Counterion Influence: The presence of dichloride ions can also affect solubility; ionic compounds typically exhibit higher solubility in polar solvents due to ion-dipole interactions.

In summary, while dimethyl-[3-[(2-nitroacridin-9-yl)ammonio]propyl]ammonium; dichloride is expected to have reasonable solubility in water due to its ionic nature, the balance between hydrophilic and hydrophobic components suggests that its solubility may vary based on environmental conditions. Understanding these interactions is crucial for applications in biological and chemical systems.

Interesting facts

Exploring Dimethyl-[3-[(2-nitroacridin-9-yl)ammonio]propyl]ammonium Dichloride

Dimethyl-[3-[(2-nitroacridin-9-yl)ammonio]propyl]ammonium dichloride is a fascinating compound that combines intriguing features of both organic chemistry and pharmacology. Here are some interesting facts that enlighten its significance:

  • Dual Functionality: This compound exhibits properties typical of both ammonium compounds and azo dyes, provided by its acridine structure. It can thus be of interest in multiple research applications, ranging from dye synthesis to biological investigations.
  • Anticancer Potential: The presence of the 2-nitroacridin-9-yl moiety suggests potential applications in anticancer therapies. Acridine derivatives have been studied for their ability to intercalate into DNA, potentially interrupting the replication of cancer cells.
  • Ion Pair Behavior: Being a quaternary ammonium salt, it can exhibit unique ion pair interactions when dissolved. This can influence its behavior in biological systems, especially in targeting cell membranes.
  • Research Interest: Due to its complex structure and potential applications, this compound is attracting attention in the fields of medicinal chemistry, material science, and molecular biology.
  • Synthetic Pathways: The synthesis of this compound can involve a variety of chemical reactions, including nucleophilic substitutions and amination processes, making it an attractive subject for students studying synthetic organic chemistry.

In summary, Dimethyl-[3-[(2-nitroacridin-9-yl)ammonio]propyl]ammonium dichloride represents a unique intersection of chemical functionality and potential therapeutic application. This compound opens avenues for further research and exploration in both fundamental and applied chemistry, reinforcing the continual importance of understanding complex molecular interactions.

Synonyms
ACRIDINE, 9-((3-(DIMETHYLAMINO)PROPYL)AMINO)-2-NITRO-, DIHYDROCHLORIDE
6237-23-6
dimethyl-[3-[(2-nitroacridin-9-yl)azaniumyl]propyl]azanium;dichloride
C 264 dihydrochloride
2-Nitro-9-(3'-dimethylaminopropylamino)acridine dihydrochloride
1,3-Propanediamine, N,N-dimethyl-N'-(2-nitro-9-acridinyl)-, dihydrochloride