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Acridine Orange

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Identification
Molecular formula
C17H19N3OCl
CAS number
65-61-2
IUPAC name
dimethyl-[2-(1-nitro-9-oxo-acridin-10-yl)ethyl]ammonium;chloride
State
State

At room temperature, Acridine Orange is a solid compound, existing as a fine orange to reddish-brown powder. It is most commonly encountered as a dry powder, but it can also be found in aqueous solution form, where it retains its solid properties before dissolution.

Melting point (Celsius)
267.00
Melting point (Kelvin)
540.15
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
302.76g/mol
Molar mass
302.7570g/mol
Density
1.3800g/cm3
Appearence

Acridine Orange appears as a powder that can range in color from orange to reddish-brown. The powder is typically very fine and may form clumps in high humidity conditions due to its hygroscopic nature. When dissolved in water or when in crystalline form, it exhibits bright orange fluorescence under UV light.

Comment on solubility

Solubility of Dimethyl-[2-(1-nitro-9-oxo-acridin-10-yl)ethyl]ammonium Chloride

The solubility of the compound dimethyl-[2-(1-nitro-9-oxo-acridin-10-yl)ethyl]ammonium chloride can be influenced by several factors, making it an interesting subject for analysis. Here are some aspects to consider:

  • Solvent Polarity: The solubility is typically higher in polar solvents due to the ionic nature of the chloride part.
  • Temperature Effects: Increasing the temperature generally enhances solubility for ionic compounds.
  • Electrostatic Interactions: The presence of the ammonium group can lead to strong electrostatic interactions with polar solvents, facilitating solubility.
  • pH Sensitivity: The solubility may also vary with the pH of the solution; as a quaternary ammonium salt, it generally remains soluble across a range of pH values.

In summary, while the specific solubility data for dimethyl-[2-(1-nitro-9-oxo-acridin-10-yl)ethyl]ammonium chloride may not be widely documented, its solubility characteristics can be expected to reflect typical behavior of ionic compounds in polar environments. Understanding these factors can help predict its behavior in various chemical and biological systems.

Interesting facts

Interesting Facts about Dimethyl-[2-(1-nitro-9-oxo-acridin-10-yl)ethyl]ammonium Chloride

Dimethyl-[2-(1-nitro-9-oxo-acridin-10-yl)ethyl]ammonium chloride is a fascinating compound that combines the structured complexity of ammonium compounds with the bioactivity associated with acridine derivatives. Here are some engaging insights about this compound:

  • Biological Significance: Compounds related to acridine are known for their use in several biological applications. They may exhibit antimicrobial and anticancer properties, making them valuable in medicinal chemistry research.
  • Mechanism of Action: Many acridine derivatives intercalate DNA, which can disrupt the replication and transcription processes in cancer cells. This characteristic makes them important subjects for drug development.
  • Structure-Activity Relationship: The presence of the nitro group in the compound enhances the molecular functionality, potentially increasing its reactivity and affinity for biological targets. Researchers often explore how variations in structure affect biological outcomes.
  • Transport Properties: The quaternary ammonium nature of this compound suggests it may have specific interactions in biological membranes. Understanding these interactions is key for developing better therapeutic modalities.
  • Potential Applications: Given its unique structure, this compound could serve in various fields, including drug discovery, diagnostic agents, and antibiotic research. Its versatility is an exciting aspect for chemists.

As a compound with both a charged group and a polyaromatic system, Dimethyl-[2-(1-nitro-9-oxo-acridin-10-yl)ethyl]ammonium chloride opens several avenues for research and application in chemical and biological sciences. Its exciting pharmacological properties and structural uniqueness make it a valuable subject for ongoing study.

Synonyms
C 541
24268-87-9
C-541
10-(2-(Dimethylamino)ethyl)-1-nitro-9(10H)-acridinone, monohydrochloride
RefChem:122462
1-Nitro-10-(dimethylaminoethyl)-9-acridone hydrochloride
dimethyl-[2-(1-nitro-9-oxoacridin-10-yl)ethyl]azanium;chloride
9(10H)-Acridinone, 10-(2-(dimethylamino)ethyl)-1-nitro-, monohydrochloride
9-ACRIDANONE, 10-(2-(DIMETHYLAMINO)ETHYL)-1-NITRO-, MONOHYDROCHLORIDE