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Acridine Orange

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Identification
Molecular formula
C17H19ClN3O · 2HCl
CAS number
494-38-2
IUPAC name
4-[(6-chloro-2-methoxy-acridin-9-yl)ammonio]butyl-diethyl-ammonium;dichloride
State
State

Acridine Orange is typically in a solid state at room temperature. It is available as a powder and is commonly used in laboratories for various staining purposes.

Melting point (Celsius)
268.00
Melting point (Kelvin)
541.00
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
432.77g/mol
Molar mass
432.7740g/mol
Density
1.3070g/cm3
Appearence

This compound appears as an orange powder, often used as a nucleic acid-selective fluorescent cationic dye. It tends to exhibit a distinct orange hue when viewed in solid form.

Comment on solubility

Solubility of 4-[(6-chloro-2-methoxy-acridin-9-yl)ammonio]butyl-diethyl-ammonium; dichloride

The solubility of 4-[(6-chloro-2-methoxy-acridin-9-yl)ammonio]butyl-diethyl-ammonium; dichloride is an intriguing aspect worth exploring. This compound, with its intricate structure, exhibits distinct solubility properties that can be influenced by various factors:

  • Polarity: As a quaternary ammonium salt, this compound tends to be more soluble in polar solvents, such as water or methanol, due to the presence of ionic interactions.
  • Temperature: Like many ionic compounds, solubility can increase with temperature. Higher temperatures typically provide greater solubility for salts in aqueous solutions.
  • pH level: The solubility may also be affected by the pH of the solution, as ionic compounds might exhibit different solubility in acidic versus basic environments.
  • Concentration: In saturated solutions, the solubility might be limited by the onset of crystallization, which can occur when the concentration exceeds a specific threshold.

Understanding the solubility of this compound is crucial for its application in various fields. The influence of these factors emphasizes the importance of considering environmental conditions and the nature of solvents when dealing with chemical solubility. As the quote goes, "The solvent is often as important as the solute."
Thus, for researchers and practitioners, mastering these solubility aspects can enhance their experimental designs and outcomes.

Interesting facts

Interesting Facts about 4-[(6-chloro-2-methoxy-acridin-9-yl)ammonio]butyl-diethyl-ammonium;dichloride

This unique compound is a fascinating member of the class of acridine derivatives, which are known for their interesting biological activities. Here are some noteworthy highlights:

  • Biological Significance: Numerous studies have explored the potential of acridine derivatives as anti-cancer agents. They are often investigated for their ability to intercalate DNA, which could hinder cell division and lead to apoptosis in cancer cells.
  • Chemical Versatility: The presence of both a quaternary ammonium structure and an acridine base allows this compound to engage in a variety of chemical reactions and interactions, making it a versatile candidate for medicinal chemistry.
  • Research Applications: The compound is of interest in drug development, particularly in designing agents that can target specific cellular mechanisms. It shows promise not only in oncology but also in antimicrobial applications.
  • Chlorine Substitute: The presence of chlorine in its structure is notable; chlorine atoms in organic chemistry often enhance lipophilicity, which can improve the bioavailability of the compound.

As we continue to explore the full potential of this compound, researchers are excited about its myriad applications across various fields, especially in therapeutic settings. The blend of its unique structural features may pave the way for innovative treatments and deeper understanding of cellular processes. Remember the quote, "Chemistry is the closest science to life," as we delve into the chemistry of life-enhancing compounds like this one!

Synonyms
ACRIDINE, 6-CHLORO-9-((4-(DIETHYLAMINO)BUTYL)AMINO)-2-METHOXY-, DIHYDROCHLORIDE
6286-97-1
NSC 8591
2-Chloro-7-methoxy-5-diethyl-aminobutylaminoacridine dihydrochloride
6-Chloro-9-((4-(diethylamino)butyl)amino)-2-methoxyacridine dihydrochloride
SCHEMBL15061230