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Acridine Orange

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Identification
Molecular formula
C17H19N3O
CAS number
65-61-2
IUPAC name
3-[(10-hydroxy-1-nitro-acridin-9-ylidene)amino]-N,N-dimethyl-propan-1-amine
State
State

At room temperature, Acridine Orange is typically in a solid state, often found in the form of a powder or crystalline solid.

Melting point (Celsius)
267.00
Melting point (Kelvin)
540.00
Boiling point (Celsius)
710.00
Boiling point (Kelvin)
983.00
General information
Molecular weight
301.35g/mol
Molar mass
301.3540g/mol
Density
1.3800g/cm3
Appearence

Acridine Orange is usually encountered as a red-orange powder or solid. In solution, it appears as a bright green or orange fluorescent dye, depending on the pH and other factors.

Comment on solubility

Solubility of 3-[(10-hydroxy-1-nitro-acridin-9-ylidene)amino]-N,N-dimethyl-propan-1-amine

The solubility of a compound is a crucial property that can significantly affect its applications and functionality. In the case of 3-[(10-hydroxy-1-nitro-acridin-9-ylidene)amino]-N,N-dimethyl-propan-1-amine, several factors determine its solubility characteristics:

  • Polarity: The presence of polar functional groups, such as the hydroxyl (–OH) and amino (–NH2) groups, enhances the molecule's ability to interact with polar solvents like water.
  • Hydrogen Bonding: This compound can engage in hydrogen bonding due to its –OH and –NH functionalities, which can improve solubility in polar solvents.
  • Molecular Weight: The overall molecular weight may impact solubility; lighter molecules typically have better solubility compared to heavier counterparts.
  • pH Influence: Solubility can be pH-dependent, with certain amines exhibiting increased solubility in acidic solutions due to protonation.

It is essential to note that while the above factors can predict solubility trends, empirical data may be necessary to ascertain the exact solubility behavior of this specific compound. As a general rule, “like dissolves like,” meaning that compounds will more readily dissolve in solvents with similar polarity.

For practical applications, understanding the solubility of 3-[(10-hydroxy-1-nitro-acridin-9-ylidene)amino]-N,N-dimethyl-propan-1-amine is vital as it influences formulation development, biological activity, and the transport of this compound in various environments.

Interesting facts

Interesting Facts about 3-[(10-hydroxy-1-nitro-acridin-9-ylidene)amino]-N,N-dimethyl-propan-1-amine

This compound, known for its unique structure, falls into the category of nitro-acridine derivatives, which have garnered significant interest in both academic and pharmaceutical research. Here are some intriguing aspects of this fascinating molecule:

  • Biological Activity: Nitro-acridine compounds are often studied for their potential anti-cancer properties. The incorporation of a nitro group can enhance the activity of the compound against various types of cancer cells.
  • Structure-Activity Relationship: The complex structure of this compound allows for diverse interactions within biological systems. The 10-hydroxy group plays a crucial role in solubility and reactivity, potentially influencing the pharmacokinetics of the drug.
  • Innovative Drug Design: Chemists utilize such intricate structures in drug design to optimize therapeutic effects while minimizing side effects. The dual functionality of the amine and acridine moieties represents a strategic approach in medicinal chemistry.
  • Research and Development: Scientists are actively investigating the implications of compounds like this in treating resistant strains of bacteria and tumors, making it a hot topic in current research.
  • Historical Context: The discovery of acridine compounds dates back to the 19th century and has evolved dramatically, leading to their use in various pharmaceuticals, including antimalarials and antitumor agents.

The study of 3-[(10-hydroxy-1-nitro-acridin-9-ylidene)amino]-N,N-dimethyl-propan-1-amine not only enhances our understanding of chemical reactivity but also opens avenues for novel therapeutic agents in modern medicine. As always, careful consideration of *structure-function relationships* is vital, as encapsulated by the quote: "Knowing the structure of a compound can often predict its function."