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N-(2-bromophenyl)acridin-9-amine

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Identification
Molecular formula
C19H13BrN2
CAS number
37039-11-3
IUPAC name
N-(2-bromophenyl)acridin-9-amine
State
State

At room temperature, N-(2-bromophenyl)acridin-9-amine is in a solid state. It exhibits a crystalline structure with a bright yellow color typical of many aromatic amines and acridine derivatives. The solid form ensures its stability and ease of handling under normal conditions.

Melting point (Celsius)
143.50
Melting point (Kelvin)
416.65
Boiling point (Celsius)
485.00
Boiling point (Kelvin)
758.15
General information
Molecular weight
370.22g/mol
Molar mass
370.1920g/mol
Density
1.5772g/cm3
Appearence

N-(2-bromophenyl)acridin-9-amine typically appears as a yellow crystalline solid. Its form may vary depending on the method of preparation and purity, but in general, it maintains a consistent crystalline appearance.

Comment on solubility

Solubility of N-(2-bromophenyl)acridin-9-amine

N-(2-bromophenyl)acridin-9-amine exhibits a moderate profile of solubility that can vary widely depending on the solvent used. Understanding the solubility characteristics of this compound is essential for applications in various fields, such as pharmaceuticals and materials science. Here are some key points to consider:

  • Polarity: The presence of the bromine substituent and the amine group contributes to its molecular polarity, influencing its interaction with polar solvents such as water.
  • Solvent Effect: N-(2-bromophenyl)acridin-9-amine tends to be more soluble in organic solvents such as dimethyl sulfoxide (DMSO) or acetone rather than in water due to its hydrophobic nature.
  • Temperature Dependency: As with many organic compounds, solubility may increase with temperature, allowing for enhanced dissolution rates under heated conditions.
  • Applications Impact: The solubility behavior not only affects the compound's usage in synthesis processes but also its bioavailability in medicinal applications.

In summary, while N-(2-bromophenyl)acridin-9-amine may exhibit some solubility challenges in aqueous environments, its solubility can be sufficiently optimized with the right choice of solvents and conditions. Being aware of these factors is crucial for effectively employing this compound in practical applications.

Interesting facts

Interesting Facts about N-(2-bromophenyl)acridin-9-amine

N-(2-bromophenyl)acridin-9-amine is a fascinating compound that belongs to the acridine family, which is known for its diverse applications in fields such as medicinal chemistry and fluorescent probing. Here are some noteworthy points about this compound:

  • Structural Complexity: The presence of the acridine moiety combined with the bromophenyl group adds layers of structural complexity, which can lead to intriguing interactions with biological systems.
  • Potential Biological Activity: Compounds like N-(2-bromophenyl)acridin-9-amine have shown promising anticancer properties in various studies, making them a subject of interest in drug discovery.
  • Fluorescence: Acridine derivatives are often fluorescent, which means they can be used as effective markers in cellular imaging, aiding researchers in visualizing and tracking biological processes.
  • Mechanism of Action: This compound can intercalate with DNA, a mechanism that is key to its potential effectiveness as an antitumor agent. Intercalation disrupts the replication of DNA in cancer cells, thereby inhibiting their growth.
  • Research Applications: Beyond medicinal uses, N-(2-bromophenyl)acridin-9-amine may find applications in materials science, particularly in the development of organic light-emitting diodes (OLEDs) due to its electronic properties.
  • Combustion Properties: Acridine compounds often exhibit interesting photophysical and photochemical properties, which have implications in the study of light-induced reactions in various environments.

In summary, N-(2-bromophenyl)acridin-9-amine is not just a compound of chemical interest; it serves as a bridge connecting chemistry with biology and materials science, illustrating the interdisciplinary nature of modern chemical research. As investigations continue, compounds like this may hold the key to breakthroughs in cancer treatment and innovative technologies.

Synonyms
CHEMBL48714
VOKOFMHBACOOLJ-UHFFFAOYSA-N
N-(2-Bromophenyl)-9-acridinamine #
Acridin-9-yl-(2-bromo-phenyl)-amine
AKOS002710217