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Acriflavine

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Identification
Molecular formula
C13H11N3
CAS number
92-61-5
IUPAC name
acridine-3,9-diamine
State
State

Solid: Acriflavine is a solid at room temperature, typically handled in its powder form.

Melting point (Celsius)
263.00
Melting point (Kelvin)
536.00
Boiling point (Celsius)
550.00
Boiling point (Kelvin)
823.00
General information
Molecular weight
265.31g/mol
Molar mass
265.3080g/mol
Density
1.1878g/cm3
Appearence

Acriflavine typically appears as an orange or red-brown powder. It is an organic compound used as a dye and possesses a vividly intense color. In solution, it tends to impart a strong yellow hue.

Comment on solubility

Solubility of Acridine-3,9-diamine

Acridine-3,9-diamine is a heterocyclic organic compound known for its intriguing chemical properties. When it comes to solubility, its behavior is quite characteristic of compounds containing nitrogen and aromatic systems. The solubility of acridine-3,9-diamine can be described as follows:

  • Solvent Compatibility: It is generally more soluble in organic solvents such as ethanol and dichloromethane than in water.
  • Hydrogen Bonding: The presence of amine groups may facilitate hydrogen bonding with polar solvents, enhancing its solubility in specific organic media.
  • Hydrophobic Nature: The aromatic rings contribute to its overall hydrophobic character, which can limit solubility in aqueous solutions.
  • pH Dependence: The solubility may also vary depending on the pH of the solution; in more acidic environments, the compound may become protonated, potentially increasing its solubility in water.

In summary, while acridine-3,9-diamine exhibits a notable degree of solubility in certain organic solvents, it's worth emphasizing that its solubility in water is relatively low, making it a compound best utilized in non-aqueous environments.

Interesting facts

Interesting Facts About Acridine-3,9-Diamine

Acridine-3,9-diamine, a fascinating aromatic compound, is notable for its unique structural and chemical properties. This compound belongs to the acridine family, which is well-known for its vibrant fluorescence and distinct behavior in organic chemistry.

Key Characteristics:

  • Fluorescent Properties: Acridine derivatives, including acridine-3,9-diamine, exhibit strong fluorescence under ultraviolet light, making them valuable in various applications such as biological staining and as fluorescent probes.
  • Binding Capability: The compound's structure allows it to intercalate into DNA, which can lead to important research applications in molecular biology, especially in understanding DNA-protein interactions.
  • Pharmaceutical Relevance: Acridine compounds have been studied for their potential use as antimalarial, antibacterial, and anticancer agents. Their ability to interact with nucleic acids makes them a subject of interest in drug development.
  • Historical Significance: Acridines have been historically utilized in dyes and pigments, with their vivid colors playing a pivotal role in the textile industry.

Research and Applications:

Ongoing research into acridine-3,9-diamine explores its potential in:

  1. Developing novel therapeutic agents that target specific genetic markers.
  2. Creating efficient fluorescent markers for imaging techniques in live-cell studies.
  3. Innovating in materials science where acridine derivatives contribute to the development of organic light-emitting diodes (OLEDs).

As we delve deeper into the chemistry of compounds like acridine-3,9-diamine, we uncover layers of complexity that not only enrich our understanding of fundamental chemical interactions but also open doors to cutting-edge technologies and treatments. In the words of a renowned chemist, "The beauty of chemistry lies in its endless possibilities."

Synonyms
3,9-Acridinediamine
ACRIDINE, 3,9-DIAMINO-
CCRIS 2110
2,5-Diaminoacridine (European)
FB6AX5A48U
BRN 0171920
DTXSID00241754
5-22-11-00332 (Beilstein Handbook Reference)
3,9-Acridinediamine (9CI)
DTXCID30164245
3,9-Diaminoacridine
Acridine-3,9-diamine
951-80-4
UNII-FB6AX5A48U
6,9-Diamino-acridin-Farbstoff
CHEMBL147630
SCHEMBL4163642
AMOPBNMABDFREG-UHFFFAOYSA-N