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2,9-Diaminoacridine

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Identification
Molecular formula
C13H11N3
CAS number
92-62-6
IUPAC name
acridine-2,9-diamine
State
State

At room temperature, 2,9-Diaminoacridine is found as a solid, typically in the form of crystalline powder or flakes. It has a distinctive coloration that makes it stand out among other compounds in similar experiments or applications.

Melting point (Celsius)
267.00
Melting point (Kelvin)
540.15
Boiling point (Celsius)
493.00
Boiling point (Kelvin)
766.15
General information
Molecular weight
211.26g/mol
Molar mass
211.2590g/mol
Density
1.1345g/cm3
Appearence

2,9-Diaminoacridine, also known as proflavine, generally appears as a reddish-brown or orange crystalline solid. It is noted for its intense color, which is typical of acridine derivatives, making it easily identifiable in its pure form.

Comment on solubility

Solubility of Acridine-2,9-diamine

Acridine-2,9-diamine, as a member of the acridine family, exhibits interesting solubility properties that are often influenced by its molecular structure and functional groups. The solubility of this compound can be considered in various contexts:

  • Solvent Polarity: Acridine-2,9-diamine is generally more soluble in polar solvents due to its capability to form hydrogen bonds. Common solvents include:
    • Water
    • Ethanol
    • Dimethyl sulfoxide (DMSO)
  • pH Dependency: The solubility of acridine derivatives often varies significantly with pH. In acidic conditions, protonation of the amino groups may increase its solubility, making it more soluble in aqueous solutions.
  • Temperature Influence: Increasing temperature typically enhances the solubility of organic compounds, including acridine-2,9-diamine. Therefore, one might find that solubility improves at elevated temperatures.
  • Crystallization: The tendency of acridine-2,9-diamine to crystallize can affect its apparent solubility. The more crystalline the form, the lower the solubility in a given solvent.

In conclusion, acridine-2,9-diamine showcases variable solubility depending on factors such as solvent choice, pH level, and temperature. Understanding these parameters is crucial for its practical applications in various fields.

Interesting facts

Interesting Facts About Acridine-2,9-Diamine

Acridine-2,9-diamine is a fascinating compound, renowned for its multifaceted applications in various scientific fields. Here are some captivating insights:

  • Structure and Functionality: Acridine derivatives are known for their persistent aromatic systems, which allow them to interact with nucleic acids. This makes acridine-2,9-diamine a potential candidate in the field of molecular biology.
  • Photophysical Properties: The compound exhibits unique photophysical properties, making it a subject of interest in photochemistry. It can absorb ultraviolet light, which opens doors to exciting applications in fluorescence studies.
  • Medicinal Applications: Acridine-2,9-diamine and its derivatives have shown potential as anticancer agents. Researchers are investigating how these compounds can inhibit cell proliferation and induce apoptosis in various cancer cell lines.
  • Role in Dye Chemistry: Historically, acridine derivatives have been utilized as dyes due to their vivid coloration. Their ability to bind to cellular components allows them to be used in various staining techniques in histology.
  • Progress in Research: Ongoing research is focusing on the synthesis of new acridine derivatives, which could lead to the development of more effective drugs and diagnostic tools, thereby contributing to advancements in pharmaceutical science.

In summary, acridine-2,9-diamine is not just a compound of chemical interest; it bridges the gap between chemistry and biology, showcasing the intricate connections between molecular structure and biological activity. As a chemist or student, exploring such compounds can lead to breakthroughs that could revolutionize medicine and other scientific domains.

Synonyms
2,9-Diaminoacridine
2,9-Acridinediamine
CCRIS 2109
ACRIDINE, 2,9-DIAMINO-
23043-62-1
BRN 0173190
DTXSID80177603
4-22-00-06503 (Beilstein Handbook Reference)
RefChem:317060
2,9-Acridinediamine (9CI)
DTXCID00100094
2,9-Diaminoacridin
SCHEMBL4154837
FCXMXTMQASDIDU-UHFFFAOYSA-N