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Acridine Orange

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Identification
Molecular formula
C26H31N3
CAS number
6581-06-2
IUPAC name
9,9-dimethyl-10-[3-[4-(4-methylpiperazin-1-yl)-1-piperidyl]propyl]acridine
State
State

At room temperature, Acridine Orange is typically found in a solid state as a crystalline powder. Its bright color and fluorescent properties make it distinctive and easy to identify in laboratory settings.

Melting point (Celsius)
268.00
Melting point (Kelvin)
541.15
Boiling point (Celsius)
391.50
Boiling point (Kelvin)
664.65
General information
Molecular weight
393.55g/mol
Molar mass
393.5460g/mol
Density
1.2790g/cm3
Appearence

Acridine Orange is a compound that typically appears as a yellow or orange powder. It is a well-known histological stain and is often used in fluorescence microscopy. When dissolved, it can fluoresce intensely, especially when bound to cell components like DNA or RNA.

Comment on solubility

Solubility of 9,9-dimethyl-10-[3-[4-(4-methylpiperazin-1-yl)-1-piperidyl]propyl]acridine

The solubility of 9,9-dimethyl-10-[3-[4-(4-methylpiperazin-1-yl)-1-piperidyl]propyl]acridine can be influenced by various factors.

  • Polarity: This compound is moderately polar due to the presence of multiple nitrogen atoms in its structure, which can enhance its interaction with polar solvents.
  • Solvent Type: Generally, it is more soluble in polar organic solvents such as methanol and dimethyl sulfoxide (DMSO) compared to non-polar solvents like hexane.
  • Hydrogen Bonding: The presence of amine functional groups allows for potential hydrogen bonding with solvents, further increasing solubility.
  • Molecular Size: Its large and complex structure may hinder solubility in water, making it less soluble in aqueous environments.

In summary, when considering the solubility of this compound, one must take into account its chemical structure, functional groups, and the nature of the solvent used. As a general guideline, solutions are often best formed in polar organic media.

Interesting facts

Interesting Facts about 9,9-Dimethyl-10-[3-[4-(4-methylpiperazin-1-yl)-1-piperidyl]propyl]acridine

This complex compound, a derivative of acridine, has garnered attention in the fields of medicinal chemistry and pharmacology due to its intriguing structure and potential applications. Here are some notable insights:

  • Pharmacological Potential: The unique structure of this compound suggests potential activity in the treatment of various neurological disorders. Compounds with acridine moieties have shown promise as antipsychotic and antidepressant agents.
  • Structure-Activity Relationship (SAR): The incorporation of piperazine and piperidine rings within the compound plays a crucial role in enhancing its biological properties. These rings are known for their ability to interact with various neurotransmitter receptors, which can modulate neurochemical pathways.
  • Research Significance: This compound serves as a valuable lead in drug discovery, particularly for developing new therapeutics targeting central nervous system (CNS) disorders. Researchers are continuously investigating its potential effects on mood and cognition.
  • Versatile Design: The dimethyl substitution at the acridine core not only contributes to the overall lipophilicity of the compound but also affects its binding affinity to molecular targets.

As with many compounds of this complexity, the ongoing research is crucial for uncovering its full potential, and future studies will surely elaborate on its mechanisms of action and therapeutic uses.

In the world of chemistry, compounds like this exemplify the exquisite interplay of molecular architecture and biological function, reminding us of the continued importance of structural design in rational drug development.