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Acridine Orange

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Identification
Molecular formula
C17H19N3O
CAS number
65-61-2
IUPAC name
N-(2-morpholinoethyl)acridin-9-amine
State
State

It is a solid at room temperature and can be prepared in both powdered and crystalline forms. When used in solutions for biological assays, it is typically dissolved in water or solvent systems suitable for fluorescence microscopy.

Melting point (Celsius)
267.00
Melting point (Kelvin)
540.15
Boiling point (Celsius)
340.00
Boiling point (Kelvin)
613.15
General information
Molecular weight
265.34g/mol
Molar mass
265.3390g/mol
Density
0.9550g/cm3
Appearence

Acridine Orange is typically a powder that appears orange in color. As an organic compound, it is used frequently in fluorescence microscopy due to its ability to bind to nucleic acids, fluorescing green when bound to DNA and red when bound to RNA under a fluorescence microscope.

Comment on solubility

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

N-(2-morpholinoethyl)acridin-9-amine is a compound that displays interesting solubility characteristics. Understanding its solubility can provide insights into its potential applications and reactivity.

  • Polar vs. Non-Polar: The presence of the morpholino group in the structure enhances the polarity of the compound. This can aid in its solubility in polar solvents, such as water and alcohols.
  • Hydrogen Bonding: The amine functional group can participate in hydrogen bonding, which contributes positively to its solubility in aqueous environments.
  • Solvent Compatibility: While it may dissolve well in polar solvents, the solubility is expected to decrease in non-polar solvents, owing to the strong polar interactions of the molecule.
  • Temperature Influence: Solubility is also temperature-dependent. As temperature increases, the solubility of many compounds typically increases due to enhanced molecular motion.

In summary, one might summarize the solubility of N-(2-morpholinoethyl)acridin-9-amine as likely favorable in polar environments due to its structural features, which enhance its ability to interact with polar solvents. The words from the solubility rules can often be echoed: "Like dissolves like," highlighting the importance of matching the polarity of solvents to the compound being dissolved. Overall, this characteristic makes it a compound of interest for various chemical applications and formulations.

Interesting facts

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

N-(2-morpholinoethyl)acridin-9-amine is a fascinating compound that belongs to the acridine family, which is notable for its diverse applications in various fields. Here are some intriguing aspects of this compound:

  • Fluorescent Properties: Compounds in the acridine family often exhibit significant fluorescence, making them useful in imaging and labeling techniques in biological research.
  • Biomedical Applications: N-(2-morpholinoethyl)acridin-9-amine has potential applications in drug development, particularly as an anticancer agent. Its ability to intercalate DNA could help in the design of innovative therapies.
  • Structure-Activity Relationship: The unique combination of the acridine core with the morpholinoethyl side chain provides opportunities to explore structure-activity relationships (SAR), which can enhance the efficacy and specificity of the compound.
  • Research Interest: Scientists are increasingly interested in compounds like N-(2-morpholinoethyl)acridin-9-amine, leading to studies that investigate their mechanisms of action and potential side effects.
  • Versatile Synthesis: The synthesis of this compound showcases interesting organic reactions, making it a subject of study for organic chemists aiming to develop new synthetic methodologies.

Overall, N-(2-morpholinoethyl)acridin-9-amine represents a rich area of research, merging organic chemistry with potential real-world applications in medicine and biology. Its properties and the continuing exploration of acridine derivatives highlight the importance of interdisciplinary approaches in the field of chemistry.

Synonyms
9-((2-Morpholinoethyl)amino)acridine
20273-42-1
ACRIDINE, 9-((2-MORPHOLINOETHYL)AMINO)-
CHEMBL5432181
DTXSID80942393
20308-90-1
N-[2-(Morpholin-4-yl)ethyl]acridin-9(10H)-imine