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9-(4-Aminophenyl)acridin-3-amine

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Identification
Molecular formula
C19H15N3
CAS number
138753-67-0
IUPAC name
9-(4-aminophenyl)acridin-3-amine
State
State
Solid at room temperature
Melting point (Celsius)
246.80
Melting point (Kelvin)
519.95
Boiling point (Celsius)
547.20
Boiling point (Kelvin)
820.35
General information
Molecular weight
276.34g/mol
Molar mass
276.3300g/mol
Density
1.3100g/cm3
Appearence

9-(4-Aminophenyl)acridin-3-amine typically appears as a solid crystal when pure. It may exhibit a range of colors from yellow to orange depending on its purity and the presence of impurities. The solid is known for its strong fluorescence under ultraviolet light.

Comment on solubility

Solubility of 9-(4-aminophenyl)acridin-3-amine

The solubility of 9-(4-aminophenyl)acridin-3-amine in various solvents is an intriguing topic, as it plays a crucial role in its application and effectiveness in chemical and biological systems. This compound exhibits specific solubility properties that can be summarized as follows:

  • Polar Solvents: 9-(4-aminophenyl)acridin-3-amine shows a moderate solubility in polar solvents due to the presence of amino groups that can interact through hydrogen bonding.
  • Non-Polar Solvents: In contrast, its solubility in non-polar solvents is typically quite low, which is indicative of its structural composition that favors polar interactions.
  • pH Dependency: The solubility may also vary with changes in pH. At different pH levels, the ionization of amino groups can lead to changes in solubility behavior.

In summary, understanding the solubility characteristics of this compound is essential for enhancing its usability in synthesis and pharmaceutical formulations. As the adage goes, "Like dissolves like", thus the solvent choice is pivotal in achieving desired concentrations for experimental applications.

Interesting facts

Exploring 9-(4-Aminophenyl)acridin-3-amine

9-(4-Aminophenyl)acridin-3-amine, a fascinating compound within the acridine family, holds significant potential in various fields, particularly in medicinal chemistry. Here are some intriguing facts that highlight its importance and applications:

  • Structure and Composition: The compound features a complex aromatic system, which contributes to its unique chemical properties and behavior. The acridine skeleton combined with an amino group enhances its reactivity and solubility.
  • Medicinal Applications: Research has indicated that compounds like 9-(4-aminophenyl)acridin-3-amine exhibit anticancer properties. Their ability to intercalate DNA can disrupt cancer cell proliferation, making them a point of interest in cancer therapy.
  • Fluorescent Properties: The compound is known for its strong fluorescence, which can be harnessed in various biochemical assays. This property allows it to act as a fluorescent probe in cell imaging and other diagnostic applications.
  • Potential in Photodynamic Therapy: The compound may also be explored for use in photodynamic therapy, a treatment approach that utilizes light-activated compounds to produce cytotoxic effects on targeted cells, especially in oncology.
  • Research and Development: Ongoing studies are focused on optimizing the synthesis of this compound and similar derivatives to enhance their efficacy and reduce potential side effects in therapeutic applications.

In conclusion, 9-(4-aminophenyl)acridin-3-amine stands as a compound with multifaceted applications in science and medicine. As researchers continue to explore its capabilities, this compound could pave the way for new advancements in cancer treatment and diagnostic methods.

Synonyms
ACRIDINE, 3-AMINO-9-(p-AMINOPHENYL)-
3-Acridinamine, 9-(4-aminophenyl)-
2-Amino-5-p-aminophenylacridine (European)
J6E7UPI1X9
NSC 14216
BRN 0224676
3-Amino-9-p-aminophenylacridine
AI3-61806
NSC-14216
UNII-J6E7UPI1X9
DTXSID30197250
5-22-11-00351 (Beilstein Handbook Reference)
3-AMINO-9-(4-AMINOPHENYL)ACRIDINE
9-(4-AMINOPHENYL)-3-ACRIDINAMINE
DTXCID40119741
477-76-9
9-(4-aminophenyl)acridin-3-amine
NSC14216
SCHEMBL11454787
3-amino-9(p-aminophenyl)acridine
2-Amino-5-(p-aminophenyl)acridine
WLN: T C666 BNJ EZ IR DZ
AKOS000283039