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Amsacrine

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Identification
Molecular formula
C21H19ClN2O
CAS number
51264-14-3
IUPAC name
2-chloroethyl-[3-[(6-chloro-2-methoxy-acridin-9-yl)ammonio]propyl]ammonium;dichloride
State
State

At room temperature, amsacrine is generally found in a solid state. It is neither volatile nor readily soluble in water, which contributes to its stability under standard conditions.

Melting point (Celsius)
216.00
Melting point (Kelvin)
489.15
Boiling point (Celsius)
390.00
Boiling point (Kelvin)
663.15
General information
Molecular weight
458.82g/mol
Molar mass
458.8240g/mol
Density
1.3750g/cm3
Appearence

Amsacrine is typically a yellow to orange solid, often appearing as a crystalline powder. It is favored for its distinct color, allowing for easy recognition in a laboratory setting.

Comment on solubility

Solubility of 2-chloroethyl-[3-[(6-chloro-2-methoxy-acridin-9-yl)ammonio]propyl]ammonium;dichloride

The solubility of 2-chloroethyl-[3-[(6-chloro-2-methoxy-acridin-9-yl)ammonio]propyl]ammonium;dichloride can be intriguing due to its complex structure. Generally, compounds that contain ammonium groups tend to be soluble in water, given the ability of the ionic interactions to stabilize against solvent molecules. In the case of this specific compound, several factors influencing its solubility include:

  • Ionic Nature: The presence of dichloride suggests strong ionic characteristics, enhancing its solubility in polar solvents like water.
  • Functional Groups: The methoxy group may contribute to hydrogen bonding with water, thus increasing solubility.
  • Intramolecular Interactions: These interactions could affect how freely the molecule interacts with solvent molecules.

In terms of solubility predictions, _“Like dissolves like,”_ holds true—polar solvents tend to dissolve polar solutes. Therefore, we could anticipate that this compound would exhibit reasonable solubility in aqueous environments. However, precise quantitative solubility values could be influenced by factors such as temperature and pH.


Overall, further experimental investigation would provide the most accurate depiction of the solubility profile for 2-chloroethyl-[3-[(6-chloro-2-methoxy-acridin-9-yl)ammonio]propyl]ammonium;dichloride, especially in varying solvent conditions.

Interesting facts

Interesting Facts about 2-chloroethyl-[3-[(6-chloro-2-methoxy-acridin-9-yl)ammonio]propyl]ammonium;dichloride

This compound, with its complex structure, is a derivative of acridine, a compound known for its role in various biological activities. It features a chloroethyl group attached to a nitrogen atom, which is quite significant when considering its applications in medicinal chemistry. Here are some key highlights:

  • Biological Activity: Compounds containing acridine derivatives are often studied for their antitumor and antimicrobial properties. This particular compound may exhibit similar activities, making it a subject of interest in cancer research.
  • Synergistic Potential: Many acridine-related compounds are found to work synergistically with other treatments, enhancing their efficacy. By modifying functional groups, compounds can be tailored for improved therapeutic effects.
  • Use in Drug Development: The presence of positively charged ammonium groups can enhance the affinity of the compound for cellular membranes, potentially improving its uptake and action within cells.
  • Chlorine Atoms: The chlorine substitutions on the acridine ring may affect the compound’s reactivity and biological behavior, often contributing to the mechanism of action against various types of cancer cells.

As stated in the literature, "acridine derivatives continue to represent a significant area of interest in pharmacology, particularly in the design of new anticancer agents." This underscores the importance of understanding the chemical properties and biological implications of compounds like this one.

In summary, this compound is not merely a complex molecule but a potential catalyst for groundbreaking advancements in cancer treatment, emphasizing the beauty and utility of chemistry in medicine.

Synonyms
ICR-191A
6-Chloro-9-((3-((2-chloroethyl)amino)propyl)amino)-2-methoxyacridine dihydrochloride
9U6A4Q2BE4
CCRIS 1092
EINECS 241-129-4
NSC 169657
UNII-9U6A4Q2BE4
SAA07045
2-Methoxy-6-chloro-9-(3-(2-chloroethyl)aminopropylamino) acridine, dihydrochloride
Acridine, 6-chloro-9-(3-((2-chloroethyl)amino)propyl)amino-2-methoxy-, dihydrochloride
2-chloroethyl-[3-[(6-chloro-2-methoxyacridin-9-yl)azaniumyl]propyl]azanium;dichloride