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Amsacrine

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Identification
Molecular formula
C21H19Cl2N3O
CAS number
51264-14-3
IUPAC name
2-chloroethyl-[2-[(6-chloro-2-methoxy-acridin-9-yl)ammonio]ethyl]ammonium;dichloride
State
State

At room temperature, amsacrine is in a solid state, typically as a crystalline powder. Its stable aromatic structure ensures that it remains solid under standard conditions.

Melting point (Celsius)
218.00
Melting point (Kelvin)
491.15
Boiling point (Celsius)
808.00
Boiling point (Kelvin)
1 081.15
General information
Molecular weight
429.79g/mol
Molar mass
429.7870g/mol
Density
1.2800g/cm3
Appearence

Amsacrine is typically found as a yellow crystalline powder. It may also be available as an orange-yellow solid in some formulations. The compound is quite vibrant and distinct in color, which reflects its complex aromatic structure.

Comment on solubility

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

The compound 2-chloroethyl-[2-[(6-chloro-2-methoxy-acridin-9-yl)ammonio]ethyl]ammonium;dichloride (C21H19Cl2N3O) exhibits particular solubility characteristics attributed to its ionic structure and the presence of chlorides.

General Solubility Profile

  • Solvent Compatibility: This compound is likely to be soluble in polar solvents such as water and methanol due to its ammonium groups which facilitate hydrogen bonding.
  • Non-Polar Solvents: Conversely, it may show limited solubility in non-polar solvents, as the ionic nature does not interact favorably with non-polar environments.

Factors Influencing Solubility

The solubility of the compound can be influenced by several factors:

  • Temperature: Typically, increasing temperature can enhance solubility for ionic compounds.
  • pH Levels: Alterations in pH may affect the ionization state, thus impacting solubility.
  • Presence of Ions: The introduction of other ions in solution can either enhance solubility through interactions or precipitate the compound by creating a less favorable ionic environment.

In conclusion, while this compound is expected to be soluble in polar solvents, the precise solubility can vary based on external conditions, making further empirical studies essential for a comprehensive understanding.

Interesting facts

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

This compound, with its complex structure, serves as a fascinating subject in the field of medicinal chemistry. Here are some intriguing aspects:

  • Anticancer Potential: The acridine moiety in the compound is known for its role in anticancer agents, with many acridine derivatives showing promising activity against various types of cancer.
  • Mechanism of Action: Compounds similar to this one often interact with DNA, intercalating between base pairs, which can inhibit replication and transcription processes in rapidly dividing cancer cells.
  • Structure-Activity Relationship: The presence of both chloro and methoxy groups influences the compound's biological activity and stability, making it a subject of study for optimizing potential drug candidates.
  • Application in Drug Design: Understanding the chemistry and biology of this compound aids researchers in designing effective therapeutic agents in the fight against malignant diseases.
  • Complex Pharmacodynamics: With multiple functional groups, this compound may exhibit interesting pharmacological profiles, requiring intricate studies to understand its effects and bioavailability.

"The journey from synthesis to application is integral in pharmacology, and this compound emphasizes that connection."

In summary, 2-chloroethyl-[2-[(6-chloro-2-methoxy-acridin-9-yl)ammonio]ethyl]ammonium;dichloride represents a significant intersection of organic chemistry and medicinal research, showcasing how complex structures can lead to potential breakthroughs in cancer therapy.

Synonyms
ICR 171
10072-24-9
9-(2-((2-Chloroethyl)amino)ethylamino)-6-chloro-2-methoxyacridine, dihydrochloride
Quinacrine ethyl M/2
ICR-125
Acridine, 9-(2-((2-chloroethyl)amino)ethylamino)-6-chloro-2-methoxy-, dihydrochloride