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Amsacrine

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Identification
Molecular formula
C21H19Cl2N3O
CAS number
51264-14-3
IUPAC name
N',N'-bis(2-chloroethyl)-N-(6-chloro-2-methoxy-acridin-9-yl)ethane-1,2-diamine
State
State

Amsacrine is typically found as a solid at room temperature. It is often administered in its dissolved form for medical applications.

Melting point (Celsius)
272.00
Melting point (Kelvin)
545.15
Boiling point (Celsius)
654.00
Boiling point (Kelvin)
927.15
General information
Molecular weight
393.82g/mol
Molar mass
393.8190g/mol
Density
1.4100g/cm3
Appearence

Amsacrine appears as yellow crystalline powder. It is used as an antineoplastic agent.

Comment on solubility

Solubility of N',N'-bis(2-chloroethyl)-N-(6-chloro-2-methoxy-acridin-9-yl)ethane-1,2-diamine

The solubility of N',N'-bis(2-chloroethyl)-N-(6-chloro-2-methoxy-acridin-9-yl)ethane-1,2-diamine in various solvents can be quite intricate due to its complex structure. Here are some key points to consider:

  • Polarity: The compound contains both hydrophobic and hydrophilic regions, suggesting that it may exhibit moderate solubility in polar solvents like water while being more soluble in non-polar solvents.
  • Solvent Compatibility: Common solvents that might dissolve this compound include dimethyl sulfoxide (DMSO) and dimethylformamide (DMF), which are known to solubilize complex organic compounds.
  • Temperature Dependence: The solubility may also increase with temperature, making it crucial to consider temperature when attempting to dissolve this compound effectively.

Additionally, it's essential to note that the presence of chlorine atoms in the structure can influence intermolecular interactions, potentially affecting solubility properties. In summary, while the solubility profile of this compound can be assessed, specific experimental methods may be required for precise characterization.

Interesting facts

Interesting Facts about N',N'-bis(2-chloroethyl)-N-(6-chloro-2-methoxy-acridin-9-yl)ethane-1,2-diamine

N',N'-bis(2-chloroethyl)-N-(6-chloro-2-methoxy-acridin-9-yl)ethane-1,2-diamine is a specialized compound that presents both fascinating applications and characteristics in the field of chemical science. Here are some thought-provoking aspects of this compound:

  • Chemotherapy Agents: This compound is categorized among nitrogen mustards, which are known for their role as alkylating agents in chemotherapy. They work by interfering with DNA replication, making them effective against rapidly dividing cancer cells.
  • Structure-Activity Relationship: The unique configuration of the acridine moiety within the compound contributes to its effectiveness. The acridine structure is known for its ability to intercalate into DNA, enabling the compound to disrupt the integrity of DNA strands in cancer cells.
  • Medicinal Chemistry: With ongoing research, compounds like this one are often evaluated for modifications that may enhance their therapeutic profile while reducing side effects commonly associated with traditional chemotherapy.
  • Toxicity and Safety: The use of chlorinated hydrocarbons in some compounds raises concerns regarding their toxicity and stability. Understanding these aspects is crucial in drug design and handling practices.
  • Historical Significance: The development of agents like this one has historical significance, as they emerged during the mid-20th century amid the increasing need for effective cancer therapies, shaping modern oncology.

As scientists and researchers explore the potential of compounds like N',N'-bis(2-chloroethyl)-N-(6-chloro-2-methoxy-acridin-9-yl)ethane-1,2-diamine, they continue to evolve our understanding of chemotherapeutic strategies. The ongoing research aims not only to improve treatment outcomes but also to minimize adverse reactions, which has been a significant hurdle in cancer treatment. As noted by one prominent chemist, "Every new compound presents an opportunity to learn and innovate in our fight against diseases."