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Amsacrine

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Identification
Molecular formula
C21H19ClN2O3S
CAS number
51264-14-3
IUPAC name
N4-(2-chloro-7-methoxy-acridin-9-yl)-N1,N1-diethyl-pentane-1,4-diamine;methanesulfonic acid
State
State

Amsacrine is a solid at room temperature. It is typically encountered in its crystalline powder form, making it suitable for direct application in laboratory environments or medical formulations where it is often dissolved or manipulated further for specific uses.

Melting point (Celsius)
271.50
Melting point (Kelvin)
544.70
Boiling point (Celsius)
315.00
Boiling point (Kelvin)
588.00
General information
Molecular weight
401.89g/mol
Molar mass
401.8880g/mol
Density
1.3530g/cm3
Appearence

Amsacrine typically appears as a yellow or orange crystalline powder. When in its pure form, it can exhibit a bright and distinctive hue, contributing to its characteristic appearance.

Comment on solubility

Solubility of N4-(2-chloro-7-methoxy-acridin-9-yl)-N1,N1-diethyl-pentane-1,4-diamine;methanesulfonic acid

The solubility of N4-(2-chloro-7-methoxy-acridin-9-yl)-N1,N1-diethyl-pentane-1,4-diamine;methanesulfonic acid can be influenced by various factors inherent to its complex structure. Here are some key points to consider:

  • Polarity: The presence of methanesulfonic acid indicates an ionic characteristic, which suggests the compound is likely soluble in polar solvents, such as water.
  • Hydrophobic interactions: The diethyl and acridin components contribute hydrophobic characteristics, possibly affecting solubility in non-polar solvents.
  • pH levels: The solubility may also vary with changes in pH, particularly given the acidic nature of the methanesulfonic acid part of the compound.
  • Temperature: Increased temperature may enhance solubility due to increased molecular motion and solvation dynamics.

In summary, one can anticipate that this compound exhibits moderate solubility in polar solvents due to its ionic properties, with factors such as temperature, pH, and molecular interactions playing crucial roles in determining its overall solubility profile.

Interesting facts

Interesting Facts about N4-(2-chloro-7-methoxy-acridin-9-yl)-N1,N1-diethyl-pentane-1,4-diamine; methanesulfonic acid

This compound is a fascinating example of how chemical modifications can enhance the properties of base molecules. It contains a unique combination of aromatic and aliphatic structures that lend themselves to diverse applications in various fields, particularly in medicinal chemistry.

Structural Highlights:

  • Acridine Derivative: The presence of the acridine moiety suggests potential for biological activity, especially in DNA intercalation.
  • Chloro and Methoxy Substituents: These functional groups can significantly affect reactivity and pharmacological properties, making the compound of interest in drug design.
  • Diethylamine Groups: This feature contributes to basicity and can facilitate interactions with target biomolecules.

One of the intriguing aspects of this compound is its potential as a therapeutic agent. Compounds with acridine structures have been observed to possess:

  • Anticancer properties
  • Antiviral activity
  • Antimicrobial effects

Mechanism of Action:

The unique combination of functional groups within this compound allows for:

  • Intercalation into nucleic acids
  • Inhibition of key enzymes within cellular pathways
  • Modification of cell membrane properties

“Chemistry is the bones of biology.” This quote beautifully encapsulates the significance of compounds like this one, bridging the gap between chemical structures and biological functions.

In summary, N4-(2-chloro-7-methoxy-acridin-9-yl)-N1,N1-diethyl-pentane-1,4-diamine; methanesulfonic acid exemplifies how intricate chemical design can lead to wondrous possibilities in therapeutic applications. Its structural uniqueness opens doors to new avenues for research, making it a compound of substantial interest in contemporary medicinal chemistry.

Synonyms
DTXSID40953561
NS00125452
Methanesulfonic acid--4-[(2-chloro-7-methoxyacridin-9(10H)-ylidene)amino]-N,N-diethylpentan-1-amine (2/1)