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Mitoxantrone Hydrochloride

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Identification
Molecular formula
C22H28ClN5O4 • HCl
CAS number
70476-82-3
IUPAC name
ethyl 4-[2,4-diamino-6-[3-[2-chloroethyl(ethyl)amino]propylamino]pyrimidin-5-yl]azobenzoate;hydrochloride
State
State
Solid at room temperature; often found in pharmaceutical formulations for medical use.
Melting point (Celsius)
210.00
Melting point (Kelvin)
483.15
Boiling point (Celsius)
300.00
Boiling point (Kelvin)
573.00
General information
Molecular weight
517.43g/mol
Molar mass
517.4290g/mol
Density
2.6450g/cm3
Appearence

Mitoxantrone Hydrochloride appears as a dark blue crystalline solid. It is often provided as a lyophilized powder for pharmaceutical formulations.

Comment on solubility

Solubility of Ethyl 4-[2,4-Diamino-6-[3-[2-Chloroethyl(ethyl)amino]propylamino]pyrimidin-5-yl]azobenzoate; Hydrochloride

The solubility of ethyl 4-[2,4-diamino-6-[3-[2-chloroethyl(ethyl)amino]propylamino]pyrimidin-5-yl]azobenzoate; hydrochloride in various solvents demonstrates a complex behavior, primarily due to its organic and ionic characteristics.

Key Points About Solubility:

  • Polar Solvents: Being a hydrochloride salt, it is generally soluble in polar solvents such as water. The presence of ionic groups enhances this solubility.
  • Non-Polar Solvents: The solubility in non-polar solvents may be limited due to the compound's polarity.
  • pH Dependency: Changes in pH can affect solubility. The ionization of nitrogen-containing groups can impact how readily the compound dissolves.
  • Temperature Effects: Increased temperature typically enhances solubility for solid compounds; however, specific interactions must be considered.
  • Practical Considerations: When formulating with this compound, it is essential to assess the solubility in the context of the intended application, as precipitation may occur under different conditions.

In summary, the solubility of this compound is influenced by its ionic nature, the solvent's polarity, and surrounding environmental conditions. Understanding these parameters is essential for effective application and formulation strategies.

Interesting facts

Interesting Facts about Ethyl 4-[2,4-Diamino-6-[3-[2-Chloroethyl(ethyl)amino]propylamino]pyrimidin-5-yl]azobenzoate; Hydrochloride

The compound ethyl 4-[2,4-diamino-6-[3-[2-chloroethyl(ethyl)amino]propylamino]pyrimidin-5-yl]azobenzoate; hydrochloride is an intriguing substance that has garnered attention in the field of medicinal chemistry.

Significance in Medicine

  • Anticancer Activity: This compound exhibits potential anticancer properties, making it a subject of research for developing new cancer therapeutics.
  • Mechanism of Action: Modifications in the pyrimidine structure allow it to interfere with tumor cell proliferation, targeting crucial pathways involved in cancer growth.
  • Structure-Activity Relationship: The presence of the azobenzoate moiety adds to its bioactivity, showcasing the importance of chemical structure in enhancing therapeutic effectiveness.

Chemical Versatility

One notable aspect of this compound is its ability to be part of a larger family of synthetic maleimide derivatives. The ability to make subtle changes in its molecular configuration opens up avenues for:

  • Designing more potent analogs
  • Studying interactions with biological targets such as enzymes and receptors
  • Refining its efficacy and safety profiles for therapeutic use.

Applications Beyond Cancer Treatment

Research is exploring its potential in various fields, including:

  • Drug Delivery: Its unique structure may allow for targeted drug delivery systems, improving the specificity of treatments.
  • Diagnostics: Compounds like this can be used in imaging techniques to help diagnose certain types of tumors.

In summary, ethyl 4-[2,4-diamino-6-[3-[2-chloroethyl(ethyl)amino]propylamino]pyrimidin-5-yl]azobenzoate; hydrochloride exemplifies the wonders of synthetic chemistry and its potential to contribute to modern medicine, highlighting the continuous pursuit of innovative solutions in the fight against disease.

Synonyms
19565-14-1
Benzoic acid, p-((2,4-diamino-6-((3-((2-chloroethyl)ethylamino)propyl)amino)-5-pyrimidinyl)azo)-, ethyl ester, hydrochloride, hydrate (2:2:3)