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Dacarbazine

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Identification
Molecular formula
C6H10Cl2N6O
CAS number
4342-03-4
IUPAC name
4-[bis(2-chloroethyl)aminoazo]-4H-imidazole-5-carboxamide
State
State

At room temperature, Dacarbazine is in a solid state, typically available as a crystalline powder. Due to its medical applications, it is usually handled in specially controlled environments to ensure purity and stability before it is administered to patients in a reconstituted form.

Melting point (Celsius)
190.00
Melting point (Kelvin)
463.15
Boiling point (Celsius)
440.00
Boiling point (Kelvin)
713.15
General information
Molecular weight
336.22g/mol
Molar mass
336.2180g/mol
Density
1.5030g/cm3
Appearence

Dacarbazine (4-[bis(2-chloroethyl)aminoazo]-4H-imidazole-5-carboxamide) is an orange-yellow crystalline powder. It is known for its vibrant color, indicative of its azo compound nature. This compound is often encountered as a lyophilized powder which is reconstituted for intravenous administration in medical settings.

Comment on solubility

Solubility of 4-[bis(2-chloroethyl)aminoazo]-4H-imidazole-5-carboxamide

The solubility of 4-[bis(2-chloroethyl)aminoazo]-4H-imidazole-5-carboxamide is an important characteristic that can significantly affect its behavior in biological and chemical systems. Here are some key points to consider regarding its solubility:

  • Polarity: The presence of both amino and carboxamide functional groups suggests that the compound may exhibit polar characteristics, which could enhance its solubility in polar solvents, such as water.
  • Solvent Interaction: Due to its structural motifs, this compound might be soluble in organic solvents like dimethyl sulfoxide (DMSO) and dimethylformamide (DMF), which can effectively solvate polar and non-polar functional groups.
  • pH Dependence: The solubility may also be influenced by the pH of the solution. In acidic or basic conditions, the ionization of the amino or carboxamide groups can alter solubility.
  • Hydrophobicity: The two chloroethyl groups introduce a degree of hydrophobic character, which may limit solubility in highly polar solvents.

In conclusion, the solubility profile of 4-[bis(2-chloroethyl)aminoazo]-4H-imidazole-5-carboxamide is intricately linked to its functional groups and the nature of the solvent used. Further experimental studies would be valuable to quantitatively determine its solubility across various conditions, allowing a better understanding of its application potential.

Interesting facts

Interesting Facts about 4-[bis(2-chloroethyl)aminoazo]-4H-imidazole-5-carboxamide

4-[bis(2-chloroethyl)aminoazo]-4H-imidazole-5-carboxamide is a fascinating compound with several noteworthy characteristics and implications in both research and application. Here are some engaging facts:

  • Anticancer Potential: This compound belongs to a class of compounds known for their potential as anticancer agents. Its mechanism often involves interacting with DNA, which can lead to cancer cell apoptosis.
  • Structure-Activity Relationship: The unique structure of this compound allows for various modifications and tweaks that can enhance its biological activity. Researchers continually explore the structure-activity relationship (SAR) to optimize efficacy.
  • Dual Functionality: With its azo group and imidazole ring, the compound possesses dual functionalities. Such duality can be exploited in designing targeted therapies or multifunctional drugs.
  • Historical Context: Azo compounds have a rich history in synthetic dye production and later transitioned to medicinal chemistry, showcasing their versatility across fields.
  • Toxicity Considerations: The presence of chloroethyl groups raises importance regarding the compound's toxicity. Understanding and mitigating these effects are crucial for any therapeutic applications.
  • Research Tools: This compound can serve as a valuable tool in research laboratories studying cancer pathways, or for designing new drug delivery systems.

In summary, 4-[bis(2-chloroethyl)aminoazo]-4H-imidazole-5-carboxamide exemplifies the fascinating interplay of chemistry and biology, paving the way for ongoing research that could lead to significant breakthroughs in medicine.

Synonyms
IMIDAZOLE MUSTARD
5034-77-5
DTXSID001032375
4-[bis(2-chloroethyl)aminodiazenyl]-4H-imidazole-5-carboxamide