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Chlornapazine

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Identification
Molecular formula
C12H16Cl2N2O
CAS number
140-57-8
IUPAC name
N-[4-[bis(2-chloroethyl)amino]phenyl]acetamide
State
State

At room temperature, a solid crystalline compound.

Melting point (Celsius)
83.00
Melting point (Kelvin)
356.15
Boiling point (Celsius)
361.00
Boiling point (Kelvin)
634.15
General information
Molecular weight
271.19g/mol
Molar mass
271.1860g/mol
Density
1.2768g/cm3
Appearence

Chlornapazine typically appears as a white to off-white crystalline powder. It may have a slight distinctive odor.

Comment on solubility

Solubility of N-[4-[bis(2-chloroethyl)amino]phenyl]acetamide

The solubility of N-[4-[bis(2-chloroethyl)amino]phenyl]acetamide can be classified as *moderate to low* due to several factors associated with its chemical structure.

Factors influencing solubility include:

  • Polarity: The presence of the amide functional group can enhance solubility in polar solvents like water, while the chloroethyl groups may contribute to hydrophobic interactions, reducing solubility.
  • Hydrogen bonding: The ability to form hydrogen bonds can aid in solubility in polar environments.
  • Molecular weight: With a relatively high molecular weight, N-[4-[bis(2-chloroethyl)amino]phenyl]acetamide may experience decreased solubility due to steric hindrance.

In general, it is observed that:

  1. In organic solvents, solubility can significantly improve.
  2. In water, solubility may be compromised, leading to lower availability for biological or chemical processes.

In conclusion, while N-[4-[bis(2-chloroethyl)amino]phenyl]acetamide has some solubility potential depending on the solvent used, **practical applications** may require careful consideration of its solubility properties to optimize effectiveness in various environments.

Interesting facts

Interesting Facts about N-[4-[bis(2-chloroethyl)amino]phenyl]acetamide

N-[4-[bis(2-chloroethyl)amino]phenyl]acetamide, often referred to in scientific literature as an important compound in medicinal chemistry, holds several intriguing characteristics:

  • Medicinal Applications: This compound has been studied for its potential use in chemotherapy. It belongs to a class of drugs that can disrupt the growth of cancer cells.
  • Mechanism of Action: It works through the formation of DNA cross-links, a key mechanism that inhibits the replication of cancerous cells, leading to their eventual destruction.
  • Historical Significance: N-[4-[bis(2-chloroethyl)amino]phenyl]acetamide derivatives have been precursors for several approved chemotherapeutic agents, making them crucial in cancer treatment history.
  • Structural Complexity: The structural attributes, including the presence of the bis(2-chloroethyl)amino group, enhance its reactivity and binding affinity to biological targets.
  • Research Focus: Ongoing studies are exploring analogs of this compound to improve efficacy and reduce side effects associated with traditional therapies.

As noted in several studies, "the development of targeted therapies using compounds like N-[4-[bis(2-chloroethyl)amino]phenyl]acetamide represents a promising horizon in oncology."
The continuous exploration of its derivatives could lead to more potent and selective therapeutics in the fight against cancer.

Due to its significant implications in drug development and medicinal application, this compound remains a vibrant subject of research in pharmacology and organic chemistry, showcasing the fascinating intersection of chemical structure and biological function.

Synonyms
Lonin 3
N-(4-(Bis(2-chloroethyl)amino)phenyl)acetamide
N-[4-[bis(2-chloroethyl)amino]phenyl]acetamide
BRN 2131179
p-Acetylaminophenyl derivative of nitrogen mustard
27VR44RA7B
Acetyl-N-(p-aminophenyl)-nitrogen mustard
Acetamide, N-(4-(bis(2-chloroethyl)amino)phenyl)-
N-(p-Acetyl-amino-phenyl)-2,2'-dichlorodiethylamine
CHEMBL17751
DTXSID20153284
3-13-00-00167 (Beilstein Handbook Reference)
CHEMBL-17751
DTXCID1075775
Acetamide, N-(4-(bis(2-chloroethyl)amino)phenyl)-(9CI)
1215-16-3
4'-(Bis(2-chloroethyl)amino)acetanilide
ACETANILIDE, 4'-(BIS(2-CHLOROETHYL)AMINO)-
UNII-27VR44RA7B
SCHEMBL3498757
Acetamide, N-(4-(bis(2-chloroethyl)amino)phenyl)- (9CI)