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Chlorphenamidine

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Identification
Molecular formula
C10H14Cl2NO
CAS number
37457-84-2
IUPAC name
bis(2-chloroethyl)-[(3-chloro-4-methoxy-phenyl)methyl]ammonium;chloride
State
State

At room temperature, Chlorphenamidine is typically in a crystalline solid state.

Melting point (Celsius)
153.50
Melting point (Kelvin)
426.60
Boiling point (Celsius)
202.50
Boiling point (Kelvin)
475.60
General information
Molecular weight
292.17g/mol
Molar mass
292.1660g/mol
Density
1.1775g/cm3
Appearence

Chlorphenamidine appears as a white crystalline powder.

Comment on solubility

Solubility of bis(2-chloroethyl)-[(3-chloro-4-methoxy-phenyl)methyl]ammonium;chloride

The solubility of bis(2-chloroethyl)-[(3-chloro-4-methoxy-phenyl)methyl]ammonium;chloride in various solvents can be intriguing due to its complex structure. Generally, the solubility of ammonium salts like this compound tends to exhibit some unique characteristics:

  • Water Solubility: The presence of the ammonium group suggests that this compound is likely to be soluble in water. However, the additional chloroethyl and methoxy substituents may affect the degree of solubility.
  • Organic Solvents: Solubility in organic solvents such as ethanol, methanol, or dimethyl sulfoxide (DMSO) can be significant, influenced by the hydrophobic nature of the aromatic ring and alkyl groups.
  • pH Considerations: The ionic nature of the compound may be affected by pH changes, potentially altering its solubility profile when in solution.

It is essential to consider the intermolecular interactions at play, as factors like temperature, solute concentration, and the nature of the solvent can dramatically influence how well this compound dissolves. Thus, while the solubility may be generally favorable in polar solvents, a detailed analysis under specific conditions would yield the most accurate understanding.

Interesting facts

Interesting Facts about Bis(2-chloroethyl)-[(3-chloro-4-methoxy-phenyl)methyl]ammonium; Chloride

Bis(2-chloroethyl)-[(3-chloro-4-methoxy-phenyl)methyl]ammonium; chloride is a fascinating compound with several noteworthy attributes that highlight its significance in the field of chemistry.

1. Structure and Functionality

This compound features a distinctive structure characterized by the presence of multiple functional groups, including:

  • Chloroethyl groups: These contribute to the compound's reactivity and potential applications in medicinal chemistry.
  • Methoxy group: The methoxy group enhances the compound's pharmacological properties, making it an interesting candidate for drug design.

2. Pharmaceutical Applications

Compounds of this nature are often explored for their potential therapeutic effects. Researchers are particularly interested in:

  • Their role as alkylating agents that can target specific biological pathways.
  • Their capacity to act as anti-cancer agents, which has been the focus of several studies.

3. Mechanism of Action

The unique configuration of the bis(2-chloroethyl) moiety plays a critical role in its mechanism of action. Notably, these compounds can:

  • Form covalent bonds with DNA, disrupting replication and repair processes, which is particularly important in cancer treatment.
  • Induce apoptosis in rapidly dividing cells, further underpinning their utility in oncology.

4. Synthesis and Preparation

The synthesis of this compound involves intricate multi-step reactions that require:

  • Careful handling of chlorinated reagents due to their associated hazards.
  • Specific conditions to ensure the preservation of functional groups and yield high purity products.

5. A Chemical with History

Compounds related to bis(2-chloroethyl)-[(3-chloro-4-methoxy-phenyl)methyl]ammonium have historical significance, notably as they paved the way for:

  • The development of chemotherapeutic agents in the mid-20th century.
  • A better understanding of chemical compounds that influence biological systems, inspiring new research avenues.

In summary, bis(2-chloroethyl)-[(3-chloro-4-methoxy-phenyl)methyl]ammonium; chloride stands out not only for its unique chemical structure but also for its potential impact in medical applications and the pharmaceutical industry. As research progresses, the full scope of its uses in science may become even more pronounced!

Synonyms
N,N-Bis(2-chloroethyl)-3-chloro-4-methoxybenzylamine hydrochloride
23426-14-4
4-Methoxy-5-chlorobenzyl-bis-(beta-chloroethyl) amine hydrochloride
BENZYLAMINE, N,N-BIS(2-CHLOROETHYL)-3-CHLORO-4-METHOXY-, HYDROCHLORIDE
bis(2-chloroethyl)-[(3-chloro-4-methoxyphenyl)methyl]azanium;chloride