Chlorambucil

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Identification

Molecular formula
C14H19Cl2NO2
CAS Number
305-03-3
IUPAC Name
3-[bis(2-chloroethyl)amino]-4-ethyl-benzoic acid
Molecular Weight
304.21g/mol
Melting Point
(Celsius)
Boiling Point
(Celsius)
Density
1.3255g/cm3
Synonyms
BRN 2752425
Interesting facts

Interesting Facts About 3-[bis(2-chloroethyl)amino]-4-ethyl-benzoic acid

3-[bis(2-chloroethyl)amino]-4-ethyl-benzoic acid is a fascinating compound known for its significant applications in medicinal chemistry, especially in the development of anticancer agents. Here are some engaging insights about this intriguing chemical:

  • Mechanism of Action: This compound acts primarily as a DNA alkylating agent. By forming covalent bonds with DNA, it can interfere with the replication process, which is crucial in inhibiting the growth of cancer cells.
  • Historical Importance: The development of compounds like 3-[bis(2-chloroethyl)amino]-4-ethyl-benzoic acid has been essential in the evolution of cancer therapies since the mid-20th century.
  • Structure-Activity Relationship (SAR): The presence of the ethyl group and the bis(2-chloroethyl)amino moiety enhances the compound's lipophilicity, which is vital for its ability to penetrate cellular membranes and exert its pharmacological effects.
  • Drug Design: Compounds derived from this structure are often modified to improve their efficacy and reduce side effects. This highlights the importance of structural variations in drug discovery.
  • Toxicity Considerations: While effective against tumors, such compounds can also affect normal cells, leading to side effects such as nausea and bone marrow suppression, highlighting the need for careful dosing and monitoring.

In summary, 3-[bis(2-chloroethyl)amino]-4-ethyl-benzoic acid stands out not only for its chemical structure but also for its role in the ongoing fight against cancer, exemplifying the delicate balance between efficacy and safety in drug development.

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