Melphalan

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Identification

Molecular formula
C13H18Cl2N2O2
CAS Number
148-82-3
IUPAC Name
(2R)-2-amino-3-[4-[bis(2-chloroethyl)amino]phenyl]propanoic acid
Molecular Weight
305.20g/mol
Melting Point
(Celsius)
Boiling Point
(Celsius)
Density
1.3240g/cm3
Synonyms
13045-94-8
Interesting facts

Overview of (2R)-2-amino-3-[4-[bis(2-chloroethyl)amino]phenyl]propanoic Acid

(2R)-2-amino-3-[4-[bis(2-chloroethyl)amino]phenyl]propanoic acid, commonly known for its vital role in pharmacology, is a fascinating compound that intertwines medicinal chemistry with biological applications. This compound is a derivative of the amino acid leucine and exhibits a unique structure which contributes to its varied functions in drug development.

Interesting Facts

  • Clinical Significance: This compound is a key intermediate in the synthesis of potent anticancer agents, particularly in the realm of chemotherapy.
  • Mechanism of Action: The chlorine atoms in the side chain play a crucial role in its cytotoxic activity by initiating DNA cross-linking, thereby interfering with cancer cell proliferation.
  • Structure-Activity Relationship: The specific spatial configuration (denoted as (2R)) is vital for its efficacy, showing how stereochemistry influences biological activity.
  • Synthetic Pathways: Several synthetic approaches have been developed to produce this compound, allowing for the exploration of various analogs with enhanced therapeutic profiles.
  • Research Tool: Given its ability to selectively target cancer cells, researchers often utilize this compound as a tool in understanding cancer biology and testing new therapeutics.

This compound not only embodies the complexities of chemical synthesis but also serves as a reminder of the ongoing battle against cancer. Its study contributes to the broader understanding of how we can leverage chemical compounds to improve healthcare outcomes.

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