Monday, August 12, 2013

Mustard Gas

Medications

Thioether Causes cross linking of DNA signaling apoptosis

Mustard Gases

Fundamentals:

  • Alkylating agent
    • Stabilizes DNA-DNA leading to apoptosis
  • Toxic

LOC:

  • ?

Mechanism:

  • Intermolecular beta attack to form an episulfonium salt S(+)Cl(-)
    • Cl is a good leaving group
  • Sulfur epoxide is opened by a nucleophilic attack of DNA
    • Occurs bilaterally

Additional Information: