Thioguanine

Thioguanine is an anti-neoplastic antimetabolite used in acute leukemia treatment by inhibiting DNA and RNA synthesis in cancer cells.

Structure of Thioguanine

  • It is also known as 6-thioguanine (6-TG), is a purine analog with the following structural features:
  • Purine Base: Similar to guanine.
  • Thio Group: Contains a sulfur atom replacing the oxygen at position 6.
  • Amino Group: Contains an amino group at position 2.
  • Chemical Formula: C₅H₄N₄OS
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structure of Thioguanine

Mode of Action

  • Thioguanine acts as an antimetabolite by:
  • Incorporation into DNA and RNA: Disrupts nucleic acid synthesis and function.
  • Inhibition of Purine Synthesis Enzymes: Blocks enzymes involved in purine nucleotide synthesis.
  • Induction of Apoptosis: Causes cytotoxicity in rapidly dividing cells, particularly in leukemic cells.
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Uses

  • Acute Lymphoblastic Leukemia (ALL): Often used in combination with other chemotherapeutic agents.
  • Chronic Myeloid Leukemia (CML): As part of certain treatment regimens.
  • Inflammatory Bowel Disease (IBD): Such as Crohn’s disease and ulcerative colitis (off-label).
  • Autoimmune Disorders: Including rheumatoid arthritis (off-label).

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