apaziquone
Sign in to saveAlso known as EOQUIN
Apaziquone (tentative trade name EOquin) is an indolequinone that is a bioreductive prodrug similar to the older chemotherapeutic agent mitomycin C. In hypoxic cells, such as those on the inner surface of the urinary bladder, apaziquone is converted to active metabolites by intracellular reductases. The active metabolites alkylate DNA and lead to apoptosis. This activity is preferentially expressed in neoplastic cells.
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 288.111
- Has use
- medication
Show 4 more facts
- chemical formula
- C₁₅H₁₆N₂O₄
- subject has role
- antineoplastic
- isomeric SMILES
- CN1C(=C(C2=C1C(=O)C=C(C2=O)N3CC3)CO)/C=C/CO
- canonical SMILES
- CN1C(=C(C2=C1C(=O)C=C(C2=O)N3CC3)CO)C=CCO
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Encyclopedic overview
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- References
Apaziquone (tentative trade name EOquin) is an indolequinone that is a bioreductive prodrug similar to the older chemotherapeutic agent mitomycin C. In hypoxic cells, such as those on the inner surface of the urinary bladder, apaziquone is converted to active metabolites by intracellular reductases. The active metabolites alkylate DNA and lead to apoptosis. This activity is preferentially expressed in neoplastic cells.
After administration of apaziquone directly into the urinary bladder (intravesically), the drug and its active metabolite were not detected in plasma, and there were no systemic side effects.
Excerpted from Wikipedia’s “apaziquone” article, available under the CC BY-SA 4.0 licence.