chemical entity 2,3-dimethoxynaphthalene-1,4-dione 0 218.05791 218.208 pubmed:8393647 chebi_ontology NSC 69355 2,3-dimethoxy-1,4-naphthalenedione CHEBI:64215 2,3-dimethoxy-1,4-naphthoquinone pubmed:20803752 pubmed:8103030 InChI=1S/C12H10O4/c1-15-11-9(13)7-5-3-4-6-8(7)10(14)12(11)16-2/h3-6H,1-2H3 reaxys:2049895 patent:US5314914 DMNQ cas:6956-96-3 pubmed:19338340 patent:US4628062 C12H10O4 ZEGDFCCYTFPECB-UHFFFAOYSA-N 2,3-dimethoxy-1,4-naphthoquinone COC1=C(OC)C(=O)c2ccccc2C1=O A naphthoquinone that is 1,4-naphthoquinone bearing two methoxy substituents at positions 2 and 3. Redox-cycling agent that induces intracellular superoxide anion formation and, depending on the concentration, induces cell proliferation, apoptosis or necrosis. Used to study the role of ROS in cell toxicity, apoptosis, and necrosis.