5-Methoxy-2-methylnaphthalene-1,4-dione, with the CAS number 22266-99-5, is an organic compound belonging to the class of naphthoquinones. This substance features a naphthalene backbone substituted with a methoxy group and a methyl group, contributing to its unique chemical properties. It typically exhibits a yellow to orange color, characteristic of many naphthoquinones, and is known for its potential biological activities, including antioxidant properties. The presence of the methoxy group can influence its solubility and reactivity, making it more lipophilic compared to its unsubstituted counterparts. In terms of reactivity, naphthoquinones can undergo various chemical transformations, including reduction and electrophilic substitution, due to the presence of the quinone functional groups. This compound may also have applications in organic synthesis and materials science, particularly in the development of dyes and pigments. As with many organic compounds, handling should be done with care, considering potential toxicity and environmental impact.

5-methoxy-2-methylnaphthalene-1,4-dione

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5-Methoxy-2-methyl-1,4-naphthoquinone

Applications 5-Methoxy-2-methyl-1,4-naphthoquinone-d3 is an intermediate in the synthesis of Plumbagin-d3 (P627002). Plumbagin-d3 is labelled Plumbagin (P627000) which induces apoptosis in cancer cells. It also inhibits NADPH oxidase 4 in a time- and dose-dependent manner.
References Klotz, L., et al.: Molecules, 19 14902 (2014); Gupta, S., et al.: Cancer Metastasis Rev., 29, 405 (2010); Schramm, A., et al.: Vascul. Pharmacol., 56, 216 (2012)


CAS 22266-99-5: 5-methoxy-2-methylnaphthalene-1,4-dione

5-Methoxy-2-methyl-1,4-naphthoquinone

Ref: 3D-XAA26699

5-Methoxy-2-methyl-1,4-naphthoquinone

Ref: TR-M263655

5-Methoxy-2-methyl-1,4-naphthoquinone-d3

Ref: TR-M263657