18690-82-9

Basic information

• Product Name: 2-phenyl-3-(phenylamino)naphthalene-1,4-dione
• Synonyms: 2-phenyl-3-(phenylamino)naphthalene-1,4-dione
• CAS NO: 18690-82-9
• Molecular Weight: 325.367
• Mol File: 18690-82-9.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 2-phenyl-3-(phenylamino)naphthalene-1,4-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 2-phenyl-3-(phenylamino)naphthalene-1,4-dione(18690-82-9)
• EPA Substance Registry System: 2-phenyl-3-(phenylamino)naphthalene-1,4-dione(18690-82-9)

Safety Data

• Hazardous Substances Data: 18690-82-9(Hazardous Substances Data)

Upstream product

• 2348-77-8 2-phenyl[1,4]naphthoquinone 
• 62-53-3 aniline 
• 622-37-7 Phenyl azide 

Relevant articles and documents

t-BuOK mediated oxidative coupling amination of 1,4-naphthoquinone and related 3-indolylnaphthoquinones with amines

The transition-metal free amination of 1,4-naphthoquinone and related 3-indolylnaphthoquinones with amines, such as various (hetero)aromatic amine and aliphatic aminevia t-BuOK-mediated oxidative coupling at room temperature has been developed. This react

Synthesis, reactive oxygen species generation and copper-mediated nuclease activity profiles of 2-aryl-3-amino-1,4-naphthoquinones

Here we report a series of 2-aryl-3-amino-1,4-naphthoquinones that generated reactive oxygen species (ROS) such as superoxide and hydrogen peroxide upon incubation in pH 7.4 under ambient aerobic conditions. ROS generation from these compounds was sensitive to structural modifications at the 3-amino position and a 2-aryl substituent promoted ROS generation. A number of these compounds were found to induce DNA damage in the presence of Cu(II) without any added reducing agent. Our data suggests that 2-aryl-3-amino-1,4-naphthoquinones' propensity to produce ROS correlated well with its DNA damage inducing ability. 2-Phenyl-3-pyrrolid-1-yl-1,4-naphthoquinone (22) was found to damage DNA at 1 μM suggesting that these compounds may have therapeutic relevance in targeting cancers which over-express Cu(II).