64469-16-5

Basic information

• Product Name: 4-hydroxy-3-(2-methylbut-3-en-2-yl)naphthalene-1,2-dione
• CAS NO: 64469-16-5
• Molecular Formula: C₁₅H₁₄O₃
• Molecular Weight: 242.2699
• Mol File: 64469-16-5.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 381.4°C at 760 mmHg
• Flash Point: 198.6°C
• Density: 1.252g/cm³
• Vapor Pressure: 1.69E-06mmHg at 25°C
• Refractive Index: 1.609
• CAS DataBase Reference: 4-hydroxy-3-(2-methylbut-3-en-2-yl)naphthalene-1,2-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 4-hydroxy-3-(2-methylbut-3-en-2-yl)naphthalene-1,2-dione(64469-16-5)
• EPA Substance Registry System: 4-hydroxy-3-(2-methylbut-3-en-2-yl)naphthalene-1,2-dione(64469-16-5)

Safety Data

• Hazardous Substances Data: 64469-16-5(Hazardous Substances Data)

Upstream product

• 83-72-7 2-hydroxynaphtho-1,4-quinone 
• 870-63-3 prenyl bromide 
• 115-18-4 2-methyl-3-buten-2-ol 

Downstream Products

• 521-49-3 dunnione 

Relevant articles and documents

Synthesis, Characterization, and Antileukemic Properties of Naphthoquinone Derivatives of Lawsone

Naphthoquinones are considered privileged structures for anticancer drug molecules. The Heck reaction of 2-hydroxy-1,4-naphthoquinone (lawsone) with 1-bromo-3-methyl-2-butene offered easy access to lapachol. Several naturally occurring linear and angular heterocyclic quinoids (α-lapachone, β-lapachone, dunnione, and related analogues) were prepared from lapachol. Furthermore, we demonstrated that the synthetic naphthoquinones inhibit cell proliferation in human leukemia HL-60 cells. In particular, angular-type derivatives were found to possess moderate cytotoxicity and to elevate the levels of intracellular glutathione disulfide (GSSG). Our work highlights the significant potential of naturally occurring angular-series naphthoquinones as antileukemic agents.