1116690-18-6

Basic information

• Product Name: 3-bromo-1-hydroxy-9,10-anthraquinone
• Synonyms: 3-bromo-1-hydroxy-9,10-anthraquinone
• CAS NO: 1116690-18-6
• Molecular Weight: 303.112
• Mol File: 1116690-18-6.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 3-bromo-1-hydroxy-9,10-anthraquinone(CAS DataBase Reference)
• NIST Chemistry Reference: 3-bromo-1-hydroxy-9,10-anthraquinone(1116690-18-6)
• EPA Substance Registry System: 3-bromo-1-hydroxy-9,10-anthraquinone(1116690-18-6)

Safety Data

• Hazardous Substances Data: 1116690-18-6(Hazardous Substances Data)

Upstream product

• 85-44-9 phthalic anhydride 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 106-41-2 4-bromo-phenol 
• 591-20-8 3-Bromophenol 
• 95-56-7 2-hydroxybromobenzene 

Relevant articles and documents

3-bromo-1-hydroxy-9,10-anthraquinone (BHAQ) inhibits growth and migration of the human breast cancer cell lines MCF-7 and MDA-MB231

Breast cancer is becoming more prominent in women today. As of now, there are no effective treatments in treating metastatic breast cancer. We have tested the cytotoxic and anti-migration effects of BHAQ, a synthesized anthraquinone, on two breast cancer cell lines, MCF-7 and MDA-MB231. Anthraquinones are an interesting class of molecules that display a wide spectrum of biological applications, including anticancer properties. Cellular inhibition was tested through a MTT assay, double acridine orange/propidium iodide staining and FACS cell cycle analysis. Inhibition of migration was tested by the wound healing method, and migration through a Boyden chamber. BHAQ was cytotoxic towards both cell lines in a dose dependent and possibly cell-dependent manner. Additionally, BHAQ also inhibited the migration of the highly metastatic MDA-MB231 cell line.

Halophenol rearrangement in Lewis acid-catalyzed Friedel-Crafts conditions: Evidence of competitive initial protonation and acylation

Halogen rearrangement was observed during the Lewis acid-catalyzed Friedel-Crafts reaction of phthalic anhydride with bromophenols or bromoanisole. Further investigation revealed that 2-, 3-, and 4-bromophenols undergo rearrangement into other isomers under these reaction conditions. Product distribution from these reactions suggested that halogen rearrangement takes place during the s-complex intermediate of the condensation step. Furthermore, iodophenol undergoes hydrodeiodination rapidly rather than rearrangement, whereas chlorophenol does not undergo rearrangement at all. CSIRO 2008.