63558-07-6

Basic information

• Product Name: Acetamide, N-(3,5-dibromo-4-hydroxyphenyl)-
• CAS NO: 63558-07-6
• Molecular Formula: C8H7Br2NO2
• Molecular Weight: 308.957
• Mol File: 63558-07-6.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: Acetamide, N-(3,5-dibromo-4-hydroxyphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Acetamide, N-(3,5-dibromo-4-hydroxyphenyl)-(63558-07-6)
• EPA Substance Registry System: Acetamide, N-(3,5-dibromo-4-hydroxyphenyl)-(63558-07-6)

Safety Data

• Hazardous Substances Data: 63558-07-6(Hazardous Substances Data)

Upstream product

• 609-21-2 2,6-dibromo-4-aminophenol 
• 108-24-7 acetic anhydride 
• 101251-09-6 (4-acetylaminophenyl)boronic acid 
• 19628-79-6 2,6-dibromo-4-nitrosophenol 
• 67-66-3 chloroform 
• 103-90-2 4-acetaminophenol 
• 7726-95-6 bromine 

Downstream Products

• 1355597-90-8 5-(1-(3,5-dibromo-4-methoxyphenyl)-1H-tetrazol-5-yl)-2-methoxyphenol 
• 1355597-84-0 5-(3-((tert-butyldimethylsilyl)oxy)-4-methoxyphenyl)-1-(3,5-dibromo-4-methoxyphenyl)-1H-tetrazole 
• 1355597-78-2 3-((tert-butyldimethylsilyl)oxy)-N-(3,5-dibromo-4-methoxyphenyl)-4-methoxybenzothioamide 
• 1355597-71-5 3-((tert-butyldimethylsilyl)oxy)-N-(3,5-dibromo-4-methoxyphenyl)-4-methoxybenzamide 
• 108761-48-4 N-(3,5-dibromo-4-methoxyphenyl)acetamide 
• 41727-70-2 3,5-dibromo-4-methoxyaniline 
• 1363602-98-5 5-azido-1,3-dibromo-2-methoxybenzene 
• 1380079-65-1 C₂₈H₄₁Br₂N₃O₄Si₂ 
• 1380079-58-2 C₂₂H₂₇Br₂N₃O₃Si 
• 1380079-55-9 C₂₂H₂₇Br₂N₃O₃Si 
• 1363603-30-8 3-(1-(3,5-dibromo-4-methoxyphenyl)-1H-1,2,3-triazol-5-yl)-6-methoxybenzene-1,2-diol 
• 1363603-26-2 2-(1-(3,5-dibromo-4-methoxyphenyl)-1H-1,2,3-triazol-5-yl)-5-methoxyphenol 
• 1363603-20-6 5-(1-(3,5-dibromo-4-methoxyphenyl)-1H-1,2,3-triazol-5-yl)-2-methoxyphenol 

Relevant articles and documents

A scalable and green one-minute synthesis of substituted phenols

A mild, green and highly efficient protocol was developed for the synthesis of substituted phenols via ipso-hydroxylation of arylboronic acids in ethanol. The method utilizes the combination of aqueous hydrogen peroxide as the oxidant and H2O2/HBr as the reagent under unprecedentedly simple and convenient conditions. A wide range of arylboronic acids were smoothly transformed into substituted phenols in very good to excellent yields without chromatographic purification. The reaction is scalable up to at least 5 grams at room temperature with one-minute reaction time and can be combined in a one-pot sequence with bromination and Pd-catalyzed cross-coupling to generate more diverse, highly substituted phenols.

A-ring dihalogenation increases the cellular activity of combretastatin-templated tetrazoles

The combretastatins have been investigated for their antimitotic and antivascular properties, and it is widely postulated that a 3,4,5-trimethoxyaryl A-ring is essential to maintain potent activity. We have synthesized new tetrazole analogues (32a€"34), demonstrating that 3,5-dihalogenation can consistently increase potency by up to 5-fold when compared to the equivalent trimethoxy compound on human umbilical vein endothelial cells (HUVECs) and a range of cancer cells. Moreover, this increased potency offsets that lost by installing the tetrazole bridge into combretastatin A-4 (1), giving crystalline, soluble compounds that have low nanomolar activity, arrest cells in G2/M phase, and retain microtubule inhibitory activity. Molecular modeling has shown that optimized packing within the binding site resulting in increased Coulombic interaction may be responsible for this improved activity.