1601474-87-6

Upstream product

• 59481-63-9 2-hydroxy-3,4,5-trimethoxybenzaldehyde 
• 160257-85-2 5-iodo-2-methoxyphenol 
• 2103-57-3 2,3,4-trimethoxybenzaldehyde 
• 1601474-98-9 (2-(tert-butyldimethylsilyloxy)-3,4,5-trimethoxyphenyl)(3-(tert-butyldimethylsilyloxy)-4-methoxyphenyl)methanone 
• 1601474-95-6 2-((tert-butyldimethylsilyl)oxy)-3,4,5-trimethoxybenzaldehyde 
• 19676-64-3 2,3,4-trimethoxyphenol 

Relevant academic research and scientific papers

Rhodium-Catalyzed Directing-Group-Assisted Aldehydic C–H Arylations with Aryl Halides

A rhodium-catalyzed general protocol for the directing-group-assisted arylation of aromatic aldehydic C–H bonds was developed. This method involves either hydroxy- or amino-group-directed aldehyde C–H arylation with various aryl halides. A broad synthetic scope for the preparation of 2-hydroxybenzophenones was established with electronically variant salicylaldehydes and aryl halides with chemo- and regioselective possibilities. The developed protocol was also applied in the synthesis of medicinally important 3-salicyloylpyridines in high yields.

Antimitotic and vascular disrupting agents: 2-Hydroxy-3,4,5- trimethoxybenzophenones

2-Hydroxy-3,4,5-trimethoxybenzophenones (8-16) manifest pseudo-ring formation involving intramolecular hydrogen bonding of the 2-OH and the carbonyl group. Among the synthetic products described in this report, (3-hydroxy-4-methoxyphenyl)(2-hydroxy-3,4,5-trimethoxyphenyl)-methanone (14) and (3-amino-4-methoxyphenyl)(2-hydroxy-3,4,5-trimethoxy-phenyl)methanone (16) exhibit significant antiproliferative activity against KB cells with IC 50 values of 11.1 and 11.3 nM, respectively. These two compounds also displayed tubulin affinity comparable to that of combretastatin A-4. In studies with human umbilical vein endothelial cells, compounds 14 and 16 revealed concentration-dependent vascular-disrupting properties. The results support the rationale of the pseudo-ring concept and suggest further investigation of A-ring modification in these benzophenones.