712294-58-1

Basic information

• Product Name: 3-bromo-4,5-dimethoxybenzamide
• Synonyms: 3-bromo-4,5-dimethoxybenzamide
• CAS NO: 712294-58-1
• Molecular Weight: 260.087
• Mol File: 712294-58-1.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 3-bromo-4,5-dimethoxybenzamide(CAS DataBase Reference)
• NIST Chemistry Reference: 3-bromo-4,5-dimethoxybenzamide(712294-58-1)
• EPA Substance Registry System: 3-bromo-4,5-dimethoxybenzamide(712294-58-1)

Safety Data

• Hazardous Substances Data: 712294-58-1(Hazardous Substances Data)

Upstream product

• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 6948-30-7 5-bromoveratralaldehyde 
• 121-33-5 vanillin 
• 781654-31-7 3-bromo-4,5-dimethoxybenzonitrile 
• 52805-45-5 5-bromo-4-hydroxy-3-methoxybenzonitrile 
• 2973-76-4 5-bromo-4-hydroxy-3-methoxybenzaldehyde 
• 6324-52-3 3-bromo-4-hydroxy-5-methoxybenzoic acid 
• 121-34-6 3-methoxy-4-hydroxybenzoic acid 
• 20731-48-0 3-bromo-4,5-dimethoxybenzoic acid 

Relevant articles and documents

Discovery of novel VEGFR-2 inhibitors. Part II: Biphenyl urea incorporated with salicylaldoxime

A series of novel VEGFR-2 inhibitors containing oxime as hinge binding fragment were described. A strategy of pseudo six-membered ring formed through intramolecular hydrogen bond was employed to mimic the planar quinazoline. The oxime group was firstly introduced to interact with hinge region of VEGFR-2. Most of compounds tested showed moderate to high VEGFR-2 inhibitory activity. In particular, 12l, 12p and 12y exhibited significant enzymatic inhibitory activity as well as potent antiproliferative activity against cancer cells. Molecular docking suggested that the salicylaldoxime formed two hydrogen bonds with hinge region. These biphenylureas could serve as promising lead compounds for developing novel anticancer agents.

Design, synthesis and biological evaluation of biphenyl urea derivatives as novel VEGFR-2 inhibitors

VEGFR-2 plays a critical role in vasculogenesis and VEGFR-2 inhibitors have been widely used in the treatment of cancer. In our continued efforts to search for potent and novel VEGFR-2 inhibitors as antitumor agents, we have identified a potent lead compound (HMQ-16) bearing a biphenyl scaffold. Rearrangement and replacement of arylcarbamoyl in HMQ-16 with a urea moiety generated a series of novel VEGFR-2 inhibitors. In order to enhance the affinity with VEGFR-2, the 4′-acetyl group was converted to an oxime group. Fourteen biphenyl urea derivatives were designed and synthesized as potent VEGFR-2 inhibitors. Six of them (T2, T5, T7, T9, T11, T14) exhibited potent VEGFR-2 inhibitory activity comparable to that of sorafenib. Compound T7 was the most potent with an IC 50 value of 1.08 nM. The enzymatic and cellular assays suggested that T7 has potential as a valuable lead compound for further optimization.