123685-25-6

Basic information

• Product Name: Benzoic acid, 2-bromo-3,4-dihydroxy-5-methoxy-, methyl ester
• CAS NO: 123685-25-6
• Molecular Formula: C9H9BrO5
• Molecular Weight: 277.071
• Mol File: 123685-25-6.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: Benzoic acid, 2-bromo-3,4-dihydroxy-5-methoxy-, methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Benzoic acid, 2-bromo-3,4-dihydroxy-5-methoxy-, methyl ester(123685-25-6)
• EPA Substance Registry System: Benzoic acid, 2-bromo-3,4-dihydroxy-5-methoxy-, methyl ester(123685-25-6)

Safety Data

• Hazardous Substances Data: 123685-25-6(Hazardous Substances Data)

Upstream product

• 99-24-1 methyl galloate 
• 526221-05-6 2-ethoxy-7-hydroxy-benzo[1,3]dioxole-5-carboxylic acid methyl ester 
• 3934-86-9 methyl 3,4-dihydroxy-5-methoxybenzoate 
• 67-56-1 methanol 
• 143883-73-2 2-bromo-5-O-methyl gallic acid 
• 408340-58-9 7-hydroxy-2-oxo-benzo[1,3]dioxole-5-carboxylic acid 
• 149-91-7 3,4,5-trihydroxybenzoic acid 
• 3934-84-7 3,4-dihydroxy-5-methoxybenzoic acid 

Downstream Products

• 81474-46-6 4-bromo-7-methoxybenzo[1,3]dioxole-5-carboxylic acid methyl ester 
• 143883-75-4 6-(m-chlorophenyl)-3,9-dimethoxy-1,2-methylenedioxy-10,11-methylenedioxy-6,7-dihydro-5H-dibenz(c,e)azepin 
• 143883-74-3 6-phenyl-3,9-dimethoxy-1,2-methylenedioxy-10,11-methylenedioxy-6,7-dihydro-5H-dibenz[c,e]azepine 
• 111897-21-3 dimethyl-4,4'-dimethoxy-5,6,5',6'-dimethylenedioxybiphenyl-2,2'-dicarboxylic acid 
• 90749-17-0 4,4'-dimethoxy-5,6,5',6'-dimethylenedioxy-2,2'-dibenzyl alcohol 
• 111897-19-9 DDB 
• 896792-06-6 3,4-bis(benzyloxy)-2-bromo-5-methoxybenzoic acid methyl ester 

Relevant articles and documents

Synthetic method of bifendate intermediate

The invention belongs to the field of chemical pharmacy, and particularly discloses a synthesis method of a bifendate intermediate, and the method comprises the following steps: by using gallic acid as a raw material, carrying out esterification reaction

An improved method for the synthesis of γ-DDB

A mild and efficient method for the synthesis γ-DDB has been developed through anhydride-linker assisted intramolecular Ullmann reaction. Highly regioselective bromination of differentially protected gallate was realized by virtue of the introduction of NBS.

Synthesis of unsymmetrical biphenyls as potent cytotoxic agents

Twenty-six unsymmetrical biphenyls were synthesized and evaluated for cytotoxic activity against DU145, A549, KB and KB-Vin tumor cell lines. Three compounds 27, 35 and 40 showed very potent activity against the HTCL panel with an IC50 value range of 0.04-3.23 μM. In addition, fourteen active compounds were all more potent against the drug-resistant KB-Vin cell line than the parental KB cell line. Preliminary SAR analysis indicated that two bulky substituents on the 2,2′-positions of unsymmetrical biphenyl skeleton are necessary and crucial for in vitro anticancer activity, thus providing a good starting point to develop unsymmetrical biphenyls as novel anticancer agents.