84743-75-9

Usage

Uses

Used in Pharmaceutical Industry:
2,4-dibromobenzene-1,3,5-triol is used as an intermediate in the production of pharmaceuticals due to its chemical properties that can be further modified or reacted to synthesize drug compounds.
Used in Dye Industry:
In the dye industry, 2,4-dibromobenzene-1,3,5-triol serves as an intermediate, leveraging its chemical structure to produce a range of dyes with specific color characteristics.
Used in Flame Retardant Applications:
2,4-dibromobenzene-1,3,5-triol has been investigated for its potential use as a flame retardant, capitalizing on its chemical composition to enhance the fire resistance of materials. However, its application in this field is limited and regulated due to the associated toxicity and environmental impact.

Upstream product

• 108-73-6 3,5-dihydroxyphenol 
• 83-30-7 acide 2,4,6-trihydroxybenzoique 
• 3354-82-3 2,4,6-tribromophloroglucinol 
• 3147-56-6 3,5-dibromophloroglucylic acid 
• 7726-95-6 bromine 
• 64-19-7 acetic acid 
• 60-29-7 diethyl ether 

Downstream Products

• 5876-90-4 2,4-dibromo-1,3,5-trimethoxybenzene 
• 121869-58-7 4,6-dibromo-5-methoxyresorcinol 
• 121869-57-6 2,4-dibromo-3,5-dimethoxyphenol 

Relevant academic research and scientific papers

First example of an ice-like water hexamer boat tape structure in a supramolecular organic host

A T6(2) tape of hydrogen bonded water molecules in boat cyclohexane conformation resides in the channel structure of a dibromophloroglucinol (DBPG) host; water escapes at 40-90°C but is readily re-absorbed by the sponge-like apohost. The Royal Society of

Novel diphenylmethyl compounds having mycobacterium tuberculosis inhibitory activity

The invention relates to novel diphenylmethyl derivatives having mycobacterium tuberculosis inhibitory activity and a preparation method thereof and particularly relates novel diphenylmethyl derivatives having activity for inhibiting replicative and non-replicating mycobacterium tuberculosis and a preparation method thereof. In particular, the invention relates to compounds shown in the formula (I) or all possible isomers, prodrugs, pharmaceutically acceptable salts, solvates or hydrates thereof, wherein the variables are as described in the specification. The invention also relates to the preparation method of the compounds and their pharmaceutical compositions and a use of the compounds in preparation of drugs for treating mycobacterium tuberculosis infection-caused diseases.

Derivatives of Natural Product Agrimophol as Disruptors of Intrabacterial pH Homeostasis in Mycobacterium tuberculosis

This article reports the rational medicinal chemistry of a natural product, agrimophol (1), as a new disruptor of intrabacterial pH (pHIB) homeostasis in Mycobacterium tuberculosis (Mtb). Through the systematic investigation of the structure-activity relationship of 1, scaffold-hopping of the diphenylmethane scaffold, pharmacophore displacement strategies, and studies of the structure-metabolism relationship, a new derivative 5a was achieved. Compound 5a showed 100-fold increased potency in the ability to reduce pHIB to pH 6.0 and similarly improved mycobactericidal activity compared with 1 against both Mycobacterium bovis-BCG and Mtb. Compound 5a possessed improved metabolic stability in human liver microsomes and hepatocytes, lower cytotoxicity, higher selectivity index, and similar pKa value to natural 1. This study introduces a novel scaffold to an old drug, resulting in improved mycobactericidal activity through decreasing pHIB, and may contribute to the critical search for new agents to overcome drug resistance and persistence in the treatment of tuberculosis.

Bromination of aromatic compounds using ammonium bromide and oxone

A simple, efficient and mild method for the selective bromination of activated aromatic compounds using ammonium bromide as the source of bromine and Oxone as the oxidant in methanol or water as solvent is reported. The reaction proceeds at ambient temperature in yields ranging from moderate to excellent without a catalyst. Georg Thieme Verlag Stuttgart.

Catalytic Halogenation of Selected Organic Compounds Mimicking Vanadate-dependent Marine Metalloenzymes

The ammonium metavanadate, mimicking vanadate-dependent metalloenzymes, efficiently catalyses the halogenation of a variety of organic substrates in dilute conditions in moderate to good yields using dilute hydrogen peroxide (30percent) as an oxidizing agent exhibiting remarkable ortho selectivity with electron-rich aromatics.

Bromophloroglucinols and their methyl ethers

All 16 bromination products of phloroglucinol and its methyl ethers, as well as five bromoresorcinols and three of their dimethyl ethers, were synthesized and analyzed by nuclear magnetic resonance spectroscopy.Two or three equivalents of bromine convert phloroglucinol to di- and tribromophloroglucinol, 5-methoxyresorcinol to the tri- and 2,4-dibromo, 3,5-dimethoxyphenol to the tri- and 2,6-dibromo, and 1,3,5-trimethoxybenzene to the dibromo compound.With one equivalent of bromine, 3,5-dimethoxyphenol reacts preferentially at C-2 while 5-methoxyresorcinol gives both monobromo isomers.Partial debromination with sodium sulfite yields successively 2,4-dibromo- and 2-bromo-5-methoxyresorcinol from the tribromo compound but fails with brominated 3,5-dimethoxyphenol.In the resorcinol series, C-2 is invariably the least reactive position. 4,6-Dibromo-5-methoxyresorcinol and 2,4-dibromo-3,5-dimethoxyphenol are accessible by methylation of dibromophloroglucinol, obtained from 3,5-dibromo-2,4,6-trihydroxybenzoic acid by decarboxylation.In contrast to resorcinol and tribromoresorcinol, the partial bromination of pholoroglucinol and debromination of tribromopholoroglucinol are not selective.The 13Cnmr spectra of bromophloroglucinol methyl ethers show characteristic downfield shifts for methoxy groups orthogonal to the aromatic ring plane.