622847-32-9

Usage

Uses

Used in Pharmaceutical Industry:
2-bromomethyl-4-methyl-benzoic acid methyl ester serves as a crucial intermediate in the synthesis of various drugs. Its unique structure, featuring bromomethyl and methyl groups, allows for the creation of a diverse array of pharmaceutical compounds, contributing to the development of new medications and therapeutic agents.
Used in Organic Synthesis:
Due to its reactivity and the presence of functional groups, 2-bromomethyl-4-methyl-benzoic acid methyl ester is utilized in organic synthesis for the production of different organic compounds. Its ability to participate in various chemical reactions makes it a valuable component in the synthesis of specialty chemicals and other complex organic molecules.
Used in Research and Development:
In the realm of scientific research and development, 2-bromomethyl-4-methyl-benzoic acid methyl ester is employed as a key compound for exploring new chemical reactions and pathways. Its unique properties and reactivity make it an interesting subject for studies aimed at understanding and optimizing synthetic processes in chemistry and related fields.

Upstream product

• 67-56-1 methanol 
• 861555-51-3 2-bromomethyl-4-methyl-benzoyl bromide 
• 21900-42-5 2,4-dimethylbenzoyl chloride 
• 23617-71-2 2,4-dimethyl-benzoic acid methyl ester 
• 611-01-8 2,4-dimethyl-benzoic acid 
• 108-38-3 m-xylene 
• 89-74-7 2,4-dimethylacetophenone. 

Downstream Products

• 1574531-84-2 2-[(bis-pyridin-2-ylmethylamino)methyl]-4-methylbenzoic acid 
• 1574531-81-9 2-[(bis-pyridin-2-ylmethylamino)methyl]-4-methylbenzoic acid methyl ester 
• 1416990-03-8 3-(5-methyl-1-oxoisoindolin-2-yl)piperidine-2,6-dione 

Relevant academic research and scientific papers

Series of structural and functional models for the ES (enzyme-substrate) complex of the Co(II)-containing quercetin 2,3-dioxygenase

A series of mononuclear CoII-flavonolate complexes [Co IILR(fla)] (LRH = 2-{[bis(pyridin-2-ylmethyl) amino]methyl}-p/m-R-benzoic acid; R = p-OMe (1), p-Me (2), m-Br (4), and m-NO2 (5); fla = flavonolate) were designed and synthesized as structural and functional models for the ES (enzyme-substrate) complexes to mimic the active site of the Co(II)-containing quercetin 2,3-dioxygenase (Co-2,3-QD). The metal center Co(II) ion in each complex shows a similar distorted octahedral geometry. The model complexes display high enzyme-type dioxygenation reactivity (oxidative O-heterocyclic ring opening of the coordinated substrate flavonolate) at low temperature, presumably due to the attached carboxylate group in the ligands. The reactivity exhibits a substituent group dependent order of -OMe (1) > -Me (2) > -H (3)14b > -Br (4) > -NO2 (5), and the Hammett plot is linear (ρ = -0.78). This can be explained as the electronic nature of the substituent group in the ligands may influence the conformation and redox potential of the bound flavonolate and finally bring different reactivity. The structures, properties, and reactivity of the model complexes show some dependence on the substituent group in the supporting model ligands, and there is some relationship among them. This study is the first example of a series of structural and functional ES models of Co-2,3-QD, with focus on the effects of the electronic nature of substituted groups and the carboxylate group of the ligands to the dioxygenation reactivity, that will provide important insights into the structure-property-reactivity relationship and the catalytic role of Co-2,3-QD.

Isosteric analogs of lenalidomide and pomalidomide: Synthesis and biological activity

A series of analogs of the immunomodulary drugs lenalidomide (1) and pomalidomide (2), in which the amino group is replaced with various isosteres, was prepared and assayed for immunomodulatory activity and activity against cancer cell lines. The 4-methyl and 4-chloro analogs 4 and 15, respectively, displayed potent inhibition of tumor necrosis factor-α (TNF-α) in LPS-stimulated hPBMC, potent stimulation of IL-2 in a human T cell co-stimulation assay, and anti-proliferative activity against the Namalwa lymphoma cell line. Both of these analogs displayed oral bioavailability in rat.