20896-23-5

Usage

Uses

Used in Pharmaceutical Industry:
METHYL 3,4-BIS(BROMOMETHYL)BENZOATE is used as a reagent for the preparation of sulfones through the oxidation of 1,3-dihydrobenzo[c]thiophenes. This application is significant in the development of new pharmaceutical compounds with potential therapeutic properties.
Used in Biochemical Research:
In the field of biochemical research, METHYL 3,4-BIS(BROMOMETHYL)BENZOATE is utilized in the synthesis of potent histone deacetylase inhibitors. These inhibitors play a crucial role in epigenetic regulation and have potential applications in the treatment of various diseases, including cancer.
Overall, METHYL 3,4-BIS(BROMOMETHYL)BENZOATE is a valuable compound in the chemical and pharmaceutical industries due to its versatility in synthesis and its potential applications in the development of new drugs and therapeutic agents.

InChI:InChI=1/C10H10Br2O2/c1-14-10(13)7-2-3-8(5-11)9(4-7)6-12/h2-4H,5-6H2,1H3

Upstream product

• 56-23-5 tetrachloromethane 
• 38404-42-1 methyl 3,4-dimethylbenzoate 
• 619-04-5 3,4-dimethylbenzoic acid 

Downstream Products

• 910050-08-7 2-((R)-1-benzyl-pyrrolidin-3-yl)-2,3-dihydro-1H-isoindole-5-carboxylic acid methyl ester 
• 1618083-27-4 methyl 3,4-bis(azidomethyl)benzoate 
• 1375470-83-9 methyl (2R)-4'-chloro-6'-oxo-1,3,6',7'-tetra-hydrospiro[indene-2,5'-pyrrolo[2,3-d]pyrimidine]-5-carboxylate 
• 166827-95-8 methyl (6,7)-[6,6]-C₆₀-fullerene-(5,8)-dihydronapthyl-2-formic acid ester 
• 1383733-40-1 (2R)-N-[(5R,6S,8S)-3-(2-hydroxypopan-2-yl)-5-methyl-6-phenyl-5,6,7,8-tetrahydroimidazo[1,2-a]pyridin-8-yl]-6'-oxo-1,3',6',7'-tetrahydrospiro[indene-2,3'-pyrrolo[2,3-d]pyrimidine]-5-carboxamide 
• 1375471-29-6 (2S)-4'-chloro-6'-oxo-1,3,6',7'-tetrahydrospiro[indene-2,5'-pyrrolo[2,3-d]pyrimidine]-5-carboxylate 
• 1300042-07-2 C₃₃H₃₆N₂O₆ 
• 1300196-47-7 C₃₄H₃₈N₂O₆ 
• 1300042-15-2 C₃₄H₃₈N₂O₆ 
• 1251999-61-7 2-(4-methoxybenzyl)-2,3-dihydro-1H-isoindole-5-carboxylic acid methyl ester 
• 912999-86-1 2-(2,4-dimethoxybenzyl)-2,3-dihydro-1H-isoindole-5-carboxylic acid methyl ester 
• 20896-24-6 3,4-Bis(bromomethyl)benzoic acid 
• 127399-11-5 (2-(4-nitrophenyl)isoindoline-5-carbaldheyde) 
• 127168-98-3 5-hydroxymethyl-2,3-dihydro-1H-isoindole 

Relevant academic research and scientific papers

2-(4,5-DIHYDROISOXAZOL-3-YL)ISOINDOLINE-5-CARBOXAMIDE DERIVATIVES AND SIMILAR COMPOUNDS AS PESTICIDES FOR CROP PROTECTION

The present invention discloses an isoxazoline compound of formula (I), Formula (I) wherein, R1, R3, Cy, A, D, p and q are as defined in the detailed description. The present invention further discloses methods for preparation of com

Desulfonylative Arylation of Redox-Active Alkyl Sulfones with Aryl Bromides

We describe the development of the first reductive cross-electrophile coupling between alkyl sulfones and aryl bromides. The use of alkyl sulfones offers strategic advantages over other alkyl electrophiles as they can be incorporated into molecules in unique ways and permit α-functionalization prior to coupling. The conditions developed here enable incorporation of a wide array of aromatic rings onto (fluoro)alkyl scaffolds with broad functional group tolerance and generality, making this a practical method for late-stage diversification.

Potent histone deacetylase inhibitors derived from 4-(aminomethyl)-N- hydroxybenzamide with high selectivity for the HDAC6 isoform

A screen for HDAC6 inhibitors identified acyl derivatives of 4-(aminomethyl)-N-hydroxybenzamide as potent leads with unexpected selectivity over the other subtypes. We designed and synthesized constrained heterocyclic analogues such as tetrahydroisoquinolines that show further enhanced HDAC6 selectivity and inhibitory activity in cellular assays. Selectivity may be attributed to the benzylic spacer more effectively accessing the wider channel of HDAC6 compared to other HDAC subtypes as well as hydrophobic capping groups interacting with the protein surface near the rim of the active site.

Substituted Spiroamide Compounds

Substituted spiroamide compounds corresponding to formula (I): wherein A, B, Q1, Q2, Q3, Q4, R1, R8, R9a, R9b, R12, R13, R200 and R210 have defined meanings, processes for their preparation, pharmaceutical compositions containing such compounds, and the use of such compounds for treating or inhibiting pain or other conditions mediated at least in part by the bradykinin 1 receptor (B1R).

Discovery of (2,4-Dihydroxy-5-isopropylphenyl)-[5-(4-methylpiperazin-1- ylmethyl)-1,3-dihydroisoindol-2-yl]methanone (AT13387), a novel inhibitor of the molecular chaperone Hsp90 by fragment based drug design

Inhibitors of the molecular chaperone heat shock protein 90 (Hsp90) are currently generating significant interest in clinical development as potential treatments for cancer. In a preceding publication (DOI: 10.1021/jm100059d) we describe Astex's approach to screening fragments against Hsp90 and the subsequent optimization of two hits into leads with inhibitory activities in the low nanomolar range. This paper describes the structure guided optimization of the 2,4-dihydroxybenzamide lead molecule 1 and details some of the drug discovery strategies employed in the identification of AT13387 (35), which has progressed through preclinical development and is currently being tested in man.

Novel N-substituted tetrahydroisoquinoline/isoindoline hydroxamic acid compounds

Compounds of a certain formula I wherein R1, R2, R3, X, Y, r, s, t, u and v have the meanings as defined in the specification, and the salts, solvates and hydrates thereof are novel effective HDAC 6 inhibitors.

Formation of 4,5,6,7-tetrahydroisoindoles by palladium-catalyzed hydride reduction

(Chemical Equation Presented) Substituted 1,3-dihydro-2H-isoindoles (2, isoindolines) were prepared and subjected to palladium-catalyzed formate reduction. Alkyl isoindolines were reduced to 4,5,6,7-tetrahydro-2H-isoindoles (1). Only partial reduction was observed for 5-methoxyisoindoline, and 4-methoxy-, 5-carbomethoxy-, amino-, and amidoisoindolines were inert to the reaction. Halogen-substituted isoindolines were dehalogenated and reduced to 4,5,6,7-tetrahydro-2H-isoindoles. Isoindole 24 was also reduced to a mixture of an isoindoline and a 4,5,6,7-tetrahydro-2H-isoindole. In contrast, 2,3-dihydro-1H-indoles 21 underwent dehydrogenation to give thermodynamically stable indoles. Theoretical calculations show the significant difference in aromaticity between isoindoles and indoles, corresponding to the observed differences in reactivities. Tetrahydro-2H-isoindoles 1 were oxidized to 4,5,6,7-tetrahydroisoindole-1,3-diones in the presence of NBS and air.

Arylacetamide κ opioid receptor agonists with reduced cytochrome P450 2D6 inhibitory activity

Some κ opioid receptor agonists of the arylacetamide class, for example, ICI 199441 (1), were found to strongly inhibit the activity of cytochrome P450 2D6 (CYP2D6) (1: CYP2D6 IC50 = 26 nM). Certain analogs bearing a substituted sulfonylamino group, for example, 13, were discovered to have significantly reduced CYP2D6 inhibitory activity (13: CYP2D6 IC50 > 10 μM) while displaying high affinity toward the cloned human κ opioid receptor, good κ/δ and κ/μ selectivity, and potent in vitro and in vivo agonist activity.

Antiviral agent containing benzodithiin derivative as active ingredient

Antiviral agents comprising, as an active ingredient, a 1,4-dihydro-2,3-benzodithiin derivative of the formula STR1 wherein each symbol is as defined in the Specification, or a pharmacologically acceptable salt thereof. The antiviral agents of the present invention have superior antiviral activity and are effective for the preventive and therapeutic treatment of viral diseases caused typically by RS virus.

Isoindoline derivative

Isoindoline derivatives represented by the formula (I) and their salts are disclosed. STR1 There are many varieties for the compound depending on the types of residues R1 -R9 and X. The compounds can be prepared from quinoline derivatives of the formula (II) and an isoindoline derivatives of the formula (III). The compounds of formula (I) and their salts have excellent antibacterial activities against both gram positive and gram negative microorganisms. They can be used as a medicine, an agrichemical, and a food preservative.