99-36-5

Usage

Uses

Used in Pharmaceutical Industry:
Methyl 3-methylbenzoate is used as an internal standard for the analysis of valproic acid (VA) in serum. It is employed in gas chromatography equipped with a flame ionization detector to ensure accurate and reliable results in the quantification of valproic acid levels.
Used in Chemical Synthesis:
Methyl 3-methylbenzoate can be utilized as a starting material or intermediate in the synthesis of various organic compounds and pharmaceuticals, owing to its unique chemical structure and reactivity.

InChI:InChI=1/C8H10N2O/c1-6-3-4-10(2)5-7(6)8(9)11/h3-5H,1-2H3,(H-,9,11)/p+1

Upstream product

• 854645-25-3 methyl 3-(iodomethyl)benzoate 
• 67-56-1 methanol 
• 620-22-4 3-Methylbenzonitrile 
• 65-85-0 benzoic acid 
• 99-04-7 m-Toluic acid 
• 57031-51-3 Methyl-tert.-butylperoxyoxalat 
• 108-88-3 toluene 
• 186581-53-3 diazomethane 
• 13050-47-0 3-methylbenzoyl hydrazine 
• 56437-99-1 N-<3-Methyl-benzoyl->-N'-phenyl-thioharnstoff 
• 34557-05-6 m-methylbenzoyl bromide 
• 52062-24-5 (E)-1-acetoxy-3-methyl-1,3-butadiene 
• 1865-13-0 (Z)-β-phenylsulphonylacrylic acid methyl ester 
• 618-91-7 methyl 3-iodo-benzoate 

Downstream Products

• 1124-20-5 2-(3-methylphenyl)propene 
• 6922-90-3 (3-methylphenyl)(diphenyl)methanol 
• 83807-18-5 2,6-Dinitro-3-methyl-benzoesaeure-methylester 
• 1129-28-8 3-methoxycarbonylbenzyl bromide 
• 778623-19-1 3-methyl-benzoic acid-(2-hydroxy-ethylamide) 
• 41882-53-5 N-benzyl-3-methylbenzamide 
• 5208-37-7 8-hydroxy-m-cymene 
• 61054-29-3 5-(3-tolyl)tetrahydrobenzo[c]isoxazole 
• 61054-33-9 3-m-tolyl-5,6-dihydro-4H-cyclopenta[c]isoxazole 
• 587-03-1 3-methylbenzyl alcohol 
• 112815-98-2 1-(3-Methylphenyl)-2-(4-pyrimidinyl)ethenol 
• 73100-60-4 2-(2-Quinoxalyl)-1-(3-methylphenyl)ethanone 
• 98-86-2 acetophenone 
• 13050-47-0 3-methylbenzoyl hydrazine 

Relevant academic research and scientific papers

GPR52 Antagonist Reduces Huntingtin Levels and Ameliorates Huntington's Disease-Related Phenotypes

GPR52 is an orphan G protein-coupled receptor (GPCR) that has been recently implicated as a potential drug target of Huntington's disease (HD), an incurable monogenic neurodegenerative disorder. In this research, we found that striatal knockdown of GPR52 reduces mHTT levels in adult HdhQ140 mice, validating GPR52 as an HD target. In addition, we discovered a highly potent and specific GPR52 antagonist Comp-43 with an IC50 value of 0.63 μM by a structure-activity relationship (SAR) study. Further studies showed that Comp-43 reduces mHTT levels by targeting GPR52 and promotes survival of mouse primary striatal neurons. Moreover, in vivo study showed that Comp-43 not only reduces mHTT levels but also rescues HD-related phenotypes in HdhQ140 mice. Taken together, our study confirms that inhibition of GPR52 is a promising strategy for HD therapy, and the GPR52 antagonist Comp-43 might serve as a lead compound for further investigation.

Br?nsted acid-catalyzed chlorination of aromatic carboxylic acids

The chlorination of aromatic carboxylic acids with SOCl2 has been effectively performed by reacting with a Br?nsted acid as the catalyst. Based on this discovery, an efficient catalytic method that is cheaper than traditional catalytic methods was developed. 20 substrates were chlorinated offering excellent yields in a short reaction time. And the SOCl2/Br?nsted acid system has been used in a larger scale preparative reaction. A dual activation mechanism was proposed to prove the irreplaceable system of SOCl2/Br?nsted acid.

Reactions of benzyltriphenylphosphonium salts under photoredox catalysis

The development of benzyltriphenylphosphonium salts as alkyl radical precursors using photoredox catalysis is described. Depending on substituents, the benzylic radicals may couple to form C-C bonds or abstract a hydrogen atom to form C-H bonds. A natural product, brittonin A, was also synthesized using this method.

Hydroxyl radical-mediated oxidative cleavage of CC bonds and further esterification reaction by heterogeneous semiconductor photocatalysis

A hydroxyl radical-mediated aerobic cleavage of alkenes and further sequence esterification reaction for the preparation of carbonyl compounds have been developed by using tubular carbon nitride (TCN) as a general heterogeneous photocatalyst under an oxygen atmosphere with visible light irradiation. This protocol has an excellent substrate scope and gives the desired aldehydes, ketones and esters in moderate to high yields. Importantly, this metal-free procedure employed photogenerated hydroxyl radicals in situ as green oxidation active species, avoiding the present additional initiators. The reaction could be carried out under solar light irradiation and was applicable to large-scale reactions. Furthermore, the recyclable TCN catalyst could be used several times without a significant loss of activities.

Scalable Negishi Coupling between Organozinc Compounds and (Hetero)Aryl Bromides under Aerobic Conditions when using Bulk Water or Deep Eutectic Solvents with no Additional Ligands

Pd-catalyzed Negishi cross-coupling reactions between organozinc compounds and (hetero)aryl bromides have been reported when using bulk water as the reaction medium in the presence of NaCl or the biodegradable choline chloride/urea eutectic mixture. Both C(sp3)-C(sp2) and C(sp2)-C(sp2) couplings have been found to proceed smoothly, with high chemoselectivity, under mild conditions (room temperature or 60 °C) in air, and in competition with protonolysis. Additional benefits include very short reaction times (20 s), good to excellent yields (up to 98 %), wide substrate scope, and the tolerance of a variety of functional groups. The proposed novel protocol is scalable, and the practicability of the method is further highlighted by an easy recycling of both the catalyst and the eutectic mixture or water.

Mild Copper-Catalyzed Addition of Arylboronic Esters to Di- tert -butyl Dicarbonate: An Easy Access to Methyl Arylcarboxylates

An efficient copper-catalyzed addition of arylboronic esters to (Boc) 2O was developed. The reaction can be conducted under exceedingly mild conditions and is compatible with a variety of synthetically relevant functional groups. It therefore represents a useful alternative route for the synthesis of methyl arylcarboxylates. A preliminary mechanistic study indicated the involvement of an addition-elimination mechanism.

Method for coproducing methyl benzoic acid Process for the production of methyl benzoates and diesters of phthalic acids

The invention discloses a coproduction method of methylbenzoic acid, methyl benzoate and benzenedicarboxylic acid diester. The method comprises the following steps: (1) continuously introducing xylene, a catalyst and oxygen-containing gas into an oxidation reactor for a reaction, and controlling oxygenic concentration in the tail gas to not exceed 5% by controlling introduction amount of the oxygen-containing gas to obtain an oxidation reaction liquid; (2) feeding the obtained oxidation reaction liquid into a predistillation tower for distillation separation to obtain a low-boiling-point component and a predistillation tower bottom liquid; (3) feeding the predistillation tower bottom liquid into a distillation tower for distillation to obtain a methylbenzoic acid product and a distillationtower bottom liquid; (4) mixing the distillation tower bottom liquid and alcohol for an esterification reaction, and controlling the reaction endpoint to be lower than 0.5wt% of the content of methylbenzoic acid to obtain an esterification reaction liquid; (5) performing distillation separation on the obtained esterification reaction liquid to obtain methyl benzoate and benzenedicarboxylic acid diester products. The method has the advantages that the process is simple, equipment investment is low, and the method is environmentally friendly and has good comprehensive economic benefits.

Method for preparing carboxylic ester compounds by oxidizing and breaking carbon-carbon bonds of secondary alcohol compounds

The invention discloses a method for preparing carboxylic ester compounds by oxidizing and breaking carbon-carbon bonds of secondary alcohol compounds. The method comprises the following steps: adding a secondary alcohol compound, an additive and a nitrogen-doped mesoporous carbon loaded monatomic catalyst into a fatty primary alcohol solvent, putting into a pressure container, sealing, introducing oxygen source gas with a certain pressure, controlling the pressure of the oxygen source gas to be 0.1-1 MPa and the reaction temperature to be 80-150 DEG C, and obtaining a product after the reaction to be the carboxylic ester compound. The nitrogen-doped mesoporous carbon-loaded monatomic catalyst adopted by the invention is high in activity, the highest separation yield of the carboxylic ester compound as a reaction product reaches 99%, the method is wide in application range, the reaction conditions are easy to control, the catalyst can be recycled, the post-treatment is simple, and the method is suitable for industrial production.

Cobalt single atoms anchored on nitrogen-doped porous carbon as an efficient catalyst for oxidation of silanes

The oxidation reactions of organic compounds are important transformations for the fine and bulk chemical industry. However, they usually involve the use of noble metal catalysts and suffer from toxic or environmental issues. Here, an efficient, environmentally friendly, and atomically dispersed Co catalyst (Co-N-C) was preparedviaa simple, porous MgO template and etching method using 1,10-phenanthroline as C and N sources, and CoCl2·6H2O as the metal source. The obtained Co-N-C catalyst exhibits excellent catalytic performance for the oxidation of silanes with 97% isolated yield of organosilanol under mild conditions (room temperature, H2O as an oxidant, 1.8 h), and good stability with 95% isolated yield after nine consecutive reactions. The turnover frequency (TOF) is as high as 381 h?1, exceeding those of most non-noble metal catalysts and some noble metal catalysts. Aberration-corrected high-angle annular dark-field scanning transmission electron microscopy (HAADF-STEM), extended X-ray absorption fine structure (EXAFS), and wavelet transform (WT) spectroscopy corroborate the existence of atomically dispersed Co. The coordination numbers of Co affected by the pyrolysis temperature in Co-N-C-700, Co-N-C-800, and Co-N-C-900 are 4.1, 3.6, and 2.2, respectively. Owing to a higher Co-N3content, Co-N-C-800 shows more outstanding catalytic performance than Co-N-C-700 and Co-N-C-800. Moreover, density functional theory (DFT) calculations reveal that the Co-N3structure exhibits more activity compared with Co-N4and Co-N2, which is because the Co atom in Co-N3was bound with both H atom and Si atom, and it induced the longest Si-H bond.

1-benzylisatin derivative as well as synthesis method and application thereof

The invention relates to a 1-benzylisatin derivative as well as a synthesis method and application thereof, belongs to the technical field of medicines, and relates to a general formula (I) in which R1, R2 and R3 are different substituents. The invention discloses structures of the compounds, a synthesis method of the compounds, inhibitory activity of acetylcholin esterase and inhibitory activityof histone deacetylase 6; and the compounds can be further developed into drugs for treating Alzheimer's disease.