15012-36-9

Usage

Uses

Used in Pharmaceutical Industry:
Methyl 2,3-dimethylbenzoate is used as a synthetic intermediate for the production of 2,3-Dihydro-1H-isoindole-4-carboxylic Acid (D450070). Methyl 2,3-dimethylbenzoateis a crucial reagent in the synthesis of aminoalkylbenzoic acid derivatives, which have significant therapeutic applications in the treatment of various medical conditions.
Methyl 2,3-dimethylbenzoate is used as a precursor for the development of medications targeting faintness attacks, hypokinesia, cranial disorders, neurodegenerative disorders, depression, anxiety, neuropathic pain, neuropathological disorders, and sleep disorders. Its role in the synthesis of these therapeutic agents highlights its importance in the pharmaceutical industry, contributing to the development of novel treatments for a wide range of health issues.

InChI:InChI=1/C10H12O2/c1-7-5-4-6-9(8(7)2)10(11)12-3/h4-6H,1-3H3

Upstream product

• 74-88-4 methyl iodide 
• 603-79-2 2,3-dimethylbenzoic acid 
• 87-59-2 2,3-Dimethylaniline 
• 70588-24-8 methyl 1-methyl-6-oxo-cyclohexa-2,4-diene-1-carboxylate 
• 186581-53-3 diazomethane 
• 62708-44-5 3-methylbenzocyclobutenone 
• 124-41-4 sodium methylate 
• 67-56-1 methanol 
• 576-23-8 2,3-dimethylbromobenzene 
• 616-38-6 carbonic acid dimethyl ester 
• 55262-06-1 methyl 1,2-dimethylcyclohexa-2,5-diene-1-carboxylate 

Downstream Products

• 202719-50-4 2,3-Bis-dibromomethyl-benzoic acid methyl ester 
• 2211-83-8 4-methyl-3H-isobenzofuran-1-one 
• 37678-61-8 4,5-Dimethyl-indan-1-on 
• 13651-55-3 2,3-dimethylbenzyl chloride 
• 72288-75-6 3-hydroxy-4-methylisobenzofuran-1(3H)-one 
• 5779-93-1 2,3-dimethylbenzaldehyde 
• 1963-30-0 3-(2,3-Dimethylphenyl)-propensaeure 
• 25173-73-3 3-(2,3-Dimethylphenyl)-propansaeure 
• 127168-91-6 methyl 2,3-bis(bromomethyl)benzoate 
• 1379358-75-4 C₁₀H₁₁BrO₂ 
• 745074-47-9 methyl 5-(chloromethyl)-2,3-dimethylbenzoate 
• 13651-14-4 (2,3-dimethylphenyl)methanol 
• 603-79-2 2,3-dimethylbenzoic acid 
• 898787-06-9 3-(2,3-dimethylphenyl)-3-oxopropanenitrile 

Relevant academic research and scientific papers

ISOINDOLINE COMPOSITIONS AND METHODS FOR TREATING NEURODEGENERATIVE DISEASE

Isoindoline sigma-2 receptor antagonist compounds, pharmaceutical compositions comprising such compounds, and methods for inhibiting Abeta- associated synapse loss or synaptic dysfunction in neuronal cells, modulating an Abeta-associated membrane trafficking change in neuronal cells, and treating cognitive decline associated with Abeta pathology are provided.

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.

COMPOSITIONS AND METHODS FOR INHIBITION OF THE JAK PATHWAY

Disclosed are compounds of formula I, compositions containing them, and methods of use for the compounds and compositions in the treatment of conditions in which modulation of the JAK pathway or inhibition of JAK kinases, particularly JAK 2 and JAK3, are

Computational and experimental structure-reactivity relationships: evidence for a side reaction in Alpine-Borane reductions of d-benzaldehydes

Extraordinary stereoselectivity, approaching 100%, has been reported in the reductions of d-benzaldehydes by B-isopinocampheyl-9-borabicyclo[3.3.1]nonane (Alpine-Borane). This is likely because of the extreme size disparity of groups on either side of the carbonyl. Here, we present a structure-reactivity study whereby the reductions of variably substituted d-benzaldehydes are explored using highly sensitive measures for enantiomeric excess and relative reactivity. These results are compared to the relative rates predicted from density functional calculations. The results indicate that 2,6-disubstitution adversely affects the stereoselectivity by means of a non-selective reduction via the dehydroboration product of Alpine-Borane, 9-borabicyclo[3.3.1]nonane.

ANTIVIRAL COMPOUNDS AND USE THEREOF

The invention relates to compounds, pharmaceutical compositions and methods useful for treating viral infection.

AMIDE RESORCINOL COMPOUNDS

The present invention is directed to amide resorcinol compounds and pharmaceutically acceptable salts and solvates thereof, their synthesis, and their use as HSP-90 inhibitors.

13C and 1H nuclear magnetic resonance of methyl-substituted acetophenones and methyl benzoates: Steric hindrance and inhibited conjugation

The 1H and 13C NMR spectra of 14 methyl-substituted acetophenones and 14 methyl-substituted methyl benzoates were assigned and interpreted with respect to the conformation of the Car - C(O) bond. The substituent effects are proportional in the two series and can be divided into polar and steric: each has different effects on the 13C SCS of the individual atoms. In the case of C atoms C(O), C(1) and CH3(CO), the steric effects were quantitatively separated by comparing SCS in the ortho and para positions. The steric effects are proportional for the individual C atoms and also to steric effects estimated from other physical quantities. However, they do not depend simply on the angle of torsion φ of the functional group as anticipated hitherto. A better description distinguishes two classes of compounds: sterically not hindered or slightly hindered planar molecules and strongly sterically hindered, markedly non-planar. In order to confirm this reasoning without empirical correlations, the J(C,C) coupling constants were measured for three acetophenone derivatives labeled with 13C in the acetyl methyl group. The constants confirm unambiguously the conformation of 2-methylacetophenone; their zero values are in accord with the conformation of 2,6-dimethylacetophenone. The zero values in the unsubstituted acetophenone are at variance with previous erroneous report but all J(C,C) values are in accord with calculations at the B3LYP/6-311++G(2d,2p)// B3LYP/6-311+G(d,p) level. Copyright

Intramolecular rearrangements of but-3-enoic esters

Support for the proposal by Khalafy and Prager1 of a cheletropic rearrangement of a 6-methylidenecyclohexa-2,4-diene-1-carboxylate under flash vacuum pyrolysis (f.v.p.) conditions has been obtained by a study of the f.v.p. products obtained from methyl 1-methyl-6-methylidenecyclohexa-2,4-diene-1-carboxylate and methyl 2,2-dimethylbut-3-enoate. A significant product in each case arises from a reaction involving decarbonylation and transfer of a methoxy group to C4 (but-3-enoate numbering). CSIRO 2000.

Regioselectivity of the Base-Induced Ring Cleavage of 1-Oxygenated Derivatives of Cyclobutabenzene

Oxy anions 3 generated from 1,2-dihydrocyclobutabenzen-1-ones 1 through addition of a charged nucleophile or from 1-hydroxy-1,2-dihydrocyclobutabenzenes 2 by deprotonation with base lead to stable products through distal and/or proximal cleavage of the strained four-membered ring via benzyl carbanion 4 and/or aryl carbanion 5. A systematic study of this process reveals the relative stability of the two isomeric carbanions 4 and 5 as a key factor in determining the course of the ring-cleavage reaction. While benzyl carbanions 4 can be trapped with carbon electrophiles, attempts at trapping aryl carbanions 5 with electrophiles other than H+ failed. In protic solvents, the magnesium salt of the tertiary alcohol 2 shows an increased rate of proximal cleavage as compared to its alkali salts. From this, we conclude that, in contrast to benzyl carbanions 4, free aryl carbanions 5 are of transient existence only. Proximal C,C-bond cleavage seems to occur either through protonation of 5 from a fast, reversible equilibrium 3?5 in which 3 strongly predominates, or in protic solvents possibly even through a rate-limiting protonation of 3 at the aromatic C-atom, bypassing free anion 5 altogether. Thus, additional factors other than just the relative stability of isomeric carbanions 4 and 5 are of importance in determining the regiochemistry of the base-induced C,C-bond cleavage in ketones 1 and in alcohols 2.