2076-36-0

Usage

Uses

Used in Pharmaceutical Industry:
Methyl 3-methyl-2-benzofurancarboxylate is used as a reagent for the synthesis and structure-activity relationship (SAR) studies of highly selective MMP-13 inhibitors. These inhibitors are crucial in the development of treatments for various diseases characterized by the breakdown of connective tissue, such as arthritis and metastasis of tumors.
Additionally, Methyl 3-methyl-2-benzofurancarboxylate is utilized in the preparation of saframycin analogs, which are potent anticancer agents. Saframycins are natural products that exhibit significant cytotoxic activity against various cancer cell lines, making them valuable in the development of novel cancer therapies.

InChI:InChI=1/C11H10O3/c1-7-8-5-3-4-6-9(8)14-10(7)11(12)13-2/h3-6H,1-2H3

Upstream product

• 186581-53-3 diazomethane 
• 24673-56-1 3-methyl-1-benzofuran-2-carboxylic acid 
• 67-56-1 methanol 
• 74-88-4 methyl iodide 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 38281-48-0 2-bromo-3-methylbenzofuran 
• 2076-42-8 3-methyl-1-benzofuran-2-carbonitrile 
• 77956-92-4 methyl 2-(2-acetylphenoxy)acetate 
• 118-93-4 o-hydroxyacetophenone 
• 124-38-9 carbon dioxide 
• 195830-41-2 1-iodo-2-(propa-1,2-dien-1-yloxy)benzene 
• 64908-64-1 2-phenoxyisoindol-1,3-dione 
• 98-80-6 phenylboronic acid 
• 5661-50-7 N-(phenoxy)acetamide 

Downstream Products

• 55581-62-9 2-(hydroxymethyl)-3-methylbenzofuran 
• 1199-07-1 3-methylbenzofuran-2-carboxaldehyde 
• 58763-73-8 3-bromomethylbenzofuran-2-carboxylic acid methyl ester 

Relevant academic research and scientific papers

Benzo-five-membered heterocycle HPPD inhibitor or salt thereof, herbicide composition, preparing method and application

The invention discloses a benzo-five-membered heterocycle HPPD inhibitor or a salt thereof with a formula I or II, a herbicide composition, a preparing method and application. X in the formula I or IIrepresents a nitrogen atom, an oxygen atom or a sulphur atom; R1 represents a hydrogen atom, C1-6 alkyl, C1-6 alkoxy and aromatic groups; R2 and R3 represent halogen, nitryl, trifluoromethyl, cyano group, sulfone methyl, C1-6 alkyl or C1-6 alkoxy; R4 in the formula I represents a hydrogen atom or methyl; R4 in the formula II represents a hydrogen atom, cyclopropyl, trifluoromethyl, C1-6 alkyl orC1-6 alkoxy; R5 in the formula II represents a hydrogen atom, C1-6 alkyl, C1-6 alkoxy or aromatic rings. According to the benzo-five-membered heterocycle HPPD inhibitor or the salt thereof with the formula I or II, the herbicide composition, the preparing method and application, an organic framework completely different from those of marketized HPPD inhibitors is constructed, and the bioassay activity is equivalent to that of mesotrione. When the inhibitor is used as a herbicide, the growth inhibition effect is significant.

Palladium-Catalyzed Intramolecular Arylative Carboxylation of Allenes with CO2 for the Construction of 3-Substituted Indole-2-carboxylic Acids

Arylative carboxylation of allenes proceeded in an intramolecular manner to afford the corresponding β,γ-unsaturated carboxylic acids in high yields using PdCl2/PAr3 (Ar = C6H4-p-CF3) and ZnEt2 under 1 atm of CO2. The intermediate of the cyclization/carboxylation sequence is thought to be a nucleophilic η1-allylethylpalladium, which reacts with CO2 at the γ-position of palladium. The products obtained could be efficiently converted into 3-substituted indole-2-carboxylate derivatives. One-pot synthesis of strychnocarpine, a β-carboline alkaloid, from the carboxylated product was also demonstrated.

Rhodium(III)-catalyzed redox-neutral coupling of N-phenoxyacetamides and alkynes with tunable selectivity

Give it a tweak: A novel oxidizing directing group was developed for a rhodium(III)-catalyzed C-H functionalization of N-phenoxyacetamides with alkynes. A small change in the reaction conditions leads to either ortho-hydroxyphenyl-substituted enamides or cyclization to deliver benzofurans with high selectivity (see scheme; Cp=C5Me5). Copyright

BENZOFURAN ANILIDE HISTONE DEACETYLASE INHIBITORS

The present disclosure provides a compound of general Formula (I) having enzyme inhibitory activity, a pharmaceutical composition comprising the compound, and a method useful to treat diseases using the compound.

HETEROCYCLIC DERIVATIVES FOR MODULATION OF CALCIUM CHANNELS

Heterocyclic derivatives act as Ca channel antagonists. The compositions are useful for treating or relieving Ca channel mediated conditions.

NOVEL SAFRAMYCIN ANALOGS AS THERAPEUTIC AGENTS

The present invention is directed to saframcyin analogs that are useful in the treatment of cancer. Pharmaceutical compositions and processes for preparing these compounds are also disclosed.

ACETYLENE DERIVATIVES AS INHIBITORS OF HISTONE DEACETYLASE

The present invention is directed to certain hydroxamate derivatives that are inhibitors of histone deacetylase and are therefore useful in the treatment of diseases associated with histone deacetylase activity. Pharmaceutical compositions and processes for preparing these compounds are also disclosed.

Identification of MK-944a: A second clinical candidate from the hydroxylaminepentanamide isostere series of HIV protease inhibitors

Recent results from human clinical trials have established the critical role of HIV protease inhibitors in the treatment of acquired immune-deficiency syndrome (AIDS). However, the emergence of viral resistance, demanding treatment protocols, and adverse side effects have exposed the urgent need for a second generation of HIV protease inhibitors. The continued exploration of our hydroxylaminepentanamide (HAPA) transition-state isostere series of HIV protease inhibitors, which initially resulted in the identification of Crixivan (indinavir sulfate, MK-639, L-735,524), has now yielded MK-944a (L-756,423). This compound is potent, is selective, and competitively inhibits HIV-1 PR with a K(i) value of 0.049 nM. It stops the spread of the HIV(IIIb)-infected MT4 lymphoid cells at 25.0-50.0 nM, even in the presence of α1 acid glycoprotein, human serum albumin, normal human serum, or fetal bovine serum. MK-944a has a longer half-life in several animal models (rats, dogs, and monkeys) than indinavir sulfate and is currently in advanced human clinical trials.

Synthesis and Evaluation of 2-Pyridinone Derivatives as HIV-1-Specific Reverse Transcriptase Inhibitors. 2. Analogues of 3-Aminopyridin-2(1H)-one

A series of nonnulceoside 3-aminopyridin-2(1H)-one derivatives was synthesized and evaluated for HIV-1 RT inhibitory properties.Several analogs proved to be potent and highly selective antagonists with in vitro IC50 values as low as 19 nM in the enzyme assay using rC*dG as template*primer.Two compounds from this series, 3-amino>-5-ethyl-6-methylpyridin-2(1H)-one (34, L-697,639) and the corresponding 4,7-dichloro analogue (37, L-697,661) inhibited the spread of HIV-1 IIIb infection by 95percent in MT4 cell culture at concentrations of 25-50 nM and were selected for clinical trials as antiviral agents.