105279-17-2

Upstream product

• 88-67-5 2-Iodobenzoic acid 
• 766-83-6 m-chlorophenylacetylene 
• 108440-16-0 1-(2-hydroxyphenyl)-3-(3-chlorophenyl)prop-2-en-1-one 
• 88-65-3 2-bromobenzoic-acid 

Downstream Products

• 93986-37-9 3-(3-chloro-benzyl)-3H-isobenzofuran-1-one 

Relevant academic research and scientific papers

Design, synthesis and biological evaluation of substituted flavones and aurones as potential anti-influenza agents

We designed a series of substituted flavones and aurones as non-competitive H1N1 neuraminidase (NA) inhibitors and anti-influenza agents. The molecular docking studies showed that the designed flavones and aurones occupied 150-cavity and 430-cavity of H1N1-NA. We then synthesized these compounds and evaluated these for cytotoxicity, reduction in H1N1 virus yield, H1N1-NA inhibition and kinetics of inhibition. The virus yield reduction assay and H1N1-NA inhibition assay demonstrated that the compound 1f (4-methoxyflavone) had the lowest EC50 of 9.36 nM and IC50 of 8.74 μM respectively. Moreover, kinetic studies illustrated that compounds 1f and 2f had non-competitive inhibition mechanism.

Phenylidene phenyl peptide compounds and medicinal composition and application thereof

The invention provides phenylidene phenyl peptide compounds, a medicinal composition using the phenylidene phenyl peptide compounds as active components, and application thereof as monoamine oxidase B(MAO-B) inhibitors and application thereof to preparation of medicines for treating Parkinson's disease (PD). Monoamine oxidase B (MAO-B) has been proved to be closely related to the pathogenesis ofthe Parkinson's disease (PD) and is a classic target for research and development of the medicines for treating the Parkinson's disease (PD). The invention provides application of the phenylidene phenyl peptide compounds to preparation of the monoamine oxidase B (MAO-B) inhibitors. In-vitro kinase activity experiments prove that the phenylidene phenyl peptide compounds have a significant monoamineoxidase B (MAO-B) inhibiting effect.

Pd/C-mediated synthesis of (Z)-3-alkylidenephthalides of potential pharmacological interest

The coupling of o-bromobenzoic acid with terminal alkynes using 10% Pd/C-Et3N-CuI-PPh3 as a catalyst system leads to the synthesis of (Z)-3-alkylidenephthalides as the major product along with the traces of isocoumarin when the reaction was performed in 1,4-dioxane. The methodology afforded a range of compounds including (Z)-3-(4-(methylsulfonyl) benzylidene)isobenzofuran-1(3H)-one of potential pharmacological interest.

Regioselective one-pot synthesis of isocoumarins and phthalides from 2-iodobenzoic acids and alkynes by temperature control

Copper-catalyzed coupling reaction of 2-iodobenzoic acids and alkynes such as terminal acetylenes, alkynyl carboxylic acids, and trimethylsilylacetylene selectively afforded isocoumarins and phthalides in the presence of cesium carbonate (Cs2CO3) and dimethyl sulfoxide (DMSO). Among the regioselective products, only the 6-endo-dig product, isocoumarin, was formed at 100 °C, and the 5-exo-dig product, phthalide, was formed as a major product at 25 °C. A variety of alkynes produced the corresponding isocoumarins and phthalides in good yields. A mechanism is suggested in which the formation of 2-alkynylbenzoic acid as an intermediate via Sonogashira-type coupling was ruled out in the reaction pathway. Copyright

Palladium-catalysed heteroannulation with terminal alkynes: Synthesis of phthalides

The palladium-copper-catalysed heteroannulation of o-iodobenzoic acid 3 with terminal alkynes 4-18 leads to the synthesis of (Z)-3-alkylidenephthalides 19-33 as the major products. In certain cases, the formation of isocoumarins 34-37 is also observed.