25045-35-6

Upstream product

• 25045-36-7 2-methoxy-5-methylbenzoic acid 
• 613-84-3 2-hydroxy-5-methylbenzaldehyde 
• 89-56-5 5-Methylsalicylic acid 
• 7083-19-4 2-methoxy-5-methylbenzaldehyde 

Downstream Products

• 63113-79-1 methyl 2-methoxy-5-methylbenzoate 
• 26880-96-6 2-hydroxy-4'-methoxy-5-methyl-benzophenone 
• 82620-73-3 1-(2-methoxy-5-methylphenyl)propan-1-one 
• 78445-37-1 β-[4-(2-methoxy-5-methylbenzamido)-phenyl]-propionic acid 
• 62910-42-3 ethyl 4-(2-methoxy-5-methylbenzamido)-phenylacetate 
• 62910-25-2 4-[2-(2-methoxy-5-methylbenzamido)-ethyl]-phenylacetic acid 
• 61629-59-2 β-{4-[2-(2-methoxy-5-methylbenzamido)-ethyl]-phenyl}-propionic acid 
• 60530-94-1 4-(2-<2-methoxy-5-methyl-benzamido>-ethyl)-benzoic acid 
• 127459-09-0 2,5-Bis-(2-methoxy-5-methyl-phenyl)-3-phenylsulfanyl-furan 
• 93878-09-2 2-acetyl-4-methylphenyl 2-methoxy-5-methylbenzoate 
• 468060-78-8 2-(2-methoxy-5-methyl-phenyl)-6-methyl-chromen-4-one 
• 742087-68-9 1-(2-hydroxy-5-methylphenyl)-3-(2-methoxy-5-methylphenyl)propane-1,3-dione 
• 1416255-71-4 (2,5-dimethyl-1-benzofuran-3-yl)(2-hydroxy-5-methylphenyl)methanone 
• 1416255-30-5 (2,5-dimethyl-1-benzofuran-3-yl)(2-methoxy-5-methylphenyl)methanone 

Relevant academic research and scientific papers

Design, synthesis, and preliminary biological evaluation of 3′,4′,5′-trimethoxy flavonoid salicylate derivatives as potential anti-tumor agents

According to the pharmacophore combination principle, a set of new 3′,4′,5′-trimethoxy flavonoid salicylate derivatives were designed, synthesized, and evaluated for biological activity. The cytotoxicity evaluation revealed that compound 10v exhibited higher potency than 5-Fu against HCT-116 cells. Preliminary biological activity studies showed that compound 10v could inhibit the colony formation and migration of HCT-116 cells. Besides, the Hoechst 33258 staining assay and flow cytometry revealed that treatment with compound 10v induced the apoptosis of HCT-116 cells in a concentration-dependent manner, while it had no effect on their cell cycle. The WB analysis suggested that HIF-1α, tubulin, HK-2, and PFK might be the potential pharmacophore targets of compound 10v. Tubulin was a potential drug target for compound 10v, which was explained by analyzing the crystal structure of compound 10v complexed with tubulin. These results indicated that compound 10v might be a promising anti-tumor agent candidate, deserving further optimization and evaluation.

Discovery, synthesis, biological evaluation and molecular docking study of (R)-5-methylmellein and its analogs as selective monoamine oxidase A inhibitors

(R)-5-Methylmellein (5-MM), the major ingredient in the fermented mycelia of the medicinal fungus Xylaria nigripes (called Wuling Shen in Chinese)? was found to be a selective inhibitor against monoamine oxidase A (MAO-A) and might play an important role in the clinical usage of this edible fungus as an anti-depressive traditional Chinese medicine (TCM). Based on the discovery and hypothesis, a variety of (R)-5-MM analogs were synthesized and evaluated in vitro against two monoamine oxidase isoforms (MAO-A and MAO-B). Most synthetic analogs showed selective inhibition of MAO-A with IC50 values ranging from 0.06 to 29 μM, and compound 13aR is the most potent analog with high selectivity (IC50, MAO-A: 0.06 μM; MAO-B: >50 μM). Interestingly, the enzyme kinetics study of 13aR indicated that this ligand seemed to bind in the MAO-A active site according to so-called “tight-binding inhibition” mode. The molecular docking study of 13aR was thereafter performed in order to rationalize the obtained biological results.

Aryl hetaryl ketones and thioketones as efficient inhibitors of peptidyl-prolyl cis-trans isomerases

A series of 18 differently substituted new aryl hetaryl ketones and thioketones were synthesized in four to six steps from commercial starting materials. The new ketones were evaluated as inhibitors of the peptidyl-prolyl cis-trans isomerase hPin1 with Ki values ranging in the one-digit micromolar to sub-micromolar numbers. A crystal structure revealed the non-planar arrangement of the aryl residues at the carbonyl compound and supports the hypothesis that the new compounds might mimic the transition state of the enzymatic conversion.

Arylamides hybrids of two high-affinity σ2 receptor ligands as tools for the development of PET radiotracers

1-Cyclohexyl-4-[3-(5-methoxy-1,2,3,4-tetrahydronaphthalen-1-yl)propyl] piperazine 1 (PB28) and 2-Methoxy-5-methyl-N-[4-(6,7-dimethoxy-3,4-dihydro-1H- isoquinolin-2-yl)butyl]benzamide 2 (RHM-1) represent leads for tumor diagnosis, given their high affinity

The enantioselective Birch-Cope sequence for the synthesis of carbocyclic quaternary stereocenters. Application to the synthesis of (+)-mesembrine

A synthetic technique for generating carbocyclic quaternary stereocenters with exceptionally high levels of enantioselectivity is described. A sequence of three reactions, enantioselective Birch reduction-allylation, enol ether hydrolysis, and Cope rearrangement, is used to stereoselectively generate chiral quaternary centers on a 2-cyclohexen-1-one ring. The products of the sequence are 4,4-disubstituted-2-carboxamide-2-cyclohexen-1-one structures which are versatile intermediates in complex natural product synthesis. An application of the sequence to the synthesis of (+)-mesembrine illustrates the utility of these intermediates.

Conformationally-flexible benzamide analogues as dopamine D3 and σ2 receptor ligands

A series of conformationally-flexible analogues was prepared and their affinities for D2-like dopamine (D2, D3 and D 4) were determined using in vitro radioligand binding assays. The results of this structure-activity rela

Refinement and evaluation of a pharmacophore model for flavone derivatives binding to the benzodiazepine site of the GABAA receptor

To further develop and evaluate a pharmacophore model previously proposed by Cook and co-workers (Drug Des. Discovery 1995, 12, 193-248) for ligands binding to the benzodiazepine site of the GABAA receptor, 40 new flavone derivatives have been synthesized and their affinities for the benzodiazepine site have been determined. Two new regions of steric repulsive interactions between ligand and receptor have been characterized, and the receptor region in the vicinity of 6- and 3′-substituents has been mapped out. 2′-Hydroxy substitution is shown to give a significant increase in affinity, which is interpreted in terms of a novel hydrogen bond interaction with the previously proposed hydrogen bond-accepting site A2. On the basis of the results of these studies and the refined pharmacophore model, 5′-bromo-2′-hydroxy-6-methylflavone, the highest affinity flavone derivative reported so far (Ki = 0.9 nM), was successfully designed. A comparison of the pharmacophore model with a recently proposed alternative model (Marder; et al. Bioorg. Med. Chem., 2001, 9, 323-335) has been made.

Structurally Modified Isokalafungins and Isonanaomycins

The total synthesis of structural analogues of the unnatural, C-6-hydroxylated isokalafungins and isonanaomycins is described.The new compounds show improved antibiotic activity and support theories for a mechanism of action which base on the formation of