62536-84-9

Upstream product

• 673-22-3 2-Hydroxy-4-methoxybenzaldehyde 
• 108-24-7 acetic anhydride 
• 150-19-6 O-methylresorcine 

Downstream Products

• 20734-74-1 5-methoxy-2-methyl-phenol 
• 24533-04-8 2-acetoxy-4,4'-dimethoxychalcone 
• 856202-31-8 C₁₉H₁₅NO₅ 
• 24533-03-7 (E)-2-hydroxy-4,4'-dimethoxychalcone 

Relevant academic research and scientific papers

INHIBITORS OF GLUCOSE TRANSPORTERS (GLUTS)

The present invention relates to 2,6-methanobenzo[g][1]oxacin-4-onecompounds and their analog compounds and pharmaceutically acceptable salts thereof as selective inhibitor of glucose transporters 1 and 3 (GLUTs 1 and 3), to methods of preparing said compounds, and to the use thereof as pharmaceutically active agents, especially for the prophylaxis and/or treatment of metabolic diseases, immunological diseases, autoimmune diseases, inflammation, graft versus host disease, cancer, and metastasis thereof. Furthermore, the present invention is directed to pharmaceutical composition comprising at least one of 2,6-methanobenzo[g][1]oxacin-4-one compounds and their analog compounds.

6-arylcoumarins as novel nonsteroidal type progesterone antagonists: An example with receptor-binding-dependent fluorescence

Various 6-arylcoumarin derivatives were designed and synthesized as candidate nonsteroidal type progesterone antagonists. 6-Bromocoumarin derivatives were prepared from the corresponding 4-substituted 2-acetoxy-5-bromobenzaldehyde by employing the Still-Gennari modification of the Horner-Wadsworth-Emmons olefination reaction and were converted to 6-arylcoumarins by means of Suzuki-Miyaura cross-coupling reactions. The biological activities of these coumarin derivatives were evaluated by means of alkaline phosphatase assay in the T47D human breast carcinoma cell line. Among the synthesized compounds, 36 (IC50 = 0.12 μM) and 38 (IC 50 = 0.065 μM), bearing a five-membered heterocycle, showed potent PR antagonist activity. Competitive binding assay showed that compounds 8 and 34 have potent PR binding affinity. The fluorescence of compound 8 was dependent on the solvent properties and was increased in the presence of PR ligand binding domain. This property might be applicable to the development of fluorescence probes for studies on PR.

Alcohol uncaging with fluorescence reporting: Evaluation of o-acetoxyphenyl methyloxazolone precursors

(Chemical Equation Presented) This paper evaluates a series of photolabile protecting groups with built-in fluorescence reporting. They rely on readily available o-acetoxyphenyl methyloxazolones as activated precursors. Alcohol substrates are easily caged. The resulting photoactivable esters exhibit large one- and two-photon uncaging cross sections. The alcohol substrates are quantitatively released in a 1:1 molar ratio with a strongly fluorescent coumarin coproduct that serves as a reporter to quantify substrate delivery.

Modified chiral triazolium salts for enantioselective benzoin cyclization of enolizable keto-aldehydes: Synthesis of (+)-sappanone B

Equation Presented Asymmetric synthesis of (+)-sappanone B (1), a natural product with a 3-hydroxy chromanone structure, was achieved via enantioselective benzoin cyclization by using a modified Rovis catalyst and triethylamine. This catalyst enabled the

Ortho Effect in the Fragmentation of 2-Acetoxychalcones under Electron Impact

2-Acetoxychalcones decompose under electron impact conditions by loss of an acetoxy fragment to form flavylium ions.The effect is restricted to the ortho position and is reduced after hydrogenation of the chalcone double bond.The intense flavylium ion originates as shown by specific labelling with 18O-from two different fragmentation lines: (a) direct loss of an acetoxy radical by cleavage of the phenolic Ar-O bond and (b) sequential elimination of ketene and a hydroxy radical.

The Structure of Thalibrunine, a Reinvestigation and Revision

Evidence is presented that thalibrunine has structure 2 and is the 2'-hydroxy derivative of hernandezine.Ceric ammonium nitrate oxidation of thalibrunine acetate (3) gave 2-methoxy-4-acetoxy-4',5-diformyldiphenyl ether (6), which was also prepared synthet