14771-33-6

Usage

Uses

Used in Pharmaceutical Research:
ETHYL 2-(5-METHOXY-1H-INDOL-3-YL)-2-OXOACETATE is used as a chemical intermediate for the synthesis of pharmaceutical compounds, leveraging its indole core structure to facilitate the creation of new drug candidates.
Used in Scientific Research:
ETHYL 2-(5-METHOXY-1H-INDOL-3-YL)-2-OXOACETATE is used as a research compound in various scientific studies, particularly in the fields of organic chemistry and medicinal chemistry, to explore its potential applications and properties.

InChI:InChI=1/C13H13NO4/c1-3-18-13(16)12(15)10-7-14-11-5-4-8(17-2)6-9(10)11/h4-7,14H,3H2,1-2H3

Upstream product

• 1006-94-6 5-methoxylindole 
• 64-17-5 ethanol 
• 2426-19-9 (5-methoxy-1H-indol-3-yl)oxoacetyl chloride 

Downstream Products

• 712-09-4 5-methoxytryptophol 
• 18334-96-8 3-(2-bromoethyl)-5-methoxy indole 
• 1394160-97-4 5-m-tolyl-oxazole-4-carboxylic acid {1-[2-(5-methoxy-1H-indol-3-yl)-ethyl]-1H-pyrazol-4-yl}-amide 
• 1403888-70-9 8-methoxy-2-(4-methoxybenzyl)-2,5-dihydropyrazolo[3,4-c]quinolin-4-one 
• 1403888-69-6 4-chloro-8-methoxy-2-(4-methoxybenzyl)-2H-pyrazolo[3,4-c]quinoline 
• 1415412-54-2 C₂₅H₂₉NO₇ 

Relevant academic research and scientific papers

Synthesis and anti-tumor activity of marine alkaloids

Marine alkaloids were divided into five categories from the perspective of anti-tumor activity. The optimization process, chemical synthesis, anti-tumor activity evaluation and structure–activity relationship of various compounds were discussed.

NOVEL PYRAZOLE AND IMIDAZOLE DERIVATIVES USEFUL AS OREXIN ANTAGONISTS

The present invention relates to pyrazole and imidazole derivatives of formula (I) wherein U, V, L, X, Y, R1, (R2)n and (R3)m and ring A are as described in the description, to their preparation, to pharmaceutically acceptable salts thereof, and to their use as pharmaceuticals, to pharmaceutical compositions containing one or more compounds of formula (I), and especially to their use as orexin receptor antagonists.

Rhodium-catalyzed enantioselective 1,2-addition of arylboronic acids to heteroaryl α-ketoesters for synthesis of heteroaromatic α-hydroxy esters

The first example of catalytic asymmetric 1,2-addition of arylboronic acids to heteroaryl α-ketoesters has been developed for the highly efficient and enantioselective synthesis of quaternary carbon-containing heteroaromatic α-hydroxy esters. The reaction works well with a variety of α-ketoesters including 3-indoleglyoxylates, 3-benzofuranglyoxylates and 3-benzothiopheneglyoxylates under very mild conditions, affording the corresponding products in moderate to good yields with high enantiomeric excesses (up to 97%).

Rhodium-catalyzed enantioselective 1,2-addition of arylboronic acids to heteroaryl α-ketoesters for synthesis of heteroaromatic α-hydroxy esters

The first example of catalytic asymmetric 1,2-addition of arylboronic acids to heteroaryl α-ketoesters has been developed for the highly efficient and enantioselective synthesis of quaternary carbon-containing heteroaromatic α-hydroxy esters. The reaction works well with a variety of α-ketoesters including 3-indoleglyoxylates, 3-benzofuranglyoxylates and 3-benzothiopheneglyoxylates under very mild conditions, affording the corresponding products in moderate to good yields with high enantiomeric excesses (up to 97%).

Synthesis and biological evaluation of analogs of the marine alkaloids granulatimide and isogranulatimide

A series of pyrrolic analogs and two series of regioisomeric pyrazolic analogs of the marine alkaloids granulatimide and isogranulatimide were prepared. The synthesis of the two first ones was based on the condensation reaction of diversely 5-substituted 3-bromoindoles with pyrrole or pyrazole followed by addition of the intermediates on maleimide or dibromomaleimide, respectively, the so-obtained acyclic adducts being finally photocyclized to the desired analogs. Compounds of the last series were obtained by reacting different 5-substituted-indole-3-glyoxylates with N-Boc-pyrazole-3-acetamide and subsequent photochemical cyclization of the adducts. All the compounds were evaluated for their in vitro growth inhibitory properties toward eight cancer cell lines. Several compounds were also assayed for their ability to abrogate the G2-cell cycle checkpoint or to inhibit a panel of Ser/Thr kinases. Lastly, computer-assisted phase-contrast microscopy (quantitative videomicroscopy) revealed that the three most potent compounds (4a, 9a, 9e), with IC50 growth inhibitory concentrations ranging between 10 and 20 μM, displayed cytostatic, not cytotoxic, anticancer effects.