33491-31-5

Upstream product

• 14562-10-8 2-hydroxy-3-phenylbenzaldehyde 
• 108-24-7 acetic anhydride 
• 127-19-5 N,N-dimethyl acetamide 
• 1123745-71-0 biphenyl-2-yl propiolate 

Downstream Products

• 1063714-21-5 ethyl 2-amino-4-(2-ethoxy-2-oxoethyl)-8-phenyl-4H-chromene-3-carboxylate 

Relevant academic research and scientific papers

8-phenyl (isopropyl) coumarin agricultural bacteriostatic activity

The invention discloses agricultural bacteriostatic activity of 8-phenyl (isopropyl) cumarin, and relates to an 8-phenyl (isopropyl) cumarin compound, as well as a preparation method and activity thereof, in particular to the field of agricultural bacteriostasis. The compound can be prepared by the following reaction: conducting condensation on 3-phenyl (isopropyl) salicylaldehyde and acetic anhydride to obtain the objective compound. The compound has favorable bacteriostatic action on apple rotting pathogen, apple ring spot pathogen, and citrus anthracnose pathogen, and has favorable protecting and curing function against the apple ring spot pathogen.

Structure-activity relationship and molecular mechanisms of ethyl 2-amino-4-(2-ethoxy-2-oxoethyl)-6-phenyl-4H-chromene-3-carboxylate (sHA 14-1) and its analogues

Rapid development of multiple drug resistance against current therapies is a major barrier in the treatment of cancer. Therefore, anticancer agents that can overcome acquired drug resistance in cancer cells are of great importance. Previously, we have demonstrated that ethyl 2-amino-4-(2-ethoxy-2-oxoethyl)-6- phenyl-4H-chromene-3-carboxylate (5a, sHA 14-1), a stable analogue of ethyl 2-amino-6-bromo-4-(1-cyano-2-ethoxy-2-oxoethyl)-4H-chromene-3-carboxylate (6, HA 14-1), mitigates drug resistance and synergizes with a variety of cancer therapies in leukemia cells. Structure-activity relationship (SAR) studies of 5a guided the development of ethyl 2-amino-6-(3′,5′-dimethoxyphenyl)- 4-(2-ethoxy-2-oxoethyl)-4H-chromene-3-carboxylate (5q, CXL017), a compound with low micromolar cytotoxicity against a wide-range of hematologic and solid tumor cells. More excitingly, our studies of 5q in camptothecin (CCRF-CEM/C2) and mitoxantrone (HL-60/MX2) resistant cancer cells highlight its ability to selectively kill drug-resistant cells over parent cancer cells. 5q inhibits tumor cell growth through the induction of apoptosis, with detailed mechanism of its selectivity toward drug-resistant cancer cells under investigation. These results suggest that 5q is a promising candidate for treatment of cancers with multiple drug resistance. 2009 American Chemical Society.

A new gold-catalyzed domino cyclization and oxidative coupling reaction

Gold-catalyzed domino cyclization and oxidative coupling reaction for synthesis of dicoumarins was studied. Gold was thought to be an unreactive metal before its catalyzed reaction was discovered. HAuCl4 was suspended in dry 1,2-dichloroethane (DCE), whereas protic solvent gave only monomer and UV absorption and fluorescence properties of dicoumarins were similar to those of monomers. The crude product was purified by flash column chromatography on silica and gold catalyst performed two different functions. Dicoumarins, scaffolds of natural products has interesting biological properties whereas, potential photostable UV-absorbent materials were accessed in two steps from commercially available starting materials. The reaction generally proceeded in moderate-to-good yields, tolerating a variety of substituents on the aromatic moiety.