71586-41-9

Upstream product

• 672-13-9 2-hydroxy-5-methoxybenzaldehyde 
• 107-91-5 cyanoacetic acid amide 

Downstream Products

• 10354-19-5 α-cyano-3,4-methylenedioxycinnamamide 
• 75586-40-2 2-Benzo[1,3]dioxol-5-yl-6-methoxy-2,3-dihydro-9-oxa-1,3-diaza-anthracen-4-one 
• 75586-58-2 2-Benzo[1,3]dioxol-5-yl-6-methoxy-10H-9-oxa-1,3-diaza-anthracen-4-ol 
• 245072-50-8 3-benzothiazol-2-yl-6-methoxycoumarin 

Relevant academic research and scientific papers

Discovery of 4H-chromeno[2,3-d]pyrimidin-4-one derivatives as senescence inducers and their senescence-associated antiproliferative activities on cancer cells using advanced phenotypic assay

Current research suggests therapy-induced senescence (TIS) of cancer cells characterized by distinct morphological and biochemical phenotypic changes represent a novel functional target that may enhance the effectiveness of cancer therapy. In order to identify novel small-molecule inducers of cellular senescence and determine the potential to be used for the treatment of melanoma, a new method of high-throughput screening (HTS) and high-contents screening (HCS) based on the detection of morphological changes was designed. This image-based and whole cell-based technology was applied to screen and select a novel class of antiproliferative agents on cancer cells, 4H-chromeno[2,3-d]pyrimidin-4-one derivatives, which induced senescence-like phenotypic changes in human melanoma A375 cells without serious cytotoxicity against normal cells. To evaluate structure-activity relationship (SAR) study of 4H-chromeno[2,3-d]pyrimidin-4-one scaffold starting from hit 3, a focused library containing diversely modified analogues was constructed and which led to the identification of 38, a novel compound to have remarkable anti-melanoma activity in vitro with good metabolic stability.

New HA 14-1 analogues: Synthesis of 2-amino-4-cyano-4H-chromenes

The synthesis of 2-amino-4-cyano-4H-chromene derivatives as new HA 14-1 analogues by a simple and efficient method is reported. In addition, the reaction of 2-amino-2H-chromene-3-carbonitriles, salicylaldehydes and amines results in the formation of new c

Recyclization of 2-imino-2H-1-benzopyrans under the influence of nucleophilic reagents. 2. Reaction of 2-iminocoumarin-3-carboxamides with o-aminobenzenesulfonamide

2-Iminocoumarin-3-carboxamides recyclized into 3-(1,1-dioxo-2H-benzo-1,2,4-thiadiazinyl-3)coumarins under the influence of o-aminobenzenesulfonamide. An alternative method of synthesis is discussed. Proposed mechanisms for the recyclization are discussed.

Recyclization of 2-imino-2H-1-benzopyrans using nucleophilic reagents 3. Reaction of 2-iminocoumarin-3-carboxamides with o-phenylenediamines and o-amino(thio)phenols

Using o-phenylenediamines, o-aminophenol or o-aminothiophenol, 2-iminocoumarin-3-carboxamide can be recyclized to the corresponding 3-(1H-benzimidazol-2-yl), 3-(benzoxazol-2-yl), or 3-(benzothiazol-2-yl) coumarins. An alternative synthesis has been carried out and an analytical comparison of the synthetic routes made.