1114962-65-0

Upstream product

• 91-44-1 7-diethylamino-4-methylcoumarin 
• 87199-17-5 4-formylphenylboronic acid, 
• 92295-93-7 3-bromo-7-(diethylamino)-4-methyl-2H-chromen-2-one 

Downstream Products

• 1114962-66-1 7-diethylamino-3-[4-(1-hydroxy-3-oxobutyl)phenyl]-4-methylchromen-2-one 
• 1413412-83-5 C₃₆H₃₃N₃O₄ 

Relevant academic research and scientific papers

Synthesis of novel triazine compound and application thereof as luminescent material

The invention relates to a synthesis of a novel triazine compound and an application thereof as a luminescent material. The structural formula of the novel triazine compound is shown in (I). (Shown inthe description) Ar is selected from aryl, substituted aryl and aryl containing heteroatoms; and R1 is selected from chlorine atom, trifluoromethyl and butoxy.

Design, synthesis and pharmacological characterization of coumarin-based fluorescent analogs of excitatory amino acid transporter subtype 1 selective inhibitors, UCPH-101 and UCPH-102

The excitatory amino acid transporters (EAATs) play a pivotal role in regulating the synaptic concentration of glutamate in the mammalian central nervous system. To date, five different subtypes have been identified, named EAAT15 in humans (and GLAST, GLT-1, EAAC1, EAAT4, and EAAT5, respectively, in rodents). Recently, we have published and presented a structure-activity relationship (SAR) study of a novel class of selective inhibitors of EAAT1 (and GLAST), with the analogs UCPH-101 (IC50 = 0.66 μM) and UCPH-102 (IC50 = 0.43 μM) being the most potent inhibitors in the series. In this paper, we present the design, synthesis and pharmacological evaluation of six coumarin-based fluorescent analogs of UCPH-101/102 as subtype-selective inhibitors at EAAT1. Analogs 1114 failed to inhibit EAAT1 function (IC 50 values >300 μM), whereas analogs 15 and UCPH-102F inhibited EAAT1 with IC50 values in the medium micromolar range (17 μM and 14 μM, respectively). Under physiological pH no fluorescence was observed for analog 15, while a bright blue fluorescence emission was observed for analog UCPH-102F. Regrettably, under confocal laser scanning microscopy selective visualization of expression of EAAT1 over EAAT3 was not possible due to nonspecific binding of UCPH-102F.

A fluorogenic aldehyde bearing a 1,2,3-triazole moiety for monitoring the progress of aldol reactions

We have developed a new type of fluorogenic aldehyde bearing a 1,2,3-triazole moiety that is useful for monitoring the progress of aldol reactions through an increase in fluorescence. Whereas 6-methoxy-2naphthaldehyde was highly fluorescent, the fluorogenic aldehyde, 4-formylbenzene connected to the 6-methoxy-2-naphthyl group through a 1,2,3-triazole moiety, was essentially nonfluorescent in aqueous solutions. We suggest that the 4-formylphenyl group acts as a quencher to suppress the fluorescence of the 6-methoxy-2- naphthyltriazole moiety. The product of the aldol reaction of this aldehyde does not have a quenching moiety and showed more than 800-fold higher fluorescence than the aldehyde. Assay systems using the fluorogenic aldehyde were validated by screening of aldol catalysts, ranking of the activities of the catalysts, and evaluation of reaction conditions.