37491-68-2

Usage

Synthesis Reference(s)

Journal of Medicinal Chemistry, 49, p. 2022, 2006 DOI: 10.1021/jm050879zSynthetic Communications, 7, p. 71, 1977 DOI: 10.1080/00397917709410058

Upstream product

• 3343-59-7 3,4-dihydroxybenzaldehyde oxime 
• 120-80-9 benzene-1,2-diol 
• 7647-01-0 hydrogenchloride 
• 53527-20-1 chloro-acetic acid-(3,4-dihydroxy-benzylamide) 
• 94099-46-4 3,4-dioxybenzylamine 
• 5763-61-1 3,4-dimethoxybenzylamine 

Downstream Products

• 139446-83-6 N-(3,4-dihydroxybenzyl)nonanamide 
• 1422043-80-8 5-adamantan-1-yl-N-(3,4-dihydroxybenzyl)-2,4-dihydroxy-benzoic acid amide 
• 122410-35-9 N-<(S,S)-2,4-dibenzyl-4-carboxybutyryl>-3,4-dihydroxybenzylamine sodium salt 
• 857950-43-7 N-acetyl-sulfanilic acid-(3,4-dihydroxy-benzylamide) 

Relevant academic research and scientific papers

Identification of novel matrix metalloproteinase inhibitors by screening of phenol fragments library

In the last 20 years, a great variety of synthetic, low molecular weight MMP inhibitors (MMPIs) have been synthesized and tested, although none has reached clinical utility. Exploration of novel ZBGs and development of non-hydroxamate MMPI has become a focus in current research. It's well-known that polyphenols can produce beneficial effects on human health by their antioxidant properties as well as they have the ability to block gelatinase activity. In this work we tested a series of selected phenols as MMP inhibitors. The most interesting hit (B6) shows sub-micromolar activity against MMP-2 (IC50 0.59 ± 0.05 μM, LE = 1.07) and a fairly good selectivity spectrum. A screening of selected phenols against four matrix metalloproteinases is reported. Eight phenols showed a very interesting activity and selective profile. The most interesting hit (B6) presents a sub-micromolar activity against MMP-2 (IC50 0.59±0.05μM). Copyright

Synthesis and SAR studies of 2-oxoquinoline derivatives as CB2 receptor inverse agonists

The highly CB2 selective cannabinoid receptor inverse agonist, 7-methoxy-2-oxo-8-pentyloxy-1,2-dihydroquinoline-3-carboxylic acid N-benzo[1,3]dioxol-5-ylmethyl)amide (JTE-907; 9b), served as the lead compound for investigating the structure-activity relat

Enzymatically amplified voltammetric sensor for microliter sample volumes of salicylate

A new voltammetric sensing strategy for salicylate employing two enzymes and applicable to microliter sample volumes is demonstrated. The method involves the use of the enzyme salicylate hydroxylase to convert salicylate to catechol, which is oxidized at a carbon electrode. The product of this oxidation reaction, o-quinone, is then reduced by a second enzyme, glucose oxidase, to regenerate catechol. Reoxidation of catechol results in a signal that is amplified due to repeated cycling of catechol molecules between the oxidized and reduced states. This chemistry is implemented in two configurations. (i) A paper disk into which both enzymes have been absorbed is mounted on a coplanar three-electrode assembly for aqueous experiments. Determination of salicylate in a nonprescription dermatological product is demonstrated. (ii) A small solution volume confined directly on the coplanar electrodes is used for determination of salicylate in whole blood. The advantages of the use of two enzymes and of monitoring steady-state catalytic currents are discussed.