62529-02-6

Upstream product

• 16712-64-4 6-Hydroxy-2-naphthoic acid 
• 62-53-3 aniline 

Downstream Products

• 121967-44-0 8,13-dioxo-8,13-dihydro-dinaphtho[2,1-b;2',3'-d]furan-3-carboxylic acid anilide 

Relevant academic research and scientific papers

The antimicrobial activity of annona emarginata (Schltdl.) H. Rainer and most active isolated compounds against clinically important bacteria

Annona emarginata (Schltdl.) H. Rainer, commonly known as “arachichú”, “araticú”, “aratigú”, and “yerba mora”, is a plant that grows in Argentina. Infusions and decoctions are used in folk medicine as a gargle against throat pain and for calming toothache; another way to use the plant for these purposes is chewing its leaves. Extracts from bark, flowers, leaves, and fruits from A. emarginata were subjected to antibacterial assays against a panel of Gram (+) and Gram (?) pathogenic bacteria according to Clinical and Laboratory Standards Institute protocols. Extracts from the stem bark and leaves showed moderate activity against the bacteria tested with values between 250–1000 μg/mL. Regarding flower extracts, less polar extracts (hexane, dichloromethane) showed very strong antibacterial activity against methicillin-sensitive Staphylococcus aureus ATCC 25923 and methicillin-resistant S. aureus ATCC 43300 with values between 16–125 μg/mL. Additionally, hexane extract showed activity against Klebsiella pneumoniae (MIC = 250 μg/mL). The global methanolic extract of the fruits (MeOHGEF) was also active against the three strains mentioned above, with MICs values 250–500 μg/mL. Bioassay-guided fractionation of MeOHGEF led to the isolation of a new main compound—(R)-2-(4-methylcyclohex-3-en-1-yl)propan-2-yl (E)-3-(4-hydroxyphenyl)acrylate (1). The structure and relative configurations have been determined by means of 1D and 2D NMR techniques, including COSY, HMQC, HMBC, and NOESY correlations. Compound 1 showed strong antimicrobial activity against all Gram (+) species tested (MICs = 3.12–6.25 μg/mL). In addition, the synthesis and antibacterial activity of some compounds structurally related to compound 1 (including four new compounds) are reported. A SAR study for these compounds was performed based on the results obtained by using molecular calculations.

Inhibition of photosynthetic electron transport by 6-hydroxynaphthalene-2-carboxanilides

Inhibition of photosynthetic electron transport (PET) in spinach chloroplasts by 6-hydroxynaphthalene-2-carboxanilides has been investigated. The PET inhibiting activity of the studied compounds depends on compound lipophilicity, on the position of substituents on the anilide moiety as well as on electron-accepting and electron-donating properties of these substituents. The most active PET inhibitors are m-substituted derivatives; the lowest activity is shown by the o-substituted ones. The most potent PET inhibitor is 6-hydroxy-N-(3-trifluoromethylphenyl)naphthalene-2-carboxamide (IC50 = 10.8 μmol/L). Study of chlorophyll a fluorescence in the suspension of spinach chloroplasts in the presence of studied compounds confirms their site of action in PS II, and it can be assumed that the inhibitory site of action of the studied compounds is situated on the acceptor side of PS II at Qb site.

Inhibition of photosynthetic electron transport by 6-hydroxynaphthalene-2-carboxanilides

Inhibition of photosynthetic electron transport (PET) in spinach chloroplasts by 6-hydroxynaphthalene-2-carboxanilides has been investigated. The PET inhibiting activity of the studied compounds depends on compound lipophilicity, on the position of substituents on the anilide moiety as well as on electron-accepting and electron-donating properties of these substituents. The most active PET inhibitors are m-substituted derivatives; the lowest activity is shown by the o-substituted ones. The most potent PET inhibitor is 6-hydroxy-N-(3-trifluoromethylphenyl)naphthalene-2-carboxamide (IC50 = 10.8 μmol/L). Study of chlorophyll a fluorescence in the suspension of spinach chloroplasts in the presence of studied compounds confirms their site of action in PS II, and it can be assumed that the inhibitory site of action of the studied compounds is situated on the acceptor side of PS II at QB site.

NAPHTHOL DERIVATIVE AND CHARGE CONTROL AGENT COMPRISING THE SAME

The present invention provides a novel naphthol derivative represented by the following general formula (I). The novel naphthol derivative of the present invention is useful as a positively electrifiable charge control agent. The present invention further provides an electrophotographic toner comprising a charge control agent comprising the novel naphthol derivative represented by formula (I).