33718-23-9

Usage

InChI:InChI=1/C10H10N.ClH/c1-11-7-6-9-4-2-3-5-10(9)8-11;/h2-8H,1H3;1H/q+1;/p-1

Upstream product

• 37039-59-1 2-methyl-1,2-dihydro-isoquinoline-1-carbonitrile 
• 119-65-3 isoquinoline 
• 485-80-3 S-adenosyl-L-methionine 

Downstream Products

• 14990-40-0 N-methyl-1,2,3,4-tetrahydroisoquinoline 
• 13309-33-6 1-propyl-3-carbamoylpyridinium 
• 16183-83-8 1-benzyl-3-carbamoylpyridinium ion 
• 104889-74-9 5-tert-Butyl-1-(4-chloro-phenyl)-4-methyl-3-phenyl-4,5-dihydro-3H-pyrazolo[3,4-c]isoquinoline 
• 104861-13-4 (3aR,4R,5S,9bR)-1-(4-Chloro-phenyl)-5-isopropyl-4-methyl-3-phenyl-3a,4,5,9b-tetrahydro-3H-pyrazolo[3,4-c]isoquinoline 
• 104889-73-8 5-tert-Butyl-4-methyl-3-phenyl-1-p-tolyl-4,5-dihydro-3H-pyrazolo[3,4-c]isoquinoline 
• 104861-12-3 (3aR,4R,5S,9bR)-5-Isopropyl-4-methyl-3-phenyl-1-p-tolyl-3a,4,5,9b-tetrahydro-3H-pyrazolo[3,4-c]isoquinoline 
• 104861-09-8 (3aS,4S,5R,9bS)-5-Ethyl-4-methyl-3-phenyl-1-p-tolyl-3a,4,5,9b-tetrahydro-3H-pyrazolo[3,4-c]isoquinoline 
• 104861-11-2 (3aS,4S,5R,9bS)-5-Isopropyl-4-methyl-1,3-diphenyl-3a,4,5,9b-tetrahydro-3H-pyrazolo[3,4-c]isoquinoline 
• 104923-35-5 5-tert-Butyl-4-methyl-1,3-diphenyl-4,5-dihydro-3H-pyrazolo[3,4-c]isoquinoline 
• 104861-08-7 (3aS,4S,5R,9bS)-5-Ethyl-4-methyl-1,3-diphenyl-3a,4,5,9b-tetrahydro-3H-pyrazolo[3,4-c]isoquinoline 
• 104861-04-3 (3aS,4S,5R,9bS)-4,5-Dimethyl-3-phenyl-1-p-tolyl-3a,4,5,9b-tetrahydro-3H-pyrazolo[3,4-c]isoquinoline 
• 104861-03-2 (3aS,4S,5R,9bS)-4,5-Dimethyl-1,3-diphenyl-3a,4,5,9b-tetrahydro-3H-pyrazolo[3,4-c]isoquinoline 
• 104860-97-1 (3aS,4S,9bS)-4-Methyl-3-phenyl-1-p-tolyl-3a,4,5,9b-tetrahydro-3H-pyrazolo[3,4-c]isoquinoline 

Relevant academic research and scientific papers

A Rapid and Efficient Assay for the Characterization of Substrates and Inhibitors of Nicotinamide N-Methyltransferase

Nicotinamide N-methyltransferase (NNMT) is one of the most abundant small molecule methyltransferases in the human body and is primarily responsible for the N-methylation of the nicotinamide (vitamin B3). Employing the cofactor S-adenosyl-l-methionine, NNMT transfers a methyl group to the pyridine nitrogen of nicotinamide to generate N-methylnicotinamide. Interestingly, NNMT is also able to N-methylate a variety of other pyridine-containing small molecules, suggesting a secondary role for the enzyme in the detoxification of xenobiotics. A number of recent studies have also revealed links between NNMT overexpression and a variety of diseases, including multiple cancers, Parkinson's disease, diabetes, and obesity. To facilitate further study of both the substrate scope and potential for inhibitor development, we here describe the development of a new NNMT activity assay. The assay makes use of ultra-high-performance hydrophilic interaction chromatography, allowing for rapid separation of the reaction products, coupled with quadrupole time-of-flight mass spectrometric detection, providing for enhanced sensitivity and enabling high-throughput sample analysis. We successfully demonstrated the general applicability of the method by performing kinetic analyses of NNMT-mediated methylation for a range of pyridine-based substrates. These findings also provide new insight into the diversity of substrate recognition by NNMT in a quantitative manner. In addition, we further established the suitability of the assay for the identification and characterization of small molecule inhibitors of NNMT. To do so, we investigated the inhibition of NNMT by the nonspecific methyltransferase inhibitors sinefungin and S-adenosyl-l-homocysteine, revealing IC50 values in the low micromolar range. The results of these inhibition studies are particularly noteworthy as they will permit future efforts toward the development of new NNMT-specific inhibitors.

N-Methyl-3,4-dihydroisoquinolinium-catalysed oxidation of calmagite by peracetic acid: Kinetics and mechanism of catalyst inactivation

The azo dye, calmagite, is oxidized by peracetic acid and a catalytic amount of N-methyl-3,4-dihydroisoquinolinium p-toluenesulfonate by in situ formation of the corresponding oxaziridinium salt. The kinetics of the reaction have been examined under steady-state conditions in aqueous solution at pH 10. Under pseudo-first-order conditions employing an excess of calmagite relative to peracetic acid, no catalyst degradation is observed. Under near equimolar concentration of reactants, however, catalyst inactivation is found to be significant. Two major decomposition products have been isolated. Kinetic and product analyses indicate that catalyst inactivation occurs through the oxaziridinium salt intermediate by two major pathways; alkaline hydrolysis, which accounts for 60% of catalyst decomposition, and nucleophilic attack by peracid on the oxaziridinium salt.

MASS SPECTROMETRY OF NITROGEN HETEROCYCLES. 2. CORRELATION OF MASS SPECTROMETRIC FRAGMENTATION PROCESSES AND CHEMICAL AROMATIZATION REACTIONS OF DIHYDROAZINES

The results of mass spectrometric studies of aromatization processes of dihydroazines have been compared with experimental data relative to their chemical oxidation.The results of electron impact induced ionization of dihydroazines can be correlated direc

STEREOCHIMIE DE LA CYCLOADDITION DES DIARYLNITRILIMINES SUR LES N-ALKYL ET LES DIALKYL-1,2 DIHYDRO-1,2 ISOQUINOLEINES

The PMR spectroscopic properties (60 MHz) of cycloadducts of diarylnitrilimins towards 1,2-dihydroisoquinolines mono alkylated at the N-atom or dialkylated at the C1-carbon and N-atoms have been studied.Date allow us to determine the stereochemistry of th