38840-05-0

Upstream product

• 4926-28-7 2-Bromo-4-picoline 
• 1692-25-7 3-pyridylboronic acid 
• 851367-88-9 C₁₁H₁₂Cl₂N₂ 
• 626-55-1 3-Bromopyridine 
• 19854-23-0 2-(Trimethylsilyl)-4-methyl-pyridin 
• 3678-62-4 2-chloro-4-picoline 
• 89878-14-8 3-Diethylboranylpyridine 
• 108-89-4 picoline 
• 462-08-8 pyridin-3-ylamine 

Relevant academic research and scientific papers

ORGANIC ELECTROLUMINESCENT MATERIALS AND DEVICES

Disclosed are a compound including a ligand L_A of chemical formula I, and a preparation and a device containing the compound of the chemical formula I. In the compound having a ligand L_A of chemical formula I, R^1 is monosubstitution, bisubstitution, or non-substitution, R^2 is monosubstitution, bisubstitution, trisubstituion, tetrasubstitution, or non-substitution, R is selected from hydrogen, deuterium, alkyl, cycloalkyl, and combination of the same, and R^1 and R^2 are dependently selected from hydrogen, deuterium, alkyl, cycloalkyl, aryl, and combination of the same, a random adjacent substituent of R^2 is randomly connected to form a condensed ring, the ligand L_A is coordinately bonded to metal M, and the ligand L_A is randomly connected to another ligand, and includes a tridentate, tetradentate, pentadentate, and hexadentate.COPYRIGHT KIPO 2015

TBAF-Catalysed silver oxide-mediated cross-coupling of functional trimethysilylpyridines: Access to arylpyridines and bihetaryl compounds

The concomitant use of silver oxide and catalytic amount of TBAF allowed the efficient and chemoselective coupling of readily available 4-chloro- and 4-methyl-2-trimethyl-silyl-pyridines with heteroaromatic and aromatic halides. Based on control experiments, a mechanism involving the formation of a pyridylsilver intermediate and TBAF recycling is postulated.

Synthesis and spectroscopic comparison of the eight methyl-2,3′-bipyridyls and identification of a hoplonemertine alkaloid as 3-methyl-2,3′-bipyridyl

The pyridyl ring is frequently found in natural products and drugs. While bipyridyls have served as useful scaffolds for development of industrial and pesticidal chemicals, their biological properties are still not well understood. Only 2,3--bipyridyl, of the six isomeric bipyridyls, has been reported as a natural product in tobacco plants and in a hoplonemertine marine worm, Amphiporus angulatus (Aa), which uses its pyridyl alkaloid-rich venom to paralyze its crustacean prey and chemically defend itself against predators. Here we report for the first time the synthesis and spectroscopic properties of all eight possible methyl 2,3′-bipyridyl isomers and use this data to identify a trace alkaloidal constituent of Aa as 3-methyl-2,3′-bipyridyl. This is only the second reported instance of a methyl-bipyridyl being found as a natural product, the first being the tobacco alkaloid 5-methyl-2,3′-bipyridyl.

Highly efficient suzuki-miyaura coupling of heterocyclic substrates through rational reaction design

A dicyclohexyl(2-sulfo-9-(3-(4-sulfophenyl)propyl)-9H-fluoren-9-yl) phosphonium salt was synthesized in 64% overall yield in three steps from simple commercially available starting materials. The highly water-soluble catalyst obtained from the corresponding phosphine and [Na2PdCl4] enabled the Suzuki coupling of a broad variety of N- and S-heterocyclic substrates. Chloropyridines (-quinolines) and aryl chlorides were coupled with aryl-, pyridineor indoleboronic acids in quantitative yields in water/n-butanol solvent mixtures in the presence of 0.005-0.05 mol% of Pd catalyst at 100°C, chloropurines were quantitatively Suzuki coupled in the presence of 0.5 mol% of catalyst, and S-heterocyclic aryl chlorides and aryl- or 3-pyridylboronic acids required 0.01-0.05 mol % Pd catalyst for full conversion. The key to the high activity of the Pd-phosphine catalyst is the rational design of the reaction parameters (i.e., the presence of water in the reaction mixture, good solubility of reactants and catalyst in n-butanol/water (3:1), and the electron-rich and sterically demanding nature of the phosphine ligand).

SYNTHETIC COMPOUNDS AND DERIVATIVES AS MODULATORS OF SMOKING OR NICOTINE INGESTION AND LUNG CANCER

Disclosed are nicotine-related compounds that selectively inhibit cytochrome P-450 2A6 (CYP2A6), selectively inhibit cytochrome P-450 2A13 (CYP2A13), and/or selectively modulate a nicotinic acetylcholine receptor (nAChR). Also disclosed are pharmaceutical compositions comprising a compound of the invention, as well as methods of using the pharmaceutical compositions for treating or preventing a disease or disorder associated with nicotine-ingestion, or a disease or disorder amenable to treatment by selective modulation of nAChRs.

5-Substituted, 6-substituted, and unsubstituted 3-heteroaromatic pyridine analogues of nicotine as selective inhibitors of cytochrome P-450 2A6

A series of 5- and 6-substituted and unsubstituted 3-heteroaromatic analogues of nicotine were synthesized in an effort to delineate the structural requirements for selectively inhibiting human cytochrome P-450 (CYP) 2A6, the major nicotine metabolizing enzyme. Thiophene, substituted thiophene, furan, substituted furan, imidazole, substituted imidazole, pyridine, substituted pyridine, thiazole, and quinoline moieties were used to replace the N-methylpyrrolidine ring of nicotine. Bromo and methyl groups were introduced at the 5-position of the pyridine ring and fluoro, chloro, and methoxy groups were placed at the 6-position of the pyridine ring in order to explore the structure-activity relationship (SAR) of inhibition of CYP2A6. The inhibitory activity of the most potent CYP2A6 inhibitors on the functional activity of human cytochrome P450s 3A4, 2E1, 2B6, 2C9, 2C19, and 2D6 was also examined to determine inhibitor selectivity. We identified 36 compounds that were more potent than nicotine at inhibition of coumarin 7-hydroxylase (CYP2A6) activity. We also found a number of compounds to be highly selective for the inhibition of human CYP2A6 versus the other human CYPs examined.