Pyridine and Pyridine Derivatives

Scriven, E. F. V.; Toomey, Joseph E.; Murugan, Ramiah

doi:10.1002/0471238961.1625180919031809.a01

Cited by 19 publications

(22 citation statements)

References 39 publications

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“…Because of its operational simplicity and high regioselectivity, we expect our new method to extend the scope of the biological and chemical applications of difluoromethylated compounds. 1 H and 19 F NMR spectra were recorded on a JEOL Lamda-500 spectrometer at 500 and 470 MHz, respectively, with CDCl 3 as the solvent. The chemical shifts are reported relative to TMS (δ = 0 ppm for 1 H NMR) and to C 6 F 6 (δ = 0 ppm for 19 F NMR).GC/MS spectra were recorded on a Thermo Fisher Scientific TRACE DSQ spectrometer in the EI mode.…”

Section: Methodsmentioning

confidence: 99%

“…Pyridine ring systems occur in various natural products and they show a range of characteristic biological activities. 1 Pyridine skeletons are therefore often used in the design of synthetic compounds with pharmacological properties. In particular, fluorine-containing pyridines are of particular interest because the fluorine atoms can play a pivotal role in bioactivity and they provide an avenue for further structural elaboration.…”

mentioning

confidence: 99%

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An Efficient Route to Difluoromethylated Pyridines

2012

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Section: Methodsmentioning

confidence: 99%

mentioning

confidence: 99%

An Efficient Route to Difluoromethylated Pyridines

2012

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“…In the food industry, their antimicrobial activity has also been employed for the same goals such as sanitization of milk cans and milking machines (Daidone et al, 1990; Fredel, 1994). Besides, they are used as main solvents and starting material for the synthesis of many compounds such as insecticides, herbicides, medicines, vitamins, food flavorings, feed additives, dyes, rubber chemicals, explosives, and adhesives (Jori et al, 1983; Santodonato et al, 1985; Scriven et al, 1996; Shimizu et al, 1993).…”

Section: Introductionmentioning

confidence: 99%

Mutagenic assessment of three synthetic pyridine-diaryl ketone derivatives

et al. 2013

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Nowadays, there are increasing numbers of studies about synthetic chemicals according to the supply demands of bioactive chemicals. The current study aims to investigate genotoxic potential of bioactive synthetic pyridine compounds, phenyl-3-pyridinylmethanone (1), p-tolyl-3-pyridinylmethanone (2), and 4-methoxyphenyl-3-pyridinylmethanone (3), using Ames/Salmonella and Escherichia coli WP2 bacterial reversion mutagenicity test systems. The mutant bacterial tester strains sodium azide-sensitive Salmonella typhimurium TA1535, 9-aminoacridine-sensitive S. typhimurium TA1537, and N-methyl-N'-nitro-N-nitrosoguanidine-sensitive E. coli WP2uvrA were used to detect the mutagenic potential of the test compounds. The results indicated that none of the test substances showed significant mutagenic activity on S. typhimurium TA1535, TA1537, and E. coli WP2uvrA bacterial strains up to 1 µg/plate concentrations.

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“…INA is used for the synthesis of inabenfide, a plant growth regulator. Terefenadine, an antihistamine and nialamide, an antidepressant are also derived from INA ([ Scriven et al 1998 ]). INA also finds application as an anticorrosion reagent, electroplating additive, and photosensitive resin stabilizer ([ Wu et al 1991 ]).…”

Section: Introductionmentioning

confidence: 99%

Nocardia globerula NHB-2 nitrilase catalysed biotransformation of 4-cyanopyridine to isonicotinic acid

Sharma

Bhalla

2012

AMB Expr

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Isonicotinic acid (INA) is an important pyridine derivative used in the manufacture of isoniazid (antituberculosatic drug) and other pharmaceutically important drugs. Nitrilase catalysed processes for the synthesis of pharmaceutically important acids from their corresponding nitriles are promising alternative over the cumbersome, hazardous, and energy demanding chemical processes. Nitrilase of Nocardia globerula NHB-2 (NitNHB2) is expressed in presence of isobutyronitrile in the growth medium (1.0% glucose, 0.5% peptone, 0.3% beef extract, and 0.1 % yeast extract, pH 7.5). NitNHB2 hydrolyses 4-cyanopyridine (4-CP) to INA without accumulation of isonicotinamide, which is common in the reaction catalysed via fungal nitrilases. The NitNHB2 suffers from substrate inhibition effect and hydrolysing activity up to 250 mM 4-CP was recorded. Complete conversion of 200 mM 4-CP to INA was achieved in 40 min using resting cell concentration corresponding to 10 U mL-1 nitrilase activity in the reaction. Substrate inhibition effect in the fed batch reaction (200 mM substrate feed/40min) led to formation of only 729 mM INA. In a fed batch reaction (100 mM 4-CP/20min), substrate inhibition effect was encountered after 7th feed and a total of 958 mM INA was produced in 400 min. The fed batch reaction scaled up to 1 L and 100% hydrolysis of 700 mM of 4-CP to INA at 35°C achieved in 140 min. The rate of INA production was 21.1 g h-1 mgDCW-1. This is the fastest biotransformation process ever reported for INA production with time and space productivity of 36 g L-1 h-1 using a bacterial nitrilase.

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Pyridine and Pyridine Derivatives

Cited by 19 publications

References 39 publications

An Efficient Route to Difluoromethylated Pyridines

An Efficient Route to Difluoromethylated Pyridines

Mutagenic assessment of three synthetic pyridine-diaryl ketone derivatives

Nocardia globerula NHB-2 nitrilase catalysed biotransformation of 4-cyanopyridine to isonicotinic acid

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