3964-57-6Relevant articles and documents
A biocatalytic method for the chemoselective aerobic oxidation of aldehydes to carboxylic acids
Knaus, Tanja,Tseliou, Vasilis,Humphreys, Luke D.,Scrutton, Nigel S.,Mutti, Francesco G.
, p. 3931 - 3943 (2018/09/11)
Herein, we present a study on the oxidation of aldehydes to carboxylic acids using three recombinant aldehyde dehydrogenases (ALDHs). The ALDHs were used in purified form with a nicotinamide oxidase (NOx), which recycles the catalytic NAD+ at the expense of dioxygen (air at atmospheric pressure). The reaction was studied also with lyophilised whole cell as well as resting cell biocatalysts for more convenient practical application. The optimised biocatalytic oxidation runs in phosphate buffer at pH 8.5 and at 40 °C. From a set of sixty-one aliphatic, aryl-Aliphatic, benzylic, hetero-Aromatic and bicyclic aldehydes, fifty were converted with elevated yield (up to >99%). The exceptions were a few ortho-substituted benzaldehydes, bicyclic heteroaromatic aldehydes and 2-phenylpropanal. In all cases, the expected carboxylic acid was shown to be the only product (>99% chemoselectivity). Other oxidisable functionalities within the same molecule (e.g. hydroxyl, alkene, and heteroaromatic nitrogen or sulphur atoms) remained untouched. The reaction was scaled for the oxidation of 5-(hydroxymethyl)furfural (2 g), a bio-based starting material, to afford 5-(hydroxymethyl)furoic acid in 61% isolated yield. The new biocatalytic method avoids the use of toxic or unsafe oxidants, strong acids or bases, or undesired solvents. It shows applicability across a wide range of substrates, and retains perfect chemoselectivity. Alternative oxidisable groups were not converted, and other classical side-reactions (e.g. halogenation of unsaturated functionalities, Dakin-Type oxidation) did not occur. In comparison to other established enzymatic methods such as the use of oxidases (where the concomitant oxidation of alcohols and aldehydes is common), ALDHs offer greatly improved selectivity.
Synthesis, characterization and antibacterial evaluation of some novel hydrazone derivatives of 3-chloro-4-hydroxy-benzoic acid
Chandrasekhar,Rajasekhar, Narisetty
, p. 902 - 907 (2015/08/06)
Hydrazide-hydrazones have gained great importance due to their diverse biological properties, including anti-inflammatory, antimalarial and antituberculotic activities. With the aim of obtaining novel hydrazide-hydrazones with a wide spectrum of pharmaceutical applications, herein is reported the synthesis and antibacterial activity of a series of fifteen new hydrazide-hydrazones derivatives synthesized from coupling of methyl-3-chloro-4-hydroxybenzoate and 3-chloro-benzylchloride 3. The newly synthesized fifteen hydrazone derivatives 6a-o have been screened against four chosen bacterial strains viz., E. coli, P. aeruginosa, S. aureus and S. pyogenes with ampicillin as the standard drug. It is observed that compounds 6m (2,4-di-fluoro), 6n (3,4-di-fluoro) and 6o (2-methyl-4-fluro) exhibit excellent antibacterial activity (zone of inhibition 21-24 mm), while compounds 6j, 6k, 6l having 4-CF3, 4-OCF3 and 2-CF3 substituents display equipotent antibacterial activity (zone of inhibition 19-22 mm).
MORPHOLINE-SPIROCYCLIC PIPERIDINE AMIDES AS MODULATORS OF ION CHANNELS
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Page/Page column 145, (2012/10/07)
The invention relates to morpholine spirocyclic piperidine amide compounds useful as inhibitors of ion channels. The invention also provides pharmaceutically acceptable compositions comprising the compounds of the invention and methods of using the compositions in the treatment of various disorders.
