118420-00-1Relevant articles and documents
Synthesis of Enantiomerically Pure Ring-Substituted l -Pyridylalanines by Biocatalytic Hydroamination
Ahmed, Syed T.,Parmeggiani, Fabio,Weise, Nicholas J.,Flitsch, Sabine L.,Turner, Nicholas J.
supporting information, p. 5468 - 5471 (2016/11/17)
Current routes to nitrogen-containing heteroarylalanines involve complex multistep synthesis and are often reliant on protection/deprotection steps and wasteful chromatographic purifications. In order to complement existing methodologies, a convenient telescopic strategy was developed for the synthesis of l-pyridylalanine analogues (12 examples) and other l-heteroarylalanines (5 examples) starting from the corresponding aldehydes. A phenylalanine ammonia lyase (PAL) from Anabaena variabilis was used as the biocatalyst to give conversions ranging between 88 and 95%, isolated yields of 32-60%, and perfect enantiopurity (>99% ee) by employing an additional deracemization cascade where necessary.
Tetrazole amide derivatives of heterocyclic alkenyl acid and their use as antiallergic substances
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, (2008/06/13)
Tetrazole amide derivatives of heterocyclic alkenyl acids, of general formula STR1 in which Y=NH, O or S when m=1; Y=N when m=2; m=1 or 2; l=0 or 4; R=H, C1-4 alkyl, Cl, Br, CF3, CH2 OCOCH3, or OCH2 -Ph; R1 =H, alkaline metal or alkaline earth metal, the double bond of the alkenyl chain being of trans or cis configuration and the possible benzene ring being unsubstituted or substituted. Such derivatives possess high antiallergic activity.
Tetrazole amide derivatives of heterocyclic alkenyl acids and their use as antiallergic substances
-
, (2008/06/13)
Tetrazole amide derivatives of heterocyclic alkenyl acids, of general formula (I): in which, Y = NH, O or S when m = 1;, Y = N when m = 2;, m = 1 or 2;, l = 0 or 4;, R = H, C1 4 alkyl, Cl, Br, CF3, CH2OCOCH3, or OCH2-Ph;, R1 = H, alkaline metal or alkaline earth metal;, the double bond of the alkenyl chain being of trans or cis configuration and the possible benzene ring being unsubstituted or substituted. Said derivatives possess high antiallergic activity.
Acrylamide derivatives as antiallergic agents. 2. Synthesis and structure-activity relationships of N-[4-[4-(diphenylmethyl)-1-piperazinyl]butyl]-3-(3-pyridyl)acrylamides
Nishikawa,Shindo,Ishii,Nakamura,Kon,Uno
, p. 583 - 593 (2007/10/02)
A new series of 3-(3-pyridyl)acrylamides 16, 17, 19, and 26, and 5-(3-pyridyl)-2,4-pentadienamides 20-25 were prepared and evaluated for their antiallergic activity. Several of these compounds exhibited more potent inhibitory activities than the parent compounds 1a [(E)-N-[4 [4-(diphenylmethyl)-1-piperazinyl]butyl]-3-(3-pyridyl)acrylamide] against the rat passive cutaneous anaphylaxis (PCA) reaction and the enzyme 5-lipoxygenase. Particularly, 4-[4-(diphenylmethyl)-1-piperazinyl]butyl]-3-(6-methyl-3-pyridyl)acrylamide (17p) showed an ED50 value of 3.3 mg/kg po in the rat PCA test, which was one-fifth of ketotifen and oxatomide. As compared with ketotifen and oxatomide, compound 17p (AL-3264) possessed a better balance of antiallergic properties due to inhibition of chemical mediator release, inhibition of 5-lipoxygenase, and antagonism of histamine.