123772-66-7Relevant articles and documents
Structure-based drug design, synthesis and biological assays of P. falciparum Atg3–Atg8 protein–protein interaction inhibitors
Villa, Stefania,Legnani, Laura,Colombo, Diego,Gelain, Arianna,Lammi, Carmen,Bongiorno, Daniele,Ilboudo, Denise P.,McGee, Kellen E.,Bosch, Jürgen,Grazioso, Giovanni
, p. 473 - 486 (2018)
The proteins involved in the autophagy (Atg) pathway have recently been considered promising targets for the development of new antimalarial drugs. In particular, inhibitors of the protein–protein interaction (PPI) between Atg3 and Atg8 of Plasmodium falc
The Bull-James assembly as a chiral auxiliary and shift reagent in kinetic resolution of alkyne amines by the CuAAC reaction
Brittain, William D. G.,Chapin, Brette M.,Zhai, Wenlei,Lynch, Vincent M.,Buckley, Benjamin R.,Anslyn, Eric V.,Fossey, John S.
, p. 10778 - 10782 (2016)
The Bull-James boronic acid assembly is used simultaneously as a chiral auxiliary for kinetic resolution and as a chiral shift reagent for in situ enantiomeric excess (ee) determination by 1H NMR spectroscopy. Chiral terminal alkyne-containing amines, and their corresponding chiral triazoles formed via CuAAC, were probed in situ. Selectivity factors of up to s = 4 were imparted and measured, accurate to within ±3% when compared to chiral GC.
Base-Promoted Cycloisomerization for the Synthesis of Oxazoles and Imidazoles
Zhang, Lidan,Xiao, Ke,Qiao, Yan,Li, Xin,Song, Chuanjun,Chang, Junbiao
supporting information, p. 6913 - 6918 (2018/12/05)
Treatment of propargylamides or propargylamidines with cesium carbonate in DMSO results in the formation of the corresponding oxazoles or imidazoles in good yields. A large variety of substrates with various functional groups are tolerated. DFT study on a model substrate reveals that the reactions proceed via a sequence involving allene formation, intramolecular cyclization, and double-bond isomerization.
Silver-Catalyzed Synthesis of Substituted Pyridine Derivatives from N-Propargylic α-Enamino Esters
Sakthivel, Shanmugam,Sharma, Ashish,Balamurugan, Rengarajan
supporting information, p. 3941 - 3946 (2017/07/28)
A wide range of substituted pyridine derivatives were synthesized in moderate to good yields from N-propargylic α-enamino esters. The synthetic strategy involved regioselective addition of a propargylamine to the α-carbon atom of an alkynyl ester to produce the N-propargylic α-enamino ester, which acted as the key intermediate in the synthesis.
Synthesis of 1,2,3-Substituted Pyrroles from Propargylamines via a One-Pot Tandem Enyne Cross Metathesis-Cyclization Reaction
Chachignon, Helene,Scalacci, Nicoloì,Petricci, Elena,Castagnolo, Daniele
, p. 5287 - 5295 (2015/05/27)
Enyne cross metathesis of propargylamines with ethyl vinyl ether enables the one-pot synthesis of substituted pyrroles. A series of substituted pyrroles, bearing alkyl, aryl, and heteroaryl substituents, has been synthesized in good yields under microwave irradiation. The reactions are rapid and procedurally simple and also represent a facile entry to the synthetically challenging 1,2,3-substituted pyrroles. The value of the methodology is further corroborated by the conversion of pyrroles into 3-methyl-pyrrolines and the derivatization of the 3-methyl-substituent arising from the metathesis reaction.
Cyclobutene formation in PtCl2-catalyzed cycloisomerizations of heteroatom-tethered 1,6-enynes
Ni, Zhenjie,Giordano, Laurent,Tenaglia, Alphonse
supporting information, p. 11703 - 11706 (2014/10/15)
Aza(oxa)bicyclo[3.2.0]heptenes are accessed through the PtCl 2-catalyzed cycloisomerizations of heteroatom-tethered 1,6-enynes featuring a terminal alkyne and amide as the solvent. It is shown that the weak coordinating properties of the solven
Facile, selective, and regiocontrolled synthesis of oxazolines and oxazoles mediated by ZnI2 and FeCl3
Senadi, Gopal Chandru,Hu, Wan-Ping,Hsiao, Jia-Shing,Vandavasi, Jaya Kishore,Chen, Chung-Yu,Wang, Jeh-Jeng
supporting information, p. 4478 - 4481 (2012/10/30)
An expedient method for a direct approach to the selective and regiocontrolled synthesis of 2-oxazolines and 2-oxazoles mediated by ZnI 2 and FeCl3 is described. A Lewis acid promoted cyclization of acetylenic amide with various func
ALPHA2B AND ALPHA2C AGONISTS
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Page/Page column 11, (2009/12/02)
Described herein are compounds that can be useful as bioactive agents. More specifically, the compounds described herein can be useful as both α2B and α2C adrenergic agonists. Methods of synthesis and administration of the compounds are also disclosed.
The synthesis and structure-activity relationship studies of selective acetyl-CoA carboxylase inhibitors containing 4-(thiazol-5-yl)but-3-yn-2-amino motif: Polar region modifications
Xu, Xiangdong,Weitzberg, Moshe,Keyes, Robert F.,Li, Qun,Wang, Rongqi,Wang, Xiaojun,Zhang, Xiaolin,Frevert, Ernst U.,Camp, Heidi S.,Beutel, Bruce A.,Sham, Hing L.,Gu, Yu Gui
, p. 1803 - 1807 (2007/10/03)
The structure-activity relationship study focused on the polar region of the HTS hit A-80040 (1) producing several series of potent and selective ACC2 inhibitors. The SAR suggests a compact lipophilic pocket that does not tolerate polar and ionic groups.
Synthesis of enantiomerically pure α-[4-(1-substituted)-1,2,3-triazol-4-yl]-benzylacetamides via microwave-assisted click chemistry: towards new potential antimicrobial agents
Castagnolo, Daniele,Dessi, Filippo,Radi, Marco,Botta, Maurizio
, p. 1345 - 1350 (2008/02/10)
Chiral 1-phenyl-2-propynylamines are important building blocks for the synthesis of antifungal and antiaromatase agents related to bifonazole. In this report, a microwave-assisted Cu(I)-catalyzed 'click chemistry' approach has been employed to easily generate a small library of enantiomerically pure α-[4-(1-substituted)-1,2,3-triazol-4-yl]benzylacetamides starting from racemic propargylamines. These compounds could represent easily accessible intermediates for the synthesis of new antimicrobial agents.
