68484-91-3Relevant articles and documents
Metal-free decarboxylative Hetero-Diels-Alder synthesis of 3-hydroxypyridines: A rapid access to N-fused bicyclic hydroxypiperidine scaffolds
Jouanno, Laurie-Anne,Di Mascio, Vincent,Tognetti, Vincent,Joubert, Laurent,Sabot, Cyrille,Renard, Pierre-Yves
, p. 1303 - 1319 (2014/03/21)
A complete experimental and theoretical study of the thermally controlled metal-free decarboxylative hetero-Diels-Alder (HDA) reaction of 5-alkoxyoxazoles with acrylic acid is reported. This strategy offers a new entry to valuable 2,6-difunctionalized 3-hydroxypyridines from readily available 2- and 4-disubstituted 5-alkoxyoxazoles. The reaction conditions proved compatible with, among others, ketone, amide, ester, ether, and nitrile groups. The broad functional group tolerance of the protocol allows a rapid and versatile access to both hydroxyindolizidine and hydroxyquinolizidine derivatives via a pyridine dearomatization strategy.
Design and synthesis of potent and selective P2X3 receptor antagonists derived from PPADS as potential pain modulators
Cho, Joong-Heui,Jung, Kwan-Young,Jung, Younghwan,Kim, Min Hye,Ko, Hyojin,Park, Chul-Seung,Kim, Yong-Chul
, p. 811 - 830 (2013/12/04)
Pyridoxalphosphate-6-azophenyl-2′,4′-disulfonate (7a, PPADS), a nonselective P2X receptor antagonist, was extensively modified to develop more stable, potent, and selective P2X3 receptor antagonists as potential antinociceptive agents. Based on
NOVEL PYRIDINE CARBOXYLIC ACID BASED COMPOUND USED AS A P2X1 AND P2X3 RECEPTOR ANTAGONIST, A PRODUCTION METHOD FOR THE SAME AND A COMPOSITION COMPRISING THE SAME
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Paragraph 0213; 0214; 0215; 0216, (2013/03/26)
Provided are a novel pyridine carboxylic acid based compound used as a P2X1 and P2X3 receptor antagonist, a production method for the same and a composition comprising the same. The compound according to the present invention is a powerful antagonist of P2X1 and P2X3 receptors, and hence can be used as a drug for treating or preventing diseases involving neurological pain or chronic inflammatory diseases which are diseases caused by P2X1 and P2X3 receptor activity.
Synthesis of polysubstituted 3-hydroxypyridines via the revisited hetero-Diels-Alder reaction of 5-alkoxyoxazoles with dienophiles
Sabot, Cyrille,Oueis, Emilia,Brune, Xavier,Renard, Pierre-Yves
supporting information; experimental part, p. 768 - 770 (2012/01/13)
A general and single-step access to polysubstituted 3-hydroxypyridine scaffolds via hetero-Diels-Alder (HDA) reactions between readily prepared 5-ethoxyoxazoles and dienophiles is reported. The HDA reaction, run in the presence of Nd(OTf)3 at r
Expeditious microwave-assisted synthesis of 5-alkoxyoxazoles from α-triflyloxy esters and nitriles
Jouanno, Laurie-Anne,Sabot, Cyrille,Renard, Pierre-Yves
, p. 8549 - 8555 (2012/11/07)
A rapid and general access to diversely substituted 5-alkoxyoxazoles 2 (i.e., R1, R2 = alkyl, phenyl) from easily accessible α-triflyloxy/hydroxy esters 1 and nitriles with good yields (41-76%) is reported. The versatility of the cyc
Pyridin-3-ols
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, (2008/06/13)
New pyridin-3-ols and their N-oxides and acid addition salts, which are useful as intermediates, especially for the preparation of pharmacologically active compounds, and their preparation.