4931-46-8Relevant academic research and scientific papers
Mesoionic pyrido[1,2-a]pyrimidinones: Discovery of dicloromezotiaz as a lepidoptera insecticide acting on nicotinic acetylcholine receptors1,2
Zhang, Wenming,Holyoke, Caleb W.,Barry, James,Cordova, Daniel,Leighty, Robert M.,Tong, My-Hanh T.,Hughes, Kenneth A.,Lahm, George P.,Pahutski, Thomas F.,Xu, Ming,Briddell, Twyla A.,McCann, Stephen F.,Henry, Yewande T.,Chen, Yuzhong
, p. 911 - 917 (2017/02/10)
A novel class of mesoionic pyrido[1,2-a]pyrimidinones has been discovered with exceptional insecticidal activity controlling a number of insect species. In this communication, we report the part of the optimization program that led to the identification o
2-Bromo-6-isocyanopyridine as a Universal Convertible Isocyanide for Multicomponent Chemistry
Van Der Heijden, Gydo,Jong,Ruijter, Eelco,Orru, Romano V. A.
supporting information, p. 984 - 987 (2016/03/15)
The development of 2-isocyanopyridines as novel convertible isocyanides for multicomponent chemistry is reported. Comparison of 12 representatives of this class revealed 2-bromo-6-isocyanopyridine as the optimal reagent in terms of stability and synthetic efficiency. It combines sufficient nucleophilicity with good leaving group capacity of the resulting amide moiety under both basic and acidic conditions. To demonstrate the practical utility of this reagent, an efficient two-step synthesis of the potent opioid carfentanil is presented.
MESOIONIC PESTICIDES
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Page/Page column 47-48, (2012/08/27)
Disclosed are compounds of Formula 1, each R1 is independently halogen, cyano, C1-C4 alkyl, C1-C4 haloalkyl, C3-C4 cycloalkyl, C3-C4 halocycloalkyl, C1-C4 alkoxy, C1-C4 haloalkoxy, C1-C4 alkylthio or C1-C4 haloalkylthio; each R2 is independently halogen, cyano, C1-C4 alkyl, C1-C4 haloalkyl, C3-C4 cycloalkyl, C3-C4 halocycloalkyl, C1-C4 alkoxy, C1-C4 haloalkoxy, C1-C4 alkylthio, C1-C4 haloalkylthio, C1-C4 alkylsulfinyl, C1-C4 haloalkylsulfinyl, C1-C4 alkylsulfonyl or C1-C4 haloalkylsulfonyl; ( l ) wherein n is 0, 1 or 2; and m is 1, 2 or 3. Also disclosed are compositions containing the compounds of Formula 1 and methods for controlling an invertebrate pest comprising contacting the invertebrate pest or its environment with a biologically effective amount of a compound or a composition of the invention.
Discovery of [3-(4,5,7-trifluoro-benzothiazol-2-ylmethyl)-pyrrolo[2,3-b]pyridin-1-yl] acetic acids as highly potent and selective inhibitors of aldose reductase for treatment of chronic diabetic complications
Van Zandt, Michael C.,Doan, Brian,Sawicki, Diane R.,Sredy, Janet,Podjarny, Alberto D.
supporting information; experimental part, p. 2006 - 2008 (2009/11/30)
Efforts to identify treatments for chronic diabetic complications have resulted in the discovery of a novel series of highly potent and selective [3-(4,5,7-trifluoro-benzothiazol-2-ylmethyl)-pyrrolo[2,3-b]pyridin-1-yl] acetic acid aldose reductase inhibitors. The lead candidate, [6-methyl-3-(4,5,7-trifluoro-benzothiazol-2-ylmethyl)-pyrrolo[2,3-b]pyri din-1-yl]acetic acid example 16, inhibits aldose reductase with an IC50 of 8 nM, while being inactive against aldehyde reductase (IC50 > 100 μM), a related enzyme involved in the detoxification of reactive aldehydes.
A stereoselective process for the preparation of novel phosphonoalkylphosphinates
Ebetino, Frank H.,Berk, Jeffrey D.
, p. 135 - 142 (2007/10/03)
We have devised both a contiguous and a stepwise strategy for the synthesis of the pyridylaminomethane-based class of phosphonoalkylphosphinates (PAPs) that form via the intermediacy of the phosphonoethoxyaminomethane XIa. The PAPs result from condensation of picolines and phosphonoacetals in high chemoselective yield. Following reduction of aminopyridine IIIb, the unprecedented Pt(0)-catalyzed epimerization of the chelated amidine [(hydroxy)methylphosphinyl]-[(3-methyl-2-piperidinyl-idene)amino]methylphosphonic acid (IIIa) yielded a single racemic pair of PAPs (IIIc). The epimerization was found to occur more slowly than amidine formation itself.
STUDIES ON KETENE AND ITS DERIVATIVES 114. 1,4-CYCLOADDITION OF KETENE TO ETHYL N-(2-PYRIDYL)FORMIMIDATES
Katagiri, Nobuya,Niwa, Ryuji,Kato, Tetsuzo
, p. 597 - 600 (2007/10/02)
Reaction of ketene with ethyl N-(2-pyridyl)formimidate (1a) in acetone at room temperature gave 3-acetylpyridopyrimidin-4(4H)-one (2) whereas excess ketene gas was passed over the imidate 1a without solvent at 75 deg C to give pyridopyrimidin-4(4H)-one (3a) and 2-formamidopyridine (4a), both of which would be formed by 1,4-cycloaddition of ketene.Similarly, reactions of ketene with the methyl analogs 1b-e were also carried out to give pyridopyrimidines (3b-e) and 2-formamidopyridines (4b,c,e).
