52505-58-5Relevant academic research and scientific papers
Discovery and SAR of a novel series of potent, CNS penetrant M4PAMs based on a non-enolizable ketone core: Challenges in disposition
Wood, Michael R.,Noetzel, Meredith J.,Tarr, James C.,Rodriguez, Alice L.,Lamsal, Atin,Chang, Sichen,Foster, Jarrett J.,Smith, Emery,Chase, Peter,Hodder, Peter S.,Engers, Darren W.,Niswender, Colleen M.,Brandon, Nicholas J.,Wood, Michael W.,Duggan, Mark E.,Conn, P. Jeffrey,Bridges, Thomas M.,Lindsley, Craig W.
, p. 4282 - 4286 (2016)
This Letter describes the chemical optimization of a novel series of M4PAMs based on a non-enolizable ketone core, identified from an MLPCN functional high-throughput screen. The HTS hit was potent, selective and CNS penetrant; however, the com
Synthesis, reactions and biological activity of 2-substituted 3-cyano-4,6-dimethylpyridine derivatives
Yassin
experimental part, p. 35 - 41 (2009/06/28)
The reaction of 2-chloro-4,6-dimethylpyridine-3-carbonitrile with hydrazine hydrate, hydroxylamine, and anthranilic acid afforded the corresponding pyrazolo, isoxazolo, and pyridoquinazoline derivatives. Alkylation of 2-mercapto-4,6-dimethylpyridine-3-carbonitrile with ethyl chloroacetate or phenacyl bromide followed by cyclization in NaOH gave thienopyridine derivatives. Diazotization of ethyl 3-amino-4,6-dimethylthieno[2,3-b]pyridine-2- carboxylate followed by the reaction with thiourea, guanidine carbonate, and hydroxylamine hydrochloride gave the corresponding thienopyridine derivatives. The biological activity of some new compounds has been discussed.
Synthesis and properties of substituted isoxazolo[3′,4′:4,5]- thieno[2,3-b]pyridines
Vasilin,Kaigorodova,Firgang,Krapivin
, p. 377 - 386 (2007/10/03)
We synthesized derivatives of a novel heterocyclic system, isoxazolo[3′,4′:4,5]thieno[2,3-b]pyridine by sequential conversions in three steps: isomerization of 2-(2-R-ethylthio-2-oxo)-3-pyridyl cyanides obtained by alkylation from substituted 3-cyano-2(1H)-pyridinethiones by α-halomethyl ketones in alkaline medium, to form 3-aminothieno[2,3-b] pyridines; diazotization of the amino group followed by nucleophilic substitution of the diazonium group by an azido group, bypassing the step of isolating the diazonium salts; and thermolysis of the azides formed.
STUDIES WITH POLYFUNCTIONALLY SUBSTITUTED HETEROAROMATICS: NEW ROUTES FOR SYNTHESIS OF BENZOAZINES
Negm, Abdalla M.,El-Aal, Fatma Abd El-Maksoud Abd,Hafez, Ebtisam A.,Elnagdi, Mohamed H.,Mostafa, Yasser M. N.
, p. 1 - 8 (2007/10/03)
Pyridazine (I) reacts with dimethyl acetylenedicarboxylate and with N-phenyl-maleimide yielding phthalazine (II) and pyrrolophthalazine (III), respectively.Pyridine IV reacts with benzylidene malononitrile to give compound VI.Compounds VIa-c could be successfully converted into the isoquinolines XIa-c on treatment with acrylonitrile.In contrast to the behavior of arylidene malononitrile, compound IV react with N-phenylmaleimide to yield the pyrroloisoquinoline XIII.Similarly, the reaction of compound IV with each of tetracyanoethylene and dimethyl acetylenecarboxylate gave compounds XIV and XV respectively.Key words: Phthalazine, pyrrolophthalazine, isoquinoline, pyrroloisoquinoline, pyridothienopyridine.
