40219-06-5Relevant academic research and scientific papers
4-Arylthieno[2,3-b]pyridine-2-carboxamides Are a New Class of Antiplasmodial Agents
Alder, Arne,Gilberger, Tim,Kunick, Conrad,Schwed, Sandra I.
, (2020/08/24)
Malaria causes hundreds of thousands of deaths every year, making it one of the most dangerous infectious diseases worldwide. Because the pathogens have developed resistance against most of the established anti-malarial drugs, new antiplasmodial agents are urgently needed. In analogy to similar antiplasmodial ketones, 4-arylthieno[2,3-b]pyridine-2-carboxamides were synthesized by Thorpe-Ziegler reactions. In contrast to the related ketones, these carboxamides are only weak inhibitors of the plasmodial enzyme PfGSK-3 but the compounds nevertheless show strong antiparasitic activity. The most potent representatives inhibit the pathogens with IC50values in the two-digit nanomolar range and exhibit high selectivity indices (>100).
New Multicomponent Synthesis of Functionalized Nitriles and Esters of 6-Alkylsulfanyl-1,4-dihydronicotinic Acids
Dyachenko, V. D.,Kalashnik, I. N.
, p. 357 - 366 (2020/04/27)
Abstract: The multicomponent condensation of malononitrile, hydrogen sulfide, aryl orhetaryl aldehydes, 1,3-dicarbonyl compounds and alkylating reagents affordedfunctionalized nitriles and esters of 6-alkylsulfanyl-1,4-dihydronicotinicacids, their aromatic analogues and 1,4-dihydrothieno[2,3-b]pyridines.
Novel multicomponent synthesis of 6,7-dihydro-5H-cyclopenta[b]pyridine derivatives
Dorovatovskii, Pavel V.,Dyachenko, Ivan V.,Dyachenko, Vladimir D.,Khrustalev, Victor N.,Nenajdenko, Valentine G.
, p. 1592 - 1598 (2021/01/11)
[Figure not available: see fulltext.] The multicomponent condensation of malononitrile, hydrogen sulfide, aldehydes, 1-(cyclopent-1-en-1-yl)pyrrolidine, and alkylating agents leads to the formation of 6,7-dihydro-5H-cyclopenta[b]pyridine derivatives. The structure of a number of heterocycles obtained on their basis was studied by X-ray structural analysis.
Design and synthesis of pyrido[2,1- b ][1,3,5]thiadiazine library via uncatalyzed mannich-type reaction
Dotsenko, Victor V.,Frolov, Konstantin A.,Pekhtereva, Tatyana M.,Papaianina, Olena S.,Suykov, Sergey Yu.,Krivokolysko, Sergey G.
, p. 543 - 550 (2014/12/10)
This Research Article describes the synthesis of an over 700-member library of (8R/8S)-3-R-8-aryl-6-oxo-3,4,7,8-tetrahydro-2H,6H-pyrido[2,1-b][1,3,5]thiadiazin-9-carbonitriles by uncatalyzed Mannich-type reaction of N-methylmorpholinium (4R/4S)-4-aryl-3-cyano-6-oxo-1,4,5,6-tetrahydropyridin-2-thiolates with a set of primary amines and excessive HCHO. The scope and limitations of the reaction were studied. Starting thiolates were obtained in yields of 53-82% by multicomponent reaction of aromatic aldehydes, cyanothioacetamide, 2,2-dimethyl-1,3-dioxane-4,6-dione (Meldrum's acid), and N-methylmorpholine, followed by heterocyclization of the resulting Michael adducts.
Organophosphorus chemistry, 291. The action of 2,4-bis-(4-methoxyphenyl)-1,3,2,4-dithiaphosphetane-2,4-disulfide (Lawesson's reagent) on α, ss-unsaturated nitriles
Khidre, Maha D.,Yakout, El-Sayed M.A.,Refat, Mohamed,Mahran
, p. 119 - 125 (2007/10/03)
The reaction of 2,4-bis-(4-methoxyphenyl)-1,3,2,4-dithiaphosphetane-2,4-disulfide (Lawesson's reagent. LR, 1) with ylidenemalononitriles (5a-f) was studied. Partial hydrolysis of 5a-f followed by thiation with LR yields the respective thioamides 7a-f. Nuc
Condensation of α-cyanothioacetamide with aldehydes catalyzed by Envirocat EPZG
Bandgar,Zirange,Wadgaonkar
, p. 1153 - 1156 (2007/10/03)
Condensation of α-cyanothioacetamide with aldehydes has been carried out in excellent yield under mild conditions by using Envirocat EPZG as a heterogenous reusable catalyst.
