219814-90-1Relevant articles and documents
Discovery of 3,4-dihydropyrimidin-2(1 H)-ones as a novel class of potent and selective A2B adenosine receptor antagonists
Crespo, Abel,El Maatougui, Abdelaziz,Biagini, Pierfrancesco,Azuaje, Jhonny,Coelho, Alberto,Brea, Jose,Loza, Maria Isabel,Cadavid, Maria Isabel,Garcia-Mera, Xerardo,Gutierrez-De-Teran, Hugo,Sotelo, Eddy
, p. 1031 - 1036 (2013)
We describe the discovery and optimization of 3,4-dihydropyrimidin-2(1H)- ones as a novel family of (nonxanthine) A2B receptor antagonists that exhibit an unusually high selectivity profile. The Biginelli-based hit optimization process enabled a thoughtful exploration of the structure-activity and structure-selectivity relationships for this chemotype, enabling the identification of ligands that combine structural simplicity with excellent hA2B AdoR affinity and remarkable selectivity profiles.
3,4-Dihydropyrimidin-2(1 H)-ones as Antagonists of the Human A2BAdenosine Receptor: Optimization, Structure-Activity Relationship Studies, and Enantiospecific Recognition
Majellaro, María,Jespers, Willem,Crespo, Abel,Nú?ez, María J.,Novio, Silvia,Azuaje, Jhonny,Prieto-Díaz, Rubén,Gioé, Claudia,Alispahic, Belma,Brea, José,Loza, María I.,Freire-Garabal, Manuel,Garcia-Santiago, Carlota,Rodríguez-García, Carlos,García-Mera, Xerardo,Caama?o, Olga,Fernandez-Masaguer, Christian,Sardina, Javier F.,Stefanachi, Angela,El Maatougui, Abdelaziz,Mallo-Abreu, Ana,?qvist, Johan,Gutiérrez-De-Terán, Hugo,Sotelo, Eddy
supporting information, p. 458 - 480 (2021/01/13)
We present and thoroughly characterize a large collection of 3,4-dihydropyrimidin-2(1H)-ones as A2BAR antagonists, an emerging strategy in cancer (immuno) therapy. Most compounds selectively bind A2BAR, with a number of potent and selective antagonists fu
Solvent-Free Ball-Milling Biginelli Reaction by Subcomponent Synthesis
Sahoo, Prasit Kumar,Bose, Anima,Mal, Prasenjit
supporting information, p. 6994 - 6998 (2015/11/16)
We report here an understanding of systems chemistry on small molecules through covalent mechanochemistry. As a proof-of-concept, the multicomponent Biginelli reaction by subcomponent synthesis was considered as a model system. Reactions were performed un
An efficacious protocol for 4-substituted 3,4-dihydropyrimidinones: Synthesis and calcium channel binding studies
Singh, Kamaljit,Arora, Divya,Falkowski, Danielle,Liu, Qingxin,Moreland, Robert S.
supporting information; experimental part, p. 3258 - 3264 (2009/12/24)
Ethyl 1,2-dihydro-l, 6-dimethyl/6-methyl-2-oxopyrimidine-5carboxylates react with C-nucleophiles as well as the anion of the enantiopure chiral auxiliary (l R, 2 S,5 R) - (-) - methyl (S)p-toluenesulfinate to afford 4-substituted and enantiopure congeners
A highly regio- and chemoselective addition of carbon nucleophiles to pyrimidinones. A new route to C4 elaborated Biginelli compounds
Singh, Kamaljit,Arora, Divya,Singh, Sukhdeep
, p. 1349 - 1352 (2007/10/03)
Ethyl 6-methyl-pyrimidine-2-one-5-carboxylates react with C-nucleophiles in a diversity oriented synthetic sequence to afford C4 substituted congeners of medicinally potent Biginelli dihydropyrimidinones, in a highly regioselective manner.