85102-46-1Relevant academic research and scientific papers
1,3-Dialkyl-8-(hetero)aryl-9-OH-9-deazaxanthines as potent A2B adenosine receptor antagonists: Design, synthesis, structure-affinity and structure-selectivity relationships
Stefanachi, Angela,Nicolotti, Orazio,Leonetti, Francesco,Cellamare, Saverio,Campagna, Francesco,Loza, Maria Isabel,Brea, Jose Manuel,Mazza, Fernando,Gavuzzo, Enrico,Carotti, Angelo
experimental part, p. 9780 - 9789 (2009/04/11)
A number of 1,3-dialkyl-8-(hetero)aryl-9-OH-9-deazaxanthines were prepared and evaluated as ligands of recombinant human adenosine receptors (hARs). Several 1,3-dipropyl derivatives endowed with nanomolar binding affinity at hA2B receptors, but poor selectivity over hA2A, hA1 and hA3 AR subtypes were identified. A comparison with the corresponding 7-OH- and 7,9-unsubstituted-deazaxanthines revealed that 9-OH-9-deazaxanthines are more potent hA2B ligands with lower partition coefficients and higher water solubility compared to the other two congeneric classes of deazaxanthines. An optimization of the para-substituent of the 8-phenyl ring of 9-OH-9-deazaxanthines led to the discovery of compound 38, which exhibited outstanding hA2B affinity (Ki = 1.0 nM), good selectivity over hA2A, hA1 and hA3 (selectivity indices = 100, 79 and 1290, respectively) and excellent antagonist potency in a functional assay on rat A2B (pA2B = 9.33).
Pyrimidine Derivatives and Related Compounds. Part 47. A New Synthesis of Xanthines and Pyrrolopyrimidines by Intramolecular Cyclisation of 6-Substituted 5-Nitrouracil Derivatives
Hirota, Kosaku,Sugiyama, Tadashi,Kitade, Yukio,Senda, Shigeo,Maki, Yoshifumi
, p. 583 - 588 (2007/10/02)
6-Arylalkylamino-1,3-dimethyl-5-nitrouracils (2a-f) were prepared by reaction of 6-chloro-1,3-dimethyl-5-nitrouracil (1) with arylalkylamines in the presence of triethylamine.Among them, the 6-arylalkylaminouracils (2a-d), possessing no substituent at the
