468096-22-2Relevant academic research and scientific papers
Design, synthesis, docking study and biological evaluation of novel thieno[2,3-d]-pyrimidine tethered 1,2,3-triazole scaffolds
Jonnalagadda, Sreekantha B.,Maddila, Suresh,Nagaraju, Kerru,Suryanarayana, Kotyada
, (2021/10/27)
The evolution of Click chemistry led to the expansion of a contemporary library of 1,2,3-triazole-thieno[2,3-d]-pyrimidine derivatives which were synthesized via Cu-catalyzed 1,3-dipolar cycloaddition reaction involving propargylated thieno[2,3-d]-pyrimidine and various aromatic azides in an equal ratio of solvent system (dichloromethane and water (1:1 v/v)) at room temperature. The newly synthesized target molecules were characterized and confirmed through various spectral analyses such as 1H NMR, 13C NMR and HR-MS. All the target products were evaluated for their antioxidant scavenging ability through DPPH, NO, and ABTS radical methods. The molecule 7j exhibited promising antioxidant activity against DPPH scavenging with an IC50 value of 8.161 μM, as compared to the standard drug ascorbic acid (IC50 = 3.073 μM). The nature and position of the groups substituted on the aryl ring were explored using structure-activity relationship (SAR) analysis.
Synthesis and spasmolytic action of 2-substituted thienopyrimidin-4-one derivatives
Santagati, Natale Alfredo,Prezzavento, Orazio,Bousquet, Ennio,Ronsisvalle, Giuseppe,Spampinato, Santi
, p. 717 - 728 (2007/10/03)
In the search for novel compounds to treat disorders of smooth muscle function, efforts have focused on some 2-substituted thieno[2,3-d]pyrimidin-4-one derivatives that show interesting spasmolytic action. Our laboratories have developed a new series of quaternary salts of 2-substituted thieno[2,3-d]pyrimidin-4-one and thieno[3,2-d]pyrimidin-4-one isomers with therapeutic potential. These substances were prepared starting from simple derivatives of thiophene. Their spasmolytic activity was evaluated on transmurally stimulated guinea-pig ileum. The most active compounds (IC50 1.12-2.71 μM) 7f-7h, 12d and 12f had the terminal piperidino nucleus in the thioalkyl chain and lacked two methyl groups in the thiophene ring. Their relaxant activity on the isolated ileum was potential (approx. 20-25%) by phosphodiesterase inhibitors. Compounds 7f-h, 12d and 12f were less effective in inhibiting contractions of the guinea-pig ileum induced by acetylcholine (IC50 26.7-41.4 μM) or histamine (IC50 41.5-63.4 μM) and had a moderate binding activity to muscarinic receptors in membrane homogenates from the rat heart (M2 sites; pKi values between 5.55±0.08 and 5.14±0.12; n = 3) and submaxillary gland (M3 sites; pKi values between 6.15±0.07 and 5.76±0.08; n = 3). Action involving soluble guanylyl cyclase or any potential binding to guinea-pig ventricular L-type calcium channels was not considered likely. It is concluded that at least two different mechanisms of action contribute to their spasmolytic activity.
