150356-87-9Relevant academic research and scientific papers
An improved synthesis of pyrido[2,3-: D] pyrimidin-4(1 H)-ones and their antimicrobial activity
Fares, Mohamed,Abd El Hadi, Soha R.,Eladwy, Radwa A.,Shoun, Aly A.,Abdel-Aziz, Marwa M.,Eldehna, Wagdy M.,Abdel-Aziz, Hatem A.,Keller, Paul A.
supporting information, p. 3389 - 3395 (2018/05/23)
The screening of a small library of diverse chemical structures resulted in the identification of 2-thioxodihydropyrido[2,3-d]pyrimidine 10a as having broad spectrum antibacterial activity (MIC 0.49-3.9 μg mL-1), and reasonable antifungal activity (MIC 31.25 μg mL-1). An expeditious synthesis of 10a was optimized by varying solvents, catalysts and the use of microwave irradiation with the best conditions using DMF as a solvent, I2 (10 mol%) and a 30 minutes reaction time compared to 15 h for classic conventional heating. The pharmacokinetic properties and calculation of drug likeness of 10a suggested good traditional drug-like properties and led to the synthesis of a small library with seven compounds 10a and 10d-i showing broad antimicrobial activity (MIC = 0.49-7.81 μg mL-1) and selectivity indices of more than 5.6 against the normal colon cell line (CCD-33Co). The antifungal activity of compounds 10d-i was moderate to strong with MIC values of 1.95-15.63 μg mL-1.
Synthesis of bulky-tailed sulfonamides incorporating pyrido[2,3-d][1,2,4]triazolo[4,3-a]pyrimidin-1(5H)-yl) moieties and evaluation of their carbonic anhydrases I, II, IV and IX inhibitory effects
Fares, Mohamed,Eladwy, Radwa A.,Nocentini, Alessio,El Hadi, Soha R. Abd,Ghabbour, Hazem A.,Abdel-Megeed, Ashraf,Eldehna, Wagdy M.,Abdel-Aziz, Hatem A.,Supuran, Claudiu T.
supporting information, p. 2210 - 2217 (2017/03/23)
Using celecoxib as lead, two novel series of sulfonamides incorporating the pyridotriazolopyrimidine scaffold have been synthesized and evaluated in vitro as inhibitors against four relevant human (h) carbonic anhydrases (CAs, EC 4.2.1.1), the cytosolic and ubiquitous hCA I and II as well as the transmembrane hCA IV and hCA IX. Most of the reported sulfonamides acted as efficient, low micromolar inhibitors of hCAI, II and IV, whereas they displayed higher efficacy in inhibiting the tumor-associated isoform hCA IX. Many derivates herein reported showed better hCA IX versus hCA II selectivity ratios compared to celecoxib or acetazolamide. Considering isoform IX is a validated target for the diagnosis and treatment of hypoxic tumors, discovery of selective CA IX inhibitors represents a promising step to unveil more effective anticancer therapies.
Some aspects of reaction of 6-aminouracil and 6-amino-2-thiouracil with α,β-unsaturated ketones
Chebanov, Valentin A.,Saraev, Vyacheslav E.,Gura, Ekaterina A.,Desenko, Sergey M.,Musatov, Vladimir I.
, p. 350 - 360 (2007/10/03)
A number of 5,7-diaryl-5,8-dihydropyrido[2,3-d]pyrimidines and 5,7-diarylpyrido[2,3-d]-pyrimidines were obtained by the reaction of 6-aminouracil derivatives with α,β-unsaturated ketones. Basic catalysts decrease yields of the dihydro derivatives whereas
Synthesis of some new thiazolo[3,2-a]pyrido[2,3-d]pyrimidinones and isoxazolo[5′,4′:4,5]thiazolo[3,2-a]pyrido[2,3-d]pyrimidinone
El-Gazzar,Gaafar,Aly
, p. 45 - 58 (2007/10/03)
6-Amino-2,3-dihydro-2-thioxo-4(1H)-pyrimidinone 1 reacts in boiling DMF with a cyclic α,β-unsaturated ketones 2 affording the pyrido [2,3-d]pyrimidinone 6a,b, the latter compound condensed with aldehyde in presence of chloroacetic acid to yield thiazolo[3,2-a] pyrido [2,3-d]-pyrimidinones (7, 8) respectively. The alkylation of pyridopyrimidinone it gave the 2-alkylthio derivatives 10a-e, compound 10b cyclized to thiazolopyridopyrimidinone derivative 13. Also, the condensation of compounds 7a,b with hydoxylamine gave the corresponding isoxazolo[5′,4′:4,5]thiazolo[3,2-a]pyrido[2,3-d]pyrimidinone.
