124218-96-8Relevant articles and documents
Next generation Glucose-1-phosphate thymidylyltransferase (RmlA) inhibitors: An extended SAR study to direct future design
Xiao, Ganyuan,Alphey, Magnus S.,Tran, Fanny,Pirrie, Lisa,Milbeo, Pierre,Zhou, Yi,Bickel, Jasmine K.,Kempf, Oxana,Kempf, Karl,Naismith, James H.,Westwood, Nicholas J.
supporting information, (2021/11/08)
The monosaccharide L-Rhamnose is an important component of bacterial cell walls. The first step in the L-rhamnose biosynthetic pathway is catalysed by glucose-1-phosphate thymidylyltransferase (RmlA), which condenses glucose-1-phosphate (Glu-1-P) with deoxythymidine triphosphate (dTTP) to yield dTDP-D-glucose. In addition to the active site where catalysis of this reaction occurs, RmlA has an allosteric site that is important for its function. Building on previous reports, SAR studies have explored further the allosteric site, leading to the identification of very potent P. aeruginosa RmlA inhibitors. Modification at the C6-NH2 of the inhibitor's pyrimidinedione core structure was tolerated. X-ray crystallographic analysis of the complexes of P. aeruginosa RmlA with the novel analogues revealed that C6-aminoalkyl substituents can be used to position a modifiable amine just outside the allosteric pocket. This opens up the possibility of linking a siderophore to this class of inhibitor with the goal of enhancing bacterial cell wall permeability.
Synthesis of new derivatives of 5-(3,4-dihydro-2Н-pyrrol-5-yl)-pyrimidine
Gasparyan,Alexanyan,Arutyunyan,Kocharov,Martirosyan,Tamazyan,Ayvazyan,Panosyan,Danagulyan
, p. 1646 - 1653 (2017/01/28)
By one-stage condensation of 6-(arylamino)pyrimidine-2,4(1Н,3Н)-diones with pyrrolidin-2-one new potential antiviral compounds were obtained, analogs of pyrrolinylpyrimidine containing structural fragments of known drugs AZT and HEPT used in treating HIV-infections.
Synthesis and anti-HIV-1 and anti-HCMV activity of 1-substituted 3-(3,5-dimethylbenzyl)uracil derivatives
Maruyama, Tokumi,Kozai, Shigetada,Demizu, Yosuke,Witvrouw, Myriam,Pannecouque, Christophe,Balzarini, Jan,Snoecks, Robert,Andrei, Graciella,De Clercq, Erik
, p. 325 - 333 (2007/10/03)
3-(3,5-Dimethylbenzyl)uracil (3) was treated with alkyl halides in the presence of alkali to give 1-substituted congeners. Condensation of 3 with alcohols using the Mitsunobu reaction was also employed as an alternative method. The anti-HIV-1 activity of
ISOLATION OF NEW CHLORINATED REGIOISOMERS OF MONO N-SUBSTITUTED URACIL DERIVATIVES AND SYNTHESIS OF 3-SUBSTITUTED 8-PHENYLPYRIMIDO-1,2,4-TRIAZINE-5,7(6H,8H)-DIONES
Nagamatsu, Tomohisa,Yamasaki, Hirofumi,Yoneda, Fumio
, p. 1147 - 1164 (2007/10/02)
A variety of fervenulin type products, 3-substituted 8-phenylpyrimido-1,2,4-triazine-5,7(6H,8H)-diones (18a-i), were synthesized by nitrosative or nitrative cyclization of the aldehyde hydrazones (17a-i) derived from 6-(1-methylhydrazino)-1-phenyluracil (16) with aliphatic as well as aromatic aldehydes.The compound (16) was prepared by the reaction of 6-chloro-1-phenyluracil (8) with methylhydrazine.In addition, not only the precursor of 16, 6-chloro-1-phenyluracil (8), but also other new chlorinated regioisomers of mono N-substituted pyrimidine (9) and uracil (14) were isolated and characterized by the reductive dechlorination of them.
SYNTHESIS AND X-RAY ANALYSIS OF 1-BENZYL-6-CHLOROURACIL
Ishikawa, Ichiro,Itoh, Tsuneo,Melik-Ohanjanian, Raphael G.,Takayanagi, Hiroaki,Mizuno, Yoshihisa,et al.
, p. 1641 - 1646 (2007/10/02)
1-Benzyl-6-chlorouracil (3) was prepared by benzylation of 6-chlorouracil (2) which was obtained by alkaline hydrolysis of 2,4,6-trichloropyrimidine (1).
