15969-46-7Relevant academic research and scientific papers
2,4,6-Trisubstituted pyrimidines as a new class of selective adenosine A1 receptor antagonists
Chang, Lisa C. W.,Spanjersberg, Ronald F.,Von Frijtag Drabbe Künzel, Jacobien K.,Mulder-Krieger, Thea,Van Den Hout, Gijs,Beukers, Margot W.,Brussee, Johannes,IJzerman, Adriaan P.
, p. 6529 - 6540 (2004)
Adenosine receptor antagonists usually possess a bi- or tricyclic heteroaromatic structure at their core with varying substitution patterns to achieve selectivity and/or greater affinity. Taking into account molecular modeling results from a series of pot
ELECTROACTIVE MATERIALS
-
Page/Page column 66; 67, (2018/01/17)
There is disclosed a compound which is an N-heterocycle having at least one substituent of Formula (I), In Formula I: Q1, Q2, Q3, Q4, and Q5 are the same or different and can be N or CR1; R1 is the same or different at each occurrenc
Synthesis and biological evaluation of novel sigma-1 receptor antagonists based on pyrimidine scaffold as agents for treating neuropathic pain
Lan, Yu,Chen, Yin,Cao, Xudong,Zhang, Juecheng,Wang, Jie,Xu, Xiangqing,Qiu, Yinli,Zhang, Tan,Liu, Xin,Liu, Bi-Feng,Zhang, Guisen
, p. 10404 - 10423 (2015/02/19)
The discovery and synthesis of a new series of pyrimidines as potent sigma-1 receptor (σ1R) antagonists, associated with pharmacological antineuropathic pain activity, are the focus of this article. The new compounds were evaluated in vitro in σ-1 and σ-2 receptor binding assays. The nature of the pyrimidine scaffold was crucial for activity, and a basic amine was shown to be necessary according to the known pharmacophoric model. The most promising derivative was 5-chloro-2-(4-chlorophenyl)-4-methyl-6-(3-(piperidin-1-yl)propoxy)pyrimidine (137), which exhibited a high binding affinity to σ1R receptor (Ki σ1 = 1.06 nM) and good σ-1/2 selectivity (1344-fold). In in vivo tests, compound 137 exerted dose-dependent antinociceptive effects in mice formalin model and rats CCI models of neuropathic pain. In addition, no motor impairments were found in rotarod tests; acceptable pharmacokinetic properties were also noted. These data suggest compound 137 may constitute a novel class of drugs for the treatment of neuropathic pain.
A metal-free tandem approach to prepare structurally diverse N-heterocycles: Synthesis of 1,2,4-oxadiazoles and pyrimidinones
Gupta, Puneet K.,Hussain, Mohd. Kamil,Asad, Mohd.,Kant, Ruchir,Mahar, Rohit,Shukla, Sanjeev K.,Hajela, Kanchan
, p. 3062 - 3070 (2014/07/07)
A metal-free one-pot approach to the diversity oriented synthesis of N-heterocycles, 1,2,4-oxadiazoles and 2,6 disubstituted pyrimidin-4-ones is described via carboxamidation of amidines with aryl carboxylic acids and aryl propargylic acids. The reactions occur at room temperature forming N-acylamidines which undergo tandem nucleophilic addition-deamination- intramolecular cyclisation to give the corresponding heterocyclic compounds in good to excellent yields. This one pot approach has led to the successful synthesis of the drug lead molecule, ataluren, 3-(5-(2-fluorophenyl)-1,2,4- oxadiazol-3-yl) benzoic acid in two steps. the Partner Organisations 2014.
A phosphine-catalyzed preparation of 4-Arylidene-5-imidazolones
Gabillet, Sandra,Loreau, Olivier,Specklin, Simon,Rasalofonjatovo, Evelia,Taran, Frdric
, p. 9894 - 9898 (2015/01/09)
A simple and efficient method for constructing 4-arylidene-5-imidazolones was developed using a phosphinecatalyzed tandem umpolung addition and intramolecular cyclization of amidine pronucleophiles on arylpropiolates. The reaction offers a robust route to heterocycle analogues of the fluorescent protein chromophores. (Chemical Equation Presented).
Aminopyrimidinone Cdc7 Kinase Inhibitors
Woods, Keith W.,Lai, Chunqiu,Miyashiro, Julie M.,Tong, Yunsong,Florjancic, Alan S.,Han, Edward K.,Soni, Niru,Shi, Yan,Lasko, Loren,Leverson, Joel D.,Johnson, Eric F.,Shoemaker, Alexander R.,Penning, Thomas D.
, p. 1940 - 1943 (2012/04/17)
We have investigated the SAR of a series of pyrimidinone-containing Cdc7 kinase inhibitors. A wide range of amine substitutions give potent compounds with activities (Ki) less than 1 nM. Kinase selectivity is reasonable and cytotoxicity corresponds to inhibition of MCM2 phosphorylation.
A facile synthesis of pyrimidin-4-ones
Guo, Cheng
scheme or table, p. 548 - 549 (2010/10/02)
A facile synthesis of 2,6-disubstituted pyrimidin-4-ones and 2,5,6-trisubstituted pyrimidin-4-ones from commercially available materials with application of microwave technology in key steps is described.
PYRIMIDINE SUBSTITUTED MACROCYCLIC HCV INHIBITORS
-
Page/Page column 91-92, (2008/12/08)
Compounds of the Formula (I) including a stereoisomer thereof, or an N-oxide, a pharmaceutically acceptable addition salt, or a pharmaceutically acceptable addition solvate thereof; useful as HCV inhibitors; processes for preparing these compounds as well as pharmaceutical compositions comprising these compounds as active ingredient.
A convenient synthesis of 5- and 6-substituted 2-phenyl-3H-pyrimidin-4-ones
Zanatta, Nilo,Fantinel, Leonardo,Lourega, Rogerio V.,Bonacorso, Helio G.,Martins, Marcos A. P.
, p. 358 - 362 (2008/09/20)
A simple and convenient one-pot procedure for the synthesis of 5- and 6-substituted 2-phenyl-3H-pyrimidin-4-ones by the condensation of 4-alkoxy-1,1,1-trichloroalk-3-en-2-ones with benzamidine hydrochloride is described. Georg Thieme Verlag Stuttgart.
NOVEL PYRIMIDINE COMPOUNDS, PROCESS FOR THEIR PREPARATION AND COMPOSITIONS CONTAINING THEM
-
Page/Page column 257, (2008/06/13)
The present invention provides new heterocyclic compounds, particularly substituted pyrimidines, methods and compositions for making and using these heterocyclic compounds, and methods for treating a variety of diseases and disease states, including atherosclerosis, arthritis, restenosis, diabetic nephropathy, or dyslipidemia, or disease states mediated by the low expression of Perlecan.
