73747-12-3Relevant academic research and scientific papers
6-Chloropurines and organostannanes in palladium catalyzed cross coupling reactions
Gundersen, Lise-Lotte
, p. 3155 - 3158 (1994)
Carbon-carbon bond formation in the purine 6-position can easily be accomplished by palladium catalyzed cross coupling between 6-chloropurines and organostannanes without protection of the purine ring NH function. This technique provides a convenient route to cytokinines.
9 H -purine scaffold reveals induced-fit pocket plasticity of the brd9 bromodomain
Picaud, Sarah,Strocchia, Maria,Terracciano, Stefania,Lauro, Gianluigi,Mendez, Jacqui,Daniels, Danette L.,Riccio, Raffaele,Bifulco, Giuseppe,Bruno, Ines,Filippakopoulos, Panagis
, p. 2718 - 2736 (2015)
The 2-amine-9H-purine scaffold was identified as a weak bromodomain template and was developed via iterative structure based design into a potent nanomolar ligand for the bromodomain of human BRD9 with small residual micromolar affinity toward the bromodomain of BRD4. Binding of the lead compound 11 to the bromodomain of BRD9 results in an unprecedented rearrangement of residues forming the acetyllysine recognition site, affecting plasticity of the protein in an induced-fit pocket. The compound does not exhibit any cytotoxic effect in HEK293 cells and displaces the BRD9 bromodomain from chromatin in bioluminescence proximity assays without affecting the BRD4/histone complex. The 2-amine-9H-purine scaffold represents a novel template that can be further modified to yield highly potent and selective tool compounds to interrogate the biological role of BRD9 in diverse cellular systems.
Application of five-membered heterocycle pyrimidine compound
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Paragraph 0073; 0074; 0075; 0076, (2018/09/12)
The invention belongs to the field of medicine and particularly relates to application of a five-membered heterocycle pyrimidine compound with the structural features as shown in formula (I) and the pharmaceutically acceptable salt of the five-membered heterocycle pyrimidine compound serving as nucleotide oxidative damage repairase MTH1 inhibitors. Pharmacological experiment results show that thecompound can evidently inhibit the activity of MTH1 and can be used for preventing and treating clinical diseases related to MTH1.
Antagonists of the human adenosine A2A receptor. Part 3: Design and synthesis of pyrazolo[3,4-d]pyrimidines, pyrrolo[2,3-d]pyrimidines and 6-arylpurines
Gillespie, Roger J.,Cliffe, Ian A.,Dawson, Claire E.,Dourish, Colin T.,Gaur, Suneel,Jordan, Allan M.,Knight, Antony R.,Lerpiniere, Joanne,Misra, Anil,Pratt, Robert M.,Roffey, Jonathan,Stratton, Gemma C.,Upton, Rebecca,Weiss, Scott M.,Williamson, Douglas S.
, p. 2924 - 2929 (2008/12/21)
A series of pyrazolo[3,4-d]pyrimidine, pyrrolo[2,3-d]pyrimidine and 6-arylpurine adenosine A2A antagonists is described. Many examples were highly selective against the human A1 receptor sub-type and were active in an in vivo model of Parkinson's disease.
Aqueous-phase Suzuki-Miyaura cross-coupling reactions of free halopurine bases
Capek, Petr,Vrabel, Milan,Hasnik, Zbynek,Pohl, Radek,Hocek, Michal
, p. 3515 - 3526 (2008/02/10)
The Suzuki-Miyaura reaction of 9-unsubstituted 2-, 6-, and 8-halopurine bases with diverse aryl- and alkenylboronic acids in water-acetonitrile mixtures under microwave irradiation was used for the single-step synthesis of arylpurines. In most cases the p
Synthesis and cytostatic activity of substituted 6-phenylpurine bases and nucleosides: Application of the Suzuki-Miyaura cross-coupling reactions of 6-chloropurine derivatives with phenylboronic acids
Hocek, Michal,Holy, Antonín,Votruba, Ivan,Dvo?áková, Hana
, p. 1817 - 1825 (2007/10/03)
The Suzuki-Miyaura reaction of protected 6-chloropurine and 2-amino-6- chloropurine bases and nucleosides with substituted phenylboronic acids led to the corresponding protected 6-(substituted phenyl)purine derivatives 6-9. Their deprotection yielded a se
The Suzuki-Miyaura cross-coupling reactions of 6-halopurines with boronic acids leading to 6-aryl- and 6-alkenylpurines
Havelková, Martina,Hocek, Michal,?esnek, Michal,Dvo?ák, Dalimil
, p. 1145 - 1147 (2007/10/03)
The Suzuki-Miyaura cross-coupling reactions of 9-benzyl-6-chloropurine with boronic acids gave 6-alkylated purines in moderate to excellent yields. The best results with electron rich arylboronic acids were obtained in toluene in the presence of anhydrous
Occurrence of the SNANRORC Mechanism in the Amination of 2-Substituted Purines with Potassium Amide in Liquid Ammonia
Kos, Nico J.,Plas, Henk C. van der
, p. 2942 - 2945 (2007/10/02)
The reactions of 2-chloro-, 2-fluoro- and 2-(methylthio)purine with potassium amide in liquid ammonia lead to the formation of 2-aminopurine.When these reactions are carried out with 15N-labeled potassium amide, ring-labeled 2-aminopurine is found.This demonstrates that a ring opening occurs during the amination.Formation of an anionic ? adduct at position 6 is proven by low-temperature NMR spectroscopy, and evidence is obtained for the formation of an open-chain intermediate, although this intermediate could not be isolated in a pure state.Reaction of the open-chain intermediate with hydriodic acid gives the thus far unknown 2-iodopurine. 2-Chloro-6-phenylpurine also reacts via ring opening into 2-amino-6-phenylpurine.However, 2-chloro-6-methyl- and 2-chloro-6,8-di-tert-butylpurine are found to be unreactive.
