56025-87-7Relevant academic research and scientific papers
Synthesis of 2-alkoxy-8-hydroxyadenylpeptides: Towards synthetic epitope-based vaccines
Weterings, Jimmy J.,Khan, Selina,van der Heden, Gerbrand J.,Drijfhout, Jan W.,Melief, Cornelis J.M.,Overkleeft, Herman S.,van der Burg, Sjoerd H.,Ossendorp, Ferry,van der Marel, Gijsbert A.,Filippov, Dmitri V.
, p. 3258 - 3261 (2006)
The preparation of three different 2-alkoxy-8-hydroxyadenylpeptide conjugates has been accomplished by solid-phase synthesis combined with 'on-resin' Cu(I) catalyzed Huisgen cycloaddition. The immunogenicity of the compounds has been evaluated in IL-12 production and antigen presentation assays.
Regioselective alkylation reaction of purines under microwave irradiation
Ginard, Jaume,Jahani, Daniel,Mur, Nuria,Pujol, Maria Dolors,Vi?as, Miquel,Vinuesa, Arturo
, (2021/12/22)
The alkylation of purines which is generally carried out after anion formation by treatment with a base and alkyl halide is complicated and in the best cases, mixtures of N-alkylated compounds are obtained. Purine derivatives can be acquired from alkylati
CYSTEINE BINDING COMPOSITIONS AND METHODS OF USE THEREOF
-
Page/Page column 87, (2021/01/29)
Purine-derived covalent probes (e.g., halo or di-halo-substituted purine based covalent probes) and related ligands are described. The compounds can be used to identify reactive nucleophilic amino acid residues, such as reactive cysteine residues, in prot
Iodine-catalyzed oxidative functionalization of purines with (thio)ethers or methylarenes for the synthesis of purin-8-one analogues
Zhuge, Juanping,Jiang, Ziyang,Jiang, Wei,Histand, Gary,Lin, Dongen
supporting information, p. 5121 - 5126 (2021/06/21)
An efficient oxidative functionalization of purine-like substrates with (thio)ethers or methylarenes under mild conditions is described. Using I2as the catalyst, and TBHP as the oxidant, this protocol provides a valuable synthetic tool for the assembly of a wide range of 9-alkyl(benzyl)purin-8-one derivatives with high atom- and step-economy and exceptional functional group tolerance.
Direct, Regioselective N-Alkylation of 1,3-Azoles
Chen, Shuai,Graceffa, Russell F.,Boezio, Alessandro A.
supporting information, p. 16 - 19 (2016/01/15)
Regioselective N-alkylation of 1,3-azoles is a valuable transformation. Organomagnesium reagents were discovered to be competent bases to affect regioselective alkylation of various 1,3-azoles. Counterintuitively, substitution selectively occurred at the more sterically hindered nitrogen atom. Numerous examples are provided, on varying 1,3-azole scaffolds, with yields ranging from 25 to 95%.
Stereocontrolled approach for the syntheses of 3-isopurine nucleosides: 3-(2-deoxy-β-d-ribofuranosyl)xanthine and isoguanine by intramolecular glycosylation
Sugimura, Hideyuki,Endo, Sho,Ishizuka, Ken
, p. 6019 - 6021 (2015/10/28)
3-Isopurine nucleosides, namely 3-(ribofuranosyl)purine nucleosides, are interesting owing to their potential biological activity and as components of modified oligonucleotides. A regio- and stereocontrolled method was developed for the synthesis of β-2′-
N-Alkylation of 2,6-dichloropurine hydrochloride with a variety of alcohols over alumina catalyst
Tumma, Harikrishna,Nagaraju,Reddy, K. Vijayakumar
experimental part, p. 1856 - 1866 (2010/07/02)
2,6-Dichloropurine hydrochloride reacts with various types of alcohols using different alumina catalysts and converts into its N-9-alkyl-2-chloro-6- hydroxy-9H-purine products to an extent of 49-74%. The product selectivity depends on the stability of carbocation generated from the alcohol. More stable carbocation formulates both N-7 and N-9-alkyl-2,6-dichloropurine products, whereas the less stable carbocation results in exclusively N-9-alkyl-2-chloro-6- hydroxy-9H-purine. The catalytic activity of alumina prepared using the sol-gel method has larger Brunauer, Emmett, and Teller (BET) surface area and hence shows significantly greater catalytic activity than the commercially available alumina samples. Copyright
PURINYL DERIVATIVES AND THEIR USE AS POTASSIUM CHANNEL MODULATORS
-
Page/Page column 22-23, (2008/12/04)
This invention relates to novel purinyl derivatives and their use as potassium channel modulating agents. Moreover the invention is directed to pharmaceutical compositions useful for the treatment or alleviation of diseases or disorders associated with the activity of potassium channels.
2-AMIDO-6-AMINO-8-OXOPURINE DERIVATIVES AS TOLL-LIKE RECEPTOR MODULATORS FOR THE TREATMENT OF CANCER AND VIRAL INFECTIONS, SUCH AS HEPATITIS C
-
Page/Page column 57, (2010/11/24)
This invention relates to purine derivatives, to processes for their preparation, to compositions containing them and to their use. The present invention provides compounds of formula (I) wherein R1, R2, R3, R9, R9a and Y are defined in the description. More particularly, the present invention relates to the use of purine derivatives in the treatment of a variety of viral infections and immune or inflammatory disorders, including those in which the modulation, in particular agonism, of Toll-Like Receptors (TLRs) is implicated. Accordingly, the compounds of the invention are useful in the treatment of infectious disease such as Hepatitis (e.g. HCV, HBV), genetically related viral infections, inflammatory diseases such as asthma and arthritis, and cancer.
2,6-DIHALOGENO-8-SUBSTITUENT-PURINE COMPOUND AND PROCESS FOR PRODUCING THE SAME
-
Page/Page column 16, (2010/02/14)
The present invention relates to a compound represented by the formula (1) : wherein-A- is wherein X1 and X2 are each independently a halogen atom,------ is a single bond or a double bond, andR1, R2 and Z are each as defined in the description, or a salt thereof, a production method thereof and the like. A 2,6-dihalogeno-8-substituted-purine compound or a salt thereof, which is useful as an intermediate for producing medicaments, can be conveniently produced from a 2,6-dihalogenopurine compound or a salt thereof, and a 2,6-dihalogeno-8-substituted-purine compound or a salt thereof can be easily provided.
