226906-68-9Relevant academic research and scientific papers
Discovery of 8-hydroxyadenines as a novel type of interferon inducer
Hirota, Kosaku,Kazaoka, Kazunori,Niimoto, Itaru,Kumihara, Hiroshi,Sajiki, Hironao,Isobe, Yoshiaki,Takaku, Haruo,Tobe, Masanori,Ogita, Haruhisa,Ogino, Tetsuhiro,Ichii, Shinji,Kurimoto, Ayumu,Kawakami, Hajime
, p. 5419 - 5422 (2002)
9-Benzyl-8-hydroxyadenine (6) was found to possess interferon-inducing activity in vitro as a lead compound. Although replacement of the 9-benzyl group of 6 did not improve the activity, the introduction of a substituent such as alkyl, alkylthio, alkylami
Synthesis and evaluation of 2-substituted 8-hydroxyadenines as potent interferon inducers with improved oral bioavailabilities
Kurimoto, Ayumu,Ogino, Tetsuhiro,Ichii, Shinji,Isobe, Yoshiaki,Tobe, Masanori,Ogita, Haruhisa,Takaku, Haruo,Sajiki, Hironao,Hirota, Kosaku,Kawakami, Hajime
, p. 1091 - 1099 (2007/10/03)
In order to create novel compounds which possess potent interferon (IFN) inducing activities with excellent oral bioavailabilities, a series of 8-hydroxyadenines, which have various alkoxy or alkylthio moieties at the adenine C(2)-position, were synthesiz
Efficient synthesis of 2,9-disubstituted 8-hydroxyadenine derivatives
Hirota, Kosaku,Kazaoka, Kazunori,Niimoto, Itaru,Sajiki, Hironao
, p. 1354 - 1365 (2007/10/03)
An efficient and general method for the synthesis of 2,9-disubstituted 8-hydroxyadenines, which are expected to have various biological activities, was realized. 5-amino-4-cyano-2-hydroxyimidazoles(1) were prepared from aminomalononitrile and isocyanates as key intermediates. The condensation of 1a with amidines, imidates, guanidine, urea and thioureas afforded 8-hydroxyadenines (2-6) possessing various substituents at the 2-position. Furthermore, selective alkylation of 2-amino- and 2-hydroxyadenines (4 and 6) successively proceeded to give the corresponding 2-alkylamino- and 2-alkoxyadenines (5 and 7), respectively. 2-Alkythioadenines (15) were prepared by an analogous reaction of 1a with benzoyl isothiocyanate and subsequent S-alkylation. The imidazoles 1 are most useful intermediated for the synthesis of 8-hydroxyadenine derivatives.
Heterocyclic compounds
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, (2008/06/13)
The present invention relates to a heterocyclic compound of the following general formula (I): wherein X is sulfur atom, oxygen atom or —NR3— (R3may form a heterocyclic ring or a substituted heterocyclic ring with R1via the nitrogen atom), R1is alkyl group, substituted alkyl group, aryl group, substituted aryl group, heterocyclic group or substituted heterocyclic group, and R2is hydrogen atom, halogen atom etc.; or its pharmaceutically acceptable salt and interferon inducers, antiviral agents, anticancer agents and therapeutic agents for immunologic diseases comprising the compound (I) or its pharmaceutically acceptable salt as active ingredients.
