226908-20-9Relevant academic research and scientific papers
NOVEL ADENINE COMPOUND AND USE THEREOF
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Page/Page column 22, (2010/02/12)
A drug for topically administration which is effective as an antiallergic agent. The drug for topically administration contains as an active ingredient an adenine compound represented by the general formula (1): [wherein ring A represents a 6 to 10 membered, mono or bicyclic, aromatic hydrocarbon or a 5 to 10 membered, mono or bicyclic, aromatic heterocycle containing one to three heteroatoms selected among 0 to 2 nitrogen atoms, 0 or 1 oxygen atom, and 0 or 1 sulfur atom; n is an integer of 0 to 2; m is an integer of 0 to 2; R represents halogeno, (un)substituted alkyl, etc.; X1 represents oxygen, sulfur, NR1 (R1 represents hydrogen or alkyl), or a single bond; Y1 represents a single bond, alkylene; etc.; Y2 represents a single bond, alkylene, etc.; Z represents alkylene; and at least one of Q1 and Q2 represents -COOR10 (wherein R10 represents (un)substituted alkyl, etc.), etc.] or a pharmaceutically acceptable salt of the compound.
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.
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 (2007/10/03)
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
