84960-04-3Relevant articles and documents
9-[(1,3-dihydroxy-2-propoxy)methyl]guanine: A new potent and selective antiherpes agent
Martin,Dvorak,Smee,Matthews,Verheyden
, p. 759 - 761 (1983)
The synthesis of a new acyclic analogue of deoxyguanosine, 9-[(1,3-dihydroxy-2-propoxy)methyl]guanine (DHPG, 1) is described starting from epichlorohydrin via condensation of 2-O-(acetoxymethyl)-1,3-di-O-benzylglycerol (5) with N2,9-diacetylguanine (6). In vitro studies indicate that DHPG is a potent and broad-acting (herpes simplex virus types 1 and 2, cytomegalovirus, and Epstein-Barr virus) antiherpetic agent. In vivo studies indicate its lack of toxicity [LD50 (mice) = 1-2 g/kg, ip] and its superiority over acyclovir [oral ED50 = 7 (mg/kg)/day vs. 550 (mg/kg)/day in HSV-2 infected mice].
A novel approach to the synthesis of the purine anti-viral agent gancyclovir
Sariri, Reyhaneh,Khalili, Gholamhosein
, p. 651 - 654 (2007/10/03)
The aim of this research is to synthesize gancyclovir, a purine anti-viral drug in large scale via simple intermediates. Reaction of guanine 1 with acetic anhydride followed by the attachment of the 2-O-acetoxymethyl-1,3-di-O-benzyl glycerol 3 as a side chain, subsequently lead to the production of N2acetyl-9-(1,3dibenzyloxy-2-propoxymethyl)guanine 6 and N2, acetyl-9-(1,3-dihydroxy-2-propoxymethyl)guanine 7 and finally synthesizing gancyclovir 8. Among many pathways to the synthesis of purine derivatives, our four step procedure results in good yield and is proved to be an economic way of large scale synthesis.
