PRODUCT IDENTIFICATION

H.S. CODE

c12c(c(nc(n1)N)Cl)[nH]cn2

TOXICITY

CLASSIFICATION

Halogenopurine

PHYSICAL AND CHEMICAL PROPERTIES

AUTOIGNITION

NFPA RATINGS

REFRACTIVE INDEX

Stable under ordinary conditions

GENERAL DESCRIPTION AND APPLICATIONS

http://journals.iucr.org/e/issues/2005/02/00/wk6041/
The chemistry of purines has been largely driven in recent years by the desire to synthesize oligonucleotides and their analogues as well as novel purine-containing nucleosides for a wide range of medicinal applications (Vyle & Howarth, 2001). We have previously reported the synthesis and polymerization of lipophilic polyamide nucleic acids (PNA) as potential colorimetric diagnostics (Howarth, Lindsell et al., 2003), and the design and synthesis of true peptide mimics of DNA for possible use as antigene agents (Howarth & Wakelin, 1997; Howarth, Wakelin & Walker, 2003). During these studies, we have encountered numerous difficulties in preparing the required N-2-benzyloxycarbonyl-protected guanine monomers from 2-amino-6-chloropurine (Howarth & Wakelin, 1997). Inspired by the work reported by Dey & Garner (2000) on the synthesis of tris-tert-butoxycarbonyl 2-amino-6-chloropurine, we decided to employ a similar strategy for preparing these monomers. As had been found by Dey & Garner (2000), this reaction afforded a single product. However, analysis of the product by 1H NMR spectroscopy showed the presence of only one benzyloxycarbonyl group rather than three, which had been the case when 2-amino-6-chloropurine was treated with di-tert-butyl dicarbonate under analogous conditions (Dey & Garner, 2000). The exact identity of the monobenzyloxycarbonyl-protected product was revealed to be that of the title compound, (I), by a single-crystal X-ray study....

http://www.analytyka.com.mx/english/MSDS/A/A0566.htm
Material Safety Data Sheet.

http://kr.srd.yahoo.com
A series of some biologically active halogenopurines were synthesized from commercially available guanine. The reaction of guanine with acetic anhydride yielded 2,9-diacetylguanine (2-1) by acetylation reaction. Further treatment of 2-1 with POCl3 by PEG-2000 phase transfer catalysis furnished the important compound 3a, then 2-amino-6-halogenopurines (3b-d) were obtained through chlorine-exchange halogenations between KX and 3a by TPPB phase transfer catalyst. Further, 2-halogenopurines (2-2a-d, 4-2a-d, 5a-d) were efficiently prepared from 2-amino-6-substituted purines (1, 3a, 4-1) via a diazotization catalyzed by their corresponding CuX, and some new compounds 2-2a, 2-2c, 2-2d, 4-2c, 4-2d, 5b, 5c and 5d have been discovered. The structures of synthesized compounds were mainly established on the basis of their elemental analysis, 1H NMR, as well as their mass spectral data. All the title compounds were screened for their antifungal activities, and some of the compounds showed promising activity.

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