13548-68-0

Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 74, p. 3624, 1952 DOI: 10.1021/ja01134a047

InChI:InChI=1/C5H3ClN4O2/c6-4-7-1-2(8-4)9-5(12)10-3(1)11/h1H,(H2,7,8,9,10,11,12)

Upstream product

• 22052-01-3 3-acetoxyxanthine 

Downstream Products

• 4921-49-7 8-chlorocaffeine 
• 2562-52-9 2,6,8-trichloro-7H-purine 
• 69-89-6 xanthin 
• 50-44-2 6H-purine-6-thione 
• 50-66-8 6-(methylthio)-1H-purine 
• 98027-95-3 2,6-diiodo-7⁽⁹⁾H-purine 

Relevant academic research and scientific papers

On the mechanism of reactions of oncogenic n-acyloxypurines-III. Extent of radical participation1 1 This investigation was supported in part by Grants Number CA-08748 and CA-23622, awarded by the National Cancer Institute, DHEW. Ref. 20 is now designated as II in the series and Ref. 16 is designated as I.

UV irradiation of a model "activated ester" of the oncogen 3-hydroxyxanthine induced homolytic cleavage of the N-O bond and gave products arising by reduction of as well as by recombination of the solvent caged amidyl radical intermediate. Identification of the latter product constitutes the first evidence that a distinct product associated specifically with a radical from an acyloxypurine can be formed. The absence of this product among those formed spontaneously from 3-acetoxyxanthine provides the first indication that an amidyl radical is not an intermediate in the spontaneous reactions of N-acyloxy purines.