13479-29-3

Basic information

• Product Name: 3-HYDROXYXANTHINE
• Synonyms: 3-HYDROXYXANTHINE;3,7-Dihydro-3-hydroxy-1H-purine-2,6-dione
• CAS NO: 13479-29-3
• Molecular Formula: C₅H₄N₄O₃
• Molecular Weight: 168.13
• Mol File: 13479-29-3.mol

Chemical Properties

• Boiling Point: 297.02°C (rough estimate)
• Appearance: /
• Density: 1.6457 (rough estimate)
• Refractive Index: 1.8300 (estimate)
• PKA: 7.06±0.20(Predicted)
• CAS DataBase Reference: 3-HYDROXYXANTHINE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-HYDROXYXANTHINE(13479-29-3)
• EPA Substance Registry System: 3-HYDROXYXANTHINE(13479-29-3)

Safety Data

• Hazardous Substances Data: 13479-29-3(Hazardous Substances Data)

Usage

InChI:InChI=1/C5H4N4O3/c10-4-2-3(7-1-6-2)9(12)5(11)8-4/h1,12H,(H,6,7)(H,8,10,11)

Upstream product

• 22052-01-3 3-acetoxyxanthine 
• 64761-25-7 3-acetoxyxanthine hydrochloride 

Related news

Identification of a monoradical species from the EPR study of its radical pair in irradiated 3-HYDROXYXANTHINE (cas 13479-29-3) single crystals08/09/2019

A model for a monoradical species formed in 77-K X-irradiated 3-hydroxyxanthine has been determined from a study of its radical pair EPR spectra. The monoradical and radical pairs were stable at room temperature and were studied at that temperature. The radical was found to be a π-type nitrogen...detailed

Enzymic oxidation of 3-HYDROXYXANTHINE (cas 13479-29-3) to 3-hydroxyuric acid08/08/2019

1.1. Bovine milk xanthine oxidase (xanthine:oxygen oxidoreductase, EC 1.2.3.2) oxidises 3-hydroxyxanthine slowly to 3-hydroxyuric acid; the 1-methyl derivative of 3-hydroxyxanthine is attacked about twice as fast.2.2. The pH optimum for the reaction of 2-hydroxyxanthine is near 5, i.e. the neutr...detailed

Relevant articles and documents

Competitive Reactivity of Nitrenium and Carbenium Ion Contributors of Purinium Cations with "Soft" Bases

Delocalized cations formed by ionization of "activated" esters of carcinogenic purine N-oxides react with many nucleophiles to yield C-substitution products but afford oxidation-reduction products with others.The present study provides experimental support for the proposals (1) that these two reactivities result from nucleophilic substitutions at different sites of the delocalized cations and (2) that HSAB "hard" bases react only at carbenium ion sites to form C-substitution products, while "soft" bases react preferentially at nitrenium ion contributors to afford adducts that ultimately yield redox products. "Soft" bases showed the following order of reactivity at a purine nitrenium ion: iodide ca. selenourea >> thio amides ca. thio acids ca. biselenide > bisulfide ca. thiols ca. disulfides > thiosulfate.This order differs significantly from that observed for the double SN2 displacement reaction of nucleophiles with compounds of the type NH2-X.This appears to be the first report of differing orders of nucleophilicities of bases involved in SN1 and SN2 reactions at electron-deficient nitrogen centers.No evidence was found for radical intermediates formed by electron transfer.

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.