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Key Documents

11460

Sigma-Aldrich

8-Azaxanthine monohydrate

≥98.0% (HPLC)

Synonym(s):

2,6-Dihydroxy-8-azapurine

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About This Item

Empirical Formula (Hill Notation):
C4H3N5O2 · H2O
CAS Number:
Molecular Weight:
171.11
Beilstein/REAXYS Number:
10424
EC Number:
MDL number:
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.25

assay

≥98.0% (HPLC)

form

solid

SMILES string

O.O=C1NC(=O)c2[nH]nnc2N1

InChI

1S/C4H3N5O2.H2O/c10-3-1-2(8-9-7-1)5-4(11)6-3;/h(H3,5,6,7,8,9,10,11);1H2

InChI key

VKEGPGRANAWNIN-UHFFFAOYSA-N

Application

8-Azaxanthine monohydrate has been used to determine the crystal and molecular structure of 1,3-dimethyl-8-azaxanthine (HDAX) monohydrate by X-ray diffraction.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


Certificates of Analysis (COA)

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Laurent Fraisse et al.
Analytical biochemistry, 309(2), 173-179 (2002-11-05)
Urate oxidase (E.C.1.7.3.3; uricase, urate oxygen oxidoreductase) is an enzyme of the purine breakdown pathway that catalyzes the oxidation of uric acid in the presence of oxygen to allantoin and hydrogen peroxide. A 96-well plate assay measurement of urate oxidase
Molecular orbital study of 8-azaxanthine derivatives and crystal structure of 1,3-dimethyl-8-azaxanthine monohydrate
Purificacion Sanchez, M., et al.
Journal of Molecular Structure, 344, 257-264 (1995)
5-Methylsulfanyl-3H-1,2,3-triazolo[4,5-d]pyrimidin-7(6H)-one (2-methylthio-8-azaxanthine) monohydrate
Maldonado, C.R., et al.
Acta Crystallographica Section C, Crystal Structure Communications, 62, 489-491 (2006)
R Pérez-Vicente et al.
Biochimica et biophysica acta, 1117(2), 159-166 (1992-09-15)
Xanthine dehydrogenase (XDH) from the unicellular green alga Chlamydomonas reinhardtii has been purified to electrophoretic homogeneity by a procedure which includes several conventional steps (gel filtration, anion exchange chromatography and preparative gel electrophoresis). The purified protein exhibited a specific activity
P Franchetti et al.
Journal of medicinal chemistry, 37(18), 2970-2975 (1994-09-02)
A series of 1,3-dimethyl- and 1,3-dipropyl-8-azaxanthines, substituted at the N8 or N7 position with substituents which usually increase the affinity of the xanthines for the adenosine receptors, was synthesized and studied in radioligand binding experiments. The substitution of CH with

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