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Merck
CN

69723

7-Methylxanthine

≥98.0% (HPLC)

Synonym(s):

2,6-Dihydroxy-7-methylpurine, Heteroxanthine

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About This Item

Empirical Formula (Hill Notation):
C6H6N4O2
CAS Number:
Molecular Weight:
166.14
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
EC Number:
209-019-0
Beilstein/REAXYS Number:
171027
MDL number:
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Product Name

7-Methylxanthine, ≥98.0% (HPLC)

InChI key

PFWLFWPASULGAN-UHFFFAOYSA-N

InChI

1S/C6H6N4O2/c1-10-2-7-4-3(10)5(11)9-6(12)8-4/h2H,1H3,(H2,8,9,11,12)

SMILES string

Cn1cnc2NC(=O)NC(=O)c12

assay

≥98.0% (HPLC)

form

powder

mp

≥300 °C

Gene Information

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Application

7-Methylxanthine can be used as a building block to synthesize tricyclic imidazo[2,1-i]purinone derivatives as potential adenosine receptor antagonists.

General description

7-Methylxanthine is an oxopurine, which belongs to the class of xanthines. It may be synthesized by the reaction between 4-amino-1-methylimidazole-5-carboxamide and diethyl carbonate.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Dongmei Cui et al.
Acta ophthalmologica, 89(4), 328-334 (2009-10-29)
The aim of this study was to determine the effect of the adenosine receptor antagonist 7-methylxanthine (7-MX) on form deprivation myopia in 3-week-old guinea pigs. Two groups of 3-week-old guinea pigs were subjected to monocular deprivation (MD) using a diffuser
Kouichi Mizuno et al.
FEBS letters, 534(1-3), 75-81 (2003-01-16)
In coffee and tea plants, caffeine is synthesized from xanthosine via a pathway that includes three methylation steps. We report the isolation of a bifunctional coffee caffeine synthase (CCS1) clone from coffee endosperm by reverse transcription-polymerase chain reaction (RT-PCR) and
Swati Sucharita Dash et al.
Current microbiology, 55(1), 56-60 (2007-06-08)
In this study, the kinetics of degradation of caffeine and related methylxanthines by induced cells of Pseudomonas sp. was performed. The kinetics data showed that degradation of caffeine, theobromine, and 7-methylxanthine followed Michealis-Menten kinetics. The values of K (m) are
K Trier et al.
The British journal of ophthalmology, 83(12), 1370-1375 (1999-11-27)
To examine a possible effect of 7-methylxanthine, theobromine, acetazolamide, or L-ornithine on the ultrastructure and biochemical composition of rabbit sclera. Groups of pigmented rabbits, six in each group, were dosed during 10 weeks with one of the substances under investigation
H M Himmel et al.
Journal of chromatography, 568(1), 105-115 (1991-07-17)
A high-performance liquid chromatographic method is described for the separation and quantitation of several purine compounds, including hypoxanthine. The isocratic separation of a standard mixture of nine compounds is achieved within 20 min on a reversed-phase Nucleosil 100-5C18 column, with

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