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Merck

69723

Sigma-Aldrich

7-Methylxanthine

≥98.0% (HPLC)

Sinónimos:

2,6-Dihydroxy-7-methylpurine, Heteroxanthine

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About This Item

Fórmula empírica (notación de Hill):
C6H6N4O2
Número de CAS:
Peso molecular:
166.14
Beilstein/REAXYS Number:
171027
EC Number:
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

assay

≥98.0% (HPLC)

form

powder

mp

≥300 °C

SMILES string

Cn1cnc2NC(=O)NC(=O)c12

InChI

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

InChI key

PFWLFWPASULGAN-UHFFFAOYSA-N

Gene Information

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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.

Application

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

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

related product

Referencia del producto
Descripción
Precios

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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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
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
W A Tramontano et al.
Phytochemistry, 29(1), 31-33 (1990-01-01)
The use of a DNA alkylating agent, which induces poly(ADP-ribose) formation, has been employed to study the incorporation of [adenine 14C]NAD into pea root meristem nuclei, which is a prerequisite for poly(ADP-ribose) synthesis. The incorporation of [adenine 14C]NAD is significantly
Purines
Shaw G
Comprehensive Heterocyclic Chemistry III, 5, 499-605 (1984)
Imidazo [2, 1-i] purin-5-ones and related tricyclic water-soluble purine derivatives: potent A2A-and A3-adenosine receptor antagonists
Muller CE, et al.
Journal of Medicinal Chemistry, 45(16), 3440-3450 (2002)

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