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:
Assay:
≥98.0% (HPLC)
Form:
powder
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
rat ... Adora1(29290), Adora2a(25369)
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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.
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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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)
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)
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
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