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69723

Sigma-Aldrich

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:
552-62-5
Molecular Weight:
166.14
Beilstein:
171027
EC Number:
209-019-0
MDL number:
MFCD00037979
UNSPSC Code:
12352005
PubChem Substance ID:
57652205
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

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 Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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)
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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