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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:
Molecular Weight:
166.14
Beilstein:
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.[1][2]

Application

7-Methylxanthine can be used as a building block to synthesize tricyclic imidazo[2,1-i]purinone derivatives as potential adenosine receptor antagonists.[3]

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

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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)
Chun-xi Zhou et al.
Se pu = Chinese journal of chromatography, 20(3), 233-236 (2003-01-25)
The separation of caffeine and its nine analogues by micellar electrokinetic capillary chromatography (MECC) using sodium dodecyl sulphate (SDS) as the micellar phase was investigated. The effects of pH and concentration of phosphate buffer solution, SDS micelle concentration, methanol volume
Chromatographic behavior of xanthines in aqueous normal phase chromatography using titania stationary phase
Abi Jaoude M and Randon J
Journal of Chromatography A, 1218(5), 721-725 (2011)

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