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Sigma-Aldrich

3-Methylxanthine

98%

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Synonym(s):
2,6-Dihydroxy-3-methylpurine
Empirical Formula (Hill Notation):
C6H6N4O2
CAS Number:
1076-22-8
Molecular Weight:
166.14
Beilstein:
180944
EC Number:
214-058-1
MDL number:
MFCD00005580
PubChem Substance ID:
24853339
NACRES:
NA.22

Quality Level

200

Assay

98%

mp

>300 °C (lit.)

SMILES string

CN1C(=O)NC(=O)c2[nH]cnc12

InChI

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

InChI key

GMSNIKWWOQHZGF-UHFFFAOYSA-N

Gene Information

rat ... Adora1(29290) , Adora2a(25369)

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General description

3-Methylxanthine, a metabolite of theophylline, was quantitated in rat plasma by a sensitive LC-MS/MS method.

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Sandrine Derkenne et al.
Pharmacogenetics and genomics, 15(7), 503-511 (2005-06-23)
Pharmacokinetics of theophylline was investigated in Cyp1(+/+) wild-type mice, Cyp1a1(-/-) and Cyp1a2(-/-) knockout mice, and humanized hCYP1A1_1A2 mice lacking either the mouse Cyp1a1 or Cyp1a2 gene. Animals received a single dose of theophylline (8 mg/kg i.p.), either alone or pretreated
H Konishi et al.
European journal of clinical pharmacology, 46(4), 309-312 (1994-01-01)
The effect of fluconazole, an antimycotic that inhibits cytochrome P-450-mediated drug metabolism, on theophylline kinetics and the production of its metabolites were compared with those of enoxacin in 5 healthy subjects. All subjects received a single oral dose of 240
Sang Won Lee et al.
Biochemistry, 49(13), 2943-2951 (2010-03-11)
RNAs often exhibit a high degree of conformational dynamics and heterogeneity, leading to a rugged energy landscape. However, the roles of conformational heterogeneity and rapid dynamics in molecular recognition or RNA function have not been extensively elucidated. Ultrafast time-resolved fluorescence
M Sarkar et al.
Antimicrobial agents and chemotherapy, 34(4), 594-599 (1990-04-01)
Some quinolone antibiotics cause increases in levels of theophylline in plasma that lead to serious adverse effects. We investigated the mechanism of this interaction by developing an in vitro system of human liver microsomes. Theophylline (1,3-dimethylxanthine) was incubated with human
Binxing Zhou et al.
Journal of food science, 85(2), 477-485 (2020-01-07)
Natural microorganisms involved in solid-state fermentation (SSF) of Pu-erh tea have a significant impact on its chemical components. Aspergillus sydowii is a fungus with a high caffeine-degrading capacity. In this work, A. sydowii was inoculated into sun-dried green tea leaves
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