222526
3-Methylxanthine
98%
Synonym(s):
2,6-Dihydroxy-3-methylpurine
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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:
214-058-1
Beilstein/REAXYS Number:
180944
MDL number:
Product Name
3-Methylxanthine, 98%
InChI key
GMSNIKWWOQHZGF-UHFFFAOYSA-N
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)
SMILES string
CN1C(=O)NC(=O)c2[nH]cnc12
assay
98%
mp
>300 °C (lit.)
Quality Level
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
11 - Combustible Solids
wgk
WGK 1
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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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
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
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
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
G A Soukup et al.
Journal of molecular biology, 298(4), 623-632 (2000-05-02)
In a continuing effort to explore structural and functional dynamics in RNA catalysis, we have created a series of allosteric hammerhead ribozymes that are activated by theophylline. Representative ribozymes exhibit greater than 3000-fold activation upon effector-binding and cleave with maximum
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