M2509
3-Methylxanthine
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
EC Number:
214-058-1
UNSPSC Code:
12352100
PubChem Substance ID:
Beilstein/REAXYS Number:
180944
MDL number:
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
mp
>300 °C (lit.)
storage temp.
2-8°C
Gene Information
rat ... Adora1(29290), Adora2a(25369)
Biochem/physiol Actions
Metabolite of theophylline that is pharmacologically active but less potent than theophylline.
Storage Class
11 - Combustible Solids
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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H Tanaka et al.
Clinical and experimental pharmacology & physiology, 18(3), 163-168 (1991-03-01)
1. For the purpose of clarifying the mechanism of the airways smooth muscle relaxant action of xanthines, cyclic guanosine monophosphate (GMP) phosphodiesterase (PDE) from guinea-pig trachealis muscle was purified with diethylaminoethyl ether (DEAE) cellulose column chromatography. 2. Five 3-alkylxanthines (3-methylxanthine
K Yamamoto et al.
Biological & pharmaceutical bulletin, 19(6), 869-872 (1996-06-01)
To evaluate the risk of neurotoxicity induced by theophylline and its main metabolites, 1-methylxanthine (1-MX), 3-methylxanthine (3-MX), 1,3-dimethyluric acid (1,3-DMUA) and 1-methyluric acid (1-MUA), we compared their convulsive potency to central nervous system (CNS) after intracerebral administration to mice. All
H R Ha et al.
British journal of clinical pharmacology, 39(3), 321-326 (1995-03-01)
1. Theophylline metabolism was studied using seven human cytochrome P-450 isoforms (CYPs), namely CYP1A1, 1A2, 2A6, 2B6, 2D6, 2E1 and 3A4, and microsomal epoxide hydroxylase (EH), expressed in human B-lymphoblastoid cell lines. 2. At a high theophylline concentration of 10
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