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Merck
CN

D2889

1,3-Dimethyluric acid

Synonym(s):

1,3-Dimethyl-2,6,8-trihydroxypurine, 1,3-Dimethyl-7,9-dihydro-1H-purine-2,6,8(3H)-trione, Oxytheophylline

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About This Item

Empirical Formula (Hill Notation):
C7H8N4O3
CAS Number:
944-73-0
Molecular Weight:
196.16
EC Number:
213-410-1
UNSPSC Code:
41106305
PubChem Substance ID:
24893719
Beilstein/REAXYS Number:
193698
MDL number:
MFCD00009740

Key Documents

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InChI key

OTSBKHHWSQYEHK-UHFFFAOYSA-N

InChI

1S/C7H8N4O3/c1-10-4-3(8-6(13)9-4)5(12)11(2)7(10)14/h1-2H3,(H2,8,9,13)

SMILES string

CN1C(=O)N(C)C2=C(NC(=O)N2)C1=O

assay

≥98% (TLC)

form

powder

mp

≥300 °C (lit.)

solubility

1 M NH4OH: soluble 50 mg/mL, clear to slightly hazy, colorless to faintly yellow

storage temp.

−20°C

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Storage Class

13 - Non Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
00321EJ
037K3663
076K3688
124H3674
102K3648

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Yu Chul Kim et al.
European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences, 26(1), 114-123 (2005-06-30)
Pharmacokinetic parameters of theophylline and one of its metabolites, 1,3-dimethyluric acid (1,3-DMU), were compared after intravenous and oral administration of aminophylline, 5mg/kg as theophylline, to diabetes mellitus rats induced by alloxan (DMIA) or streptozotocin (DMIS), and their respective control rats.
Y Mizuki et al.
Antimicrobial agents and chemotherapy, 40(8), 1875-1880 (1996-08-01)
Enoxacin, an antimicrobial fluoroquinolone with a 7-piperazinyl-1, 8-naphthyridine skeleton, is a potent inhibitor of cytochrome P-450-mediated theophylline metabolism. The present study was designed to clarify, using seven enoxacin derivatives, the molecular characteristics of the fluoroquinolone responsible for the inhibition. Three
Andreas Daiber et al.
International journal of molecular sciences, 14(4), 7542-7570 (2013-04-10)
The reaction product of nitric oxide and superoxide, peroxynitrite, is a potent biological oxidant. The most important oxidative protein modifications described for peroxynitrite are cysteine-thiol oxidation and tyrosine nitration. We have previously demonstrated that intrinsic heme-thiolate (P450)-dependent enzymatic catalysis increases
Su Yeon Yu et al.
The Journal of pharmacy and pharmacology, 54(12), 1687-1692 (2003-01-25)
In rats with acute renal failure induced by uranyl nitrate, the hepatic microsomal cytochrome P450 (CYP) 2E1 and CYP3A23 increased 2-4- and 4-times, respectively, CYP2C11 decreased to 80% of control, but the levels of CYP1A2 and CYP2B1/2 were not changed.
Andrea E Steuer et al.
Drug testing and analysis, 11(2), 230-239 (2018-08-18)
Urine adulteration to circumvent positive drug testing is a fundamental challenge for toxicological laboratories all over the world. Untargeted mass spectrometry (MS) methods used in metabolomics had previously revealed uric acid (UA), histidine, methylhistidine, and their oxidation products, for example
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