1,3-DIMETHYLURIC ACID

Details

Stereochemistry	ACHIRAL
Molecular Formula	C7H8N4O3
Molecular Weight	196.1634
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CN1C2=C(NC(=O)N2)C(=O)N(C)C1=O

InChI

InChIKey=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)

HIDE SMILES / InChI

Molecular Formula	C7H8N4O3
Molecular Weight	196.1634
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
Nitrosation of N-methyl derivatives of uric acid and their transnitrosation ability to N-acetylcysteine.	2010-09	20823616
A synthetic uric acid analog accelerates cutaneous wound healing in mice.	2010-04-06	20386608
Demethylation of theophylline (1,3-dimethylxanthine) to 1-methylxanthine: the first step of an antioxidising cascade.	2010	20594417
Two distinct pathways for metabolism of theophylline and caffeine are coexpressed in Pseudomonas putida CBB5.	2009-07	19447909
Relaxing and contracting effects of theophylline's metabolites on the rabbit upper gastrointestinal tract.	2008-10	18844725
Time-dependent effects of Klebsiella pneumoniae endotoxin (KPLPS) on the pharmacokinetics of theophylline in rats: return of the parameters in 96-hour KPLPS rats to the control levels.	2008-05	18308837
Anti-inflammatory effect of theophylline in rats and its involvement of the glucocorticoid-glucocorticoid receptor system.	2008-04	18391482
[Population pharmacokinetic analysis of two theophylline formulations in premature neonates and infants with apnea].	2008-04	18379181
Effects of CYP inducers and inhibitors on the pharmacokinetics of intravenous theophylline in rats: involvement of CYP1A1/2 in the formation of 1,3-DMU.	2008-01	18088504
Theophylline and its metabolites produce a stimulating cholinergic effect on the small intestine and a nonadrenergic noncholinergic relaxing effect on the colon: a comparative study in the rabbit intestine.	2007-12	17991222
Effects of water deprivation on the pharmacokinetics of theophylline and one of its metabolites, 1,3-dimethyluric acid, after intravenous and oral administration of aminophylline to rats.	2007-11	17847127
7-Arylpiperazinylalkyl and 7-tetrahydroisoquinolinylalkyl derivatives of 8-alkoxy-purine-2,6-dione and some of their purine-2,6,8-trione analogs as 5-HT(1A), 5-HT(2A), and 5-HT(7) serotonin receptor ligands.	2007-08-01	17517514
Lack of effect of aciclovir on metabolism of theophylline and expression of hepatic cytochrome P450 1A2 in rats.	2007-03	17329857
Associations between CYP2E1 promoter polymorphisms and plasma 1,3-dimethyluric acid/theophylline ratios.	2006-08	16841220
Effect of a newly developed ketolide antibiotic, telithromycin, on metabolism of theophylline and expression of cytochrome P450 in rats.	2006-05-30	16423372
Liver dysfunction markedly decreases the inhibition of cytochrome P450 1A2-mediated theophylline metabolism by fluvoxamine.	2006-05	16678550
Pharmacokinetics of theophylline in diabetes mellitus rats: induction of CYP1A2 and CYP2E1 on 1,3-dimethyluric acid formation.	2005-09	15985363
Methylated purines in urinary stones.	2005-08	15919878
Theophylline pharmacokinetics: comparison of Cyp1a1(-/-) and Cyp1a2(-/-) knockout mice, humanized hCYP1A1_1A2 knock-in mice lacking either the mouse Cyp1a1 or Cyp1a2 gene, and Cyp1(+/+) wild-type mice.	2005-07	15970798
Inhibition of theophylline metabolism by suplatast and its metabolites in rats.	2005-06	15930745
Cytochrome P450 enzyme-mediated drug metabolism at exposure to acute hypoxia (corresponding to an altitude of 4,500 m).	2005-03	15692829
Separation, pre-concentration, and HPLC analysis of methylxanthines in urine samples.	2004-10	15537072
Catabolism of caffeine in plants and microorganisms.	2004-05-01	14977550
Pharmacokinetics of intravenous theophylline in mutant Nagase analbuminemic rats.	2003-01-31	12570924
Effects of acute renal failure induced by uranyl nitrate on the pharmacokinetics of intravenous theophylline in rats: the role of CYP2E1 induction in 1,3-dimethyluric acid formation.	2002-12	12542900
Effect of alosetron on theophylline pharmacokinetics.	2001-11	11736869
Dose dependent pharmacokinetics of theophylline: Michaelis-Menten parameters for its major metabolic pathways.	2001-09-14	11554438
Use of novel solid-phase extraction sorbent materials for high-performance liquid chromatography quantitation of caffeine metabolism products methylxanthines and methyluric acids in samples of biological origin.	2001-08-15	11499474
Caffeine metabolism before and after liver transplantation.	2001-02	11270802
Caffeine metabolism in a group of 67 patients with primary biliary cirrhosis.	2001-01	11204934
Neurotoxic convulsions induced by theophylline and its metabolites in mice.	1996-06	8799489
Structure-activity relationships for the binding of ligands to xanthine or guanine phosphoribosyl-transferase from Toxoplasma gondii.	1995-11-09	7503772
Cystic fibrosis: enhanced theophylline metabolism may be linked to the disease.	1988-09	3046811
Theophylline metabolism: variation and genetics.	1984-02	6362955

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:16:35 GMT 2025` Edited by `admin` on `Mon Mar 31 19:16:35 GMT 2025`
Record UNII	C222JTI9I3
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

THEOPHYLLINE IMPURITY E [EP IMPURITY]

Preferred Name

English

1,3-DIMETHYLURIC ACID

Systematic Name

English

7,9-DIHYDRO-1,3-DIMETHYL-1H-PURINE-2,6,8(3H)-TRIONE

Systematic Name

English

NSC-95854

Code

English

THEOPHYLLINE MONOHYDRATE IMPURITY E [EP IMPURITY]

Common Name

English

DIMETHYL URIC ACID [USP IMPURITY]

Common Name

English

OXYTHEOPHYLLINE

Common Name

English

1,3-DIMETHYL-7,9-DIHYDRO-1H-PURINE-2,6,8(3H)-TRIONE

Systematic Name

English

BA-2751

Code

English

1H-PURINE-2,6,8(3H)-TRIONE, 7,9-DIHYDRO-1,3-DIMETHYL-

Systematic Name

English

Code System Code Type Description

EPA CompTox

DTXSID50241466