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
Theophylline metabolism: variation and genetics.	1984 Feb	6362955
Cystic fibrosis: enhanced theophylline metabolism may be linked to the disease.	1988 Sep	3046811
Structure-activity relationships for the binding of ligands to xanthine or guanine phosphoribosyl-transferase from Toxoplasma gondii.	1995 Nov 9	7503772
Neurotoxic convulsions induced by theophylline and its metabolites in mice.	1996 Jun	8799489
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 Aug 15	11499474
Caffeine metabolism before and after liver transplantation.	2001 Feb	11270802
Caffeine metabolism in a group of 67 patients with primary biliary cirrhosis.	2001 Jan	11204934
Dose dependent pharmacokinetics of theophylline: Michaelis-Menten parameters for its major metabolic pathways.	2001 Jan-Jun	11554438
Effect of alosetron on theophylline pharmacokinetics.	2001 Nov	11736869
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 Dec	12542900
Pharmacokinetics of intravenous theophylline in mutant Nagase analbuminemic rats.	2003 Jan 31	12570924
Catabolism of caffeine in plants and microorganisms.	2004 May 1	14977550
Separation, pre-concentration, and HPLC analysis of methylxanthines in urine samples.	2004 Oct	15537072
Cytochrome P450 enzyme-mediated drug metabolism at exposure to acute hypoxia (corresponding to an altitude of 4,500 m).	2005 Mar	15692829
Associations between CYP2E1 promoter polymorphisms and plasma 1,3-dimethyluric acid/theophylline ratios.	2006 Aug	16841220
Liver dysfunction markedly decreases the inhibition of cytochrome P450 1A2-mediated theophylline metabolism by fluvoxamine.	2006 May	16678550
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 Aug 1	17517514
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 Dec	17991222
Lack of effect of aciclovir on metabolism of theophylline and expression of hepatic cytochrome P450 1A2 in rats.	2007 Mar	17329857
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 Nov	17847127
Anti-inflammatory effect of theophylline in rats and its involvement of the glucocorticoid-glucocorticoid receptor system.	2008 Apr	18391482
[Population pharmacokinetic analysis of two theophylline formulations in premature neonates and infants with apnea].	2008 Apr	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 Jan	18088504
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 May	18308837
Relaxing and contracting effects of theophylline's metabolites on the rabbit upper gastrointestinal tract.	2008 Oct	18844725
Two distinct pathways for metabolism of theophylline and caffeine are coexpressed in Pseudomonas putida CBB5.	2009 Jul	19447909
Demethylation of theophylline (1,3-dimethylxanthine) to 1-methylxanthine: the first step of an antioxidising cascade.	2010	20594417
A synthetic uric acid analog accelerates cutaneous wound healing in mice.	2010 Apr 6	20386608
Nitrosation of N-methyl derivatives of uric acid and their transnitrosation ability to N-acetylcysteine.	2010 Sep	20823616

Substance Class	Chemical Created by `admin` on `Fri Dec 15 18:36:15 GMT 2023` Edited by `admin` on `Fri Dec 15 18:36:15 GMT 2023`
Record UNII	C222JTI9I3
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

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 IMPURITY E [EP IMPURITY]

Common Name

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