U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

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 of 1,3-DIMETHYLURIC ACID

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

PubMed

TitleDatePubMed
Theophylline metabolism: variation and genetics.
1984 Feb
Cystic fibrosis: enhanced theophylline metabolism may be linked to the disease.
1988 Sep
Structure-activity relationships for the binding of ligands to xanthine or guanine phosphoribosyl-transferase from Toxoplasma gondii.
1995 Nov 9
Neurotoxic convulsions induced by theophylline and its metabolites in mice.
1996 Jun
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
Caffeine metabolism before and after liver transplantation.
2001 Feb
Caffeine metabolism in a group of 67 patients with primary biliary cirrhosis.
2001 Jan
Dose dependent pharmacokinetics of theophylline: Michaelis-Menten parameters for its major metabolic pathways.
2001 Jan-Jun
Effect of alosetron on theophylline pharmacokinetics.
2001 Nov
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
Pharmacokinetics of intravenous theophylline in mutant Nagase analbuminemic rats.
2003 Jan 31
Catabolism of caffeine in plants and microorganisms.
2004 May 1
Separation, pre-concentration, and HPLC analysis of methylxanthines in urine samples.
2004 Oct
Methylated purines in urinary stones.
2005 Aug
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 Jul
Inhibition of theophylline metabolism by suplatast and its metabolites in rats.
2005 Jun
Cytochrome P450 enzyme-mediated drug metabolism at exposure to acute hypoxia (corresponding to an altitude of 4,500 m).
2005 Mar
Pharmacokinetics of theophylline in diabetes mellitus rats: induction of CYP1A2 and CYP2E1 on 1,3-dimethyluric acid formation.
2005 Sep
Associations between CYP2E1 promoter polymorphisms and plasma 1,3-dimethyluric acid/theophylline ratios.
2006 Aug
Liver dysfunction markedly decreases the inhibition of cytochrome P450 1A2-mediated theophylline metabolism by fluvoxamine.
2006 May
Effect of a newly developed ketolide antibiotic, telithromycin, on metabolism of theophylline and expression of cytochrome P450 in rats.
2006 May 30
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
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
Lack of effect of aciclovir on metabolism of theophylline and expression of hepatic cytochrome P450 1A2 in rats.
2007 Mar
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
Anti-inflammatory effect of theophylline in rats and its involvement of the glucocorticoid-glucocorticoid receptor system.
2008 Apr
[Population pharmacokinetic analysis of two theophylline formulations in premature neonates and infants with apnea].
2008 Apr
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
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
Relaxing and contracting effects of theophylline's metabolites on the rabbit upper gastrointestinal tract.
2008 Oct
Two distinct pathways for metabolism of theophylline and caffeine are coexpressed in Pseudomonas putida CBB5.
2009 Jul
Demethylation of theophylline (1,3-dimethylxanthine) to 1-methylxanthine: the first step of an antioxidising cascade.
2010
A synthetic uric acid analog accelerates cutaneous wound healing in mice.
2010 Apr 6
Nitrosation of N-methyl derivatives of uric acid and their transnitrosation ability to N-acetylcysteine.
2010 Sep
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
  • Download
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
Created by admin on Fri Dec 15 18:36:15 GMT 2023 , Edited by admin on Fri Dec 15 18:36:15 GMT 2023
PRIMARY
ECHA (EC/EINECS)
213-410-1
Created by admin on Fri Dec 15 18:36:15 GMT 2023 , Edited by admin on Fri Dec 15 18:36:15 GMT 2023
PRIMARY
CHEBI
68447
Created by admin on Fri Dec 15 18:36:15 GMT 2023 , Edited by admin on Fri Dec 15 18:36:15 GMT 2023
PRIMARY
NSC
95854
Created by admin on Fri Dec 15 18:36:15 GMT 2023 , Edited by admin on Fri Dec 15 18:36:15 GMT 2023
PRIMARY
MESH
C031274
Created by admin on Fri Dec 15 18:36:15 GMT 2023 , Edited by admin on Fri Dec 15 18:36:15 GMT 2023
PRIMARY
PUBCHEM
70346
Created by admin on Fri Dec 15 18:36:15 GMT 2023 , Edited by admin on Fri Dec 15 18:36:15 GMT 2023
PRIMARY
CAS
944-73-0
Created by admin on Fri Dec 15 18:36:15 GMT 2023 , Edited by admin on Fri Dec 15 18:36:15 GMT 2023
PRIMARY
FDA UNII
C222JTI9I3
Created by admin on Fri Dec 15 18:36:15 GMT 2023 , Edited by admin on Fri Dec 15 18:36:15 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> METABOLITE INACTIVE
Related Record Type Details
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP