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Details

Stereochemistry ACHIRAL
Molecular Formula C6H6N4O2
Molecular Weight 166.1377
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 3-METHYLXANTHINE

SMILES

Cn1c2c(c(nc1=O)O)nc[nH]2

InChI

InChIKey=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)

HIDE SMILES / InChI

Molecular Formula C6H6N4O2
Molecular Weight 166.1377
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

3-Methylxanthine is a metabolite of caffeine and theophylline.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Determination of theophylline and its metabolites by liquid chromatography.
1977 Dec
Theobromine kinetics and metabolic disposition.
1983 Oct
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
Theophylline metabolism after cardiac surgery.
2001 Feb
Determination of urinary methylated purine pattern by high-performance liquid chromatography.
2001 Feb 10
Caffeine metabolism in a group of 67 patients with primary biliary cirrhosis.
2001 Jan
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
Prediction of genotoxicity of chemical compounds by statistical learning methods.
2005 Jun
Associations between CYP2E1 promoter polymorphisms and plasma 1,3-dimethyluric acid/theophylline ratios.
2006 Aug
Towards the design of highly selective recognition sites into molecular imprinting polymers: a computational approach.
2006 Jul 15
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
Possible involvement of organic anion and cation transporters in renal excretion of xanthine derivatives, 3-methylxanthine and enprofylline.
2007 Sep 22
Anti-inflammatory effect of theophylline in rats and its involvement of the glucocorticoid-glucocorticoid receptor system.
2008 Apr
A simple HPLC method for the quantification of mizoribine in human serum: pharmacokinetic applications.
2008 Nov
Relaxing and contracting effects of theophylline's metabolites on the rabbit upper gastrointestinal tract.
2008 Oct
Demethylation of theophylline (1,3-dimethylxanthine) to 1-methylxanthine: the first step of an antioxidising cascade.
2010
Ultrafast dynamics show that the theophylline and 3-methylxanthine aptamers employ a conformational capture mechanism for binding their ligands.
2010 Apr 6
Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Sat Jun 26 12:38:36 UTC 2021
Edited
by admin
on Sat Jun 26 12:38:36 UTC 2021
Record UNII
WS6X982OEC
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
3-METHYLXANTHINE
Systematic Name English
PENTOXIFYLLINE IMPURITY B [EP]
Common Name English
THEOPHYLLINE RELATED COMPOUND B
USP-RS  
Common Name English
THEOPHYLLINE IMPURITY B [EP]
Common Name English
3 MX
Common Name English
3-METHYL-3,7-DIHYDRO-1H-PURINE-2,6-DIONE
Systematic Name English
THEOPHYLLINE RELATED COMPOUND B [USP]
Common Name English
NSC-515466
Code English
THEOPHYLLINE MONOHYDRATE IMPURITY B [EP]
Common Name English
THEOPHYLLINE RELATED COMPOUND B [USP-RS]
Common Name English
Code System Code Type Description
PUBCHEM
70639
Created by admin on Sat Jun 26 12:38:37 UTC 2021 , Edited by admin on Sat Jun 26 12:38:37 UTC 2021
PRIMARY
MESH
C029703
Created by admin on Sat Jun 26 12:38:37 UTC 2021 , Edited by admin on Sat Jun 26 12:38:37 UTC 2021
PRIMARY
CAS
1076-22-8
Created by admin on Sat Jun 26 12:38:37 UTC 2021 , Edited by admin on Sat Jun 26 12:38:37 UTC 2021
PRIMARY
EPA CompTox
1076-22-8
Created by admin on Sat Jun 26 12:38:37 UTC 2021 , Edited by admin on Sat Jun 26 12:38:37 UTC 2021
PRIMARY
USP_CATALOG
1653026
Created by admin on Sat Jun 26 12:38:37 UTC 2021 , Edited by admin on Sat Jun 26 12:38:37 UTC 2021
PRIMARY USP-RS
ECHA (EC/EINECS)
214-058-1
Created by admin on Sat Jun 26 12:38:37 UTC 2021 , Edited by admin on Sat Jun 26 12:38:37 UTC 2021
PRIMARY
FDA UNII
WS6X982OEC
Created by admin on Sat Jun 26 12:38:37 UTC 2021 , Edited by admin on Sat Jun 26 12:38:37 UTC 2021
PRIMARY
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