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Details

Stereochemistry ACHIRAL
Molecular Formula C6H6N4O2
Molecular Weight 166.1374
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 3-METHYLXANTHINE

SMILES

CN1C2=C(N=CN2)C(=O)NC1=O

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 166.1374
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
Structural basis for the binding affinity of xanthines with the DNA intercalator acridine orange.
2001 Dec 20
High-throughput liquid chromatography-tandem mass spectrometry assay for plasma theophylline and its metabolites.
2004 Nov
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
Liver dysfunction markedly decreases the inhibition of cytochrome P450 1A2-mediated theophylline metabolism by fluvoxamine.
2006 May
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 Mon Mar 31 19:31:22 GMT 2025
Edited
by admin
on Mon Mar 31 19:31:22 GMT 2025
Record UNII
WS6X982OEC
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
THEOPHYLLINE IMPURITY B [EP IMPURITY]
Preferred Name English
3-METHYLXANTHINE
Systematic Name English
THEOPHYLLINE RELATED COMPOUND B
USP-RS  
Common Name English
PENTOXIFYLLINE IMPURITY B [EP IMPURITY]
Common Name English
THEOPHYLLINE MONOHYDRATE IMPURITY B [EP IMPURITY]
Common Name English
3 MX
Common Name English
THEOPHYLLINE RELATED COMPOUND B [USP IMPURITY]
Common Name English
3-METHYL-3,7-DIHYDRO-1H-PURINE-2,6-DIONE
Systematic Name English
NSC-515466
Code English
THEOPHYLLINE RELATED COMPOUND B [USP-RS]
Common Name English
Code System Code Type Description
PUBCHEM
70639
Created by admin on Mon Mar 31 19:31:22 GMT 2025 , Edited by admin on Mon Mar 31 19:31:22 GMT 2025
PRIMARY
MESH
C029703
Created by admin on Mon Mar 31 19:31:22 GMT 2025 , Edited by admin on Mon Mar 31 19:31:22 GMT 2025
PRIMARY
CHEBI
62208
Created by admin on Mon Mar 31 19:31:22 GMT 2025 , Edited by admin on Mon Mar 31 19:31:22 GMT 2025
PRIMARY
CAS
1076-22-8
Created by admin on Mon Mar 31 19:31:22 GMT 2025 , Edited by admin on Mon Mar 31 19:31:22 GMT 2025
PRIMARY
EPA CompTox
DTXSID90148107
Created by admin on Mon Mar 31 19:31:22 GMT 2025 , Edited by admin on Mon Mar 31 19:31:22 GMT 2025
PRIMARY
RS_ITEM_NUM
1653026
Created by admin on Mon Mar 31 19:31:22 GMT 2025 , Edited by admin on Mon Mar 31 19:31:22 GMT 2025
PRIMARY
ECHA (EC/EINECS)
214-058-1
Created by admin on Mon Mar 31 19:31:22 GMT 2025 , Edited by admin on Mon Mar 31 19:31:22 GMT 2025
PRIMARY
CHEBI
62207
Created by admin on Mon Mar 31 19:31:22 GMT 2025 , Edited by admin on Mon Mar 31 19:31:22 GMT 2025
PRIMARY
FDA UNII
WS6X982OEC
Created by admin on Mon Mar 31 19:31:22 GMT 2025 , Edited by admin on Mon Mar 31 19:31:22 GMT 2025
PRIMARY
NSC
515466
Created by admin on Mon Mar 31 19:31:22 GMT 2025 , Edited by admin on Mon Mar 31 19:31:22 GMT 2025
PRIMARY
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