3-METHYLXANTHINE

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 Search

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

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/16870158 | https://www.ncbi.nlm.nih.gov/pubmed/16678550

3-Methylxanthine is a metabolite of caffeine and theophylline.

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2596

PubMed

Title	Date	PubMed
Structural basis for the binding affinity of xanthines with the DNA intercalator acridine orange.	2001 Dec 20	11741482
High-throughput liquid chromatography-tandem mass spectrometry assay for plasma theophylline and its metabolites.	2004 Nov	15502093
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	15970798
Prediction of genotoxicity of chemical compounds by statistical learning methods.	2005 Jun	15962942
Associations between CYP2E1 promoter polymorphisms and plasma 1,3-dimethyluric acid/theophylline ratios.	2006 Aug	16841220
Towards the design of highly selective recognition sites into molecular imprinting polymers: a computational approach.	2006 Jul 15	16806890
Liver dysfunction markedly decreases the inhibition of cytochrome P450 1A2-mediated theophylline metabolism by fluvoxamine.	2006 May	16678550
Ultrafast dynamics show that the theophylline and 3-methylxanthine aptamers employ a conformational capture mechanism for binding their ligands.	2010 Apr 6	20214401

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

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Name

Type

Language

THEOPHYLLINE IMPURITY B [EP IMPURITY]

Preferred Name

English

3-METHYLXANTHINE

Systematic Name

English

THEOPHYLLINE RELATED COMPOUND B

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