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

Details

Stereochemistry ACHIRAL
Molecular Formula C6H6N4S
Molecular Weight 166.204
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 6-METHYLMERCAPTOPURINE

SMILES

CSC1=C2NC=NC2=NC=N1

InChI

InChIKey=UIJIQXGRFSPYQW-UHFFFAOYSA-N
InChI=1S/C6H6N4S/c1-11-6-4-5(8-2-7-4)9-3-10-6/h2-3H,1H3,(H,7,8,9,10)

HIDE SMILES / InChI

Approval Year

PubMed

PubMed

TitleDatePubMed
Purine analogs as potential anticytomegalovirus agents.
1969 Sep
Differing contribution of thiopurine methyltransferase to mercaptopurine versus thioguanine effects in human leukemic cells.
2001 Aug 1
Determination of thiopurine methyltransferase activity in human erythrocytes by high-performance liquid chromatography: comparison with the radiochemical method.
2001 Oct
Utility of measuring 6-methylmercaptopurine and 6-thioguanine nucleotide levels in managing inflammatory bowel disease patients treated with 6-mercaptopurine in a clinical practice setting.
2003 May-Jun
Clinical significance of azathioprine active metabolite concentrations in inflammatory bowel disease.
2004 Aug
Improved HPLC methodology for monitoring thiopurine metabolites in patients on thiopurine therapy.
2004 Sep
Azathioprine and 6-mercaptopurine pharmacogenetics and metabolite monitoring in inflammatory bowel disease.
2005 Aug
Prediction of genotoxicity of chemical compounds by statistical learning methods.
2005 Jun
[HPLC determination and diversity analysis of thiopurine methyltransferase activity in human and pig].
2006 May
Utility of thiopurine methyltransferase genotyping and phenotyping, and measurement of azathioprine metabolites in the management of patients with autoimmune hepatitis.
2006 Oct
Evolution of thiopurine use in pediatric inflammatory bowel disease in an academic center.
2006 Sep
Molecular mechanisms underlying the enhanced sensitivity of thiopurine-resistant T-lymphoblastic cell lines to methyl mercaptopurineriboside.
2006 Sep 28
Optimizing drug therapy in inflammatory bowel disease.
2007 Dec
6-thioguanine nucleotide-adapted azathioprine therapy does not lead to higher remission rates than standard therapy in chronic active crohn disease: results from a randomized, controlled, open trial.
2007 Jul
Population pharmacokinetic and pharmacogenetic analysis of 6-mercaptopurine in paediatric patients with acute lymphoblastic leukaemia.
2008 Dec
Initial clinical experience with allopurinol-thiopurine combination therapy in pediatric inflammatory bowel disease.
2008 Dec
Stability of thiopurine metabolites: a potential analytical bias.
2008 Jan
[Optimising azathioprine treatment: determination of thiopurine methyltransferase activity and thiopurine metabolites].
2009 Feb
Patent watch. Drug metabolite claims are patentable.
2009 Nov
Steady-state of azathioprine during initiation treatment of pediatric inflammatory bowel disease.
2010 Dec
Algorithms outperform metabolite tests in predicting response of patients with inflammatory bowel disease to thiopurines.
2010 Feb
Usefulness of thiopurine methyltransferase and thiopurine metabolite analysis in clinical practice in patients with inflammatory bowel diseases.
2010 Jul-Sep
How should thiopurine treatment be monitored?--methodological aspects.
2010 Jun
Limited stability of thiopurine metabolites in blood samples: relevant in research and clinical practise.
2010 Jun 1
A prospective evaluation of the impact of allopurinol in pediatric and adult IBD patients with preferential metabolism of 6-mercaptopurine to 6-methylmercaptopurine.
2010 Nov
Name Type Language
6-METHYLMERCAPTOPURINE
WHO-DD  
Systematic Name English
NSC-20105
Code English
METHYLMERCAPTOPURINE, 6-
Systematic Name English
6-methylmercaptopurine [WHO-DD]
Common Name English
6-(METHYLTHIO)PURINE
Systematic Name English
Code System Code Type Description
PUBCHEM
5778
Created by admin on Fri Dec 15 17:05:54 GMT 2023 , Edited by admin on Fri Dec 15 17:05:54 GMT 2023
PRIMARY
CHEBI
28279
Created by admin on Fri Dec 15 17:05:54 GMT 2023 , Edited by admin on Fri Dec 15 17:05:54 GMT 2023
PRIMARY
FDA UNII
6V404DV25O
Created by admin on Fri Dec 15 17:05:54 GMT 2023 , Edited by admin on Fri Dec 15 17:05:54 GMT 2023
PRIMARY
EVMPD
SUB181031
Created by admin on Fri Dec 15 17:05:54 GMT 2023 , Edited by admin on Fri Dec 15 17:05:54 GMT 2023
PRIMARY
ECHA (EC/EINECS)
200-057-3
Created by admin on Fri Dec 15 17:05:54 GMT 2023 , Edited by admin on Fri Dec 15 17:05:54 GMT 2023
PRIMARY
SMS_ID
100000166797
Created by admin on Fri Dec 15 17:05:54 GMT 2023 , Edited by admin on Fri Dec 15 17:05:54 GMT 2023
PRIMARY
NSC
20105
Created by admin on Fri Dec 15 17:05:54 GMT 2023 , Edited by admin on Fri Dec 15 17:05:54 GMT 2023
PRIMARY
EPA CompTox
DTXSID50901654
Created by admin on Fri Dec 15 17:05:54 GMT 2023 , Edited by admin on Fri Dec 15 17:05:54 GMT 2023
PRIMARY
CAS
50-66-8
Created by admin on Fri Dec 15 17:05:54 GMT 2023 , Edited by admin on Fri Dec 15 17:05:54 GMT 2023
PRIMARY