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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=NC=NC2=C1NC=N2

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

Molecular Formula C6H6N4S
Molecular Weight 166.204
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Steady-state of azathioprine during initiation treatment of pediatric inflammatory bowel disease.
2010-12
Usefulness of thiopurine methyltransferase and thiopurine metabolite analysis in clinical practice in patients with inflammatory bowel diseases.
2010-11-20
A prospective evaluation of the impact of allopurinol in pediatric and adult IBD patients with preferential metabolism of 6-mercaptopurine to 6-methylmercaptopurine.
2010-11
Limited stability of thiopurine metabolites in blood samples: relevant in research and clinical practise.
2010-06-01
How should thiopurine treatment be monitored?--methodological aspects.
2010-06
Algorithms outperform metabolite tests in predicting response of patients with inflammatory bowel disease to thiopurines.
2010-02
Patent watch. Drug metabolite claims are patentable.
2009-11
[Optimising azathioprine treatment: determination of thiopurine methyltransferase activity and thiopurine metabolites].
2009-02
Population pharmacokinetic and pharmacogenetic analysis of 6-mercaptopurine in paediatric patients with acute lymphoblastic leukaemia.
2008-12
Initial clinical experience with allopurinol-thiopurine combination therapy in pediatric inflammatory bowel disease.
2008-12
Stability of thiopurine metabolites: a potential analytical bias.
2008-01
Optimizing drug therapy in inflammatory bowel disease.
2007-12
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.
2007-07
Utility of thiopurine methyltransferase genotyping and phenotyping, and measurement of azathioprine metabolites in the management of patients with autoimmune hepatitis.
2006-10
Molecular mechanisms underlying the enhanced sensitivity of thiopurine-resistant T-lymphoblastic cell lines to methyl mercaptopurineriboside.
2006-09-28
Evolution of thiopurine use in pediatric inflammatory bowel disease in an academic center.
2006-09
[HPLC determination and diversity analysis of thiopurine methyltransferase activity in human and pig].
2006-05
Liquid chromatography-tandem mass spectrometry analysis of erythrocyte thiopurine nucleotides and effect of thiopurine methyltransferase gene variants on these metabolites in patients receiving azathioprine/6-mercaptopurine therapy.
2005-11
Azathioprine and 6-mercaptopurine pharmacogenetics and metabolite monitoring in inflammatory bowel disease.
2005-08
Prediction of genotoxicity of chemical compounds by statistical learning methods.
2005-06
Determination of mercaptopurine and its four metabolites by large-volume sample stacking with polarity switching in capillary electrophoresis.
2005-06
Therapeutic drug monitoring of thiopurine drugs in patients with inflammatory bowel disease or autoimmune hepatitis.
2004-11
Monitoring of long-term thiopurine therapy among adults with inflammatory bowel disease.
2004-11
Improved HPLC methodology for monitoring thiopurine metabolites in patients on thiopurine therapy.
2004-09
Clinical significance of azathioprine active metabolite concentrations in inflammatory bowel disease.
2004-08
Thiopurine methyltransferase (TPMT) genotype distribution in azathioprine-tolerant and -intolerant patients with various disorders. The impact of TPMT genotyping in predicting toxicity.
2004-01
Real-time RT-PCR methodology for quantification of thiopurine methyltransferase gene expression.
2003-07
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.
2003-04-19
Measurement of thiopurine S-methyltransferase activity in human blood samples based on high-performance liquid chromatography: reference values in erythrocytes from children.
2003-01
Determination of thiopurine S-methyltransferase phenotype using thin-layer chromatography and quantitative scanning.
2002-04
Possible implication of thiopurine S-methyltransferase in occurrence of infectious episodes during maintenance therapy for childhood lymphoblastic leukemia with mercaptopurine.
2001-11
Determination of thiopurine methyltransferase activity in human erythrocytes by high-performance liquid chromatography: comparison with the radiochemical method.
2001-10
Differing contribution of thiopurine methyltransferase to mercaptopurine versus thioguanine effects in human leukemic cells.
2001-08-01
Improved methods for determining the concentration of 6-thioguanine nucleotides and 6-methylmercaptopurine nucleotides in blood.
2001-06-05
Therapeutic drug monitoring of azathioprine and 6-mercaptopurine metabolites in Crohn disease.
2001-01
Purine analogs as potential anticytomegalovirus agents.
1969-09
Substance Class Chemical
Created
by admin
on Mon Mar 31 18:40:26 GMT 2025
Edited
by admin
on Mon Mar 31 18:40:26 GMT 2025
Record UNII
6V404DV25O
Record Status Validated (UNII)
Record Version
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Name Type Language
NSC-20105
Preferred Name English
6-METHYLMERCAPTOPURINE
WHO-DD  
Systematic Name 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 Mon Mar 31 18:40:26 GMT 2025 , Edited by admin on Mon Mar 31 18:40:26 GMT 2025
PRIMARY
CHEBI
28279
Created by admin on Mon Mar 31 18:40:26 GMT 2025 , Edited by admin on Mon Mar 31 18:40:26 GMT 2025
PRIMARY
FDA UNII
6V404DV25O
Created by admin on Mon Mar 31 18:40:26 GMT 2025 , Edited by admin on Mon Mar 31 18:40:26 GMT 2025
PRIMARY
EVMPD
SUB181031
Created by admin on Mon Mar 31 18:40:26 GMT 2025 , Edited by admin on Mon Mar 31 18:40:26 GMT 2025
PRIMARY
ECHA (EC/EINECS)
200-057-3
Created by admin on Mon Mar 31 18:40:26 GMT 2025 , Edited by admin on Mon Mar 31 18:40:26 GMT 2025
PRIMARY
SMS_ID
100000166797
Created by admin on Mon Mar 31 18:40:26 GMT 2025 , Edited by admin on Mon Mar 31 18:40:26 GMT 2025
PRIMARY
NSC
20105
Created by admin on Mon Mar 31 18:40:26 GMT 2025 , Edited by admin on Mon Mar 31 18:40:26 GMT 2025
PRIMARY
EPA CompTox
DTXSID50901654
Created by admin on Mon Mar 31 18:40:26 GMT 2025 , Edited by admin on Mon Mar 31 18:40:26 GMT 2025
PRIMARY
CAS
50-66-8
Created by admin on Mon Mar 31 18:40:26 GMT 2025 , Edited by admin on Mon Mar 31 18:40:26 GMT 2025
PRIMARY
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