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50-66-8,MFCD00225354
Catalog No.:AA0037BJ

50-66-8 | 6-(Methylthio)purine

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100mg
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$17.00   $12.00
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250mg
97%
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$24.00   $17.00
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1g
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$93.00   $65.00
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  • Technical Information
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA0037BJ
Chemical Name:
6-(Methylthio)purine
CAS Number:
50-66-8
Molecular Formula:
C6H6N4S
Molecular Weight:
166.2036
MDL Number:
MFCD00225354
SMILES:
CSc1ncnc2c1[nH]cn2
NSC Number:
20105
Properties
Properties
 
BP:
470.2°C at 760 mmHg  
Form:
Solid  
MP:
219-223 °C  
Storage:
Keep in dry area;2-8℃;  

Computed Properties
 
Complexity:
143  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
11  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
1  
XLogP3:
1.1  

Literature

Title: Split-dose administration of thiopurine drugs: a novel and effective strategy for managing preferential 6-MMP metabolism.

Journal: Alimentary pharmacology & therapeutics 20120901

Title: High TPMT enzyme activity does not explain drug resistance due to preferential 6-methylmercaptopurine production in patients on thiopurine treatment.

Journal: Alimentary pharmacology & therapeutics 20120501

Title: Hepatotoxicity associated with 6-methyl mercaptopurine formation during azathioprine and 6-mercaptopurine therapy does not occur on the short-term during 6-thioguanine therapy in IBD treatment.

Journal: Journal of Crohn's & colitis 20120201

Title: Two brothers with skewed thiopurine metabolism in ulcerative colitis treated successfully with allopurinol and mercaptopurine dose reduction.

Journal: Digestive diseases and sciences 20120101

Title: A validated HPLC method for the monitoring of thiopurine metabolites in whole blood in paediatric patients with inflammatory bowel disease.

Journal: International journal of immunopathology and pharmacology 20120101

Title: Use of thiopurine testing in the management of inflammatory bowel diseases in clinical practice: a worldwide survey of experts.

Journal: Inflammatory bowel diseases 20111201

Title: Allopurinol enhances the activity of hypoxanthine-guanine phosphoribosyltransferase in inflammatory bowel disease patients during low-dose thiopurine therapy: preliminary data of an ongoing series.

Journal: Nucleosides, nucleotides & nucleic acids 20111201

Title: Evaluating the use of metabolite measurement in children receiving treatment with a thiopurine.

Journal: Alimentary pharmacology & therapeutics 20111101

Title: Detection of thiopurine methyltransferase activity in lysed red blood cells by means of lab-on-a-chip surface enhanced Raman spectroscopy (LOC-SERS).

Journal: Analytical and bioanalytical chemistry 20110701

Title: Clinical usefulness of therapeutic drug monitoring of thiopurines in patients with inadequately controlled inflammatory bowel disease.

Journal: Inflammatory bowel diseases 20110601

Title: Steady-state of azathioprine during initiation treatment of pediatric inflammatory bowel disease.

Journal: Journal of Crohn's & colitis 20101201

Title: Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis.

Journal: Bioorganic & medicinal chemistry letters 20101101

Title: A prospective evaluation of the impact of allopurinol in pediatric and adult IBD patients with preferential metabolism of 6-mercaptopurine to 6-methylmercaptopurine.

Journal: Journal of Crohn's & colitis 20101101

Title: Usefulness of the measurement of azathioprine metabolites in the assessment of non-adherence.

Journal: Journal of Crohn's & colitis 20101101

Title: Monitoring of azathioprine metabolites in pediatric patients with autoimmune hepatitis.

Journal: Therapeutic drug monitoring 20100801

Title: Limited stability of thiopurine metabolites in blood samples: relevant in research and clinical practise.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20100601

Title: How should thiopurine treatment be monitored?--methodological aspects.

Journal: Nucleosides, nucleotides & nucleic acids 20100601

Title: Algorithms outperform metabolite tests in predicting response of patients with inflammatory bowel disease to thiopurines.

Journal: Clinical gastroenterology and hepatology : the official clinical practice journal of the American Gastroenterological Association 20100201

Title: Usefulness of thiopurine methyltransferase and thiopurine metabolite analysis in clinical practice in patients with inflammatory bowel diseases.

Journal: Acta gastro-enterologica Belgica 20100101

Title: Patent watch. Drug metabolite claims are patentable.

Journal: Nature reviews. Drug discovery 20091101

Title: [Optimising azathioprine treatment: determination of thiopurine methyltransferase activity and thiopurine metabolites].

Journal: Anales de pediatria (Barcelona, Spain : 2003) 20090201

Title: Initial clinical experience with allopurinol-thiopurine combination therapy in pediatric inflammatory bowel disease.

Journal: Inflammatory bowel diseases 20081201

Title: Population pharmacokinetic and pharmacogenetic analysis of 6-mercaptopurine in paediatric patients with acute lymphoblastic leukaemia.

Journal: British journal of clinical pharmacology 20081201

Title: Severe hepatotoxicity with high 6-methylmercaptopurine nucleotide concentrations after thiopurine dose escalation due to low 6-thioguanine nucleotides.

Journal: European journal of gastroenterology & hepatology 20081201

Title: Regiospecific microwave-assisted synthesis and cytotoxic activity against human breast cancer cells of (RS)-6-substituted-7- or 9-(2,3-dihydro-5H-1,4-benzodioxepin-3-yl)-7H- or -9H-purines.

Journal: European journal of medicinal chemistry 20080801

Title: Stability of thiopurine metabolites: a potential analytical bias.

Journal: Clinical chemistry 20080101

Title: Optimizing drug therapy in inflammatory bowel disease.

Journal: Current gastroenterology reports 20071201

Title: 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.

Journal: Clinical chemistry 20070701

Title: Thiopurine treatment in inflammatory bowel disease.

Journal: Clinical pharmacokinetics 20070101

Title: Utility of thiopurine methyltransferase genotyping and phenotyping, and measurement of azathioprine metabolites in the management of patients with autoimmune hepatitis.

Journal: Journal of hepatology 20061001

Title: Exposure to thiopurine drugs through breast milk is low based on metabolite concentrations in mother-infant pairs.

Journal: British journal of clinical pharmacology 20061001

Title: Molecular mechanisms underlying the enhanced sensitivity of thiopurine-resistant T-lymphoblastic cell lines to methyl mercaptopurineriboside.

Journal: Biochemical pharmacology 20060928

Title: Evolution of thiopurine use in pediatric inflammatory bowel disease in an academic center.

Journal: Journal of pediatric gastroenterology and nutrition 20060901

Title: [HPLC determination and diversity analysis of thiopurine methyltransferase activity in human and pig].

Journal: Sichuan da xue xue bao. Yi xue ban = Journal of Sichuan University. Medical science edition 20060501

Title: 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.

Journal: Clinical chemistry 20051101

Title: Azathioprine and 6-mercaptopurine pharmacogenetics and metabolite monitoring in inflammatory bowel disease.

Journal: Journal of gastroenterology and hepatology 20050801

Title: Determination of mercaptopurine and its four metabolites by large-volume sample stacking with polarity switching in capillary electrophoresis.

Journal: Electrophoresis 20050601

Title: Prediction of genotoxicity of chemical compounds by statistical learning methods.

Journal: Chemical research in toxicology 20050601

Title: Monitoring of long-term thiopurine therapy among adults with inflammatory bowel disease.

Journal: Scandinavian journal of gastroenterology 20041101

Title: Therapeutic drug monitoring of thiopurine drugs in patients with inflammatory bowel disease or autoimmune hepatitis.

Journal: European journal of gastroenterology & hepatology 20041101

Title: Improved HPLC methodology for monitoring thiopurine metabolites in patients on thiopurine therapy.

Journal: Clinical biochemistry 20040901

Title: The utility of 6-thioguanine metabolite levels in managing patients with inflammatory bowel disease.

Journal: The American journal of gastroenterology 20040901

Title: Clinical significance of azathioprine active metabolite concentrations in inflammatory bowel disease.

Journal: Gut 20040801

Title: Thiopurine methyltransferase (TPMT) genotype distribution in azathioprine-tolerant and -intolerant patients with various disorders. The impact of TPMT genotyping in predicting toxicity.

Journal: European journal of clinical pharmacology 20040101

Title: Real-time RT-PCR methodology for quantification of thiopurine methyltransferase gene expression.

Journal: European journal of clinical pharmacology 20030701

Title: Mercaptopurine metabolite results in clinical gastroenterology practice.

Journal: Alimentary pharmacology & therapeutics 20030101

Title: Measurement of thiopurine S-methyltransferase activity in human blood samples based on high-performance liquid chromatography: reference values in erythrocytes from children.

Journal: Annals of clinical biochemistry 20030101

Title: 6-Thioguanine seems promising in azathioprine- or 6-mercaptopurine-intolerant inflammatory bowel disease patients: a short-term safety assessment.

Journal: European journal of gastroenterology & hepatology 20030101

Title: 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.

Journal: Journal of clinical gastroenterology 20030101

Title: Determination of thiopurine S-methyltransferase phenotype using thin-layer chromatography and quantitative scanning.

Journal: European journal of clinical pharmacology 20020401

Title: Possible implication of thiopurine S-methyltransferase in occurrence of infectious episodes during maintenance therapy for childhood lymphoblastic leukemia with mercaptopurine.

Journal: Leukemia 20011101

Title: Determination of thiopurine methyltransferase activity in human erythrocytes by high-performance liquid chromatography: comparison with the radiochemical method.

Journal: Therapeutic drug monitoring 20011001

Title: Differing contribution of thiopurine methyltransferase to mercaptopurine versus thioguanine effects in human leukemic cells.

Journal: Cancer research 20010801

Title: Improved methods for determining the concentration of 6-thioguanine nucleotides and 6-methylmercaptopurine nucleotides in blood.

Journal: Journal of chromatography. B, Biomedical sciences and applications 20010605

Title: Therapeutic drug monitoring of azathioprine and 6-mercaptopurine metabolites in Crohn disease.

Journal: Scandinavian journal of gastroenterology 20010101

Title: Thiopurine methyltransferase activity in the erythrocytes of adults and children: and HPLC-linked assay.

Journal: Clinica chimica acta; international journal of clinical chemistry 19970318

Title: Purine analogs as potential anticytomegalovirus agents.

Journal: Proceedings of the Society for Experimental Biology and Medicine. Society for Experimental Biology and Medicine (New York, N.Y.) 19690901

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