Purine, 2-amino-6- (methylthio)-
Purine, 2-amino-6- (methylthio)- structure
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Common Name | Purine, 2-amino-6- (methylthio)- | ||
|---|---|---|---|---|
| CAS Number | 1198-47-6 | Molecular Weight | 181.218 | |
| Density | 1.6±0.1 g/cm3 | Boiling Point | 622.1±58.0 °C at 760 mmHg | |
| Molecular Formula | C6H7N5S | Melting Point | 234-237ºC | |
| MSDS | Chinese USA | Flash Point | 330.0±32.3 °C | |
| Symbol |
GHS05, GHS07 |
Signal Word | Danger | |
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Liquid Chromatography with Amperometric Detection at a Silver Based Detector for the Determination of Thiocompounds: Application to the Assay of Thiopurine Antimetabolites in Urine.
Anal. Chem. 87 , 6730-5, (2015) A silver amperometric detector coupled to liquid chromatography (LC) was used for the determination of 6-thioguanine (6-TG) and two of its metabolites, thiouric acid (TU) and 2-amino-6-mercaptopurine riboside (6-TGR). The silver detector coupled to LC operate... |
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The syntheses and properties of tricyclic pyrrolo[2,3-d]pyrimidine analogues of S6-methylthioguanine and O6-methylguanine.
Org. Biomol. Chem. 4(9) , 1723-9, (2006) The syntheses of novel tricyclic pyrrolo[2,3-d]pyrimidine analogues of S6-methylthioguanine are described. The crystal structures and pKa values of these and related O6-methylguanine analogues are reported. All compounds display higher pKa values than O6-meth... |
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Reference intervals for thiopurine S-methyltransferase activity in red blood cells using 6-thioguanine as substrate and rapid non-extraction liquid chromatography.
Ann. Clin. Biochem. 41(Pt 4) , 303-8, (2004) Although widely used, thiopurine drugs have a narrow therapeutic index and treatment can result in life-threatening toxicity, the basis being pharmacogenetic variation in thiopurine metabolism by thiopurine S-methyltransferase (TPMT). We recently developed a ... |
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Effects of various 2-amino-6-alkyldithiopurines on brain specific [3H]diazepam binding.
Biochem. Pharmacol. 33 , 1737-1739, (1984) Various derivatives of 2-amino-6- methylthiopurine with substituents at the 6-position of purine were tested for their abilities to displace [3H]diazepam binding to rat brain membranes. The potency was dependent on the carbon chain-length in the 6-position of... |
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Role of postreplicative DNA mismatch repair in the cytotoxic action of thioguanine.
Science 273(5278) , 1109-11, (1996) It is proposed here that the delayed cytotoxicity of thioguanine involves the postreplicative DNA mismatch repair system. After incorporation into DNA, the thioguanine is chemically methylated by S-adenosylmethionine to form S6-methylthioguanine. During DNA r... |
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Effect of 9-alkyl derivatives of 6-methylthioguanine on brain specific binding of [3H]diazepam.
Biochem. Pharmacol. 35(20) , 3645-6, (1986)
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Effect of synthetic purines and purine nucleosides on [3H]diazepam binding in brain.
Eur. J. Pharmacol. 81(3) , 505-8, (1982) We have compared fifteen synthetic purines and purine nucleosides on their ability to displace [3H]diazepam binding to rat brain membranes. Among these analogs, 6-methylthioguanine was found to be most potent, inhibiting competitively the specific binding of ... |
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Reversed-phase high-performance liquid chromatographic approach to determine total lymphocyte concentrations of 6-thioguanine, methylmercaptopurine and methylthioguanine in humans.
J. Chromatogr. A. 571(1-2) , 149-56, (1991) A reversed-phase high-performance liquid chromatographic (HPLC) procedure was developed to quantify intracellular lymphocyte 6-thioguanine, methylmercaptopurine and methylthioguanine. The free base of each metabolite was obtained by acid hydrolysis, which all... |
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Mucosal improvement in patients with moderate to severe postoperative endoscopic recurrence of Crohn's disease and azathioprine metabolite levels.
Inflamm. Bowel Dis. 19(3) , 590-8, (2013) The value of azathioprine metabolites (6-thioguanine nucleotides [6-TGN]) in monitoring clinical treatment response is still controversially discussed. Data regarding thiopurine metabolite levels and endoscopic improvement are lacking.Data were analyzed post ... |
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6-Thioguanine and S⁶-methylthioguanine are mutagenic in human cells.
ACS Chem. Biol. 5(11) , 1021-7, (2010) Thiopurines are effective immunosuppressants and anticancer agents. However, the long-term use of thiopurines was found to be associated with a significantly increased risk of various types of cancer. To date, the specific mechanism(s) underlying the carcinog... |