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6-Methylthioguanine

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6-Methylthioguanine Basic information

Product Name:
6-Methylthioguanine
Synonyms:
  • 1H-Purin-2-amine, 6-(methylthio)-
  • 2-Amino-6-methylthiopurine
  • 6-(Methylsulfanyl)-1H-purin-2-amine
  • 6-Methylthioguanine
  • TIMTEC-BB SBB000228
  • 6-(METHYLSULFANYL)-7H-PURIN-2-YLAMINE
  • 2-AMINO-6-METHYLMERCAPTOPURINE
  • 2-AMINO-6-METHYLMERCAPTOPURINE 95%
CAS:
1198-47-6
MF:
C6H7N5S
MW:
181.22
EINECS:
214-833-4
Product Categories:
  • Heterocycles, Metabolites & Impurities, Nucleotides, Bases & Related Reagents, Mutagenesis Research Chemicals, Sulfur & Selenium Compounds
  • Bases & Related Reagents
  • Heterocycles
  • Metabolites & Impurities
  • Mutagenesis Research Chemicals
  • Nucleotides
  • Sulfur & Selenium Compounds
Mol File:
1198-47-6.mol
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6-Methylthioguanine Chemical Properties

Melting point:
235.5°C
Density 
1.403 (estimate)
refractive index 
1.4606 (estimate)
storage temp. 
-20°C Freezer
solubility 
DMSO (Slightly), Methanol (Slightly, Sonicated)
form 
solid
color 
White to Off-White
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Safety Information

Hazard Codes 
Xn
Risk Statements 
22-37/38-41
Safety Statements 
24/25-39-26
WGK Germany 
3
HS Code 
29335995

MSDS

  • Language:English Provider:ACROS
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6-Methylthioguanine Usage And Synthesis

Chemical Properties

off-white crystalline powder

Uses

2-Amino-6-methylmercaptopurine is a 2-amino-6-alkyldithiopurine that has been used with other 6-position carbon analogues to study brain specific diazepam binding.

Uses

As a metabolite of 2’-Deoxy-6-thio Guanosine (D281650) and 6-Thioguanine, 6-Methylthioguanine can be used as an effective immunosuppressant and anticancer agent, however chronic exposure can be mutagenic in human cells as long-term use of thiopurines was found to be associated with a significantly increased risk of various types of cancer.

Definition

ChEBI: 6-methylthioguanine is a metabolite of thioguanine, a drug used in cancer chemotherapy. It has a role as a human xenobiotic metabolite. It is a member of 2-aminopurines and a thiopurine. It is functionally related to a tioguanine.

Biochem/physiol Actions

2-Amino-6-methylmercaptopurine is synthesized from 6-mercaptopurine by the S methylation activity of thiopurine methyl transferase (TMPT) enzyme.

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