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88800 Sigma-Aldrich

6-Thioguanine

purum, ≥96% (HPLC)

Synonym: 2-Amino-6-mercaptopurine, 2-Amino-6-purinethiol

  • CAS Number 154-42-7

  • Empirical Formula (Hill Notation) C5H5N5S

  • Molecular Weight 167.19

  •  Beilstein Registry Number 157765

  •  EC Number 205-827-2

  •  MDL number MFCD00233553

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Properties

InChI Key   WYWHKKSPHMUBEB-UHFFFAOYSA-N
grade   purum
assay   ≥96% (HPLC)
impurities   ≤3% guanine
mp   ≥300 °C (lit.)

Description

Other Notes

Antineoplastic agent; substrate for HGPRTase, converted to 6-thio-GMP, which then inhibits vital metabolic sequences in myelocytic and acute lymphocytic leukemia.

Biochem/physiol Actions

Ribosylated and phosphorylated by the same pathway as natural purine bases; as the nucleotide, inhibits a variety of cellular processes involved in nucleic acid synthesis. Has a long history as an effective treatment of leukemia.

Safety & Documentation

Safety Information

Symbol 
GHS06  GHS06
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN 2811 6.1 / PGIII
WGK Germany 
3
RTECS 
UP0740000

Documents

Certificate of Analysis

Protocols & Articles
Peer-Reviewed Papers
15

References

Related Products

replaced by

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Description

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A4882 6-Thioguanine, ≥98%

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