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SML0552 Sigma-Aldrich

Tirapazamine

≥98% (HPLC)

Synonym: 4-Hydroxy-1-oxido-1,2,4-benzotriazin-1-ium-3-imine, SR 259075, SR 4233, Tirazone, Win 59075

  • CAS Number 27314-97-2

  • Empirical Formula (Hill Notation) C7H6N4O2

  • Molecular Weight 178.15

  •  MDL number MFCD00132954

  •  PubChem Substance ID 329825548

  •  NACRES NA.77

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Properties

Related Categories Apoptosis Inducers, Apoptosis and Cell Cycle, Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Cell Biology,
Quality Level   100
assay   ≥98% (HPLC)
form   powder
color   , orange to dark orange-red
solubility   DMSO: 10 mg/mL, clear
shipped in   wet ice
storage temp.   −20°C
SMILES string   Nc1n[n+]([O-])c2ccccc2[n+]1[O-]
InChI   1S/C7H6N4O2/c8-7-9-11(13)6-4-2-1-3-5(6)10(7)12/h1-4H,(H2,8,9)
InChI key   ORYDPOVDJJZGHQ-UHFFFAOYSA-N

Description

Application

Tirapazamine has been used to evaluate its cytotoxic effect on U-251 MG (glioblastoma cell line) cell viability.

Packaging

10, 50 mg in glass bottle

Biochem/physiol Actions

Under hypoxic conditions, tirapazamine is a potent cytotoxic agent that induces apoptosis by inducing breaks in single and double stranded DNA, as well as chromosomal breaks. The compound sensitizes cells to other ionizing radiation and other cytotoxic agents like cisplatin.

Features and Benefits

This compound is also offered as part of Sigma′s Library of Pharmacologically Active Compounds (LOPAC®1280), a biologically annotated collection of high-quality, ready-to-screen compounds. Click here to learn more.

Legal Information

LOPAC is a registered trademark of Sigma-Aldrich Co. LLC

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Target organs 
Respiratory system
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
RTECS 
DM0671500
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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