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Tirapazamine

CAT: 0013-GTR19170226-04Size: 50 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19170226-04Size:50 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
Tirapazamine (Win59075) is a hypoxia-activated cytotoxic prodrug that induces DNA single- and double-strand breaks, leading to apoptosis. It functions as a radiosensitizer and chemosensitizer, notably with cisplatin, and is applied in oncology research for studying hypoxia-targeted therapies in vitro and in vivo.
CAS Number
27314-97-2
Product Name Alternative
Anticancer Agent, Bioreductive Agent, inhibit, Inhibitor, SML 0552, SML0552, SML-0552, SR 4233, SR 259075, SR4233, SR-4233, SR259075, SR-259075, Tirapazamine, Tirazone, Win 59075, Win59075, Win-59075
Field of Research
Cell Biology, Molecular Biology
Purity
96.65% (May vary between batches)
Solubility
DMSO:51 mg/mL (286.28 mM) ;10% DMSO+40% PEG300+5% Tween 80+45% Saline:2 mg/mL (11.23 mM)
Smiles
On1c2ccccc2[n+] ([O-]) nc1=N
Molecular Formula
C7H6N4O2
Molecular Weight
178.15
Storage Conditions
-20°C
Notes
For research use only.

Chemical Information

Tirapazamine

Tirapazamine is a member of the class of benzotriazines that is 1,2,4-benzotriazine carrying an amino substituent at position 3 and two oxido substituents at positions 1 and 4. It has a role as an antibacterial agent, an antineoplastic agent and an apoptosis inducer. It is an aromatic amine, a N-oxide and a member of benzotriazines. It is functionally related to a 1,2,4-benzotriazine.

CAS Number27314-97-2
PubChem CID135413511
IUPAC Name1,4-dioxido-1,2,4-benzotriazine-1,4-diium-3-amine
Molecular FormulaC7H6N4O2
Molecular Weight178.15
XLogP-0.3
Topological Polar Surface Area89.8
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count4
Rotatable Bond Count0
Heavy Atom Count13
Formal Charge0
Complexity191
SMILES
C1=CC=C2C(=C1)[N+](=C(N=[N+]2[O-])N)[O-]
InChI
InChI=1S/C7H6N4O2/c8-7-9-11(13)6-4-2-1-3-5(6)10(7)12/h1-4H,(H2,8,9)
InChIKey
ORYDPOVDJJZGHQ-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Tirapazamine
CAS: 27314-97-2
CID: 135413511
Formula: C7H6N4O2
MW: 178.15
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight178.15
XLogP3-0.3
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count4
Rotatable Bond Count0
Exact Mass178.04907545
Monoisotopic Mass178.04907545
Topological Polar Surface Area89.8 Ų
Heavy Atom Count13
Formal Charge0
Complexity191
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Alternative Products

CatalogName
202940Tirapazamine
A12754-10Tirapazamine 10mg
A12754-1000Tirapazamine 1000mg
A12754-250Tirapazamine 250mg
A12754-25Tirapazamine 25mg
A12754-500Tirapazamine 500mg
A12754-100Tirapazamine 100mg
A12754-50Tirapazamine 50mg
A12754-10mM-DTirapazamine 10mM * 1mL in DMSO
MBS6065891-013-Amino-1,2,4-benzotriazine-1,4-dioxide (SR-4233, Tirapazamine)

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