ChemicalBook > CAS DataBase List > 3-AMINO-1,2,4-BENZOTRIAZINE-1,4-DIOXIDE

3-AMINO-1,2,4-BENZOTRIAZINE-1,4-DIOXIDE

CAS No.27314-97-2
Chemical Name:3-AMINO-1,2,4-BENZOTRIAZINE-1,4-DIOXIDE
CBNumber:CB5442522
Molecular Formula:C7H6N4O2
Formula Weight:178.15
MOL File:27314-97-2.mol

3-AMINO-1,2,4-BENZOTRIAZINE-1,4-DIOXIDE Property

Melting point 220°C dec.
Boiling point 493.6±28.0 °C(Predicted)
Density 1.68±0.1 g/cm3(Predicted)
storage temp. -20°C
solubility DMSO: soluble10mg/mL, clear
form powder
pka 1.51±0.30(Predicted)
color orange to dark orange-red
NCI Dictionary of Cancer Terms tirapazamine
FDA UNII 1UD32YR59G
NCI Drug Dictionary tirapazamine
UNSPSC Code 12352116
NACRES NA.77

Safety

Hazard Codes :Xi
Risk Statements :36/37/38
Safety Statements :26-36
WGK Germany :3
RTECS :DM0671500
HS Code :2933.99.7500

NFPA 704:

	0
2		0

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal wordWarning
Hazard statements H315-H319-H335
Precautionary statements P261-P264-P271-P280-P302+P352-P305+P351+P338

3-AMINO-1,2,4-BENZOTRIAZINE-1,4-DIOXIDE Price More Price(4)

Brand: Sigma-Aldrich(India)
Product number: SML0552
Product name : Tirapazamine
Purity: ≥98% (HPLC)
Packaging: 10MG
Price: ₹7653.28
Updated: 2022/06/14
Buy: Buy

Brand: Sigma-Aldrich(India)
Product number: SML0552
Product name : Tirapazamine
Purity: ≥98% (HPLC)
Packaging: 50MG
Price: ₹15544.7
Updated: 2022/06/14
Buy: Buy

Brand: TCI Chemicals (India)
Product number: T3823
Product name : Tirapazamine
Purity:
Packaging: 50MG
Price: ₹5200
Updated: 2022/05/26
Buy: Buy

Brand: TCI Chemicals (India)
Product number: T3823
Product name : Tirapazamine
Purity:
Packaging: 250MG
Price: ₹18500
Updated: 2022/05/26
Buy: Buy

3-AMINO-1,2,4-BENZOTRIAZINE-1,4-DIOXIDE Chemical Properties,Usage,Production

Description Tirapazamine is a hypoxia-activated anticancer agent. It is converted to an oxidizing radical under hypoxic conditions and can induce single- and double-strand breaks in DNA, formation of trapped topoisomerase I- and II-DNA complexes, and other chromosomal aberrations, leading to cytotoxicity. Tirapazamine induces hypoxia-enhanced cytotoxicity in DT40 cells (IC₅₀s = 1.02 and 4.34 μM in hypoxic and normoxic conditions, respectively). It also induces cytotoxicity in HT-1080 and A549 cells in a concentration-dependent manner under hypoxic conditions. In vivo, tirapazamine sensitizes tumors to cisplatin in a mouse RIF-1 fibrosarcoma tumor model. Tirapazamine (0.08 mmol/kg) also sensitizes tumors to fractionated irradiation in a FaDu hypopharyngeal squamous cell carcinoma mouse xenograft model.
Chemical Properties Orange Needles
Uses Tirapazamine has been used to evaluate its cytotoxic effect on U-251 MG (glioblastoma cell line) cell viability.
Uses A bioreductive anticancer agent. Selectively toxic to cells under hypoxic conditions. An antineoplastic
Definition ChEBI: 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.
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.