3-AMINO-1,2,4-BENZOTRIAZINE-1,4-DIOXIDE
- Product Name
- 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
- Synonyms
- TPZ;TIRAPAZAMINE;CS-2810;SR-4233;Tirazone;SR 259075;Tirazamin;NSC130181;NSC 130181;NSC-130181
- 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
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- SML0552
- Product name
- Tirapazamine
- Purity
- ≥98% (HPLC)
- Packaging
- 10mg
- Price
- $76.2
- Updated
- 2024/03/01
- Product number
- SML0552
- Product name
- Tirapazamine
- Purity
- ≥98% (HPLC)
- Packaging
- 50mg
- Price
- $156
- Updated
- 2024/03/01
- Product number
- T3823
- Product name
- Tirapazamine
- Packaging
- 50MG
- Price
- $182
- Updated
- 2024/03/01
- Product number
- T3823
- Product name
- Tirapazamine
- Packaging
- 250MG
- Price
- $665
- Updated
- 2024/03/01
- Product number
- 25981
- Product name
- Tirapazamine
- Purity
- ≥98%
- Packaging
- 10mg
- Price
- $62
- Updated
- 2024/03/01
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
A bioreductive anticancer agent. Selectively toxic to cells under hypoxic conditions. An antineoplastic
Uses
Tirapazamine has been used to evaluate its cytotoxic effect on U-251 MG (glioblastoma cell line) cell viability.
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.
3-AMINO-1,2,4-BENZOTRIAZINE-1,4-DIOXIDE Preparation Products And Raw materials
Raw materials
Preparation Products
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