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Tirazamin - 10mM in DMSO, high purity , DNA disrupting agent, CAS No.27314-97-2(DMSO), DNA disrupting agent

    Grade & Purity:
  • 10mM in DMSO
In stock
Item Number
T580542
Grouped product items
SKU Size
Availability
Price Qty
T580542-1ml
1ml
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$48.90

Basic Description

Synonyms TIRAPAZAMINE | 27314-97-2 | 3-Aminobenzo[e][1,2,4]triazine 1,4-dioxide | 1,2,4-Benzotriazin-3-amine, 1,4-dioxide | Tirazone | 3-Amino-1,2,4-benzotriazine 1,4-dioxide | Win-59075 | WIN 59075 | SR 4233 | SR-4233 | CHEBI:78887 | SR-259075 | NSC-130181 | SR259075 | 1UD32YR59G | SR259075;S
Specifications & Purity 10mM in DMSO
Storage Temp Store at -80°C
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Action Type DISRUPTING AGENT
Mechanism of action DNA disrupting agent
Product Description

Tirapazamine (Win59075) is a potent cytotoxic agent under hypoxic conditions, can induce 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.

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
Superclass Organoheterocyclic compounds
Class Triazines
Subclass Aminotriazines
Intermediate Tree Nodes Not available
Direct Parent Aminotriazines
Alternative Parents Benzenoids  1,2,4-triazines  Heteroaromatic compounds  Azacyclic compounds  Primary amines  Organopnictogen compounds  Organic oxides  Hydrocarbon derivatives  
Molecular Framework Aromatic heteropolycyclic compounds
Substituents Aminotriazine - 1,2,4-triazine - Benzenoid - Heteroaromatic compound - Azacycle - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Primary amine - Organonitrogen compound - Amine - Aromatic heteropolycyclic compound
Description This compound belongs to the class of organic compounds known as aminotriazines. These are organic compounds containing an amino group attached to a triazine ring.
External Descriptors aromatic amine - N-oxide - benzotriazines

Associated Targets(Human)

EGFR Tclin Epidermal growth factor receptor erbB1 (33727 Activities)
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CA2 Tclin Carbonic anhydrase II (17698 Activities)
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CA1 Tclin Carbonic anhydrase I (13240 Activities)
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CA12 Tclin Carbonic anhydrase XII (6231 Activities)
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CA9 Tclin Carbonic anhydrase IX (8255 Activities)
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ACHN (49357 Activities)
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CAKI-1 (44928 Activities)
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CCRF-CEM (65223 Activities)
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COLO 205 (50209 Activities)
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DMS-273 (14108 Activities)
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HL-60 (67320 Activities)
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HT-29 (80576 Activities)
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K562 (73714 Activities)
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KM12 (47707 Activities)
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M14 (47487 Activities)
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MDA-MB-468 (9477 Activities)
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MOLT-4 (49676 Activities)
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OVCAR-3 (48710 Activities)
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OVCAR-4 (44535 Activities)
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OVCAR-5 (45555 Activities)
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OVCAR-8 (47708 Activities)
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PC-3 (62116 Activities)
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RPMI-8226 (44974 Activities)
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RXF 393 (41971 Activities)
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RXF 631 (11415 Activities)
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SF-295 (48000 Activities)
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SiHa (2051 Activities)
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SK-MEL-2 (46422 Activities)
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SK-MEL-28 (48833 Activities)
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SK-MEL-5 (47095 Activities)
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SK-OV-3 (52876 Activities)
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SN12C (47755 Activities)
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SNB-19 (46794 Activities)
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SNB-78 (14240 Activities)
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TK-10 (45540 Activities)
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U-251 (51189 Activities)
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UACC-257 (46019 Activities)
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UACC-62 (47335 Activities)
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UO-31 (46270 Activities)
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XF498 (12972 Activities)
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786-0 (47912 Activities)
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A549 (127892 Activities)
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EKVX (44102 Activities)
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NCI-H322M (45589 Activities)
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HOP-92 (41141 Activities)
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HepG2 (196354 Activities)
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NCI-H460 (60772 Activities)
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SF-268 (49410 Activities)
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IGROV-1 (47897 Activities)
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KB (17409 Activities)
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Associated Targets(non-human)

Hdac6 Histone deacetylase 6 (222 Activities)
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Mycobacterium tuberculosis (203094 Activities)
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Mus musculus (284745 Activities)
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H9c2 (3506 Activities)
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MDCK (10148 Activities)
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NRK (373 Activities)
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SCC-7 (114 Activities)
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Vero (26788 Activities)
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V79 (1637 Activities)
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rep Replicase polyprotein 1ab (378 Activities)
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Plasma (328 Activities)
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Mechanisms of Action

Mechanism of Action Action Type target ID Target Name Target Type Target Organism Binding Site Name References

Names and Identifiers

IUPAC Name 1,4-dioxido-1,2,4-benzotriazine-1,4-diium-3-amine
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
Smiles C1=CC=C2C(=C1)[N+](=C(N=[N+]2[O-])N)[O-]
Isomeric SMILES C1=CC=C2C(=C1)[N+](=C(N=[N+]2[O-])N)[O-]
WGK Germany 3
RTECS DM0671500
Molecular Weight 178.15
Reaxy-Rn 179322
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=179322&ln=

Certificates(CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Chemical and Physical Properties

Sensitivity Heat sensitive
Melt Point(°C) 230℃
Molecular Weight 178.150 g/mol
XLogP3 -0.300
Hydrogen Bond Donor Count 1
Hydrogen Bond Acceptor Count 4
Rotatable Bond Count 0
Exact Mass 178.049 Da
Monoisotopic Mass 178.049 Da
Topological Polar Surface Area 89.800 Ų
Heavy Atom Count 13
Formal Charge 0
Complexity 191.000
Isotope Atom Count 0
Defined Atom Stereocenter Count 0
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 0
Undefined Bond Stereocenter Count 0
The total count of all stereochemical bonds 0
Covalently-Bonded Unit Count 1

Citations of This Product

1. Zhang Xiaoge, Cheng Lili, Lu Yao, Tang Junjie, Lv Qijun, Chen Xiaomei, Chen You, Liu Jie.  (2022)  A MXene-Based Bionic Cascaded-Enzyme Nanoreactor for Tumor Phototherapy/Enzyme Dynamic Therapy and Hypoxia-Activated Chemotherapy.  Nano-Micro Letters,  14  (1): (1-21). 
2. Kunpeng Lin, Shaochen Wang, Shuling Yu, Wen Si, Miaojie Yang, Ningning Xu, Yu Liu, Yan Zheng, Shuang Zhao, Jiahua Shi, Jintao Yuan.  (2025)  Porphyrin-based covalent organic framework with NIR absorption: Preparation, hyaluronic acid modification, and cascading a hypoxia-sensitive drug for synergistic therapy of cancer phototherapy/chemotherapy.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,    (142645). 
3. Jialiang Zheng, Zhenhang Lin, Xi Li, Fenglin Miao, Tuerhong Maimaitiming, Yuan Ma, Zhao Wang, Yilai Gao, Zhe Xi, Aobo Zhuang, Ruyi Zhang, Yingxue Cheng, Xiaogang Xia, Yue Wang, Yan Huang, Xu Kong, Fanghong Luo, Huichen Li, Chundong Yu, Wengang Li.  (2025)  Tumor Microenvironment-Responsive Nanodrug for Embolotherapy and Enhanced Chemotherapy.  ACS Applied Materials & Interfaces,  17  (10): (14859-14872). 

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