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| SKU | Size | Availability |
Price | Qty |
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T580542-1ml
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1ml |
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
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$48.90
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| 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.
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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 |
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| Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
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| 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= |
| Sensitivity | Heat sensitive |
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| 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 |
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| 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). |