Tirazamin - ≥98% , CAS No.27314-97-2

CAS: 27314-97-2 Cat. No.: A137151 Peso molecular: 178.15 Número EC: 636-678-5

GRADE & PURITY ≥98%

Synonyms

SR 259075 | [1-Benzyl-5-(4-trifluoromethoxy-phenyl)-1H-indol-3-yl]-oxo-acetic acid | AS-64112 | 3-(2-THIENYLCARBONYL)-7-(3-N-METHYLACETAMIDE)-PYRAZOLO(1,5-.ALPHA.)PYRIMIDINE | AMY38675 | SR259075 | SR-259075 | NSC 130181 | TIRAPAZAMINE [MI] | 3-Amino-1,2,

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Specifications

Sinónimos

SR 259075 | [1-Benzyl-5-(4-trifluoromethoxy-phenyl)-1H-indol-3-yl]-oxo-acetic acid | AS-64112 | 3-(2-THIENYLCARBONYL)-7-(3-N-METHYLACETAMIDE)-PYRAZOLO(1, 5-.ALPHA.)PYRIMIDINE | AMY38675 | SR259075 | SR-259075 | NSC 130181 | TIRAPAZAMINE [MI] | 3-Amino-1, 2,

Especificaciones y pureza

≥98%

Condiciones de almacenamiento de almacenamiento

Store at -20°C

Enviado en

Ice chest + Ice pads

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Pureza

≥98%

Propiedades del producto

• ALogP: -0.3

Nombres e identificadores

• Pubchem Sid: 504773285
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504773285
• Sonrisas canónicas: C1=CC=C2C(=C1)[N+](=C(N=[N+]2[O-])N)[O-]
• IUPAC Name: 1,4-dioxido-1,2,4-benzotriazine-1,4-diium-3-amine
• InChIKey: ORYDPOVDJJZGHQ-UHFFFAOYSA-N
• INCHI: 1S/C7H6N4O2/c8-7-9-11(13)6-4-2-1-3-5(6)10(7)12/h1-4H,(H2,8,9)
• Isómeros SMILES: C1=CC=C2C(=C1)[N+](=C(N=[N+]2[O-])N)[O-]
• WGK Alemania: 3
• RTECS: DM0671500
• Peso molecular: 178.15
• Reaxy-Rn: 179322
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=179322&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Clase Triazines
      • Subclass Aminotriazines

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Clase: 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
• Descripción: 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

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Objetivos asociados (humanos)

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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Objetivos asociados (no humanos)

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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Mecanismos de acción

Propiedades químicas y físicas

• Sensibilidad: Heat sensitive
• Punto de fusión (°C): 230℃
• Peso molecular: 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

Referencias

1. Zhang Xiaoge, Cheng Lili, Lu Yao, Tang Junjie, Lv Qijun, Chen Xiaomei, Chen You, Liu Jie.  (2021)  A MXene-Based Bionic Cascaded-Enzyme Nanoreactor for Tumor Phototherapy/Enzyme Dynamic Therapy and Hypoxia-Activated Chemotherapy.  Nano-Micro Letters,  14  (1): (1-21).  [PMID:34882297] [10.1007/s40820-021-00761-w]

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,      [PMID:40158586] [10.1016/j.ijbiomac.2025.142645]

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,      [PMID:40014576] [10.1021/acsami.4c18502]

4. An Jie, Chu Kaile, Li Xirong, Ma Huizhu, Zhou Qin, Niu Chenliang, Gao Jie, Lv Junping, Cao Jianbo, Zhang XinYu, Zhou Haitao, Wang Hongliang, Li Min, Wu Zhifang, Li Sijin.  (2025)  Hypoxia-augmented chemotherapy potentiates imaging-guided combinatorial radionuclide-sonodynamic therapy for pancreatic cancer.  JOURNAL OF NANOBIOTECHNOLOGY,  23  (1): (1-18).  [PMID:40707984] [10.1186/s12951-025-03611-8]

5. Hong Jiang, Qin-Xie Xie, Tianzhao Tian, Qingqing Yang, Peipei Qian, Jia-Yi Liu, Wending Yan, Shengfeng Huang, Cui Shao, Wei Yi, Yifa Chen, Xu-Jia Hong.  (2026)  Oxygen-Adaptive Covalent Organic Framework Nanoarchitectonics with High Photothermal Conversion Efficiency for Quadruple-Modal Tumor Therapy.  Advanced Healthcare Materials,      [PMID:] [10.1002/adhm.202504853]