4-Nitroquinoline N-oxide（4-NQO） - ≥98% , CAS No.56-57-5

CAS: 56-57-5 Cat. No.: N113910 Peso molecular: 190.16 Beilstein Registry Number: 165756 Número EC: 200-281-1

GRADE & PURITY ≥98%

Synonyms

4-NQO | Quinoline, 4-nitro-, 1-oxide (6CI,8CI,9CI) | AB4039 | DTXSID5025780 | Quinoline, 4-nitro-, oxide | 4-Nitroquinoline-1-oxide | 4-nitroquinoline1-oxide | 4-Nitrochinolin N-oxid | AC-907/25014229 | SCHEMBL105454 | 4-nitroquinolin-1-ol | X5081510EV |

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Descripción general

4-Nitroquinoline 1-oxide (4-NQO) is a chemical carcinogen that induces mutations in bacteria, fungi, and animals through the formation of large amounts of purine adducts.

Specifications

Sinónimos

4-NQO | Quinoline, 4-nitro-, 1-oxide (6CI, 8CI, 9CI) | AB4039 | DTXSID5025780 | Quinoline, 4-nitro-, oxide | 4-Nitroquinoline-1-oxide | 4-nitroquinoline1-oxide | 4-Nitrochinolin N-oxid | AC-907/25014229 | SCHEMBL105454 | 4-nitroquinolin-1-ol | X5081510EV |

Especificaciones y pureza

≥98%

Mecanismos bioquímicos y fisiológicos

Skin and lung tumor initiator under experimental conditions.

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%

Nombres e identificadores

• Sonrisas canónicas: C1=CC=C2C(=C1)C(=CC=[N+]2[O-])[N+](=O)[O-]
• IUPAC Name: 4-nitro-1-oxidoquinolin-1-ium
• InChIKey: YHQDZJICGQWFHK-UHFFFAOYSA-N
• INCHI: 1S/C9H6N2O3/c12-10-6-5-9(11(13)14)7-3-1-2-4-8(7)10/h1-6H
• Isómeros SMILES: C1=CC=C2C(=C1)C(=CC=[N+]2[O-])[N+](=O)[O-]
• WGK Alemania: 3
• RTECS: VC2100000
• Número ONU: 2811
• Grupo de embalaje: I
• Peso molecular: 190.16
• Beilstein: 165756
• Reaxy-Rn: 165756
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=165756&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Clase Quinolines and derivatives
      • Subclass Nitroquinolines and derivatives

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Clase: Quinolines and derivatives
• Subclass: Nitroquinolines and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: 4-nitroquinoline N-oxides
• Alternative Parents: Nitroaromatic compounds Pyridinium derivatives Benzenoids Heteroaromatic compounds Propargyl-type 1,3-dipolar organic compounds Organic oxoazanium compounds Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: 4-nitroquinoline n-oxide - Nitroaromatic compound - Pyridine - Pyridinium - Benzenoid - Heteroaromatic compound - C-nitro compound - Organic nitro compound - Organic oxoazanium - Allyl-type 1,3-dipolar organic compound - Propargyl-type 1,3-dipolar organic compound - Organic 1,3-dipolar compound - Azacycle - Organic oxide - Organopnictogen compound - Hydrocarbon derivative - Organic oxygen compound - Organic nitrogen compound - Organonitrogen compound - Aromatic heteropolycyclic compound
• Descripción: This compound belongs to the class of organic compounds known as 4-nitroquinoline n-oxides. These are nitroquinoline derivative bearing a nitro group at ring position 4 and N-oxide group at ring position 1.
• External Descriptors: a small molecule

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 (no humanos)

Salmonella typhimurium (15756 Activities)

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Bacillus subtilis (32866 Activities)

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Saccharomyces cerevisiae (19171 Activities)

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Mus musculus (284745 Activities)

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CHO-AA8 (574 Activities)

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Vibrio harveyi (399 Activities)

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Mecanismos de acción

Propiedades químicas y físicas

• Solubilidad: Solubility in water: . Solubility in other solvents: soluble in acetone, DMSO, DMF
• Sensibilidad: Light sensitive,Hygroscopic
• Punto de fusión (°C): 154-156°C
• Peso molecular: 190.160 g/mol
• XLogP3: 1.100
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 190.038 Da
• Monoisotopic Mass: 190.038 Da
• Topological Polar Surface Area: 71.300 Ų
• Heavy Atom Count: 14
• Formal Charge: 0
• Complexity: 229.000
• 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. Hui Zhang, Yanjing Ji, Changqing Yuan, Pei Sun, Quanchen Xu, Dongliang Lin, Zeyu Han, Xinkai Xu, Qihui Zhou, Jing Deng.  (2022)  Fabrication of astaxanthin-loaded electrospun nanofiber-based mucoadhesive patches with water‐insoluble backing for the treatment of oral premalignant lesions.  MATERIALS & DESIGN,      [PMID:] [10.1016/j.matdes.2022.111131]

2. Yuanyuan Niu, Jianfeng Zhou, Haohong Lai, Qing Zhou, Shumei Wang, Haiyun Zhai.  (2021)  An UiO-66/P-L-histidine composite film fabricated by electropolymerization and electrodeposition for sensing biomarker 4-nitroquinoline N-oxide.  MICROCHEMICAL JOURNAL,      [PMID:] [10.1016/j.microc.2021.106925]

3. Jiashu Liu, Jianhui Chen, Kangjia Zuo, Huanan Li, Fang Peng, Qiuping Ran, Rui Wang, Zhengbing Jiang, Huiting Song.  (2021)  Chemically induced oxidative stress improved bacterial laccase-mediated degradation and detoxification of the synthetic dyes.  ECOTOXICOLOGY AND ENVIRONMENTAL SAFETY,      [PMID:34597843] [10.1016/j.ecoenv.2021.112823]

4. Shushu Ding, Chunyan Liu, Yue Zhu, Jinlong Li, Guoyue Shi, Anwei Zhu.  (2024)  Rare Earth-Carbon Dots Nanocomposite-Modified Glass Nanopipettes: Electro-Optical Detection of Bacterial ppGpp.  ANALYTICAL CHEMISTRY,      [PMID:38442333] [10.1021/acs.analchem.3c05211]

5. Dan Wan, Xihong Zhou, Chunyan Xie, Xugang Shu, Xin Wu, Yulong Yin.  (2015)  Toxicological evaluation of ferrous N-carbamylglycinate chelate: Acute, Sub-acute toxicity and mutagenicity.  REGULATORY TOXICOLOGY AND PHARMACOLOGY,      [PMID:26364753] [10.1016/j.yrtph.2015.09.013]

6. Xiyuan Qin, Kai Kang, Bowen Zhu, Yujie Shi, Shoushan Bu.  (2025)  C1QBP Drives M2 Macrophage Polarization Via TRAF2-CCL2 to Promote Oral Squamous Cell Carcinoma Progression.  INTERNATIONAL DENTAL JOURNAL,      [PMID:41160931] [10.1016/j.identj.2025.103938]