Azoxymethane - ≥95% , CAS No.25843-45-2

CAS: 25843-45-2 Cat. No.: A169090 Molecular Weight: 74.08 EC Number: 620-649-9

GRADE & PURITY ≥95%

Synonyms

(E)-dimethyldiazen-1-ium-1-olate | FT-0622536 | (Methyl-ONN-azoxy)methane | BCP30116 | Q794084 | CCRIS 67 | J-016148 | NSC171779 | AOM | DTXSID3020124 | AKOS006272999 | (E)-1,2-dimethyldiazene oxide | methyl-methylimino-oxidoazanium | HY-111375 | MO0N1J0S

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Specifications

Synonyms

(E)-dimethyldiazen-1-ium-1-olate | FT-0622536 | (Methyl-ONN-azoxy)methane | BCP30116 | Q794084 | CCRIS 67 | J-016148 | NSC171779 | AOM | DTXSID3020124 | AKOS006272999 | (E)-1, 2-dimethyldiazene oxide | methyl-methylimino-oxidoazanium | HY-111375 | MO0N1J0S

Specifications & Purity

≥95%

Biochemical and Physiological Mechanisms

Carcinogen that induces O6-methylguanine adducts in DNA leading to G→A transitions. Induces tumorigenesis in the colon of laboratory animals and is used to study the mechanism of cancer progression and chemoprevention.

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥95%

Names and Identifiers

• Canonical Smiles: CN=[N+](C)[O-]
• IUPAC Name: methyl-methylimino-oxidoazanium
• InChIKey: DGAKHGXRMXWHBX-UHFFFAOYSA-N
• INCHI: 1S/C2H6N2O/c1-3-4(2)5/h1-2H3
• Isomeric SMILES: CN=[N+](C)[O-]
• UN Number: 2810
• Packing Group: I
• Molecular Weight: 74.08
• Reaxy-Rn: 8137360
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=8137360&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic 1,3-dipolar compounds
    • Class Allyl-type 1,3-dipolar organic compounds
      • Subclass Azoxy compounds

• Kingdom: Organic compounds
• Superclass: Organic 1,3-dipolar compounds
• Class: Allyl-type 1,3-dipolar organic compounds
• Subclass: Azoxy compounds
• Intermediate Tree Nodes: Not available
• Direct Parent: Azoxy compounds
• Alternative Parents: Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Azoxy compound - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organonitrogen compound - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as azoxy compounds. These are organic compounds sharing a common functional group with the general structure RN=N+(O-)R.
• External Descriptors: Not available

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

Chemical and Physical Properties

• Flash Point(°C): 24℃
• Boil Point(°C): 97-99 °C
• Molecular Weight: 74.080 g/mol
• XLogP3: -0.200
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 74.048 Da
• Monoisotopic Mass: 74.048 Da
• Topological Polar Surface Area: 41.100 Ų
• Heavy Atom Count: 5
• Formal Charge: 0
• Complexity: 49.600
• 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

References

1. Yanyan Chen, Fei Fei, Lingling Ding, Shiyuan Wen, Caifang Ren, Aihua Gong.  (2023)  Integrated gut microbiome and metabolome analysis reveal that the inhibition effect of Lactobacillus plantarum CBT against colorectal cancer.  Food & Function,      [PMID:38164977] [10.1039/D3FO04806C]

2. Ben Yi, Shuai Zhang, Suying Yan, Yanfei Liu, Zhiqiang Feng, Tianhao Chu, Jun Liu, Wei Wang, Jun Xue, Chunze Zhang, Yijia Wang.  (2023)  Marsdenia tenacissima enhances immune response of tumor infiltrating T lymphocytes to colorectal cancer.  Frontiers in Immunology,      [PMID:37649480] [10.3389/fimmu.2023.1238694]

3. Xiao-chen Li, Shuai Wang, Xin-xin Yang, Tian-jiao Li, Jia-xing Gu, Lin Zhao, Yong-rui Bao, Xian-sheng Meng.  (2023)  Patrinia villosa treat colorectal cancer by activating PI3K/Akt signaling pathway.  JOURNAL OF ETHNOPHARMACOLOGY,      [PMID:36868440] [10.1016/j.jep.2023.116264]

4. Jingya Ruan, Huimin Li, Mengqi Lu, Mimi Hao, Fan Sun, Haiyang Yu, Yi Zhang, Tao Wang.  (2023)  Bioactive triterpenes of jujube in the prevention of colorectal cancer and their molecular mechanism research.  PHYTOMEDICINE,      [PMID:36608502] [10.1016/j.phymed.2022.154639]

5. Shi Feiyu, Liu Gaixia, Lin Yufeng, Guo Cosmos liutao, Han Jing, Chu Eagle S. H., Shi Chengxin, Li Yaguang, Zhang Haowei, Hu Chenhao, Liu Ruihan, He Shuixiang, Guo Gang, Chen Yinnan, Zhang Xiang, Coker Olabisi Oluwabukola, Wong Sunny Hei, Yu Jun, She Junjun.  (2022)  Altered gut microbiome composition by appendectomy contributes to colorectal cancer.  ONCOGENE,  42  (7): (530-540).  [PMID:36539569] [10.1038/s41388-022-02569-3]

6. Xi Luo, Yi Zheng, Yong-rui Bao, Shuai Wang, Tian-jiao Li, Jia-peng Leng, Xian-sheng Meng.  (2022)  Potential effects of fructus aurantii ethanol extracts against colitis-associated carcinogenesis through coordination of Notch/NF-κB/IL-1 signaling pathways.  BIOMEDICINE & PHARMACOTHERAPY,      [PMID:35709655] [10.1016/j.biopha.2022.113278]

7. Jianqing Peng, Jia Zhou, Xing Liu, Xiaobo Zhang, Xiang Zhou, Zipeng Gong, Yi Chen, Xiangchun Shen, Yan Chen.  (2024)  A biomimetic nanocarrier facilitates glucose consumption and reactive oxide species accumulation in enzyme therapy for colorectal cancer.  JOURNAL OF CONTROLLED RELEASE,      [PMID:38262488] [10.1016/j.jconrel.2024.01.041]

8. Fang Shi, Yong-Sheng Gao, Shu-Mei Han, Cheng-Suo Huang, Qing-Sheng Hou, Xiao-wen Wen, Ben-Shi Wang, Zhen-Yu Zhu, Lei Zou.  (2024)  Allulose mitigates chronic enteritis by reducing mitochondria dysfunction via regulating cathepsin B production.  INTERNATIONAL IMMUNOPHARMACOLOGY,      [PMID:38354512] [10.1016/j.intimp.2024.111645]

9. Li-Ying Han, Hao Yu, Shuai Wang, Yong-Rui Bao, Tian-Jiao Li, Ying Zheng, Xi Luo, Meng-Nan Jia, Qiang Zhang, Xian-Sheng Meng.  (2024)  Classical prescription Floris Sophorae Powder treat colorectal cancer by regulating KRAS/MEK-ERK signaling pathway.  JOURNAL OF ETHNOPHARMACOLOGY,      [PMID:38278374] [10.1016/j.jep.2024.117805]

10. Jia Zhou, Zhaohui Jiang, Runbin Sun, Di Pan, Qianming Du, Xiang Zhou, Yi Chen, Yan Chen, Jianqing Peng.  (2024)  Comparison of cell delivery and cell membrane camouflaged PLGA nanoparticles in the delivery of shikonin for colorectal cancer treatment.  COLLOIDS AND SURFACES B-BIOINTERFACES,      [PMID:38865869] [10.1016/j.colsurfb.2024.114017]

11. Meng Wang, Kailin Liu, Wu Bao, Bingqing Hang, Xianjiong Chen, Xinyi Zhu, Guifang Li, Lihong Liu, Haoyi Xiang, Hai Hu, Yanhui Lu, Zhangfa Song, Jiaxin Chen, Yuhao Wang.  (2025)  Gut microbiota protect against colorectal tumorigenesis through lncRNA Snhg9.  DEVELOPMENTAL CELL,      [PMID:39755115] [10.1016/j.devcel.2024.12.013]

12. Fang Shi, Yong-Sheng Gao, Shu-Mei Han, Huan Shi, Qing-Sheng Hou, Yang Gao, Xiao-Wen Wen, Zhen-Yu Zhu, Kai Liu, Wei-Peng Gong, Ben-Shi Wang, Xin Liu, Lei Zou.  (2024)  Targeting MLCK-MLC2 signaling pathway by tagatose alleviates dysregulated mitochondria-associated colonitis.  Journal of Functional Foods,      [PMID:] [10.1016/j.jff.2024.106222]

13. Zhang Yinghui, Liu Yadan, Jiang Bing, Chen Lifan, Hu Jie, Niu Buying, Chang Jie, Fan Zisheng, Zhou Jingyi, Wang Yajie, Teng Dan, Ma Ning, Wang Xiaofeng, Yang Ruirui, Zheng Mingyue, Zhang Sulin.  (2024)  Targeting STING oligomerization with licochalcone D ameliorates STING-driven inflammatory diseases.  Science China-Life Sciences,      [PMID:39190126] [10.1007/s11427-024-2703-6]

14. Ke Cai, Xin-Yue Cao, Fan Chen, Yue Zhu, Dong-Dong Sun, Hai-Bo Cheng, Jin-Ao Duan, Shu-Lan SU.  (2024)  Xianlian Jiedu Decoction alleviates colorectal cancer by regulating metabolic profiles, intestinal microbiota and metabolites.  PHYTOMEDICINE,      [PMID:38569292] [10.1016/j.phymed.2024.155385]

15. Xiaochen Li, Yang Ju, Xinxin Yang, Tianjiao Li, Shuai Wang, Yongrui Bao, Xiansheng Meng.  (2025)  Identification and validation of the VEGF/p38MAPK/HSP27 pro-tumor inflammatory pathway: screening of active components from Patrinia villosa and evaluation of their drug-likeness.  Frontiers in Immunology,      [PMID:40895562] [10.3389/fimmu.2025.1631031]

16. Quanpeng Qiu, Yi Ding, Xiaolong Guo, Jing Han, Jiaqi Zhang, Yaping Liu, Junjun She, Yinnan Chen.  (2025)  Extrachromosomal circular DNA as a novel biomarker for the progression of colorectal cancer.  MOLECULAR MEDICINE,      [PMID:40165080] [10.1186/s10020-025-01164-y]

17. Jiahui Sun, Luyao Shi, Fan Xu, Hanyan Sun, Yitong Liu, Jiangyun Sun, Qingxin Zhou.  (2025)  Naringenin Inhibits Colorectal Cancer associated with a High-Fat Diet through Modulation of Gut Microbiota and IL-6/STAT3 Pathway.  JOURNAL OF MICROBIOLOGY AND BIOTECHNOLOGY,      [PMID:40295196] [10.4014/jmb.2412.12029]

18. Haosong Chen, Yixian Cheng, Yao Zhou, Rui Fu, Jianguang Jia, Shuyuan Zhang, Junjie Chen, Haikun Cao, Peng Zhang, Qilong Geng, Jinghua Gu, Bo Chen, Wenxiu Han, Maoming Xiong, Ting Li, Guodong Cao.  (2025)  Network Toxicology and In Vivo Studies Reveal the Toxicity and Mechanisms of Tributyl Citrate Carried by Microplastics in Promoting Colitis-to-Tumorigenesis Transformation.  Environment & Health,      [PMID:] [10.1021/envhealth.5c00214]

19. Jikai He, Jiaqi Jia, Wenhao Qu, Shuyu Zhang, Keyu Fan, Runze Lin, Wei Zhao, Yan Niu, Yanqiang Huang, Lizhou Jia.  (2025)  Bacteroides ovatus-derived N-methylserotonin inhibit colorectal cancer via the HTR1D-mediated cAMP-PKA-NF-κB signaling axis.  Frontiers in Immunology,      [PMID:41368641] [10.3389/fimmu.2025.1696701]

20. Yutong Ma, Jiaxi Li, Shuyu Liu, Wenlong Yu, Yaxin Sang, Xianghong Wang.  (2025)  Sulforaphane attenuates colitis-associated colorectal carcinogenesis: Dual modulation of Wnt/β-catenin signaling and gut microbial homeostasis in AOM/DSS models.  Food Bioscience,      [PMID:] [10.1016/j.fbio.2025.108156]

21. Xin Zhang, Di Wang, Yang Wang, Meimei Wang, Juncheng Wang, Yue Sun, Siman Chen, Xinting Qu, Antong Xia, Hongxin Liu, Jihui Wang, Meng Liu.  (2026)  Integrated 16S rRNA Sequencing and Metabolomics Analysis Reveal the Protective Effects of (E)-Flavokawain A on AOM/DSS-Induced Colorectal Cancer in Mice.  Nutrients,  18  (2): (310).  [PMID:41599923] [10.3390/nu18020310]

22. Yang Shuai, Song Jiawei, Wang Zhenzhen, Peng Guang, Tong Linglin, Li Xin, Yang Kexin, Chen Yang, Zhang He, Zhang Qing, Chen Renjin.  (2026)  eIF6 deficiency alleviates colorectal cancer by modulating the gut microbiota and related metabolites.  CELL DEATH AND DIFFERENTIATION,      [PMID:41620567] [10.1038/s41418-026-01674-0]

23. Ji Yuxiao, Li Pengchong, Liu Yuqi, Shen Dan, Hao Yuanzhen, Liu Yisi, Song Huixin, Sun Wei, Zhu Shengtao, Li Peng, Zhang Shutian.  (2026)  Persistent Gene Activation as a Molecular Signature of Ulcerative Colitis Progression to Colorectal Cancer.  DIGESTIVE DISEASES AND SCIENCES,      [PMID:41714535] [10.1007/s10620-026-09742-8]