Ampliflu Red (ADHP) - for fluorescence analysis, ≥98%(HPLC) , CAS No.119171-73-2

CAS: 119171-73-2 Cat. No.: A131064 Molecular Weight: 257.24 EC Number: 625-031-2

GRADE & PURITY for Fluorescence analysis, ≥98%(HPLC)

Synonyms

Amplex red | 1-(3,7-Dihydroxy-10H-phenoxazin-10-yl)ethanone | 10-Acetyl-3,7-dihydroxyphenoxazine | MFCD00467861 | ADHP | Amplex red reagent | 1-(3,7-dihydroxyphenoxazin-10-yl)ethanone

Storage

Store at 2-8°C,Protected from light,Argon charged

Shipped In

Wet ice

Overview

ADHP (10-Acetyl-3,7-dihydroxyphenoxazine) is a fluorogenic peroxidase substrate (λex=530 nm, λem=590 nm).

Specifications

Synonyms

Amplex red | 1-(3, 7-Dihydroxy-10H-phenoxazin-10-yl)ethanone | 10-Acetyl-3, 7-dihydroxyphenoxazine | MFCD00467861 | ADHP | Amplex red reagent | 1-(3, 7-dihydroxyphenoxazin-10-yl)ethanone

Specifications & Purity

for fluorescence analysis, ≥98%(HPLC)

Biochemical and Physiological Mechanisms

Highly sensitive, stable peroxidase fluorogenic substrate used as a hydrogen peroxide probe.

Storage

Store at 2-8°C, Protected from light, Argon charged

Shipped In

Wet ice

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

Grade

for Fluorescence analysis

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥98%(HPLC)

Names and Identifiers

• Canonical Smiles: CC(=O)N1C2=C(C=C(C=C2)O)OC3=C1C=CC(=C3)O
• IUPAC Name: 1-(3,7-dihydroxyphenoxazin-10-yl)ethanone
• InChIKey: PKYCWFICOKSIHZ-UHFFFAOYSA-N
• INCHI: 1S/C14H11NO4/c1-8(16)15-11-4-2-9(17)6-13(11)19-14-7-10(18)3-5-12(14)15/h2-7,17-18H,1H3
• Isomeric SMILES: CC(=O)N1C2=C(C=C(C=C2)O)OC3=C1C=CC(=C3)O
• Molecular Weight: 257.24
• Reaxy-Rn: 9270437
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=9270437&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Benzoxazines
      • Subclass Phenoxazines

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Benzoxazines
• Subclass: Phenoxazines
• Intermediate Tree Nodes: Not available
• Direct Parent: N-substituted phenoxazines
• Alternative Parents: Diarylethers 1-hydroxy-2-unsubstituted benzenoids Tertiary carboxylic acid amides Acetamides Oxacyclic compounds Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: N-substituted phenoxazine - Diaryl ether - 1-hydroxy-2-unsubstituted benzenoid - Benzenoid - Tertiary carboxylic acid amide - Acetamide - Carboxamide group - Carboxylic acid derivative - Ether - Oxacycle - Azacycle - Organooxygen compound - Organonitrogen compound - Organopnictogen compound - Carbonyl group - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organic nitrogen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as n-substituted phenoxazines. These are phenoxyazines where the nitrogen atom is linked to an atom other than the hydrogen atom.
• 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

• Sensitivity: Light & Air Sensitive.Heat sensitive
• Melt Point(°C): 250 °C
• Molecular Weight: 257.240 g/mol
• XLogP3: 1.700
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 257.069 Da
• Monoisotopic Mass: 257.069 Da
• Topological Polar Surface Area: 70.000 Ų
• Heavy Atom Count: 19
• Formal Charge: 0
• Complexity: 335.000
• 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

References

1. Hongwei Su, Xin Chen, Hua Hu, Xiaofang Zhang, Guilong Yan, Zhenyu Li, Li Wang, Dong Xiang, Chunxia Zhao, Yuanpeng Wu, Yong Du, Jingyu Chen.  (2023)  Carbon/MnO2-x nanofibrous membrane for superior O/W emulsions purification with robust and comprehensive-fouling mitigation.  Surfaces and Interfaces,      [PMID:] [10.1016/j.surfin.2023.103660]

2. Qian Yang, Heng Qian, Yang Guo, Xueling Bai, Jing Li, Chuncheng Chen.  (2023)  Rapid Release of Halocarbons from Saline Water by Iron-Based Photochemistry.  ENVIRONMENTAL SCIENCE & TECHNOLOGY,      [PMID:38010203] [10.1021/acs.est.3c05552]

3. Qinqin Jiang, Bin Qiao, Xiaohong Lin, Jin Cao, Nan Zhang, Huanling Guo, Weiwei Liu, Lingyu Zhu, Xue Xie, Li Wan, Rui Tang, Bing Liang, Dong Wang, Zhigang Wang, Yang Zhou, HaiTao Ran, Pan Li.  (2022)  A hydrogen peroxide economizer for on-demand oxygen production-assisted robust sonodynamic immunotherapy.  Theranostics,      [PMID:34987634] [10.7150/thno.64862]

4. Chan Song, Haibo Liu, Linlin Zhang, Jie Wang, Chenglong Zhao, Qinyuan Xu, Cheng Yao.  (2021)  FeS nanoparticles embedded in 2D carbon nanosheets as novel nanozymes with peroxidase-like activity for colorimetric and fluorescence assay of H2O2 and antioxidant capacity.  SENSORS AND ACTUATORS B-CHEMICAL,      [PMID:] [10.1016/j.snb.2021.131131]

5. Nuanfei Zhu, Xuesong Li, Ye Liu, Jingfu Liu, Yawei Wang, Xiangyang Wu, Zhen Zhang.  (2021)  Dual amplified ratiometric fluorescence ELISA based on G-quadruplex/hemin DNAzyme using tetrahedral DNA nanostructure as scaffold for ultrasensitive detection of dibutyl phthalate in aquatic system.  SCIENCE OF THE TOTAL ENVIRONMENT,      [PMID:33905933] [10.1016/j.scitotenv.2021.147212]

6. Tian Guan, Dayu Liu, Xiangmei Li, Bowen Shu, Mengting Li, Yingju Liu, Zhenlin Xu, Yudong Shen, Yuanming Sun, Hongtao Lei, Xing Shen.  (2020)  Magnet-actuated droplet microfluidic immunosensor coupled with gel imager for detection of microcystin-LR in aquatic products.  TALANTA,      [PMID:32887063] [10.1016/j.talanta.2020.121329]

7. Tiantian Yao, Anran Liu, Yong Liu, Min Wei, Wei Wei, Songqin Liu.  (2019)  Ratiometric fluorescence sensor for organophosphorus pesticide detection based on opposite responses of two fluorescence reagents to MnO2 nanosheets.  BIOSENSORS & BIOELECTRONICS,      [PMID:31550630] [10.1016/j.bios.2019.111705]

8. Daoqing Fan, Changshuai Shang, Wenling Gu, Erkang Wang, Shaojun Dong.  (2017)  Introducing Ratiometric Fluorescence to MnO2 Nanosheet-Based Biosensing: A Simple, Label-Free Ratiometric Fluorescent Sensor Programmed by Cascade Logic Circuit for Ultrasensitive GSH Detection.  ACS Applied Materials & Interfaces,      [PMID:28696093] [10.1021/acsami.7b07369]

9. Zile Wang, Ke Han, Zhiyue Feng, Boyan Sun, Shuai Zhang, Sihan Wang, Haiyang Jiang.  (2024)  Dual-functional probe-based multi-signal Immunosensor platform for tropane alkaloids: Verification and evaluation.  FOOD CHEMISTRY,      [PMID:39316901] [10.1016/j.foodchem.2024.141298]

10. Xue-Yao Pang, Fan-Xiang Meng, Cheng Ma, Si-Yang Ni, Zi-Han Jia, Bo Li, Yu-Xiang Liu, Wei-Wei Gao.  (2025)  Efficiently selective inactivation of Gram-positive bacteria by MCM-41 molecular sieve-supported copper-based self-cascading nanozymes.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2025.160948]

11. Meng Ding, Tian Meng, Lingjie Song, Jian Sun, Lei Wang, Jinghua Yin, Shifang Luan.  (2024)  Generating Reactive Oxygen Species by a Dual-Catalytic Metal–organic Framework-based Nanozyme against Drug-resistant Bacteria Infection.  CHEMISTRY OF MATERIALS,      [PMID:] [10.1021/acs.chemmater.4c00646]

12. Sihua Wu, Jinhui Zou, Baohua Zhang, Jiantian Lu, Guan Rong Lin, Yuwei Zhang, Li Niu.  (2025)  Oxygen Vacancy-Enriched NiO Nanozymes Achieved by Facile Annealing in Argon for Detection of L-Cys.  ANALYST,      [PMID:40018863] [10.1039/D5AN00054H]

13. Ji-Rou Wu, Yi-Ru Wang, Jia-Yue Du, Ya-Li Meng, Xu-Ying Liu, Xiao-Lei Zhang, Yan-Fei Kang.  (2024)  pH-Responsive Metal-Phenolic Network Nanoparticles for Synergistic Chemo-Photodynamic Antibacterial Therapy.  ACS Applied Nano Materials,      [PMID:] [10.1021/acsanm.4c05449]

14. Liu Jinren, Wang Xiangni, Cui Yixin, Xu Guimin, Lu Jiajia, He Zhirou, Xu Yulin, Li Rongrong, Gao Lingge, Wang Hong, Gao Junhong, Wu Xili, Shi Xingmin, Zhang Guanjun.  (2025)  Plasma-activated liquid mediated sensitization of cisplatin in chemoresistant ovarian cancer by disrupting DNA damage response.  JOURNAL OF PHYSICS D-APPLIED PHYSICS,  58  (13): (135207).  [PMID:] [10.1088/1361-6463/adb04a]

15. Su Hongwei, Hu Hua, Li Zhenyu, Yan Guilong, Wang Li, Xiang Dong, Zhao Chunxia, Wu Yuanpeng, Chen Jingyu, Wang Ce.  (2024)  Pre-oxidized PAN Nanofibrous Membrane to Efficiently and Continuously Separate Large-Scale Viscous Oil-in-Water Emulsions Under Harsh Conditions with Ultra-Long-Term Oil-Fouling Recovery.  Advanced Fiber Materials,  6  (3): (852-864).  [PMID:] [10.1007/s42765-024-00383-y]

16. Haixia Yang, Xiangde Lai, Chenglong Jiang, Xuan Zhao, Huajie Pang, Dongxia Li, Zhijun Gao, Bin Qiao, Feng Han, Jia Tian.  (2024)  Rapid Homogeneous Fluorescent Enzyme-Linked Immunosorbent Assay (ELISA) for N-Terminal Brain Natriuretic Peptide (NT-proBNP) Combining Magnetic Probes and Ampliflu Red.  ANALYTICAL LETTERS,      [PMID:] [10.1080/00032719.2024.2348087]

17. Qun Cao, Xuanyu Liu, Qingda Wang, Zongzheng Liu, Yongzhen Xia, Luying Xun, Huaiwei Liu.  (2024)  Rhodobacteraceae methanethiol oxidases catalyze methanethiol degradation to produce sulfane sulfur other than hydrogen sulfide.  mBio,  15  (3):   [PMID:38329332] [10.1128/mbio.02907-23]

18. Shichao Xu, Haifeng Wu, Yuanxi Liu, Zhen-Gang Wang.  (2024)  Self-Assembled G-fold DNA/Amino Acid Amphiphiles-Based Oxidase-Mimetic Materials Exhibiting Drug-Degrading and Photoswitchable Capabilities.  CHEMISTRY OF MATERIALS,      [PMID:] [10.1021/acs.chemmater.3c03281]

19. Mingjie Rong, Jian Liu, Lehui Lu.  (2024)  Self-Assembly of 2D Polyphthalocyanine in Lysosome Enables Multienzyme Activity Enhancement to Induce Tumor Ferroptosis.  Advanced Healthcare Materials,      [PMID:38364772] [10.1002/adhm.202400325]

20. Yi Yang, Licheng Yu, Xiaowen Jiang, Yijun Li, Xiwen He, Langxing Chen, Yukui Zhang.  (2024)  Textural Precursor Compositions Harvested for Independent Signal Generators: Scaling Micron-Sized Flower-Like Metal–Organic Frameworks as Amplifying Units for Dual-Mode Glycoprotein Assay.  ANALYTICAL CHEMISTRY,      [PMID:38780632] [10.1021/acs.analchem.4c00973]

21. Zujie Gao, Jinlong Xu, Hengxin Zhao, Xiaobing Zheng, Zijian Lyu, Qiwei Liu, Hao Chen, Yu Zhang, He-Ping Li, Yongjian Li.  (2025)  A Microfluidic System for Real-Time Monitoring and In Situ Metabolite Detection of Plasma-Enhanced Wound Healing.  Biomolecules,  15  (8): (1077).  [PMID:40867522] [10.3390/biom15081077]

22. Liu Jinren, Wang Xiangni, Cui Yixin, Lu Jiajia, He Zhirou, Xu Yulin, Li Rongrong, Xu Guimin, Gao Lingge, Fan Xiaolin, Wu Xili, Shi Xingmin, Zhang Guanjun.  (2025)  Cold atmospheric plasma-activated liquid inhibits peritoneal metastasis in drug-resistant ovarian cancer by targeting the epithelial-mesenchymal transition.  CLINICAL & EXPERIMENTAL METASTASIS,  42  (5): (1-20).  [PMID:40772995] [10.1007/s10585-025-10367-w]

23. Bingzhao Wu, Lianning Li, Hu Huang, Zhiyu Feng, Xinlong Zhang, Lei Zhang, Chunyu Zhao.  (2025)  pH-Driven Compartmentalization in Coacervate Protocells Enables Programmable Microreactors.  Small,      [PMID:41014261] [10.1002/smll.202506177]

24. Fangling Cao, Weiyang Shao, Yuanyuan Liu, Wenwen Lei, Shuqin Pang, Shuyao Zhou, Keming Xu, Wenying Zhong.  (2025)  Polyoxometalate-Containing Nanocomposite Hydrogels for Cascade-Catalytic and Photothermal Dually Enhanced Chemodynamic Therapy.  ACS Applied Materials & Interfaces,      [PMID:40432185] [10.1021/acsami.5c06254]

25. Yaping Zhong, Kayi Shao, Linlong Zhang, Yibiao Zou, Dongmiao Li, Dong Wang.  (2025)  Glutathione-responsive oxidative stress nanoamplifier boosts sonodynamic/chemodynamic synergistic antibacterial therapy.  JOURNAL OF COLLOID AND INTERFACE SCIENCE,      [PMID:41202342] [10.1016/j.jcis.2025.139393]

26. Tao Luo, Hao Wang, Tao Chen, Jing Xu, Jean-François Boily, Feng Wu, Khalil Hanna.  (2025)  Elucidating the Geochemical Dynamics of Arsenite and Pyrite in Aquatic Systems.  ENVIRONMENTAL SCIENCE & TECHNOLOGY,      [PMID:41134306] [10.1021/acs.est.5c09066]

27. Jinren Liu, Yifei Jiang, Linghui Zhong, Jiajia Lu, Rongrong Li, Yifei Pei, Linyi Tang, Meng Sun, Meng Lv, Xingmin Shi, Fuliang Gong, Xili Wu.  (2026)  Atmospheric pressure plasma-activated medium activates macrophages toward an antitumor M1 phenotype by modulating the SIRPα phagocytic checkpoint.  INTERNATIONAL IMMUNOPHARMACOLOGY,      [PMID:] [10.1016/j.intimp.2026.116865]