1-Hydroxyphenazine - Moligand™,≥95%(HPLC) , CAS No.528-71-2

CAS: 528-71-2 Cat. No.: H157011 Molecular Weight: 196.21 Beilstein Registry Number: 23(1)360 EC Number: 832-518-5

GRADE & PURITY Moligand™, ≥95%(HPLC)

Synonyms

AS-56479 | NSC 88882 | Pyoxanthose | VU0254790-1 | 5H-phenazin-1-one | 1-HYDROXY-5,10-DIAZOANTHRACENE | NCGC00246896-01 | AKOS006229766 | NSC 757377 | 5-23-12-00297 (Beilstein Handbook Reference) | CHEBI:62216 | MFCD00059692 | C21477 | HEMIPYOCYANINE [MI]

Storage

Room temperature

Shipped In

Normal

Overview

1-Hydroxyphenazine (Hemipyocyanine; 1-Phenazinol; Hemi-pyocyanin) is an inhibitor for α-Amylase with an IC50 of 3.1 μg/mL. 1-Hydroxyphenazine exhibits anticancer and anti-inflammatory activity against cells A549, 1321N1 and RAW264.7, antifungal and antibacterial activity against strains Candida albicans, Aspergillus fumigatus, Escherichia coli and Xanthomonas campestris.

Specifications

Synonyms

AS-56479 | NSC 88882 | Pyoxanthose | VU0254790-1 | 5H-phenazin-1-one | 1-HYDROXY-5, 10-DIAZOANTHRACENE | NCGC00246896-01 | AKOS006229766 | NSC 757377 | 5-23-12-00297 (Beilstein Handbook Reference) | CHEBI:62216 | MFCD00059692 | C21477 | HEMIPYOCYANINE [MI]

Specifications & Purity

Moligand™, ≥95%(HPLC)

Storage

Room temperature

Shipped In

Normal

Grade

Moligand™

Action Type

INHIBITOR

Purity

≥95%(HPLC)

Names and Identifiers

• Pubchem Sid: 504773283
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504773283
• Canonical Smiles: C1=CC=C2C(=C1)N=C3C=CC=C(C3=N2)O
• IUPAC Name: phenazin-1-ol
• InChIKey: SVRNCBGWUMMBQB-UHFFFAOYSA-N
• INCHI: 1S/C12H8N2O/c15-11-7-3-6-10-12(11)14-9-5-2-1-4-8(9)13-10/h1-7,15H
• Isomeric SMILES: C1=CC=C2C(=C1)N=C3C=CC=C(C3=N2)O
• RTECS: SG1647000
• Molecular Weight: 196.21
• Beilstein: 23(1)360
• Reaxy-Rn: 151175
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=151175&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Diazanaphthalenes
      • Subclass Benzodiazines
        • Level5 Quinoxalines
          • Level6 Phenazines and derivatives

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Diazanaphthalenes
• Subclass: Benzodiazines
• Intermediate Tree Nodes: Quinoxalines
• Direct Parent: Phenazines and derivatives
• Alternative Parents: 1-hydroxy-4-unsubstituted benzenoids 1-hydroxy-2-unsubstituted benzenoids Pyrazines Heteroaromatic compounds Azacyclic compounds Organopnictogen compounds Organooxygen compounds Organonitrogen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Phenazine - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Benzenoid - Pyrazine - Heteroaromatic compound - Azacycle - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as phenazines and derivatives. These are polycyclic aromatic compounds containing a phenazine moiety, which is a linear tricyclic system that consists of a two benzene rings joined by a pyrazine ring.
• 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

Associated Targets(Human)

TRPV1 Tclin Vanilloid receptor (8273 Activities)

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GAA Tclin Lysosomal alpha-glucosidase (35701 Activities)

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ALDH1A1 Tchem Aldehyde dehydrogenase 1A1 (77053 Activities)

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GAPDH Tchem Glyceraldehyde-3-phosphate dehydrogenase liver (1284 Activities)

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HEK293 (82097 Activities)

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FEN1 Tchem Flap endonuclease 1 (12055 Activities)

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GNAS Tbio Guanine nucleotide-binding protein G(s), subunit alpha (103405 Activities)

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POLI Tchem DNA polymerase iota (116820 Activities)

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KDM4A Tchem Lysine-specific demethylase 4A (52245 Activities)

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EHMT2 Tchem Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 (93046 Activities)

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SNCA Tchem Alpha-synuclein (10960 Activities)

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TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)

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SMAD3 Tchem Mothers against decapentaplegic homolog 3 (68039 Activities)

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RAB9A Tbio Ras-related protein Rab-9A (22488 Activities)

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KMT2A Tchem Histone-lysine N-methyltransferase MLL (17327 Activities)

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BAZ2B Tchem Bromodomain adjacent to zinc finger domain protein 2B (56204 Activities)

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ATXN2 Tbio Ataxin-2 (54410 Activities)

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APOBEC3F Tbio DNA dC->dU-editing enzyme APOBEC-3F (14861 Activities)

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Associated Targets(non-human)

Pseudomonas aeruginosa (123386 Activities)

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Klebsiella pneumoniae (43867 Activities)

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Staphylococcus aureus (210822 Activities)

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Staphylococcus epidermidis (22802 Activities)

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Acinetobacter baumannii (41033 Activities)

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Escherichia coli (133304 Activities)

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Enterococcus faecium (13803 Activities)

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Enterococcus faecalis (29875 Activities)

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Plasmodium falciparum (966862 Activities)

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Cryptococcus neoformans (21258 Activities)

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Candida albicans (78123 Activities)

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Npsr1 Neuropeptide S receptor (260 Activities)

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Luciferin 4-monooxygenase (66902 Activities)

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TGR Thioredoxin glutathione reductase (28579 Activities)

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Mapt Microtubule-associated protein tau (6 Activities)

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Rorc Nuclear receptor ROR-gamma (89407 Activities)

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fba Putative fructose-1,6-bisphosphate aldolase (15559 Activities)

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NS1 Nonstructural protein 1 (33327 Activities)

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vpr Aberrant vpr protein (14595 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• Melt Point(°C): 158 °C
• Molecular Weight: 196.200 g/mol
• XLogP3: 2.300
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 196.064 Da
• Monoisotopic Mass: 196.064 Da
• Topological Polar Surface Area: 46.000 Ų
• Heavy Atom Count: 15
• Formal Charge: 0
• Complexity: 234.000
• 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. Jun-Ying Han, Han-Lei Zhang, Hui Guo, An-Qi Liu, Said Nawab, Na Liu, Ming Hui, Dan-Dan Zhai, Yang-Chun Yong.  (2023)  A rational designed synthetic three-species alliance system for synergetic improvement on power generation from microbial fuel cell.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2023.148366]

2. Xizi Long, Yuanyuan Jiang, Zhaozhong Zhu, Yu Li, Nan Hu, Junzhan Hong, Hui Wang, Fei Yang.  (2025)  Complete Uranium Bioreduction in 48 Hours: Synergistic Electron Transfer in a Synthetic Microbial Consortium.  Environmental Science and Ecotechnology,      [PMID:41211415] [10.1016/j.ese.2025.100629]