Banoxantrone dihydrochloride - ≥98% , CAS No.252979-56-9

CAS: 252979-56-9 Cat. No.: B303225 Molecular Weight: 517.41 PubChem CID: 72941779

GRADE & PURITY ≥98%

Synonyms

1,4-Bis[[2-(dimethyloxidoamino)ethyl]amino]-5,8-dihydroxy-9,10-anthracenedione dihydrochloride | AQ4N dihydrochloride | Banoxantrone(dihydrochloride) | MS-29599 | Q27263852 | 2,2'-((5,8-Dihydroxy-9,10-dioxo-9,10-dihydroanthracene-1,4-diyl)bis(azanediyl))b

Storage

Store at 2-8°C

Shipped In

Wet ice

Specifications

Synonyms

1, 4-Bis[[2-(dimethyloxidoamino)ethyl]amino]-5, 8-dihydroxy-9, 10-anthracenedione dihydrochloride | AQ4N dihydrochloride | Banoxantrone(dihydrochloride) | MS-29599 | Q27263852 | 2, 2'-((5, 8-Dihydroxy-9, 10-dioxo-9, 10-dihydroanthracene-1, 4-diyl)bis(azanediyl))b

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

Bioreductive AQ4 precursor. Topoisomerase II inhibitor. Converts under hypoxia to DNA-affinic mitoxantrone structural analog. Induces DNA intercalation. Shows antitumor effects in vivo.

Storage

Store at 2-8°C

Shipped In

Wet ice

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

Action Type

INHIBITOR

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%

Names and Identifiers

• Canonical Smiles: C[N+](C)(CCNC1=C2C(=C(C=C1)NCC[N+](C)(C)[O-])C(=O)C3=C(C=CC(=C3C2=O)O)O)[O-].Cl.Cl
• IUPAC Name: 2-[[4-[2-[dimethyl(oxido)azaniumyl]ethylamino]-5,8-dihydroxy-9,10-dioxoanthracen-1-yl]amino]-N,N-dimethylethanamine oxide;dihydrochloride
• InChIKey: SBWCPHUXRZRTDP-UHFFFAOYSA-N
• INCHI: 1S/C22H28N4O6.2ClH/c1-25(2,31)11-9-23-13-5-6-14(24-10-12-26(3,4)32)18-17(13)21(29)19-15(27)7-8-16(28)20(19)22(18)30;;/h5-8,23-24,27-28H,9-12H2,1-4H3;2*1H
• Isomeric SMILES: C[N+](C)(CCNC1=C2C(=C(C=C1)NCC[N+](C)(C)[O-])C(=O)C3=C(C=CC(=C3C2=O)O)O)[O-].Cl.Cl
• PubChem CID: 72941779
• Molecular Weight: 517.41

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Anthracenes
      • Subclass Anthraquinones

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Anthracenes
• Subclass: Anthraquinones
• Intermediate Tree Nodes: Not available
• Direct Parent: Anthraquinones
• Alternative Parents: Aryl ketones Secondary alkylarylamines 1-hydroxy-2-unsubstituted benzenoids Vinylogous amides Vinylogous acids Trialkyl amine oxides Trisubstituted amine oxides and derivatives Organic zwitterions Organic oxides Hydrochlorides Hydrocarbon derivatives
• Molecular Framework: Aromatic homopolycyclic compounds
• Substituents: 9,10-anthraquinone - Anthraquinone - Aryl ketone - 1-hydroxy-2-unsubstituted benzenoid - Phenol - Secondary aliphatic/aromatic amine - Trialkyl amine oxide - Vinylogous amide - Vinylogous acid - Ketone - N-oxide - Secondary amine - Trisubstituted n-oxide - Organic nitrogen compound - Organic zwitterion - Organic salt - Hydrochloride - Organooxygen compound - Organonitrogen compound - Hydrocarbon derivative - Organic oxide - Organic oxygen compound - Amine - Aromatic homopolycyclic compound
• Description: This compound belongs to the class of organic compounds known as anthraquinones. These are organic compounds containing either anthracene-9,10-quinone, 1,4-anthraquinone, or 1,2-anthraquinone.
• 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

• Molecular Weight: 517.400 g/mol
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 8
• Exact Mass: 516.154 Da
• Monoisotopic Mass: 516.154 Da
• Topological Polar Surface Area: 135.000 Ų
• Heavy Atom Count: 34
• Formal Charge: 0
• Complexity: 644.000
• 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: 3

XLogP3

References

1. Kai-Yuan Huang, Wen-Hui Weng, Xin Huang, Hong-Xiang Huang, Hamada A. A. Noreldeen, Hao-Hua Deng, Wei Chen.  (2022)  Gold Nanocluster-Based Fluorometric Banoxantrone Assay Enabled by Photoinduced Electron Transfer.  Nanomaterials,  12  (11): (1861).  [PMID:35683717] [10.3390/nano12111861]

2. Bei Liu, Huijuan Duan, Lirong Sun, Zechao Liu, Zhaogang Sun, Hongqian Chu.  (2025)  Core–Shell Structured Metal–Organic Frameworks for pH-Triggered Combination Photodynamic/Chemotherapy-Based Cancer Treatment.  Biomaterials Research,      [PMID:39844866] [10.34133/bmr.0138]