ChemicalBook--->CAS DataBase List--->252979-56-9

252979-56-9

252979-56-9 Structure

252979-56-9 Structure
IdentificationBack Directory
[Name]

Banoxantrone (dihydrochloride)
[CAS]

252979-56-9
[Synonyms]

Banoxantrone 2HCl
AQ4N dihydrochloride
Banoxantrone dihydrochloride >=98% (HPLC)
1,4-Bis[[2-(dimethyloxidoamino)ethyl]amino]-5,8-dihydroxy-9,10-anthracenedione dihydrochloride
[Molecular Formula]

C22H30Cl2N4O6
[MDL Number]

MFCD19690955
[MOL File]

252979-56-9.mol
[Molecular Weight]

517.403
Chemical PropertiesBack Directory
[storage temp. ]

Store at -20°C, protect from light, stored under nitrogen
[solubility ]

Soluble to 50 mM in water and to 25 mM in DMSO
[form ]

Solid
[color ]

Blue to dark blue
[Water Solubility ]

Water : 25 mg/mL (48.32 mM)
[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
[InChIKey]

SBWCPHUXRZRTDP-UHFFFAOYSA-N
[SMILES]

O=C1C2=C(C(NCC[N+](C)([O-])C)=CC=C2NCC[N+]([O-])(C)C)C(C3=C(O)C=CC(O)=C31)=O.[H]Cl.[H]Cl
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)Health Hazard (GHS08)
GHS07,GHS08
[Signal word ]

Danger
[Hazard statements ]

H302-H315-H319-H335-H350
[Precautionary statements ]

P201-P202-P261-P280-P301+P312-P302+P352-P305+P351+P338
[WGK Germany ]

WGK 3
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Uses]

Banoxantrone (AQ4N) is a hypoxia-activated prodrug of topoisomerase II inhibitor AQ4 (Bioreductive AQ4 precursor). studies have shown that its has also exhibited anti-tumor efficacy in vivo when combined with oxic cell cytotoxins.
[Biological Activity]

Banoxantrone (AQ4N) is a hypoxia-activated prodrug of topoisomerase II inhibitor AQ4 (Bioreductive AQ4 precursor).''Banoxantrone dihydrochloride enhances the anti-tumor effect caused by radiation.
[in vivo]

Banoxantrone (200 mg/kg) significantly enhances the tumor growth delay caused by radiation. This occurred when radiation is administered both as a single dose (12 Gy) and in a multifraction regimen (5x3 Gy). A study of the scheduling of Banoxantrone (AQ4N) administration shows that there is a very long time period over which a maximal effect can be elicited (drug given 4 days before to 6 h after radiation). These results suggest that Banoxantrone has significant potential as a bioreductive drug[1]. The activation of banoxantrone cytotoxicity in vivo requires tumor hypoxia that is more extensive or prolonged than can readily be achieved by vasodilation or by antiangiogenic drug treatment[2]. Incorporation of banoxantrone into conventional chemoradiation protocols therefore targets both oxygenated and hypoxic regions of tumors, and potentially will increase the effectiveness of therapy. A single dose of 60 mg/kg banoxantrone enhances the response of RT112 (bladder) and Calu-6 (lung) xenografts to treatment with cisplatin and radiation therapy. Banoxantrone will increase the efficacy of chemoradiotherapy in preclinical models[3].

[IC 50]

Topoisomerase II
[storage]

Store at +4°C
Spectrum DetailBack Directory
[Spectrum Detail]

Banoxantrone (dihydrochloride)(252979-56-9)1HNMR
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