136470-65-0

136470-65-0 structure
136470-65-0 structure
  • Name: Banoxantrone dihydrochloride
  • Chemical Name: 2-[[4-[2-[dimethyl(oxido)azaniumyl]ethylamino]-5,8-dihydroxy-9,10-dioxoanthracen-1-yl]amino]-N,N-dimethylethanamine oxide
  • CAS Number: 136470-65-0
  • Molecular Formula: C22H28N4O6
  • Molecular Weight: 444.48100
  • Catalog: Signaling Pathways Immunology/Inflammation NO Synthase
  • Create Date: 2016-09-06 01:07:45
  • Modify Date: 2024-01-31 05:52:16
  • Banoxantrone (AQ4N), as a prototype hypoxia selective cytotoxin, can be reduced to AQ4, a potent topoisomerase II inhibitor. Banoxantrone selectively kills hypoxic cells via an iNOS-dependent mechanism. Banoxantrone shows a potent cytotoxicity and hypoxia-selective effect enhanced by radiation[1][2].

Name 2-[[4-[2-[dimethyl(oxido)azaniumyl]ethylamino]-5,8-dihydroxy-9,10-dioxoanthracen-1-yl]amino]-N,N-dimethylethanamine oxide
Synonyms Banoxantrone
1,4-Bis{[2-(dimethylamino)ethyl]amino}-5,8-dihydroxyanthracene-9,10-dione bis-N-oxide
1,4-Bis((2-(dimethylamino)ethyl)amino)-5,8-dihydroxy-9,10-anthracenedione N,N'-dioxide
1,4-bis{[2-(dimethylamino-N-oxide)ethyl]amino}-5,8-dihydroxyanthracene-9,10-dione
AQ4N
1,4-bis-{[2-(dimethylamino-N-oxide)ethyl]amino}-5,8-dihydroanthracene-9,10-dione
1,4-bis-(2-dimethylamino-ethylamino)-5,8-dihydroxy-anthraquinone-bis-N-oxide
Banoxantrone [INN:BAN]
UNII-W5H7E45YT3
1,4-Bis(2-(dimethylazinoyl)ethylamino)-5,8-dihydroxy-9,10-anthraquinone
Description Banoxantrone (AQ4N), as a prototype hypoxia selective cytotoxin, can be reduced to AQ4, a potent topoisomerase II inhibitor. Banoxantrone selectively kills hypoxic cells via an iNOS-dependent mechanism. Banoxantrone shows a potent cytotoxicity and hypoxia-selective effect enhanced by radiation[1][2].
Related Catalog
Target

iNOS

In Vitro Banoxantrone (20 μM; 90 min) 选择性诱导缺氧的 T50/80 肿瘤细胞发生损伤[1]。
In Vivo Banoxantrone (200 mg/kg; 腹腔注射; 单剂量) 在 BDF 小鼠中显著抑制T50/80肿瘤,并诱导细胞损伤[1]。
References

[1]. Hejmadi MV, et al. DNA damage following combination of radiation with the bioreductive drug AQ4N: possible selective toxicity to oxic and hypoxic tumour cells. Br J Cancer. 1996 Feb;73(4):499-505.  

[2]. Mehibel M, et al. Radiation enhances the therapeutic effect of Banoxantrone in hypoxic tumour cells with elevated levels of nitric oxide synthase. Oncol Rep. 2016 Apr;35(4):1925-32.  

Molecular Formula C22H28N4O6
Molecular Weight 444.48100
Exact Mass 444.20100
PSA 157.52000
LogP 2.03320