136470-65-0

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: 2025-08-26 08:21:26
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	Research Areas >> Cancer Signaling Pathways >> Immunology/Inflammation >> NO Synthase
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.

70476-63-0

136470-65-0

Literature: KUDOS PHARMACEUTICALS LIMITED Patent: WO2005/80314 A2, 2005 ; Location in patent: Page/Page column title page; 17; 20 ; WO 2005/080314 A2

4466-59-5

136470-65-0

Literature: Lee, Ho H.; Denny, William A. Journal of the Chemical Society - Perkin Transactions 1, 1999 , # 19 p. 2755 - 2758

632-58-6

136470-65-0

Literature: Lee, Ho H.; Denny, William A. Journal of the Chemical Society - Perkin Transactions 1, 1999 , # 19 p. 2755 - 2758

117-08-8

136470-65-0

Literature: Lee, Ho H.; Denny, William A. Journal of the Chemical Society - Perkin Transactions 1, 1999 , # 19 p. 2755 - 2758

16110-99-9

136470-65-0

Literature: Lee, Ho H.; Denny, William A. Journal of the Chemical Society - Perkin Transactions 1, 1999 , # 19 p. 2755 - 2758

62268-16-0

136470-65-0

Literature: Lee, Ho H.; Denny, William A. Journal of the Chemical Society - Perkin Transactions 1, 1999 , # 19 p. 2755 - 2758