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252979-56-9

中文名稱 252979-56-9
英文名稱 Banoxantrone (dihydrochloride)
CAS 252979-56-9
分子式 C22H30Cl2N4O6
分子量 517.403
MOL 文件 252979-56-9.mol
更新日期 2024/12/03 15:40:32
252979-56-9 結(jié)構(gòu)式 252979-56-9 結(jié)構(gòu)式

基本信息

中文別名
巴諾蒽醌 二鹽酸鹽
1,4-雙[[2-(二甲氧基氨基氨基)乙基]氨基] -5,8-二羥基-9,10-蒽二酮
英文別名
Banoxantrone 2HCl
AQ4N dihydrochloride
Banoxantrone dihydrochloride >=98% (HPLC)
1,4-Bis[[2-(dimethyloxidoamino)ethyl]amino]-5,8-dihydroxy-9,10-anthracenedione dihydrochloride

物理化學(xué)性質(zhì)

儲(chǔ)存條件Store at -20°C, protect from light, stored under nitrogen
溶解度Soluble to 50 mM in water and to 25 mM in DMSO
形態(tài)Solid
顏色Blue to dark blue
水溶解性Water : 25 mg/mL (48.32 mM)

安全數(shù)據(jù)

危險(xiǎn)性符號(hào)(GHS)GHS hazard pictogramsGHS hazard pictograms
GHS07,GHS08
警示詞危險(xiǎn)
危險(xiǎn)性描述H302-H315-H319-H335-H350

常見問題列表

生物活性
Banoxantrone dihydrochloride 是一種新型生物還原劑,可還原成穩(wěn)定的 DNA 親和性化合物 AQ4,AQ4 是一種有效的拓?fù)洚悩?gòu)酶II抑制劑。
靶點(diǎn)

Topoisomerase II

體外研究

Banoxantrone (AQ4N) can be reduced in a hypoxic environment to a stable DNA-affinic agent AQ4. AQ4, a potent topoisomerase II inhibitor, would be capable of damaging cells recruited into the cell cycle following radiation damage to the well-oxygenated cells of the tumor. Banoxantrone shows more than 8-fold higher cytotoxicity under hypoxia than normoxia in cultures of 9L rat gliosarcoma and H460 human non-small-cell lung carcinoma cells but not for 11 other human cancer cell lines. DT-diaphorase protein levels and banoxantrone chemosensitivity are poorly correlated across the cancer cell line panel, and banoxantrone chemosensitivity is not affected by DT-diaphorase inhibitors. Banoxantrone is a bis-N-oxide that is reduced via two sequential two-electron reductions to the tertiary amine, AQ4, which is a potent cytotoxic agent toward both aerobic and hypoxic cells. AQ4, but not AQ4N, intercalates in DNA with high affinity to generate a stable persistent complex that can inhibit topoisomerase II and cause DNA damage and cell death.

體內(nèi)研究

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. 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. 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.

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