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252979-56-9

252979-56-9

中文名稱252979-56-9
中文同義詞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;巴諾蒽醌 二鹽酸鹽;化合物 T10459;巴諾蒽醌鹽酸鹽;2,2'-((5,8-二羥基-9,10-二氧代-9,10-二氫蒽-1,4-二基)雙(氮雜二基))雙(N,N-二甲基乙胺氧化物)二鹽酸鹽;BANOXANTRONE DIHYDROCHLORIDE (AQ4N),TOPOISOMERASE II抑制劑;巴諾蒽醌鹽酸鹽,10 MM DMSO 溶液;2,2'-((5,8-二羥基-9,10-二氧代-9,10-二氫蒽-1,4-二基)雙(氮雜二基))雙(N,N-二甲基乙胺氧化物)二鹽酸鹽
英文名稱Banoxantrone (dihydrochloride)
英文同義詞Banoxantrone 2HCl;1,4-Bis[[2-(dimethyloxidoamino)ethyl]amino]-5,8-dihydroxy-9,10-anthracenedione dihydrochloride;AQ4N dihydrochloride;Banoxantrone dihydrochloride >=98% (HPLC);2,2'-((5,8-Dihydroxy-9,10-dioxo-9,10-dihydroanthracene-1,4-diyl)bis(azanediyl))bis(N,N-dimethylethanamine oxide) dihydrochloride , Banoxantrone 2HCl;2,2'-((5,8-Dihydroxy-9,10-dioxo-9,10-dihydroanthracene-1,4-diyl)bis(azanediyl))bis(N,N-dimethylethanamine oxide) dihydrochloride;Banoxantrone dihydrochloride (AQ4N), Topoisomerase II inhibitor;Banoxantrone dihydrochloride, 10 mM in DMSO
CAS號252979-56-9
分子式C22H29ClN4O6
分子量480.95
EINECS號
相關類別
Mol文件252979-56-9.mol
結構式252979-56-9 結構式

252979-56-9 性質

儲存條件Store at -20°C, protect from light, stored under nitrogen
溶解度在水中溶解度為 50 mM,在 DMSO 中溶解度為 25 mM
形態(tài)固體
顏色藍至深藍
水溶解性Water : 25 mg/mL (48.32 mM)
InChI1S/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
InChIKeySBWCPHUXRZRTDP-UHFFFAOYSA-N
SMILESO=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

252979-56-9 用途與合成方法

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 是一種有效的拓撲異構酶II抑制劑。

Topoisomerase II

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.

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.

安全信息

WGK GermanyWGK 3
存儲類別11 - 可燃固體

MSDS信息

更新日期產(chǎn)品編號產(chǎn)品名稱CAS號包裝價格
2026/06/05HY-13562AR252979-56-9
Banoxantrone dihydrochloride (Standard)
252979-56-95 mg2112元
2026/06/05HY-13562A252979-56-9
Banoxantrone dihydrochloride
252979-56-91 mg431元

252979-56-9 上下游產(chǎn)品信息

"252979-56-9"相關產(chǎn)品信息
分散藍7 化合物WEHI-150 米托蒽醌雜質B 米托蒽醌 1,4-BIS[[2-(DIMETHYLAMINO)ETHYL]AMINO]-5,8-DIHYDROXYANTHRACENE-9,10-DIONE無結構圖
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