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Merck
CN

SML1854

Sigma-Aldrich

巴诺蒽醌 二盐酸盐

≥98% (HPLC)

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别名:
1,4-双[[[2-(二甲基氧化氨基)乙基]氨基] -5,8-二羟基-9,10-蒽二酮, AQ4N 二盐酸盐
经验公式(希尔记法):
C22H28N4O6 · 2HCl
分子量:
517.40
MDL编号:
UNSPSC代码:
12352200
NACRES:
NA.77

质量水平

检测方案

≥98% (HPLC)

形式

powder

储存条件

desiccated

颜色

blue

溶解性

H2O: 3 mg/mL, clear (warmed)

储存温度

2-8°C

SMILES字符串

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

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

InChI key

SBWCPHUXRZRTDP-UHFFFAOYSA-N

应用

Banoxantrone Dihydrochloride作为有机配体用于自组装金属-有机配位纳米粒子(Cu–OCNP/Lap)的合成。它也被用于制备超分子功能化氧化石墨烯,用于癌症的缺氧活化化疗。

生化/生理作用

Banoxantrone Dihydrochloride可增强辐射所致的抗肿瘤作用。
巴诺蒽醌(AQ4N)是拓扑异构酶II抑制剂AQ4(生物还原性AQ4前体)的一种低氧激活前药。

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable


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Olivier Trédan et al.
Cancer research, 69(3), 940-947 (2009-01-30)
Hypoxic tumor cells are likely to be resistant to conventional chemotherapy, in large part because many anticancer drugs are unable to penetrate into poorly oxygenated tumor tissue. Here, we used quantitative immunofluorescence to study the distribution of mitoxantrone and AQ4N
O P Friery et al.
British journal of cancer, 82(8), 1469-1473 (2000-04-26)
The ability of the bioreductive drugs AQ4N and tirapazamine to enhance the anti-tumour effect of cyclophosphamide was assessed in three murine tumour models. In male BDF mice implanted with the T50/80 mammary carcinoma, AQ4N (50-150 mg kg(-1)) in combination with
Alshad S Lalani et al.
Clinical cancer research : an official journal of the American Association for Cancer Research, 13(7), 2216-2225 (2007-04-04)
The antitumor activities and pharmacokinetics of the hypoxia-activated cytotoxin AQ4N and its metabolites were assessed in several preclinical models of pancreatic cancers. The cytotoxic effects of AQ4N prodrug and its bioreduced form, AQ4, were tested against multiple human tumor cell
Yuan-Fu Ding et al.
Biomaterials science, 9(10), 3804-3813 (2021-04-22)
Nano-graphene oxide (NGO) has attracted increasing attention as an advanced drug delivery system. However, the current surface functionalization and drug-loading of NGO either rely on π-π stacking that is limited to aromatic molecules, or covalent conjugation that requires tedious synthesis.
Heather Nesbitt et al.
Clinical cancer research : an official journal of the American Association for Cancer Research, 23(7), 1797-1808 (2016-10-05)
Purpose: To understand the role of hypoxia in prostate tumor progression and to evaluate the ability of the novel unidirectional hypoxia-activated prodrug OCT1002 to enhance the antitumor effect of bicalutamide.Experimental Design: The effect of OCT1002 on prostate cancer cells (LNCaP

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