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Merck
CN

D11582

1,2-二氨基蒽醌

别名:

1,2-二氨基-9,10-蒽醌

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关于此项目

经验公式(希尔记法):
C14H10N2O2
化学文摘社编号:
分子量:
238.24
EC 号:
MDL编号:
UNSPSC代码:
12352100
PubChem化学物质编号:
NACRES:
NA.22
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表单

powder

mp

289-291 °C (lit.)

SMILES字符串

Nc1ccc2C(=O)c3ccccc3C(=O)c2c1N

InChI

1S/C14H10N2O2/c15-10-6-5-9-11(12(10)16)14(18)8-4-2-1-3-7(8)13(9)17/h1-6H,15-16H2

InChI key

LRMDXTVKVHKWEK-UHFFFAOYSA-N

应用

1,2-二氨基蒽醌(DAQ)可用作制备以下物质的结构单元:
  • 通过钯催化的Suzuki–Miyaura和Sonogashira 偶联反应制备的咪唑并蒽醌。
  • 在磷钨酸/PEG-400催化剂存在的情况下与各种醛反应制备的蒽[1,2-d]咪唑-6,11-二酮。
  • 含DAQ聚合物材料适合用作亚硝酸盐阴离子和一氧化氮的固态比色传感器。

象形图

Exclamation mark

警示用语:

Warning

危险声明

危险分类

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

靶器官

Respiratory system

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

dust mask type N95 (US), Eyeshields, Gloves


历史批次信息供参考:

分析证书(COA)

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K Seligman et al.
Plant & cell physiology, 49(7), 1112-1121 (2008-06-10)
The nitrate reductase (NR)-defective double mutant of Arabidopsis thaliana (nia1 nia2) has previously been shown to present a low endogenous content of NO in its leaves compared with the wild-type plants. In the present study, we analyzed the effect of
Oliver von Bohlen und Halbach et al.
NeuroImage, 15(3), 633-639 (2002-02-19)
Long-term potentiation (LTP), a model of activity-dependent synaptic plasticity, involves the persistent enhancement of excitatory neurotransmission. Several recent studies have suggested a critical role for nitric oxide (NO) production in hippocampal LTP. However, increase in NO production in living tissue
One-pot protocol for J-aggregated anthraimidazolediones catalyzed by phosphotungstic acid in PEG-400 under aerobic condition
Bhattacharyya B, et al.
Royal Society of Chemistry Advances, 6(26), 21907-21916 (2016)
X Chen et al.
Cell biology international, 25(7), 593-598 (2001-07-13)
A method for the direct measurement of intracellular nitric oxide (NO) production stimulated by penicillin G (PG) in cultured hippocampal neurons with diaminoanthraquinone (DAA) using laser scanning confocal microscopy (LSCM) was developed. Intracellular DAA fluorescence could specifically represent NO production
Francisco Galindo et al.
Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology, 7(1), 126-130 (2008-01-03)
Spectroscopic analysis of the fluorescent probe 1,2-diaminoanthraquinone () provides information about the mechanism of nitric oxide imaging in living cells. Fluorescent aggregates of a reaction product of are thought to be responsible for the images obtained with confocal fluorescence microscopy.

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