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Merck
CN

D11582

Sigma-Aldrich

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)

Lot/Batch Number

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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
Synthesis and studies of Imidazoanthraquinone derivatives for applications in organic electronics
Sharma Bharat K, et al.
European Journal of Organic Chemistry, 2017(30), 4389-4400 (2017)
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
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)

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