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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
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
217-156-2
MDL number:
Form:
powder
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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

SMILES string

Nc1ccc2C(=O)c3ccccc3C(=O)c2c1N

form

powder

mp

289-291 °C (lit.)

Quality Level

Application

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。

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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
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)
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
María J Marín et al.
Chembiochem : a European journal of chemical biology, 12(16), 2471-2477 (2011-09-29)
Nitric oxide (NO) is involved in many biological processes. Aromatic ortho-diamine derivatives are commonly used in the fluorescence imaging of NO in living cells. ortho-diamino (o-diamino) compounds are believed to react with NO in an oxygenated medium leading to the
Cross-linked poly (2-hydroxyethylmethacrylate) films doped with 1, 2-diaminoanthraquinone (DAQ) as efficient materials for the colorimetric sensing of nitric oxide and nitrite anion
Bru Miriam, et al.
Tetrahedron Letters, 47(11), 1787-1791 (2006)

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