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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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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)
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.
[Detection of NO-synthase activity of lactobacilli by fluorescent staining].
D R Iarullina et al.
Mikrobiologiia, 76(4), 570-572 (2007-11-03)
P Heiduschka et al.
Neuroreport, 9(18), 4051-4057 (1999-02-02)
The role of nitric oxide (NO) as a putative mediator of neuronal death can be understood best if NO is detected directly. For this purpose, we developed a new sensitive method that for the first time directly captures released NO

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