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D11582

Sigma-Aldrich

1,2-Diaminoanthrachinon

Synonym(e):

1,2-Diamino-9,10-anthraquinone

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About This Item

Empirische Formel (Hill-System):
C14H10N2O2
CAS-Nummer:
1758-68-5
Molekulargewicht:
238.24
EG-Nummer:
217-156-2
MDL-Nummer:
MFCD00001219
UNSPSC-Code:
12352100
PubChem Substanz-ID:
24893368
NACRES:
NA.22

Form

powder

Qualitätsniveau

100

mp (Schmelzpunkt)

289-291 °C (lit.)

SMILES String

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

InChIKey

LRMDXTVKVHKWEK-UHFFFAOYSA-N

Verwandte Kategorien

Anwendung

1,2-Diaminoanthraquinone (DAQ) can be used as a building block to prepare:
  • Imidazoanthraquinone derivatives via palladium-catalyzed Suzuki–Miyaura and Sonogashira coupling reactions.
  • Anthra[1,2-d]imidazole-6,11-diones by reacting with various aldehydes in the presence of phosphotungstic acid/PEG-400 catalyst.
  • DAQ-containing polymer materials are applicable as solid-state colorimetric sensors for nitrite anion and nitric oxide.

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

Gefahreneinstufungen

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

Zielorgane

Respiratory system

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves

Analysenzertifikate (COA)

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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
[Detection of NO-synthase activity of lactobacilli by fluorescent staining].
D R Iarullina et al.
Mikrobiologiia, 76(4), 570-572 (2007-11-03)
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.
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)
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
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