D11582
1,2-Diaminoanthraquinone
Synonym(s):
1,2-Diamino-9,10-anthraquinone
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About This Item
Empirical Formula (Hill Notation):
C14H10N2O2
CAS Number:
Molecular Weight:
238.24
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
217-156-2
MDL number:
Form:
powder
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
Related Categories
Application
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.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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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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