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D11582

1,2-Diaminoanthraquinone

Name: 1,2-Diaminoanthraquinone
Brand: ALDRICH

Synonym(s):

1,2-Diamino-9,10-anthraquinone

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About This Item

Empirical Formula (Hill Notation):

C₁₄H₁₀N₂O₂

CAS Number:

1758-68-5

Molecular Weight:

238.24

NACRES:

NA.22

PubChem Substance ID:

24893368

UNSPSC Code:

12352100

EC Number:

217-156-2

MDL number:

MFCD00001219

Form:

powder

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Properties

form

powder

Quality Level

100

mp

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

InChI key

LRMDXTVKVHKWEK-UHFFFAOYSA-N

Description

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.

pictograms

GHS07

signalword

Warning

hcodes

H315,H319,H335

pcodes

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

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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Certificates of Analysis (COA)

Lot/Batch Number

03212JM

00818HM

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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)

Spatial nitric oxide imaging using 1,2-diaminoanthraquinone to investigate the involvement of nitric oxide in long-term potentiation in rat brain slices.

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

Floral transition and nitric oxide emission during flower development in Arabidopsis thaliana is affected in nitrate reductase-deficient plants.

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

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Global Trade Item Number

SKU	GTIN
D11582-25G	04061833558850
D11582-100G	04061833558843
D11582-5G	04061833558867