1,2-DIAMINOANTHRAQUINONE

Modify Date: 2025-08-26 06:44:42

1,2-DIAMINOANTHRAQUINONE structure	Common Name	1,2-DIAMINOANTHRAQUINONE
	CAS Number	1758-68-5	Molecular Weight	238.24100
	Density	1.456 g/cm3	Boiling Point	548.8ºC at 760 mmHg
	Molecular Formula	C₁₄H₁₀N₂O₂	Melting Point	289-291 °C(lit.)
	MSDS	Chinese USA	Flash Point	285.7ºC
	Symbol	GHS07	Signal Word	Warning

Use of 1,2-DIAMINOANTHRAQUINONE

1,2-Diaminoanthraquinone is a sensitivity, specificity and nontoxic nitric oxide (NO) fluorescent probe. 1,2-Diaminoanthraquinone can be used to detect NO productions in live cell and animals with a maximum of absorption at about 540 nm and a detection limit of 5 μM for NO[1][2].

Name	1,2-diaminoanthraquinone
Synonym	More Synonyms

Description	1,2-Diaminoanthraquinone is a sensitivity, specificity and nontoxic nitric oxide (NO) fluorescent probe. 1,2-Diaminoanthraquinone can be used to detect NO productions in live cell and animals with a maximum of absorption at about 540 nm and a detection limit of 5 μM for NO[1][2].
Related Catalog	Research Areas >> Others Signaling Pathways >> Others >> Others
In Vitro	1,2-Diaminoanthraquinone and the product formed upon its reaction with NO, DAA-TZ, can be spectrally resolved using fluorescence spectroscopy and confocal microscopy[1]. Immunofluorescence[1] Cell Line: Raw 264.7 macrophage cells Concentration: 27.4 μM Incubation Time: 20 min Result: Reacted with NO in the presence of oxygen in the intracellular environment to yield DAA-TZ.
References	[1]. María J Marín, et al. Fluorescence of 1,2-diaminoanthraquinone and its nitric oxide reaction product within macrophage cells. Chembiochem. 2011 Nov 4;12(16):2471-7. [2]. Francisco Galindo, et al. Spectroscopic studies of 1,2-diaminoanthraquinone (DAQ) as a fluorescent probe for the imaging of nitric oxide in living cells. Photochem Photobiol Sci. 2008 Jan;7(1):126-30.

Density	1.456 g/cm3
Boiling Point	548.8ºC at 760 mmHg
Melting Point	289-291 °C(lit.)
Molecular Formula	C₁₄H₁₀N₂O₂
Molecular Weight	238.24100
Flash Point	285.7ºC
Exact Mass	238.07400
PSA	86.18000
LogP	2.78880
Vapour Pressure	4.26E-12mmHg at 25°C
Index of Refraction	1.757
InChIKey	LRMDXTVKVHKWEK-UHFFFAOYSA-N
SMILES	Nc1ccc2c(c1N)C(=O)c1ccccc1C2=O

CHEMICAL IDENTIFICATION

RTECS NUMBER :: CB6200000

CHEMICAL NAME :: Anthraquinone, 1,2-diamino-

CAS REGISTRY NUMBER :: 1758-68-5

BEILSTEIN REFERENCE NO. :: 2125604

LAST UPDATED :: 199701

DATA ITEMS CITED :: 4

MOLECULAR FORMULA :: C14-H10-N2-O2

MOLECULAR WEIGHT :: 238.26

WISWESSER LINE NOTATION :: L C666 BV IVJ DZ EZ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 2700 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 320 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

MUTATION DATA

TYPE OF TEST :: Mutation in microorganisms

TEST SYSTEM :: Bacteria - Salmonella typhimurium

DOSE/DURATION :: 100 ug/plate

REFERENCE :: MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 40,203,1976

Symbol	GHS07
Signal Word	Warning
Hazard Statements	H315-H319-H335
Precautionary Statements	P261-P305 + P351 + P338
Personal Protective Equipment	dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes	Xi: Irritant;
Risk Phrases	R36/37/38
Safety Phrases	S26-S37/39
RIDADR	NONH for all modes of transport
WGK Germany	3
RTECS	CB6200000
HS Code	2922399090

Precursor 10
CAS#:57875-61-3 dinitro-anthraq... CAS#:56250-79-4 2-acetylamino-1... CAS#:83206-52-4 3-dimethylamino... CAS#:62468-69-3 1-amino-2-(dime...
CAS#:62468-68-2 1-amino-2-(meth... CAS#:83206-53-5 3-diethylaminoa... CAS#:70730-79-9 3-amylaminoanth... CAS#:70730-89-1 6H-anthra[1,9-c...
CAS#:70730-91-5 3-bromo-6H-anth... CAS#:83-62-5 2-Anthracenesul...
DownStream 7
CAS#:117-12-4 Anthrarufin CAS#:117-10-2 Dantron CAS#:78146-26-6 9,10-Anthracene... CAS#:67905-10-6 6,15-Dihydro-8-...
CAS#:89986-91-4 2,3-dimethylnap... CAS#:6259-70-7 2,3-dihydroxy-n... CAS#:6363-86-6 2-Anthraldehyde...

HS Code	2922399090
Summary	2922399090 other amino-aldehydes, amino-ketones and amino-quinones, other than those containing more than one kind of oxygen function; salts thereof VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:30.0%

[Detection of NO-synthase activity of lactobacilli by fluorescent staining].

Mikrobiologiia 76(4) , 570-2, (2007)

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

Neuroimage 15(3) , 633-9, (2002)

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 r...

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

Plant Cell Physiol. 49(7) , 1112-21, (2008)

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 pla...

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Shanghai Nianxing Industrial Co., Ltd
China
Product Name: 1,2-DIAMINOANTHRAQUINONE
Price: Check
Purity: 90.0%
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Shanghai Jizhi Biochemical Technology Co., Ltd
China
Product Name: 1,2-DIAMINOANTHRAQUINONE
Price: ￥1008.0/25g ￥3198.0/100g ￥298.0/5g
Purity: 90.0%
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Dayang Chem (Hangzhou) Co., Ltd.
China
Product Name: 1,2-Diaminoanthraquinone
Price: $Inquiry/100g $Inquiry/1kg $Inquiry/100kg $Inquiry/1000kg
Purity: 98.0%
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