ChemicalBook > CAS DataBase List > Alizarin Complexone

Alizarin Complexone

Product Name
Alizarin Complexone
CAS No.
3952-78-1
Chemical Name
Alizarin Complexone
Synonyms
ALIZARIN COMPLEXON;ALIZARIN FLUORINE BLUE;ALC【Dotite】;nyl)methyl]-;cenyl)methyl)-;alizarinkomplexon;alizarinecomplexon;Alizarincompiexone;ALIZARIN COMPLEXONE;alizarinecomplexone
CBNumber
CB9321290
Molecular Formula
C19H15NO8
Formula Weight
385.32
MOL File
3952-78-1.mol
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Alizarin Complexone Property

Melting point:
~185 °C (dec.)
Boiling point:
511.79°C (rough estimate)
Density 
1.4951 (rough estimate)
refractive index 
1.5000 (estimate)
storage temp. 
2-8°C
solubility 
DMF: 10 mg/ml; DMSO: 10 mg/ml; DMSO:PBS (pH 7.2) (1:7): 0.125 mg/ml
pka
1.71±0.10(Predicted)
form 
Fine Powder
color 
Brown
Water Solubility 
Slightly soluble (0.2 g/L)
BRN 
2190028
Stability:
Incompatible with strong oxidizing agents.
InChI
InChI=1S/C19H15NO8/c21-13(22)7-20(8-14(23)24)6-9-5-12-15(19(28)16(9)25)18(27)11-4-2-1-3-10(11)17(12)26/h1-5,25,28H,6-8H2,(H,21,22)(H,23,24)
InChIKey
PWIGYBONXWGOQE-UHFFFAOYSA-N
SMILES
C(O)(=O)CN(CC(O)=O)CC1=C(O)C(O)=C2C(=C1)C(=O)C1=C(C=CC=C1)C2=O
CAS DataBase Reference
3952-78-1(CAS DataBase Reference)
EPA Substance Registry System
Glycine, N-(carboxymethyl)-N-[(9,10-dihydro-3,4-dihydroxy-9,10-dioxo-2-anthracenyl)methyl]- (3952-78-1)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
24/25-36-26
WGK Germany 
3
RTECS 
AH0585000
TSCA 
Yes
HS Code 
29225090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
A3882
Product name
Alizarin-3-methyliminodiacetic acid
Packaging
1g
Price
$171
Updated
2024/03/01
Sigma-Aldrich
Product number
A3882
Product name
Alizarin-3-methyliminodiacetic acid
Packaging
5g
Price
$531
Updated
2024/03/01
TCI Chemical
Product number
A3227
Product name
Alizarin Complexone
Purity
>70.0%(HPLC)
Packaging
1g
Price
$44
Updated
2024/03/01
TCI Chemical
Product number
A3227
Product name
Alizarin Complexone
Purity
>70.0%(HPLC)
Packaging
5g
Price
$132
Updated
2024/03/01
Alfa Aesar
Product number
A16699
Product name
Alizarin Complexone, may cont. up to 10% water
Packaging
1g
Price
$94.6
Updated
2024/03/01
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Alizarin Complexone Chemical Properties,Usage,Production

Description

Alizarin-3-methyliminodiacetic acid is a colorimetric dye for the detection of fluoride ions. It reacts with fluoride to form a lilac-blue complex which can be quantified colorimetrically at 620 nm to determine fluoride concentration. Alizarin-3-methyliminodiacetic acid has been used to visualize fluoride deposition and bone mineralization during development in medaka larvae. It is also an inhibitor of inducible nitric oxide synthase (iNOS; IC50 = 35 nM).

Chemical Properties

Brown-orange crystals, insoluble in water

Uses

Alizarin Complexone is used for the determination of fluorine and other anions. ATA is also a potent inhibitor of protein-nucleic acid interactions.

Uses

Alizarin-3-methyliminodiacetic acid has been used:

  • for live staining of mineralized bone matrix
  • to double-label the bone for dynamic bone histomorphometry at the femoral mid-diaphysis in the rat
  • as a label in histomorphometry of the tibial diaphysis to indicate new bone formation in the rat

Uses

Alizarin is the main ingredient for the manufacture of the madder lake pigments known to painters as Rose madder and Alizarin crimson. A notable use of alizarin in modern times is as a staining agent in biological research because it stains free calcium and certain calcium compounds a red or light purple color. Alizarin Red is used in a biochemical assay to determine, quantitatively by colorimetry, the presence of calcific deposition by cells of an osteogenic lineage.

Definition

ChEBI: A dihydroxyanthraquinone compound in which the hydroxy groups are at C-1 and C-2 and which has a bis[(carboxymethyl)amino]methyl substituent at the 3-position.

General Description

Alizarin-3-methyliminodiacetic acid is used in the colorimetric detection of fluorine. It is a dye employed to stain mineralized bones of the preserved specimen from vertebrates.

Hazard

Anthraquinones are toxic by ingestion: vomiting, diarrhea, kidney and liver damage, and coma;
Deaths have been reported after children ingested Rhamnus berries;
Has antiretroviral activity;
An irritant;
Harmful by ingestion, inhalation, or skin absorption;
Toxic if swallowed.

Purification Methods

It is purified by suspending it in 0.1M NaOH (1g in 50mL), filtering the solution and extracting alizarin with 5 successive portions of CH2Cl2. Then add HCl dropwise to precipitate the reagent, stirring the solution in an ice bath. Filter the precipitate onto a glass filter, wash it with cold water and dry it in a vacuum desiccator over KOH [Ingman Talanta 20 135 1973, Beilstein 14 IV 931].

Mode of action

Alizarin (1,2-dihydroxyanthraquinone) could form deeply colored metal complexes. Their stability can be increased considerably when edta-derived substituents are attached to the alizarin frame as a commercially available product of this type, alizarin complexone (AC) is a very useful reagent for the spectrophotometric determination of metals. The high stability of such metal complexes is essentially based on the chelate formation at the tridentate complexone substituent. However, if the coordination is restricted to this substituent, the spectral properties of alizarin should not be affected by metal cations owing to the electronically insulating methylene group between the complexone substituent and the alizarine nucleus. Accordingly, the color change observed upon complexation of AC is a consequence of forming an additional bond from a phenolate of the alizarin ring system to the metal[1]. Due to AC's low solubility in water, it could be soluble in ethanol in experiments. A solution of AC is yellow and displays an absorption with λmax = 430 nm(e = 5200 M-1 cm-1). The luminescence spectrum consists of two bands at λmax = 476 nm and 629 nm.

References

[1] Horst Kunkely, Arnd Vogler. “Fluorescence of alizarin complexone and its metal complexes.” Inorganic Chemistry Communications 10 3 (2007): Pages 355-357.

Alizarin Complexone Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Alizarin Complexone manufacturers

Hebei Chuanghai Biotechnology Co,.LTD
Product
Alizarin Complexone 3952-78-1
Price
US $5.00-2.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10000kg
Release date
2024-08-20
Hebei Fengqiang Trading Co., LTD
Product
ALIZARIN COMPLEXONE 3952-78-1
Price
US $100.00/bag
Min. Order
1bag
Purity
99
Supply Ability
5000
Release date
2023-09-08
Guangzhou Sunton Biotechnology Co., Ltd.
Product
Alizarin Fluorine Blue/Alizarin-3-methyliminodiacetic acid 3952-78-1
Price
US $48.00-40.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
200tons
Release date
2021-03-30

3952-78-1, Alizarin Complexone Related Search:


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  • [(3,4-Dihydroxy-2-anthraquinonyl)methyl]iminod
  • 1,2-dihydroxy-anthrachinon-3-methylen-iminodiessigsaeure
  • Alizarin Fluorine Blue test solution(ChP)
  • 2-[carboxymethyl-[(3,4-dihydroxy-9,10-dioxo-2-anthracenyl)methyl]amino]acetic acid
  • ALIZARIN COMPLEXONE
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  • alizarinefluorineblue
  • Alizarinfluorinbiue
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  • glycine,n-(carboxymethyl)-n-[(9,10-dihydro-3,4-dihydroxy-9,10-dioxo-2-anthrace
  • N-(carboxymethyl)-N-[(9,10-dihydro-3,4-dihydroxy-9,10-dioxo-2-anthracenyl)methyl]-Glycine
  • 3,4-DIHYDROXYANTHRAQUINON-2-YL-METHYLIMINO-DIACETIC ACID
  • 3-AMINOMETHYLALIZARIN-N,N-DIACETIC ACID
  • ALIZARIN FLUORINE BLUE
  • ALIZARIN COMPLEXON
  • ALIZARIN-3-METHYLAMINE-N,N-DIACETIC ACID
  • ALIZARIN-3-METHYLIMINO-DIACETIC ACID
  • ALIZARIN-3-METHYLIMINO-N,N-DIACETIC ACID
  • nyl)methyl]-
  • 3-[n,n-bis(carboxymethyl)aminomethyl]-1,2-dihydroxyanthraquinone
  • 1,2-DIHYDROXYANTHRAQUINONYL-3-METHYLAMINE-N,N-DIACETIC ACID
  • LABOTEST-BB LT00159926
  • Alizarin-3-methyliminodiacetic acid,3,4-Dihydroxyanthraquinon-2-yl-methylimino-diacetic acid, Alizarin Complexone, Alizarin Fluorine Blue
  • Alizarin fluorin blue
  • Alizarin CoMplexone, May cont. up to 10% water
  • Alizarin-3-methylimino-N,N-diacetic Acid 1,2-Dihydroxyanthraquinonyl-3-methylamine-N,N-diacetic Acid
  • Alizarin fluorine flue
  • 2,2'-(((3,4-dihydroxy-9,10-dioxo-9,10-dihydroanthracen-2-yl)Methyl)azanediyl)diacetic acid
  • Alizarin Complexone, may contain up to 10% water
  • 3,4-Dihydroxyanthraquinon-2-yl-methylimino-diacetic acid, Alizarin Fluorine Blue, Alizarin-3-methylamine-N,N-diacetic acid, Alizarin-3-methyliminodiacetic acid, (3,4-Dihydroxy-2-anthraquinonyl)methyliminodiacetic acid dihydrate
  • Alizarin Complexone(R) dihydrate
  • 3,4-Dihydroxyanthraquinon-2-yl-methylimino-diacetic acid, Alizarin Complexone(R), Alizarin Fluorine Blue
  • 2-[Carboxymethyl-[(3,4-dihydroxy-9,10-dioxoanthracen-2-yl)methyl]amino]acetic acid
  • 3-[Bis(carboxymethyl)aminomethyl]-1,2-dihydroxy-9,10-anthraquinone
  • ALC【Dotite】
  • (3,4-Dihydroxy-2-anthraquinonyl)methyliminodiacetic acid
  • dihydrate Alizarin fluorine
  • ALIZARIN COMPLEXONE DIHYDRATE, INDICATOR GRADE
  • 3-AMINOMETHYLALIZARIN-N,N-DIACETIC ACID DIHYDRATE R.G.FOR SPECTROPHOTO.DETERM.OF
  • AlizarineComplexone-(Alizarin-3-MethylIminodiaceticAcid)MetalIndicator
  • AlizarinComplexonDihydrate,IndicatorGrade
  • ALIZARIN COMPLEXONE GR
  • ALIZARIN FLUORINE BLUE 2-HYDRATE
  • ALIZARIN COMPLEXONE 2-HYDRATE
  • 3-(Aminomethyl)alizarindiacetic acid
  • 3-Alizarinmethylamine-N,N-diacetic acid
  • Alizarin complexone;3-Alizarinmethylamine-N,N-diacetic acid;Alizarin fluorine blue;3-(Aminomethyl)alizarindiacetic acid
  • 3-[N,N-Bis(carboxymethyl)aminomethyl]-1,2-dihydroxyanthraquinone (ALC)
  • Alizarin-3-methyliminodiacetic acid,IND
  • Glycine, N-(carboxymethyl)-N-[(9,10-dihydro-3,4-dihydroxy-9,10-dioxo-2-anthracenyl)methyl]-
  • Alizarin Fluorine Blue/Alizarin-3-methyliminodiacetic acid