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Alizarin Complexone

Alizarin Complexone  Structure
CAS No.
3952-78-1
Chemical Name:
Alizarin Complexone
Synonyms
ALIZARIN COMPLEXON;ALIZARIN FLUORINE BLUE;ALC【Dotite】;nyl)methyl]-;cenyl)methyl)-;alizarinkomplexon;alizarinecomplexon;Alizarincompiexone;alizarinecomplexone;ALIZARIN COMPLEXONE
CBNumber:
CB9321290
Molecular Formula:
C19H15NO8
Molecular Weight:
385.32
MOL File:
3952-78-1.mol
Modify Date:
2024/1/17 10:13:17

Alizarin Complexone Properties

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
form Fine Powder
pka 1.71±0.10(Predicted)
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)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H302+H312+H332
Precautionary statements  P261-P264-P270-P271-P280-P301+P312+P330-P302+P352+P312+P362+P364-P304+P340+P312-P501
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  24/25-36-26
WGK Germany  3
RTECS  AH0585000
TSCA  Yes
HS Code  29225090
NFPA 704
0
1 0

Alizarin Complexone price More Price(7)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) A3882 Alizarin-3-methyliminodiacetic acid 3952-78-1 1G ₹7772.35 2022-06-14 Buy
Sigma-Aldrich(India) A3882 Alizarin-3-methyliminodiacetic acid 3952-78-1 5G ₹25622.78 2022-06-14 Buy
Sigma-Aldrich(India) A3882 Alizarin-3-methyliminodiacetic acid 3952-78-1 10G ₹47381.03 2022-06-14 Buy
TCI Chemicals (India) A3227 Alizarin Complexone 3952-78-1 1G ₹4700 2022-05-26 Buy
TCI Chemicals (India) A3227 Alizarin Complexone 3952-78-1 5G ₹11100 2022-05-26 Buy
Product number Packaging Price Buy
A3882 1G ₹7772.35 Buy
A3882 5G ₹25622.78 Buy
A3882 10G ₹47381.03 Buy
A3227 1G ₹4700 Buy
A3227 5G ₹11100 Buy

Alizarin Complexone Chemical Properties,Uses,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.

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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Central Drug House(P) Ltd. 91-11-49404040 New Delhi, India 6160 58 Inquiry
(((3,4-dihydroxy-2-anthraquinonyl)methyl)imino)di-aceticaci [(3,4-Dihydroxy-2-anthraquinonyl)methyl]iminod 1,2-dihydroxy-anthrachinon-3-methylen-iminodiessigsaeure ALIZARIN COMPLEXONE Aizarin-3-methylamine-N,N-diaceticacid Alizarincompiexone alizarinecomplexon alizarinecomplexone alizarinecomplexonedihydrate 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 alizarinefluorineblue Alizarinfluorinbiue alizarinkomplexon cenyl)methyl)- glycine,n-(carboxymethyl)-n-((9,10-dihydro-3,4-dihydroxy-9,10-dioxo-2-anthra 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-3-METHYLAMINE-N,N-DIACETIC ACID ALIZARIN-3-METHYLIMINO-DIACETIC ACID ALIZARIN-3-METHYLIMINO-N,N-DIACETIC ACID Alizarin Fluorine Blue test solution(ChP) 2-[carboxymethyl-[(3,4-dihydroxy-9,10-dioxo-2-anthracenyl)methyl]amino]acetic 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 ALIZARIN COMPLEXONE USP/EP/BP Alizarin complex indicator