CAS 3952-78-1 Alizarin-3-Methyliminodiacetic Acid

CAS 3952-78-1 Alizarin-3-methyliminodiacetic acid​
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Product Name:	ALIZARIN COMPLEXONE
Synonyms:	(((3,4-dihydroxy-2-anthraquinonyl)methyl)imino)di-aceticaci;[(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;Aizarin-3-methylamine-N,N-diaceticacid;Alizarincompiexone
CAS:	3952-78-1
MF:	C19H15NO8
MW:	385.32
EINECS:	223-544-2
Product Categories:	Photometric Reagents (Complexone);Analytical Chemistry;Anthraquinones;Chelating Reagents;Complexones;Hydroxyanthraquinones
Mol File:	3952-78-1.mol

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)

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 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.
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
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].