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| ALIZARIN COMPLEXONE Basic information |
| ALIZARIN COMPLEXONE Chemical 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 | 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) |
Hazard Codes | Xi | Risk Statements | 36/37/38 | Safety Statements | 24/25-36-26 | WGK Germany | 3 | RTECS | AH0585000 | TSCA | Yes | HS Code | 29225090 |
| ALIZARIN COMPLEXONE Usage And Synthesis |
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]. |
| ALIZARIN COMPLEXONE Preparation Products And Raw materials |
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