Edetic Acid

Base Information

• Chemical Name: Edetic Acid
• CAS No.: 60-00-4
• Deprecated CAS: 13440-78-3,161122-33-4,20539-27-9,26627-46-3,30485-87-1,30485-88-2,30485-90-6,32757-10-1,94108-75-5,402925-67-1,675141-16-9,1586747-13-8,1799367-75-1,2024587-69-5,161122-33-4,20539-27-9,26627-46-3,30485-87-1,30485-88-2,30485-90-6,32757-10-1,402925-67-1,94108-75-5
• Molecular Formula: C10H16N2O8
• Molecular Weight: 292.246
• Hs Code.: 2921219000
• European Community (EC) Number: 200-529-9,200-449-4
• ICSC Number: 0886
• UN Number: 3077
• UNII: 9G34HU7RV0
• DSSTox Substance ID: DTXSID6022977
• Nikkaji Number: J4.406G
• Wikipedia: Ethylenediaminetetraacetic_acid,Sodium_calcium_edetate
• Wikidata: Q408032
• NCI Thesaurus Code: C334,C61741,C61742
• RXCUI: 1903,3755,3539
• Metabolomics Workbench ID: 43228
• ChEMBL ID: CHEMBL858
• Mol file: 60-00-4.mol

Synonyms:Acid, Edetic;Acid, Ethylenediaminetetraacetic;Acid, Ethylenedinitrilotetraacetic;Calcitetracemate, Disodium;Calcium Disodium Edetate;Calcium Disodium Versenate;Calcium Tetacine;Chelaton 3;Chromium EDTA;Copper EDTA;Coprin;Dicobalt EDTA;Dinitrilotetraacetate, Disodium Ethylene;Dinitrilotetraacetate, Ethylene;Disodium Calcitetracemate;Disodium EDTA;Disodium Ethylene Dinitrilotetraacetate;Disodium Versenate, Calcium;Distannous EDTA;Edathamil;Edetate Disodium Calcium;Edetate, Calcium Disodium;Edetates;Edetic Acid;Edetic Acid, Calcium Salt;Edetic Acid, Calcium, Sodium Salt;Edetic Acid, Chromium Salt;Edetic Acid, Dipotassium Salt;Edetic Acid, Disodium Salt;Edetic Acid, Disodium Salt, Dihydrate;Edetic Acid, Disodium, Magnesium Salt;Edetic Acid, Disodium, Monopotassium Salt;Edetic Acid, Magnesium Salt;Edetic Acid, Monopotassium Salt;Edetic Acid, Monosodium Salt;Edetic Acid, Potassium Salt;Edetic Acid, Sodium Salt;EDTA;EDTA, Chromium;EDTA, Copper;EDTA, Dicobalt;EDTA, Disodium;EDTA, Distannous;EDTA, Gallium;EDTA, Magnesium Disodium;EDTA, Potassium;EDTA, Stannous;Ethylene Dinitrilotetraacetate;Ethylene Dinitrilotetraacetate, Disodium;Ethylenediaminetetraacetic Acid;Ethylenedinitrilotetraacetic Acid;Gallium EDTA;Magnesium Disodium EDTA;N,N'-1,2-Ethanediylbis(N-(carboxymethyl)glycine);Potassium EDTA;Stannous EDTA;Tetacine, Calcium;Tetracemate;Versenate;Versenate, Calcium Disodium;Versene

Chemical Property of Edetic Acid

Chemical Property:

• Appearance/Colour: white crystals or powder
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 250 °C (dec.)(lit.)
• Refractive Index: n20/D 1.363
• Boiling Point: 614.2 °C at 760 mmHg
• Flash Point: 325.2 °C
• PSA: 155.68000
• Density: 1.566 g/cm³
• LogP: -2.07120
• Water Solubility.: 0.5 g/L (25℃)
• XLogP3: -5.9
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 11
• Exact Mass: 292.09066547
• Heavy Atom Count: 20
• Complexity: 316

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi:Irritant
• Statements: R36/37/38:
• Safety Statements: S26:; S37/39:

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Uses -> Chelating Agents,Metals -> Organic Acids,Metal Salts
• Canonical SMILES: C(CN(CC(=O)O)CC(=O)O)N(CC(=O)O)CC(=O)O
• Recent ClinicalTrials: Trial to Assess Chelation Therapy 2
• Recent EU Clinical Trials: EVALUATION OF RESPIRATORY MUSCLES` FUNCTION IN PATIENTS AFFECTED BY ALS WITH HEAVY METAL POISONING
• Inhalation Risk: A nuisance-causing concentration of airborne particles can be reached quickly.
• Effects of Short Term Exposure: The substance is irritating to the eyes.
• Medical Use and Chelating Properties: Edetic Acid (EDTA) is utilized as a medication for managing and treating heavy metal toxicity. It belongs to the chelating class of drugs and is effective in binding heavy metals, aiding in their removal from the body.
• Application in Psoriasis Treatment: EDTA has been studied for over 60 years in the context of psoriasis treatment. As a metal-chelating agent, it has shown promise in managing symptoms and understanding the condition better. It helps in reducing non-specific serum protein interactions in enzyme immunoassays and is utilized in immunoanalysis to detect specific cells, such as CD3 cells.
• Enzyme Analysis and Genetic Studies: EDTA plays a crucial role in analyzing enzymes involved in biochemical pathways related to psoriasis. It stabilizes enzymes extracted from psoriatic lesions, allowing for detailed enzymatic analysis. Additionally, EDTA blood samples have been used for genotyping studies to understand genetic correlations in psoriatic patients.
• Antioxidant Properties: Some researchers have explored the antioxidant properties of EDTA in combating psoriasis. This aspect adds to the multifaceted approach in utilizing EDTA for psoriasis management.
• Controversy in Regenerative Endodontic Procedures (REPs): The effects of EDTA on regenerative endodontic procedures are controversial. While EDTA aids in releasing growth factors from dentine, some studies show negative effects on cell behavior. However, the complementary use of EDTA may help reduce endotoxins in contaminated root canals and promote the exposure of bioactive molecules essential for pulp-dentine complex regeneration.

Technology Process of Edetic Acid

There total 20 articles about Edetic Acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.83%

1,2-dichloro-ethane (107-06-2,52399-93-6) + iminodiacetonitrile (628-87-5) → ethylenediaminetetraacetic acid (60-00-4,94108-75-5)

Guidance literature:

1,2-dichloro-ethane; iminodiacetonitrile; With calcium oxide; In 5,5-dimethyl-1,3-cyclohexadiene; at 105 - 115 ℃; for 9.5h; Large scale;

With sodium hydroxide; In water; at 70 - 80 ℃; for 9h; Reagent/catalyst; Solvent; Temperature; Large scale;

Reference yield: 95.81%

Diethyl iminodiacetate (6290-05-7) + 1,2-dichloro-ethane (107-06-2,52399-93-6) → ethylenediaminetetraacetic acid (60-00-4,94108-75-5)

Guidance literature:

Diethyl iminodiacetate; 1,2-dichloro-ethane; With sodium hydroxide; In toluene; at 80 - 90 ℃; for 9.5h;

With sodium hydroxide; In water; at 70 - 80 ℃; for 4.5h; Reflux;

Reference yield: 95.47%

1-Bromo-2-chloroethane (107-04-0) + iminodiacetonitrile (628-87-5) → ethylenediaminetetraacetic acid (60-00-4,94108-75-5)

Guidance literature:

1-Bromo-2-chloroethane; iminodiacetonitrile; With calcium oxide; In 5,5-dimethyl-1,3-cyclohexadiene; at 105 - 115 ℃; for 9h;

With sodium hydroxide; In water; at 70 - 80 ℃; for 8.5h;

upstream raw materials:

formaldehyd

hydrogen cyanide

ethylenediamine

sodium cyanide

Downstream raw materials:

N,N,N',N'-Tetrakis(cyclohexyl acetate)ethylenediamine

ethylenediaminetetraacetic acid tetraethyl ester

formaldehyd

carbon dioxide

Refernces

• 1、 -. "MAKING ETHYLENEDIAMINETETRAACETIC ACID". Paragraph 0047-0064. . Retrieved 2020/12/30.
• 2、 -. "Ethylenediamin four process for the production of acetic acid". Paragraph 0040-0042. . Retrieved 2017/01/23.