N,N'-1,2-Ethandiylbis(N-(carboxymethyl)glycin,Dinatrium-Salz

Ethylenediaminetetraacetic Acid

HCID 6049CAS 139-33-3

Grundinformationen

Standard-SMILES
O=C(O)CN(CCN(CC(=O)O)CC(=O)O)CC(=O)O
InChIKey
KCXVZYZYPLLWCC-UHFFFAOYSA-N
Summenformel
C10H16N2O8
Durchschnittliche Molmasse
292,24 g/mol
Monoisotopische Masse
292,09066547

Namen und Bezeichner

Bevorzugter Name
Ethylenediaminetetraacetic Acid
IUPAC
2-[2-[bis(carboxymethyl)amino]ethyl-(carboxymethyl)amino]acetic acid
Lokaler Name
N,N'-1,2-Ethandiylbis(N-(carboxymethyl)glycin,Dinatrium-Salz
Englischer Name
Ethylenediaminetetraacetic acid disodium salt
Summenformel
C10H14N2Na2O8
Molmasse
336.21

Namen und Synonyme

EDTAEthylenediaminetetraacetic acidEdetic acid60-00-4EdathamilSequestrolHavidoteTitriplexCheeloxEDTA acidSequestrene aaVersene acid
Weitere Namen anzeigen
EDTA-2NADISODIUM EDTADISODIUM EDETATEETAEDETATE DISODIUMEDTA DISODIUMEDTA DISODIUM SALTTITRIPLEX IIIDISODIUM ETHYLENEDIAMINETETRAACETATEEDTA NA2
Trilon BSGluma cleanserSequestric acidWarkeelate acidKomplexon iiTetrine acidQuastal SpecialMetaquest A

Datenbank-Bezeichner

CAS
139-33-3、60-00-4、62-33-9、6381-92-6、64-02-8、688-55-1
PubChem CID
6049
DTXSID
DTXSID6022977
ChEMBL
CHEMBL858
ChEBI
CHEBI:4735
UNII
9G34HU7RV0
EC Number
200-449-4、613-386-6
Nikkaji
J4.406G

Eigenschaften

Berechnete Struktureigenschaften

XLogP
-5,9
Polarare Oberfläche (TPSA)
156 Ų
H-Brücken-Donoren
4
H-Brücken-Akzeptoren
10
Frei drehbare Bindungen
11
Schwere Atome
20

Experimentelle und physikochemische Eigenschaften

LogP · 3 Einträge

-2.6

-2.6

-3.34 (calculated)

Density · 2 Einträge

0.86 at 68 °F (USCG, 1999) - Less dense than water; will float

Relative density (water = 1): 0.86

Color/Form · 3 Einträge

Crystals from water

Colorless crystals

White crystalline powder

Solubility · 6 Einträge

1000000

SOL IN SOLN OF ALKALI HYDROXIDES

Insoluble in common organic solvents

In water, 1,000 mg/L at 25 °C

9.26e+00 g/L

Solubility in water, g/100ml at 20 °C: 0.05 (very poor)

Flash PointFlash point is> 100 °C,
Decomposition · 4 Einträge

When heated to decomp it emits toxic fume of /nitrogen oxides/.

Disodium EDTA decomposes at 252 °C.

When heated to decomposition it emits toxic fumes of /nitrogen oxides and sodium oxides/.

220-245 °C

Physikochemische Eigenschaften

Schmelzpunkt
248 °C · 248 °C (dec.)(lit.)
Siedepunkt
100 °C · >100 °C
Dichte
1.01 g/mL · 1.01 g/mL at 25 °C
Dampfdruck
0 Pa · 0Pa at 25℃
Brechungsindex
20 · n20/D 1.363
storage temp.
2 · 2-8°C

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 6 Einträge

Warning

H319: Causes serious eye irritation [Warning Serious eye damage/eye irritation]

P264+P265, P280, P305+P351+P338, and P337+P317 (click each P-code to see the statement)

This chemical does not meet GHS hazard criteria for 0.4% (6 of 1452) of reports.

Gefahrenhinweise

Regulatory Information · 6 Einträge

Chemical: Glycine, N,N'-1,2-ethanediylbis[N-(carboxymethyl)-

Chemical: Glycine, N,N′-1,2-ethanediylbis[N-(carboxymethyl)-, sodium salt (1:2)

Glycine, N,N'-1,2-ethanediylbis[N-(carboxymethyl)-, sodium salt (1:2) is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Glycine, N,N'-1,2-ethanediylbis[N-(carboxymethyl)-, sodium salt (1:2) are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Glycine, N,N'-1,2-ethanediylbis[N-(carboxymethyl)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Glycine, N,N'-1,2-ethanediylbis[N-(carboxymethyl)- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 14-04-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/14698;Status: Active Update: 25-02-2016 https://echa.europa.eu/registration-dossier/-/registered-dossier/7894

Disodium EDTA: Does not have an individual approval but may be used under an appropriate group standard

Other Safety Information · 2 Einträge

IMAP assessments - Glycine, N,N'-1,2-ethanediylbis[N-(carboxymethyl)-, disodium salt: Human health tier I assessment

IMAP assessments - Glycine, N,N'-1,2-ethanediylbis[N-(carboxymethyl)-: Human health tier I assessment

Fire HazardsCombustible. Gives off irritating or toxic fumes (or gases) in a fire. Finely dispersed particles form explosive mixtures in air.
Hazards Summary · 2 Einträge

Can cause burns to skin and eyes; [CAMEO] Potential skin sensitizer; [HSDB] Has reproductive toxicity in animal studies; May cause kidney damage after chronic exposure; A skin and eye irritant; [MSDSonline] See Tetrasodium EDTA.

Causes convulsions in oral lethal-dose studies of rats; Causes other changes of the liver and kidney in 30-day intermittent oral studies of rabbits; [RTECS] Acceptable daily intake (ADI) of 0-2.5 mg/kg; [JECFA] A mild irritant; [Mallinckrodt Baker MSDS] See Edetic acid.

FDA RequirementsThe Approved Drug Products with Therapeutic Equivalence Evaluations identifies discontinued drug products. Edetate disodium is included on this list.
Reactive GroupAcids, Carboxylic;Amines, Phosphines, and Pyridines

Sicherheit und Schutzausrüstung

Fire FightingUse water spray, foam, carbon dioxide, powder.
First Aid Measures · 4 Einträge

Fresh air, rest.

Rinse skin with plenty of water or shower.

Rinse with plenty of water (remove contact lenses if easily possible).

Rinse mouth. Give one or two glasses of water to drink.

Safe StorageSeparated from strong oxidants, metals and food and feedstuffs.
Fire Fighting Procedures · 4 Einträge

This chemical is a combustible solid. It does not easily ignite. Use dry chemical, carbon dioxide, water spray, or alcohol or polymer foam extinguishers. ...

If material on fire or involved in fire: Do not extinguish fire unless flow can be stopped. Use water in flooding quantities as fog. Solid streams of water may be ineffective. Cool all affected containers with flooding quantities of water. Apply water from as far a distance as possible. Use "alcohol" foam, dry chemical or carbon dioxide.

Water spray, dry chemical, carbon dioxide, or foam as appropriate for surrounding fire and materials.

This material is assumed to be combustible. As with all dry powders, it is advisable to ground mechanical equipment in contact with dry material to dissipate the potential buildup of static electricity.

Storage Conditions · 3 Einträge

Chelating agents, by their very nature, tend to be corrosive to metals such as copper, zinc, and iron. The alkaline salts corrode aluminum severely, and contact with these salts should be avoided. Stainless steel and most polymers or coatings that are able to withstand dilute alkali are acceptable as construction materials. Solid chelating agents should be stored in a cool, dry place to avoid caking. /Chelating agents/

Store at 25 °C (77 °F) with excursions permitted between 15 to 30 °C (59 to 86 °F).

Store in tight container as defined in the USP-NF. This material should be handled and stored per label instructions to ensure product integrity. Store in a refrigerator.

Cleanup Methods · 4 Einträge

Environmental considerations: Land spill: Dig a pit, pond, lagoon, holding area to contain liquid or solid material. /SRP: If time permits, pits, ponds, lagoons, soak holes, or holding areas should be sealed with an impermeable flexible membrane liner./ Dike surface flow using soil, sand bags, foamed polyurethane, or foamed concrete. Absorb bulk liquid with fly ash or cement powder. Neutralize with sodium bisulfate (NaHSO4).

Environmental considerations: Air spill: Apply water spray or mist to knock down vapors. Vapor knockdown water is corrosive or toxic and should be diked for containment.

Environmental considerations: Water spill: Use natural barriers or oil spill control booms to limit spill travel. Use surface active agent (e.g., detergent, soaps, alcohols), if approved by EPA. Inject "universal" gelling agent to solidify encircled spill and increase effectiveness of booms. Add sodium bisulfate (NaHSO4). If dissolved, in region of 10 ppm or greater concentration, apply activated carbon at ten times the spilled amount. Use mechanical dredges or lifts to remove immobilized masses of pollutants and precipitates.

Wear approved respiratory protection, chemically compatible gloves, and protective clothing. Wipe up spillage or collect spillage using a high-efficiency vacuum cleaner. Avoid breathing dust. Place spillage in appropriately labeled container for disposal. Wash spill site.

Toxikologische Informationen

Interactions · 6 Einträge

Total myocardial calcium content of rats treated with adriamycin was very high. Treatment with EDTA decreased calcium levels almost to normal values; however the histological adriamycin-induced cardiac alterations were not prevented.

The effect of EDTA (ethylenediaminetetraacetate) on the antimicrobial activity of 10% sodium sulfacetamide solutions was evaluated in this study by kill rate and minimum /inhibitory/ concentration (mic). EDTA improves the kill rate, but not the mic, for the pseudomonas, serratia, and candida species regardless of the preservative.

... Increased absorption of drugs ... occurs in presence of ... ethylenediaminetetraacetic acid (EDTA). When given orally ... (100-500 mg/kg in rats), the chelator increased ... /the/ rate of absorption of heparin, sulfopolyglucin, mannitol, inulin, decamethonium, sulfanilic acid ... Phenol red, all lipid-insoluble substances which ordinarily are poorly absorbed from GI tract. The wide variety of the chemical structures of these suggests that the chelating agent is acting in a nonspecific way and is not affecting the physical or chemical state of the compounds within the intestine ... /there is/ direct evidence that EDTA acts by increasing the permeability of the intestinal epithelium ... Perhaps EDTA alters permeability by increasing the size of the membrane pores or by widening the spaces between the epithelial cells through the removal of calcium ions.

The effects of EDTA on contractile responses of hamster cremaster arterioles and rat aortic strips to epinephrine (EPI) or norepinephrine (NOR) were examined. Comparable contractile responses were elicited by lower EPI or NOR concentration in presence than in absence of EDTA. Individual responses were maintained in the presence of EDTA but rapidly declined if EDTA was not present. Apparently, oxidation of EPI and NOR reduces apparent vascular reactivity and EDTA prevents or delays the reduction.

For more Interactions (Complete) data for ETHYLENEDIAMINE TETRAACETIC ACID (8 total), please visit the HSDB record page.

/Investigators/ reported that Disodium EDTA (10 mg/mL) increased the intestinal absorption of neutral, basic, and acidic compounds in the male Sprague-Dawley rat. The chelating agent increased the absorption of (14)C-mannitol and (14)C-inulin from <2% to 7%-b 1%, the absorption of (14)C-N-methyldecamethonium from 2%-3% to 11%-15%, and the absorption of sulfanilic acid from 11%-14% to 26%-32%. Plasma concentrations of the drugs were increased as much as five- or sixfold, compared to controls.

Ecotoxicity Values · 5 Einträge

LC50; Species: Daphnia magna (Water flea); Conditions: static; Concentration: 625 mg/L for 24 hr /formulated product/

LC50; Species: Lepomis macrochirus (Bluegill); Conditions: static, pH 3.7; Concentration: 159 mg/L for 96 hr; 96 hr No Observed Effect Concentration: 100 mg/L

LC50; Species: Lepomis macrochirus (Bluegill) weight 0.74 (0.62-1.28) g, length 34 (28-38) mm; Conditions: static; Concentration: 41 mg/L for 96 hr (95% confidence interval: 34-62 mg/L) /99.33 % a.i., Versene Acid/

LC50; Species: Ictalurus punctatus (Channel catfish) fingerling, length 2-3 in; Conditions: static; Concentration: >500 mg/L for 1, 2 hr; static /Versene acid/

For more Ecotoxicity Values (Complete) data for ETHYLENEDIAMINE TETRAACETIC ACID (10 total), please visit the HSDB record page.

Environmental Fate · 3 Einträge

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 313(SRC), determined from a structure estimation method(2), indicates that ethylenediamine tetraacetic acid is expected to have moderate mobility in soil(SRC). The pKa of ethylenediamine tetraacetic acid is 0.26(3), indicating that this compound will exist almost entirely in anion form in the environment and anions generally do not adsorb more strongly to soils containing organic carbon and clay than their neutral counterparts(4). Volatilization of ethylenediamine tetraacetic acid from moist soil surfaces is not expected to be an important fate process(SRC) given its pKa(3). Ethylenediamine tetraacetic acid is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 1.5X10-12 mm Hg at 25 °C(4). A 0% of theoretical BOD using activated sludge in the Japanese MITI test(5) suggests that biodegradation is not important in soil(SRC).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 313(SRC), determined from a structure estimation method(2), indicates that ethylenediamine tetraacetic acid is expected to adsorb to suspended solids and sediment(SRC). A pKa of 0.26(3) indicates ethylenediamine tetraacetic acid will exist almost entirely in the anion form at pH values of 5 to 9 and therefore volatilization from water surfaces is not expected to be an important fate process(SRC). According to a classification scheme(4), an estimated BCF of 3(SRC), from an estimated log Kow of -3.86(5) and a regression-derived equation(6), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Ethylenediamine tetraacetic acid was poorly biodegraded anaerobically(7). Photodegradation half-lives of ethylenediamine tetraacetic acid in lake water at pH 3.1 and 6.5 are reported as 31.1 and 56.8 minutes, respectively(8). Ethylenediamine tetraacetic acid is not expected to undergo hydrolysis in the environment due to lack of functional groups that hydrolyze under environmental conditions(9).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), ethylenediamine tetraacetic acid, which has a vapor pressure of 1.5X10-12 mm Hg at 25 °C(2), is expected to exist solely in the particulate phase in the ambient atmosphere. Particulate-phase ethylenediamine tetraacetic acid may be removed from the air by wet or dry deposition(SRC).

Adverse Effects · 2 Einträge

Dermatotoxin - Skin burns.

There are multiple adverse effects related to the use of EDTA. These side effects are dependent on various factors, including dosage, renal function, and frequency of administration. The most commonly recognized adverse effect is renal toxicity. The toxic effects can manifest as acute tubular necrosis, renal failure, anuria, and proteinuria. Both intramuscular and intravenous routes of administration were shown to increase blood urea nitrogen in more than 25% of patients.;Additionally, calcium EDTA has a strong affinity for zinc, which can lead to a zinc deficiency. The amount of zinc lost from the body was shown to be negatively correlated with weight. A study assessing the efficacy of calcium disodium edetate found that smaller children were losing a larger proportion of zinc than larger children. The study further reinforced the need to monitor levels of zinc during chelation therapy.;Other side effects include fever, nausea, vomiting, chills, fatigue, arthralgia, hypotension, arrhythmias, acute tubular necrosis, proteinuria, tremors, headache, cheilosis, bone marrow depression, anemia, and hypercalcemia. Pain at the injection site is a common adverse drug reaction of intramuscular administration.;Administration of edetate calcium disodium must be carefully distinguished from the administration of edetate disodium. Edetate disodium is similar in structure to edetate calcium disodium; however, it is not complexed with calcium. This minor difference protects serum levels of calcium and avoids life-threatening hypocalcemia. Cases have been reported where patients who were incorrectly given edetate disodium had seizures and cardiac arrest.

Exposure Routes · 2 Einträge

The substance can be absorbed into the body by inhalation of dust, by inhalation of its aerosol and by ingestion.

Poorly absorbed from the gastrointestinal tract. Well absorbed following intramuscular injection.

Toxicity Summary · 4 Einträge

Safe in the present practices of use and concentration. Ingredient, concentration, and use information are available in documents discoverable at https://cir-reports.cir-safety.org

Safe in the present practices of use and concentration. Ingredient, concentration, and use information are available in documents discoverable at https://cir-reports.cir-safety.org

Currently, no antidotes are available for EDTA. In patients who have cerebral edema, increases in intracranial pressure should be treated immediately with osmotic agents. Patients with nephrotoxicity should be given fluids to ensure hydration and be monitored for urine output. Renal function should be continuously monitored even after the development of toxicity. Overall, patients who develop signs or symptoms of toxicity should immediately be discontinued from the drug.

The pharmacologic effects of edetate calcium disodium are due to the formation of chelates with divalent and trivalent metals. A stable chelate will form with any metal that has the ability to displace calcium from the molecule, a feature shared by lead, zinc, cadmium, manganese, iron and mercury. The amounts of manganese and iron metabolized are not significant. Copper is not mobilized and mercury is unavailable for chelation because it is too tightly bound to body ligands or it is stored in inaccessible body compartments. The excretion of calcium by the body is not increased following intravenous administration of edetate calcium disodium, but the excretion of zinc is considerably increased.

Regulatorische Informationen

Regulatory Information · 6 Einträge

Chemical: Glycine, N,N'-1,2-ethanediylbis[N-(carboxymethyl)-

Chemical: Glycine, N,N′-1,2-ethanediylbis[N-(carboxymethyl)-, sodium salt (1:2)

Glycine, N,N'-1,2-ethanediylbis[N-(carboxymethyl)-, sodium salt (1:2) is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Glycine, N,N'-1,2-ethanediylbis[N-(carboxymethyl)-, sodium salt (1:2) are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Glycine, N,N'-1,2-ethanediylbis[N-(carboxymethyl)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Glycine, N,N'-1,2-ethanediylbis[N-(carboxymethyl)- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 14-04-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/14698;Status: Active Update: 25-02-2016 https://echa.europa.eu/registration-dossier/-/registered-dossier/7894

Disodium EDTA: Does not have an individual approval but may be used under an appropriate group standard

FDA RequirementsThe Approved Drug Products with Therapeutic Equivalence Evaluations identifies discontinued drug products. Edetate disodium is included on this list.
FIFRA Requirements · 4 Einträge

As the federal pesticide law FIFRA directs, EPA is conducting a comprehensive review of older pesticides to consider their health and environmental effects and make decisions about their continued use. Under this pesticide reregistration program, EPA examines newer health and safety data for pesticide active ingredients initially registered before November 1, 1984, and determines whether the use of the pesticide does not pose unreasonable risk in accordance to newer saftey standards, such as those described in the Food Quality Protection Act of 1996. Pesticides for which EPA had not issued Registration Standards prior to the effective date of FIFRA '88 were divided into three lists based upon their potential for human exposure and other factors, with List B containing pesticides of greater concern than those on List C, and with List C containing pesticides of greater concern than those on List D. Ethylenediaminetetraacetic acid is found on List D. Case No: 4036; Pesticide type: insecticide fungicide, herbicide, antimicrobial; Case Status: None of the active ingredients in the case are being supported for reregistration by their registrants. All are unsupported, or some are unsupported and some are cancelled. Cases described as "unsupported" generally are being processed for cancellation.; Active ingredient (AI): ethylenediaminetetraacetic acid; AI Status: The active ingredient is no longer contained in any registered products ... "cancelled."

Residues of the following chemical substances are exempted from the requirement of a tolerance when used in accordance with good manufacturing practice as ingredients in an antimicrobial pesticide formulation, provided that the substance is applied on a semi-permanent or permanent food-contact surface (other than being applied on food packaging) with adequate draining before contact with food. ... (b) The following chemical substances when used as ingredients in an antimicrobial pesticide formulation may be applied to: Dairy processing equipment, and food-processing equipment and utensils. Ethylenediaminetetraacetic acid (EDTA), disodium salt is included on this list. Limit: When ready for use, the end-use concentration is not to exceed 1400 ppm.

Residues of the following chemical substances are exempted from the requirement of a tolerance when used in accordance with good manufacturing practice as ingredients in an antimicrobial pesticide formulation, provided that the substance is applied on a semi-permanent or permanent food-contact surface (other than being applied on food packaging) with adequate draining before contact with food. ... (c) The following chemical substances when used as ingredients in an antimicrobial pesticide formulation may be applied to: Food-processing equipment and utensils. Ethylenediaminetetraacetic acid (EDTA), disodium salt is included on this list. Limit: When ready for use, the end-use concentration is not to exceed 1400 ppm.

As the federal pesticide law FIFRA directs, EPA is conducting a comprehensive review of older pesticides to consider their health and environmental effects and make decisions about their continued use. Under this pesticide reregistration program, EPA examines newer health and safety data for pesticide active ingredients initially registered before November 1, 1984, and determines whether the use of the pesticide does not pose unreasonable risk in accordance to newer saftey standards, such as those described in the Food Quality Protection Act of 1996. Pesticides for which EPA had not issued Registration Standards prior to the effective date of FIFRA '88 were divided into three lists based upon their potential for human exposure and other factors, with List B containing pesticides of greater concern than those on List C, and with List C containing pesticides of greater concern than those on List D. Ethylenediaminetetraacetic acid, disodium salt is found on List D. Case No: 4036; Pesticide type: insecticide, fungicide, herbicide, antimicrobial; Case Status: None of the active ingredients in the case are being supported for reregistration by their registrants. All are unsupported, or some are unsupported and some are cancelled. Cases described as "unsupported" generally are being processed for cancellation.; Active ingredient (AI): Ethylenediaminetetraacetic acid, disodium salt; AI Status: The active ingredient is no longer contained in any registered products ... "cancelled."

CERCLA Reportable Quantities · 1 Eintrag

Persons in charge of vessels or facilities are required to notify the National Response Center (NRC) immediately, when there is a release of this designated hazardous substance, in an amount equal to or greater than its reportable quantity of 5000 lb or 2270 kg. The toll free number of the NRC is (800) 424-8802. The rule for determining when notification is required is stated in 40 CFR 302.4 (section IV. D.3.b).

Clean Water Act Requirements · 1 Eintrag

Ethylenediamine tetraacetic acid is designated as a hazardous substance under section 311(b)(2)(A) of the Federal Water Pollution Control Act and further regulated by the Clean Water Act Amendments of 1977 and 1978. These regulations apply to discharges of this substance. This designation includes any isomers and hydrates, as well as any solutions and mixtures containing this substance.

Sicherheitsdaten

wgk
2
tsca
TSCA listed
hs_code
29224999
RTECS-Nr.
AH4410000
risk_code
36/38-36/37/38-22-34-21/22
Toxizität
mouse,LD50,intraperitoneal,260mg/kg (260mg/kg),Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 52, Pg. 126S, 1956.

Chemie und Industrie

Pharmakologische Informationen

Pharmacodynamics · 1 Eintrag

Edetate calcium is a heavy metal chelating agent. The calcium in edetate calcium can be displaced by divalent or trivalent metals to form a stable water soluble complex that can be excreted in the urine. In theory, 1 g of edetate calcium can theoretically bind 620 mg of lead, but in reality only about 5 mg per gram is actually excreted into the urine in lead poisoned patients. In addition to chelating lead, edetate calcium also chelates and eliminates zinc from the body. Edetate calcium also binds cadmium, copper, iron and manganese, but to a much lesser extent than either lead or zinc. Edetate calcium is relatively ineffective for use in treating mercury, gold or arsenic poisoning.

Mechanism of Action · 4 Einträge

The pharmacologic effects of edetate calcium disodium are due to the formation of chelates with divalent and trivalent metals. A stable chelate will form with any metal that has the ability to displace calcium from the molecule, a feature shared by lead, zinc, cadmium, manganese, iron and mercury. The amounts of manganese and iron metabolized are not significant. Copper is not mobilized and mercury is unavailable for chelation because it is too tightly bound to body ligands or it is stored in inaccessible body compartments. The excretion of calcium by the body is not increased following intravenous administration of edetate calcium disodium, but the excretion of zinc is considerably increased.

Effects on rat liver glucocorticoid receptor in vitro was studied. At 4 °C, 10 mmole EDTA had a stablizing effect on unbound hepatic glucocorticoid receptors. Apparently, endogenous metal ions are involved in the processes of glucocorticoid-receptor complex stabilization and transformation.

Edetate disodium injection forms chelates with the cations of calcium and many divalent and trivalent metals. Because of its affinity for calcium, edetate disodium will produce a lowering of the serum calcium level during intravenous infusion. Slow infusion over a protracted period may cause mobilization of extracirculatory calcium stores. Edetate disodium exerts a negative inotropic effect upon the heart.

Edetate disodium likewise forms chelates with other polyvalent metals and produces increases in urinary excretion of magnesium, zinc and other trace elements. It does not form a chelate with potassium but may reduce the serum level and increase urinary loss of potassium.

Biological Half-Life · 3 Einträge

The half life of edetate calcium disodium is 20 to 60 minutes.

... About 50% of EDTA admin iv is excreted within 1 hr and 90% within 7 hr. ...

After intravenous administration, the chelate formed is excreted in the urine with 50% appearing in 1 hour and over 95% in 24 hours.

Metabolism/Metabolites · 3 Einträge

Almost none of the compound is metabolized.

EDTA is reportedly eliminated essentially unchanged.

Almost none of the compound is metabolized.

FDA Pharmacological Classification · 6 Einträge

9G34HU7RV0

EDETIC ACID

Mechanisms of Action [MoA] - Lead Chelating Activity

Established Pharmacologic Class [EPC] - Lead Chelator

Established Pharmacologic Class [EPC] - Anti-coagulant

Physiologic Effects [PE] - Decreased Coagulation Factor Activity

MeSH Pharmacological Classification · 3 Einträge

Agents that prevent BLOOD CLOTTING.

Substances used in the processing or storage of foods or animal feed including ANTIOXIDANTS; FOOD PRESERVATIVES; FOOD COLORING AGENTS; FLAVORING AGENTS; ANTI-INFECTIVE AGENTS; EXCIPIENTS and other similarly used substances. Many of the same substances are used as PHARMACEUTIC AIDS.

Substances that bind to and sequester CALCIUM ions.

Verwendung und Herstellung

Uses · 6 Einträge

CIR ingredient: Disodium EDTA

CIR ingredient: EDTA

Used in chemical analysis and to make detergents; [CAMEO] Used therapeutically as a metal chelating agent; Also used as a food preservative, blood anticoagulant, and a chelating agent in personal care products and in the pulp and paper industry; [Merck Index, 3517] Used therapeutically to remove (chelate) metal ions in the body; [HSDB] Used in photography (color developing baths) and holography; [www.ci.tucson.az.us/arthazards/medium.html]

Pulp and Paper Processing [Category: Industry];Photographic Processing [Category: Other]

Formerly registered in the US for use as a disinfectant and component of contact lens solutions; [NPIRS] Used as a preservative, color retention agent, antioxidant, flavoring agent for foods, anticoagulant for blood collection, and chelating agent in personal care products; Also used in the pulp and paper industry, in laboratory titrimetric analysis of metals, and as a therapeutic chelating agent; [Merck Index] Used in the agricultural, chemical, paper-pulp-board, textile processing, detergent, and cosmetics industries; Used as a cleaning/washing agent, disinfectant, coloring agent, complexing agent, stabilizer, and micro-nutrient; [IUCLID]

Pulp and Paper Processing [Category: Industry];Using Disinfectants or Biocides [Category: Clean];Textiles (Printing, Dyeing, or Finishing) [Category: Industry]

Impurities · 3 Einträge

Salts of NTA, N-(carboxymethyl) glycine, and of glycine ... Glycolic acid salts are formed from the reaction of sodium cyanide and formaldehyde.

Very small amounts of the impurity, nitrilotriacetate, can be found in EDTA. Nitrilotriacetate is a potential oral carcinogen in rats in large doses. This is not a concern for human exposure given the low concentrations of use of EDTA and the poor dermal absorption of EDTA. Also, although nitrilotriacetate is readily absorbed from the GI tract of the rat, it is poorly absorbed in man.

Disodium EDTA is not expected to contain pesticides, 1,4-dioxane, free ethylene oxide, monochloroacetic acid, sulfite, organic solvents, nitrosamines, or other substances. The maximum concentration of heavy metals and formaldehyde is 10 ppm and 100 ppm, respectively.

U.S. Exports · 3 Einträge

(1978) No Data

(1982) No Data

(1987) No Data

U.S. Imports · 3 Einträge

(1978) No Data

(1982) No Data

(1987) No Data

U.S. Production · 6 Einträge

2023: 4,000,000 - <5,500,000 lb;2022: 2,500,000 - <4,000,000 lb;2021: 4,000,000 - <5,500,000 lb;2020: 4,000,000 - <5,500,000 lb

2023: 25,000,000 - <40,000,000 lb;2022: 40,000,000 - <55,000,000 lb;2021: 40,000,000 - <55,000,000 lb;2020: 40,000,000 - <55,000,000 lb

(1979) 4.49X10+9 G

(1982) 2.82X10+9 G

(1985) 4.49X10+9 g

Glycine, N,N'-1,2-ethanediylbis[N-(carboxymethyl)- is listed as a High Production Volume (HPV) chemical (65FR81686). Chemicals listed as HPV were produced in or imported into the U.S. in >1 million pounds in 1990 and/or 1994. The HPV list is based on the 1990 Inventory Update Rule. (IUR) (40 CFR part 710 subpart B; 51FR21438).[EPA/Office of Pollution Prevention and Toxics; High Production Volume (HPV) Challenge Program. Glycine, N,N'-1,2-ethanediylbis

Consumer Uses · 2 Einträge

Chelating agent;Ion exchange agent

Binder;Ion exchange agent;Not Known or Reasonably Ascertainable;Soil amendments (fertilizers);Chelating agent

Anwendungen · 1 Eintrag

VerwendenEthylenediaminetetraacetic acid disodium salt is widely used in textile industry. Usually applied to dissolve limescale. It is applied in textile industry, pulp and paper industry and also in chelation therapy. In cosmetics, it acts as a sequestering agent. It acts as a corrosion inhibitor to carbon steel in the industries. It also acts as a food additive.

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Ergänzende Hinweise

DefinitionChEBI: An organic sodium salt that is the anhydrous form of the disodium salt of ethylenediaminetetraacetic acid (EDTA).

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