Identification
- Summary
Edetate disodium is a polyvalent ion chelator indicated for emergency treatment of hypercalcemia and digitalis toxicity associated ventricular arrhythmias.
- Brand Names
- Endrate
- Generic Name
- Edetate disodium anhydrous
Commonly known or available as Edetate disodium - DrugBank Accession Number
- DB14600
- Background
Edetate disodium anhydrous is a polyvalent chelating agent used to treat hypercalcemia and digitalis toxicity associated ventricular arrhythmias.1
- Type
- Small Molecule
- Groups
- Approved, Vet approved
- Structure
Structure for Edetate disodium anhydrous (DB14600)
- Weight
- Average: 336.2063
Monoisotopic: 336.054554784 - Chemical Formula
- C10H14N2Na2O8
- Synonyms
- Anhydrous disodium edetate
- Disodium EDTA, anhydrous
- Edetate disodium, anhydrous
- EDTA disodium salt (anhydrous)
Pharmacology
- Indication
Edetate disodium is indicated for emergency treatment of hypercalcemia and digitalis toxicity associated ventricular arrhythmias.2
Reduce drug development failure ratesBuild, train, & validate machine-learning modelswith evidence-based and structured datasets.Build, train, & validate predictive machine-learning models with structured datasets.- Associated Conditions
Indication Type Indication Combined Product Details Approval Level Age Group Patient Characteristics Dose Form Treatment of Hypercalcemia •••••••••••• ••••••••• Treatment of Arrhythmia of ventricular origin •••••••••••• ••••••••• - Contraindications & Blackbox Warnings
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Edetate disodium anhydrous is a polyvalent ion chelator that reduces blood concentrations of calcium or digitalis.2,3 It has a long duration of action as patients are generally given 1 daily dose.2,3 The therapeutic index is wide, as high doses are generally well tolerated.2,3 Patients should be counselled regarding the risk of postural hypotension, effects of myocardial contractility, hypokalemia, hypomagnesemia, and hypoglycemia.2,3
- Mechanism of action
Edetate disodium anhydrous chelates divalent and trivalent ions such as magnesium, zinc, and calcium.3 The chelate is excreted in the urine, reducing concentrations of these ions in the blood.3
Target Actions Organism ALead chelatorHumans UIron chelatorHumans UManganese cation chelatorHumans - Absorption
Not Available
- Volume of distribution
Data regarding the volume of distribution of edetate disodium anhydrous is not readily available.1
- Protein binding
Not Available
- Metabolism
- Route of elimination
After intravenous administration, 95% of the dose is recovered in the urine after 24 hours.2,3 Oral administration in rats leads to 5.3% recovery in urine and 88.5% recovery in feces.1
- Half-life
Not Available
- Clearance
The mean clearance of edetate in 1 month olds is 54.6mL/min/1.73m2.1 2-17 year olds have a mean clearance of 113.9 ± 24.4 mL/min/1.73m2.1
- Adverse Effects
Improve decision support & research outcomesWith structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates. View sample adverse effects data in our new Data Library!Improve decision support & research outcomes with our structured adverse effects data.- Toxicity
Patients experiencing an overdose may present with calcium deficiency.2 Treat overdose with symptomatic and supportive treatment, which may include intravenous calcium gluconate.2
- Pathways
- Not Available
- Pharmacogenomic Effects/ADRs
- Not Available
Interactions
- Drug Interactions
- This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Drug Interaction Integrate drug-drug
interactions in your softwareTechnetium Tc-99m oxidronate Edetate disodium anhydrous may decrease effectiveness of Technetium Tc-99m oxidronate as a diagnostic agent. - Food Interactions
- No interactions found.
Products
Drug product information from 10+ global regionsOur datasets provide approved product information including:dosage, form, labeller, route of administration, and marketing period.Access drug product information from over 10 global regions.- Product Ingredients
Ingredient UNII CAS InChI Key Edetate disodium 7FLD91C86K 6381-92-6 OVBJJZOQPCKUOR-UHFFFAOYSA-L - Active Moieties
Name Kind UNII CAS InChI Key Edetic acid unknown 9G34HU7RV0 60-00-4 KCXVZYZYPLLWCC-UHFFFAOYSA-N - Brand Name Prescription Products
Name Dosage Strength Route Labeller Marketing Start Marketing End Region Image Endrate Injection, solution 150 mg/1mL Intravenous UNSPECIFIED 2006-05-11 Not applicable US 
- Over the Counter Products
Name Dosage Strength Route Labeller Marketing Start Marketing End Region Image Clinplant Gel, dentifrice 24 g/100g Dental Nibec Co., Ltd 2018-06-20 Not applicable US Clinplant Floss Gel, dentifrice 17 g/100g Dental Nibec Co., Ltd 2018-06-20 2018-09-20 US - Mixture Products
Name Ingredients Dosage Route Labeller Marketing Start Marketing End Region Image Miin Foot Edetate disodium (0.05 g/100g) + Aloe vera leaf (0.5 g/100g) + Glycerin (8 g/100g) + Urea (4 g/100g) Liquid Topical Lydia Co., Ltd. 2019-08-22 Not applicable US Miracle FootCream Lavender Edetate disodium (0.05 g/100g) + Aloe vera leaf (0.5 g/100g) + Glycerin (8 g/100g) + Urea (4 g/100g) Cream Topical Aloe Vera Korea Co.,Ltd. 2019-08-22 Not applicable US Miracle FootCream Lemon Edetate disodium (0.05 g/100g) + Aloe vera leaf (0.5 g/100g) + Glycerin (8 g/100g) + Urea (4 g/100g) Cream Topical Aloe Vera Korea Co.,Ltd. 2022-03-29 Not applicable US รีเวทเทียร์ Edetate disodium (0.05 g) + Boric acid (0.19 g) + Sodium chloride (0.65 g) Liquid Ophthalmic บริษัท ยูเมด้า จำกัด 2015-05-25 2020-08-23 Thailand 
อลิซ คอมฟอร์ท มัลติ-เพอพัส โซลูชั่น Edetate disodium (0.1 g/100ml) + Boric acid (0.175 g/100ml) + Hypromellose (0.15 g/100ml) + Poloxamer 407 (0.05 g/100ml) + Polyaminopropyl biguanide (0.00015 g/100ml) + Sodium borate (0.079 g/100ml) + Sodium chloride (0.83 g/100ml) Solution Ophthalmic บริษัท อลิซไลฟ์ จำกัด จำกัด 2017-02-02 2020-09-29 Thailand - Unapproved/Other Products
Name Ingredients Dosage Route Labeller Marketing Start Marketing End Region Image Clinplant Edetate disodium (24 g/100g) Gel, dentifrice Dental Nibec Co., Ltd 2018-06-20 Not applicable US Clinplant Floss Edetate disodium (17 g/100g) Gel, dentifrice Dental Nibec Co., Ltd 2018-06-20 2018-09-20 US Miracle FootCream Lavender Edetate disodium (0.05 g/100g) + Aloe vera leaf (0.5 g/100g) + Glycerin (8 g/100g) + Urea (4 g/100g) Cream Topical Aloe Vera Korea Co.,Ltd. 2019-08-22 Not applicable US Miracle FootCream Lemon Edetate disodium (0.05 g/100g) + Aloe vera leaf (0.5 g/100g) + Glycerin (8 g/100g) + Urea (4 g/100g) Cream Topical Aloe Vera Korea Co.,Ltd. 2022-03-29 Not applicable US
Categories
- Drug Categories
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as tetracarboxylic acids and derivatives. These are carboxylic acids containing exactly four carboxyl groups.
- Kingdom
- Organic compounds
- Super Class
- Organic acids and derivatives
- Class
- Carboxylic acids and derivatives
- Sub Class
- Tetracarboxylic acids and derivatives
- Direct Parent
- Tetracarboxylic acids and derivatives
- Alternative Parents
- Alpha amino acids / Trialkylamines / Carboxylic acid salts / Amino acids / Carboxylic acids / Organopnictogen compounds / Organic zwitterions / Organic sodium salts / Organic oxides / Hydrocarbon derivatives show 1 more
- Substituents
- Aliphatic acyclic compound / Alpha-amino acid / Alpha-amino acid or derivatives / Amine / Amino acid / Amino acid or derivatives / Carbonyl group / Carboxylic acid / Carboxylic acid salt / Hydrocarbon derivative show 13 more
- Molecular Framework
- Aliphatic acyclic compounds
- External Descriptors
- organic sodium salt (CHEBI:64734)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- 8NLQ36F6MM
- CAS number
- 139-33-3
- InChI Key
- ZGTMUACCHSMWAC-UHFFFAOYSA-L
- InChI
- InChI=1S/C10H16N2O8.2Na/c13-7(14)3-11(4-8(15)16)1-2-12(5-9(17)18)6-10(19)20;;/h1-6H2,(H,13,14)(H,15,16)(H,17,18)(H,19,20);;/q;2*+1/p-2
- IUPAC Name
- disodium 2-({2-[bis(carboxymethyl)amino]ethyl}(carboxymethyl)amino)acetate
- SMILES
- [Na+].[Na+].OC(=O)CN(CCN(CC(O)=O)CC([O-])=O)CC([O-])=O
References
- General References
- Lanigan RS, Yamarik TA: Final report on the safety assessment of EDTA, calcium disodium EDTA, diammonium EDTA, dipotassium EDTA, disodium EDTA, TEA-EDTA, tetrasodium EDTA, tripotassium EDTA, trisodium EDTA, HEDTA, and trisodium HEDTA. Int J Toxicol. 2002;21 Suppl 2:95-142. doi: 10.1080/10915810290096522. [Article]
- Dailymed: Endrate Edetate Disodium Anhydrous Intravenous Injection (Discontinued) [Link]
- Medsafe New Zealand Approved Drug Products: Edetate Disodium Injection [Link]
- External Links
- KEGG Drug
- D03945
- PubChem Compound
- 8759
- ChemSpider
- 8429
- ChEBI
- 64734
- ChEMBL
- CHEMBL1749
- Wikipedia
- Ethylenediaminetetraacetic_acid
Clinical Trials
- Clinical Trials
Phase Status Purpose Conditions Count 3 Recruiting Treatment Critical Limb Ischemia (CLI) / Diabetes 1 1, 2 Terminated Diagnostic Kidney Diseases / Renal Insufficiency,Chronic 1
Pharmacoeconomics
- Manufacturers
- Not Available
- Packagers
- Not Available
- Dosage Forms
Form Route Strength Gel, dentifrice Dental 24 g/100g Gel, dentifrice Dental 17 g/100g Injection Intravenous Injection, solution Intravenous 150 mg/1mL Liquid Topical Cream Topical Liquid Ophthalmic Solution Ophthalmic - Prices
- Not Available
- Patents
- Not Available
Properties
- State
- Solid
- Experimental Properties
Property Value Source melting point (°C) 240 Lanigan, 2002 boiling point (°C) 252 Lanigan, 2002 - Predicted Properties
Property Value Source Water Solubility 72.0 mg/mL ALOGPS logP -1 ALOGPS logP -4.9 Chemaxon logS -0.67 ALOGPS pKa (Strongest Acidic) 2.35 Chemaxon pKa (Strongest Basic) 7.73 Chemaxon Physiological Charge -3 Chemaxon Hydrogen Acceptor Count 10 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 161.34 Å2 Chemaxon Rotatable Bond Count 11 Chemaxon Refractivity 84.02 m3·mol-1 Chemaxon Polarizability 25.41 Å3 Chemaxon Number of Rings 0 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon - Predicted ADMET Features
- Not Available
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
- Not Available
- Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 153.11674 predictedDeepCCS 1.0 (2019) [M+H]+ 155.47614 predictedDeepCCS 1.0 (2019) [M+Na]+ 161.56789 predictedDeepCCS 1.0 (2019)
Targets
Build, predict & validate machine-learning models
Use our structured and evidence-based datasets to unlock newinsights and accelerate drug research.
Use our structured and evidence-based datasets to unlock new insights and accelerate drug research.
Yes
Chelator
References
- Onnby L, Giorgi C, Plieva FM, Mattiasson B: Removal of heavy metals from water effluents using supermacroporous metal chelating cryogels. Biotechnol Prog. 2010 Sep-Oct;26(5):1295-302. doi: 10.1002/btpr.422. [Article]
- Chakraborty N, Banerjee A, Pal R: Accumulation of lead by free and immobilized cyanobacteria with special reference to accumulation factor and recovery. Bioresour Technol. 2011 Mar;102(5):4191-5. doi: 10.1016/j.biortech.2010.12.028. Epub 2010 Dec 13. [Article]
- Tian SK, Lu LL, Yang XE, Huang HG, Brown P, Labavitch J, Liao HB, He ZL: The impact of EDTA on lead distribution and speciation in the accumulator Sedum alfredii by synchrotron X-ray investigation. Environ Pollut. 2011 Mar;159(3):782-8. doi: 10.1016/j.envpol.2010.11.020. Epub 2010 Dec 18. [Article]
Unknown
Chelator
References
- Hasegawa H, Rahman IM, Kinoshita S, Maki T, Furusho Y: Separation of dissolved iron from the aqueous system with excess ligand. Chemosphere. 2011 Feb;82(8):1161-7. doi: 10.1016/j.chemosphere.2010.12.048. Epub 2011 Jan 3. [Article]
Unknown
Chelator
References
- Broncel M, Wagner SC, Paul K, Hackenberger CP, Koksch B: Towards understanding secondary structure transitions: phosphorylation and metal coordination in model peptides. Org Biomol Chem. 2010 Jun 7;8(11):2575-9. doi: 10.1039/c001458c. Epub 2010 Mar 29. [Article]
Enzymes
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- Actions
- Inhibitor
- General Function
- Zinc ion binding
- Specific Function
- Catalyzes the hydrolytic deamination of adenosine and 2-deoxyadenosine. Plays an important role in purine metabolism and in adenosine homeostasis. Modulates signaling by extracellular adenosine, an...
- Gene Name
- ADA
- Uniprot ID
- P00813
- Uniprot Name
- Adenosine deaminase
- Molecular Weight
- 40764.13 Da
References
- Abu-Shady MR, Elshafei AM, el-Beih FM, Mohamed LA: Properties of adenosine deaminase in extracts of Asperigillus terricola. Acta Microbiol Pol. 1994;43(3-4):305-11. [Article]
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- Actions
- Inhibitor
- General Function
- Protein homodimerization activity
- Specific Function
- Has low activity towards the organophosphate paraxon and aromatic carboxylic acid esters. Rapidly hydrolyzes lactones such as statin prodrugs (e.g. lovastatin). Hydrolyzes aromatic lactones and 5- ...
- Gene Name
- PON3
- Uniprot ID
- Q15166
- Uniprot Name
- Serum paraoxonase/lactonase 3
- Molecular Weight
- 39607.185 Da
References
- Pla A, Rodrigo L, Hernandez AF, Gil F, Lopez O: Effect of metal ions and calcium on purified PON1 and PON3 from rat liver. Chem Biol Interact. 2007 Apr 5;167(1):63-70. Epub 2007 Jan 16. [Article]
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- Actions
- Modulator
- Curator comments
- EDTA prevents inhibition of CYP19A1.
- General Function
- Oxygen binding
- Specific Function
- Catalyzes the formation of aromatic C18 estrogens from C19 androgens.
- Gene Name
- CYP19A1
- Uniprot ID
- P11511
- Uniprot Name
- Aromatase
- Molecular Weight
- 57882.48 Da
References
- Moslemi S, Vibet A, Papadopoulos V, Camoin L, Silberzahn P, Gaillard JL: Purification and characterization of equine testicular cytochrome P-450 aromatase: comparison with the human enzyme. Comp Biochem Physiol B Biochem Mol Biol. 1997 Sep;118(1):217-27. [Article]
- Bellino FL, Holben L: Placental estrogen synthetase (aromatase): evidence for phosphatase-dependent inactivation. Biochem Biophys Res Commun. 1989 Jul 14;162(1):498-504. [Article]
- Zhang F, Zhou D, Kao YC, Ye J, Chen S: Expression and purification of a recombinant form of human aromatase from Escherichia coli. Biochem Pharmacol. 2002 Nov 1;64(9):1317-24. [Article]
- Milczarek R, Sokolowska E, Hallmann A, Kaletha K, Klimek J: NADPH- and iron-dependent lipid peroxidation inhibit aromatase activity in human placental microsomes. J Steroid Biochem Mol Biol. 2008 Jun;110(3-5):230-5. doi: 10.1016/j.jsbmb.2007.11.004. Epub 2008 Apr 20. [Article]
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- Actions
- Inhibitor
- General Function
- Vitamin d3 25-hydroxylase activity
- Specific Function
- Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It performs a variety of oxidation react...
- Gene Name
- CYP3A4
- Uniprot ID
- P08684
- Uniprot Name
- Cytochrome P450 3A4
- Molecular Weight
- 57342.67 Da
References
- Bournique B, Petry M, Gousset G: Usefulness of statistic experimental designs in enzymology: example with recombinant hCYP3A4 and 1A2. Anal Biochem. 1999 Dec 1;276(1):18-26. [Article]
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- Actions
- Inhibitor
- General Function
- Protein homodimerization activity
- Specific Function
- Hydrolyzes the toxic metabolites of a variety of organophosphorus insecticides. Capable of hydrolyzing a broad spectrum of organophosphate substrates and lactones, and a number of aromatic carboxyl...
- Gene Name
- PON1
- Uniprot ID
- P27169
- Uniprot Name
- Serum paraoxonase/arylesterase 1
- Molecular Weight
- 39730.99 Da
References
- Pla A, Rodrigo L, Hernandez AF, Gil F, Lopez O: Effect of metal ions and calcium on purified PON1 and PON3 from rat liver. Chem Biol Interact. 2007 Apr 5;167(1):63-70. Epub 2007 Jan 16. [Article]
Drug created at August 25, 2018 15:59 / Updated at June 12, 2020 16:53