5657-17-0

Basic information

• Product Name: Ethylenediamine-N,N'-diacetic acid
• Synonyms: ((2-[(Carboxymethyl)amino]ethyl)amino)acetic acid;Acetic acid, 2,2'-(1,2-ethanediyldiimino)bis-;Ethylenediaminediacetic acid;Ethylenediiminodiacetic acid;Glycine, N,N'-ethylenedi-;n,n’-1,2-ethanediylbis-glycin;N,N'-Ethylenediaminediacetic Acid;N,N'-ETHYLENEDIGLYCINE
• CAS NO: 5657-17-0
• Molecular Formula: C₆H₁₂N₂O₄
• Molecular Weight: 176.17
• EINECS: 227-105-6
• Mol File: 5657-17-0.mol

Chemical Properties

• Melting Point: 224 °C (dec.)(lit.)
• Boiling Point: 307.77°C (rough estimate)
• Appearance: /
• Density: 1.3600 (rough estimate)
• Vapor Pressure: 0Pa at 20℃
• Refractive Index: 1.4431 (estimate)
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: pK1:6.42;pK2:9.46 (25°C)
• Water Solubility: Soluble in warm water.
• BRN: 1778355
• CAS DataBase Reference: Ethylenediamine-N,N'-diacetic acid(CAS DataBase Reference)
• NIST Chemistry Reference: Ethylenediamine-N,N'-diacetic acid(5657-17-0)
• EPA Substance Registry System: Ethylenediamine-N,N'-diacetic acid(5657-17-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• TSCA: Yes
• Hazardous Substances Data: 5657-17-0(Hazardous Substances Data)

Usage

Uses

Used in Medical Industry:
Ethylenediamine-N,N'-diacetic acid is used as a chelating agent for its haemostatic properties, helping to control bleeding by binding to metal ions involved in the clotting process.
Used in Chemical Synthesis:
Ethylenediamine-N,N'-diacetic acid is used as a chelating agent in the synthesis of binary and ternary copper(II) complexes, which possess potent proteasome inhibitory properties, indicating potential applications in the development of therapeutic agents.
Used in Biochemistry Research:
EDDA is utilized in the formation of Pd(EDDA) complexes, which have the ability to coordinate with amino acids, peptides, or DNA units. This makes EDDA a valuable tool in the study of biomolecular interactions and the development of new bioactive compounds.

Flammability and Explosibility

Notclassified

Purification Methods

Crystallise EDDA from H2O. [Beilstein 4 IV 2446.]

Upstream product

• 60-00-4 ethylenediaminetetraacetic acid 
• 107-15-3 ethylenediamine 
• 79-11-8 chloroacetic acid 
• 50-00-0 formaldehyd 
• 143-33-9 sodium cyanide 
• 74-90-8 hydrogen cyanide 

Downstream Products

• 90936-71-3 N,N'-di(5-sodiumsulfonate-2-hydroxybenzyl)ethylenediamine-N,N'-diacetic acid 
• 35369-53-0 N,N'-ethylenebis[N-(o-hydroxybenzyl)glycine] 
• 132219-93-3 N,N'-DI(2-HYDROXY, 5-ACETAMIDOBENZYL)ETHYLENEDIAMINE-N,N'-DIACETIC ACID 
• 35998-29-9 HBED 

Relevant articles and documents

Bifunctional bisphosphonate derivatives and platinum complexes with high affinity for bone hydroxyapatite

A series of ethylenediamine/1,3-propanediamine derivatives containing bifunctional bisphosphonate substituents and their corresponding dichloroplatinum(II) complexes have been synthesized and characterized by elemental analysis, 1H NMR, 13C NMR, 31P NMR, and HRMS spectra. Based on WST-8 assay with CCK-8, in general, the newly synthesized dichloroplatinum complexes 1–6 showed higher in vitro antitumor activity than platinum-free compounds L1–L6 against three tumor cell lines (especially osteosarcoma MG-63). According to hydroxyapatite binding experiment, complexes 2, 3, and 6 showed much higher affinity (K′ = 3.7, 4.0, and 3.0, respectively) for bone hydroxyapatite than cisplatin (K′ 0.1), comparable to zoledronate (K′ = 2.8). It can be found that representative complex 2 with high cytotoxicity and in vitro antiproliferative activity against osteosarcoma cell line, as well as promising hydroxyapatite binding ability has been screened as a potential bone-targeting antitumor agent for subsequent in vivo study. In addition, flow cytometry experiment was applied to investigate the mode of action of representative complex 2.

Bioassay studies of metal(II) complexes of 2,2′-(ethane-1,2- diyldiimino)diacetic acid

Ni(II), Cu(II) and Zn(II) coordination compounds with modified diammine 2,2′-(ethane-1,2-diyldiimino)diacetic acid (EDDA) were prepared and characterized. Coordination complexes of the EDDA were characterized by physical measurements including elemental analysis, IR, UV-Visible, magnetic susceptibilities and conductance measurements. The complexes were screened against four pathogenic bacteria like Escherichia coli, Pseudomonas aeruginosa, Klebsiella pneumoniae and Staphylococcus aureus and their concentrations for maximum inhibition zones were obtained.

Amides, method for preparing the amides, and detergent compositions containing the amides

An amide represented by the following formula (1): STR1 wherein R1 and R2 are C1-C24 alkyl, etc.; B is C2-C10 alkylene, etc.; A1 and A2 are C1-C6 alkylene, etc.; Y1 and Y2 are STR2 wherein R3, R4, and R5 are C1-C4 alkyl, etc., and X1 is halogen; or a salt of the amide and detergent compositions containing the amide or salt are mild to the skin or hair, provide a pleasant sensation to the skin or hair, and have excellent latherability and emulsion stability. These compounds are useful as components of various detergents and cosmetic compositions, emulsifiers, and conditioners.

Kinetics and Mechanism of the Oxidation of Iminodiacetate, Nitrilotriacetate and Ethylenediaminetetraacetate by trans-Cyclohexane-1,2-diamine-N,N,N',N'-tetraacetatomanganate(III) in Aqueous Media

Kinetic studies of the oxidation of iminodiacetate (ida), nitrilotriacetate (nta) and ethylenediaminetetraacetate (edta) by trans-cyclohexane-1,2-diamine-N,N,N',N'-tetraacetatomanganate(III), III(cdta)>(1-), have been made in aqueous solution in the range pH 3.0-10.0 with varying reductant concentrations at constant ionic strength, I = 0.50 mol dm-3 (NaClO4), and temperature, 30 deg C.All the reactions are first order in complex and reductant concentration, and follow the general rate law -dIII>/dt = kobsIII> = (kd + ks)III>, where kd denotes the autodecomposition rate of the complex, ks the electron-transfer rate and R is the reductant irrespective of the nature and type of the reacting species.The complex III(cdta)>(1-) showed an interesting behaviour in acidic and alkaline media.For ida oxidation both the aqua- and hydroxo-forms of the complex are reactive and an inner-sphere mechanism has been proposed.However, for nta and edta oxidations, the aqua form is the sole reacting species and an outer-sphere mechanism has been proposed.The rate parameters and proton equilibrium constant of the complex and reductants were obtained by fitting of the experimental data by appropriate rate equations using computer-fit programs.Thus the reactivities of all the species of the polycarboxylates available in the reaction solutions have been evaluated individulally.The reactivity orders are Hida(1-) ida(2-), H2nta(1-) Hnta(2-) nta(3-) and H3edta(1-) H2edta(2-) Hedta(3-) edta(4-).