Diethylenetriaminepentaacetic acid

Diethylenetriaminepentaacetic acid Basic information
Product Name:Diethylenetriaminepentaacetic acid
Synonyms:DIETHYLENETRIAMINEPENTACETIC ACID;(DIETHYLENETRINITRILO)PENTAACETIC ACID;DIETHYLENETRIAMINE-N,N,N',N'',N''-PENTAACETIC ACID;COMPLEXONE V(R);(CARBOXYMETHYLIMINO)BIS(ETHYLENEDINITRILO)TETRAACETIC ACID;(CARBOXYMETHYLIMINO)BIS(ETHYLENENITRILO)TETRAACETIC ACID;HAMPEX ACID;IDRANAL(R) V
CAS:67-43-6
MF:C14H23N3O10
MW:393.35
EINECS:200-652-8
Product Categories:Analytical Chemistry;Chelating Reagents;Complexones;EDTA Analogs;Ligands for Pharmaceutical Research;Radiopharmaceutical Chemistry (Chelating Reagents);organic amine;bc0001
Mol File:67-43-6.mol
Diethylenetriaminepentaacetic acid Structure
Diethylenetriaminepentaacetic acid Chemical Properties
Melting point 219-220 °C (lit.)
Boiling point 517.84°C (rough estimate)
density 1.56
refractive index 1.5700 (estimate)
Fp 200 °C
storage temp. room temp
solubility 0.1 M NaOH: 0.1 M at 20 °C, clear, colorless
pkapK1:;pK2:2.55(+1);pK3:4.33(+2);pK4:8.60(-3);pK5,10.58 (25°C)
form Crystalline Powder
color White to almost white
PH2-3 (H2O, 20℃)(saturated solution)
Water Solubility 5 g/L (20 ºC)
Merck 14,7125
BRN 1810219
Stability:Stable. Incompatible with strong oxidizing agents.
InChIKeyQPCDCPDFJACHGM-UHFFFAOYSA-N
LogP-1.361 (est)
CAS DataBase Reference67-43-6(CAS DataBase Reference)
NIST Chemistry ReferenceN,N-Bis(2-(bis-(carboxymethyl)amino)ethyl)-glycine(67-43-6)
EPA Substance Registry SystemPentetic acid (67-43-6)
Safety Information
Hazard Codes Xi,N,Xn
Risk Statements 36-51/53-36/37/38-20-63
Safety Statements 26-36-61-37/39-36/37
RIDADR UN 3077 9/PG 3
WGK Germany 2
RTECS MB8205000
3
TSCA Yes
HazardClass 9
PackingGroup III
HS Code 29224995
ToxicityLD50 orally in Rabbit: > 2000 mg/kg
MSDS Information
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Diethylenetriaminepentaacetic acid Usage And Synthesis
Chemical PropertiesPentetic acid occurs as a white crystalline solid and is almost odorless.
Chemical PropertiesDiethylenetriaminepentaacetic acid is a solid.
UsesDiethylenetriaminepentaacetic acid is used as chelating agent and forms complexes with metal ions. It finds application as a magnetic resonance imaging (MRI) contrasting agent, since it improves the image by forming a complex with a gadolinium ion. It can also be used for treatment of radioactive materials such as plutonium, americium and other actinides. It is an active component of manganese and zinc fertilizers used in agrochemical industry. It acts as a color inhibitor and is used in the production of acrylon. It is also used in soaps as a water softener.
Useschelating agent, diagnostic aid
UsesDiethylenetriaminepentaacetic Acid is a component of manganese and zinc fertilizers.
Production MethodsPentetic acid is a pentaacetic acid triamine formed during the preparation of the amino carboxylic acid and its salt.
DefinitionChEBI: Pentetic acid is a pentacarboxylic acid. It has a role as a copper chelator. It is a conjugate acid of a pentetate(1-).
General DescriptionVisit our Titration Center to learn more.
Pharmaceutical ApplicationsPentetic acid is mainly used as a chelating agent in the preparation of imaging and contrast agents for radionuclide and magnetic resonance imaging.It is also used as a carrier excipient for neutron-capture isotopes in, for example, radiotherapy.Pentetic acid–isotope complexes have also been considered as model active substances in scintigraphic imaging studies.Pentetic acid has been used to chelate metal ions to reduce formation of reactive oxygen species during lyophilization.
Safety ProfileModerately toxic by intraperitoneal route. When heated to decomposition it emits toxic fumes of NOx.
SafetyPentetic acid is used in intrathecal and intravenous injection preparations. The pure form of pentetic acid is moderately toxic by the intraperitoneal route.
LD50 (mouse, IP): 0.54 g/kg
LD50 (mouse, oral): 4.84 g/kg

storageThe activity of pentetic acid as a chelating agent may cause unwanted effects in formulations containing metal ions. The desired chelate may be displaced by other ions from the formulation.
Purification MethodsCrystallise DTPA from water. Dry under vacuum or at 110o. [Bielski & Thomas J Am Chem Soc 109 7761 1987, NMR: Wenzel et al. Anal Chem 54 615 1982, Beilstein 4 IV 2454.]
IncompatibilitiesThe activity of pentetic acid as a chelating agent may cause unwanted effects in formulations containing metal ions. The desired chelate may be displaced by other ions from the formulation.
Regulatory StatusIncluded in the FDA Inactive Ingredients Database (intrathecal and intravenous injections). Included in intravenous and intra-articular injections licensed in the UK.
Diethylenetriaminepentaacetic acid Preparation Products And Raw materials
Raw materialsHydrochloric acid-->Formaldehyde-->Sodium cyanide-->Diethylenetriamine
Preparation ProductsDIETHYLENETRIAMINEPENTAACETIC DIANHYDRIDE-->Diethylenetriaminepenta(methylene-phosphonic acid)
Hyaluronic acid CARBOXYMETHYL Ethyl 2-(Chlorosulfonyl)acetate Ethanol Diethylenetriamine Pentasodium DTPA Stearic acid Folic acid Ethylparaben Diethylenetriaminepentaacetic acid Glycine Ethyl acetate GADOPENTETIC ACID Ethylenediamine-N,N'-diacetic acid Vinyl acetate Ethyl acrylate Triethylenediamine Citric acid

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