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Diethylenetriaminepentaacetic acid

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Diethylenetriaminepentaacetic acid Basic information

Product Name:
Diethylenetriaminepentaacetic acid
Synonyms:
  • PENTA(CARBOXYMETHYL)DIETHYLENETRIAMINE
  • TITRIPLEX(R) V
  • TITRIPLEX(R) VS
  • TIMTEC-BB SBB008753
  • ((carboxymethylimino)bis(ethylenenitrilo))tetra-aceticaci
  • 1,1,4,7,7-Diethylenetriaminepentaacetic acid
  • 1,1,4,7,7-diethylenetriaminepentaaceticacid
  • 3,6,9-Triazaundecanedioic acid, 3,6,9-tris(carboxymethyl)-
CAS:
67-43-6
MF:
C14H23N3O10
MW:
393.35
EINECS:
200-652-8
Product Categories:
  • TCI-
  • organic amine
  • -
  • Analytical Chemistry
  • Chelating Reagents
  • Complexones
  • EDTA Analogs
  • Ligands for Pharmaceutical Research
  • Radiopharmaceutical Chemistry (Chelating Reagents)
Mol File:
67-43-6.mol
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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)
Flash point:
200 °C
storage temp. 
-20°C
solubility 
0.1 M NaOH: 0.1 M at 20 °C, clear, colorless
pka
pK1:;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
PH
2-3 (H2O, 20℃)(saturated solution)
Water Solubility 
5 g/L (20 ºC)
Merck 
14,7125
BRN 
1810219
Stability:
Stable. Incompatible with strong oxidizing agents.
InChIKey
QPCDCPDFJACHGM-UHFFFAOYSA-N
CAS DataBase Reference
67-43-6(CAS DataBase Reference)
NIST Chemistry Reference
N,N-Bis(2-(bis-(carboxymethyl)amino)ethyl)-glycine(67-43-6)
EPA Substance Registry System
Glycine, N,N-bis[2-[bis(carboxymethyl) amino]ethyl]-(67-43-6)
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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
Toxicity
LD50 orally in Rabbit: > 2000 mg/kg

MSDS

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Diethylenetriaminepentaacetic acid Usage And Synthesis

Chemical Properties

solid

Chemical Properties

Pentetic acid occurs as a white crystalline solid and is almost odorless.

Uses

chelating agent, diagnostic aid

Uses

Diethylenetriaminepentaacetic Acid is a component of manganese and zinc fertilizers.

Production Methods

Pentetic acid is a pentaacetic acid triamine formed during the preparation of the amino carboxylic acid and its salt.

Pharmaceutical Applications

Pentetic 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 Profile

Moderately toxic by intraperitoneal route. When heated to decomposition it emits toxic fumes of NOx.

Safety

Pentetic 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

storage

The 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 Methods

Crystallise 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.]

Incompatibilities

The 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 Status

Included 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

Preparation Products

Raw materials

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