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Chemistry

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Also known as: 140-01-2, Pentasodium dtpa, Pentasodium pentetate, Tetralon b, Trilon c, Diethylenetriaminepentaacetic acid pentasodium salt
Molecular Formula
C14H18N3Na5O10
Molecular Weight
503.26  g/mol
InChI Key
LQPLDXQVILYOOL-UHFFFAOYSA-I
FDA UNII
961TOZ5L7T

Pentasodium Dtpa
1 2D Structure

Pentasodium Dtpa

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
pentasodium;2-[bis[2-[bis(carboxylatomethyl)amino]ethyl]amino]acetate
2.1.2 InChI
InChI=1S/C14H23N3O10.5Na/c18-10(19)5-15(1-3-16(6-11(20)21)7-12(22)23)2-4-17(8-13(24)25)9-14(26)27;;;;;/h1-9H2,(H,18,19)(H,20,21)(H,22,23)(H,24,25)(H,26,27);;;;;/q;5*+1/p-5
2.1.3 InChI Key
LQPLDXQVILYOOL-UHFFFAOYSA-I
2.1.4 Canonical SMILES
C(CN(CC(=O)[O-])CC(=O)[O-])N(CCN(CC(=O)[O-])CC(=O)[O-])CC(=O)[O-].[Na+].[Na+].[Na+].[Na+].[Na+]
2.2 Other Identifiers
2.2.1 UNII
961TOZ5L7T
2.3 Synonyms
2.3.1 Depositor-Supplied Synonyms

1. 140-01-2

2. Pentasodium Dtpa

3. Pentasodium Pentetate

4. Tetralon B

5. Trilon C

6. Diethylenetriaminepentaacetic Acid Pentasodium Salt

7. Versenex 80

8. Hamp-ex 80

9. Plexene D

10. Syntron C

11. Perma Kleer 140

12. Chel 330

13. 961toz5l7t

14. Detarex Py

15. Glycine, N,n-bis(2-(bis(carboxymethyl)amino)ethyl)-, Pentasodium Salt

16. Kiresuto P

17. Pentasodium;2-[bis[2-[bis(carboxylatomethyl)amino]ethyl]amino]acetate

18. Chelest P

19. Diethylenetriaminepentaaceticacidpentasodiumsalt

20. Dtpa Pentasodium Salt

21. Clewat Dp 80

22. Caswell No. 642b

23. Glycine, N,n-bis[2-[bis(carboxymethyl)amino]ethyl]-, Pentasodium Salt

24. Glycine, N,n-bis(2-(bis(carboxymethyl)amino)ethyl)-, Sodium Salt (1:5)

25. Hsdb 5629

26. Sodium Diethylenetriaminepentaacetate

27. Einecs 205-391-3

28. Epa Pesticide Chemical Code 039120

29. Unii-961toz5l7t

30. Pentasodium (carboxylatomethyl)iminobis(ethylenenitrilo)tetraacetate

31. Dtpa Na5

32. Dissolvine D 50

33. N,n-bis(2-(bis(carboxymethyl)amino)ethyl)glycine, Pentasodium Salt

34. Dissolvine D 40k

35. (((carboxymethyl)imino)bis(ethylenenitrilo))tetraacetic Acid, Pentasodium Salt

36. Acetic Acid, ((carboxymethylimino)bis(ethylenenitrilo))tetra-, Pentasodium Salt

37. Ec 205-391-3

38. Pentetate Pentasodium

39. Dtxsid9027077

40. Pentasodium Pentetate [ii]

41. Pentasodium Pentetate [hsdb]

42. Pentasodium Pentetate [inci]

43. Mfcd00051016

44. Pentetate Pentasodium [vandf]

45. Akos015914109

46. Pentasodiumdiethylenetriaminepentaacetate

47. Pentasodium Diethylenetriamine Pentaacetate

48. Db-042500

49. Divinyl Three Amine Five Acetic Five Sodium

50. D1870

51. Ft-0624890

52. Diethylenetriaminepentaacetic Acid, Pentasodium Salt

53. Q27271841

54. Pentasodium 2,2',2'',2''',2''''-(ethane-1,2-diylnitrilo)pentaacetate

55. Diethylenetriamine-pentaacetic Acid Pentasodium Salt Solution, Purum, ~40% In H2o

56. Pentasodium Diethylenetriaminepentaacetate (ca. 40% In Water, Ca. 1.0mol/l)

57. Sodium 2,2',2'',2'''-(2,2'-(carboxylatomethylazanediyl)bis(ethane-2,1-diyl)bis(azanetriyl))tetraacetate

2.4 Create Date
2005-07-19
3 Chemical and Physical Properties
Molecular Weight 503.26 g/mol
Molecular Formula C14H18N3Na5O10
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count13
Rotatable Bond Count11
Exact Mass503.0480652 g/mol
Monoisotopic Mass503.0480652 g/mol
Topological Polar Surface Area210 Ų
Heavy Atom Count32
Formal Charge0
Complexity454
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count6
4 Drug and Medication Information
4.1 Therapeutic Uses

Antidotes; Chelating Agents; Iron Chelating Agents /Ca-DTPA/

National Library of Medicine, SIS; ChemIDplus Record for Pentetic Acid (140-01-2), MESH Heading. Available from, as of March 15, 2006: https://chem.sis.nlm.nih.gov/chemidplus/chemidlite.jsp


Ca-DTPA is indicated for treatment of individuals with known or suspected internal contamination with plutonium, americium, or curium to increase the rates of elimination. /Ca-DTPA/

US Natl Inst Health; DailyMed. Current Medication Information for Pentetate Calcium Trisodium, injection, solution, concentrate (December 2006). Available from, as of November 22, 2011: https://dailymed.nlm.nih.gov/dailymed/lookup.cfm?setid=6052c707-a8a3-43a7-80c2-7ad1ad9391a4


Chelation treatment is most effective if administered within the first 24 hours after internal contamination and should be started as soon as possible after suspected or known internal contamination. However, even when treatment cannot be started right away, individuals should be given chelation treatment as soon as it becomes available. Chelation treatment is still effective even after time has elapsed following internal contamination however, the chelating effects of Ca-DTPA are greatest when radiocontaminants are still circulating or are in interstitial fluids. The effectiveness of chelation decreases with time following internal contamination as the radiocontaminants become sequestered in liver and bone. /Ca-DTPA/

US Natl Inst Health; DailyMed. Current Medication Information for Pentetate Calcium Trisodium, injection, solution, concentrate (December 2006). Available from, as of November 22, 2011: https://dailymed.nlm.nih.gov/dailymed/lookup.cfm?setid=6052c707-a8a3-43a7-80c2-7ad1ad9391a4


When an individual is contaminated with multiple radiocontaminants, or when the radiocontaminants are unknown, additional therapies may be needed (e.g., Prussian blue, potassium iodide). /Ca-DTPA/

US Natl Inst Health; DailyMed. Current Medication Information for Pentetate Calcium Trisodium, injection, solution, concentrate (December 2006). Available from, as of November 22, 2011: https://dailymed.nlm.nih.gov/dailymed/lookup.cfm?setid=6052c707-a8a3-43a7-80c2-7ad1ad9391a4


For more Therapeutic Uses (Complete) data for PENTASODIUM PENTETATE (7 total), please visit the HSDB record page.


4.2 Drug Warning

Studies in animals and humans showed that Ca-DTPA binds endogenous metals of the body (i.e., zinc (Zn), magnesium (Mg) and manganese (Mn)). In an animal study, high doses of Ca-DTPA led to the loss of zinc and manganese mainly from the small intestine, skeleton, pancreas, and testes. Dosing over several days resulted in mobilization or binding of endogenous metals in exchange for calcium and a consequent impairment of metalcontrolled or activated systems. The rate and amount of endogenous metal depletion increased with split daily dosing and with the length of treatment. Depletion of these endogenous metals can interfere with necessary mitotic cellular processes. Over longer time periods, depletion of zinc due to Ca-DTPA therapy may result in transient inhibition of a metalloenzyme-daminolevulinic acid dehydrase (ALAD) in the blood and suppressed hematopoiesis. /Ca-DTPA/

US Natl Inst Health; DailyMed. Current Medication Information for Pentetate Calcium Trisodium, injection, solution, concentrate (December 2006). Available from, as of November 22, 2011: https://dailymed.nlm.nih.gov/dailymed/lookup.cfm?setid=6052c707-a8a3-43a7-80c2-7ad1ad9391a4


In the event of injury accompanied by radioactive contamination of the wound...it is better to refrain from washing the wound with complexing (chelating) solutions.../such as/ DTPA, for they intensify absorption of radioactive substances into the blood.

International Labour Office. Encyclopedia of Occupational Health and Safety. Volumes I and II. New York: McGraw-Hill Book Co., 1971., p. 1159


Serum electrolytes and essential metals should be closely monitored during Ca-DTPA treatment. Mineral or vitamin plus mineral supplements that contain zinc should be given as appropriate. /Ca-DTPA/

US Natl Inst Health; DailyMed. Current Medication Information for Pentetate Calcium Trisodium, injection, solution, concentrate (December 2006). Available from, as of November 22, 2011: https://dailymed.nlm.nih.gov/dailymed/lookup.cfm?setid=6052c707-a8a3-43a7-80c2-7ad1ad9391a4


Multiple doses of Ca-DTPA could result in an increased risk for adverse reproductive outcomes and thus are not recommended during pregnancy. Therefore, treatment of pregnant women should begin and continue with Zn-DTPA, if available, except in cases of high internal radioactive contamination. In these cases, the risk of immediate and delayed radiation-induced toxicity to both the mother and the fetus should be considered in comparison to the risk of Ca-DTPA toxicity. Also, because Ca-DTPA is more effective than Zn-DTPA in the first 24 hours after internal contamination, it may be appropriate to use a single dose of Ca-DTPA with vitamin or mineral supplements that contain zinc as the initial treatment. /Ca-DTPA/

US Natl Inst Health; DailyMed. Current Medication Information for Pentetate Calcium Trisodium, injection, solution, concentrate (December 2006). Available from, as of November 22, 2011: https://dailymed.nlm.nih.gov/dailymed/lookup.cfm?setid=6052c707-a8a3-43a7-80c2-7ad1ad9391a4


For more Drug Warnings (Complete) data for PENTASODIUM PENTETATE (12 total), please visit the HSDB record page.


5 Pharmacology and Biochemistry
5.1 Absorption, Distribution and Excretion

Ca-DTPA is poorly absorbed in the GI tract. In animal studies, after oral administration, absorption was approximately 5%. In a U.S. Registry of 18 patients who received a single inhaled or intravenous dose of 1 gram, urine data indicate that the inhaled product was absorbed and resulted in a comparable elimination of the radiocontaminant. One study of 2 human subjects that received Ca-DTPA with (14)C-DTPA by inhalation revealed approximately 20% absorption from the lungs. /Ca-DTPA/

US Natl Inst Health; DailyMed. Current Medication Information for Pentetate Calcium Trisodium, injection, solution, concentrate (December 2006). Available from, as of November 22, 2011: https://dailymed.nlm.nih.gov/dailymed/lookup.cfm?setid=6052c707-a8a3-43a7-80c2-7ad1ad9391a4


Following intravenous administration, Ca-DTPA is rapidly distributed throughout the extracellular fluid space. No significant amount of Ca-DTPA penetrates into erythrocytes or other cells. No accumulation of Ca-DTPA in specific organs has been observed. There is little or no binding of the chelating agent by the renal parenchyma. /Ca-DTPA/

US Natl Inst Health; DailyMed. Current Medication Information for Pentetate Calcium Trisodium, injection, solution, concentrate (December 2006). Available from, as of November 22, 2011: https://dailymed.nlm.nih.gov/dailymed/lookup.cfm?setid=6052c707-a8a3-43a7-80c2-7ad1ad9391a4


Ca-DTPA is cleared from the plasma in the first few hours after dosing through urinary excretion by glomerular filtration. Renal tubular excretion has not been documented. In stool samples tested, only a very small amount of radioactivity (<3%) was detected.

US Natl Inst Health; DailyMed. Current Medication Information for Pentetate Calcium Trisodium, injection, solution, concentrate (December 2006). Available from, as of November 22, 2011: https://dailymed.nlm.nih.gov/dailymed/lookup.cfm?setid=6052c707-a8a3-43a7-80c2-7ad1ad9391a4


Plasma retention and urinary excretion data were obtained in 2 subjects that received 750 kBq of (14)C-DTPA. The radiolabeled DTPA was rapidly distributed throughout the extracellular fluid space and was cleared by glomerular filtration. The plasma retention up to 7 hours post dosing was expressed by the sum of three exponential components with average half lives of 1.4 min, 14.5 min, and 94.4 min. The level of activity in the plasma was below the limit of detection 24 hours after injection. During the study, no detectable activity was exhaled or excreted in the feces. By 24 hours, cumulative urinary excretion was more than 99% of the injected dose. /DTPA/

US Natl Inst Health; DailyMed. Current Medication Information for Pentetate Calcium Trisodium, injection, solution, concentrate (December 2006). Available from, as of November 22, 2011: https://dailymed.nlm.nih.gov/dailymed/lookup.cfm?setid=6052c707-a8a3-43a7-80c2-7ad1ad9391a4


5.2 Metabolism/Metabolites

Ca-DTPA undergoes a minimal amount of metabolic change in the body. /Ca-DTPA/

US Natl Inst Health; DailyMed. Current Medication Information for Pentetate Calcium Trisodium, injection, solution, concentrate (December 2006). Available from, as of November 22, 2011: https://www.fda.gov/cder/foi/label/2004/021749lbl.pdf


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