Triethylenetetramine

Triethylenetetramine
Skeletal formula of triethylenetetramine
Ball and stick model of triethylenetetramine
Spacefill model of triethylenetetramine
Names
Preferred IUPAC name
N1,N1′-(Ethane-1,2-diyl)di(ethane-1,2-diamine)
Other names
  • N,N'-Bis(2-aminoethyl)ethane-1,2-diamine
  • TETA
  • trien
  • trientine (INN)
  • trientine dihydrochloride
  • MK-0681
Identifiers
3D model (JSmol)
605448
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.003.591 Edit this at Wikidata
EC Number
  • 203-950-6
27008
KEGG
MeSH Trientine
RTECS number
  • YE6650000
UNII
UN number 2259
  • InChI=1S/C6H18N4/c7-1-3-9-5-6-10-4-2-8/h9-10H,1-8H2 checkY
    Key: VILCJCGEZXAXTO-UHFFFAOYSA-N checkY
  • NCCNCCNCCN
Properties
C6H18N4
Molar mass 146.238 g·mol−1
Appearance Colorless liquid
Odor Fishy, ammoniacal
Density 982 mg mL−1
Melting point −34.6 °C; −30.4 °F; 238.5 K
Boiling point 266.6 °C; 511.8 °F; 539.7 K
Miscible
log P 1.985
Vapor pressure <1 Pa (at 20 °C)
1.496
Thermochemistry
376 J K−1 mol−1 (at 60 °C)
Hazards
GHS labelling:
GHS05: Corrosive GHS07: Exclamation mark
Danger
H312, H314, H317, H412
P273, P280, P305+P351+P338, P310
Flash point 129 °C (264 °F; 402 K)
Lethal dose or concentration (LD, LC):
  • 550 mg kg−1 (dermal, rabbit)
  • 2.5 g kg−1 (oral, rat)
Pharmacology
Legal status
Related compounds
Related amines
Related compounds
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Triethylenetetramine (TETA and trien), also known as trientine (INN) when used medically, is an organic compound with the formula [CH2NHCH2CH2NH2]2. The pure freebase is a colorless oily liquid, but, like many amines, older samples assume a yellowish color due to impurities resulting from air-oxidation. It is soluble in polar solvents. The branched isomer tris(2-aminoethyl)amine and piperazine derivatives may also be present in commercial samples of TETA.[3] The hydrochloride salts are used medically as a treatment for copper toxicity.

  1. ^ "Health product highlights 2021: Annexes of products approved in 2021". Health Canada. 3 August 2022. Retrieved 25 March 2024.
  2. ^ "Regulatory Decision Summary for Waymade-Trientine". Health Canada. 20 April 2021. Retrieved 25 March 2024.
  3. ^ "Ethyleneamines" (PDF). Huntsman. 2007. Archived from the original (PDF) on 2019-03-06. Retrieved 2016-07-10.