Triethylenetetramine

Triethylenetetramine
Skeletal formula of triethylenetetramine
Skeletal formula of triethylenetetramine
Ball and stick model of triethylenetetramine
Ball and stick model of triethylenetetramine
Spacefill 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 free base 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.

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