Triethylenetetramine

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
CAS Number	112-24-3 ; hydrochloride: 38260-01-4;
3D model (JSmol)	Interactive image;
Beilstein Reference	605448
ChEBI	CHEBI:39501 ; hydrochloride: CHEBI:9706;
ChEMBL	ChEMBL609 ; hydrochloride: ChEMBL3989777;
ChemSpider	21106175 ; hydrochloride: 64521;
DrugBank	DB06824;
ECHA InfoCard	100.003.591
EC Number	203-950-6;
Gmelin Reference	27008
KEGG	C07166 ;
MeSH	Trientine
PubChem CID	5565; hydrochloride: 71433;
RTECS number	YE6650000;
UNII	SJ76Y07H5F ; hydrochloride: HC3NX54582;
UN number	2259
CompTox Dashboard (EPA)	DTXSID9023702 ;
	InChI InChI=1S/C6H18N4/c7-1-3-9-5-6-10-4-2-8/h9-10H,1-8H2 Key: VILCJCGEZXAXTO-UHFFFAOYSA-N ;
	SMILES NCCNCCNCCN;
Properties
Chemical formula	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
Solubility in water	Miscible
log P	1.985
Vapor pressure	<1 Pa (at 20 °C)
Refractive index (nD)	1.496
Thermochemistry
Heat capacity (C)	376 J K−1 mol−1 (at 60 °C)
Hazards
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H312, H314, H317, H412
Precautionary statements	P273, P280, P305+P351+P338, P310
Flash point	129 °C (264 °F; 402 K)
	Lethal dose or concentration (LD, LC):
LD50 (median dose)	550 mg kg−1 (dermal, rabbit); 2.5 g kg−1 (oral, rat);
Pharmacology
Legal status	CA: ℞-only;
Related compounds
Related amines	Ethylenediamine; Diethylenetriamine; Cyclam;
Related compounds	Ethylenediaminetetraacetic acid;
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

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.

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

[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.

[1]

[2]

[3]