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Concept
Triethylenetetramine
Summary
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| Watchedfields = changed
| verifiedrevid = 470614378
| ImageFile = N1,N1'-(ethane-1,2-diyl)bis(ethane-1,2-diamine) 200.svg
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| ImageSize = 220
| ImageName = Skeletal formula of triethylenetetramine
| ImageFile1 = Triethylenetetramine-3D-balls.png
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| ImageSize1 = 220
| ImageName1 = Ball and stick model of triethylenetetramine
| ImageFile2 = Triethylenetetramine-3D-spacefill.png
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| ImageSize2 = 220
| ImageName2 = Spacefill model of triethylenetetramine
| PIN = N1,N1′-(Ethane-1,2-diyl)di(ethane-1,2-diamine)
| OtherNames = Unbulleted list|
N,N-Bis(2-aminoethyl)ethane-1,2-diamine
| TETA
| trien
| trientine (INN)
| trientine dihydrochloride
| MK-0681
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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.
The hydrochloride salts are used medically as a treatment for copper toxicity.
The reactivity and uses of TETA are similar to those for the related polyamines ethylenediamine and diethylenetriamine. It is primarily used as a crosslinker ("hardener") in epoxy curing. TETA, like other aliphatic amines, react quicker and at lower temperatures than aromatic amines due to less negative steric effects since the linear nature of the molecule provides it the ability to rotate and twist.
The hydrochloride salt of TETA, referred to as trientine hydrochloride, is a chelating agent that is used to bind and remove copper in the body to treat Wilson's disease, particularly in those who are intolerant to penicillamine. Some recommend trientine as first-line treatment, but experience with penicillamine is more extensive.
Official source
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