9663. Trientine

Nomenclature

CAS number: 112-24-3
N1,N2-Bis(2-aminoethyl)-1,2-ethanediamine; triethylenetetramine; 1,8-diamino-3,6-diazaoctane; 3,6-diazaoctane-1,8-diamine; 1,4,7,10-tetraazadecane; trien; TETA; TECZA.
C6H18N4; mol wt 146.23.
C 49.28%, H 12.41%, N 38.31%.

Description and references

Oral copper chelator. Prepn: A. W. von Hoffmann, Ber. 23, 3711 (1890); J. van Alphen, Rec. Trav. Chim. 55, 412 (1936); G. D. Jones et al., J. Org. Chem. 9, 125 (1944); of the dihydrochloride: H. B. Dixon et al., Lancet 1, 853 (1972). Effects on the metabolism of copper in rats: F. W. Sunderman et al., Toxicol. Appl. Pharmacol. 38, 177 (1976); H. Harders et al., Arzneim.-Forsch. 30, 254 (1980). Use of the dihydrochloride in the treatment of Wilson's disease: J. M. Walshe, Prog. Clin. Biol. Res. 34, 271 (1979); R. H. Haslam et al., Dev. Pharmacol. Ther. 1, 318 (1980); J. M. Walshe, Lancet 1, 643 (1982). Review: J. M. Walshe, Orphan Drugs, F. E. Karch, Ed. (Marcel Dekker, New York, 1982) pp 57-71.

Chemical structure

Properties

Oily liquid, mp 12°. bp 266-267°. bp31 174°. bp1 112-113°. nD25 1.4951; d15 0.9817. Flash pt 290°F (143°C). pH 14. Sol in water, alc. Corrosive!

Derivative

Dihydrochloride.

Nomenclature

CAS number: 38260-01-4
Syprine (Merck & Co.).
C6H18N4.2HCl; mol wt 219.16.
C 32.88%, H 9.20%, N 25.56%, Cl 32.35%.

Properties

White to pale yellow hygroscopic crystals, mp 115-118°. Freely sol in water; sol in methanol; slightly sol in ethanol. Insol in chloroform.

Use

Epoxy curing agent; lubricating oil and fuel additive; in production of polyamides; analytical reagent for Cu, Ni.

Therapeutic Category

Chelating agent (copper); Wilson's disease treatment.

Therapeutic Category (Veterinary)

Chelating agent (copper).

Keywords

Chelating Agent; Wilson's Disease Treatment