Trientine hydrochlorideProduct ingredient for Triethylenetetramine

Name
Trientine hydrochloride
Drug Entry
Triethylenetetramine

Triethylenetatramine (TETA) is a highly selective divalent Cu(II) chelator and orphan drug that revereses copper overload in tissues. Its salt form, trientine (triethylenetetramine dihydrochloride or 2,2,2-tetramine) was introduced in 1969 as an alternative to D-penicillamine. It consists of a polyamine-like structure different from D-penicillamine, as it lack sulfhydryl groups. It was previously approved by FDA in 1985 as second-line pharmacotherapy for Wilson's disease. Although penicillamine treatment is believed to be more extensive, TETA therapy has been shown to be an effective initial therapy, even with patients with decompensated liver disease at the outset, and prolonged TETA treatment is not associated with adverse effects as expected in penicillamine treatment. Its clinical applications on cancer, diabetes mellitus, Alzheimer's disease and vascular demetia are being studied.

Accession Number
DBSALT001269
Structure
Thumb
Synonyms
Trientine dihydrochloride / Trientine HCl / Trientine hydrochloride / Triethylene tetramine dihydrochloride / Triethylenetetramine dihydrochloride
External IDs
MK 0681 / MK-0681
UNII
HC3NX54582
CAS Number
38260-01-4
Weight
Average: 219.15
Monoisotopic: 218.1065021
Chemical Formula
C6H20Cl2N4
InChI Key
WYHIICXRPHEJKI-UHFFFAOYSA-N
InChI
InChI=1S/C6H18N4.2ClH/c7-1-3-9-5-6-10-4-2-8;;/h9-10H,1-8H2;2*1H
IUPAC Name
(2-aminoethyl)({2-[(2-aminoethyl)amino]ethyl})amine dihydrochloride
SMILES
Cl.Cl.NCCNCCNCCN
KEGG Drug
D00736
ChemSpider
64521
ChEBI
9706
ChEMBL
CHEMBL3989777
Wikipedia
Triethylenetetramine
Predicted Properties
PropertyValueSource
logP-2.2ChemAxon
pKa (Strongest Basic)9.77ChemAxon
Physiological Charge2ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area76.1 Å2ChemAxon
Rotatable Bond Count7ChemAxon
Refractivity43.32 m3·mol-1ChemAxon
Polarizability18.04 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon