Demexiptiline (brand names Deparon, Tinoran) is a
tricyclic antidepressant
Tricyclic antidepressants (TCAs) are a class of medications that are used primarily as antidepressants, which is important for the management of depression. They are second-line drugs next to SSRIs. TCAs were discovered in the early 1950s and wer ...
(TCA) used in
France
France (), officially the French Republic ( ), is a country primarily located in Western Europe. It also comprises of overseas regions and territories in the Americas and the Atlantic, Pacific and Indian Oceans. Its metropolitan area ...
for the treatment of
depression.
It acts primarily as a
norepinephrine reuptake inhibitor
A norepinephrine reuptake inhibitor (NRI, NERI) or noradrenaline reuptake inhibitor or adrenergic reuptake inhibitor (ARI), is a type of drug that acts as a reuptake inhibitor for the neurotransmitters norepinephrine (noradrenaline) and epin ...
similarly to
desipramine
Desipramine, sold under the brand name Norpramin among others, is a tricyclic antidepressant (TCA) used in the treatment of depression. It acts as a relatively selective norepinephrine reuptake inhibitor, though it does also have other activiti ...
.
Synthesis
The synthesis is similar to that reported for
Noxiptiline but also differs in a couple of respects.
The condensation between
Dibenzosuberenone 222-33-5(1) and
hydroxylamine
Hydroxylamine is an inorganic compound with the formula . The material is a white crystalline, hygroscopic compound.Greenwood and Earnshaw. ''Chemistry of the Elements.'' 2nd Edition. Reed Educational and Professional Publishing Ltd. pp. 431–43 ...
(2) gives the oxime,
021-91-6(3). Base catalyzed attachment of the sidechain by reaction with 2-Chloro-N-Methylethanamine
2315-92-7(4) completed the synthesis of demexiptiline (5).
References
Further reading
*
Dibenzocycloheptenes
Ketoximes
Tricyclic antidepressants
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