Chemical Properties
White To Off-White Solid
Originator
Pertofran,Geigy,UK,1963
Uses
Tricyclic antidepresant that is a more potent inhibitor of the norepinephrine transporter than the serotonin transporter.
Uses
Desipramine hydrochloride has been used:
- to prevent norepinephrine neuron degeneration and to maximize uptake into DA neurons
- to protect unselective damage to the?noradrenergic system
- as a norepinephrine re-uptake inhibitor to treat rats for lesioning
Uses
Tricyclic antidepressant that is a more potent inhibitor of the norepinephrine transporter than the serotonin transporter.
Definition
ChEBI: The hydrochloride salt of desipramine.
Manufacturing Process
Oxidative coupling of o-nitrotoluene gives 4,4'-dinitrodibenzyl which is reduced
with hydrogen to the diamine. The diamine is pyrolyzed to give
dihydrobenzazepine. This is reacted with N-(3-chloropropyl)-Nmethylbenzamine to give N-benzyldesipramine. This is debenzylated by
reductive cleavage and then reacted with HCl.
brand name
Norpramin (Sanofi Aventis); Pertofrane (Sanofi Aventis).
Therapeutic Function
Psychostimulant
General Description
The structure and salient properties of desipramine hydrochloride,10,11-dihydro-N-methyl-5H-dibenz[b,f]azepine-5-propanamine monohydrochloride, 5-(3-methylaminopropyl)-10,11-dihydro-5H-dibenz[b,f]azepine hydrochloride(Norpramin, Pertofrane), are discussed under the heading,Imipramine. Among tricyclics, desipramine would be consideredwhen few anticholinergic effects or a low level of sedationare important. It is a SNERI.
Biological Activity
Tricyclic antidepressant that is a selective inhibitor of noradrenalin transporters (K i values are 4, 61 and 78720 nM for NET, SERT and DAT transporters respectively).
Biochem/physiol Actions
Desipramine is used to treat depression. It is also used to manage enuresis in children. Desipramine helps to eliminate the pain triggered by diabetic neuropathy.
Safety Profile
Poison by ingestion,
intraperitoneal, subcutaneous, and
intravenous routes. Human systemic effects
by ingestion: decreased urine volume,
sodium level changes, chlorine level
changes. An experimental teratogen. Other
experimental reproductive effects. Mutation
data reported. When heated to
decomposition it emits very toxic fumes of
NO, and HCI.
storage
Desiccate at +4°C
