DESIPRAMINE HYDROCHLORIDE

DESIPRAMINE HYDROCHLORIDE Basic information
Product Name:DESIPRAMINE HYDROCHLORIDE
Synonyms:Desipramine solution hydrochloride;RMI-9384A;10-11-Dihydro-N-methyl-5H-dibenz(Z)[b,f]azepine-5-propanaminehydrochloride;Desipramine Hydrochloride (125 mg);Desipramine Hydrochloride (125 mg)I0E2831.000mg/mg(dr);10,11-Dihydro-5-[3-(methylamino)propyl]-5H-dibenz[b,f]azepine monohydrochloride;5-[3-(Methylamino)propyl]-5H-dibenz[b,f]azepine hydrochloride;10,11-dihydro-5-(3-(methylamino)propyl)-5h-dibenz(b,f)azepinehydrochloride
CAS:58-28-6
MF:C18H23ClN2
MW:302.84
EINECS:200-373-1
Product Categories:Intermediates & Fine Chemicals;Pharmaceuticals;Biogenic Amine Transport Inhibitors;Biogenic Amine Transport InhibitorsObesity Research;Neurotransmission;Neurotransmission (Obesity);Neurotransmitters;Adrenoceptor;NORPRAMIN
Mol File:58-28-6.mol
DESIPRAMINE HYDROCHLORIDE Structure
DESIPRAMINE HYDROCHLORIDE Chemical Properties
Melting point 214-2160C
Fp 11 °C
storage temp. 2-8°C
solubility H2O: 50 mg/mL
form powder
color white to off-white
Water Solubility Soluble to 100 mM in water
Safety Information
Hazard Codes Xn,T,F
Risk Statements 22-36/37/38-42/43-48/23/24/25-23/24/25-11-39/23/24/25
Safety Statements 7-16-36/37-45-26-24-22
RIDADR UN 1230 3/PG 2
WGK Germany 3
RTECS HO0525000
HS Code 2933996100
ToxicityLD50 in mice, rats (mg/kg): 500, 385 orally; 94, 48 i.p.; 420, 183 s.c. (Eriksoo, Rohte)
MSDS Information
ProviderLanguage
SigmaAldrich English
DESIPRAMINE HYDROCHLORIDE Usage And Synthesis
Chemical PropertiesWhite To Off-White Solid
OriginatorPertofran,Geigy,UK,1963
UsesDesipramine 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

UsesTricyclic antidepresant that is a more potent inhibitor of the norepinephrine transporter than the serotonin transporter.
UsesTricyclic antidepressant that is a more potent inhibitor of the norepinephrine transporter than the serotonin transporter.
DefinitionChEBI: The hydrochloride salt of desipramine.
Manufacturing ProcessOxidative 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 nameNorpramin (Sanofi Aventis); Pertofrane (Sanofi Aventis).
Therapeutic FunctionPsychostimulant
General DescriptionThe 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 ActivityTricyclic 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 ActionsDesipramine 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 ProfilePoison 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.
storageDesiccate at +4°C
DESIPRAMINE HYDROCHLORIDE Preparation Products And Raw materials
Raw materialsHydrogen-->2-Nitrotoluene
IMIPRAMINE-2,4,6,8-D4 HCL IMIPRAMINE HCL (D4) CYANO-IMIPRAMINE HYDROCHLORIDE, [N-METHYL-3H] NORCLOMIPRAMINE DESIPRAMINE HCL (D4) Clomipramine hydrochloride DESMETHYLIMIPRAMINE HCL, [BENZENE RING-10,11-3H]- LOFEPRAMINE HYDROCHLORIDE DESIPRAMINE HYDROCHLORIDE Clomipramine IMIPRAMINE HYDROCHLORIDE, [BENZENE RING-3H(N)]- IMIPRAMINE-D3 HYDROCHLORIDE 98 ATOM % D Imipramine hydrochloride IMIPRAMINE HYDROCHLORIDE, [N-METHYL-3H] 8-hydroxyclomipramine LOFEPRAMINE N-DESMETHYLCLOMIPRAMINE HYDROCHLORIDE carpipramine dihydrochloride

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