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DESIPRAMINE HYDROCHLORIDE

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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
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DESIPRAMINE HYDROCHLORIDE Chemical Properties

Melting point:
214-2160C
Flash point:
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
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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
Toxicity
LD50 in mice, rats (mg/kg): 500, 385 orally; 94, 48 i.p.; 420, 183 s.c. (Eriksoo, Rohte)

MSDS

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DESIPRAMINE HYDROCHLORIDE Usage And Synthesis

Chemical Properties

White To Off-White Solid

Originator

Pertofran,Geigy,UK,1963

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 antidepresant that is a more potent inhibitor of the norepinephrine transporter than the serotonin transporter.

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

DESIPRAMINE HYDROCHLORIDESupplier

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