DESIPRAMINE HYDROCHLORIDE Property

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

Safety

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)

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H317May cause an allergic skin reaction

H319Causes serious eye irritation

H334May cause allergy or asthma symptoms or breathing difficulties if inhaled

H335May cause respiratory irritation

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

DESIPRAMINE HYDROCHLORIDE Chemical Properties,Usage,Production

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