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D3900

Sigma-Aldrich

Desipramine hydrochloride

≥98% (TLC), powder

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Empirical Formula (Hill Notation):
C18H22N2 · HCl
CAS Number:
58-28-6
Molecular Weight:
302.84
EC Number:
200-373-1
MDL number:
MFCD00058108
UNSPSC Code:
12352116
PubChem Substance ID:
24278094
NACRES:
NA.77

Quality Level

100

Assay

≥98% (TLC)

form

powder

color

white to off-white

solubility

H2O: 50 mg/mL

originator

Sanofi Aventis

storage temp.

2-8°C

SMILES string

Cl[H].CNCCCN1c2ccccc2CCc3ccccc13

InChI

1S/C18H22N2.ClH/c1-19-13-6-14-20-17-9-4-2-7-15(17)11-12-16-8-3-5-10-18(16)20;/h2-5,7-10,19H,6,11-14H2,1H3;1H

InChI key

XAEWZDYWZHIUCT-UHFFFAOYSA-N

Gene Information

human ... SLC6A2(6530)

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General description

Desipramine, a metabolite of imipramine and iofepramine is an active tricyclic antidepressant.

Application

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

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.
Tricyclic antidepressant that is a more potent inhibitor of the norepinephrine transporter (Ki = 4 nM) than the serotonin transporter (Ki = 61 nM).

Features and Benefits

This compound is featured on the Biogenic Amine Transporters page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
This compound was developed by Sanofi Aventis. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Caution

Hygroscopic

Pictograms

Health hazardExclamation mark
GHS08,GHS07

Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Resp. Sens. 1 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Resonant antidromic cortical circuit activation as a consequence of high-frequency subthalamic deep-brain stimulation
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Journal of Neurophysiology (2007)
Effects of desipramine, amitriptyline, and fluoxetine on pain in diabetic neuropathy
Max M B, et al.
The New England Journal of Medicine, 326(19), 1250-1256 (1992)
Exercise induces behavioral recovery and attenuates neurochemical deficits in rodent models of Parkinson's disease
Tillerson J L, et al.
Neuroscience, 119(3), 899-911 (2003)
Desipramine
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