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Merck

I7379

Imipramine hydrochloride

≥99% (TLC), powder, selective serotonin reuptake inhibitor

Synonym(s):

10,11-Dihydro-N,N-dimethyl-5H-dibenz[b,f]azepine-5-propanamine hydrochloride, 5-[3-(Dimethylamino)propyl]-10,11-dihydro-5H-dibenz[b,f]azepine hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C19H24N2 · HCl
CAS Number:
113-52-0
Molecular Weight:
316.87
NACRES:
NA.77
PubChem Substance ID:
24278097
UNSPSC Code:
12352116
EC Number:
204-030-7
MDL number:
MFCD00012669
Assay:
≥99% (TLC)
Form:
powder
Quality level:
200

Key Documents

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Product Name

Imipramine hydrochloride, ≥99% (TLC)

InChI key

XZZXIYZZBJDEEP-UHFFFAOYSA-N

InChI

1S/C19H24N2.ClH/c1-20(2)14-7-15-21-18-10-5-3-8-16(18)12-13-17-9-4-6-11-19(17)21;/h3-6,8-11H,7,12-15H2,1-2H3;1H

SMILES string

Cl[H].CN(C)CCCN1c2ccccc2CCc3ccccc13

assay

≥99% (TLC)

form

powder

color

white

solubility

H2O: 50 mg/mL

originator

Novartis

Quality Level

200

Gene Information

human ... HTR1A(3350), HTR1B(3351), HTR1D(3352), HTR1E(3354), HTR1F(3355), HTR2A(3356), HTR2B(3357), HTR2C(3358), HTR3A(3359), HTR3B(9177), HTR3C(170572), HTR3D(200909), HTR3E(285242), HTR4(3360), HTR5A(3361), HTR5B(645694), HTR6(3362), HTR7(3363), SLC6A2(6530), SLC6A4(6532)

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General description

Imipramine is a tricyclic antidepressant. It has a half-life of 6 to 20 hours. Imipramine is made up of a tricyclic nucleus, that consists of two phenyl rings and a central cycloheptadien ring.

Application

Imipramine hydrochloride has been used:
  • as a non- selective serotonin reuptake inhibitor (SSRI) tricyclic anti-depressant (DD-IMI) to treat animals
  • to investigate its interaction with insulin in aqueous solution
  • to abolish the ability of internalized lipoproteins to stimulate cholesteryl esterification

Biochem/physiol Actions

Tricyclic antidepressant; inhibits the serotonin and norepinephrine transporters with Kis of 7.7 nM and 67 nM, respectively. Has little effect on the dopamine transporter (Ki = 25 μM).
Tricyclic antidepressant; inhibits the serotonin and norepinephrine transporters; has little effect on the dopamine transporter.

Features and Benefits

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

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H300

Hazard Classifications

Acute Tox. 2 Oral

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

I7379-100G: + I7379-25G: + I7379-BULK: + I7379-VAR: + I7379-5G:

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Certificates of Analysis (COA)

Lot/Batch Number
0000503901
0000503901
0000481757
0000481757
0000450307

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Comprehensive Medicinal Chemistry II.: Global perspective (2007)
Low density lipoprotein receptor-related protein and gp330 bind similar ligands, including plasminogen activator-inhibitor complexes and lactoferrin, an inhibitor of chylomicron remnant clearance.
Willnow TE, et al.
Test, 267(36), 26172-26180 (1992)
Thermodynamic study of the imipramine-insulin interaction
Lopez-Fontan J, et al.
The Journal of Chemical Thermodynamics, 31(10), 1297-1306 (1999)
Psychotropic drugs
Drugs During Pregnancy and Lactation, 743-774 (2015)
Yeqing Huang et al.
Biochemical and biophysical research communications, 518(2), 337-343 (2019-08-20)
The slow onset of traditional antidepressants has become an urgent clinical issue, researchers are constantly exploring new antidepressants with prompt action. Previous studies have found that zinc levels were decreased in serum and brain of depressed patients or animal models.
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