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Merck

I0100000

Imipramine hydrochloride

European Pharmacopoeia (EP) Reference Standard

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.24
PubChem Substance ID:
329815297
UNSPSC Code:
41116107
MDL number:
MFCD00012669

Key Documents

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Product Name

Imipramine hydrochloride, European Pharmacopoeia (EP) Reference Standard

InChI key

XZZXIYZZBJDEEP-UHFFFAOYSA-N

SMILES string

Cl[H].CN(C)CCCN1c2ccccc2CCc3ccccc13

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

grade

pharmaceutical primary standard

API family

imipramine

manufacturer/tradename

EDQM

application(s)

pharmaceutical (small molecule)

format

neat

Gene Information

human ... SLC6A2(6530), SLC6A4(6532)

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Related Categories

Application

Imipramine hydrochloride EP Reference standard, intended for use in laboratory tests only as specifically prescribed in the European Pharmacopoeia.

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.

General description

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the Issuing Pharmacopoeia. For further information and support please go to the website of the issuing Pharmacopoeia.

Other Notes

Sales restrictions may apply.

Packaging

The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity, please visit the EDQM reference substance catalogue.

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

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Adam J Walker et al.
Behavioural brain research, 242, 76-83 (2013-01-02)
Several animal models are currently utilised in the investigation of major depressive disorder; however, each is validated by its response to antidepressant pharmacotherapy. Few animal models consider the notion of antidepressant treatment resistance. Chronic daily administration of adrenocorticotropic hormone (ACTH)
Pablo Méndez et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 32(47), 16616-16628 (2012-11-24)
Correct brain functioning relies on the precise activity of a myriad of synapses assembling neurons in complex networks. In the hippocampus, highly diverse inhibitory circuits differently govern several physiologically relevant network activities. Particularly, perisomatic inhibition provided by specific interneurons was
Gislaine Z Réus et al.
Behavioural brain research, 242, 40-46 (2012-12-15)
A growing body of evidence is pointing toward an association between immune molecules, as well brain-derived neurotrophic factor (BDNF) and the depression. The present study was aimed to evaluate the behavioral and molecular effects of the antidepressant imipramine in maternally
Management of nocturnal enuresis.
Patrina H Y Caldwell et al.
BMJ (Clinical research ed.), 347, f6259-f6259 (2013-10-31)
D J Hines et al.
Translational psychiatry, 3, e212-e212 (2013-01-17)
Major depressive disorder is a debilitating condition with a lifetime risk of ten percent. Most treatments take several weeks to achieve clinical efficacy, limiting the ability to bring instant relief needed in psychiatric emergencies. One intervention that rapidly alleviates depressive
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