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O5889

Sigma-Aldrich

Opipramol dihydrochloride

≥98% (HPLC), solid

Synonym(s):

4-[3-(5H-Dibenz[b,f]azepin-5-yl)propyl]-1-piperazineethanol dihydrochloride

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About This Item

Empirical Formula (Hill Notation):
C23H29N3O · 2HCl
CAS Number:
909-39-7
Molecular Weight:
436.42
EC Number:
213-000-2
MDL number:
MFCD00941483
UNSPSC Code:
12352200
PubChem Substance ID:
24724565
NACRES:
NA.77

assay

≥98% (HPLC)

form

solid

storage condition

desiccated

color

yellow

solubility

H2O: ~24 mg/mL

SMILES string

Cl[H].Cl[H].OCCN1CCN(CCCN2c3ccccc3C=Cc4ccccc24)CC1

InChI

1S/C23H29N3O.2ClH/c27-19-18-25-16-14-24(15-17-25)12-5-13-26-22-8-3-1-6-20(22)10-11-21-7-2-4-9-23(21)26;;/h1-4,6-11,27H,5,12-19H2;2*1H

InChI key

DLTOEESOSYKJBK-UHFFFAOYSA-N

General description

Opipramol acts as an antidepressant and is chemically similar to tricyclic antidepressants. It is an atypical anxiolytic and antidepressant drug. Opipramol mainly acts on sigma receptors. It is usually found to be much effective in depressive disorder. It has the ability to prevent histamine, serotonin, dopamine and alpha-1 adrenergic receptors.

Biochem/physiol Actions

σ1/σ2 opioid receptor agonist; an antagonist at D2, 5HT2 and H1 receptors; atypical antidepressant, antipsychotic and anxiolytic

pictograms

Exclamation markEnvironment
GHS07,GHS09

signalword

Warning

hcodes

H302,H410

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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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W E Müller et al.
Pharmacopsychiatry, 37 Suppl 3, S189-S197 (2004-11-18)
Although opipramol is structurally related to imipramine, it does not represent a tricyclic antidepressant drug as it does not inhibit the neuronal uptake of norepinephrine and/or serotonin. Unlike imipramine it is a rather potent sigma ligand with modest subclass selectivity
[Opipramol (Insidon) in the treatment of somatoform disorders].
H J Freyberger et al.
Fortschritte der Neurologie-Psychiatrie, 66 Suppl 1, S25-S30 (1999-01-29)
Opipramol as nighttime medication.
Ulrich Leutgeb
Deutsches Arzteblatt international, 106(18), 321-321 (2009-06-24)
[Pharmacokinetics and relative bioavailability of opipramol in the new INSIDON--sustained release preparation].
E B Nilsson et al.
Fortschritte der Neurologie-Psychiatrie, 66 Suppl 1, S13-S16 (1999-01-29)
H-P Volz et al.
Pharmacopsychiatry, 37 Suppl 3, S214-S220 (2004-11-18)
So far, sigma-ligands have been investigated for several indications in human studies in functional diarrhea as a model of somatoform disorder (igmesine), depression (igmesine, opipramol), anxiety (opipramol and--in animal models--siramisine), schizophrenia (panamasine, SL 82.0715, rimcazole, DuP 734, BMY 14 802)
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