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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

Quality Level

100

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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Hakan Dursun et al.
Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan, 129(7), 861-869 (2009-07-03)
Tricyclic antidepressants are particularly useful in the treatment of endogenous depression. Since the 1950s, tricyclic antidepressants (TCAs) have also been used for the treatment of gastric ulcer disease. Many TCAs have been evaluated for their antiulcer effects, but there are
H J Möller et al.
Journal of clinical psychopharmacology, 21(1), 59-65 (2001-02-24)
Opipramol, a drug widely prescribed in Germany, is a tricyclic compound with no reuptake-inhibiting properties. However, it has pronounced D2-, 5-HT2-, and H1-blocking potential and high affinity to sigma receptors (sigma-1 and sigma-2). In early controlled trials, anxiolytic effects were
[Opipramol in behavioral pharmacologic anxiety and depression models].
C Gentsch
Fortschritte der Neurologie-Psychiatrie, 66 Suppl 1, S17-S20 (1999-01-29)
Update Opipramol
Gahr M, et al.
Fortschritte der Neurologie-Psychiatrie, 139-145 (2017)
Opipramol as nighttime medication.
Ulrich Leutgeb
Deutsches Arzteblatt international, 106(18), 321-321 (2009-06-24)
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