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Details

Stereochemistry ACHIRAL
Molecular Formula C23H29N3O.2ClH
Molecular Weight 436.418
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of OPIPRAMOL HYDROCHLORIDE

SMILES

Cl.Cl.OCCN1CCN(CCCN2C3=C(C=CC=C3)C=CC4=C2C=CC=C4)CC1

InChI

InChIKey=DLTOEESOSYKJBK-UHFFFAOYSA-N
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

HIDE SMILES / InChI

Molecular Formula C23H29N3O
Molecular Weight 363.4959
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment: description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/25722522

Opipramol (Insidon, Pramolan, Ensidon, Oprimol) is an antidepressant and anxiolytic used in Germany and other European countries. Although it is a member of the tricyclic antidepressants, opipramol's primary mechanism of action is much different in comparison, it doesn’t represent a tricyclic antidepressant drug as it does not inhibit the neuronal uptake of norepinephrine and/or serotonin. Opipramol also acts as a low to moderate affinity antagonist for the D2, 5-HT2, H1, H2, and muscarinic acetylcholine receptors. H1 and H2 receptor antagonism account for its antihistamine effects, and muscarinic acetylcholine receptor antagonism is responsible for its anticholinergic properties. Opipramol was developed by Schindler and Blattner in 1961. Opipramol is typically used in the treatment of generalized anxiety disorder (GAD) and somatoform disorders. Its anxiolysis becomes prominent after only one to two weeks of chronic administration. Upon first commencing treatment, opipramol is rather sedating in nature due to its antihistamine properties, but this effect becomes less prominent with time. The therapy with Opipramol indicates an additional therapy with neuroleptics, hypnotics and tranquilizers (e.g. Barbiturates, Benzodiazepines). Therefore, it should be noted that some specific reactions, particularly CNS depressant effects could be intensified and an intensification of common side effects may occur. If necessary the dosage may be reduced. Co-administration with alcohol can cause stupor. MAO Inhibitors should be discontinued at least 14 days before the treatment with Opipramol. Concomitant use of Opipramol with β-blockers, antiarrhythmics (of class 1c), as well as drugs from tricyclic antidepressant group and preparations which influence the microsomal enzyme system, can lead to change in plasma concentration of these drugs. Co-administration of neuroleptics (example- haloperidol, risperidone) can increase the plasma concentration.

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Simultaneous determination of seven tricyclic antidepressant drugs in human plasma by direct-injection HPLC-APCI-MS-MS with an ion trap detector.
2002 Aug
The treatment of generalised anxiety disorder. A systematic review.
2002 Dec
[Somatoform disorders--what must the general practitioner know?].
2004 Aug 19
Anti-proliferative activity of haloperidol in B16 mouse and human SK-MEL-28 melanoma cell lines.
2005 Oct
[Trazodone for the treatment of behavioral and psychological symptoms of dementia (BPSD) in Alzheimer's disease: a retrospective study focused on the aggression and negativism in caregiving situations].
2006 Jun
Quantitative determination of forty-eight antidepressants and antipsychotics in human serum by HPLC tandem mass spectrometry: a multi-level, single-sample approach.
2006 Oct 20
sigma-1 receptor modulation of acid-sensing ion channel a (ASIC1a) and ASIC1a-induced Ca2+ influx in rat cortical neurons.
2008 Nov
Opipramol dipicrate.
2010 Jul 10
In vitro studies of DNA damage caused by tricyclic antidepressants: a role of peroxidase in the side effects of the drugs.
2010 Sep 20
Patents

Patents

Sample Use Guides

50 mg in morning; 50 mg in the afternoon and 100 mg in the evening
Route of Administration: Oral
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:10:30 GMT 2023
Edited
by admin
on Fri Dec 15 15:10:30 GMT 2023
Record UNII
B49OBI656M
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
OPIPRAMOL HYDROCHLORIDE
JAN   MART.   USAN   WHO-DD  
USAN  
Official Name English
OPIPRAMOL HYDROCHLORIDE [JAN]
Common Name English
OPIPRAMOL HYDROCHLORIDE [MART.]
Common Name English
OPIPRAMOL HYDROCHLORIDE [USAN]
Common Name English
Opipramol hydrochloride [WHO-DD]
Common Name English
OPIPRAMOL HCL
Common Name English
1-PIPERAZINEETHANOL, 4-(3-(5H-DIBENZ(B,F)AZEPIN-5-YL)PROPYL)-, DIHYDROCHLORIDE
Common Name English
INSIDON
Brand Name English
4-(3-(5H-DIBENZ(B,F)AZEPIN-5-YL)PROPYL)-1-PIPERAZINEETHANOL DIHYDROCHLORIDE
Systematic Name English
OPIPRAMOL DIHYDROCHLORIDE [MI]
Common Name English
OPIPRAMOL DIHYDROCHLORIDE
MI  
Common Name English
G-33040
Code English
Classification Tree Code System Code
NCI_THESAURUS C265
Created by admin on Fri Dec 15 15:10:30 GMT 2023 , Edited by admin on Fri Dec 15 15:10:30 GMT 2023
Code System Code Type Description
EPA CompTox
DTXSID5045752
Created by admin on Fri Dec 15 15:10:30 GMT 2023 , Edited by admin on Fri Dec 15 15:10:30 GMT 2023
PRIMARY
NCI_THESAURUS
C87667
Created by admin on Fri Dec 15 15:10:30 GMT 2023 , Edited by admin on Fri Dec 15 15:10:30 GMT 2023
PRIMARY
PUBCHEM
71587
Created by admin on Fri Dec 15 15:10:30 GMT 2023 , Edited by admin on Fri Dec 15 15:10:30 GMT 2023
PRIMARY
MERCK INDEX
m8218
Created by admin on Fri Dec 15 15:10:30 GMT 2023 , Edited by admin on Fri Dec 15 15:10:30 GMT 2023
PRIMARY Merck Index
ECHA (EC/EINECS)
213-000-2
Created by admin on Fri Dec 15 15:10:30 GMT 2023 , Edited by admin on Fri Dec 15 15:10:30 GMT 2023
PRIMARY
RXCUI
82062
Created by admin on Fri Dec 15 15:10:30 GMT 2023 , Edited by admin on Fri Dec 15 15:10:30 GMT 2023
PRIMARY RxNorm
ChEMBL
CHEMBL370753
Created by admin on Fri Dec 15 15:10:30 GMT 2023 , Edited by admin on Fri Dec 15 15:10:30 GMT 2023
PRIMARY
SMS_ID
100000092384
Created by admin on Fri Dec 15 15:10:30 GMT 2023 , Edited by admin on Fri Dec 15 15:10:30 GMT 2023
PRIMARY
CAS
909-39-7
Created by admin on Fri Dec 15 15:10:30 GMT 2023 , Edited by admin on Fri Dec 15 15:10:30 GMT 2023
PRIMARY
EVMPD
SUB03520MIG
Created by admin on Fri Dec 15 15:10:30 GMT 2023 , Edited by admin on Fri Dec 15 15:10:30 GMT 2023
PRIMARY
FDA UNII
B49OBI656M
Created by admin on Fri Dec 15 15:10:30 GMT 2023 , Edited by admin on Fri Dec 15 15:10:30 GMT 2023
PRIMARY
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