Details
Stereochemistry | ACHIRAL |
Molecular Formula | C23H29N3O |
Molecular Weight | 363.4959 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
OCCN1CCN(CCCN2C3=C(C=CC=C3)C=CC4=C2C=CC=C4)CC1
InChI
InChIKey=YNZFUWZUGRBMHL-UHFFFAOYSA-N
InChI=1S/C23H29N3O/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
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 |
DescriptionSources: http://medind.nic.in/daa/t13/i2/daat13i2p409.pdfCurator's Comment: description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/25722522
Sources: http://medind.nic.in/daa/t13/i2/daat13i2p409.pdf
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.
Originator
Sources: http://medind.nic.in/daa/t13/i2/daat13i2p409.pdf
Curator's Comment: 1961
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
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Target ID: CHEMBL287 Sources: https://www.ncbi.nlm.nih.gov/pubmed/11199949 |
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Target ID: CHEMBL231 Sources: https://www.ncbi.nlm.nih.gov/pubmed/25722522 |
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Target ID: CHEMBL217 Sources: https://www.ncbi.nlm.nih.gov/pubmed/25722522 |
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Target ID: CHEMBL2095200 Sources: https://www.ncbi.nlm.nih.gov/pubmed/25722522 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Primary | Unknown Approved UseUnknown |
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Primary | Unknown Approved UseUnknown |
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Primary | Unknown Approved UseUnknown |
PubMed
Title | Date | PubMed |
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Effects of opipramol as an evening anaesthesiologic premedication. | 2002 |
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The treatment of generalised anxiety disorder. A systematic review. | 2002 Dec |
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Bioavailability of opipramol from a film-coated tablet, a sugar-coated tablet and an aqueous solution in healthy volunteers. | 2003 |
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Therapeutic drug monitoring of 13 antidepressant and five neuroleptic drugs in serum with liquid chromatography-electrospray ionization mass spectrometry. | 2003 Dec |
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Specific modulation of sigma binding sites by the anxiolytic drug opipramol. | 2003 Oct |
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Induction of a mixed depressive episode during rTMS treatment in a patient with refractory major depression. | 2006 |
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[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 |
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A retrospective analysis of antidepressant poisonings in the emergency department: 11-year experience. | 2006 Oct |
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Frequency of different anti-depressants associated with suicides and drug deaths. | 2008 Mar |
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Gastroprotective and antioxidant effects of opipramol on indomethacin-induced ulcers in rats. | 2009 Jul |
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The sigma-1 antagonist BMY-14802 inhibits L-DOPA-induced abnormal involuntary movements by a WAY-100635-sensitive mechanism. | 2009 Jul |
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Opipramol dipicrate. | 2010 Jul 10 |
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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
Sample Use Guides
In Vivo Use Guide
Sources: http://medind.nic.in/daa/t13/i2/daat13i2p409.pdf
50 mg in morning; 50 mg in the afternoon and 100 mg in the evening
Route of Administration:
Oral
Substance Class |
Chemical
Created
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admin
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Edited
Fri Dec 15 15:10:38 GMT 2023
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Fri Dec 15 15:10:38 GMT 2023
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Record UNII |
D23ZXO613C
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Record Status |
Validated (UNII)
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Record Version |
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NCI_THESAURUS |
C28197
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NCI_THESAURUS |
C265
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WHO-VATC |
QN06AA05
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WHO-ATC |
N06AA05
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C90612
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SUB09450MIG
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D23ZXO613C
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CHEMBL370753
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100000091965
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206-254-0
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7674
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9417
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DB12930
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169867
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DTXSID3023394
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1838
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OPIPRAMOL
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1993
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315-72-0
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D009888
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m8218
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PRIMARY | Merck Index |
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SALT/SOLVATE -> PARENT |
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ACTIVE MOIETY |