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Details

Stereochemistry ACHIRAL
Molecular Formula C19H24N2O
Molecular Weight 296.4067
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of IMIPRAMINOXIDE

SMILES

C[N+](C)([O-])CCCN1C2=CC=CC=C2CCC3=C1C=CC=C3

InChI

InChIKey=QZIQORUGXBPDSU-UHFFFAOYSA-N
InChI=1S/C19H24N2O/c1-21(2,22)15-7-14-20-18-10-5-3-8-16(18)12-13-17-9-4-6-11-19(17)20/h3-6,8-11H,7,12-15H2,1-2H3

HIDE SMILES / InChI
Imipraminoxide (brand names Imiprex, Elepsin) is a tricyclic antidepressant and imipramine metabolite that was used in Europe for the treatment of depression. In comparison with the imipramine, Imipraminoxide efficacy was identical to imipramine. However, in clinical trials, imipraminoxide was found to have a faster onset of action, and fewer and less marked side effects, including diminished orthostatic hypotension and anticholinergic effects like dry mouth, sweating, dizziness, and fatigue. Imipraminoxide's pharmacology has not been well elucidated, but based on its very close relationship with imipramine, it likely acts as a serotonin and norepinephrine reuptake inhibitor and serotonin, adrenaline, histamine, and muscarinic acetylcholine receptor antagonist, though with weaker antiadrenergic and anticholinergic actions

Approval Year

PubMed

PubMed

TitleDatePubMed
Comparative trial of imipramine N-oxide and imipramine in the treatment of out-patients with depressive syndromes.
1973
Patents
Name Type Language
IMIPRAMINOXIDE
INN   WHO-DD  
INN  
Official Name English
IMIPRAMINE N-OXIDE [MI]
Common Name English
IMIPRAMINE OXIDE
Common Name English
5-(3-(DIMETHYLAMINO)PROPYL)-10,11-DIHYDRO-5H-DIBENZ(B,F)AZEPINE N-OXIDE
Systematic Name English
Imipraminoxide [WHO-DD]
Common Name English
imipraminoxide [INN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C265
Created by admin on Sat Dec 16 15:51:18 GMT 2023 , Edited by admin on Sat Dec 16 15:51:18 GMT 2023
WHO-ATC N06AA03
Created by admin on Sat Dec 16 15:51:18 GMT 2023 , Edited by admin on Sat Dec 16 15:51:18 GMT 2023
WHO-VATC QN06AA03
Created by admin on Sat Dec 16 15:51:18 GMT 2023 , Edited by admin on Sat Dec 16 15:51:18 GMT 2023
Code System Code Type Description
NCI_THESAURUS
C65897
Created by admin on Sat Dec 16 15:51:18 GMT 2023 , Edited by admin on Sat Dec 16 15:51:18 GMT 2023
PRIMARY
EPA CompTox
DTXSID40218445
Created by admin on Sat Dec 16 15:51:18 GMT 2023 , Edited by admin on Sat Dec 16 15:51:18 GMT 2023
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FDA UNII
8MKS280XJW
Created by admin on Sat Dec 16 15:51:18 GMT 2023 , Edited by admin on Sat Dec 16 15:51:18 GMT 2023
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ChEMBL
CHEMBL1614644
Created by admin on Sat Dec 16 15:51:18 GMT 2023 , Edited by admin on Sat Dec 16 15:51:18 GMT 2023
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INN
3925
Created by admin on Sat Dec 16 15:51:18 GMT 2023 , Edited by admin on Sat Dec 16 15:51:18 GMT 2023
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ECHA (EC/EINECS)
229-907-1
Created by admin on Sat Dec 16 15:51:18 GMT 2023 , Edited by admin on Sat Dec 16 15:51:18 GMT 2023
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PUBCHEM
65589
Created by admin on Sat Dec 16 15:51:18 GMT 2023 , Edited by admin on Sat Dec 16 15:51:18 GMT 2023
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DRUG CENTRAL
3295
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DRUG BANK
DB13782
Created by admin on Sat Dec 16 15:51:18 GMT 2023 , Edited by admin on Sat Dec 16 15:51:18 GMT 2023
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SMS_ID
100000087572
Created by admin on Sat Dec 16 15:51:18 GMT 2023 , Edited by admin on Sat Dec 16 15:51:18 GMT 2023
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EVMPD
SUB08153MIG
Created by admin on Sat Dec 16 15:51:18 GMT 2023 , Edited by admin on Sat Dec 16 15:51:18 GMT 2023
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WIKIPEDIA
Imipraminoxide
Created by admin on Sat Dec 16 15:51:18 GMT 2023 , Edited by admin on Sat Dec 16 15:51:18 GMT 2023
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CAS
6829-98-7
Created by admin on Sat Dec 16 15:51:18 GMT 2023 , Edited by admin on Sat Dec 16 15:51:18 GMT 2023
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MERCK INDEX
m6233
Created by admin on Sat Dec 16 15:51:18 GMT 2023 , Edited by admin on Sat Dec 16 15:51:18 GMT 2023
PRIMARY Merck Index