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Details

Stereochemistry ACHIRAL
Molecular Formula C19H24N2O.ClH
Molecular Weight 332.868
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of IMIPRAMINOXIDE HYDROCHLORIDE

SMILES

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

InChI

InChIKey=CAHPIJSNOKEGSK-UHFFFAOYSA-N
InChI=1S/C19H24N2O.ClH/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;1H

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 HYDROCHLORIDE
WHO-DD  
Common Name English
Imipraminoxide hydrochloride [WHO-DD]
Common Name English
5H-DIBENZ(B,F)AZEPINE-5-PROPANAMINE, 10,11-DIHYDRO-N,N-DIMETHYL-, N-OXIDE, HYDROCHLORIDE (1:1)
Systematic Name English
IMIPRAMINE N-OXIDE HYDROCHLORIDE
MI  
Common Name English
IMIPREX
Brand Name English
IMIPRAMINE N-OXIDE HYDROCHLORIDE [MI]
Common Name English
Code System Code Type Description
CAS
19864-71-2
Created by admin on Fri Dec 15 18:37:40 GMT 2023 , Edited by admin on Fri Dec 15 18:37:40 GMT 2023
SUPERSEDED
FDA UNII
R7396L81U4
Created by admin on Fri Dec 15 18:37:40 GMT 2023 , Edited by admin on Fri Dec 15 18:37:40 GMT 2023
PRIMARY
EVMPD
SUB02645MIG
Created by admin on Fri Dec 15 18:37:40 GMT 2023 , Edited by admin on Fri Dec 15 18:37:40 GMT 2023
PRIMARY
MERCK INDEX
m6233
Created by admin on Fri Dec 15 18:37:40 GMT 2023 , Edited by admin on Fri Dec 15 18:37:40 GMT 2023
PRIMARY Merck Index
EPA CompTox
DTXSID00941702
Created by admin on Fri Dec 15 18:37:40 GMT 2023 , Edited by admin on Fri Dec 15 18:37:40 GMT 2023
PRIMARY
PUBCHEM
21116382
Created by admin on Fri Dec 15 18:37:40 GMT 2023 , Edited by admin on Fri Dec 15 18:37:40 GMT 2023
PRIMARY
SMS_ID
100000086961
Created by admin on Fri Dec 15 18:37:40 GMT 2023 , Edited by admin on Fri Dec 15 18:37:40 GMT 2023
PRIMARY
CAS
20438-98-6
Created by admin on Fri Dec 15 18:37:40 GMT 2023 , Edited by admin on Fri Dec 15 18:37:40 GMT 2023
PRIMARY