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Details

Stereochemistry ACHIRAL
Molecular Formula C19H24N2O.H2O
Molecular Weight 314.4219
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of IMIPRAMINOXIDE MONOHYDRATE

SMILES

O.C[N+](C)([O-])CCCN1C2=CC=CC=C2CCC3=CC=CC=C13

InChI

InChIKey=RQXNUQYIRZIYMU-UHFFFAOYSA-N
InChI=1S/C19H24N2O.H2O/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;1H2

HIDE SMILES / InChI

Molecular Formula C19H24N2O
Molecular Weight 296.4067
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula H2O
Molecular Weight 18.0153
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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
Substance Class Chemical
Created
by admin
on Sat Dec 16 03:19:03 GMT 2023
Edited
by admin
on Sat Dec 16 03:19:03 GMT 2023
Record UNII
6J3VBH1PDI
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
IMIPRAMINOXIDE MONOHYDRATE
Common Name English
5H-DIBENZ(B,F)AZEPINE-5-PROPANAMINE, 10,11-DIHYDRO-N,N-DIMETHYL-, N-OXIDE, HYDRATE (1:1)
Systematic Name English
IMIPRAMINE N-OXIDE MONOHYDRATE
MI  
Common Name English
IMIPRAMINE N-OXIDE MONOHYDRATE [MI]
Common Name English
Code System Code Type Description
MERCK INDEX
m6233
Created by admin on Sat Dec 16 03:19:03 GMT 2023 , Edited by admin on Sat Dec 16 03:19:03 GMT 2023
PRIMARY Merck Index
CAS
1215681-42-7
Created by admin on Sat Dec 16 03:19:03 GMT 2023 , Edited by admin on Sat Dec 16 03:19:03 GMT 2023
PRIMARY
EPA CompTox
DTXSID20153305
Created by admin on Sat Dec 16 03:19:03 GMT 2023 , Edited by admin on Sat Dec 16 03:19:03 GMT 2023
PRIMARY
FDA UNII
6J3VBH1PDI
Created by admin on Sat Dec 16 03:19:03 GMT 2023 , Edited by admin on Sat Dec 16 03:19:03 GMT 2023
PRIMARY
PUBCHEM
45039561
Created by admin on Sat Dec 16 03:19:03 GMT 2023 , Edited by admin on Sat Dec 16 03:19:03 GMT 2023
PRIMARY
Related Record Type Details
ANHYDROUS->SOLVATE
Related Record Type Details
ACTIVE MOIETY