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Details

Stereochemistry RACEMIC
Molecular Formula C13H19NO2
Molecular Weight 221.2955
Optical Activity ( + / - )
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of IFOXETINE

SMILES

CC1=CC=CC(O[C@H]2CCNC[C@H]2O)=C1C

InChI

InChIKey=ZHFIAFNZGWCLHU-YPMHNXCESA-N
InChI=1S/C13H19NO2/c1-9-4-3-5-12(10(9)2)16-13-6-7-14-8-11(13)15/h3-5,11,13-15H,6-8H2,1-2H3/t11-,13+/m1/s1

HIDE SMILES / InChI

Molecular Formula C13H19NO2
Molecular Weight 221.2955
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Ifoxetine was developed as an unusual drug that specifically and selectively blocks the 5-HT reuptake in the brain without affecting the 5-HT uptake processes in the periphery (blood platelets). The drug was undergoing phase II clinical trials for the treatment of depression; however, the study was suspended.

Approval Year

PubMed

PubMed

TitleDatePubMed
A case of small cell carcinoma of the kidney.
2007-04
First clinical experience with ifoxetine, a new 5-HT reuptake blocker with particular emphasis on the side-effect profile of the 5-HT-uptake inhibiting drugs.
1987-07
Ifoxetine, a compound with atypical effects on serotonin uptake.
1986-10-14

Sample Use Guides

In daily doses of 50 to maximally 300 mg mental condition considerably improved in 17 patients
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Mon Mar 31 18:48:33 GMT 2025
Edited
by admin
on Mon Mar 31 18:48:33 GMT 2025
Record UNII
LHH887104B
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
IFOXETINE
INN   MART.  
INN  
Official Name English
IFOXETINE [MART.]
Preferred Name English
(±)-CIS-4-(2,3-XYLYLOXY)-3-PIPERIDINOL
Systematic Name English
ifoxetine [INN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C265
Created by admin on Mon Mar 31 18:48:33 GMT 2025 , Edited by admin on Mon Mar 31 18:48:33 GMT 2025
Code System Code Type Description
NCI_THESAURUS
C65884
Created by admin on Mon Mar 31 18:48:33 GMT 2025 , Edited by admin on Mon Mar 31 18:48:33 GMT 2025
PRIMARY
PUBCHEM
71971
Created by admin on Mon Mar 31 18:48:33 GMT 2025 , Edited by admin on Mon Mar 31 18:48:33 GMT 2025
PRIMARY
EVMPD
SUB08126MIG
Created by admin on Mon Mar 31 18:48:33 GMT 2025 , Edited by admin on Mon Mar 31 18:48:33 GMT 2025
PRIMARY
SMS_ID
100000083701
Created by admin on Mon Mar 31 18:48:33 GMT 2025 , Edited by admin on Mon Mar 31 18:48:33 GMT 2025
PRIMARY
FDA UNII
LHH887104B
Created by admin on Mon Mar 31 18:48:33 GMT 2025 , Edited by admin on Mon Mar 31 18:48:33 GMT 2025
PRIMARY
CAS
66208-11-5
Created by admin on Mon Mar 31 18:48:33 GMT 2025 , Edited by admin on Mon Mar 31 18:48:33 GMT 2025
PRIMARY
EPA CompTox
DTXSID10216397
Created by admin on Mon Mar 31 18:48:33 GMT 2025 , Edited by admin on Mon Mar 31 18:48:33 GMT 2025
PRIMARY
WIKIPEDIA
Ifoxetine
Created by admin on Mon Mar 31 18:48:33 GMT 2025 , Edited by admin on Mon Mar 31 18:48:33 GMT 2025
PRIMARY
ChEMBL
CHEMBL2218865
Created by admin on Mon Mar 31 18:48:33 GMT 2025 , Edited by admin on Mon Mar 31 18:48:33 GMT 2025
PRIMARY
MESH
C046382
Created by admin on Mon Mar 31 18:48:33 GMT 2025 , Edited by admin on Mon Mar 31 18:48:33 GMT 2025
PRIMARY
INN
5805
Created by admin on Mon Mar 31 18:48:33 GMT 2025 , Edited by admin on Mon Mar 31 18:48:33 GMT 2025
PRIMARY
Related Record Type Details
ACTIVE MOIETY