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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
Ifoxetine, a compound with atypical effects on serotonin uptake.
1986 Oct 14
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 Jul
A case of small cell carcinoma of the kidney.
2007 Apr

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 Fri Dec 15 17:34:26 UTC 2023
Edited
by admin
on Fri Dec 15 17:34:26 UTC 2023
Record UNII
LHH887104B
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
IFOXETINE
INN   MART.  
INN  
Official Name English
(±)-CIS-4-(2,3-XYLYLOXY)-3-PIPERIDINOL
Systematic Name English
IFOXETINE [MART.]
Common Name English
ifoxetine [INN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C265
Created by admin on Fri Dec 15 17:34:26 UTC 2023 , Edited by admin on Fri Dec 15 17:34:26 UTC 2023
Code System Code Type Description
NCI_THESAURUS
C65884
Created by admin on Fri Dec 15 17:34:26 UTC 2023 , Edited by admin on Fri Dec 15 17:34:26 UTC 2023
PRIMARY
PUBCHEM
71971
Created by admin on Fri Dec 15 17:34:26 UTC 2023 , Edited by admin on Fri Dec 15 17:34:26 UTC 2023
PRIMARY
EVMPD
SUB08126MIG
Created by admin on Fri Dec 15 17:34:26 UTC 2023 , Edited by admin on Fri Dec 15 17:34:26 UTC 2023
PRIMARY
SMS_ID
100000083701
Created by admin on Fri Dec 15 17:34:26 UTC 2023 , Edited by admin on Fri Dec 15 17:34:26 UTC 2023
PRIMARY
FDA UNII
LHH887104B
Created by admin on Fri Dec 15 17:34:26 UTC 2023 , Edited by admin on Fri Dec 15 17:34:26 UTC 2023
PRIMARY
CAS
66208-11-5
Created by admin on Fri Dec 15 17:34:26 UTC 2023 , Edited by admin on Fri Dec 15 17:34:26 UTC 2023
PRIMARY
EPA CompTox
DTXSID10216397
Created by admin on Fri Dec 15 17:34:26 UTC 2023 , Edited by admin on Fri Dec 15 17:34:26 UTC 2023
PRIMARY
WIKIPEDIA
Ifoxetine
Created by admin on Fri Dec 15 17:34:26 UTC 2023 , Edited by admin on Fri Dec 15 17:34:26 UTC 2023
PRIMARY
ChEMBL
CHEMBL2218865
Created by admin on Fri Dec 15 17:34:26 UTC 2023 , Edited by admin on Fri Dec 15 17:34:26 UTC 2023
PRIMARY
MESH
C046382
Created by admin on Fri Dec 15 17:34:26 UTC 2023 , Edited by admin on Fri Dec 15 17:34:26 UTC 2023
PRIMARY
INN
5805
Created by admin on Fri Dec 15 17:34:26 UTC 2023 , Edited by admin on Fri Dec 15 17:34:26 UTC 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY