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Details

Stereochemistry ACHIRAL
Molecular Formula C19H21FN2O2
Molecular Weight 328.3806
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 2
Charge 0

SHOW SMILES / InChI
Structure of EPLIVANSERIN

SMILES

CN(C)CCO\N=C(\C=C\C1=CC=C(O)C=C1)C2=CC=CC=C2F

InChI

InChIKey=VAIOZOCLKVMIMN-PRJWTAEASA-N
InChI=1S/C19H21FN2O2/c1-22(2)13-14-24-21-19(17-5-3-4-6-18(17)20)12-9-15-7-10-16(23)11-8-15/h3-12,23H,13-14H2,1-2H3/b12-9+,21-19-

HIDE SMILES / InChI

Molecular Formula C19H21FN2O2
Molecular Weight 328.3806
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 2
Optical Activity NONE

Eplivanserin (SR 46349) is an antagonist of serotonin 2A receptor. Eplivanserin was previously in development by Sanofi-aventis in an effort to educate the public regarding this new mechanism of action for sleep aids. Eplivanserin was reviewed by the FDA as a potential treatment for patients with chronic insomnia, but the FDA requested additional information regarding benefit-risk and development of the drug has been discontinued.

Approval Year

Targets
PubMed

PubMed

TitleDatePubMed
Biochemical and pharmacological properties of SR 46349B, a new potent and selective 5-hydroxytryptamine2 receptor antagonist.
1992 Aug
Patents

Patents

Sample Use Guides

Phase III study: 5 mg/day for 12 weeks
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:41:05 UTC 2023
Edited
by admin
on Fri Dec 15 15:41:05 UTC 2023
Record UNII
3CO94WO6DJ
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
EPLIVANSERIN
INN   USAN  
INN   USAN  
Official Name English
SR-46349
Code English
2-PROPEN-1-ONE, 1-(2-FLUOROPHENYL)-3-(4-HYDROXYPHENYL)-, O-(2-(DIMETHYLAMINO)ETHYL)OXIME, (1Z,2E)-
Common Name English
EPLIVANSERIN [USAN]
Common Name English
eplivanserin [INN]
Common Name English
SR46349
Code English
4-[(1E,3Z)-3-{[2-(Dimethylamino)ethoxy]imino}-3-(2-fluorophenyl)prop-1-enyl]phenol
Systematic Name English
Classification Tree Code System Code
NCI_THESAURUS C66885
Created by admin on Fri Dec 15 15:41:05 UTC 2023 , Edited by admin on Fri Dec 15 15:41:05 UTC 2023
Code System Code Type Description
PUBCHEM
135456190
Created by admin on Fri Dec 15 15:41:05 UTC 2023 , Edited by admin on Fri Dec 15 15:41:05 UTC 2023
PRIMARY
CAS
130579-75-8
Created by admin on Fri Dec 15 15:41:05 UTC 2023 , Edited by admin on Fri Dec 15 15:41:05 UTC 2023
PRIMARY
ChEMBL
CHEMBL257704
Created by admin on Fri Dec 15 15:41:05 UTC 2023 , Edited by admin on Fri Dec 15 15:41:05 UTC 2023
PRIMARY
INN
7771
Created by admin on Fri Dec 15 15:41:05 UTC 2023 , Edited by admin on Fri Dec 15 15:41:05 UTC 2023
PRIMARY
EPA CompTox
DTXSID601028413
Created by admin on Fri Dec 15 15:41:05 UTC 2023 , Edited by admin on Fri Dec 15 15:41:05 UTC 2023
PRIMARY
WIKIPEDIA
EPLIVANSERIN
Created by admin on Fri Dec 15 15:41:05 UTC 2023 , Edited by admin on Fri Dec 15 15:41:05 UTC 2023
PRIMARY
SMS_ID
100000093074
Created by admin on Fri Dec 15 15:41:05 UTC 2023 , Edited by admin on Fri Dec 15 15:41:05 UTC 2023
PRIMARY
EVMPD
SUB30142
Created by admin on Fri Dec 15 15:41:05 UTC 2023 , Edited by admin on Fri Dec 15 15:41:05 UTC 2023
PRIMARY
USAN
WW-96
Created by admin on Fri Dec 15 15:41:05 UTC 2023 , Edited by admin on Fri Dec 15 15:41:05 UTC 2023
PRIMARY
FDA UNII
3CO94WO6DJ
Created by admin on Fri Dec 15 15:41:05 UTC 2023 , Edited by admin on Fri Dec 15 15:41:05 UTC 2023
PRIMARY
NCI_THESAURUS
C65517
Created by admin on Fri Dec 15 15:41:05 UTC 2023 , Edited by admin on Fri Dec 15 15:41:05 UTC 2023
PRIMARY
DRUG BANK
DB12177
Created by admin on Fri Dec 15 15:41:05 UTC 2023 , Edited by admin on Fri Dec 15 15:41:05 UTC 2023
PRIMARY
Related Record Type Details
TARGET->INVERSE AGONIST
Experimental drug for the treatment of insomnia.
SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY