U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry RACEMIC
Molecular Formula C21H26F3N5
Molecular Weight 405.4598
Optical Activity ( + / - )
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LORPIPRAZOLE

SMILES

FC(F)(F)C1=CC(=CC=C1)N2CCN(CCC3=NN=C4[C@@H]5CCC[C@@H]5CN34)CC2

InChI

InChIKey=BNRMWKUVWLKDQJ-CRAIPNDOSA-N
InChI=1S/C21H26F3N5/c22-21(23,24)16-4-2-5-17(13-16)28-11-9-27(10-12-28)8-7-19-25-26-20-18-6-1-3-15(18)14-29(19)20/h2,4-5,13,15,18H,1,3,6-12,14H2/t15-,18-/m1/s1

HIDE SMILES / InChI

Molecular Formula C21H26F3N5
Molecular Weight 405.4598
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Lorpiprazole (brand name Normarex) is a marketed anxiolytic drug of the phenylpiperazine group. It has been described as a serotonin antagonist and reuptake inhibitor (SARI) in the same group as trazodone, nefazodone, and etoperidone.

Approval Year

PubMed

PubMed

TitleDatePubMed
Rediscovering trazodone for the treatment of major depressive disorder.
2012-12
Substance Class Chemical
Created
by admin
on Mon Mar 31 18:21:20 GMT 2025
Edited
by admin
on Mon Mar 31 18:21:20 GMT 2025
Record UNII
0M14O7T47Q
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
(±)-CIS-5,5A,6,7,8,8A-HEXAHYDRO-3-(2-(4-(.ALPHA.,.ALPHA.,.ALPHA.-TRIFLUORO-M-TOLYL)-1-PIPERAZINYL)ETHYL)CYCLOPENTA(3,4)PYRROLO(2,1-C)-S-TRIAZOLE
Preferred Name English
LORPIPRAZOLE
INN  
INN  
Official Name English
lorpiprazole [INN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C29710
Created by admin on Mon Mar 31 18:21:20 GMT 2025 , Edited by admin on Mon Mar 31 18:21:20 GMT 2025
Code System Code Type Description
PUBCHEM
3045380
Created by admin on Mon Mar 31 18:21:20 GMT 2025 , Edited by admin on Mon Mar 31 18:21:20 GMT 2025
PRIMARY
CAS
108785-69-9
Created by admin on Mon Mar 31 18:21:20 GMT 2025 , Edited by admin on Mon Mar 31 18:21:20 GMT 2025
PRIMARY
EPA CompTox
DTXSID30883181
Created by admin on Mon Mar 31 18:21:20 GMT 2025 , Edited by admin on Mon Mar 31 18:21:20 GMT 2025
PRIMARY
INN
6347
Created by admin on Mon Mar 31 18:21:20 GMT 2025 , Edited by admin on Mon Mar 31 18:21:20 GMT 2025
PRIMARY
DRUG BANK
DB09195
Created by admin on Mon Mar 31 18:21:20 GMT 2025 , Edited by admin on Mon Mar 31 18:21:20 GMT 2025
PRIMARY
EVMPD
SUB08590MIG
Created by admin on Mon Mar 31 18:21:20 GMT 2025 , Edited by admin on Mon Mar 31 18:21:20 GMT 2025
PRIMARY
ChEMBL
CHEMBL2218904
Created by admin on Mon Mar 31 18:21:20 GMT 2025 , Edited by admin on Mon Mar 31 18:21:20 GMT 2025
PRIMARY
SMS_ID
100000082034
Created by admin on Mon Mar 31 18:21:20 GMT 2025 , Edited by admin on Mon Mar 31 18:21:20 GMT 2025
PRIMARY
DRUG CENTRAL
5098
Created by admin on Mon Mar 31 18:21:20 GMT 2025 , Edited by admin on Mon Mar 31 18:21:20 GMT 2025
PRIMARY
WIKIPEDIA
Lorpiprazole
Created by admin on Mon Mar 31 18:21:20 GMT 2025 , Edited by admin on Mon Mar 31 18:21:20 GMT 2025
PRIMARY
FDA UNII
0M14O7T47Q
Created by admin on Mon Mar 31 18:21:20 GMT 2025 , Edited by admin on Mon Mar 31 18:21:20 GMT 2025
PRIMARY
NCI_THESAURUS
C81579
Created by admin on Mon Mar 31 18:21:20 GMT 2025 , Edited by admin on Mon Mar 31 18:21:20 GMT 2025
PRIMARY
Related Record Type Details
ACTIVE MOIETY