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

Details

Stereochemistry ACHIRAL
Molecular Formula C23H38N4O3S
Molecular Weight 450.638
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of NALUZOTAN

SMILES

CC(=O)NC1=CC=CC(=C1)N2CCN(CCCCNS(=O)(=O)CC3CCCCC3)CC2

InChI

InChIKey=SPWZXWDPAWDKQE-UHFFFAOYSA-N
InChI=1S/C23H38N4O3S/c1-20(28)25-22-10-7-11-23(18-22)27-16-14-26(15-17-27)13-6-5-12-24-31(29,30)19-21-8-3-2-4-9-21/h7,10-11,18,21,24H,2-6,8-9,12-17,19H2,1H3,(H,25,28)

HIDE SMILES / InChI

Molecular Formula C23H38N4O3S
Molecular Weight 450.638
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Naluzotan (PRX-00023), a small molecule, non-azapirone, dual serotonin (5-HT)1A receptor agonist and sigma-1 receptor antagonist, is under development with Proximagen for the treatment of epilepsy. In previous clinical trials, the compound was shown to be safe and well-tolerated in over 400 patients. Epilepsy patients with localisation-related epilepsy have reduced 5-HT1a receptor binding as indicated by positron emission tomography (PET scan). It is thought that by increasing neurotransmitter activity at 5-HT1a receptor sites, seizure incidence and severity may be decreased.

Approval Year

PubMed

PubMed

TitleDatePubMed
An integrated in silico 3D model-driven discovery of a novel, potent, and selective amidosulfonamide 5-HT1A agonist (PRX-00023) for the treatment of anxiety and depression.
2006 Jun 1
Effects of PRX-00023, a novel, selective serotonin 1A receptor agonist on measures of anxiety and depression in generalized anxiety disorder: results of a double-blind, placebo-controlled trial.
2008 Apr
Patents

Sample Use Guides

Generalized anxiety disorder: all subjects underwent a 1-week placebo run-in and were randomized to receive once-daily capsules containing either Naluzotan (80 mg/d) or placebo for an additional 8 weeks.
Route of Administration: Oral
Naluzotan behaves as a full 5-HT1A agonist in an in vitro cell-based functional assay with an EC50 of 20 nM. Naluzotan has significant affinity in the guinea pig sigma receptor (Ki = 100 nM).
Substance Class Chemical
Created
by admin
on Sat Dec 16 17:50:23 UTC 2023
Edited
by admin
on Sat Dec 16 17:50:23 UTC 2023
Record UNII
LQ54E5B4EW
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
NALUZOTAN
INN   USAN  
USAN   INN  
Official Name English
N-{3-[4-(4-{[(Cyclohexylmethyl)sulfonyl]amino}butyl)piperazin-1-yl]phenyl}acetamide
Systematic Name English
naluzotan [INN]
Common Name English
NALUZOTAN [USAN]
Common Name English
PRX-00023
Code English
ACETAMIDE, N-(3-(4-(4-(((CYCLOHEXYLMETHYL)SULFONYL)AMINO)BUTYL)-1-PIPERAZINYL)PHENYL)-
Systematic Name English
Classification Tree Code System Code
NCI_THESAURUS C66885
Created by admin on Sat Dec 16 17:50:23 UTC 2023 , Edited by admin on Sat Dec 16 17:50:23 UTC 2023
Code System Code Type Description
DRUG BANK
DB05562
Created by admin on Sat Dec 16 17:50:23 UTC 2023 , Edited by admin on Sat Dec 16 17:50:23 UTC 2023
PRIMARY
CAS
740873-06-7
Created by admin on Sat Dec 16 17:50:23 UTC 2023 , Edited by admin on Sat Dec 16 17:50:23 UTC 2023
PRIMARY
FDA UNII
LQ54E5B4EW
Created by admin on Sat Dec 16 17:50:23 UTC 2023 , Edited by admin on Sat Dec 16 17:50:23 UTC 2023
PRIMARY
ChEMBL
CHEMBL209821
Created by admin on Sat Dec 16 17:50:23 UTC 2023 , Edited by admin on Sat Dec 16 17:50:23 UTC 2023
PRIMARY
INN
9062
Created by admin on Sat Dec 16 17:50:23 UTC 2023 , Edited by admin on Sat Dec 16 17:50:23 UTC 2023
PRIMARY
USAN
UU-17
Created by admin on Sat Dec 16 17:50:23 UTC 2023 , Edited by admin on Sat Dec 16 17:50:23 UTC 2023
PRIMARY
WIKIPEDIA
NALUZOTAN
Created by admin on Sat Dec 16 17:50:23 UTC 2023 , Edited by admin on Sat Dec 16 17:50:23 UTC 2023
PRIMARY
PUBCHEM
11430856
Created by admin on Sat Dec 16 17:50:23 UTC 2023 , Edited by admin on Sat Dec 16 17:50:23 UTC 2023
PRIMARY
SMS_ID
300000034378
Created by admin on Sat Dec 16 17:50:23 UTC 2023 , Edited by admin on Sat Dec 16 17:50:23 UTC 2023
PRIMARY
NCI_THESAURUS
C80775
Created by admin on Sat Dec 16 17:50:23 UTC 2023 , Edited by admin on Sat Dec 16 17:50:23 UTC 2023
PRIMARY
EPA CompTox
DTXSID40995527
Created by admin on Sat Dec 16 17:50:23 UTC 2023 , Edited by admin on Sat Dec 16 17:50:23 UTC 2023
PRIMARY
Related Record Type Details
TARGET -> AGONIST
SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY