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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
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

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.

Originator

Approval Year

PubMed

Sample Use Guides

In Vivo Use Guide
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
In Vitro Use Guide
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
Record UNII
LQ54E5B4EW
Record Status Validated (UNII)
Record Version