NS-1738

Details

Stereochemistry	ACHIRAL
Molecular Formula	C14H9Cl2F3N2O2
Molecular Weight	365.135
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OC1=CC=C(Cl)C=C1NC(=O)NC2=CC(=CC=C2Cl)C(F)(F)F

InChI

InChIKey=OUDXRNQPVSMGDW-UHFFFAOYSA-N

InChI=1S/C14H9Cl2F3N2O2/c15-8-2-4-12(22)11(6-8)21-13(23)20-10-5-7(14(17,18)19)1-3-9(10)16/h1-6,22H,(H2,20,21,23)

HIDE SMILES / InChI

Molecular Formula	C14H9Cl2F3N2O2
Molecular Weight	365.135
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/17625074 | https://www.ncbi.nlm.nih.gov/pubmed/23079470

NS1738 (1-(5-chloro-2-hydroxy-phenyl)-3-(2-chloro- 5-trifluoromethyl-phenyl)-urea) is a positive allosteric modulator of the alpha7 nicotinic acetylcholine receptor (nAChR). NS1738 is capable of producing cognitive enhancement in vivo. NS1738 significantly reduced thermal hyperalgesia in mice.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Neuronal acetylcholine receptor protein alpha-7 subunit 78 Target ID: CHEMBL2492 Sources: https://www.ncbi.nlm.nih.gov/pubmed/27711412 \| https://www.ncbi.nlm.nih.gov/pubmed/17625074 \| https://www.ncbi.nlm.nih.gov/pubmed/18678621	Positive Allosteric Modulator 186		34.0 µM [EC50]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Pain 619 Sources: https://www.ncbi.nlm.nih.gov/pubmed/23079470	Primary		Preclinical	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
Theoretical study of the binding profile of an allosteric modulator NS-1738 with a chimera structure of the α7 nicotinic acetylcholine receptor.	2016-10-12	27711412
Presynaptic α7 nicotinic acetylcholine receptors enhance hippocampal mossy fiber glutamatergic transmission via PKA activation.	2014-01-01	24381273
Effects of α7 positive allosteric modulators in murine inflammatory and chronic neuropathic pain models.	2013-02	23079470
The antinociceptive effects of nicotinic receptors α7-positive allosteric modulators in murine acute and tonic pain models.	2013-01	23115222
Competitive binding at a nicotinic receptor transmembrane site of two α7-selective positive allosteric modulators with differing effects on agonist-evoked desensitization.	2011-12	21820451
Comparative pharmacology and computational modelling yield insights into allosteric modulation of human alpha7 nicotinic acetylcholine receptors.	2009-10-01	19549506
In vitro pharmacological characterization of a novel allosteric modulator of alpha 7 neuronal acetylcholine receptor, 4-(5-(4-chlorophenyl)-2-methyl-3-propionyl-1H-pyrrol-1-yl)benzenesulfonamide (A-867744), exhibiting unique pharmacological profile.	2009-07	19389923
Positive allosteric modulation of the alpha7 nicotinic acetylcholine receptor: ligand interactions with distinct binding sites and evidence for a prominent role of the M2-M3 segment.	2008-11	18678621
An allosteric modulator of the alpha7 nicotinic acetylcholine receptor possessing cognition-enhancing properties in vivo.	2007-10	17625074

Patents

Sample Use Guides

In Vivo Use Guide

Rodents: 10 or 30 mg/kg

Route of Administration: Intraperitoneal

In Vitro Use Guide

Coapplication of NS1738 (5 μm) and nicotine (10 μm) induced a significant increase in evoked excitatory postsynaptic current amplitude in the mouse hippocampal CA3 pyramidal neurons

Substance Class	Chemical Created by `admin` on `Mon Mar 31 22:49:33 GMT 2025` Edited by `admin` on `Mon Mar 31 22:49:33 GMT 2025`
Record UNII	9822RX831L
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

NS-1738

Common Name

English

NSC-213859

Preferred Name

English

UREA, N-(5-CHLORO-2-HYDROXYPHENYL)-N'-(2-CHLORO-5-(TRIFLUOROMETHYL)PHENYL)-

Systematic Name

English

Code System Code Type Description

CAS

501684-93-1