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Details

Stereochemistry ABSOLUTE
Molecular Formula C16H21Cl2NO
Molecular Weight 314.25
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of NS-2359

SMILES

COC[C@H]1[C@H]2CC[C@@H](C[C@@H]1C3=CC(Cl)=C(Cl)C=C3)N2C

InChI

InChIKey=PGYDXVBZYKQYCS-VPWBDBDCSA-N
InChI=1S/C16H21Cl2NO/c1-19-11-4-6-16(19)13(9-20-2)12(8-11)10-3-5-14(17)15(18)7-10/h3,5,7,11-13,16H,4,6,8-9H2,1-2H3/t11-,12+,13+,16+/m0/s1

HIDE SMILES / InChI

Molecular Formula C16H21Cl2NO
Molecular Weight 314.25
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 4
E/Z Centers 0
Optical Activity UNSPECIFIED

NS-2359, an orally active, triple monoamine reuptake inhibitor that inhibits the reuptake of dopamine, noradrenaline and serotonin, is being developed by Saniona and the Treatment Research Center (TRC) at the University of Pennsylvania for the treatment of Cocaine abuse. NS-2359’s pharmacological profile means that it may be able to reduce cocaine withdrawal symptoms, reduce cocaine craving and reduce cocaine-induced euphoria. Previously NS-2359 was in clinical trials for the treatment of attention-deficit hyperactivity disorder and major depressive disorder, but development was discontinued due to lack of effectiveness.

CNS Activity

Curator's Comment: The slow entrance of NS-2359 into the human brain makes it a candidate for the treatment of ADHD with minimal potential for abuse.

Approval Year

PubMed

PubMed

TitleDatePubMed
A randomized controlled trial of a novel mixed monoamine reuptake inhibitor in adults with ADHD.
2008 Jun 13
Efficacy, safety, and tolerability of a triple reuptake inhibitor GSK372475 in the treatment of patients with major depressive disorder: two randomized, placebo- and active-controlled clinical trials.
2012 May

Sample Use Guides

Cocaine Use Disorder: the initial dose of the NS-2359 will be two mg once daily. Patients with difficult adverse events at the 2 mg dose will be allowed to reduce to 1 mg once daily. Subjects will participate in weekly cognitive behavioral relapse prevention psychotherapy from week 2 through week 9.
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Sat Dec 16 07:10:39 GMT 2023
Edited
by admin
on Sat Dec 16 07:10:39 GMT 2023
Record UNII
76H76554PA
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
NS-2359
Common Name English
GSK-372,475
Code English
NS2359
Code English
GSK372475
Code English
8-AZABICYCLO(3.2.1)OCTANE, 3-(3,4-DICHLOROPHENYL)-2-(METHOXYMETHYL)-8-METHYL-, (1R,2R,3S,5S)-
Systematic Name English
GSK-372475
Code English
Code System Code Type Description
WIKIPEDIA
NS-2359
Created by admin on Sat Dec 16 07:10:39 GMT 2023 , Edited by admin on Sat Dec 16 07:10:39 GMT 2023
PRIMARY
FDA UNII
76H76554PA
Created by admin on Sat Dec 16 07:10:39 GMT 2023 , Edited by admin on Sat Dec 16 07:10:39 GMT 2023
PRIMARY
CAS
843660-54-8
Created by admin on Sat Dec 16 07:10:39 GMT 2023 , Edited by admin on Sat Dec 16 07:10:39 GMT 2023
SUPERSEDED
CAS
195875-68-4
Created by admin on Sat Dec 16 07:10:39 GMT 2023 , Edited by admin on Sat Dec 16 07:10:39 GMT 2023
PRIMARY
PUBCHEM
68470595
Created by admin on Sat Dec 16 07:10:39 GMT 2023 , Edited by admin on Sat Dec 16 07:10:39 GMT 2023
PRIMARY
DRUG BANK
DB05805
Created by admin on Sat Dec 16 07:10:39 GMT 2023 , Edited by admin on Sat Dec 16 07:10:39 GMT 2023
PRIMARY
EPA CompTox
DTXSID401004649
Created by admin on Sat Dec 16 07:10:39 GMT 2023 , Edited by admin on Sat Dec 16 07:10:39 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY