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Details

Stereochemistry ABSOLUTE
Molecular Formula C17H21NO2.ClH
Molecular Weight 307.815
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of NISOXETINE HYDROCHLORIDE, (+)-

SMILES

Cl.CNCC[C@@H](OC1=C(OC)C=CC=C1)C2=CC=CC=C2

InChI

InChIKey=LCEURBZEQJZUPV-XFULWGLBSA-N
InChI=1S/C17H21NO2.ClH/c1-18-13-12-15(14-8-4-3-5-9-14)20-17-11-7-6-10-16(17)19-2;/h3-11,15,18H,12-13H2,1-2H3;1H/t15-;/m1./s1

HIDE SMILES / InChI
Molecular Formula C17H21NO2
Molecular Weight 271.3541
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED
Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

(R)-nisoxetine, an enantiomer of nisoxetine, is the potent and selective norepinephrine transporter (NET) inhibitor. Racemic nisoxetine doesn’t have any clinical application but had been researched as an antidepressant and its activity for NET resides mainly in the R-isomer.

Approval Year

Unknown
139594
Targets

Targets

Primary TargetPharmacologyConditionPotency
Sodium-dependent noradrenaline transporter
38
Target ID: P23975
Gene ID: 6530.0
Gene Symbol: SLC6A2
Target Organism: Homo sapiens (Human)
Inhibitor
8297
 0.46 nM [Ki]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Synthesis and C-11 labeling of three potent norepinephrine transporter selective ligands ((R)-nisoxetine, lortalamine, and oxaprotiline) for comparative PET studies in baboons.
2005 Aug 1
Patents

Patents

20070010678
4
7485754
2
WO2007006132A1
2

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Sat Dec 16 00:41:46 GMT 2023
Edited
by admin
on Sat Dec 16 00:41:46 GMT 2023
Record UNII
22NZ2QEN9S
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
NISOXETINE HYDROCHLORIDE, (+)-
Common Name English
BENZENEPROPANAMINE, .GAMMA.-(2-METHOXYPHENOXY)-N-METHYL-, HYDROCHLORIDE, (R)-
Systematic Name English
BENZENEPROPANAMINE, .GAMMA.-(2-METHOXYPHENOXY)-N-METHYL-, HYDROCHLORIDE (1:1), (.GAMMA.R)-
Systematic Name English
Code System Code Type Description
FDA UNII
22NZ2QEN9S
Created by admin on Sat Dec 16 00:41:46 GMT 2023 , Edited by admin on Sat Dec 16 00:41:46 GMT 2023
PRIMARY
CAS
114446-53-6
Created by admin on Sat Dec 16 00:41:46 GMT 2023 , Edited by admin on Sat Dec 16 00:41:46 GMT 2023
PRIMARY
PUBCHEM
12807463
Created by admin on Sat Dec 16 00:41:46 GMT 2023 , Edited by admin on Sat Dec 16 00:41:46 GMT 2023
PRIMARY
NIH
NCATS
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