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Merck
CN

SML2803

Tebanicline hydrochloride

≥98% (HPLC)

Synonym(s):

(R)-5-(2-Azetidinylmethoxy)-2-chloropyridine hydrochloride, (R)-5-(Azetidin-2-ylmethoxy)-2-chloropyridine hydrochloride, 5-((2R)-Azetidin-2-ylmethoxy)-2-chloropyridine hydrochloride, ABT-594 hydrochloride, Ebanicline hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C9H11ClN2O · xHCl
CAS Number:
198283-73-7
Molecular Weight:
198.65 (free base basis)
UNSPSC Code:
12352200
NACRES:
NA.77

Key Documents

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Quality Level

100

Assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

H2O: 2 mg/mL, clear

storage temp.

−20°C

SMILES string

Clc1ncc(cc1)OC[C@@H]2NCC2

InChI

1S/C9H11ClN2O/c10-9-2-1-8(5-12-9)13-6-7-3-4-11-7/h1-2,5,7,11H,3-4,6H2/t7-/m1/s1

InChI key

MKTAGSRKQIGEBH-SSDOTTSWSA-N

Biochem/physiol Actions

Partial agonist at neural nicotinic acetylcholine receptors, binding to both the α3β4 and the α4β2 subtypes
Tebanicline (ABT-594) is a partial agonist at neural nicotinic acetylcholine receptors, binding to both the α3β4 and the α4β2 subtypes. It is a less toxic analog of epibatidine with potent antinociceptive effects.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H336

Hazard Classifications

STOT SE 3

Target Organs

Central nervous system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000116522
0000116523
0000104043

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Zhiyong Ding et al.
Psychopharmacology, 235(4), 1093-1105 (2018-01-15)
A novel rodent continuous performance test (CPT) was developed as one of the goals of the NEWMEDS (Novel Methods leading to New Medications in Depression and Schizophrenia) consortium to improve its translatability to the CPT test used in human subjects. The
Takafumi Hayashi et al.
Neuroscience letters, 638, 46-50 (2016-12-13)
Tebanicline (ABT-594), an analogue of epibatidine, exhibits potent antinociceptive effects and high affinity for the nicotinic acetylcholine receptor in the central nervous system. We assessed whether tebanicline exerts an effect on various noxious stimuli and mediates the nicotine receptor or

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