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SML2782

Sigma-Aldrich

Br-PBTC

≥98% (HPLC)

Synonym(s):

(R)-7-Bromo-N-(piperidin-3-yl)benzo[b]thiophene-2-carboxamide, 7-Bromo-N-(3R)-3-piperidinylbenzo[b]thiophene-2-carboxamide

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5 MG
$78.18
25 MG
$333.00

$78.18

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5 MG
$78.18
25 MG
$333.00

About This Item

Empirical Formula (Hill Notation):
C14H15BrN2OS
CAS Number:
1839519-57-1
Molecular Weight:
339.25
UNSPSC Code:
12352200
NACRES:
NA.77

$78.18

List Price$82.30Save 5%
Web-Only Promotion

Available to ship onApril 30, 2025Details

Request a Bulk Order

Quality Level

100

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

SMILES string

O=C(C1=CC(C=CC=C2Br)=C2S1)N[C@@H]3CCCNC3

InChI

1S/C14H15BrN2OS/c15-11-5-1-3-9-7-12(19-13(9)11)14(18)17-10-4-2-6-16-8-10/h1,3,5,7,10,16H,2,4,6,8H2,(H,17,18)/t10-/m1/s1

InChI key

LRYYPTVUWGMZQB-SNVBAGLBSA-N

Biochem/physiol Actions

Br-PBTC is a selective and potent type II positive allosteric modulator (PAM) that potentiates the opening of the nicotinic acetylcholine receptors (nAChR) subtypes containing α4β2, α2β2 and α2β4 subunits. Br-PBTC potentiates opening and reactivates desensitized (α4β2)2α4 nAChRs. It appears that Br-PBTC interacts with extracellular C-terminus of α2 or α4 in association with nearby parts of the α subunit.
selective and potent type II PAM that potentiates the opening of the nAChR subtypes containing α4β2, α2β2 and α2β4 subunits.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

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Certificates of Analysis (COA)

Lot/Batch Number
0000103407
0000103407

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Jingyi Wang et al.
British journal of pharmacology, 175(11), 1805-1821 (2017-02-16)
Heteromeric nicotinic ACh receptors (nAChRs) were thought to have two orthodox agonist-binding sites at two α/β subunit interfaces. Highly selective ligands are hard to develop by targeting orthodox agonist sites because of high sequence similarity of this binding pocket among
Jingyi Wang et al.
The Journal of biological chemistry, 290(48), 28834-28846 (2015-10-04)
Positive allosteric modulators (PAMs) of nicotinic acetylcholine receptors (nAChR) are important therapeutic candidates as well as valuable research tools. We identified a novel type II PAM, (R)-7-bromo-N-(piperidin-3-yl)benzo[b]thiophene-2-carboxamide (Br-PBTC), which both increases activation and reactivates desensitized nAChRs. This compound increases acetylcholine-evoked
Jack Norleans et al.
The Journal of biological chemistry, 294(32), 12132-12145 (2019-06-22)
Nicotinic acetylcholine receptor (nAChR) ligands that lack agonist activity but enhance activation in the presence of an agonist are called positive allosteric modulators (PAMs). nAChR PAMs have therapeutic potential for the treatment of nicotine addiction and several neuropsychiatric disorders. PAMs

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