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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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About This Item

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

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 Code

11 - Combustible Solids

WGK

WGK 3

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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

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