ChemicalBook > CAS DataBase List > 5-Chloro-N-[4-methoxy-3-(1-piperazinyl)phenyl]-3-methylbenzo[b]thiophene-2-sulfonamide hydrochloride

5-Chloro-N-[4-methoxy-3-(1-piperazinyl)phenyl]-3-methylbenzo[b]thiophene-2-sulfonamide hydrochloride

Product Name
5-Chloro-N-[4-methoxy-3-(1-piperazinyl)phenyl]-3-methylbenzo[b]thiophene-2-sulfonamide hydrochloride
CAS No.
209481-24-3
Chemical Name
5-Chloro-N-[4-methoxy-3-(1-piperazinyl)phenyl]-3-methylbenzo[b]thiophene-2-sulfonamide hydrochloride
Synonyms
SB 271046A;SB 271046A; SB-271046A;SB-271046A >=98% (HPLC);SB 271046 HCl (SB-271046A);SB 271046 hydrochloride, 10 mM in DMSO;SB 271046 hydrochloride, 5-HT6 antagonist;4-[(3-chloro-1,4-dioxonaphthalen-2-yl)amino]benzenesulfonamide;5-Chloro-N-(4-methoxy-3-piperazin-1-yl-phenyl)-3-methyl-2-benzo-thiophenesulfonamide hydrochloride;5-Chloro-N-[4-methoxy-3-(1-piperazinyl)phenyl]-3-methylbenzo[b]thiophene-2-sulfonamide hydrochloride;Benzo[b]thiophene-2-sulfonaMide, 5-chloro-N-[4-Methoxy-3-(1-piperazinyl)phenyl]-3-Methyl-, Monohydrochloride
CBNumber
CB82604235
Molecular Formula
C20H23Cl2N3O3S2
Formula Weight
488.44
MOL File
209481-24-3.mol
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5-Chloro-N-[4-methoxy-3-(1-piperazinyl)phenyl]-3-methylbenzo[b]thiophene-2-sulfonamide hydrochloride Property

storage temp. 
2-8°C
solubility 
DMSO: >20mg/mL
form 
powder
color 
White to light brown
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Safety

WGK Germany 
nwg
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
S5326
Product name
SB-271046A
Purity
≥98% (HPLC)
Packaging
5mg
Price
$89.68
Updated
2025/07/31
Sigma-Aldrich
Product number
S5326
Product name
SB-271046A
Purity
≥98% (HPLC)
Packaging
25mg
Price
$371
Updated
2025/07/31
Cayman Chemical
Product number
18513
Product name
SB-271046 (hydrochloride)
Purity
≥95%
Packaging
5mg
Price
$81
Updated
2024/03/01
Cayman Chemical
Product number
18513
Product name
SB-271046 (hydrochloride)
Purity
≥95%
Packaging
10mg
Price
$152
Updated
2024/03/01
Cayman Chemical
Product number
18513
Product name
SB-271046 (hydrochloride)
Purity
≥95%
Packaging
25mg
Price
$356
Updated
2024/03/01
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5-Chloro-N-[4-methoxy-3-(1-piperazinyl)phenyl]-3-methylbenzo[b]thiophene-2-sulfonamide hydrochloride Chemical Properties,Usage,Production

Uses

5-Chloro-N-[4-methoxy-3-(1-piperazinyl)phenyl]-3-methyl-benzo[b]thiophene-2-sulfonamide Hydrochloride is a 5-Hydroxytryptamine6 receptor antagonist.

Biological Activity

The first potent and selective 5-HT6 antagonist. Training in cognitive tasks, as well as administration SB-271046, induces an increase in pERK1/2 and pCREB1 levels, while CREB2 levels are significantly reduced; cognition-enhancing properties of SB-271046 are attributed to the effect on pERK1/2, not pCREB1/2. SB-271046 reverses MK-801-induced, but not scopolamine-induced, learning impairments. However, with coadministration of galanthamine, both types of learning impairments were ameliorated.

in vivo

SB 271046 Hydrochloride (10?mg/kg; p.o.) produces an increase in seizure threshold over a wide-dose range in the rat maximal electroshock seizure threshold (MEST) test, with a minimum effective dose of ?0.1?mg/kg p.o. and maximum effect at 4?h post-dose[1].

Animal Model:Male Sprague Dawley rats[1]
Dosage:10?mg/kg
Administration:P.o.
Result:Produced an increase in seizure threshold over a wide-dose range in the rat maximal electroshock seizure threshold (MEST) test, with a minimum effective dose of ?0.1?mg?kg?1 p.o. and maximum effect at 4?h post-dose. The level of anticonvulsant activity achieved correlated well with the blood concentrations of SB-271046 (EC50 of 0.16?μM) and brain concentrations of 0.01-0.04?μM at Cmax.

IC 50

5-HT6 Receptor: 8.92-9.02 (pKi); 5-HT1D Receptor: 6.55 (pKi); 5-HT1A Receptor: 6.35 (pKi); 5-HT1B Receptor: 6.05 (pKi); 5-HT1F Receptor: 5.95 (pKi); 5-HT2A Receptor: 5.62 (pKi); 5-HT2B Receptor: 5.41 (pKi); 5-HT7 Receptor: 5.39 (pKi); 5-HT4 Receptor: 5.27 (pKi); 5-HT1E Receptor: <4.99 (pKi); Human 5-HT2C Receptor: 5.73 (pKi)

storage

Desiccate at RT

5-Chloro-N-[4-methoxy-3-(1-piperazinyl)phenyl]-3-methylbenzo[b]thiophene-2-sulfonamide hydrochloride Preparation Products And Raw materials

Raw materials

Preparation Products

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5-Chloro-N-[4-methoxy-3-(1-piperazinyl)phenyl]-3-methylbenzo[b]thiophene-2-sulfonamide hydrochloride Suppliers

China 46 The Netherlands 1 United Kingdom 3 United States 11 Global 61
Chembest Research Laboratories Limited
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LETOPHARM LIMITED
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209481-24-3, 5-Chloro-N-[4-methoxy-3-(1-piperazinyl)phenyl]-3-methylbenzo[b]thiophene-2-sulfonamide hydrochlorideRelated Search:

5-METHYL-N,N-DIMETHYLTRYPTAMINE 3-Methylbenzyl chloride N-Methoxyphthalimide 4-Methoxybenzylchloride 3-Methoxybenzyl chloride

  • 5-Chloro-N-[4-methoxy-3-(1-piperazinyl)phenyl]-3-methylbenzo[b]thiophene-2-sulfonamide hydrochloride
  • SB 271046A
  • Benzo[b]thiophene-2-sulfonaMide, 5-chloro-N-[4-Methoxy-3-(1-piperazinyl)phenyl]-3-Methyl-, Monohydrochloride
  • 5-Chloro-N-(4-methoxy-3-piperazin-1-yl-phenyl)-3-methyl-2-benzo-thiophenesulfonamide hydrochloride
  • 4-[(3-chloro-1,4-dioxonaphthalen-2-yl)amino]benzenesulfonamide
  • SB 271046A; SB-271046A
  • SB-271046A >=98% (HPLC)
  • SB 271046 HCl (SB-271046A)
  • oral,test,Serotonin Receptor,SB271046,5-HT Receptor,Inhibitor,inhibit,5-hydroxytryptamine Receptor,SB-271046,SB 271046 hydrochloride,SB 271046,channels,anticonvulsant,selective,MEST
  • SB 271046 hydrochloride, 5-HT6 antagonist
  • SB 271046 hydrochloride, 10 mM in DMSO
  • 209481-24-3
  • C20H22ClN3O3S2HCl