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1261576-81-1

Q: What is the 4-Chloro-N-(naphthalen-1-ylmethyl)-5-(3-(piperazin-1-yl)phenoxy)thiophene-2-sulfonamide?

4-Chloro-N-(naphthalen-1-ylmethyl)-5-(3-(piperazin-1-yl)phenoxy)thiophene-2-sulfonamide is , while it's Molecular Formula is C 25 H 24 ClN 3 O 3 S 2 . Used in Pharmaceutical Industry: 4-Chloro-N-(naphthalen-1-ylmethyl)-5-(3-(piperazin-1-yl)phenoxy)thiophene-2-sulfonamide is used as a neuroprotective agent for its ability to potentiate NGF-induced neurite outgrowth in NS-1 cells and inhibit glutamate-induced excitotoxicity in HT-22 cells. It also reduces oxidative stress by decreasing GSH levels, Bax levels, intracellular calcium accumulation, and ROS production. Used in Neurodegenerative Disease Research: In the field of neurodegenerative disease research, 4-Chloro-N-(naphthalen-1-ylmethyl)-5-(3-(piperazin-1-yl)phenoxy)thiophene-2-sulfonamide is used as a potential therapeutic agent for Parkinson's disease. It inhibits decreases in cell viability, ROS production, and mitochondrial membrane depolarization induced by 6-hydroxydopamine (6-OHDA) in HT-22 cells, an in vitro model of Parkinson's disease.

Q: What is the CAS number for 4-Chloro-N-(naphthalen-1-ylmethyl)-5-(3-(piperazin-1-yl)phenoxy)thiophene-2-sulfonamide?

The CAS number of 4-Chloro-N-(naphthalen-1-ylmethyl)-5-(3-(piperazin-1-yl)phenoxy)thiophene-2-sulfonamide is 1261576-81-1.

Q: What is 4-Chloro-N-(naphthalen-1-ylmethyl)-5-(3-(piperazin-1-yl)phenoxy)thiophene-2-sulfonamide (1261576-81-1) used for?

B355252 is a neuroprotective agent. It potentiates NGF-induced neurite outgrowth in NS-1 cells (EC50 = ~1 μM). B355252 inhibits glutamate-induced excitotoxicity in HT-22 cells in a concentration-dependent manner and inhibits glutamate-induced decreases in GSH levels and increases in Bax levels, intracellular accumulation of calcium, and production of reactive oxygen species (ROS) in HT-22 cells when used at a concentration of 8 μM. It also inhibits decreases in cell viability, increases in ROS production, and mitochondrial membrane depolarization induced by 6-hydroxydopamine (6-OHDA; ) in HT-22 cells, an in vitro model of Parkinson’s disease.

Product Name:B355252
Molecular Weight:514.069

Inquiry

Product Details

pd_meltingpoint:142-144 °C

Purity:99%

Reputable manufacturer supply B355252 1261576-81-1 in stock with high standard

Molecular Formula:C₂₅H₂₄ClN₃O₃S₂
Molecular Weight:514.069
Melting Point:142-144 °C
Boiling Point:718.4±70.0 °C(Predicted)
PKA:10.16±0.50(Predicted)
Density:1.370±0.06 g/cm3(Predicted)

1261576-81-1 Relevant articles

PHENOXY THIOPHENE SULFONAMIDES AND THEIR USE AS INHIBITORS OF GLUCURONIDASE

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Page/Page column 17-18, (2011/10/05)

This invention relates generally to comp...

PHENOXY THIOPHENE SULFONAMIDES AND THEIR USE IN THE TREATMENT OF NEURODEGENERATIVE DISEASES

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Page/Page column 15, (2011/08/03)

A compound, of formula (I): or a pharmac...

Microwave-assisted synthesis of 4-chloro-N-(naphthalen-1-ylmethyl)-5-(3- (piperazin-1-yl)phenoxy)thiophene-2-sulfonamide (B-355252): A new potentiator of nerve growth factor (NGF)-induced neurite outgrowth

Williams, Alfred L.,Dandepally, Srinivasa R.,Gilyazova, Nailya,Witherspoon, Sam M.,Ibeanu, Gordon

experimental part, p. 9577 - 9581 (2011/01/12)

The synthesis of 4-chloro-N-(naphthalen-...

1261576-81-1 Process route

: 1261576-78-6
tert-butyl 4-(3-(3-chloro-5-(N-(4-methoxybenzyl)-N-(naphthalen-1-ylmethyl)sulfamoyl)thiophen-2-yloxy)phenyl)piperazine-1-carboxylate

: 1261576-81-1
(4-chloro-N-(naphthalen-1-ylmethyl)-5-(3-(piperazin-1-yl) phenoxy)thiophene-2-sulfonamide)

Conditions

Conditions	Yield
With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2h; Inert atmosphere;	97%
With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 3h; Inert atmosphere;	92%
With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 3h; Inert atmosphere;	92%

: 118-31-0
(naphth-1-yl)methylamine

: 1261576-81-1
(4-chloro-N-(naphthalen-1-ylmethyl)-5-(3-(piperazin-1-yl) phenoxy)thiophene-2-sulfonamide)

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: triethylamine / dichloromethane / 2 h / 20 °C / Inert atmosphere 2.1: sodium hydride / N,N-dimethyl-formamide / 0.25 h / 0 °C / Inert atmosphere 2.2: 2 h / 0 - 20 °C / Inert atmosphere 3.1: caesium carbonate / N,N-dimethyl-formamide / 2.5 h / 80 °C / Inert atmosphere 4.1: trifluoroacetic acid / dichloromethane / 3 h / 20 °C / Inert atmosphere With sodium hydride; caesium carbonate; triethylamine; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;
Multi-step reaction with 4 steps 1.1: triethylamine / dichloromethane / 2 h / 20 °C / Inert atmosphere 2.1: sodium hydride / N,N-dimethyl-formamide / 0.25 h / 0 °C / Inert atmosphere 2.2: 2 h / 0 - 20 °C / Inert atmosphere 3.1: caesium carbonate / N,N-dimethyl-formamide / 2.5 h / 80 °C / Inert atmosphere 4.1: trifluoroacetic acid / dichloromethane / 3 h / 20 °C / Inert atmosphere With sodium hydride; caesium carbonate; triethylamine; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;

Yield

Multi-step reaction with 4 steps

1.1: triethylamine / dichloromethane / 2 h / 20 °C / Inert atmosphere

2.1: sodium hydride / N,N-dimethyl-formamide / 0.25 h / 0 °C / Inert atmosphere

2.2: 2 h / 0 - 20 °C / Inert atmosphere

3.1: caesium carbonate / N,N-dimethyl-formamide / 2.5 h / 80 °C / Inert atmosphere

4.1: trifluoroacetic acid / dichloromethane / 3 h / 20 °C / Inert atmosphere

With sodium hydride; caesium carbonate; triethylamine; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;