1261576-81-1

Basic information

• Product Name: 4-Chloro-N-(naphthalen-1-ylmethyl)-5-(3-(piperazin-1-yl)phenoxy)thiophene-2-sulfonamide
• Synonyms: 4-Chloro-N-(naphthalen-1-ylmethyl)-5-(3-(piperazin-1-yl)phenoxy)thiophene-2-sulfonamide;B355252
• CAS NO: 1261576-81-1
• Molecular Formula: C₂₅H₂₄ClN₃O₃S₂
• Molecular Weight: 514.05936
• Mol File: 1261576-81-1.mol
• Article Data: 3

Chemical Properties

• Melting Point: 142-144 °C
• Boiling Point: 718.4±70.0 °C(Predicted)
• Appearance: white to beige/
• Density: 1.370±0.06 g/cm3(Predicted)
• Storage Temp.: ?20°C
• Solubility: DMSO: soluble10mg/mL, clear
• PKA: 10.16±0.50(Predicted)
• CAS DataBase Reference: 4-Chloro-N-(naphthalen-1-ylmethyl)-5-(3-(piperazin-1-yl)phenoxy)thiophene-2-sulfonamide(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Chloro-N-(naphthalen-1-ylmethyl)-5-(3-(piperazin-1-yl)phenoxy)thiophene-2-sulfonamide(1261576-81-1)
• EPA Substance Registry System: 4-Chloro-N-(naphthalen-1-ylmethyl)-5-(3-(piperazin-1-yl)phenoxy)thiophene-2-sulfonamide(1261576-81-1)

Safety Data

• Hazard Codes: T
• Statements: 25-36/37/38
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 2811 6.1 / PGIII
• WGK Germany: 3
• Hazardous Substances Data: 1261576-81-1(Hazardous Substances Data)

Usage

Description

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.

Upstream product

• 198627-86-0 1,1-dimethylethyl 4-(3-hydroxyphenyl)-1-piperazinecarboxylate 
• 1261576-77-5 4,5-dichloro-N-(4-methoxybenzyl)-N-(naphthalen-1-ylmethyl)thiophene-2-sulfonamide 
• 1261576-75-3 4,5-dichloro-N-(naphthalen-1-ylmethyl)thiophene-2-sulfonamide 
• 118-31-0 (naphth-1-yl)methylamine 
• 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 

Relevant articles and documents

PHENOXY THIOPHENE SULFONAMIDES AND THEIR USE AS INHIBITORS OF GLUCURONIDASE

This invention relates generally to compounds that are glucuronidase inhibitors. Glucuronidase inhibitors described include phenoxy thiophene sulfonamides. Other compounds, for instance pyridine sulfonyls, benzene sulfonyls, thiophene sulfonyls, thiazole

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

The synthesis of 4-chloro-N-(naphthalen-1-ylmethyl)-5-(3-(piperazin-1-yl) phenoxy)thiophene-2-sulfonamide (B-355252) using an MW-assisted nucleophilic aromatic substitution (SNAr) reaction will be discussed. Utilization of this method allowed for the rapid generation of B-355252 heteroaryl ether core structure in the presence of cesium carbonate in dimethylformamide or tripotassium phosphate in N-methyl-2-pyrrolidone in 94% yield. Evaluation of B-355252 enhancement of nerve growth factor's ability to stimulate neurite outgrowths was determined using NS-1 cells.