ChemicalBook Product Catalog Organic Chemistry Amides Amides 4-(2-(5-Chloro-2-methoxybenzamido)ethyl)benzenesulfamide

4-(2-(5-Chloro-2-methoxybenzamido)ethyl)benzenesulfamide

4-(2-(5-Chloro-2-methoxybenzamido)ethyl)benzenesulfamide Basic information
Product Name:4-(2-(5-Chloro-2-methoxybenzamido)ethyl)benzenesulfamide
Synonyms:4-(2-(5-Chloro-2-methoxybenzamido)ethyl)benzenesulfamide;Glyburide Related Compound A (25 mg) (5-chloro-2-methoxy-N-[2-(4-sulfamoylphenyl)ethyl]benzamide);4-[2-(2-Methoxy-5-chlorobenzene-1-carboxaMido)ethyl]benzenesulfonaMide;5-Chloro-N-(p-sulfaMoylphenethyl)-o-anisaMide;5-Chloro-2-Methoxy-N-(4-sulfaMoylphenethyl)benzaMide;GlibenclaMide (Glyburide) IMpurity A;Glyburide Related CoMpound A;Glyburide Related Compound A (25 mg) (4-[2-(5-chloro-2-methoxybenzamido)ethyl]benzenesulfonamide)
CAS:16673-34-0
MF:C16H17ClN2O4S
MW:368.84
EINECS:240-722-5
Product Categories:Pharmaceuticals;Aromatics,Pharmaceuticals;Building Blocks;Chemical Synthesis;Organic Building Blocks;Sulfur Compounds;Organic Building Blocks;Sulfonamides/Sulfinamides;Sulfur Compounds;Aromatics;Intermediates & Fine Chemicals
Mol File:16673-34-0.mol
4-(2-(5-Chloro-2-methoxybenzamido)ethyl)benzenesulfamide Structure
4-(2-(5-Chloro-2-methoxybenzamido)ethyl)benzenesulfamide Chemical Properties
Melting point 209-214 °C
density 1.356±0.06 g/cm3(Predicted)
storage temp. 2-8°C
solubility Soluble in DMSO (up to 45 mg/ml).
pka10.14±0.10(Predicted)
form neat
color White
Stability:Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 3 months.
CAS DataBase Reference16673-34-0(CAS DataBase Reference)
Safety Information
Hazard Codes T
Risk Statements 23-24-25
Safety Statements 24/25
WGK Germany 1
HS Code 2935909550
MSDS Information
4-(2-(5-Chloro-2-methoxybenzamido)ethyl)benzenesulfamide Usage And Synthesis
DescriptionNLRP3i (16673-34-0) is an NLRP3 inflammasome inhibitor which likely acts via interfering with the formation of the NLRP3 inflammasome complex and which exhibits promising?in vivo?protective activities in mouse acute myocardial infarction models. It blocks ASC aggregation, blocks the release of IL-1β and the activation of caspase-1 in macrophages expressing constitutively active NLRP3 but does not directly inhibit caspase-1.1,2?Limits infarct size after myocardial ischemia-reperfusion as well as leukocyte infiltration in a peritonitis model in mice.2
Chemical PropertiesLight Yellow Solid
UsesAn impurity arising in the synthesis of Glyburide (G598350).
General Description5-Chloro-2-methoxy-N-[2-(4-sulfamoylphenyl)ethyl]benzamide is an organic building block. It has been reported as an intermediate in the synthesis of glyburide. Synthesis of 5-chloro-2-methoxy-N-[2-(4-sulfamoylphenyl)ethyl]benzamide has been reported.
storageStore at +4°C
References1) Fulp?et al.?(2018),?Structural Insights of Benzenesulfonamide Analogues as NLRP3 Inflammasome Inhibitors: Design, Synthesis, and Biological Characterization; J. Med. Chem.,?61?5412 2) Marchetti?et al.?(2014),?A novel pharmacologic inhibitor of the NLRP3 inflammasome limits myocardial injury after ischemia-reperfusion in the mouse; J. Cardiovas. Pharmacol.,?63?316
4-(2-(5-Chloro-2-methoxybenzamido)ethyl)benzenesulfamide Preparation Products And Raw materials
Raw materialsThionyl chloride-->Dimethyl sulfate-->5-Chloro-2-hydroxybenzoic acid-->5-CHLORO-2-METHOXYBENZOYL CHLORIDE-->5-Chloro-2-methoxybenzoic acid-->2-METHOXYBENZAMIDE
Preparation ProductsGlibenclamide
Ethanol PHENYL RESIN Ethyl pyruvate Ethyl formate Methoxy 2-(2-Aminoethylamino)ethanol Diphenyl ether Ethylparaben Difluorochloromethane Sulfanilamide PHENYL VALERATE ISOXADIFEN-ETHYL Benzamide Ethyl acetate P-AMINOBENZAMIDE GLUTAMIC ACID Ethyl acrylate Phenylacetic acid Ethyl cyanoacetate
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