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

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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
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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).
pka
10.14±0.10(Predicted)
form 
Solid
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 Reference
16673-34-0(CAS DataBase Reference)
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Safety Information

Hazard Codes 
T
Risk Statements 
23-24-25
Safety Statements 
24/25
WGK Germany 
1
HS Code 
2935909550
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4-(2-(5-Chloro-2-methoxybenzamido)ethyl)benzenesulfamide Usage And Synthesis

Description

NLRP3i (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 Properties

Light Yellow Solid

Uses

An impurity arising in the synthesis of Glyburide (G598350).

General Description

5-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.

storage

Store at +4°C

References

1) 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 materials

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