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16673-34-0

16673-34-0 Structure

16673-34-0 Structure
IdentificationMore
[Name]

4-(2-(5-Chloro-2-methoxybenzamido)ethyl)benzenesulfamide
[CAS]

16673-34-0
[Synonyms]

4-[2-(2-METHOXY-5-CHLOROBENZAMIDO)ETHYL]BENZENESULFONAMIDE
4-[2-(5-CHLORO-2-METHOXY-BENZAMIDE)ETHYL]-BENZENESULPHONAMIDE
4-(2-(5-CHLORO-2-METHOXYBENZAMIDO)ETHYL)PHENYLSULFONAMIDE
4-[2-(5-CHLORO-2-METHOXYBENZAMIDO)ETHYL]PHENYLSULPHONAMIDE
4-(5-CHLORO-2-METHOXYBENZAMIDOETHYL)BENZENESULFONAMIDE
5-CHLORO-2-METHOXY-N-[2-(4-SULFAMOYLPHENYL)ETHYL]BENZAMIDE
5-CHLORO-2-METHOXY-N-[2-(P-SULFAMOYLPHENYL)ETHYL]BENZAMIDE
4-(2-(5-Chloro-2-methoxybenzamido)ethyl)benzenesulfamide
5-chloro-2-methoxy-n-(2-(4-sulfamoyl-phenyl)ethyl
N-(2-(4-(Aminosulfonyl)phenyl)ethyl)-5-chloro-2-methoxybenzamide
N-(2-(4-sulfamoyl)phenyl)ethyl-5-chloro-2-methoxybenzamide
N-[2-[4-(aminosulphonyl)phenyl]ethyl]-5-chloro-2-methoxybenzamide
4-[2-(2-Methoxy-5-Chloro Benzamido)Ethyl]Sulphonamide
[2-(5-Chloro-2.methoxybenzamido)-ethyl]-phenylsulfonamide
4-Ethyl-3-(2-methoxy-5-chlorbenzamido)-benzolsulfonamid
4-2-(5-CHLORO-2-METHOXYBENZAMIDO)-ETHYL BENZENSULFONAMIDE
BENZAMIDE, N-[2-[4-(AMINOSULFONYL) PHENYL]ETHYL]-5-CHLORO-2-METHOXY (GLYBIN SULFONAMIDE)
N-[4-(Aminosulfonyl)phenethyl]-2-methoxy-5-chlorobenzamide
[EINECS(EC#)]

240-722-5
[Molecular Formula]

C16H20ClN3O4S
[MDL Number]

MFCD00193756
[Molecular Weight]

385.87
[MOL File]

16673-34-0.mol
Chemical PropertiesBack Directory
[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).
[form ]

neat
[pka]

10.14±0.10(Predicted)
[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.
[InChI]

InChI=1S/C16H17ClN2O4S/c1-23-15-7-4-12(17)10-14(15)16(20)19-9-8-11-2-5-13(6-3-11)24(18,21)22/h2-7,10H,8-9H2,1H3,(H,19,20)(H2,18,21,22)
[InChIKey]

KVWWTCSJLGHLRM-UHFFFAOYSA-N
[SMILES]

C(NCCC1=CC=C(S(N)(=O)=O)C=C1)(=O)C1=CC(Cl)=CC=C1OC
[CAS DataBase Reference]

16673-34-0(CAS DataBase Reference)
Safety DataBack Directory
[Hazard Codes ]

T
[Risk Statements ]

R23:Toxic by inhalation.
R24:Toxic in contact with skin.
R25:Toxic if swallowed.
[Safety Statements ]

S24/25:Avoid contact with skin and eyes .
[WGK Germany ]

1
[REACH Registrations]

Active
[HS Code ]

2935909550
[Storage Class]

11 - Combustible Solids
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Thionyl chloride-->Dimethyl sulfate-->5-Chloro-2-hydroxybenzoic acid-->5-Chloro-2-methoxybenzoyl chloride-->5-Chloro-2-methoxybenzoic acid-->2-Methoxybenzamide
[Preparation Products]

Glibenclamide
Hazard InformationBack Directory
[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
Spectrum DetailBack Directory
[Spectrum Detail]

4-(2-(5-Chloro-2-methoxybenzamido)ethyl)benzenesulfamide(16673-34-0)1HNMR
4-(2-(5-Chloro-2-methoxybenzamido)ethyl)benzenesulfamide(16673-34-0)IR
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

16673-34-0(sigmaaldrich)
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