N-acetyl-2-carboxy Benzenesulfonamide

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CAS:849067-18-1
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CAS:849067-18-1
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Products Intro: Product Name:N-Acetyl-2-carboxybenzenesulfonamide
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CAS:849067-18-1
Purity:98% Package:100 mg, 250 mg, 1g
N-acetyl-2-carboxy Benzenesulfonamide Basic information
Product Name:N-acetyl-2-carboxy Benzenesulfonamide
Synonyms:N-acetyl-2-carboxy Benzenesulfonamide;N-acetyl-2-carboxy Benzenesulfonamide Exclusive;ADVANFQVCYCSNR-UHFFFAOYSA-N;Benzoic acid, 2-[(acetylamino)sulfonyl]-;2-(N-Acetylsulfamoyl)benzoic acid
CAS:849067-18-1
MF:C9H9NO5S
MW:243.24
EINECS:
Product Categories:
Mol File:849067-18-1.mol
N-acetyl-2-carboxy Benzenesulfonamide Structure
N-acetyl-2-carboxy Benzenesulfonamide Chemical Properties
Melting point 178-180 °C
density 1.463±0.06 g/cm3(Predicted)
storage temp. Store at -20°C
solubility ≤30mg/ml in ethanol;30mg/ml in DMSO;30mg/ml in dimethyl formamide
form crystalline solid
pka2.79±0.36(Predicted)
Safety Information
MSDS Information
N-acetyl-2-carboxy Benzenesulfonamide Usage And Synthesis
DescriptionN-acetyl-2-carboxy Benzenesulfonamide is a structural analog of aspirin that acts as a non-selective inhibitor of cyclooxygenase (COX) with a COX-2 selectivity index of 0.23. In vitro studies showed that N-acetyl-2-carboxy Benzenesulfonamide is a more potent inhibitor of COX-1/COX-2 with IC50 values of 0.06 μM and 0.25 μM, respectively, than aspirin with IC50 values of 0.35 μM and 2.4 μM, respectively.
in vitroprevious in-vitro cox-1/cox-2 inhibition studies showed that n-acetyl-2-carboxy benzenesulfonamide was a more potent inhibitor than aspirin, and like aspirin. moreover, n-acetyl-2-carboxy benzenesulfonamide was found to be a nonselective cox-2 inhibitor. in addition, the molecular modeling (docking) study demonstrated that the so2nhcoch3 substituent present in n-acetyl-2-carboxy benzenesulfonamide, like the acetoxy substituent in aspirin, was suitably positioned to acetylate the ser530 hydroxyl group in the cox-2 primary binding site [1].
in vivoanimal study showed that n-acetyl-2-carboxy benzenesulfonamide and its c-4 2,4-difluorophenyl derivative had superior antiinflammatory activity (oral dosing) in a carrageenan-induced rat paw edema assay compared to aspirin. in addition, n-acetyl-2-carboxy benzenesulfonamide and its c-4 2,4-difluorophenyl derivative exhibited comparable analgesic activity to iflunisal, and superior analgesic activity compared to aspirin [1].
IC 500.06 and 0.25 μm for cox-1 and cox-2, respectively
references[1] chen, q. h.,rao, p.n.p., and knaus, e.e. design, synthesis, and biological evaluation of n-acetyl-2-carboxybenzenesulfonamides: a novel class of cyclooxygenase-2 (cox-2) inhibitors. bioorganic & medicinal chemistry 13, 2459-2468 (2005).
N-acetyl-2-carboxy Benzenesulfonamide Preparation Products And Raw materials
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