141233-20-7

Basic information

• Product Name: Benzenesulfonamide, 4-hydroxy-N-(5-methyl-3-isoxazolyl)-
• CAS NO: 141233-20-7
• Molecular Formula: C10H10N2O4S
• Molecular Weight: 254.266
• Mol File: 141233-20-7.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Benzenesulfonamide, 4-hydroxy-N-(5-methyl-3-isoxazolyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenesulfonamide, 4-hydroxy-N-(5-methyl-3-isoxazolyl)-(141233-20-7)
• EPA Substance Registry System: Benzenesulfonamide, 4-hydroxy-N-(5-methyl-3-isoxazolyl)-(141233-20-7)

Safety Data

• Hazardous Substances Data: 141233-20-7(Hazardous Substances Data)

Upstream product

• 723-46-6 sulfamethoxazole 

Downstream Products

• 141233-21-8 ethylacetate 
• 141233-26-3 4-[5-Mercapto-4-(4-methoxy-phenyl)-4H-[1,2,4]triazol-3-ylmethoxy]-N-(5-methyl-isoxazol-3-yl)-benzenesulfonamide 
• 141233-25-2 4-[4-(4-Chloro-phenyl)-5-mercapto-4H-[1,2,4]triazol-3-ylmethoxy]-N-(5-methyl-isoxazol-3-yl)-benzenesulfonamide 
• 141233-27-4 4-(5-Mercapto-4-p-tolyl-4H-[1,2,4]triazol-3-ylmethoxy)-N-(5-methyl-isoxazol-3-yl)-benzenesulfonamide 
• 141233-24-1 4-(5-Mercapto-4-phenyl-4H-[1,2,4]triazol-3-ylmethoxy)-N-(5-methyl-isoxazol-3-yl)-benzenesulfonamide 
• 141233-23-0 5--2-thio-1,3,4-oxadiazole 
• 141233-22-9 acetic acid hydrazide 

Relevant articles and documents

Antibacterial activity of sulfamethoxazole transformation products (TPs): General relevance for sulfonamide TPs modified at the para position

Sulfonamide antibiotics undergo transformation in the aquatic environment through biodegradation, photolysis, or hydrolysis. In this study, the residual antibacterial activity of 11 transformation products (TPs) of sulfamethoxazole (SMX) was investigated with regard to their in vitro growth and luminescence inhibition on Vibrio fischeri (30 min and 24 h exposure). Two transformation products, 4-hydroxy-SMX and N4-hydroxy-acetyl-SMX, were synthesized in-house and confirmed by nuclear magnetic resonance and high-resolution mass spectrometry. Results of individual compound experiments showed that TPs modified at the para amino group still exhibit clear antibacterial effects, whereas TPs resulting from breakdown of the SMX structure lost this mechanism of action. 4-NO2- and 4-OH-SMX were found to inhibit growth to a clearly greater extent than the parent compound, SMX. In contrast, the N4-acetyl- and N4-hydroxy-acetyl-derivatives retain less than 10 and 5% of the effect of SMX on growth and luminescence inhibition, respectively. The effect of a mixture of para-modified TPs was observed to be additive. Considering the homologous series of sulfa drugs widely prescribed and their common mechanism of action, the potential environmental impact must consider the total amount of sulfonamide antibiotics and their derivative TPs, which might end up in a water body. Extrapolating the results obtained here for the para TPs of SMX to other sulfa drugs and determining the persistence and occurrence of these compounds in the aquatic environment is required for improved risk assessment. (Chemical Equation Presented).

A convenient synthesis of phenols

Anilines are rapidly, often within 60 minutes, converted into the corresponding phenols in up to 87% isolated yield. The presented experimentally simple protocol display broad compatibility with a variety of functional groups, and in particular, well suited for the preparation of methyl-substituted phenols. Such phenols are not easily available by other synthetic approaches. The formation of phenolic radical coupling products was not observed even for activated anilines using this open flask method.

Synthesis and antifungal activity of some N-substituted-benzenesulphonamides pendant with 2-thio-1,3,4-oxadiazoles, 3-mercapto-4-phenyl-1,2,4(H)-triazoles

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