1416567-33-3

Basic information

• Product Name: C₁₅H₁₅BrN₄O₆S
• CAS NO: 1416567-33-3
• Molecular Weight: 459.277
• Mol File: 1416567-33-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: C₁₅H₁₅BrN₄O₆S(CAS DataBase Reference)
• NIST Chemistry Reference: C₁₅H₁₅BrN₄O₆S(1416567-33-3)
• EPA Substance Registry System: C₁₅H₁₅BrN₄O₆S(1416567-33-3)

Safety Data

• Hazardous Substances Data: 1416567-33-3(Hazardous Substances Data)

Upstream product

• 81-07-2 saccharin 
• 59777-72-9 ethyl 2-(aminosulfonyl)benzoate 
• 77375-79-2 o-Ethoxycarbonylbenzenesulfonyl isocyanate 
• 53557-85-0 4-bromo-6-methoxypyrimidin-2-amine 

Relevant articles and documents

Sulfonylureas have antifungal activity and are potent inhibitors of Candida albicans acetohydroxyacid synthase

The sulfonylurea herbicides exert their activity by inhibiting plant acetohydroxyacid synthase (AHAS), the first enzyme in the branched-chain amino acid biosynthesis pathway. It has previously been shown that if the gene for AHAS is deleted in Candida albicans, attenuation of virulence is achieved, suggesting AHAS as an antifungal drug target. Herein, we have cloned, expressed, and purified C. albicans AHAS and shown that several sulfonylureas are inhibitors of this enzyme and possess antifungal activity. The most potent of these compounds is ethyl 2-(N-((4-iodo-6-methoxypyrimidin-2-yl)carbamoyl) sulfamoyl)benzoate (10c), which has a Ki value of 3.8 nM for C. albicans AHAS and an MIC90 of 0.7 μg/mL for this fungus in cell-based assays. For the sulfonylureas tested there was a strong correlation between inhibitory activity toward C. albicans AHAS and fungicidal activity, supporting the hypothesis that AHAS is the target for their inhibitory activity within the cell.