1489288-50-7

Basic information

• Product Name: 1-(4-biphenylacetyl)-4-cyclohexylbutyl-thiosemicarbazide
• Synonyms: 1-(4-biphenylacetyl)-4-cyclohexylbutyl-thiosemicarbazide
• CAS NO: 1489288-50-7
• Molecular Weight: 423.623
• Mol File: 1489288-50-7.mol

Chemical Properties

• CAS DataBase Reference: 1-(4-biphenylacetyl)-4-cyclohexylbutyl-thiosemicarbazide(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-biphenylacetyl)-4-cyclohexylbutyl-thiosemicarbazide(1489288-50-7)
• EPA Substance Registry System: 1-(4-biphenylacetyl)-4-cyclohexylbutyl-thiosemicarbazide(1489288-50-7)

Safety Data

• Hazardous Substances Data: 1489288-50-7(Hazardous Substances Data)

Upstream product

• 139277-58-0 2-([1,1'-biphenyl]-4-yl)acetic hydrazide 
• 5728-52-9 (4-biphenylyl)acetic acid 
• 14062-23-8 4-biphenylylacetic acid ethyl ester 
• 4441-59-2 4-cyclohexyl-butylamine 

Relevant articles and documents

Aggrecanase-2 inhibitors based on the acylthiosemicarbazide zinc-binding group

Osteoarthritis is a disabling disease characterized by the articular cartilage breakdown. Aggrecanases are potential therapeutic targets for the treatment of this pathology. At the starting point of this project, an acylthiosemicarbazide was discovered to inhibit aggrecanase-2. The acylthiosemicarbazide Zn binding group is also a convenient linker for library synthesis. A focused library of 920 analogs was thus prepared and screened to establish structure-activity relationships. The modification of the acylthiosemicarbazide was also explored. This strategy combining library design and discrete compounds synthesis yielded inhibitor 35, that is highly selective for aggrecanases over a panel of metalloproteases and inhibits the degradation of native fully glycosylated aggrecan. A docking study generated binding conformations explaining the structure-activity relationships.