27385-52-0

Basic information

• Product Name: N-{[(4-methylphenyl)sulfonyl]oxy}-1,2,3,9-tetrahydro-4H-carbazol-4-imine
• Synonyms: N-{[(4-methylphenyl)sulfonyl]oxy}-1,2,3,9-tetrahydro-4H-carbazol-4-imine
• CAS NO: 27385-52-0
• Molecular Weight: 354.43
• Mol File: 27385-52-0.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: N-{[(4-methylphenyl)sulfonyl]oxy}-1,2,3,9-tetrahydro-4H-carbazol-4-imine(CAS DataBase Reference)
• NIST Chemistry Reference: N-{[(4-methylphenyl)sulfonyl]oxy}-1,2,3,9-tetrahydro-4H-carbazol-4-imine(27385-52-0)
• EPA Substance Registry System: N-{[(4-methylphenyl)sulfonyl]oxy}-1,2,3,9-tetrahydro-4H-carbazol-4-imine(27385-52-0)

Safety Data

• Hazardous Substances Data: 27385-52-0(Hazardous Substances Data)

Upstream product

• 15128-52-6 1,2,3,9-tetrahydro-4H-carbazol-4-one 
• 27385-45-1 cyclohexane-1,3-dione monophenylhydrazone 
• 14362-50-6 s-trans-anti-1,2,3,4-tetrahydrocarbazol-4-one 
• 98-59-9 p-toluenesulfonyl chloride 
• 504-02-9 1,3-cylohexanedione 
• 100-63-0 phenylhydrazine 

Relevant articles and documents

New azepino[4,3-b]indole derivatives as nanomolar selective inhibitors of human butyrylcholinesterase showing protective effects?against NMDA-induced neurotoxicity

Several 6-substituted 3,4,5,6-tetrahydroazepino[4,3-b]indol-1(2H)-one (THAI) derivatives were synthesized and evaluated for their activity as cholinesterase (ChE) inhibitors. The most potent inhibitors were identified among 6-(2-phenylethyl)-THAI derivatives, and in particular compounds 12b and 12d proved to be very active against human BChE (IC50?=?13 and 1.8?nM, respectively), with 1000-fold selectivity over AChE. Structure-activity relationships highlighted critical features (e.g., ring fusion [4,3-b], integrity of the lactam CONH function) and favorable physicochemical properties of the 6-(2-phenylethyl) group (i.e., optimal position, size and lipophilicity of phenyl substituents). The effects of a number of compounds against NMDA-induced SH-SY5Y neuronal cell injury were also evaluated. Treatment with 12b increased cell viability in SH-SY5Y cells pretreated with 250?μM NMDA, with significant effects (P??0.05) at concentrations between 0.5 and 5?μM. These findings suggest that THAI can be used as a scaffold for developing new drug leads for the treatment of Alzheimer-type neurodegeneration syndrome.