15316-22-0

Basic information

• Product Name: N'-benzylidene-2-(1H-indole-3-yl)acetohydrazide
• Synonyms: N'-benzylidene-2-(1H-indole-3-yl)acetohydrazide
• CAS NO: 15316-22-0
• Molecular Weight: 277.326
• Mol File: 15316-22-0.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: N'-benzylidene-2-(1H-indole-3-yl)acetohydrazide(CAS DataBase Reference)
• NIST Chemistry Reference: N'-benzylidene-2-(1H-indole-3-yl)acetohydrazide(15316-22-0)
• EPA Substance Registry System: N'-benzylidene-2-(1H-indole-3-yl)acetohydrazide(15316-22-0)

Safety Data

• Hazardous Substances Data: 15316-22-0(Hazardous Substances Data)

Upstream product

• 5448-47-5 1H-indol-3-acetohydrazide 
• 100-52-7 benzaldehyde 
• 1912-33-0 Indole-3-acetic acid methyl ester 
• 87-51-4 indole-3-acetic acid 

Relevant articles and documents

Discovery of heterocyclic carbohydrazide derivatives as novel selective fatty acid amide hydrolase inhibitors: design, synthesis and anti-neuroinflammatory evaluation

Fatty acid amide hydrolase (FAAH) is a promising target for the development of drugs to treat pain, inflammation, and other central nervous system disorders. Herein, a series of novel heterocyclic carbohydrazide derivatives were firstly designed by the classic scaffold-hopping strategy. Then, multi-steps synthesis and human FAAH enzyme inhibiting activity assays were conducted. Among them, compound 26 showed strong inhibition against human FAAH with IC50 of 2.8 μM. Corresponding docking studies revealed that the acyl hydrazide group of compound 26 well-occupied the acyl-chain binding pocket. It also exhibited high selectivity towards FAAH when comparing with CES2 and MAGL. Additionally, compound 26 effectively suppressed the LPS-induced neuroinflammation of microglial cells (BV2) via the reduction of interleukin-1β and tumor necrosis factor-α. Our results provided significative lead compounds for the further discovery of novel selective and safe FAAH inhibitors with potent anti-neuroinflammation activity.