907991-13-3

Basic information

• Product Name: (R)-1-(5-chloro-2-nitrophenyl)-3-methylpiperazine
• Synonyms: (R)-1-(5-chloro-2-nitrophenyl)-3-methylpiperazine
• CAS NO: 907991-13-3
• Molecular Weight: 255.704
• Mol File: 907991-13-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (R)-1-(5-chloro-2-nitrophenyl)-3-methylpiperazine(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-1-(5-chloro-2-nitrophenyl)-3-methylpiperazine(907991-13-3)
• EPA Substance Registry System: (R)-1-(5-chloro-2-nitrophenyl)-3-methylpiperazine(907991-13-3)

Safety Data

• Hazardous Substances Data: 907991-13-3(Hazardous Substances Data)

Upstream product

• 700-37-8 4-chloro-2-fluoro-nitrobenzene 
• 75336-86-6 (2R)-methylpiperazine 
• 610-40-2 3,4-dinitro-chlorobenzene 
• 170033-47-3 (R)-tert-butyl 2-methylpiperazine-1-carboxylate 

Downstream Products

• 556113-62-3 {(R)-4-[5-Chloro-2-(4-methoxy-phenylsulfanyl)-phenyl]-2-methyl-piperazin-1-yl}-acetic acid 
• 907991-14-4 (R)-4-(5-Chloro-2-nitro-phenyl)-2-methyl-piperazine-1-carboxylic acid benzyl ester 
• 907991-19-9 (R)-1-[5-Chloro-2-(4-methoxy-phenylsulfanyl)-phenyl]-3-methyl-piperazine 
• 907991-18-8 (R)-4-[5-Chloro-2-(4-methoxy-phenylsulfanyl)-phenyl]-2-methyl-piperazine-1-carboxylic acid benzyl ester 
• 907991-20-2 {4-[5-chloro-2-(4-methoxy-phenylsulfanyl)-phenyl]-2-methyl-piperazin-1-yl}-acetic acid tert-butyl ester 
• 907991-16-6 (R)-4-(5-Chloro-2-iodo-phenyl)-2-methyl-piperazine-1-carboxylic acid benzyl ester 
• 907991-15-5 (R)-4-(2-Amino-5-chloro-phenyl)-2-methyl-piperazine-1-carboxylic acid benzyl ester 

Relevant articles and documents

An improved synthesis of Lu AA20465

A solution phase synthesis for the preparation of the glycine transporter 1 (GlyT1) inhibitor Lu AA20465 is presented, which relies on the straightforward assembly of the target molecule through a series of innovative reaction steps. The key steps include a regioselective amination reaction, a chemoselective reduction of an aryl nitro group, a diazotization and iodination sequence under nonaqueous conditions and a copper catalyzed thioarylation reaction.

The synthesis and SAR of 2-arylsulfanyl-phenyl piperazinyl acetic acids as glyT-1 inhibitors

Elevation of glycine levels and activation of the NMDA receptor by inhibition of the glycine transporter 1 (GlyT-1) is a potential strategy for the treatment of schizophrenia. A novel series of GlyT-1 inhibitors have been identified containing the 2-arylsulfanyl-phenylpiperazine motif. The most prominent member of this series, (R)-4-[5-chloro-2-(4-methoxy-phenylsulfanyl)- phenyl]-2-methyl-piperazin-1-yl-acetic acid (31) is a potent glycine transporter-1 inhibitor (IC50=150nM), which elevated glycine levels in rat ventral hippocampus as measured by microdialysis in vivo at doses of 1.2-4.6mg/kg s.c.