63208-61-7

Basic information

• Product Name: Piperazine, 1-(chloroacetyl)-4-(4-methylphenyl)-
• CAS NO: 63208-61-7
• Molecular Formula: C13H17ClN2O
• Molecular Weight: 252.744
• Mol File: 63208-61-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Piperazine, 1-(chloroacetyl)-4-(4-methylphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Piperazine, 1-(chloroacetyl)-4-(4-methylphenyl)-(63208-61-7)
• EPA Substance Registry System: Piperazine, 1-(chloroacetyl)-4-(4-methylphenyl)-(63208-61-7)

Safety Data

• Hazardous Substances Data: 63208-61-7(Hazardous Substances Data)

Upstream product

• 39593-08-3 (4-methylphenyl)piperazine 
• 79-04-9 chloroacetyl chloride 

Downstream Products

• 81279-29-0 3-(3-Fluoro-phenyl)-2-[2-oxo-2-(4-p-tolyl-piperazin-1-yl)-ethylsulfanyl]-3H-quinazolin-4-one 
• 1188543-20-5 8-{1-[2-oxo-2-(4-p-tolylpiperazin-1-yl)ethyl]-1H-pyrazol-4-yl}-1,3-dipropyl-3,7-dihydropurine-2,6-dione 
• 81262-83-1 3-(4-Methoxy-phenyl)-2-[2-oxo-2-(4-p-tolyl-piperazin-1-yl)-ethylsulfanyl]-3H-quinazolin-4-one 
• 81262-82-0 2-[2-Oxo-2-(4-p-tolyl-piperazin-1-yl)-ethylsulfanyl]-3-phenyl-3H-quinazolin-4-one 
• 81279-30-3 2-[2-Oxo-2-(4-p-tolyl-piperazin-1-yl)-ethylsulfanyl]-3-o-tolyl-3H-quinazolin-4-one 

Relevant articles and documents

3-Nitrotriazole-based piperazides as potent antitrypanosomal agents

Novel linear 3-nitro-1H-1,2,4-triazole-based piperazides were synthesized and evaluated as antitrypanosomal agents. In addition, some bisarylpiperazine-ethanones which were formed as by-products were also screened for antiparasitic activity. Most 3-nitrotriazole-based derivatives were potent and selective against Trypanosoma cruzi parasites, but only one displayed these desired properties against Trypanosoma brucei rhodesiense. Moreover, two 3-nitrotriazole-based chlorophenylpiperazides were moderately and selectively active against Leishmania donovani. Although the bisarylpiperazineethanones were active or moderately active against T. cruzi, none of them demonstrated an acceptable selectivity. In general, 3-nitrotriazole-based piperazides were less toxic to host L6 cells than the previously evaluated 3-nitrotriazole-based piperazines and seven of 13 were 1.54-to 31.2-fold more potent antichagasic agents than the reference drug benznidazole. Selected compounds showed good ADMET characteristics. One potent in vitro antichagasic compound (3) was tested in an acute murine model and demonstrated antichagasic activity after a 10-day treatment of 15 mg/kg/day. However, neither compound 3 nor benznidazole showed a statistically significant P value compared to control due to high variability in parasite burden among the untreated animals. Working as prodrugs, 3-nitrotriazole-based piperazides were excellent substrates of trypanosomal type I nitroreductases and constitute a novel class of potentially effective and more affordable antitrypanosomal agents.