199292-65-4

Basic information

• Product Name: 5-chloro-2-(4-methyl-1-piperazinyl)benzoxazole
• Synonyms: 5-chloro-2-(4-methyl-1-piperazinyl)benzoxazole
• CAS NO: 199292-65-4
• Molecular Weight: 251.716
• Mol File: 199292-65-4.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 5-chloro-2-(4-methyl-1-piperazinyl)benzoxazole(CAS DataBase Reference)
• NIST Chemistry Reference: 5-chloro-2-(4-methyl-1-piperazinyl)benzoxazole(199292-65-4)
• EPA Substance Registry System: 5-chloro-2-(4-methyl-1-piperazinyl)benzoxazole(199292-65-4)

Safety Data

• Hazardous Substances Data: 199292-65-4(Hazardous Substances Data)

Upstream product

• 109-01-3 1-methyl-piperazine 
• 22876-19-3 5-chloro-2-mercaptobenzoxazole 

Relevant articles and documents

Regulatory molecules for the 5-HT3 receptor ion channel gating system

Substituted benzoxazole derivatives which possess a nitrogen-containing heterocycle at C2 are selective partial agonists of the 5-HT3 receptor. Alteration of substituents on the benzoxazole nucleus affords both agonist-like and antagonist-like compounds, and uniquely modifies the function of the 5-HT3 receptor ion channel gating system. SAR and corroborative computational docking study for these partial agonists successfully explained structure and function of the 5-HT3 receptor.

Benzoxazole derivatives as novel 5-HT3 receptor partial agonists in the gut

A series of benzoxazoles with a nitrogen-containing heterocyclic substituent at the 2-position was prepared and evaluated for 5-HT3 partial agonist activity on isolated guinea pig ileum. The nature of the substituent at the 5-position of the benzoxazole ring affected the potency for the 5-HTs receptor, and the 5-chloro derivatives showed increased potency and lowered intrinsic activity. 5-Chloro-7-methyl-2-(4-methyl-1- homopiperazinyl)benzoxazole (6v) exhibited a high binding affinity in the same range as that of the 5-HT3 antagonist granisetron, and its intrinsic activity was 12% of that of 5-HT. Compound 6v inhibited 5-HT-evoked diarrhea but did not prolong the transition time of glass beads in the normal distal colon even at a dose of 100 times the ED50 for diarrhea inhibition in mice. Compounds of this type are expected to be effective for the treatment of irritable bowel syndrome without the side effect of constipation.