25143-13-9

Basic information

• Product Name: centperazine
• Synonyms: centperazine;3-Ethyl-8-methyl-1,3,8-triazabicyclo[4.4.0]decan-2-one
• CAS NO: 25143-13-9
• Molecular Formula: C10H19 N3 O
• Molecular Weight: 197.28
• Mol File: 25143-13-9.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 306.9°Cat760mmHg
• Flash Point: 127.5°C
• Appearance: /
• Density: 1.13g/cm³
• Vapor Pressure: 0.00075mmHg at 25°C
• Refractive Index: 1.557
• PKA: 8.67±0.20(Predicted)
• CAS DataBase Reference: centperazine(CAS DataBase Reference)
• NIST Chemistry Reference: centperazine(25143-13-9)
• EPA Substance Registry System: centperazine(25143-13-9)

Safety Data

• Hazardous Substances Data: 25143-13-9(Hazardous Substances Data)

Usage

InChI:InChI=1/C10H19N3O/c1-3-12-5-4-9-8-11(2)6-7-13(9)10(12)14/h9H,3-8H2,1-2H3

Upstream product

• 75-03-6 ethyl iodide 
• 151733-63-0 2-methyl-octahydro-6H-pyrazino<1,2-c>pyrimidin-6-one 
• 56926-26-2 7-ethyl-octahydro-6H-pyrazino <1,2-c> pyrimidin-6-one 
• 50-00-0 formaldehyd 
• 56926-26-2 (-)-3-ethyl-1,3,8-triazabicyclo<4.4.0>decan-2-one 
• 56926-26-2 (+)-3-ethyl-1,3,8-triazabicyclo<4.4.0>decan-2-one 
• 70403-12-2 2-(1,4-dibenzyl-2-piperazinyl)ethanamine 
• 70403-11-1 2-(1,4-dibenzyl-2-piperazinyl)acetonitrile 
• 151733-60-7 ethyl N-<2-(1,4-dibenzyl-2-piperazinyl)ethyl>carbamate 
• 151733-61-8 ethyl N-<2-(2-piperazinyl)ethyl>carbamate 
• 151733-62-9 octahydro-6H-pyrazino<1,2-c>pyrimidin-6-one 
• 70264-01-6 2-(2-(N-carboethoxyethyl) aminoethyl) piperazine 
• 55496-64-5 2-(2-(N-ethyl)amino)pyrazine 
• 70263-79-5 2-(2-(N-carboethoxyethyl)amino ethyl)pyrazine 

Relevant articles and documents

A practical synthesis of 7-ethyl-octahydro-2-methyl-6H-pyrazino-[1,2-c]pyrimidin-6-one (Centperazine), an anti-filarial drug

7-Ethyl-octahydro-2-methyl-6H-pyrazino[1,2-c]pyrimidin-6-one (Centperazine) 1, an anti-filarial drug, currently undergoing phase 111 clinical trials has been synthesized by a short, practical and economical route suitable for large scale production. Thus 2-(2-ethylaminoethyl)pyrazine obtained from 2-vinylpyrazine and ethyl amine, on ethoxycarbonylation, catalytic hydrogenation, cyclo carbamation and N-methylation yields Centperazine 1 in 23.1% overall yield.

Studies in Potential Filaricides: Part 21--Resolution and Antifilarial Activity of Optical Antipodes of 3-Ethyl-8-methyl-1,3,8-triazabicyclodecan-2-one

The resolution of (+/-)-3-ethyl-8-methyl-1,3,8-triazabicyclodecan-2-one (3) using di-p-toluoyl-d-tartaric acid is described.Both the (+)- and (-)-enantiomers have been tested for their antifilarial activity against Litomosoides carinii infection in cotton rats.Though the laevo and dextro isomers of 3 have almost similar activity, the laevo isomer suppresses the microfilariaemia for a longer duration.