100859-99-2Relevant academic research and scientific papers
Synthesis of piperazino and morpholino derivatives of aryloxypropane with potential analgesic and possible antimigraine activities
Ismaiel, Abdulkhader M.,Gad, Laila M.,Ghareib, Salah A.,Bamanie, Faida H.,Moustafa, Mohamed A.
experimental part, p. 381 - 387 (2012/06/05)
Modeling studies demonstrate that aryl piperazines (I), aryloxyalkylamines (II), phenylalkykamines (III) and indolylalkylamines (VI) may interact at 5-HT receptors in a similar manner. Examination of these structures (I-VI) reveals that all possess an aromatic moiety and terminal amine binding sites (Glennon et al., J Med Chem 32(8):1921-1926, 1989). In the present investigation a new series of aryloxyalkylamines (4, 5, 8, and 9) was designed and synthesized, in which the aromatic moiety is a phenyl group substituted at the 2,3-, 2,4-, 2,5-, or 2,6-positions by halogens and the terminal amine is N-methylpiperazine, or morpholine. In addition, the alkyl side chain is ethyl, or substituted ethyl at the α- or β-carbon by a methyl group. The length of the alkyl chain that separates the terminal amine from the ether oxygen atom of the aryloxy group is of major importance, and two-carbon chain appears optimal. The structures of the new compounds were assessed by microanalyses, IR, and NMR. The analgesic activity of selected compounds was performed on experimental animals and proved to be in the range of 85-100% relative to aspirin. Springer Science+Business Media, LLC 2011.
Considerations to the synthesis of methadone-nitrile as well as isomethadone-nitrile, and related compounds
Unterhalt,Coesfeld
, p. 229 - 234 (2007/10/03)
The 2-chloro-1-dialkylamino-propanes 4a-d are reacted with diphenylacetonitrile under phase transfer conditions to give a mixture of the nitriles la-d and 2a-d. Both chloro-dialkylamino-1-phenyl-ethanes 7a-d and 8a-d lead to 4-dialkylamino-2,2,3-triphenyl-butyronitriles 6a-d.
