176910-35-3Relevant academic research and scientific papers
Eclipsed Conformation of the Exocyclic N-CH2 Bond in N-Neopentylpiperidines and the Stereodynamic Consequences As Studied by Dynamic NMR Spectroscopy and Molecular Mechanics Calculations
Anderson, J. Edgar,Ijeh, Anthony I.,Storch, Christine,Casarini, Daniele,Lunazzi, Lodovico
, p. 3310 - 3317 (1998)
The dynamic stereochemistry of a range of N-neopentylpiperidines 1 with an eclipsed N-CH2-t-Bu bond is compared with that of the corresponding range of N-ethylpiperidines 2 with a gauche N-CH2Me bond. By using dynamic NMR spectroscopy, the relative importance of ring inversion, exocyclic bond rotation, and nitrogen inversion are elucidated and barriers are reported and discussed. Minor populations of the neopentyl-axial-eclipsed conformation are detected directly and identified with the help of molecular mechanics calculations. The corresponding N-alkylpyrrolidines are also reported.
Antinociceptive effects of 1-acyl-4-dialkylaminopiperidine and 1-alkyl-4-dialkylaminopiperidine in mice: Structure-activity relation study of matrine-type alkaloids
Kobashi, Seiichi,Kubo, Hajime,Yamauchi, Takayasu,Higashiyama, Kimio
, p. 1030 - 1034 (2007/10/03)
We previously reported that (+)-matrine and (+)-allomatrine have antinociceptive properties mediated mainly through the activation of κ-opioid receptors. 1-Acyl-4-dialkylaminopiperidines were synthesized as the simplest derivatives of matrine, and the structure-activity relations were examined by the acetic acid-induced abdominal contraction test. The antinociceptive potencies of 1-alkyl-4-dialkylaminopiperidines were significantly lower than those of the corresponding 1-acyl-4- dialkylaminopiperidines. These findings suggest that the amide group of (+)-matrine is an essential functional group that influences antinociceptive potency.
Ring cleavage reaction of heterocyclic ketones based on crossed aldol condensation
Suemune, Hiroshi,Uchida, Jun,Sakai, Kiyoshi
, p. 625 - 631 (2007/10/03)
Ring cleavage reaction based on crossed aldol condensation using heterocyclic ketones such as 4-piperidone and nortropinone derivatives with benzaldehyde under acetalization conditions (BF3-Et2O/ethylene glycol) has been achieved.
