172977-41-2Relevant academic research and scientific papers
CHEMOKINE RECEPTOR ANTAGONISTS
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Page/Page column 56-57, (2010/02/13)
A compound of formula (I) or a pharmaceutically acceptable salt or prodrug ester thereof, wherein the variants R, R9, Z, X, Q and Y are defined in the specification.
Study on the Effect of the Structure of the Leaving Group in the E1cb Mechanism of the Base-Promoted β-Elimination Reactions from N-alkylammonium Ions
Alunni, S.,Tijskens, P.
, p. 8371 - 8374 (2007/10/02)
Studies of acid-base catalysis, H/D exchange, and solvent isotope effect on the β-elimination reactions with formation of p-nitrostyrene in acetohydroxamate/acetohydroxamic acid buffers at pH 9.05, H2O, μ = 1 M KCl, from N-alkylammonium ions with different leaving groups, such as N-methylpyrrolidine 1, N-ethylpyrrolidine 2, N-isopropylpyrrolidine 3, N-methylpiperidine 5, and N-methylazepane 6, show a change a partially reversible E1cb mechanism with 1, 2, and 4 to an irreversible E1cb mechanism with 3, 5, and 6.The change in the rate-determining step is related to the increased steric requirement of the leaving group.A steric acceleration from the carbanion intermediate to product step is proposed.
