227959-50-4Relevant academic research and scientific papers
Piperidinyl-3-phosphinic acids as novel uptake inhibitors of the neurotransmitter γ-aminobutyric acid (GABA)
Kehler, Jan,Stensbol, Tine B.,Krogsgaard-Larsen, Povl
, p. 811 - 814 (2007/10/03)
Piperidinyl-3-phosphinic acid 2, piperidinyl-3-methylphosphinic acid 3 and N-(4,4-diphenyl-3-butenyl)-piperidinyl-3-phosphinic acid 4 have been synthesized as bioisosteres of the corresponding amino carboxylic acids, which are potent and specific GABA-uptake inhibitors. The novel amino phosphinic acids were tested for their GABA-uptake inhibitory activity and 2 and 4 were identified as the first phosphinic acid based GABA-uptake inhibitors. The methylphosphinic acid 3 was found to be inactive.
A convenient preparation of difficultly accessible sec- alkylmethylphosphinates using sequential Pudovik/Abramov-Barton/McCombie reactions
Hansen, Henrik I.,Kehler, Jan
, p. 1925 - 1930 (2007/10/03)
A one-pot procedure for the syntheses of (1-hydroxy-sec- alkyl)methylphosphinates from ketones, hexamethyldisilazane and ethyl methylphosphinate was developed. The hydroxy group could be removed by a modified Barton/McCombie radical deoxygenation procedure. The sec- alkylmethylphosphinates can be dealkylated/hydrolyzed by treatment with trimethylsilyl bromide or refluxing in hydrochloric acid. This is a convenient route to a variety of sec-alkylmethylphosphinates, which are difficult to prepare by other methods.
