On December 30, 2009, Aissaoui, Hamed; Boss, Christoph; Koberstein, Ralf; Siegrist, Romain; Sifferlen, Thierry published a patent.Name: (S)-2-Hydroxy-N-methyl-2-phenylacetamide The title of the patent was 5,6,7,8-Tetrahydroimidazo[1,5-a]pyrazine compounds as orexin receptor antagonists and their preparation, pharmaceutical compositions and use in the treatment of diseases. And the patent contained the following:
The invention relates to 5,6,7,8-tetrahydroimidazo[1,5-a]pyrazine derivatives of formula I and to the use of such compounds as medicaments, especially as orexin (OX) receptor antagonists. Compounds of formula I wherein R4 is C1-4 alkyl; when R3 is cyclopropyl, then R2 is halo, CF3, C1-4 alkyl and vinyl, R1 is substituted phenyl; when R3 is C3-6 cycloalkyl-C1-4 alkyl, then R2 is halo, R1 is substituted phenyl; when R3 is -SO2-C1-4 alkyl, then R2 is halo, R1 is substituted phenyl; when R3 is -S-C1-4 alkyl, then R2 is halo, CF3 and vinyl, R1 is substituted phenyl; when R3 is C1-4 alkyl, then R2 is -SO0-2-C1-4 alkyl, R1 is substituted phenyl; when R3 is C1-4 alkoxy, then R2 is CF3, R1 is substituted phenyl; when R3 is CF3, then R2 is C1-4 alkyl, R1 is substituted phenyl; when R3 is C1-4 alkyl, then R2 is halo, R1 is substituted phenyl; and their pharmaceutically acceptable salts thereof, are claimed. Example compound II was prepared via N-alkylation of 1-chloro-8-[2-(4-chloro-3-fluorophenyl)ethyl]-3-cyclopropyl-5,6,7,8-tetrahydroimidazo[1,5-a]pyrazine with toluene-4-sulfonic acid (S)-methylcarbamoylphenyl Me ester. All the invention compounds were evaluated for their OX receptor antagonistic activity. From the assay, it was determined that II exhibited the IC50 values of 43 nM and 11 nM against OX1 and OX2, resp. The experimental process involved the reaction of (S)-2-Hydroxy-N-methyl-2-phenylacetamide(cas: 65645-88-7).Name: (S)-2-Hydroxy-N-methyl-2-phenylacetamide
The Article related to tetrahydro imidazopyrazine compound preparation orexin receptor antagonist treatment disease, Heterocyclic Compounds (More Than One Hetero Atom): Pyrazines and Quinoxalines (Including Piperazines) and other aspects.Name: (S)-2-Hydroxy-N-methyl-2-phenylacetamide
Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics