127136-96-3Relevant academic research and scientific papers
N-[1-(Benzotriazol-1-yl)alkyl]amides from N-acyl-α-amino acids or N-alkylamides
Adamek, Jakub,Mazurkiewicz, Roman,Pa?dzierniok-Holewa, Agnieszka,Ku?nik, Anna,Grymel, Miros?awa,Zielińska, Katarzyna,Simka, Wojciech
, p. 5725 - 5729 (2014)
A variety of N-(1-methoxyalkyl)amides react with benzotriazole in the presence of PPh3·HBF4 and organic bases (Hünig's base, DBU or DABCO) or solid-state-supported bases (SiO2-Pip or IRA-67) in CHCl3 to give N-[
N-, α-, and β-substituted 3-aminopropionic acids: Design, syntheses and antiseizure activities
Tan,Wainman,Weaver
, p. 113 - 121 (2007/10/03)
A treatment for epilepsy is proposed based on analogues of 3-aminopropionic acid (β-alanine), a putative neurotransmitter in the central nervous system (CNS). A model three point pharmacophore was proposed based on modelling data obtained from the study of antagonists for both the glial γ-aminobutyric acid (GABA)-uptake site and the glycine co-agonist site of N-methyl-D-aspartate (NMDA) receptor. Three series of 3-aminopropionic acids containing, N-, α-, and β-substituents, were designed and synthesized to probe the position and the size of a lipophilic binding pocket within the proposed pharmacophore. These analogues were tested in vivo for both their antiseizure activities and their neurologic toxicities. Among the fourteen novel 3-aminopropionic acids synthesized, eight were found to have promising antiseizure activity. This study shows that substitution on the N-terminus confers the greatest antiseizure activity, particularly against pilocarpine-induced seizures.
Convenient preparation of tert-butyl β-(protected amino)esters
Katritzky, Alan R.,Kirichenko, Kostyantyn,Elsayed, Ahamad M.,Ji, Yu,Fang, Yunfeng,Steel, Peter J.
, p. 4957 - 4959 (2007/10/03)
Refluxing an aldehyde 1 with benzotriazole and benzylcarbamate in the presence of a catalytic amount of p-TsOH gave the corresponding benzyloxycarbonylamino-1-(1-benzotriazolyl)alkane 2 in good yields. Compounds 2 treated with substituted tert-butyl acetates 3 using LDA as a base afford smoothly and under mild conditions the N-2-protected 3-aminoalkanoic esters 4.
A General Method for the Preparation of β-Aminoesters
Katritzky, Alan R.,Yannakopoulou, Konstantina
, p. 747 - 751 (2007/10/02)
3-Dialkylamino (3) and 3-benzyloxycarbonylamino (6) esters are prepared by the Reformatsky reaction of 1-dialkylamino-(1) and 1-benzyloxycarbonylamino-(5) 1-(1-benzotriazolyl)alkanes with ethyl 2-bromoalkanoates.Compounds 1 and 5 are obtained by the conde
