122377-71-3Relevant academic research and scientific papers
Cerium(IV) Oxidations of β-Aminoketones., VI: Investigations on the Rection Mechanism
Holxgrabe, Ulrike
, p. 137 - 140 (1989)
Cerium(IV)sulfate oxidations of N-benzyl-4-piperidones are characterized by a radical mechanism: the cyclisation product, the methanobenzazocine 2, is formed via a C-3 intermediate, the dehydrogenation products 3 and 4 are obtained from peroxyradicals.
Covert Mannich reaction via carbon transfer
Gu, Huan,Guo, Yuan,Shi, Zhen
, p. 3335 - 3338 (2006)
1,3-Dimethylbenzimidazolidine reacts with ketones, which can provide activating α hydrogens and primary or secondary amines under acidic conditions, to yield aminomethylation derivatives by a covert Mannich reaction. Copyright Taylor & Francis Group, LLC.
Metal-free synthesis of β-aminoketones by the reductive hydroamination of ynones
Fu, Rui,Liu, Yu,Wu, Tao,Zhang, Xinyu,Zhu, Yang,Luo, Jiangbin,Zhang, Zhengyu,Jiang, Yaojia
, p. 3525 - 3528 (2022/03/31)
This study describes a cascade method for the synthesis of β-aminoketones through the reductive hydroamination of alkynes under very mild metal-free conditions. It allows for the rapid conversion of ynones and amines into corresponding β-aminoketones with a broad substrate scope and diverse functionalities. This straightforward and easy-to-handle reaction process can be successfully applied for the synthesis of Proroxan and Propipocaine, offering a potential option for the synthesis of drug molecules with the β-aminoketone skeleton.
A straightforward and efficient method for the synthesis of diversely substituted β-aminoketones and γ-aminoalcohols from 3-(N,N-dimethylamino)propiophenones as starting materials
Abonia, Rodrigo,Arteaga, Danny,Castillo, Juan,Insuasty, Braulio,Quiroga, Jairo,Orti?z, Alejandro
, p. 1396 - 1402 (2013/09/24)
Bibliotecas de novos β-aminocetonas e γ-aminoa?lcoois que mostram uma grande diversidade estrutural foram facilmente obtidas a partir de uma abordagem simple, utilizando os derivados da 3-(N,N-dimetilamino) propiofenona como material de partida chave. O p
Synthesis and appetite suppressant activity of 1-aryloxy-2-substituted aminomethyltetrahydronaphthalenes as conformationally rigid analogues of fluoxetine
Bhandari, Kalpana,Srivastava, Shipra,Shankar, Girija,Nath, Chandishwar
, p. 2535 - 2544 (2007/10/03)
Several 1-aryloxy-2-substituted aminomethyltetrahydronaphthalenes (7-21) as conformationally rigid analogues of fluoxetine were synthesized and evaluated for their anorexigenic and antidepressant activities. For SAR studies the related acyclic analogues (
Simple synthetic equivalents for the β-(N,N-disubstituted)ethylamino acyl cation synthon and their applications
Selvamurugan,Aidhen
, p. 2239 - 2246 (2007/10/03)
Various N,N-disubstituted-β-amino-N-methoxy-N-methylpropanamides 3a-i were prepared which served as an excellent β-aminoacyl cation equivalents. These were used to prepare β-amino ketones 1, pharmacologically active tertiary 1-(3,3-diarylpropyl)amines 7a-c, and the interesting C-glycoside 8.
Structure - Immunosuppressive activity relationships of new analogues of 15-deoxyspergualin. 2. Structural modifications of the spermidine moiety
Lebreton, Luc,Jost, Eric,Carboni, Bertrand,Annat, Jocelyne,Vaultier, Michel,Dutartre, Patrick,Renaut, Patrice
, p. 4749 - 4763 (2007/10/03)
A series of new analogues of 15-deoxyspergualin (DSG), an immunosuppressive agent commercialized in Japan, was synthesized and tested in a graft-versus-host disease (GVHD) model in mice. Various substitutions of the spermidine 'D' region were made in order to determine its optimum structure in terms of in vivo immunosuppressive activity. Various positions of methylation were first investigated leading to the discovery of the monomethylated malonic derivative 56h in which the pro-R hydrogen of the methylene α to the primary amine of the spermidine moiety has been replaced by a methyl group. Synthesis of the similarly methylated analogue of the previously reported glycolic derivative LF 08-0299 afforded 60c which demonstrated a powerful activity at a dose as low as 0.3 mg/kg in the GVHD model and was much more potent than DSG in the demanding heart allotransplantation model in rats. The improvement of in vivo activity was supposed to be related to an increase of the metabolic stability of the methylated analogues compared to the parent molecules. Due to its very low active dose, compatible with a subcutaneous administration in humans, and its favorable pharmacological and toxicological profile, 60e was selected as a candidate for clinical evaluation.
