Piperidinyl-amides

Janssens, F. (Janssen) N-Phenyl-N-(4-piperidinyl)-amide, Verfahren zu deren Herstellung und deren Verwendung als Analgetika, DOS 2 819 873, 1978. 

Burrows, J.N. et al. (2005) Modulators of the human CCRS receptor. Part 1 Discovery and initial SAR of l-(3,3-diphenylpropyl)-piperidinyl amides and... 

Piperidinyl-Amides. Merck has described a compound dass broadly centered around a piperidinylamide linked to a heteroaromatic spacer [88-90]. Affinities ( I-CXCLIO) and functional activities (chemotaxis, CXCLIO) are reported to be as low as 1 nM. Arbitrarily selected members are pyridine 33 [90], thiazole 34 [89] and thiazole 35 [88]. One publidy described member of the thiazole class is coded MRL-957 with, however, undisdosed structure. In peripheral blood mononuclear cells expressing hCXCR3, MRL-957 efficiently blocks chemotaxis by CXCLIO (ICso = 6.9nM) and CXCLll (ICso = 57.4nM) [42]. 

Compared to that of the Ruzicka protocol, the Claisen-Geuther ester condensation in this synthesis was optimized from 17% to 64% by replacement of sodium ethoxide with sodium or sodium amide. In addition, the cyclization to form the piperidinyl ring is carried out in a two-phase solvent system (H2O and ether) using sodium carbonate as base. ... 

S (Z)]]-7-[(2-amino-2-carboxyethyl)thio]-2-[[(2,2-dimethylcyclopropyl)carbonyl]amino]-2-heptanoic acid cjs-4-amino-5-chloro-N-[l-[3-(p-fluorophenoxy)propyl]-3-methoxy-4-piperidinyl]-o-anisamide cis-4-amino-5-chloro-N-[l-[3-(4-fluorophenoxy)propyl]-3-methoxy-4-piperidinyl]-2-methoxybenz amide [l-amino-3-[[[2-[(diaminomethylene)amino]-4-thiazolyljmethyl] thio]propylidene]sulfamide 2-amino- l,9-dihydro-9-[(2-hydroxyethoxy)methyl]-6H-purin-6-one l-(4-amino-6,7-dimethoxy-2-quinazolinyl)-4-[(2,3-dihydro-l,4-benzodioxin-2-yl)carbonyl]piperazine... 

Kaur et al. (2012) carried out microwave-assisted synthesis of 2-hetryl amino substituted novel analogs of l,4-benzodiazepine-5-piperidinyl carboxamides. The 2-iminothioethyl ether derivatives undergo smooth nucleophilic displacement reaction with variety of hetryl amines and afforded products in excellent yields (90%) in 2-6 min. under microwave irradiation. They have highlighted the importance of the incorporation of some pharmacophores such as 2-aminopyridinyl, pyrimidinyl, and benzothiazolyl in 1,4-benzodiazepine nucleus. The amide functionality (the CO-NH group) in the seven membered heterocyclic ring of 1,4-benzodiazepine nucleus is the only active functional group present in this molecule, which will provide an important site for the incorporation of a wide variety of heterocycles (and fused heterocycles) and heterocycle appended structures in this molecule. 

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