34583-53-4Relevant academic research and scientific papers
Spectroscopic kinetic study of the interaction of urethanes with amines
Dzalmukhanova,Lodygina,Komratova,Badamshina
, p. 656 - 661 (2014/01/23)
The exchange reactions of phenyl-N-phenylurethane with amines varying in structure and nature have been investigated in o-dichlorobenzene. In the absence of a catalyst and proton-donating compound, the unimolecular decomposition of phenyl-N-phenylurethane into isocyanate and alcohol takes place at a noticeable rate starting at 250°C. The exchange reactions at 60-80°C proceed as a direct exchange between the urethane and the proton donor and are second-order up to high conversions, practically until the disappearance of the entire urethane. The activation energies and apparent rate constants of the exchange reactions of phenyl-N-phenylurethane with various amines have been determined. The results have been explained in terms of the dependence of kinetic parameters of the reaction on the amine nature, structure, and nucleophilicity, on the steric accessibility of the amino group, and on the molecular organization of the solution. Pleiades Publishing, Ltd., 2013.
One-pot sequential synthesis of isocyanates and urea derivatives via a microwave-assisted Staudinger-aza-Wittig reaction
Carnaroglio, Diego,Martina, Katia,Palmisano, Giovanni,Penoni, Andrea,Domini, Claudia,Cravotto, Giancarlo
supporting information, p. 2378 - 2386 (2014/01/06)
A fast and efficient protocol for the synthesis of N,N'-disubstituted urea derivatives from alkyl halides and primary or secondary amines has been developed. The synthetic pathway combines nucleophilic substitutions and a Staudinger-aza-Wittig reaction in the presence of polymer-bound diphenylphosphine under 14 bar of CO2 pressure and has been performed in a one-pot two-step process. The protocol has been optimized under microwave irradiation and the scale-up experiment has been conducted under conventional conditions in a Parr reactor. The final compounds were isolated after simple filtration in almost quantitative overall yields which makes this procedure facile and rapid to execute.
A photoactivated precipiton for reagent sequestration in solution-phase synthesis
Bosanac, Todd,Wilcox, Craig S.
, p. 4194 - 4195 (2007/10/03)
Precipitons are molecular phase tags for chemical separations. They can be switched from a high-solubility to a low-solubility state to facilitate product, reagent, or catalyst isolation. This paper presents the first photoactivated precipiton and demonstrates that this precipiton is an efficient amine scavenging agent in solution-phase syntheses of amides, ureas, and imines. This approach to amine scavenging offers advantages over solid-phase scavenging methods. The amine is captured in a homogeneous medium, so the capture is much faster than seen with isocyanate resins, and only a small excess of the scavenger is required. Copyright
HETEROCYCLIC BETA-3 ADRENERGIC RECEPTOR AGONISTS
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, (2008/06/13)
This invention provides compounds of Formula I having the structure U, V, W, X, and Y are as defined hereinbefore, or a pharmaceutically acceptable salt thereof, which are useful in treating or inhibiting metabolic disorders related to insulin resistance or hyperglycemia (typically associated with obesity or glucose intolerance), atherosclerosis, gastrointestinal disorders, neurogenetic inflammation, glaucoma, ocular hypertension and frequent urination; and are particularly useful in the treatment or inhibition of type II diabetes.
Substituted 2- (S) -hydroxy-3- (piperidin-4-yl-methylamino) -propyl ethers and substituted 2-aryl-2- (R) - hydroxy-1- (piperidin-4-yl-methyl) -ethylamine beta-3 adrenergic receptor agonists
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, (2008/06/13)
This invention provides compounds of Formula I having the structure wherein A, B, Z, R and R1 are as defined hereinbefore, or a pharmaceutically acceptable salt thereof, which are useful in treating or inhibiting metabolic disorders related to insulin resistance or hyperglycemia (typically associated with obesity or glucose intolerance), atherosclerosis, gastrointestinal disorders, neurogenetic inflammation, glaucoma, ocular hypertension and frequent urination; and are particularly useful in the treatment or inhibition of type II diabetes.
Novel substituted 4-aminomethylpiperidines as potent and selective human β3-agonists. Part 1: Aryloxypropanolaminomethylpiperidines
Steffan, Robert J.,Ashwell, Mark A.,Solvibile, William R.,Matelan, Edward,Largis, Elwood,Han, Stella,Tillet, Jeffery,Mulvey, Ruth
, p. 2957 - 2961 (2007/10/03)
The synthesis and SAR of a series of human β3 adrenoreceptor agonists based on a template derived from a common pharmacophore coupled with 4-aminomethylpiperidine is described. Potent and selective agents were identified such as 26 that was in vitro active in CHO cells expressing human β3-AR (EC50=49 nM, IA=1.1), and in vivo active in a transgenic mouse model.
Enhanced Carboxylate Binding Using Urea Amide-Based Receptors with Internal Lewis Acid Coordination: A Cooperative Polarization Effect
Hughes, Martin Patrick,Smith, Bradley D.
, p. 4492 - 4499 (2007/10/03)
A structural design strategy is described that greatly improves the acetate binding ability of neutral urea and amide-based receptors. The enhanced binding is due to a cooperative polarization effect which is induced by intramolecular coordination of the
