591-62-8Relevant articles and documents
N-Substituted carbamate synthesis using urea as carbonyl source over TiO2-Cr2O3/SiO2 catalyst
Wang, Peixue,Ma, Yubo,Liu, Shimin,Zhou, Feng,Yang, Benqun,Deng, Youquan
, p. 3964 - 3971 (2015/07/15)
The use of urea as an active form of carbon dioxide is a feasible way to substitute phosgene in the chemical industry. This paper reports an effective route for the synthesis of N-substituted carbamates from amines, urea and alcohols. Under the optimized reaction conditions, several important N-substituted carbamates were successfully synthesized in 95-98% yields over a TiO2-Cr2O3/SiO2 catalyst. The catalyst could be reused for several runs without deactivation. The catalysts were characterized by BET, XPS, XRD, and TPD, which suggested that the strength and amount of the acidic and basic sites might be the major reason for the high catalytic activity of TiO2-Cr2O3/SiO2.
Structure-activity relationships of a small-molecule inhibitor of the PDZ domain of PICK1
Bach, Anders,Stuhr-Hansen, Nicolai,Thorsen, Thor S.,Bork, Nicolai,Moreira, Irina S.,Frydenvang, Karla,Padrah, Shahrokh,Christensen, S. Brogger,Madsen, Kenneth L.,Weinstein, Harel,Gether, Ulrik,Stromgaard, Kristian
supporting information; experimental part, p. 4281 - 4288 (2010/11/05)
Recently, we described the first small-molecule inhibitor, (E)-ethyl 2-cyano-3-(3,4-dichlorophenyl)acryloylcarbamate (1), of the PDZ domain of protein interacting with Cα-kinase 1 (PICK1), a potential drug target against brain ischemia, pain and cocaine addiction. Herein, we explore structure-activity relationships of 1 by introducing subtle modifications of the acryloylcarbamate scaffold and variations of the substituents on this scaffold. The configuration around the double bond of 1 and analogues was settled by a combination of X-ray crystallography, NMR and density functional theory calculations. Thereby, docking studies were used to correlate biological affinities with structural considerations for ligand-protein interactions. The most potent analogue obtained in this study showed an improvement in affinity compared to 1 and is currently a lead in further studies of PICK1 inhibition.
Catalytic activity of MCM-41-TBD in the selective preparation of carbamates and unsymmetrical alkyl carbonates from diethyl carbonate
Carloni, Silvia,De Vos, Dirk E.,Jacobs, Pierre A.,Maggi, Raimondo,Sartori, Giovanni,Sartorio, Raffaella
, p. 199 - 204 (2007/10/03)
The synthesis of carbamates 3 and unsymmetrical alkyl carbonates 5 by reaction of diethyl carbonate with aliphatic amines or alcohols has been realized by using as heterogeneous catalyst a hybrid organic-inorganic material prepared by anchoring TBD to MCM-41 silica. Products are obtained in high yield and very good selectivity and the solid catalyst can be recovered simply by filtration and reused for different cycles without apparent lowering of activity. A supported N -carbethoxyguanidinium active intermediate is proposed, and some spectroscopic data are shown to support the mechanistic hypothesis.
