19718-49-1Relevant academic research and scientific papers
Living Cyclocopolymerization through Alternating Insertion of Isocyanide and Allene via Controlling the Reactivity of the Propagation Species: Detailed Mechanistic Investigation
Kanbayashi, Naoya,Okamura, Taka-Aki,Onitsuka, Kiyotaka
, p. 15307 - 15317 (2019)
Living cyclocopolymerization through the alternating insertion of an isocyanide and allene into palladium-carbon bond was developed based on the controlling the reactivity of the propagation species using bidentate ligands. We revealed that the rate of the presented cyclocopolymerization was depended on the ligands of Pd-initiator. When the palladium-methyl complexes having appropriate cis-chelating ligand, such as 1,3-bis(diphenylphosphino)propane (dppp), were used as initiator, the cyclocopolymerization of bifunctional aryl isocyanides (1) that contain both isocyano and allenyl moieties polymerized to afford poly(quinolylene-2,3-methylene)s with controlled molecular weight and narrow molecular weight distributions. The resulting polymer was characterized by 1H and 13C NMR analyses, which clearly showed that the terminal moiety of the polymer formed well-defined organopalladium complex as the resting state for the polymerization, which could undergo further polymerization; not only cyclocopolymerization with 1 but also homopolymerization of simple aryl isocyanide. In the analysis of the cyclocopolymerization mechanism, we conclusively demonstrated that the insertion reaction of isocyanide is the rate-determination step in the cyclocopolymerization, which proceeds via a five-coordinate intermediate with a geometrical change. The cis-chelating ligand controls the site interchange reaction, which dominates the reactivity of propagation species.
Novel multitarget-directed ligands targeting acetylcholinesterase and σ1 receptors as lead compounds for treatment of Alzheimer's disease: Synthesis, evaluation, and structural characterization of their complexes with acetylcholinesterase
Lalut, Julien,Santoni, Gianluca,Karila, Delphine,Lecoutey, Cédric,Davis, Audrey,Nachon, Florian,Silman, Israel,Sussman, Joel,Weik, Martin,Maurice, Tangui,Dallemagne, Patrick,Rochais, Christophe
, p. 234 - 248 (2018/11/24)
Pleiotropic intervention may be a requirement for effective limitation of the progression of multifactorial diseases such as Alzheimer's Disease. One approach to such intervention is to design a single chemical entity capable of acting on two or more targets of interest, which are accordingly known as Multi-Target Directed Ligands (MTDLs). We recently described donecopride, the first MTDL able to simultaneously inhibit acetylcholinesterase and act as an agonist of the 5-HT4 receptor, which displays promising activities in vivo. Pharmacomodulation of donecopride allowed us to develop a novel series of indole derivatives possessing interesting in vitro activities toward AChE and the σ1 receptor. The crystal structures of complexes of the most promising compounds with Torpedo californica AChE were solved in order to further understand their mode of inhibition.
SPIROCYCLE COMPOUNDS AND METHODS OF MAKING AND USING SAME
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Paragraph 00232, (2019/03/17)
Provided herein are compounds and compositions useful as modulators of MAGL. Furthermore, the subject compounds and compositions are useful for the treatment of pain.
PYRAZOLE MAGL INHIBITORS
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Paragraph 00291, (2018/12/13)
Provided herein are pyrazole compounds and pharmaceutical compositions comprising said compounds. The subject compounds and compositions are useful as modulators of MAGL. Furthermore, the subject compounds and compositions are useful for the treatment of pain.
Synthesis of carbazoles based on gold-copper tandem catalysis
Choi, Subin,Srinivasulu, Vunnam,Ha, Sujin,Park, Cheol-Min
supporting information, p. 3481 - 3484 (2017/03/29)
An efficient synthetic method for carbazoles has been developed employing diazo anilinoalkynes as substrates. Sequential activation of the orthogonal functional groups embedded in diazo anilinoalkyne substrates by tandem gold-copper catalysis leads to the formation of highly substituted carbazoles. Substrate scope reveals a broad tolerability toward the substitution on aryl groups.
Gold(I)-catalyzed iodination of arenes
Leboeuf, David,Ciesielski, Jennifer,Frontier, Alison J.
supporting information, p. 399 - 402 (2014/03/21)
A wide variety of electron-rich arenes were efficiently converted into the corresponding iodinated compounds via a gold(I)-catalyzed reaction under mild conditions. Georg Thieme Verlag Stuttgart. New York.
Tuneable radical cyclisations: A tin-free approach towards tricyclic and spirocyclic heterocycles via a common precursor
Patel,Saviolaki,Ayats,Garcia,Kapadia,Hilton
, p. 18930 - 18932 (2014/05/20)
A novel common precursor approach towards both tricyclic and spirocyclic heterocycles is described. Cyclisations are based on thiyl radical/isocyanide methodology and avoid the use of tin.
Gold-catalyzed transformation of 2-alkynyl arylazides: Efficient access to the valuable pseudoindoxyl and indolyl frameworks
Wetzel, Alexander,Gagosz, Fabien
supporting information; experimental part, p. 7354 - 7358 (2011/09/16)
An element of surprise: A series of functionalized 2-alkynyl arylazides has beed converted into 3-substituted indoles or 2,2-disubstituted indolin-3-ones in the presence of a gold(I) complex. Various oxygen or aryl nucleophiles can be used in this process to trap the intermediate α-imino gold carbene. The structural motifs of the products are found in a large variety of biologically active compounds and natural products. Copyright
Synthesis and evaluation of a series of C5′-substituted duocarmycin SA analogs
Robertson, William M.,Kastrinsky, David B.,Hwang, Inkyu,Boger, Dale L.
supporting information; experimental part, p. 2722 - 2725 (2011/07/06)
The synthesis and evaluation of a key series of analogs of duocarmycin SA, bearing a single substituent at the C5′ position of the DNA binding subunit, are described.
METHOD OF TREATMENT
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Page/Page column 62, (2008/12/06)
Method of of preventing or treating myocardial ischemia by inhibiting DGAT1 enzyme with a DGAT1 inhibitor compound.
