111409-79-1Relevant articles and documents
A short and efficient synthesis of the polyacetylene natural product deca-4,6,8-triyn-1-ol
Machado, Vanessa Rocha,Biavatti, Maique Weber,Danheiser, Rick L.
, p. 3405 - 3408 (2018)
A practical and efficient four-step synthesis of the natural product deca-4,6,8-triyn-1-ol has been achieved beginning with (triisopropylsilyl)acetylene. This trialkyne has potential utility as a key intermediate for the total synthesis of the antitumor butenolide natural product vernoniyne.
A Diversity Oriented Synthesis Approach to New 2,3- trans-Substituted l -Proline Analogs as Potential Ligands for the Ionotropic Glutamate Receptors
Bunch, Lennart,Kayser, Silke,Nielsen, Birgitte,Pickering, Darryl S.,Poulie, Christian B. M.,Staudt, Markus,Temperini, Piero
, (2020)
Discovery of chemical tools for the ionotropic glutamate receptors continues to be a challenging task. Herein we report a diversity-oriented approach to new 2,3-trans-l-proline analogs whereby we study how the spatial orientation of the distal carboxylate group influences the binding affinity and receptor class and subtype selectivity. In total, 10 new analogs were synthesized and 14 stereoisomers characterized in binding assays at native rat ionotropic glutamate receptors, and at cloned human homomeric kainic acid (KA) receptor subtypes GluK1-3. The study identified isoxazole analogs 3d,e, which displayed selectivity in binding at native N-methyl-d-aspartate (NMDA) receptors over native α-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid (AMPA) and KA receptors, in the high nanomolar to low micromolar range. Furthermore, analogs 3i-A/B showed a preference in binding affinity for GluK3 over GluK1,2. Finally, analog 3j displayed high nanomolar affinity for native NMDA receptors as well as for homomeric GluK3 receptors.
Organotellurium scaffolds for mass cytometry reagent development
Park, Hanuel,Edgar, Landon J.,Lumba, Matthew A.,Willis, Lisa M.,Nitz, Mark
, p. 7027 - 7033 (2015)
Mass cytometry (MC) is a powerful tool for studying heterogeneous cell populations. In previous work, our laboratory has developed an MC probe for hypoxia bearing a methyl telluride mass tag. The methyl telluride was unoptimized, displaying stability and
Isotopologous Organotellurium Probes Reveal Dynamic Hypoxia In Vivo with Cellular Resolution
Edgar, Landon J.,Vellanki, Ravi N.,McKee, Trevor D.,Hedley, David,Wouters, Bradly G.,Nitz, Mark
, p. 13159 - 13163 (2016)
Changes in the oxygenation state of microenvironments within solid tumors are associated with the development of aggressive cancer phenotypes. Factors that influence cellular hypoxia have been characterized; however, methods for measuring the dynamics of oxygenation at a cellular level in vivo have been elusive. We report a series of tellurium-containing isotopologous probes for cellular hypoxia compatible with mass cytometry (MC)—technology that allows for highly parametric interrogation of single cells based on atomic mass spectrometry. Sequential labeling with the isotopologous probes (SLIP) in pancreatic tumor xenograft models revealed changes in cellular oxygenation over time which correlated with the distance from vasculature, the proliferation of cell populations, and proximity to necrosis. SLIP allows for capture of spatial and temporal dynamics in vivo using enzyme activated probes.
A Copper-Catalyzed N-Alkynylation Route to 2-Substituted N-Alkynyl Pyrroles and Their Cyclization into Pyrrolo[2,1-c]oxazin-1-ones: A Formal Total Synthesis of Peramine
Reinus, Brandon J.,Kerwin, Sean M.
, p. 2544 - 2544 (2017)
Screening of a variety of ligands and reaction conditions for the copper-catalyzed cross-coupling of alkynyl bromides with pyrroles, reveals that the use of the phenanthroline ligand 4,7-dimethoxy-1,10-phenanthroline affords a range of ynpyrroles in good to moderate yields. Furthermore, the utility of these ynpyrroles is demonstrated in the preparation of a series of pyrrolo[2,1-c][1,4]oxazin-1-ones and a formal total synthesis of the pyrrole natural product peramine.
Silyl Group-Directed 6-exo-dig Iodocyclization of Homopropargylic Carbamates and Amides
Okitsu, Takashi,Nakahigashi, Hikaru,Sugihara, Ryosuke,Fukuda, Ikki,Tsuji, Saki,In, Yasuko,Wada, Akimori
, p. 18638 - 18642 (2018)
Iodocyclization of silyl group-substituted homopropargylic carbamates and amides proceeded via 6-exo-dig mode to afford 6-vinylene-4,5-dihydro-1,3-oxazines in moderate to quantitative yields. This is the first report for silyl group-solely directed iodocy
KRAS G12D INHIBITORS
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Paragraph 0212, (2022/02/15)
The present invention relates to compounds that inhibit KRas G12D. In particular, the present invention relates to compounds that inhibit the activity of KRas G12D, pharmaceutical compositions comprising the compounds and methods of use therefor.
Rhodium(III)-Catalyzed Synthesis of Skipped Enynes via C(sp3)–H Alkynylation of Terminal Alkenes
Della-Felice, Franco,Zanini, Margherita,Jie, Xiaoming,Tan, Eric,Echavarren, Antonio M.
supporting information, p. 5693 - 5698 (2021/02/09)
The RhIII-catalyzed allylic C?H alkynylation of non-activated terminal alkenes leads selectively to linear 1,4-enynes at room-temperature. The catalytic system tolerates a wide range of functional groups without competing functionalization at other positions. Similarly, the vinylic C?H alkynylation of α,β- and β,γ- unsaturated amides gives conjugated Z-1,3-enynes and E-enediynes.
KRAS G12D INHIBITORS
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Paragraph 0671, (2021/03/05)
The present invention relates to compounds that inhibit KRas G12D. In particular, the present invention relates to compounds that inhibit the activity of KRas G12D, pharmaceutical compositions comprising the compounds and methods of use therefor.
