70120-18-2Relevant academic research and scientific papers
A scaffold merging approach to Hsp90 C-terminal inhibition: synthesis and evaluation of a chimeric library
Davis, Rachel E.,Zhang, Zheng,Blagg, Brian S. J.
, p. 593 - 598 (2017/03/31)
Inhibition of the Hsp90 C-terminus is an attractive therapeutic paradigm for the treatment of cancer, however the developmental space of C-terminal inhibitors is limited. It was hypothesized that the combination of two previously identified scaffolds into a single structure could provide a platform for which to probe the three-dimensional space within the Hsp90 C-terminal binding pocket. The resulting chimeric compounds displayed anti-proliferative activity at low micromolar concentrations and manifested inhibitory activity in an Hsp90-dependent rematuration assay. Initial structure-activity relationships suggest that this new scaffold binds Hsp90 in a conformation different from that of the parent compounds, and consequently, provides a new opportunity to develop more efficacious inhibitors of the Hsp90 C-terminal binding pocket.
Practical regioselective halogenation of vinylogous esters: Synthesis of differentiated mono-haloresorcinols and polyhalogenated resorcinols
Chen, Xiaohong,Liu, Xiaoguang,Martinez, Jenny S.,Mohr, Justin T.
, p. 3653 - 3665 (2016/06/06)
A practical and efficient method for the direct, regioselective conversion of vinylogous esters to haloresorcinols is reported. Control of the reaction conditions enables synthesis of either the 4- or 6-haloresorcinol isomers from a common precursor with excellent regiocontrol and high yield. The generality and functional group tolerance of this novel protocol is demonstrated. The utility of this methodology to access polyhaloresorcinols is also reported. These methods create useful functionalized building blocks for further synthetic applications.
Helical Nano-crystallite (HNC) Phases: Chirality Synchronization of Achiral Bent-Core Mesogens in a New Type of Dark Conglomerates
Alaasar, Mohamed,Prehm, Marko,Tschierske, Carsten
, p. 6583 - 6597 (2016/05/09)
Spontaneous generation of macroscopic homochirality in soft matter systems by self-assembly of exclusively achiral molecules under achiral conditions is a challenging task with relevance for fundamental scientific research and technological applications.
Formal synthesis of soybean phytoalexin glyceollin i
Kohno, Yuta,Koso, Masatsugu,Kuse, Masaki,Takikawa, Hirosato
, p. 1826 - 1828 (2014/03/21)
Glyceollins are well-known phytoalexins isolated from soybean (Glycine max). An efficient three-step synthesis was developed for the preparation of the key intermediate in Khupse's glyceollin I synthesis. Claisen rearrangement-cyclization cascade reaction
Stable axial chirality in metal complexes bearing 4,4′-substituted BIPHEPs: Application to catalytic asymmetric carbon-carbon bond-forming reactions
Aikawa, Kohsuke,Miyazaki, Yoshitaka,Mikami, Koichi
, p. 201 - 208 (2012/04/23)
Not only electronic but also steric effects of 4,4′-substituents in BIPHEP derivatives and metal (Pd, Pt, and Au) complexes are shown to influence the stability of the biphenyl single bond rotation. While electron-donating or sterically demanding substituents on the 4,4′-positions destabilize the axial chirality of BIPHEP derivatives, electron-withdrawing or sterically less demanding ones on the 4,4′-positions stabilize the axis chirality. Particularly, the axial chirality of palladium dichloride complexes bearing BIPHEP with t-Bu and CF3 substituents on the 4,4′-positions is most labile and stable, respectively (ΔG≠ = 29.22 and 30.49 kcal mol-1 at 300 K; t1/2 = 7 and 56 years at 300 K). These enantiopure dicationic BIPHEPPd complexes can be employed for catalytic enantioselective arylation, alkenylation, and ene reactions to give the corresponding products in good-to-excellent yields and enantioselectivities. Significantly, in the carbonyl-ene reaction of trifluoropyruvate with isobutene, the turnover frequency (TOF) reached 58200 h-1. The remarkable effects of 4,4′-substituents in BIPHEP derivatives can be employed as a guiding principle in the design of versatile and efficient ligands.
Hydroxyalkyl and oxoalkyl substituted phenols as analgesics and sedatives
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, (2008/06/13)
Compounds useful for pharmacological and medicinal purposes having the formulae STR1 wherein R is H, C1 -C5 alkanoyl; R1 is H, benzyl, C1 -C5 alkanoyl, P(O)(OH)2, --CO(CH2)2
3-[2-Hydroxy-4-(substituted)phenyl]-cycloalkanol analgesic agents
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, (2008/06/13)
Cycloalkanones, cycloalkanols and unsaturated analogs thereof, each of which has at the 3-position a 2-hydroxy-4-substituted phenyl group wherein the 4-position substituent is alkyl which can have an oxygen atom as part of the chain, or aralkyl which can have an oxygen atom as part of the alkyl chain, their use for pharmacological and medicinal purposes, intermediates therefor and processes for their preparation.
3-[2-Hydroxy-4-(substituted)-phenyl]azacycloalkanes and derivatives thereof as analgesic agents and intermediates therefor
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, (2008/06/13)
Azacycloalkanes, and derivatives thereof, including unsaturated analogs, each of which has at the 3-position a 2-hydroxy-4-substituted phenyl group wherein the 4-position substituent is alkyl which can have an oxygen atom as part of the chain, or aralkyl
