97476-14-7Relevant academic research and scientific papers
A practical synthesis of a chiral analogue of FTY720
Jiang, Xinglong,Gong, Baoqing,Prasad, Kapa,Repic, Oljan
, p. 1164 - 1169 (2008)
A practical synthesis of 1 involving a catalytic enantioselective construction of the quaternary carbon from imine 10 (derived from 13 and 14) and alkyl iodide 5 using Maruoka's chiral catalyst 11 is described. This asymmetric alkylation followed by hydrolysis to amino acid 9 was accomplished in good yield with high chemical purity (>98%) and chiral purity (>96% ee). The improved synthesis enabled production of 1 in seven chemical steps (six isolations) in an overall yield of 22%.
Design of an extremely high birefringence nematic liquid crystal based on a dinaphthyl-diacetylene mesogen
Arakawa, Yuki,Nakajima, Shunpei,Kang, Sungmin,Shigeta, Masayuki,Konishi, Gen-Ichi,Watanabe, Junji
supporting information; experimental part, p. 13908 - 13910 (2012/08/08)
We designed dinaphthyl-diacetylene-based nematic liquid crystals with alkoxy tails (DNDA-OCm) and evaluated their birefringence (Δn). Actual measurements of pure target compounds showed that DNDA-OC2 had the highest value of 0.62 at 550 nm at Tc + 10 °C.
Naphthylisopropylamine and N-benzylamphetamine derivatives as monoamine oxidase inhibitors
Vilches-Herrera, Marcelo,Miranda-Sepulveda, Juan,Rebolledo-Fuentes, Marco,Fierro, Angelica,Luehr, Susan,Iturriaga-Vasquez, Patricio,Cassels, Bruce K.,Reyes-Parada, Miguel
experimental part, p. 2452 - 2460 (2009/09/08)
A series of naphthylisopropylamine and N-benzyl-4-methylthioamphetamine derivatives were evaluated as monoamine oxidase inhibitors. Their potencies were compared with those of a series of amphetamine derivatives, to test if the increase of electron richness of the aromatic ring and overall size of the molecule might improve their potency as enzyme inhibitors. Molecular dockings were performed to gain insight regarding the binding mode of these inhibitors and rationalize their different potencies. In the case of naphthylisopropylamine derivatives, the increased electron-donating capacity and size of the aromatic moiety resulting from replacement of the phenyl ring of amphetamine derivatives by a naphthalene system resulted in more potent compounds. In the other case, extension of the arylisopropylamine molecule by N-benzylation of the amino group led to a decrease in potency as monoamine oxidase inhibitors.
Segregated assemblies in bridged electron-rich and electron-poor π-conjugated moieties
Benanti, Travis L.,Saejueng, Pranorm,Venkataraman
, p. 692 - 694 (2007/10/03)
We report a general strategy for the spontaneous segregation of electron-rich and electron-poor π-conjugated moieties using mutually phobic aliphatic fluorocarbon-hydrocarbon interactions. The Royal Society of Chemistry.
Heteroaryl-substituted naphthalenes and structurally modified derivatives: Selective inhibitors of CYP11B2 for the treatment of congestive heart failure and myocardial fibrosis
Voets, Marieke,Antes, Iris,Scherer, Christiane,Müller-Vieira, Ursula,Biemel, Klaus,Barassin, Catherine,Marchais-Oberwinkler, Sandrine,Hartmann, Rolf W.
, p. 6632 - 6642 (2007/10/03)
Recently we proposed inhibition of aldosterone synthase (CYP11B2) as a novel strategy for the treatment of congestive heart failure and myocardial fibrosis. In this study the synthesis and biological evaluation of heteroaryl-substituted naphthalenes and quinolines (1-31) is described. Key step for the preparation of the compounds was a Suzuki cross-coupling. Activity of the compounds was determined in vitro using human CYP11B2 and selectivity was evaluated toward the human steroidogenic enzymes CYP11B1, CYP19, and CYP17. A large number of highly active and selective inhibitors of CYP11B2 was identified. The most active inhibitor was the 6-cyano compound 8 (IC 50 = 3 nM) showing a competitive type of inhibition (Ki value = 1.9 nM). The 6-ethoxy derivative 5 was found to be the most selective CYP11B2 inhibitor (IC50 = 12 nM; Ki value = 8 nM; CYP11B1 IC50 = 5419 nM; selectivity factor = 451), showing no inhibition of human CYP3A4 (50 nM) and CYP2D6 (20 nM). Docking and molecular dynamics studies using our homology modeled CYP11B2 structure with selected compounds were performed. Caco-2 cell experiments revealed a large number of medium and highly permeable compounds and metabolic studies with 2 using rat liver microsomes showed sufficient stability.
Optically active compound and photosensitive resin composition
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, (2008/06/13)
A photoactive compound is used in combination with a photosensitizer, represented by the following formula (1): A?[(J)m?(X-Pro)]n ??(1) wherein A represents a hydrophobic unit comprising at least one kind of hydrophobic groups selected from a hydrocarbon group and a heterocyclic group, J represents a connecting group, X-Pro represents a hydrophilic group protected by a protective group Pro which is removable by light exposure, m represents 0 or 1, and n represents an integer of not less than 1. The protective group Pro may be removable by light exposure in association with the photosensitizer (especially, a photo acid generator), or may be a hydrophobic protective group. The hydrophilic group may be a hydroxyl group or a carboxyl group. The photoactive compound has high sensitivity to a light source of short wavelength beams, for resist application, therefore, the photoactive compound is advantageously used for forming a pattern with high resolution.
