6196-83-4Relevant academic research and scientific papers
Electrophotochemical Ring-Opening Bromination oftert-Cycloalkanols
Yamamoto, Kosuke,Toguchi, Hiroyuki,Kuriyama, Masami,Watanabe, Shin,Iwasaki, Fumiaki,Onomura, Osamu
, p. 16177 - 16186 (2021/09/13)
An electrophotochemical ring-opening bromination of unstrainedtert-cycloalkanols has been developed. This electrophotochemical method enables the oxidative transformation of cycloalkanols with 5- to 7-membered rings into synthetically useful ω-bromoketones without the use of chemical oxidants or transition-metal catalysts. Alkoxy radical species would be key intermediates in the present transformation, which generate through homolysis of the O-Br bond in hypobromite intermediates under visible light irradiation.
BICYCLO-HEPTAN-2-AMINES
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Page/Page column 10, (2012/07/31)
The present invention provides bicyclo-heptan-2-amines that selectively bind to the sigma-2 receptor and are useful in the treatment of diseases related to the sigma-2 receptor, for example, cancer and neurological disorders.
Syntheses and In-Vitro evaluation of novel adamantane based γ-secretase inhibitors
Adeniji,Wells,Adejare
experimental part, p. 2458 - 2471 (2012/08/13)
Abnormal processing of amyloid precursor protein (APP) by β - and γ -secretases to produce excess amyloid-β-peptide is believed to contribute to the pathophysiological cascade that results in Alzheimer's disease. γ -Secretase inhibition or modulation ther
Syntheses and pharmacological evaluations of novel N-substituted bicyclo-heptane-2-amines at N-methyl-d-aspartate receptors
Ates-Alagoz, Zeynep,Sun, Shengguo,Wallach, Jason,Adejare, Adeboye
experimental part, p. 25 - 32 (2012/06/04)
Several novel norcamphor (bicycloheptane)-based compounds were designed and synthesized as non-competitive N-methyl-d-aspartate receptor antagonists at the phencyclidine binding sites. The heterocyclic ring was also varied to examine piperidine, pyrrolidi
Substituted 2,2-bisaryl-bicycloheptanes as novel and potent inhibitors of 5-lipoxygenase activating protein
Macdonald, Dwight,Brideau, Christine,Chan, Chi Chung,Falgueyret, Jean-Pierre,Frenette, Richard,Guay, Jocelyne,Hutchinson, John H.,Perrier, Helene,Prasit, Peptiboon,Riendeau, Denis,Tagari, Philip,Therien, Michel,Young, Robert N.,Girard, Yves
, p. 2023 - 2027 (2008/12/23)
The discovery and SAR of a novel series of substituted 2,2-bisaryl-bicycloheptane inhibitors of 5-lipoxygenase activating protein (FLAP) are herein described. SAR studies have shown that 2,5-substitution on the exo-aryl group is optimal for potency. The most potent compounds in this series have an ortho-nitrogen aryl linked with a methyleneoxy as the 5-substituent and a polar group such as a urethane as the 2-substituent. One of the most potent compounds identified is the 5-benzothiazolymethoxy-2-pyridinylcarbamate derivative 2 (FLAP IC50 = 2.8 nM) which blocks 89% of ragweed induced urinary LTE4 production in dogs (at an I.V. dose of 2.5 μg/kg/min). This compound inhibits calcium ionophore stimulated LTB4 production in both human polymorphonuclear (PMN) leukocytes and human whole blood (IC50 = 2.0 and 33 nM, respectively).
DIPHENYL SUBSTITUTED CYCLOALKANES, COMPOSITIONS CONTAINING SUCH COMPOUNDS AND METHODS OF USE
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Page 43, (2008/06/13)
The instant invention provides compounds of formula: (I) which are 5-lipoxygenase activating protein inhibitors: formula (I). Compounds of formula (I) are useful as anti-atherosclerotic, anti-asthmatic, anti-allergic, anti-inflammatory and cytoprotective
The Relaxed and Spectroscopic Energies of Olefin Triplets
Ni, Tuqiang,Caldwell, R. A.,Melton, L. A.
, p. 457 - 464 (2007/10/02)
The relaxed energies and lifetimes of a series of olefin triplets have been determined by time-resolved photoacoustic calorimetry using a novel cell configuration which allows improved precision.The planar triplet energies of a number of olefins were meas
Norpinyl-Norbornyl Rearrangements: Resonance-Stabilized Bicyclohept-2-yl Cations
Kirmse, Wolfgang,Wroblowsky, Heinz-Juergen
, p. 2486 - 2491 (2007/10/02)
2-Phenylbicyclohept-2-yl cations (5c), generated by solvolysis of the 4-nitrobenzoate 8, undergo norpinyl-norbornyl rearrangement to a minor extent (6percent in water, 1percent in methanol).The acid-catalyzed alkoxy exchange of 2,2-dimethoxybicyc
Monoradical Rearrangements of the 1,4-Biradicals Involved in Norrish Type II Photoreactions
Wagner, Peter J.,Liu, Kou-Chang,Noguchi, Y.
, p. 3837 - 3841 (2007/10/02)
The photochemistry of α-allylbutyrophenone (α-AB) and that of γ-cyclopropylbutyrophenone (γ-CB) both reveal that the 1,4-biradicals generated by triplet-state γ-hydrogen abstraction undergo typical radical rearrangements in competition with their more normal type II reactions.From α-AB, 2-phenyl-2-norbornanol is formed in 1/24th the combined yield of 1-phenyl-4-penten-1-one and 1-phenyl-2-allylcyclobutanol.Its formation is explained by a 5-hexenyl-to-cyclopentylmethyl rearrangement of the 1,4-biradical, with a rate constant of 5 x 105 s-1.From γ-CB, 1-phenyl-4-hepten-1-one and 1-phenyl-4-cycloheptenol together are formed in double the yield of acetophenone.Their formation is explained by a cyclopropylcarbinyl-to-allylcarbinyl rearrangement of the 1,4-biradical, with a rate constant of 2 x 107 s-1.In both cases, the rearrangement percentages are what would be predicted if the biradicals have the same 35 - 50-ns lifetime measured for other ketones and if they rearrange with the same rate constants characteristic of monoradicals.Triplet γ-CB decays only 1.5 times faster than triplet γ-isopropylbutyrophenone, indicating that there is at most a small enhancement of the γ-hydrogen abstraction rate by cyclopropyl cojugation.Triplet α-AB decays 100 times faster than triplet butyrophenone, 99percent representing internal quenching by the β-vinyl group ( k = 8 x 108 s-1).Bicyclic oxetanes are formed in quantum yields of only 0.01.No oxetanes were isolated, only rearranged unsaturated alcohols and aldehydes.
