20609-07-8Relevant academic research and scientific papers
Enantioselective Ni-Catalyzed Electrochemical Synthesis of Biaryl Atropisomers
Chen, Song,Chen, Yue-Gang,Gao, Pei-Sen,Liu, Dong,Ma, Hong-Xing,Mei, Tian-Sheng,Qiu, Hui,Shuai, Bin,Wang, Yun-Zhao
supporting information, p. 9872 - 9878 (2020/06/27)
A scalable enantioselective nickel-catalyzed electrochemical reductive homocoupling of aryl bromides has been developed, affording enantioenriched axially chiral biaryls in good yield under mild conditions using electricity as a reductant in an undivided cell. Common metal reductants such as Mn or Zn powder resulted in significantly lower yields in the absence of electric current under otherwise identical conditions, underscoring the enhanced reactivity provided by the combination of transition metal catalysis and electrochemistry.
N-oxidation of 2-substituted pyridines and quinolines by dimethyldioxirane: Kinetics and steric effects
Winkeljohn, W. Rucks,Leggett-Robinson, Pamela,Peets, Monique R.,Strekowski, Lucjan,Vasquez, Pedro C.,Baumstark
, p. 25 - 28 (2008/02/12)
The oxidation of 2-substituted pyridines and selected N-containing aromatic heterocycles by dimethyldioxirane (1) produced the corresponding N-oxides as the sole products, quantitatively in most cases. The second order rate constants for N-oxidation by 1 in dried acetone at 23°C were determined for a series of 2-substituted pyridines 2-10, quinolines 11-14 and isoquinolines 15,16. An excellent correlation of log k2 with Taft (σ*) constants was obtained for 2-substituted pyridines (R = Me, Et, Prn, Pr i, 3-pentyl) with the exception of the data for 2-f-butylpyridine. The results for the substituted quinolines and isoquinolines followed the same trends observed with the pyridines. Steric effects due to 2-substitution and periinteractions can substantially reduce reactivity. The results provide insights into the geometrical requirements for N-oxidation by dimethyldioxirane.
Synthesis and estrogen receptor binding affinities of novel pyrrolo[2,1,5-cd]indolizine derivatives
Jorgensen, Anker Steen,Jacobsen, Poul,Christiansen, Lise Brown,Bury, Paul S.,Kanstrup, Anders,Thorpe, Susan M.,Narum, Lars,Wassermann, Karsten
, p. 2383 - 2386 (2007/10/03)
A series of pyrrolo[2,1,5-cd]indolizine derivatives has been synthesized and evaluated as ligands for the estrogen receptor. Properly substituted mono- and di-hydroxy derivatives showed binding in the low nanomolar range in accordance with their structural resemblance to estrogen. (C) 2000 Elsevier Science Ltd.
Pyrrolo [2,1,5-cd] indolizine derivatives useful in the prevention or treatment of estrogen related diseases or syndromes
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, (2008/06/13)
The present invention relates to therapeutically active compounds of formula I a method of preparing the same and to pharmaceutical compositions comprising the compounds. The novel compounds are useful in the prevention or treatment of estrogen related diseases or syndromes.
Pyrrolo[2,1,5-cd]indolizine derivatives useful in the prevention or treatment of estrogen related diseases or syndromes
-
, (2008/06/13)
The present invention relates to therapeutically active compounds of formula I a method of preparing the same and to pharmaceutical compositions comprising the compounds. The novel compounds are useful in the prevention or treatment of estrogen related diseases or syndromes.
A series of non-quinoline cysLT1 receptor antagonists: SAR study on pyridyl analogs of Singulair
Guay, Daniel,Gauthier,Dufresne,Jones,McAuliffe,McFarlane,Metters,Prasit,Rochette,Roy,Sawyer,Zamboni
, p. 453 - 458 (2007/10/03)
The structure-activity relationship of a series of styrylpyridine analogs of MK-0476 (montelukast, Singular) is described. This work has led to the identification of a number of potent and orally active cysLT1 receptor (LTD4 receptor) antagonists including 2ab (L-733,321) as an optimized candidate.
Reactivity of perfluoro-(cis-2,3-dialkyloxaziridines) with heteroaromatic nitrogen compounds
Bernardi, Rosanna,Novo, Barbara,Resnati, Giuseppe
, p. 2517 - 2521 (2007/10/03)
Pyridine N-oxides 3 are exclusively formed under particularly mild conditions when perfluorinated dialkyloxaziridines 1 are reacted with pyridine derivatives 2 bearing a substituent at the 2-position. Starting from pyridines substituted at the 3- and 4-positions, the previously unreported N-perfluoroacylpyridiniumaminides 4 are also produced and isolated as solid, stable compounds. Bis(pyridinium-N-aminides) 9, which have been prepared starting from bis-pyridine substrates and pyridazine and quinoxaline starting materials, also show the same reactivity. This behaviour reveals how oxaziridines 1 can work as both animating and oxygenating agents.
Formation of the N-oxides of heteroaromatic nitrogen compounds by perfluorinated oxaziridines
Balsarini, Christian,Novo, Barbara,Resnati, Giuseppe
, p. 31 - 34 (2007/10/03)
On treatment with perfluoro-cis-2,3-dialkyloxaziridines, mono-, bi-, and tricyclic nitrogen heteroaromatics afford the corresponding N-oxides under mild reaction conditions and in medium to high yields. The course of the reaction is not altered by the presence of various residues on the ring or in side chains and the N-oxides of polyfunctional, naturally occurring compounds have been prepared.
Biotransformation of phenyl- and pyridylalkane derivatives in rat liver 9,000xg supernatant (S-9)
Takeshita, Mitsuhiro,Miura, Masatomo,Unuma, Yukiko,Iwai, Sakiko,Sato, Izumi,Hongo, Takahiko,Arai, Toshie,Kosaka, Kazuhiro
, p. 831 - 836 (2007/10/03)
When phenylpropanes were incubated with phenobarbital-pretreated rat liver 9,000xg supernatant (S-9), oxidative hydroxylation occurred to give phenylpropanol (racemic), (1R, 2S)- and (1R, 2R)-phenylpropanediols, (2S)-hydroxyphenylpropanone. Incubation of pyridylethane and propane with S-9 afforded α-pyridylethanol and propanol, but those were optically inactive. During the incubation of 1-phenylpropanone, an asymmetric redox reaction simultaneously occurred to give (2S)-phenylpropanol, (1R, 2S)- or (1R, 2R)-phenylpropanediols and (2R)-hydroxyphenylpropanone. Acetylpyridines were enantioselectively reduced to afford α-pyridylethanols in high optical yields (94-98%ee). The oxidation of pyridylalkane was significantly inhibited by cytochrome P-450 inhibitor (SKF-525A), but reduction of acetylpyridines was not inhibited. Thus, cytochrome P-450 was found to be responsible for the oxidation of pyridylalkane, but not for the reduction of the ketone.
