35235-98-4Relevant academic research and scientific papers
Reaction of Dibenzalcyclocyclohexanone with Hydroxylamine Hydrochloride. 2D NMR Elucidation of the Structure of the Products
Diaz, Eduardo,Barrios, Hector,Ortiz, Benjamin,Sanchez-Obregon, Ruben,Yuste, Francisco,et al.
, p. 719 - 724 (1989)
The reaction of dibenzalcyclohexanone with hydroxylamine hydrochloride affords three compounds: the oxime of 2-benzylidenecyclohexanone (2), 3-phenyl-7-benzylidene-3,3a,4,5,6,7-hexahydro-2,1-benzisoxazole (3) and 3-phenyl-3,3a,4,5,6,7-hexahydro-2,1-benzisoxazole-7-spiro-2'-(3'-phenylaziridine) (4).Their structures were decuded by 2D NMR analysis.Single-crystal x-ray diffraction was used to confirm the structure and stereochemistry of 4.A possible mechanism for this reaction is proposed.KEY WORDS - 2D NMR spectroscopy X-ray structure Dibenzalcyclohexanone Hydroxylamine hydrochloride
Pyridine synthesis from oximes and alkynes via rhodium(iii) catalysis: Cp* and Cpt provide complementary selectivity
Hyster, Todd K.,Rovis, Tomislav
supporting information; experimental part, p. 11846 - 11848 (2011/12/02)
The synthesis of pyridines from readily available α,β- unsaturated oximes and alkynes under mild conditions and low temperatures using Rh(iii) catalysis has been developed. It was found that the use of sterically different ligands allows for complementary selectivities to be achieved.
N-substituted azaheterocyclic carboxylic acids and esters thereof
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, (2008/06/13)
The present invention relates to therapeutically active azaheterocyclic compounds, a method of preparing the same and to pharmaceutical compositions comprising the compounds. The novel compounds are useful in treating a central nervous system ailment rela
Synthesis and cytotoxic evaluation of some cyclic arylidene ketones and related oximes, oxime esters, and analogs
Dimmock,Sidhu,Chen,Li,Quail,Allen,Kao
, p. 852 - 858 (2007/10/02)
A number of arylidene derivatives of alicyclic ketones and some corresponding oximes, oxime esters, and related compounds were prepared as candidate cytotoxic agents. All of the compounds were evaluated against murine L1210 lymphoid leukemia cells. In general, cytotoxicity was greatest with the α,β-unsaturated ketones and diminished with the oximes, and the oxime esters had little or no activity in this screen. When the same compounds were examined in both the in vitro L1210 and P388 leukemia screens, in the majority of cases the L1210 cells were more sensitive to these derivatives. Over half of the compounds prepared were evaluated against approximately 55 human tumors in vitro and showed selective toxicity toward one or more groups of neoplastic diseases, particularly leukemia. Some correlations between structure and bioactivity were discerned. The cytotoxicity screening and stability studies of representative compounds suggested that the ketones, oximes, and oxime esters were stable under the conditions of bioevaluation. X-ray crystallography of four representative compounds revealed structural features associated with cytotoxicity which may be considered in the design of future candidate cytotoxins.
1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine Analogues. Inactivation of Monoamine Oxidase by Conformationally Rigid Analogues of N,N-Dimethylcinnamylamine
Hiebert, Charles K.,Silverman, Richard B.
, p. 1566 - 1570 (2007/10/02)
1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP) is potent neurotoxin and also an inactivator of monoamine oxidase (MAO).Since MPTP is a conformationally rigid analogue of N,N-dimethylcinnamylamine, other conformationally rigid analogues of N,N-dimethylcinnamylamine were synthesized and tested as inhibitors and inactivators of MAO. (E)-2-(Phenylmethylene)cyclohexanamine (5a), (E)-N,N-dimethyl-2-(phenylmethylene)cyclohexanamine (5b), 3-phenyl-2-cyclohexen-1-amine (6a), N,N-dimethyl-3-phenyl-2-cyclohexen-1-amine (6b), and (E)- and (Z)-N-methyl-3-(phenylmethylene)piperidine (7 and 8) are all inhibitors and time-dependent inactivators of MAO B, but none is as potent as MPTP. α-Methylation and methylation of the amino group in all cases increases the Ki value relative to that for the parent compound.Compounds 5a, 5b, 6a, and 6b are highly cytotoxic, but cytotoxicity is not prevented by pretreatment of the cells with pargyline.There does not appear to be a correlation between the configuration of the N,N-dimethylcinnamylamine analogue and its potency as a MAO inactivator.
