35235-98-4Relevant articles and documents
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
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
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.