13515-63-4Relevant academic research and scientific papers
Synthesis of substituted 4-acetylamino-4-phenylpiperidines from the corresponding 4-piperidols under ritter reaction conditions
Sokolova,Cherkaev,Boiko,Moskovkin
, p. 676 - 679 (2007/10/03)
The reaction of substituted 4-phenyl-4-piperidols with acetonitrile under Ritter reaction conditions leads to formation of mixtures of the corresponding 4-acetylamino-4-phenylpiperidines and 1,2,5,6-tetrahydropyridines, from which we isolated the target amides by fractional crystallization. 1997 Plenum Publishing Corporation.
Synthesis and toxicity toward nigrostriatal dopamine neurons of 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP) analogues
Fries,De Vries,Hazelhoff,Horn
, p. 424 - 427 (2007/10/02)
Six compounds having structural features in common with 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP) were synthesized and tested in mice for the ability to produce a prolonged decrease in nigrostriatal dopamine (DA) and DA metabolites. The compounds that were prepared and tested include the ester elimination products of the analgetic drugs α-prodine and trimeperidine. None of the compounds in this study, except for MPTP, produced significant neurotoxic effects in the mouse model. The study shows that minor changes in the tetrahydropyridine ring of MPTP result in a marked decrease in neurotoxicity.
REDUCTION OF PHENYL-SUBSTITUTED PYRIDINIUM METHOIODIDES WITH SODIUM BOROHYDRIDE. FORMATION OF AMINE-BORANE COMPLEXES IN WATER.
Gessner, Wieslaw,Brossi, Arnold
, p. 911 - 916 (2007/10/02)
Reduction of phenyl-substituted pyridinium methoiodides with sodium borohydride in water afforded besides the desired tetrahydropyridines substantial amounts of amine-borane complexes.Reduction in methanol afforded tetrahydropyridines in high yield, with almost no amine-boranes formed.
Conversion of 1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP) and its 5-Methyl Analog into Pyridinium Salts
Gessner, Wieslaw,Brossi, Arnold,Shen, Rong-sen,Fritz, Richard R.,Abell, Creed W.
, p. 2037 - 2042 (2007/10/02)
Monoamine oxidase B metabolizes 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP; 1) first to 1-methyl-4-phenyl-2,3-dihydropyridinium salt (MPDP+; 5), and then to 1-methyl-4-phenylpyridinium salt (MPP+; 7).Chemical synthesis of MPD
Synthesis of 4-Substituted Thiosemicarbazones of 3-Methyl-4-phenylpyridine-2-carboxaldehyde as Antitumor Agents
Rahman, M. F.
, p. 828 - 830 (2007/10/02)
A convenient synthesis of 3-methyl-4-phenylpyridine-2-carboxaldehyde (4) is described.Reaction of 4 with 4-substituted thiosemicarbazides (6) gives thiosemicarbazones (7) some of which (7b, 7g, 7i and 7j) exhibit significant antitumor activity in animals.Thiosemicarbazides (6e - 6j) have been prepared from the corresponding isothiocyanates (5) (which result from sodium chlorite oxidation of the addition products of CS2 and the appropriate amine) and hydrazine.Isomerisation of 1,3-dimethyl-4-phenyl-1,2,3,6-tetrahydropyridine (Δ4-isomer) to 1,2,5,6-tetrahydro analog (Δ3-isomer, 1) has been effected with refluxing conc.HCl.
