55806-53-6

Upstream product

• 861544-87-8 4-[(3,3-diethoxy-propyl)-methyl-amino]-butan-2-one 
• 676-58-4 methylmagnesium chloride 
• 132335-04-7 N-Methoxy-1,N-dimethyl-1,2,5,6-tetrahydro-3-pyridinecarboxamide 
• 350-03-8 methyl-3-pyridylketone 
• 88599-19-3 1-methyl-3-(2-methyl-1,3-dioxolan-2-yl)pyridinium iodide 
• 6013-57-6 Arecaidine hydrobromide 
• 55676-25-0 3-(2-methyl-[1,3]dioxolan-2-yl)-pyridine 

Downstream Products

• 93222-94-7 2,8-dimethyl-3-ethyl-1,5,5a,6,7,8,9,9a-octahydro-5a,9a-trans-4H-pyrrolo<2,3-h>isoquinolin-4-one 
• 75689-37-1 2,6-dimethyl-3-ethyl-4,4a,5,6,7,8,8a,9-octahydro-4a,8a-cis-1H-pyrrolo<2,3-g>isoquinolin-4-one 
• 78541-97-6 (+/-)-2,6-dimethyl-3-ethyl-4,4a,5,6,7,8,8a,9-octahydro-4a,8a-trans-1H-pyrrolo<2,3-g>isoquinolin-4-one 
• 157993-49-2 N-phenoxycarbonyl-3-acetyl-1,2,5,6-tetrahydropyridine 
• 157993-51-6 8-Trimethylsilanyloxy-3,4,4a,7-tetrahydro-1H-isoquinoline-2,5-dicarboxylic acid 5-methyl ester 2-phenyl ester 
• 157993-50-5 N-phenoxycarbonyl-3-(1-trimethylsilyloxyvinyl)-1,2,5,6-tetrahydropyridine 

Relevant academic research and scientific papers

O-substituted tetrahydropyridine oxime cholinergic agents

Certain O-substituted 1-(1,2,3,6-tetrahydro-1-methyl-3-pyridinyl)ketone oximes and O-substituted 1-(1,2,3,6-tetrahydro-4-pyridinyl)ketone oximes are useful as analgesic agents or agents for the treatment or amelioration of the symptoms of cerebral insufficiency characterized by decreased central acetylcholine production or release. Pharmaceutical compositions containing the compounds and methods of using the compositions in a pharmaceutical method are also disclosed.

Syntheses of an Antipsychotic Pyrroloisoquinoline from Areca Alkaloids

2,6-Dimethyl-3-ethyl-4,4a,5,6,7,8,8a,9-octahydro-4a,8a-trans-1H-pyrroloisoquinolin-4-one, a conformationally defined antipsychotic agent of current clinical interest, can be synthesized in a two-step, single-pot process from arecoline, a commercially available member of the areca alkaloid group.The yield is diminished by the competing, base-induced rearrangement of arecoline to 1,3-dimethyl-2-pyridone.This problem can be circumvented by using arecolone as the starting material.A convenient synthesis of arecolone from 3-acetylpyridine is described.A modifiedform of the Neber rearrangement was used to prepare 2-amino-3-pentanone hydrochloride for use in the Knorr pyrrole synthesis step of the process.Two isomeric pyrroloisoquinolines produced as minor byproducts were isolated and characterized as the cis- and trans- isomers.Characterization of the latter included an X-ray crystal structure determination.