3881-28-5

Usage

Uses

Used in Pharmaceutical Industry:
4-Piperidinone, 1-methyl-3-phenylis used as an intermediate in the synthesis of Setiptiline-d3 (S280802), a labelled version of Setiptiline. Setiptiline is a tetracyclic antidepressant that acts as a noradrenergic and specific serotonergic antidepressant (NaSSA). 4-Piperidinone, 1-methyl-3-phenylplays a vital role in the development of antidepressant medications, contributing to the treatment of various mental health disorders.

Upstream product

• 132532-18-4 4-(3-chloro-1,2,3,6-tetrahydro-1-methyl-4-pyridyl)-morpholine 
• 101-41-7 benzeneacetic acid methyl ester 
• 1865-29-8 2-phenyl-acrylic acid methyl ester 
• 555-54-4 diphenylmagnesium 

Downstream Products

• 344287-81-6 trans 1-methyl-3-phenyl-4-piperidinol 

Relevant academic research and scientific papers

Structure-activity relationships of substituted 2,3,4,4a,5,10b-hexahydrobenz[h]isoquinoline-6(1H)-ones as 5-HT2C receptor antagonists

A series of cis and trans configured 2,3,4,4a,5,10b-hexahydro-benz[h]isoquinoline-6(1H)-ones 2 were studied with respect to the binding affinity to the 5-HT2 subtype receptors. The influence of substituents in positions 7 (R1), 8 (R

Functionalized chloroenamines in aminocyclopropane synthesis - X. Amino-azabicyclo[3.1.0]hexane diastereomers from chloroenamines and organometallic compounds

Morpholino-chlorotetrahydro-N-methyl-pyridine 4 reacted with Grignard reagents 5 or diorganyl-magnesium compounds 6 to give a mixture of azabicyclo[3.1.0]hexane diastereomers 10 and 11 besides the monocyclic ketones 12. The latter were obtained as the sole products from chloroenamine 4 and dimethylzinc 7a or lithium dimethylcopper 8a. Organolithium compounds 9a,c or Grignard reagents 5a-c in the presence of TMEDA transferred 4 exclusively to endo-morpholino isomers 10. exo-Amines 11 coulb be obtained with high stereoselectivity from 4 via the N,O-acetal 13 and by the substitution of the methoxy moiety by a Grignard reagent. 5. The stereochemical result of this substitution reaction can be explained by an intermediate complexation of the pyrrolidine N-atom in 13 by the Grignard reagent 5. An N-benzyl chloroenamine 14 instead of the N-methyl compound 4 showed a different reaction behavior with methylmagnesium bromide 5a leading only to endo-amine 15 which could be used as a precursor of the parent bicyclic system 16. The configurations of the bicyclic diamines 10, 11 and 15 were determined via 1H NMR data.

Antidepressive and analgesic 4-aryloxy- and 4-arylthio-3-phenylpiperidines

Novel 4-aryloxy- and 4-arylthio-3-phenylpiperidines and related compounds, physiologically acceptable salts thereof and intermediates therefor possessing analgesic, antidepressant properties, and a process for the preparation of such compounds, derivatives and intermediates are described.

Antidepressant and analgesic 4-aryloxy- and 4-arylthio-3-phenylpiperidines

Novel 4-aryloxy- and 4-arylthio-3-phenylpiperidines and related compounds, physiologically acceptable salts thereof and intermediates therefor possessing analgesic, antidepressant properties, and a process for the preparation of such compounds, derivatives and intermediates are described.