66521-58-2

Usage

Uses

Used in Recreational Drug Industry:
(Z)-3-((dimethylamino)methylene)-1-methylpiperidin-4-one is used as a recreational drug for its stimulant effects, which can enhance energy, alertness, and concentration. However, its use is controversial due to the associated health risks and potential for addiction.
Used in Illicit Substances:
(Z)-3-((dimethylamino)methylene)-1-methylpiperidin-4-one is also found in various illicit substances, contributing to their psychoactive effects. Due to its potential for abuse and the health risks involved, it has been listed as a controlled substance in some countries to regulate its distribution and use.

Upstream product

• 1445-73-4 1-Methyl-4-piperidone 
• 5815-08-7 tert-Butoxybis(dimethylamino)methane 
• 4637-24-5 N,N-dimethyl-formamide dimethyl acetal 

Downstream Products

• 1190440-70-0 benzyl 4-[(6-methyl-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-2-yl)oxy]piperidine-1-carboxylate 
• 4629-80-5 1,3-dimethyl-4-piperidinone 

Relevant academic research and scientific papers

Selective α-Methylation of Ketones

The convenient and scalable preparative approach for the two-step α-methylation of ketones is described. The optimized protocols for regioselective preparation of enaminones with further diastereoselective and functional groups tolerant hydrogenation to α-methylketones are developed. The scope and limitations of the proposed methodology are discussed. The advantages compared to known procedures are demonstrated. The unexpected role of acetone in the hydrogenation is suggested. The evaluation of the method for both early building block synthesis and late-stage CH-functionalization is shown. The elaborate procedures' preparability and scalability are demonstrated by the synthesis of several α-methyl ketones up to 100 g amount.

TETRAHYDRONAPHTHYRIDINES AND AZA DERIVATIVES THEREOF AS HISTAMINE H3 RECEPTOR ANTAGONISTS

The invention relates to compounds of formula (I), wherein X1a, X1 to X5, Ra, Rb, n and R have the meaning as cited in the description and the claims. Said compounds are useful as Histamine H3 receptor antagonists. The invention also relates to pharmaceutical compositions, the preparation of such compounds as well as the production and use as medicament.