Theoretical study of possible cholinergic substances by means of quantum and molecular mechanics calculations

Navajas, Cecil; Atarah, Richard; Gynther, Jukka

doi:10.1016/0166-1280(95)04368-3

Cited by 2 publications

(3 citation statements)

References 12 publications

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“…2,2,6,6-Tetramethyl-piperidine derivatives have different biological effects. 2,2,6,6-Tetramethyl-piperidine derivatives have anticancer, analgesic, antipyretic and anticholinergic effects [4,5]. Also, 2,2,6,6-tetramethyl-piperidin-4-one have hypotensive and vasodilator activity as demonstrated by intravital microcirculation method [6].…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Reactions, and Antimicrobial activity of N-Hydroxy-triacetonamine Derivatives

2019

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S IMPLE and one step method for preparation of N-hydroxy-2,2,6,6-tetramethyl-4-piperidone is reported. N-Hydroxy-2,2,6,6-tetramethyl-4-piperidone (1) reacts with formaldehyde, formaldehyde and piperidine to afford compounds (3) and (4) respectively. Compound (1) reacts with sodium azide and α-bromosugar to afford corresponding products. Compound (1) reacts with 2-(4-chlorobenzylidene)malononitrile to afford 1,6-napthyridine derivative (9). N-Hydroxy-2,2,6,6-tetramethyl-4-piperidone (1) reacts with p-chlorobenzaldehyde and cyanoacetamide to produce 1,6-napthyridine derivative (10a). N-Hydroxy derivative (1) reacts also with p-chlorobenzaldehyde and ethylcyanoacetate to afford 1,6-napthyridine (10b). Antimicrobial screening of some of the synthesized compounds has been performed.

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Section: Introductionmentioning

confidence: 99%

Synthesis, Reactions, and Antimicrobial activity of N-Hydroxy-triacetonamine Derivatives

2019

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“…They are used as precursors for spin labels [1] and for highly efficient light stabilizers [2]. Some compounds of this type have physiological effects such as antitumor activity, analgesic, antipyretic, and anticholinergic action [3,4]. Hence, there is a considerable interest in obtaining novel multifunctional compounds bearing a sterically crowded piperidine function.…”

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confidence: 99%

“…The resulting precipitate was collected by filtration and washed with H 2 O to give 110.9 g (78%) of spectroscopically pure 2a as a brownish solid; mp 192-195ЊC. An analytical sample was recrystallized from EtOH to afford beige crystals; mp 194-195ЊC; 1 2-Amino-5,5,7,7-tetramethyl-4,5,6,7-tetrahydrothiazolo [2,3-c]pyridine (3). Diethylamine (10 mL) was added dropwise to a stirred mixture of 1 (15.5 g, 100 mmol), cyanamide (4.2 g, 100 mmol), sulfur (3.2 g, 100 mmol), and abs.…”

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confidence: 99%

2‐aminothiophenes from triacetonamine: A convenient way to novel sterically hindered piperidine derivatives

Sensfuß

Habicher

1998

Heteroatom Chemistry

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Bicyclic 2‐aminothiophenes 2, which are available by the Gewald reaction of 2,2,6,6‐tetramethyl‐4‐piperidone (triacetonamine, 1), were employed in cyclizations to give new tricyclic thienopyridine and thienopyrimidine derivatives, without protection of the piperidine nitrogen, whereas methylation of 2 occurred exclusively at the piperidine nitrogen. Acylation of 2 in the presence of a tertiary amine yielded N‐thienyl imides, due to the high NH acidity of the intermediate N‐thienyl amides. Similarly, benzylation of an N‐thienyl amide proceeded readily in sodium ethoxide solution. © 1998 John Wiley & Sons, Inc. Heteroatom Chem 9:529–536, 1998

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Theoretical study of possible cholinergic substances by means of quantum and molecular mechanics calculations

Cited by 2 publications

References 12 publications

Synthesis, Reactions, and Antimicrobial activity of N-Hydroxy-triacetonamine Derivatives

Synthesis, Reactions, and Antimicrobial activity of N-Hydroxy-triacetonamine Derivatives

2‐aminothiophenes from triacetonamine: A convenient way to novel sterically hindered piperidine derivatives

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