Novel N-aryl nicotinamide derivatives: Taking stock on 3,6-diazabicyclo3.1.1heptanes as ligands for neuronal acetylcholine receptors.

08:00 EDT 5th July 2019 | BioPortfolio

Summary of "Novel N-aryl nicotinamide derivatives: Taking stock on 3,6-diazabicyclo3.1.1heptanes as ligands for neuronal acetylcholine receptors."

We designed the synthesis of a small library of 3-substituted-3,6-diazabicyclo[3.1.1]heptanes whose affinity on neuronal nicotinic receptors (nAChRs) was evaluated. Among the synthesized compounds, the 5-(3,6-diazabicyclo[3.1.1]heptane-3-yl)-N-(2-fluorophenyl)nicotinamide 43 proved to be the most interesting compound with αβKi value of 10 pM and a very high α/αβ selectivity. Furthermore, compounds 35, 39 and 43 elicited a selective partial agonist activity for αβ nAChR subtype. Finally, in this paper we also report the conclusions on the 3,6-diazabicyclo[3.1.1]heptanes as ligands for nAChRs, resulting from our consolidated structure activity relationship (SAR) studies on this template.


Journal Details

This article was published in the following journal.

Name: European journal of medicinal chemistry
ISSN: 1768-3254
Pages: 51-61


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Medical and Biotech [MESH] Definitions

An enzyme that catalyzes the formation of nicotinamide mononucleotide (NMN) from nicotinamide and 5-phosphoribosyl-1-pyrophosphate, the rate-limiting step in the biosynthesis of the NAD coenzyme. It is also known as a growth factor for early B-LYMPHOCYTES, or an ADIPOKINE with insulin-mimetic effects (visfatin).

3-Carbamoyl-1-beta-D-ribofuranosyl pyridinium hydroxide-5'phosphate, inner salt. A nucleotide in which the nitrogenous base, nicotinamide, is in beta-N-glycosidic linkage with the C-1 position of D-ribose. Synonyms: Nicotinamide Ribonucleotide; NMN.

An enzyme that catalyzes the hydrolysis of nicotinamide adenine dinucleotide (NAD) to NICOTINAMIDE and ADENOSINE DIPHOSPHATE RIBOSE. Some are extracellular (ectoenzymes).The enzyme from some sources also catalyses the hydrolysis of nicotinamide adenine dinucleotide phosphate (NADP).

An enzyme found primarily in the LIVER that catalyzes the N-methylation of NICOTINAMIDE and other structurally related compounds.

Benzoate derivatives that contain one or more alkyl or aryl groups linked to the benzene ring structure by OXYGEN.

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