hemos testado el perfil farmacológico de agonistas nicotínicos y otras moléculas receptores nicotínicos (agonistas selectivos del subtipo α7 nAChRs e. Agonistas Colinergicos. RA Receptores nicotínicos Es un agente despolarizante, un agonista que causa despolarización prolongada de la. Fármacos Antagonistas de los Receptores Colinérgicos. MB Órganos, Aparatos y Sistemas. Existen 2 subgrupos: Muscarínicos; Nicotínicos.

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Synthesis of possible nicotinic agonists with potential insecticide activity. Ethyl N-benzylpyridinecarboximidoate 7 was prepared by reacting N-benzylnicotinamide and ethyl chloroformate, the other ethyl imidatehydrochloride, ethyl N- 2-phenylethyl pyridinecarboximidoate 8agonostas prepared with the same method.

Compound6 was obtained by synthesis of N-benzyl-N- 2-cyanoethyl nicotinamide 4the nicotiinicos was used as a starting material to obtain N- 3-aminopropyl -N-benzylnicotinamide 5 by reduction with Ni-Raney in good yield. Cyclization reaction was obtained by p-toluenesulfonic acid of compound 5.

Finally, compound 5,6-dihydro pyridinyl pyrimidin-1 4H -yl 2,4-dimethoxyphenyl methanone 9 was prepared by direct benzoylation of 1,4,5,6-tetrahydro pyridinyl pyrimidine. Heterocycles synthesis, insecticidal activity, tetrahydropyrimidines. One of the most promising areas in insecticide development is the identification and synthesis of new compounds that act on the two main points of insecticide action: Neonicotinoid insecticides NNSswhich interact with nAChR, have a higher affinity for insect receptors than for mammalian receptorsand have attracted the attention of several research groups, because of their interesting insecticidal activity We have recently reported the synthesis of novel 1,4,5,6-tetrahydro pyridinyl pyrimidine analogues 8 figure 1 and we now have decided to extend our synthetic strategy to prepare novel tetrahydropyrimidines THPs and analogue compounds.

Síntesis de posibles agonistas nicotínicos con potencial actividad insecticida

In this investigation, the design and synthesis of some new compounds that bind to nicotinic acetylcholine receptors are described figure 2however, their biological properties remain unexplored.


Chemical shifts were reported in parts per million with TMS as an internal standard. Coupling constant s J were assigned as hertz. SOCl 2 60 mL, The mixture was stirred at room temperature for 5 minutes and then at reflux temperature for 4 more hours. After that, the solvent was evaporated to dryness, the product was crystallizing in a minimum volume of CH 2 Cl 2 and the nnicotinicos was used immediately for the next step.

After this time a constant nucotinicos nicotinoyl chloride nicotinjcos. The organic phase was dried with anhydrous Na 2 SO 4 ,filteredand concentrated in a vacuum. Phenylmethanamine 16 mL, mmol in methanol 25 ml was added to acrylonitrile The acrylonitrile solvent and excess were removed in vacuum to obtain the title compound 3 Calcd for C N -benzyl-N- 2-cyanoethyl nicotinamide 4.

Recrystallization from acetone made 2. N – 3-aminopropyl -N-benzylnicotinamide 5. N -benzyl-N- 2-cyanoethyl nicotinamide 0. The flask was transferred to a stainless Steel Parr shaker hydrogenation apparatus, charged with hydrogen 50 psiand shaken for 1 minute.

The catalyst was removed by filtration through a Celite washed with methanol pad, and the solution was concentrated in vacuum. The slurry was refluxed for 24 h, cooled to rt, and the resin was removed by gravity filtration. A p-toluenesulfonic acid 0. Ethyl chloroformate 1 mL, 9. The solvent removal by evaporation left the residue which was purified by column chromatography on silica gel eluted by MeOH nicotunicos to obtain an ethylimidate hydrochloride derivative 1.

Ethyl N- 2-phenylethyl pyridinecarboximidoate 8. This procedure was the same as described above for the preparation of 1.

Ethyl N -phenyl nicotinamide 2. Ethyl chloroformate 2 mL, After this, a 2. The residue was purified by chromatography on silica gel MeOH-ethyl acetate 1: After this, the solvent was removed by a rotary evaporator and the residue was purified by chromatography on silica gel dichloromethane-ethyl acetate In a previous article, the synthesis of 2- pyridinyl -1,4,5,6tetrahydropyrimidines derivatives by the one pot method using boric acid as the main catalyst scheme 1 was reported.


As an alternative for the synthesis of 6all pertaining to the route described in by Oedigeret, all 3 steps were performed. We tried to obtain 3- phenethylamino propanenitrile using this methodology. Compound 5 was obtained with the reduction of the cyano group of N- 3-aminopropyl -Nbenzylnicotinamide using Raney Nickel scheme 2.

A green-blue complex nickel solid formation was observed. In conclusion, we have described an efficient protocol for obtaining compounds with potential insecticide activity. Generally speaking, a high maintenance sythntesis nicotinicoa shown with a low reaction time, and also soft reaction conditions.

Golden age of insecticide research: Actions of imidacloprid and a related nitromethylene on cholinergic receptors of an identified insect motor neurone. Interaction of aagonistas and its analogues with nicotinic acetylcholine receptors of cockroach nerve cords. A novel, broad-spectrum neonicotinoid insecticide. Nicotinoid insecticides and the nicotinic acetylcholine receptor [Internet].

Usuario:Marianabece96/Agonista nicotínico

Insect nicotinic acetylcholine receptors nAChRs: Important amino acid residues contributing to neonicotinoid insecticides selectivity and resistance. J Agr Food Chem.

Facile synthesis of tetrahydropyrimidines with possible insecticidal activity. Recibido el Aprobado el