Protein Information

Name acetylcholine receptors (protein family or complex)
Synonyms Acetylcholine receptor; Acetylcholine receptors

Compound Information

Name piperazine
CAS piperazine

Reference List

PubMed Abstract RScore(About this table)
12190322 Toma L, Quadrelli P, Bunnelle WH, Anderson DJ, Meyer MD, Cignarella G, Gelain A, Barlocco D: 6-Chloropyridazin-3-yl derivatives active as nicotinic agents: synthesis, binding, and modeling studies. J Med Chem. 2002 Aug 29;45(18):4011-7.

3,8-Diazabicyclo [3.2.1] octane (1), 2,5-diazabicyclo [2.2.1] heptane (2), piperazine (3), and homopiperazine (4) derivatives, substituted at one nitrogen atom with the 6-chloro-3-pyridazinyl group while the other nitrogen atom was either unsubstituted or mono- or dimethylated, were synthesized and tested for their affinity toward the neuronal nicotinic acetylcholine receptors (nAChRs).
31(0,1,1,1) Details
13678839 Harder A, Schmitt-Wrede HP, Krucken J, Marinovski P, Wunderlich F, Willson J, Amliwala K, Holden-Dye L, Walker R: Cyclooctadepsipeptides--an anthelmintically active class of compounds exhibiting a novel mode of action. Int J Antimicrob Agents. 2003 Sep;22(3):318-31.

In nematodes, there are five targets for the existing anthelmintics: the nicotinergic acetylcholine receptor which is the target of tetrahydropyrimidines/imidazothiazoles and indirectly that of the acetylcholineesterase inhibitors; the GABA receptor which is the target of piperazine, the glutamate-gated chloride channel as the target of the macrocyclic lactones, and beta-tubulin as the target of prebenzimidazoles/benzimidazoles.
31(0,1,1,1) Details
12467625 Chen J, Norrholm S, Dwoskin LP, Crooks PA, Bai D: N,N-disubstituted piperazines: synthesis and affinities at alpha4beta2 (*) and alpha7 (*) neuronal nicotinic acetylcholine receptors. Bioorg Med Chem Lett. 2003 Jan 6;13(1):97-100.

Thus, linking together a pyridine pi-system and a cyclic amine moiety via a piperazine ring affords compounds with low affinity, but good selectivity for alpha4beta2 (*) nicotinic receptors.
2(0,0,0,2) Details
15848206 Artali R, Bombieri G, Meneghetti F: Docking of 6-chloropyridazin-3-yl derivatives active on nicotinic acetylcholine receptors into molluscan acetylcholine binding protein (AChBP). Farmaco. 2005 Apr;60(4):313-20.

The crystal structure of Acetylcholine Binding Protein (AChBP), homolog of the ligand binding domain of nAChR, has been used as model for computational investigations on the ligand-receptor interactions of derivatives of 6-chloropyridazine substituted at C3 with 3,8-diazabicyclo [3.2.1] octane, 2,5-diazabicyclo [2.2.1] heptane and with piperazine and homopiperazine, substituted or not at N4.
1(0,0,0,1) Details