Nakazato, Atsuro; Ohta, Kohmei; Sekiguchi, Yoshinori; Okuyama, Shigeru; Chaki, Shigeyuki; Kawashima, Yutaka; Hatayama, Katsuo published the artcile< Design, synthesis, structure-activity relationships, and biological characterization of novel arylalkoxyphenylalkylamine σ ligands as potential antipsychotic drugs>, Category: chlorides-buliding-blocks, the main research area is arylalkoxyphenylalkylamine preparation sigma ligand antipsychotic; structure activity arylalkoxyphenylalkylamine antipsychotic; sigma receptor antagonist arylalkoxyphenylalkylamine.
σ-Receptor antagonists may be effective antipsychotic drugs that do not induce motor side effects caused by ingestion of classical drugs such as haloperidol. The authors obtained evidence that 1-(2-dipropylaminoethyl)-4-methoxy-6H-dibenzo[b,d]pyran hydrochloride (I) had selective affinity for σ receptor over dopamine D2 receptor. This compound was designed to eliminate two bonds of apomorphine (II) to produce structural flexibility for the nitrogen atom and to bridge two benzene rings with a -CH2O- bond to maintain the planar structure. In light of the evidence, N,N-dipropyl-2-(4-methoxy-3-benzyloxyphenyl)ethylamine (III) was designed. Since compound III had eliminated a biphenyl bond of 6H-dibenzo[b,d]pyran derivative I, it might be more released from the rigid structure of apomorphine II than compound I. The chem. modification of compound III led to the discovery that N,N-dipropyl-2- [4-methoxy-3-(2-phenylethoxy)phenyl]ethylamine hydrochloride (NE- 100), the best compound among arylalkoxyphenylalkylamine derivatives, had a high and selective affinity for σ receptor and had a potent activity in an animal model when the drug was given orally. The authors report here the design, synthesis, structure-activity relationships, and biol. characterization of novel arylalkoxyphenylalkylamine derivatives such as III.
Journal of Medicinal Chemistry published new progress about Antipsychotics. 22717-55-1 belongs to class chlorides-buliding-blocks, and the molecular formula is C8H7ClO3, Category: chlorides-buliding-blocks.
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