166815-96-9Relevant articles and documents
Synthesis and evaluation of amide, sulfonamide and urea-benzisoxazole derivatives as potential atypical antipsychotics
Chen, Yin,Lan, Yu,Cao, Xudong,Xu, Xiangqing,Zhang, Juecheng,Yu, Minquan,Liu, Xin,Liu, Bi-Feng,Zhang, Guisen
, p. 831 - 838 (2015)
In this paper, we report the optimization of a series of novel, potential antipsychotic derivatives combining potent dopamine D2, D3 and serotonin 5-HT1A, 5-HT2A receptor affinities. The pharmacological features of compound 27 are a high affinity for dopamine D2, D3 and serotonin 5-HT1A, 5-HT2A receptors. Moreover it possesses low affinity for 5-HT2C and H1 receptors (to reduce the risk of obesity associated with chronic treatment) and hERG channels (to reduce the incidence of torsade des pointes). Furthermore, compound 27 inhibited apomorphine-induced climbing, MK-801-induced hyperactivity and DOI-induced head twitch without observable catalepsy at the highest dose tested in mice. Taken together, among the amide derivatives, we identified compound 27 as a potential antipsychotic lead candidate.
Method for synthesizing 1-azabicyclo[2, 2, 1]heptane and derivatives thereof
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Paragraph 0019-0020, (2020/10/14)
The invention relates to the technical field of organic chemical synthesis, and particularly relates to a method for synthesizing 1-azabicyclo[2, 2, 1]pyridine and derivatives thereof. A hydroxyl group in 4-(1-hydroxymethyl)piperidine derivatives reacts with p-toluenesulfonyl chloride (TsCl) to be converted into an OTs group which is easy to leave, a tert-butyloxycarbonyl (-boc) protecting group on an N atom is removed under an acidic condition, a nucleophilic substitution ring closing reaction is performed under an alkaline condition, and extraction, solvent removal and concentration are carried out on a final reaction mixture to obtain the pure product 1-azabicyclo[2, 2, 1]heptane and derivatives thereof. The 1-azabicyclo[2, 2, 1]heptane and the derivatives thereof are obtained through three-step synthesis by reacting the 4-(1-hydroxymethyl)piperidine derivative with cheap and easily available common chemical reagents, and the method is discovered for the first time. The N-boc-4-(1-hydroxymethyl)piperidine used in the method is a cheap and easily available raw material, the synthesis method is simple, few in synthesis steps and easy to separate, and a large amount of target products can be synthesized.
Design, synthesis and evaluation of new classes of nonquaternary reactivators for acetylcholinesterase inhibited by organophosphates
Wei, Zhao,Bi, Huanglei,Liu, Yan-qin,Nie, Hui-fang,Yao, Lin,Wang, Sheng-zheng,Yang, Jun,Wang, Yong-an,Liu, Xueying,Zheng, Zhi-bing
, p. 681 - 688 (2018/09/29)
A new series of nonquaternary conjugates for reactivation of both nerve agents and pesticides inhibited hAChE were described in this paper. It was found that substituted salicylaldehydes conjugated to aminobenzamide through piperidine would produce efficient reactivators for sarin, VX and tabun inhibited hAChE, such as L6M1R3, L6M1R5 to L6M1R7, L4M1R3 and L4M1R5 to L4M1R7. The in vitro reactivation experiment for pesticides inhibited hAChE of these new synthesized oximes were conducted for the first time. Despite they were less efficient than obidoxime, some of them were highlighted as equal or more efficient reactivators in comparison to 2-PAM. It was found that introduction of peripheral site ligands could increase oximes’ binding affinity for inhibited hAChE in most cases, which resulted in greater reactivation ability.
