Abstract A convenient and facile synthesis of 4-(3-chlorophenyl)-1-(3-chloropropyl)piperazin-1-ium chloride is accomplished by stirring 1-(3-Chlorophenyl)piperazine hydrochloride with 3-chloropropanal by reductive amination in ethanol. The resulting compound was characterized using spectral data analysis augmented by X-ray. Single crystal analysis depicted that the synthesized compound crystallizes in monoclinic crystal system with P 21/c point group. The structural and electronic properties of the title compound have been calculated at DFT/B3LYP/6-311G (d,p) level of theory. Theoretically obtained parameters were well compared to the experimentally obtained results, showing excellent agreement. Molecular electrostatic potential surface, frontier orbital analysis and vibrational analysis were also carried out. HOMO-LUMO energy gap was calculated which allowed the calculation of relative properties like chemical hardness, chemical inertness, chemical potential, nucleophilicity and electrophilicity index of the synthesized products. Pass prediction was carried out which revealed that the target compound can be active against Prostate specific membrane protein, bearing Pa value of 0.411. Based on Pass, molecular docking studies of compound was carried out against Prostate specific membrane protein. The title compound depicted a binding free energy of −6.3 kcal/mol and is seen to be involved in key bonding interactions which include both alkyl and mixed pi-alkyl hydrophobic interactions: Alkyl hydrophobic interactions: (LEU 259; 4.64 A, LEU 261; 3.79 A), mixed Pi/alkyl hydrophobic interactions: (HIS 552; 4.96 A, HIS 553; 4.64, 5.31 A LEU; 3.45 A) respectively with Prostate specific membrane protein. Target compound was screened for their cytotoxic potential with various cancer cell lines being most effective against prostate. In short, this study reveals the synthesis of a 4-(3-Chlorophenyl)-1-(3-chloropropyl)piperazin-1-ium chloride and exposes its structural, electronic and biological properties, paving way for further research in the field of drug development.

中文翻译：

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4-(3-氯苯基)-1-(3-氯丙基)哌嗪-1-鎓的结构、电子、分子和生物学特性的理论和实验研究

摘要 通过将 1-(3-氯苯基)哌嗪盐酸盐与 3-氯丙醛在乙醇中还原胺化反应，实现了 4-(3-氯苯基)-1-(3-氯丙基)哌嗪-1-鎓氯化物的便捷合成。 . 使用由 X 射线增强的光谱数据分析表征所得化合物。单晶分析表明合成的化合物在具有P 21/c 点群的单斜晶系中结晶。标题化合物的结构和电子特性已在 DFT/B3LYP/6-311G (d,p) 理论水平计算。理论上获得的参数与实验获得的结果进行了很好的比较，显示出极好的一致性。还进行了分子静电势面、前沿轨道分析和振动分析。计算了 HOMO-LUMO 能隙，从而可以计算合成产物的化学硬度、化学惰性、化学势、亲核性和亲电性指数等相关性质。进行了通过预测，结果表明目标化合物对前列腺特异性膜蛋白具有活性，Pa 值为 0.411。基于Pass，针对前列腺特异性膜蛋白进行了化合物的分子对接研究。标题化合物描述的结合自由能为 -6.3 kcal/mol，并且被认为参与了关键的键合相互作用，包括烷基和混合的 π-烷基疏水相互作用：烷基疏水相互作用：（LEU 259；4.64 A，LEU 261； 3.79 A)，混合 Pi/烷基疏水相互作用：(HIS 552；4.96 A，HIS 553；4.64, 5.31 A LEU；3. 45 A)分别与前列腺特异性膜蛋白。筛选目标化合物的细胞毒性潜力，其中各种癌细胞系对前列腺最有效。总之，这项研究揭示了 4-(3-氯苯基)-1-(3-氯丙基)哌嗪-1-鎓氯化物的合成，并揭示了其结构、电子和生物学特性，为进一步研究铺平了道路。药物开发。