Dichlorido{(E)-N,N-dimethyl-2-[phenyl(pyridin-2-yl)methylidene]hydrazine-1-carbothioamide}cadmium(II)

IUCrData Pub Date : 2025-05-01 DOI:10.1107/S241431462500464X

Christian S. Parry , Bernard Kwabi-Addo , Timothy R. Ramadhar , Raymond J. Butcher

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Abstract

The structure of the cadmium-bound model ligand, 3,3-dimethyl-1-[(E)-[phenyl(pyridine-2-yl)methylidene]amino]thiourea (Bp44mT), which is used across medicinal chemistry and in metal-based nanoparticles research has been determined and analyzed. This complex is used to gain insight to the specificity and selectivity of the ligand and to model how 3,3-dimethyl-1-[(E)-[phenyl(pyridine-2-yl)methylidene]amino]thiourea might be used in chelation to counter metal poisoning and for environmental remediation.

The structure of the title compound, [CdCl₂(C₁₅H₁₆N₄S)], at 100 K has monoclinic (P2₁/c) symmetry. The compound has a layer structure and is a 1:1 complex of the organic ligand and cadmium chloride. The ligand, 3,3-dimethyl-1-[(E)-[phenyl(pyridine-2-yl)methylidene]amino]thiourea (L, Bp44mT), is of interest with respect to anticancer activity, antiviral properties and potential use in conditions of iron overload, from hemochromatosis or from multiple transfusions in hematological disorders such as sickle cell disease or beta thalassemia. This study is aimed at uncovering the basis of selectivity of the ligand as a chelator and for lead optimization. We also examine the ligand’s potential use in treating heavy metal poisoning from cadmium, arsenic, lead or mercury, and for environmental remediation. The crystal structure exhibits no intermolecular or intramolecular hydrogen bonding with the supramolecular features being driven by hydrophobic, π–π and long-range dispersion forces.

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Di-chlorido - {(E) - n, N-dimethyl-2 [phen-yl (pyridin-2-yl) methyl-idene] hydrazine-1-carbo-thio-amide}镉(II)。

标题化合物[CdCl2(C15H16N4S)]在100 K时具有单斜（P21/c）对称性。该化合物具有层状结构，是有机配体与氯化镉的1:1配合物。配体3,3-二甲基-1-[(E)-[苯基（吡啶-2-基）甲基]氨基]硫代尿素（L, Bp44mT）具有抗癌活性、抗病毒特性和在血色素沉着症或镰状细胞病或地中海贫血等血液学疾病的多次输血中铁超载的潜在用途。本研究旨在揭示配体作为螯合剂的选择性基础，并对铅进行优化。我们还研究了该配体在治疗镉、砷、铅或汞等重金属中毒以及环境修复方面的潜在用途。晶体结构不存在分子间或分子内氢键，其超分子特征是由疏水、π-π和远程色散力驱动的。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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