4-(2-methoxyphenyl)piperazine-1-carboditioic acid | 125746-99-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 4-(2-methoxyphenyl)piperazine-1-carboditioic acid
• 英文别名: MPPDAH；4-(2-Methoxyphenyl)piperazine-1-carbodithioic acid
• CAS: 125746-99-8
• 化学式: C₁₂H₁₆N₂OS₂
• 分子量: 268.404
• InChiKey: KLRGMUYDSNIVGD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  48.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(2-methoxyphenyl)piperazine-1-carboditioic acid 、 二乙基二氯化锡 以 甲醇 为溶剂， 以79%的产率得到[Et2SnCl(4-(2-methoxyphenyl)piperazine-1-carboditioate)]
  参考文献：
  名称：

  Synthesis, spectroscopic characterization, and crystal structures of two chlorodiorganotin(IV) 4-(2-methoxyphenyl)piperazine-1-carbodithioates

  摘要：

  Two chlorodiorganotin(IV) complexes of 4-(2-methoxyphenyl)piperazine-1-carbodithioate (MPPDA) have been synthesized by 1:1 mole-ratio reactions of the parent acid (MPPDAH) with Me2SnCl2 or Et2SnCl2 in dry methanol. The products have been characterized by Raman and multinuclear NMR (H-1, C-13 and Sn-119) spectroscopy, elemental analysis, and mass spectrometry. Single-crystal X-ray diffraction studies indicate that both complexes have distorted trigonal bipyramidal geometries around the central Sn atom. (C) 2008 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2008.05.006

文献信息

• Development of benzene and benzothiazole-sulfonamide analogues as selective inhibitors of the tumor-associated carbonic anhydrase IX
  作者：Shoaib Manzoor、Andrea Angeli、Susi Zara、Simone Carradori、Md Ataur Rahman、Md Kausar Raza、Claudiu T. Supuran、Nasimul Hoda

  DOI：10.1016/j.ejmech.2022.114793

  日期：2022.12

  against CA I, II and IX, and weak inhibition against CA IV. Some of the derivatives displayed selective inhibition towards tumor-associated CA IX isoform, within the nanomolar range. These potent compounds were also screened for their selective toxicity to evaluate their in vitro anti-proliferative effects on Human Gingival Fibroblasts (HGFs) and breast adenocarcinoma cell line (MCF7). Lastly, molecular

  为了开发新的潜在抗肿瘤剂，已使用尾部方法开发了两个系列的苯和苯并噻唑磺酰胺衍生物，作为有效的人碳酸酐酶 (hCA, EC 4.2.1.1) 抑制剂。合成的化合物（XS-1至XS-22) 对 hCA 的生理相关异构体、细胞溶质 CA I 和 II、膜结合 CA IV 和肿瘤相关 CA IX 的抑制作用进行了测定。发现这两个系列的化合物对 CA I、II 和 IX 表现出低至中等纳摩尔范围的抑制作用，对 CA IV 表现出弱抑制作用。一些衍生物在纳摩尔范围内对肿瘤相关的 CA IX 异构体表现出选择性抑制。还筛选了这些有效化合物的选择性毒性，以评估它们对人牙龈成纤维细胞 (HGF) 和乳腺癌细胞系 (MCF7) 的体外抗增殖作用。最后，进行了分子对接研究，以解释那些有助于区分选定的人碳酸酐酶同种型的结构要求。
• Synthesis, spectroscopic characterization, and crystal structures of two chlorodiorganotin(IV) 4-(2-methoxyphenyl)piperazine-1-carbodithioates
  作者：Zia-ur-Rehman、Mirela M. Barsan、Ivor Wharf、Niaz Muhammad、Saqib Ali、Auke Meetsma、Ian S. Butler

  DOI：10.1016/j.ica.2008.05.006

  日期：2008.7

  Two chlorodiorganotin(IV) complexes of 4-(2-methoxyphenyl)piperazine-1-carbodithioate (MPPDA) have been synthesized by 1:1 mole-ratio reactions of the parent acid (MPPDAH) with Me2SnCl2 or Et2SnCl2 in dry methanol. The products have been characterized by Raman and multinuclear NMR (H-1, C-13 and Sn-119) spectroscopy, elemental analysis, and mass spectrometry. Single-crystal X-ray diffraction studies indicate that both complexes have distorted trigonal bipyramidal geometries around the central Sn atom. (C) 2008 Elsevier B.V. All rights reserved.