2-(1,3-dioxo-1,3-dihydro-2H-inden-2-ylidene)hydrazine-1-carbothioamide

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: 2-(1,3-dioxo-1,3-dihydro-2H-inden-2-ylidene)hydrazine-1-carbothioamide
• 英文别名: 2-(1,3-dioxo-1H-inden-2(3H)-ylidene)hydrazinecarbothioamide；[(1,3-dioxoinden-2-ylidene)amino]thiourea
• 化学式: C₁₀H₇N₃O₂S
• 分子量: 233.25
• InChiKey: HKUKNYRUWNJBCX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  117
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(1,3-dioxo-1,3-dihydro-2H-inden-2-ylidene)hydrazine-1-carbothioamide 在 sodium fluoride 作用下， 以 水 为溶剂， 生成
  参考文献：
  名称：

  A ninhydrin–thiosemicarbazone based highly selective and sensitive chromogenic sensor for Hg2+ and F− ions

  摘要：

  本研究展示了简单高效的化学传感器2-(1,3-二氧-1H-茚满-2(3H)-亚基)肼基硫脲(R)的设计、合成及其在溶液中快速检测Hg²⁺和F⁻的应用。通过比色测试、紫外-可见光谱分析和硅胶支撑，传感器R对Hg²⁺表现出典型的305 nm吸收峰，导致颜色从黄色变为无色；而对于F⁻，R在415 nm处呈现主要峰值，颜色从黄色变为红色。R对Hg²⁺的检测限(LOD)计算为1×10⁻⁶ M，而对F⁻的检测限为3.4×10⁻⁷ M。通过Job图、Benesi-Hildebrand(BH)方法、¹H NMR、FTIR和理论研究，探究了R与Hg²⁺和F⁻的结合模式。在与Hg²⁺和F⁻接触后，分别用EDTA和硝酸钙溶液处理，R显示出可逆性。R的性能成功应用于检测牙膏中F⁻含量。简单高效的茚三酮基席夫碱(R)用于在溶液中快速检测Hg²⁺和F⁻，采用比色法和紫外-可见光谱分析。

  DOI：

  10.1007/s12039-020-01799-w
• 作为产物：
  描述：

  1,2,3-茚满三酮 、 氨基硫脲 以 水 为溶剂， 反应 0.17h， 以92%的产率得到2-(1,3-dioxo-1,3-dihydro-2H-inden-2-ylidene)hydrazine-1-carbothioamide
  参考文献：
  名称：

  A ninhydrin–thiosemicarbazone based highly selective and sensitive chromogenic sensor for Hg2+ and F− ions

  摘要：

  本研究展示了简单高效的化学传感器2-(1,3-二氧-1H-茚满-2(3H)-亚基)肼基硫脲(R)的设计、合成及其在溶液中快速检测Hg²⁺和F⁻的应用。通过比色测试、紫外-可见光谱分析和硅胶支撑，传感器R对Hg²⁺表现出典型的305 nm吸收峰，导致颜色从黄色变为无色；而对于F⁻，R在415 nm处呈现主要峰值，颜色从黄色变为红色。R对Hg²⁺的检测限(LOD)计算为1×10⁻⁶ M，而对F⁻的检测限为3.4×10⁻⁷ M。通过Job图、Benesi-Hildebrand(BH)方法、¹H NMR、FTIR和理论研究，探究了R与Hg²⁺和F⁻的结合模式。在与Hg²⁺和F⁻接触后，分别用EDTA和硝酸钙溶液处理，R显示出可逆性。R的性能成功应用于检测牙膏中F⁻含量。简单高效的茚三酮基席夫碱(R)用于在溶液中快速检测Hg²⁺和F⁻，采用比色法和紫外-可见光谱分析。

  DOI：

  10.1007/s12039-020-01799-w

文献信息

• Development of highly potent Arene-Ru (II)-ninhydrin complexes for inhibition of cancer cell growth
  作者：Sourav De、S.K. Ashok Kumar

  DOI：10.1016/j.ica.2020.119641

  日期：2020.8

  In this communication, two new Ru(II)-arene-ninhydrin complexes [(eta(6)-p-cymene)RuCl(k(2)-N,O-2-(1,3-dioxo-1,3-dihydro-2H-inden-2-ylidene)hydrazine-1-carboxamide (Ru-1) and [eta(6)-p-cymene)RuCl(k(2) -N,S-2-(1,3-dioxo-1,3-dihydro-2H-inden-2-ylidene)hydrazine-1-carbothioamide (Ru-2) have been prepared and analyzed by different analytical and spectroscopic techniques. The studies show that Ru(II) complexes have "piano stool" coordination geometry, comprises of one pi-bonded arene centroid, two sigma-bonded nitrogen atoms and one chlorine atom from ninhydrin thiosemicarbazole and Ru(II) metal centre respectively. The molar conductivity study of these complexes in DMSO:water (9:1, v/v) media reveals that complexes are ionic in nature. The photo-physical properties of Ru-1 and Ru-2 with calf thymus deoxyribonucleic acid (CT-DNA) and bovine serum albumin (BSA) were explored. The intrinsic binding constant (K-b) of Ru-1 and Ru-2 with DNA/BSA was found to be 4.5 x 10(5) M-1/1.3 x 10(5) M-1 and 2.1 x 10(5) M-1/1 .2 x 10(5) M-1 respectively. The competitive displacement of ethidium bromide (EtBr) from DNA in the presence of Ru-1 and Ru-2 quantified by quenching constant and viscosity studies. This high binding ability is due to groove binding or intercalation of Ru(II) complexes with CT-DNA which is well supported with in-silico studies. The effect of the Ru-1 and Ru-2 were examined on two different cancer cell lines (HeLa and MDA-MB-231) using the MTT assay. The obtained results show that Ru-1 and Ru-2 exhibits high potency and selectivity with HeLa (IC50 = 9.5 x 10(-6 )mol/L) and MDA-MB-231(IC50 = 14.7 x 10(-6) mol/L) cell lines respectively.