4-Hydroxy-dithiobenzoesaeure-(carboxy-methylester) | 17144-00-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 4-Hydroxy-dithiobenzoesaeure-(carboxy-methylester)
• 英文别名: [(4-Hydroxybenzothioyl)sulfanyl]acetic acid；2-(4-hydroxybenzenecarbothioyl)sulfanylacetic acid
• CAS: 17144-00-2
• 化学式: C₉H₈O₃S₂
• 分子量: 228.293
• InChiKey: KQUSARLKWLRAPY-UHFFFAOYSA-N

物化性质

• 熔点：
  190-193 °C
• 沸点：
  441.9±55.0 °C(Predicted)
• 密度：
  1.498±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  115
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-Hydroxy-dithiobenzoesaeure-(carboxy-methylester) 在 水 、 一水合肼 、 potassium hydroxide 、 sodium hydroxide 作用下， 以 甲醇 、 水 为溶剂， 反应 170.5h， 生成 4-(5-mercapto-1,3,4-thiadiazol-2-yl)phenol
  参考文献：
  名称：

  Studies on novel Cu(II) complexes of 5-(4-hydroxy-phenyl)-1,3,4-thiadiazole-2-thiol and 5-thiophen-2-yl-3H-1,3,4-oxadiazole-2-thione: Synthesis, spectral and structural characterization

  摘要：

  Two new mixed ligand complexes, [Cu(en)(2)](4-hpythol)(2)center dot 2H(2)O (4-hpythol = 5-(4-hydroxy-phenyl)-1,3,4-thiadiazole-2-thiol) (2) and [Cu(en)(2)(5-thot)(2)] (5-thot = 5-thiophen-2-yl-3H-1,3,4-oxadiazole-2-thione (3), have been prepared, containing en as the co-ligand. The starting ligands, potassium salts of thiohydrazide carbodithioate (RCSNHNHCSSK)/hydrazine carbodithioate (RCONHNHCSSK), underwent cyclization during the crystallization or complexation in the presence of ethylenediamine (en) and converted to 5-(4-hydroxy-phenyl)-1,3,4-thiadiazole-2-thiol and 5-thiophen-2-yl-3H-1,3,4-oxadiazole-2-thione, respectively. The metal complexes have been characterized with the aid of elemental analyses. IR, magnetic susceptibility and single crystal X-ray studies. The ligand 4-hpythol and complexes 2 and 3 crystallize in the triclinic and monoclinic systems, space group P 21/n, P (1) over bar and P 21/c, respectively. The ligand is present in the deprotonated thiol form in [Cu(en)(2)](4-hpythol)(2)center dot 2H(2)O (2), where it is ionically bonded through the thiol sulfur atom, while potassium N'-(thiophene-2-carbonyl) hydrazinecarbodithioate after cyclization is present as the thione form in [Cu(en)(2)(5-thot)(2)] (3) and is covalently bonded through the N atom of the resulting oxadiazole-2-thione. The most noteworthy feature of 4-hpythol (1) is its existence in the thiol form in the solid state. Complex 3 show irreversible redox behavior, assignable to a M2+/M3+ one electron transfer. ESR signals were registered for complexes 2 and 3. Both complexes contain extended hydrogen bonding, providing supramolecular frameworks. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2012.04.025
• 作为产物：
  描述：

  p-Hydroxydithiobenzoesaeure 在 sodium hydroxide 作用下， 生成 4-Hydroxy-dithiobenzoesaeure-(carboxy-methylester)
  参考文献：
  名称：

  Jensen; Pedersen, Acta Chemica Scandinavica (1947), 1961, vol. 15, p. 1087,1089

  摘要：

  DOI：

文献信息

• Jensen,K.A. et al., Acta Chemica Scandinavica (1947), 1961, vol. 15, p. 1109 - 1123
  作者：Jensen,K.A. et al.

  DOI：——

  日期：——
• Jensen,K.A.; Pedersen,C., Acta Chemica Scandinavica (1947), 1961, vol. 15, p. 1087 - 1096
  作者：Jensen,K.A.、Pedersen,C.

  DOI：——

  日期：——
• Jensen,K.A.; Pedersen,C., Acta Chemica Scandinavica (1947), 1961, vol. 15, p. 1097 - 1103
  作者：Jensen,K.A.、Pedersen,C.

  DOI：——

  日期：——
• Jensen,K.A.; Pedersen,C., Acta Chemica Scandinavica (1947), 1961, vol. 15, p. 1124 - 1129
  作者：Jensen,K.A.、Pedersen,C.

  DOI：——

  日期：——
• Antitumor activity studies of newly synthesized N-salicyloyl-N′-(p-hydroxybenzthioyl)hydrazine and its Copper(II) complex both in vivo and in vitro
  作者：N.K. Singh、Nagendra Singh、G.C. Prasad、A. Sodhi、Anju Shrivastava

  DOI：10.1016/s0968-0896(96)00243-x

  日期：1997.2

  A new ligand N-salicyloyl-N'-(p-hydroxybenzthioyl) hydrazine (H2STPH) and its Cu-II complex [Cu(SPTH)] were prepared and characterized by analytical and physicochemical studies. In vivo antitumor activity of [Cu(STPH)I has been tested against breast tumor in C3H/J strain mice and in vitro on P-815 (murine mastocytoma) and K-562 (human erythroleukemia) cells. LD(50) values were estimated at a dose level of 100 mg/kg body weight and a light microscopic study also carried out. (C) 1997, Elsevier Science Ltd.