b-triphenylgermanylpropionic acid | 142208-35-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: b-triphenylgermanylpropionic acid
• 英文别名: triphenylgermanyl propionic acid；triphenylgermylpropionic acid；β-(triphenylgermyl)propanoic acid；Propanoic acid, 3-(triphenylgermyl)-；3-triphenylgermylpropanoic acid
• CAS: 142208-35-3
• 化学式: C₂₁H₂₀GeO₂
• 分子量: 376.979
• InChiKey: BLWIBCLMACFECH-UHFFFAOYSA-N

物化性质

• 沸点：
  490.6±47.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.63
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  b-triphenylgermanylpropionic acid 、 triphenylantimony dibromide 在 triethylamine 作用下， 以 甲苯 为溶剂， 以62.6%的产率得到
  参考文献：
  名称：

  Synthesis, characterization and antitumor activity of some arylantimony triphenylgermanylpropionates and crystal structures of Ph3GeCH(Ph)CH2CO2SbPh4 and [Ph3GeCH2CH(CH3)CO2]2Sb(4-ClC6H4)3

  摘要：

  A series of novel arylantimony(V) triphenylgermanylpropionates with the formula ((Ph3GeCHRCHRCO2)-C-1-C-2)(n)SbAr(5-n) (R-1 = H, Ph; R-2 =H, CH3; n = 1, 2) were synthesized and characterized by elemental analysis, IR, H-1-NMR, C-13-NMR and mass spectroscopy. The crystal structures of Ph3GeCH(Ph)CH2CO2SbPh4 and [Ph3GeCH2CH(CH3)CO2](2)Sb(4-ClC6H4)(3) were determined by X-ray diffraction. The in vitro antitumor activities of some selected compounds against five cancer cells are reported. (C) 2001 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-328x(00)00799-3
• 作为产物：
  描述：

  羧基乙基三氯锗烷 、 苯基溴化镁 在 氢气 作用下， 以 水 为溶剂， 生成 b-triphenylgermanylpropionic acid
  参考文献：
  名称：

  Mao, Li-Juan; Chen, Ru-Yu, Phosphorus, Sulfur and Silicon and the Related Elements, 1996, vol. 111, p. 166

  摘要：

  DOI：

文献信息

• Synthesis and structural characterization of several tris(2-methyl-2-phenylpropyl)tin carboxylates containing germanium
  作者：Xiaoniu Fang、Xueqing Song、Qinglan Xie

  DOI：10.1016/s0022-328x(00)00542-8

  日期：2001.1

  Thirteen tris(2-methyl-2-phenylpropyl)tin germylpropionates have been synthesized and their structures characterized by elemental analysis, IR, multinuclear NMR (1H, 13C, 119Sn) and MS spectroscopies. The structure of (PhC(CH3)2CH2)3SnO2CCH2CH(o-C6H4Cl)GePh3 has been determined by X-ray diffraction study, which indicated that the tin in the compound possess a tetrahedral geometry. Bioassay results

  合成了十三种三（2-甲基-2-苯基丙基）锡三甲基丙酸酯，并通过元素分析，IR，多核NMR（1 H，13 C，119 Sn）和MS光谱学对其结构进行了表征。通过X射线衍射研究确定了（PhC（CH 3）2 CH 2）3 SnO 2 CCH 2 CH（o -C 6 H 4 Cl）GePh 3的结构，表明该化合物中的锡具有四面体几何。生物测定结果表明，某些化合物具有良好的杀螨活性。
• Synthesis, structure, and in vitro antiproliferative activity of cyclic hypervalent organobismuth(III) chlorides and their triphenylgermylpropionate derivatives
  作者：Xiao-Wen Zhang、Jun Xia、Hui-Wen Yan、Sheng-Lian Luo、Shuang-Feng Yin、Chak-Tong Au、Wai-Yeung Wong

  DOI：10.1016/j.jorganchem.2009.05.003

  日期：2009.8

  Six compounds of cyclic hypervalent organobismuth(III) chlorides and triphenylgermylpropionates bearing a nitrogen or sulfur atom as intramolecular coordination atom have been synthesized and characterized. The results of single-crystal X-ray analysis reveal that the eight-membered tetrahydroazabismocine rings are highly flexible. The Bi-S or Bi-N bond lengths in the thiabismocine or azabismocine derivatives are dependent on how the substituted groups are acting on the Bi, S or N atom. The replacement of the chlorine atom in azabismocine and thiabismocine with the triphenylgermylpropionic group (Ph3GeCH2CH2COO-) leads to the lengthening of Bi-N and Bi-S bond. The substituents connected with the nitrogen atom also have an effect on the Bi-N bond length of azabismocine. For example, a cyclohexyl group has electron-donating ability higher than a phenyl group; the replacement of the former by the latter would lead to the decline of Bi-N bond length and increase of CAr-Bi-CAr angle in the eight-membered ring. The in vitro antiproliferative activities of the fabricated materials were compared on gastric carcinoma cells by means of the 3-(4,5-dimethyl-2-thiazolyl)-2,5-diphenyl tetrazolium bromide (MTT) method. It was found that the compounds show antiproliferative activity on gastric carcinoma cells (MGC-803) much higher than that of cisplatin. Moreover, there is enhancement of antiproliferative activity when the chlorine atom of the bismocine compounds is replaced by the triphenylgermylpropionic group, giving a low IC50 value of 0.7 mu M for thiabismocine triphenylgermylpropionate. (C) 2009 Elsevier B.V. All rights reserved.
• Synthesis, characterization and in vitro antitumor activity of some arylbismuth triphenylgermylpropionates and crystal structures of (4-BrC6H4)3Bi(O2CCH2CH2GePh3)2 and (4-BrC6H4)3Bi[O2CCH(CH3)CH2GePh3]2
  作者：Lin Yu、Yong-Qiang Ma、Guo-Cang Wang、Jin-Shan Li、Guan-Hua Du、Juan-Juan Hu

  DOI：10.1016/s0022-328x(03)00547-3

  日期：2003.8

  A series of novel arylbismuth(V) triphenylgermylpropionates with the formula Ar3Bi((O2CCHRCHRGePh3)-C-1-Ge-2)(2) (R-1 = H, CH3; R-2 = H, Ph; Ar = Ph, 4-CH3C6H4, 4-FC6H4, 4-ClC6H4, 4-BrC6H4) were synthesized and characterized by elemental analysis, IR, H-1-NMR and mass spectroscopy. The crystal structures of (4-BrC6H4)(3)Bi(O2CCH2CH2GePh3)(2) and (4-BrC6H4)(3)Bi[O2CCH(CH3)CH2GePh3](2) were determined by X-ray diffraction. Three human neoplastic cell lines (HCT-8, Bel-7402 and KB) were used to screen these compounds. The results indicate that some compounds at 5 muM show good in vitro antitumor activities. (C) 2003 Elsevier B.V. All rights reserved.