bis-(furan-2-carboxylato)triphenylantimony(V) | 126117-45-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 呋喃
• 英文名称: bis-(furan-2-carboxylato)triphenylantimony(V)
• 英文别名: triphenylantimony bis(2-furoinate)；[furan-2-carbonyloxy(triphenyl)-λ5-stibanyl] furan-2-carboxylate
• CAS: 126117-45-1
• 化学式: C₂₈H₂₁O₆Sb
• 分子量: 575.221
• InChiKey: FMCDUOXEURMJRV-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  4.0
• 重原子数：
  35.0
• 可旋转键数：
  7.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  78.88
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  bis-(furan-2-carboxylato)triphenylantimony(V) 、 pentaphenylantimony 以 甲苯 为溶剂， 以96%的产率得到tetraphenylantimony 2-furoinate
  参考文献：
  名称：

  摘要：

  Tetraphenylantimony 2-furoinate Ph4SbOC(O)C4H3O is synthesized by the reaction of pentaphenylantimony with triphenylantimony bis(2-furoinate). The structure of the compound is determined by X-ray diffraction analysis. The Sb atom in the compound has a distorted trigonal-bipyramidal coordination with the phenyl and 2-furoinate groups in the axial positions. The Sb(1)-C(Ph)(eq) distances lie in the 2.119(1)-2.121(1) Angstrom interval; the Sb-O(1) and Sb-C(Ph)(ax) bond lengths are equal to 2.273(1) and 2.161(1) Angstrom, respectively; and the Sb(1)O-...(2) intramolecular contact is 3.234(1) Angstrom.

  DOI：

  10.1023/a:1021165112211
• 作为产物：
  描述：

  糠酸（呋喃甲酸） 、 三苯基氧化锑 以 氯仿 为溶剂， 以76%的产率得到bis-(furan-2-carboxylato)triphenylantimony(V)
  参考文献：
  名称：

  Domagala, M.; Huber, F.; Preut, H., Zeitschrift fur Anorganische und Allgemeine Chemie

  摘要：

  DOI：

文献信息

• Anti-leishmanial activity of heteroleptic organometallic Sb(v) compounds
  作者：Muhammad Irshad Ali、Muhammad Khawar Rauf、Amin Badshah、Ish Kumar、Craig M. Forsyth、Peter C. Junk、Lukasz Kedzierski、Philip C. Andrews

  DOI：10.1039/c3dt51382c

  日期：——

  In seeking new drugs for the treatment of the parasitic disease Leishmaniasis, an extensive range of organometallic antimony(V) dicarboxylates of the form [SbR3(O2CR′)2] have been synthesised, characterised and evaluated. The organometallic moieties (R) in the complexes vary in being Ph, tolyl (o, m or p), or benzyl. The carboxylates are predominantly substituted benzoates with some compounds incorporating acetato or cinnamato ligands. The crystal structures of [Sb(p-Tol)3(O2CC6H2-3,4,5-(OMe)3)2]·0.5PhMe and [SbPh3(m-CH3C6H4CH2CO2)2] were determined and shown to adopt a typical trigonal pyramidal geometry, being monomeric with a five coordinate Sb centre. In total, the biological activity of 26 Sb(V) compounds was assessed against the Leishmania major parasite, and also human fibroblast skin cells to give a measure of general toxicity. Of these, 11 compounds (predominantly substituted benzoates with m- or p-tolyl ligands) proved to be highly effective against the parasite amastigotes at concentrations of 0.5–3.5 μM, while being non-toxic towards the mammalian cells at levels below 25 μM, making them highly promising drug candidates.

  在为治疗寄生虫疾病利什曼病寻找新药物的过程中，合成、表征并评估了一系列具有[SbR3(O2CR′)2]形式的金属有机锑(V)二羧酸盐。这些配合物中的金属有机部分（R）包括苯基、甲基苯基（邻、间或对位）或苄基。羧酸盐主要为取代苯甲酸盐，部分化合物包含乙酸根或肉桂酸根配体。测定了[Sb(p-Tol)3(O2CC6H2-3,4,5-(OMe)3)2]·0.5PhMe和[SbPh3(m-CH3C6H4CH2CO2)2]的晶体结构，显示它们采用典型的三角锥几何构型，为单体结构，有五配位的锑中心。总共评估了26种锑(V)化合物的生物活性，针对利什曼原虫Leishmania major以及人类成纤维皮肤细胞，以衡量其普遍毒性。其中，11种化合物（主要是含间位或对位甲基苯基配体的取代苯甲酸盐）在0.5至3.5 μM浓度下对寄生虫的无鞭毛体显示出高度效果，并且在低于25 μM的浓度下对哺乳动物细胞无毒，使其成为极具前景的药物候选物。
• ——
  作者：V. V. Sharutin、O. K. Sharutina、A. P. Pakusina、T. P. Platonova、V. V. Zhidkov、M. A. Pushilin、A. V. Gerasimenko

  DOI：10.1023/a:1026020032214

  日期：——

  Bis(2-furoinate)triphenyl- and tri-p-tolylantimony and bis(3-niacinate)triphenylanitmony were synthesized by reacting triarylantimony (Ar3Sb; Ar = Ph, p-Tol) with 2-furancarboxylic and 3-pyridinecarboxylic acids in the presence of hydrogen peroxide. According to X-ray diffraction data, Sb atoms have trigonal bipyramidal coordination polyhedra. The Sb-O distances are 2.117(4), 2.137(4) Angstrom; 2.136(2), 2.158(2) Angstrom, and 2,112(1). 2.101(2) Angstrom, the (SbO)-O-... distances are 2.866(4), 2.798(4) Angstrom; 2.816(2), 2.774(2) Angstrom, and 3.054(2), 3.168(2) Angstrom, respectively.