tris(o-tolyl)antimony(V) dibromide | 61184-32-5

• 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: tris(o-tolyl)antimony(V) dibromide
• 英文别名: Dibromotris(2-methylphenyl)-lambda~5~-stibane；dibromo-tris(2-methylphenyl)-λ5-stibane
• CAS: 61184-32-5
• 化学式: C₂₁H₂₁Br₂Sb
• 分子量: 554.956
• InChiKey: ZKZAZZRKUGBIRJ-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  4.82
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  tris(o-tolyl)antimony(V) dibromide 、 sodium thiocyanide 以 水 、 丙酮 为溶剂， 以57%的产率得到tris(2-methylphenyl)-di(thiocyanato)antimony
  参考文献：
  名称：

  三芳基二溴化锑 Ar3SbBr2 与钠盐 (X = NO3, NCS, F) 的反应

  摘要：

  摘要 三芳基二溴化锑在室温下在丙酮水溶液中与硝酸钠、硫氰酸盐和氟化物反应，得到桥连的双核锑化合物 [(4-MeC 6 H 4 ) 3 SbONO 2 ] 2 O, (Ph 3 SbNCS) 2 O, [(3 -MeC 6 H 4 ) 3 SbNCS] 2 O 和 [(4-MeC 6 H 4 ) 3 SbNCS] 2 O 和单核衍生物 (2-MeC 6 H 4 ) 3 Sb(NCS) 2和 (3-FC 6 ^ h 4) 3 SbF 2。这些化合物中的锑原子具有扭曲的三角双锥构型，在轴向位置具有带负电的原子。

  DOI：

  10.1134/s1070363221090152
• 作为产物：
  描述：

  2-溴甲苯 在 sodium 、 Br₂ 作用下， 以 乙醚 、 乙醇 、 苯 为溶剂， 生成 tris(o-tolyl)antimony(V) dibromide
  参考文献：
  名称：

  Michaelis, A.; Genzken, U., Liebigs Annalen der Chemie, 1887, vol. 242, p. 164 - 188

  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。
• Antileishmanial, DNA Interaction, and Docking Studies of Some Ferrocene-Based Heteroleptic Pentavalent Antimonials
  作者：Muhammad Khawar Rauf、Ummara Shaheen、Faiza Asghar、Amin Badshah、Akhtar Nadhman、Sikander Azam、Muhammad Irshad Ali、Gul Shahnaz、Masoom Yasinzai

  DOI：10.1002/ardp.201500312

  日期：2016.1

  series of ferrocenyl pentavalent antimonials (1–8) were synthesized and characterized by elemental analysis, FT‐IR, and multinuclear (1H and 13C) NMR spectroscopy. These antimonials were evaluated for their antileishmanial potential against Leishmania tropica KWH23, and by biocompatibility and membrane permeability assays. Moreover, mechanistic studies were carried out, mediated by DNA targeting followed

  合成了一系列二茂铁基五价锑 (1-8)，并通过元素分析、FT-IR 和多核 (1H 和 13C) NMR 光谱对其进行了表征。通过生物相容性和膜渗透性测定评估了这些锑化合物对热带利什曼原虫 KWH23 的抗利什曼原虫的潜力。此外，还进行了机理研究，通过 DNA 靶向介导，然后是二茂铁基锑化合物对利什曼原虫锥虫硫酮还原酶的计算对接。据观察，与使用的标准锑剂相比，锑剂 1-8 的有效性 (IC50) 高 390 倍。细胞毒性结果表明，这些锑即使在低浓度下也具有高活性，并且与人类巨噬细胞具有生物相容性。锑化合物 1-8 表现出与 DNA 的广泛嵌入，并且，此外，对接相互作用突出了锥虫硫酮还原酶活性位点内抗微生物药物的潜在相互作用结合，范德华相互作用对该过程有显着贡献。因此，建议报道的锑剂表现出高效、低毒性和靶向利什曼原虫寄生虫的多个部位。
• Solid-state structures of triarylantimony dihalides; the isolation of some mixed-halide species and crystal structures of Ph3SbI2 and [Ph4Sb]I3
  作者：Neil Bricklebank、Stephen M. Godfrey、Helen P. Lane、Charles A. McAuliffe、Robin G. Pritchard

  DOI：10.1039/dt9940001759

  日期：——

  it to be a distorted trigonal-bipyramidal molecule. The distortion from regular trigonal-bipyramidal geometry may be explained by a pseudorotation process towards a rectangular pyramid. Moreover, there are two independent molecules within the unit cell and its distorted structure is in direct contrast to the known Ph3SbX2(X = Cl or Br) which both adopt regular trigonal-bipyramidal geometry. The interhalogen

  合成了十五种化学计量为R 3 SbX 2的化合物（R = Ph或取代的芳基； X 2 = Br 2，I 2或IBr），并通过拉曼光谱法进行了研究。已经确定了Ph 3 SbI 2的晶体结构，表明它是扭曲的三角双锥体分子。可以通过朝向矩形金字塔的伪旋转过程来解释来自规则的三角双锥几何形状的变形。此外，在晶胞内有两个独立的分子，其扭曲的结构与已知的Ph 3 SbX 2直接相反。（X = Cl或Br）都采用规则的三角双锥几何形状。卤素间化合物R 3 SbIBr也具有三角-双锥体的几何形状。与在溶液中电离形成[Ph 3 EI] I的分子Ph 3 EI 2（E = P或As）形成鲜明对比的是，Ph 3 SbI 2在乙腈溶液中发生化学变化并形成离子型[Ph 4 Sb] I 3，没有[Ph 3 SbI] I的证据。还已经确定了[Ph 4 Sb] I 3的晶体结构。
• Synthesis and structure of antimony compounds (Ph3SbBr)2O · 2PhH and [(2-MeC6H4)3SbBr]2O · 0.5PhH
  作者：V. V. Sharutin、O. K. Sharutina、A. P. Pakusina、S. A. Smirnova

  DOI：10.1134/s0036023609100209

  日期：2009.10

  Hydrolysis of triphenylantimony dibromide or tri(o-tolyl)antimony dibromide in benzene yields the solvates (Ph3SbBr)(2)O center dot 2PhH (triclinic modification) (I) and [(2-MeC6H4)(3)SbBr](2)O center dot 0.5PhH (II), in which the Sb atoms have a distorted trigonal-bipyramidal coordination. The aryl ligands are in the equatorial positions; the bridging oxygen atom and the terminal Br ligands occupy the axial positions. The bond lengths in I: Sb-C, 2.103(2)-2.125(2) , Sb-O, 1.976(1) and 1.979(1); and Sb-Br, 2.7128(2) and 2.7592(2) . The bond lengths in II (): Sb-C, 2.109(6)-2.145(3) ; Sb-O, 1.954(4)-1.958(4) ; and Sb-Br, 2.7355(8)-2.7624(7) . The angles SbOSb are equal to 138.83(6)A degrees in I and 170.8(3)A degrees and 161.6A degrees in II.
• Synthesis, crystal structures and in vitro antitumor activities of some arylantimony derivatives of analogues of demethylcantharimide
  作者：Guo-Cang Wang、Jian Xiao、Lin Yu、Jin-Shan Li、Jing-Rong Cui、Rui-Qing Wang、Fu-Xiang Ran

  DOI：10.1016/j.jorganchem.2004.02.015

  日期：2004.5

  A series of novel aylantimony derivatives of analogues of demethylcantharimide with the formulae ArnSbL(5-n) and ArnSbL'((5-n))(LH = N-hydroxy-demethyldehydrogencantharimide, L'H = N-hydroxy-demethyleantharimide, n = 3, 4; Ar=C6H5, 4CH(3)C(6)H(4), 3-CH3C6H4, 2-CH3C6H4, 4-ClC6H4, 4-FC6H4) were synthesized and characterized by elemental analysis, IR, 1 H NMR and mass spectroscopy. The crystal structures of (C6H5)(4)SbL, (4-CH3C6H4)(3)SbL2 and (3-CHC6H4)(3)SbL'(2) were determined by X-ray diffraction. The in vitro antitumor activities of all compounds against six cancer cells are reported. (C) 2004 Elsevier B.V. All rights reserved.