1,2-bis(t-butyldimethylsilyloxy)-4-iodobenzene | 153185-81-0

• 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: 1,2-bis(t-butyldimethylsilyloxy)-4-iodobenzene
• 英文别名: Tert-butyl-[2-[tert-butyl(dimethyl)silyl]oxy-4-iodophenoxy]-dimethylsilane
• CAS: 153185-81-0
• 化学式: C₁₈H₃₃IO₂Si₂
• 分子量: 464.534
• InChiKey: GKSGUEJISIKZPZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.06
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,2-bis(t-butyldimethylsilyloxy)-4-iodobenzene 在 potassium fluoride 、 sodium tetrahydroborate 、 lithium aluminium tetrahydride 、 正丁基锂 、 18-冠醚-6 、 mercury(II) azide 、 溴 、 thallium(III) acetate 作用下， 以 四氯化碳 、 乙醚 、 正己烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 生成
  参考文献：
  名称：

  Syntheses of oxygen bridged, rigid catecholamine analogues. Effects on adrenergic and dopaminergic systems

  摘要：

  A series of 2-amino-1,2,3,4-tetrahydro-1,4-epoxynaphthalenes were synthesized and tested for affinity for dopaminergic and alpha-adrenergic receptor subtypes via radioligand binding assays. The unsubstituted analogue 2a showed weak affinity for both D1 and alpha2-adrenoceptors. This compound exhibited subtype selectivity in both dopaminergic and alpha adrenergic systems. Analogue 5 showed affinity only for the D1-receptor. Most other analogues showed no affinity for either receptor at concentrations up to 10 muM. Functional studies showed compound 2a to be an alpha-adrenoceptor antagonist, and confirmed its alpha2-adrenoceptor selectivity predicted by the radioligand binding assay.

  DOI：

  10.1016/0223-5234(93)90141-z
• 作为产物：
  描述：

  O,O'-bis(tert-butyldimethylsilyl)catechol 在 碘 、 silver trifluoroacetate 作用下， 以 氯仿 为溶剂， 以99%的产率得到1,2-bis(t-butyldimethylsilyloxy)-4-iodobenzene
  参考文献：
  名称：

  Syntheses of oxygen bridged, rigid catecholamine analogues. Effects on adrenergic and dopaminergic systems

  摘要：

  A series of 2-amino-1,2,3,4-tetrahydro-1,4-epoxynaphthalenes were synthesized and tested for affinity for dopaminergic and alpha-adrenergic receptor subtypes via radioligand binding assays. The unsubstituted analogue 2a showed weak affinity for both D1 and alpha2-adrenoceptors. This compound exhibited subtype selectivity in both dopaminergic and alpha adrenergic systems. Analogue 5 showed affinity only for the D1-receptor. Most other analogues showed no affinity for either receptor at concentrations up to 10 muM. Functional studies showed compound 2a to be an alpha-adrenoceptor antagonist, and confirmed its alpha2-adrenoceptor selectivity predicted by the radioligand binding assay.

  DOI：

  10.1016/0223-5234(93)90141-z

文献信息

• The Metabolic Fate of isoCombretastatin A-4 in Human Liver Microsomes: Identification, Synthesis and Biological Evaluation of Metabolites
  作者：Mohamed Ali Soussi、Silvio Aprile、Samir Messaoudi、Olivier Provot、Erika Del Grosso、Jérôme Bignon、Joëlle Dubois、Jean-Daniel Brion、Giorgio Grosa、Mouad Alami

  DOI：10.1002/cmdc.201100193

  日期：2011.10.4

  the structural differences between isocombretastatin A‐4 (isoCA‐4) bearing a 1,1‐diarylethylene scaffold and the natural Z‐stilbene combretastatin A‐4 (CA‐4), we examined the metabolic profile of isoCA‐4 using human liver fractions. Seven isoCA‐4 metabolites, resulting from O‐demethylation, hydroxylation of the aromatic rings were identified and synthesized. Evaluation of their cytotoxicity and their

  消化药物！由于带有1,1-二芳基乙烯支架的iso combretastatin A-4（iso CA-4）与天然Z -stilbene combretastatin A-4（CA-4）之间的结构差异，我们检查了iso CA‐ 4．使用人肝馏分。鉴定并合成了由O-去甲基化，芳环羟基化产生的7种iso CA-4代谢产物。对它们的细胞毒性及其抑制微管蛋白聚合（ITP活性）的能力的评估使我们鉴定出了具有与iso CA-4相当的强抗有丝分裂活性的代谢物。