trimethyl(1,4-benzodioxin-2-yl)tin | 680971-65-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并二恶英
• 英文名称: trimethyl(1,4-benzodioxin-2-yl)tin
• 英文别名: 2-trimethyltin-1,4-benzodioxine；2-trimethylstannylbenzodioxine；2-(trimethylstannyl)-1,4-benzodioxine；benzo[1,4]dioxin-2-yl(trimethyl)stannane；1,4-benzodioxin-3-yl(trimethyl)stannane
• CAS: 680971-65-7
• 化学式: C₁₁H₁₄O₂Sn
• 分子量: 296.941
• InChiKey: UCHVXTGVZKWRCH-UHFFFAOYSA-N

物化性质

• 沸点：
  254.4±50.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.18
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 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：

  3-bromo-4-(1H-indol-3-yl)-1-methyl-1H-pyrrole-2,5-dione 、 trimethyl(1,4-benzodioxin-2-yl)tin 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 作用下， 以 1,4-二氧六环 为溶剂， 反应 1.75h， 以79%的产率得到3-(1,4-Benzodioxin-2-yl)-4-(1H-indol-3-yl)-1-methyl-1H-pyrrole-2,5-dione
  参考文献：
  名称：

  Synthesis and biological evaluation of novel benzodioxinocarbazoles (BDCZs) as potential anticancer agents

  摘要：

  We report the efficient synthesis and biological evaluation of new benzodioxinoindolocarbazoles heterocycles (BDCZs) designed as potential anticancer agents. Indolic substitution and maleimide variations were performed to design a new library of BDCZs and their cytotoxicity were evaluated on two representative cancer cell lines. Several derivatives have shown a marked cytotoxicity with IC50 values in the nanomolar range. Results are reported in this Letter. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.05.088
• 作为产物：
  描述：

  1,4-苯并二恶烷 、 三甲基氯化锡 在 正丁基锂 、 potassium fluoride 作用下， 以 四氢呋喃 、 正己烷 、 水 为溶剂， 反应 18.75h， 生成 trimethyl(1,4-benzodioxin-2-yl)tin
  参考文献：
  名称：

  Novel substituted [1,4] benzodioxino[2,3-e] isoindole derivatives, method for preparing and pharmaceutical compositions containing same

  摘要：

  式(I)的化合物：其中：A如描述中定义，Y代表从氧原子和亚甲基组中选择的一个基团，R2代表氢原子，此时：R3代表从氢原子和线性或支链的(C1-C6)烷基，芳基，芳基-(C1-C6)烷基（其中烷基基团是线性或支链的）和SO2CF3中选择的一个基团，或者R2和R3形成键，R1代表从氢原子和线性或支链的(C1-C6)烷基，芳基和芳基-(C1-C6)烷基（其中烷基基团是线性或支链的）或线性或支链的(C1-C6)烷基链中选择的一个基团，Z1和Z2各自代表氢原子或Z1和Z2与携带它们的碳原子一起形成苯基。药物。

  公开号：

  US20060040930A1

文献信息

• Synthesis of 3-Substituted and 2,3-Disubstituted-4 H -1,4-Benzoxazines
  作者：C. Buon、L. Chacun-Lefèvre、R. Rabot、P. Bouyssou、G. Coudert

  DOI：10.1016/s0040-4020(99)01023-6

  日期：2000.1

  Two new and efficient synthetic routes towards substituted 4H-1,4-benzoxazine derivatives were reported. The first one involves the synthesis in four steps of the 4-Boc-4H-1,4-benzoxazine and its regioselective substitution on C-3 following a lithiation–electrophilic substitution sequence. The second route involves palladium-catalyzed coupling reactions between organostannanes and a vinylphosphate

  据报道，有两种新的有效的合成路线可以取代4 H -1,4-苯并恶嗪衍生物。第一个涉及锂离子-亲电取代序列的四个步骤，即4-Boc-4 H -1,4-苯并恶嗪的合成及其在C-3上的区域选择性取代。第二种途径涉及有机锡与由苯并恶嗪-3-酮衍生物制得的乙烯基磷酸酯之间的钯催化的偶联反应。
• Substituted [1,4] benzodioxino[2,3-e] isoindole derivatives, method for preparing and pharmaceutical compositions containing same
  申请人：Les Laboratoires Servier

  公开号：US07202255B2

  公开（公告）日：2007-04-10

  Compounds of formula (I): wherein: A is as defined in the description, Y represents a group selected from an oxygen atom and a methylene group, R2 represents a hydrogen atom and in that case: R3 represents a group selected from a hydrogen atom and the groups linear or branched (C1–C6)alkyl, aryl, aryl-(C1–C6)alkyl (in which the alkyl moiety is linear or branched) and SO2CF3, or R2 and R3 form a bond, R1 represents a group selected from a hydrogen atom and the groups linear or branched (C1–C6)alkyl, aryl and aryl-(C1–C6)alkyl (in which the alkyl moiety is linear or branched) or a linear or branched (C1–C6)alkylene chain, Z1 and Z2 each represent a hydrogen atom or Z1 and Z2, together with the carbon atoms carrying them, form a phenyl group. Medicaments.

  化学式为(I)的化合物，其中：A在描述中定义，Y表示从氧原子和亚甲基基团中选择的一个基团，R2表示氢原子，此时：R3表示从氢原子和线性或支链(C1-C6)烷基，芳基，芳基-(C1-C6)烷基（其中烷基基团是线性或支链的）和SO2CF3中选择的一个基团，或者R2和R3形成键，R1表示从氢原子和线性或支链(C1-C6)烷基，芳基和芳基-(C1-C6)烷基（其中烷基基团是线性或支链的）或线性或支链(C1-C6)烷基链中选择的一个基团，Z1和Z2分别表示氢原子或Z1和Z2与携带它们的碳原子一起形成苯基。药物。
• Synthesis and Reactivity of Imide-Derived Bisvinyl Phosphates. Reactivity of 2,6-Disubstituted 1,4-Dihydropyridines
  作者：Deborah Mousset、Isabelle Gillaizeau、Andréa Sabatié,、Pascal Bouyssou、Gérard Coudert

  DOI：10.1021/jo0607360

  日期：2006.8.1

  Symmetrical and unsymmetrical 2,6-disubstituted dihydropyridines were prepared in high yields under mild conditions using the Suzuki and Stille Pd-catalyzed coupling reactions of imide-derived bisvinyl phosphates with a range of aryl, heteroaryl, and alkenyl moieties. The alkylation reaction at C-4 easily afforded original tri- and tetrasubstituted dihydropyridines. Hydrolysis of the latter under acidic condition provided efficiently either open-chain 1,5-diketones or di- or trisubstituted pyridines.
• Novel substituted [1,4] benzodioxino[2,3-e] isoindole derivatives, method for preparing and pharmaceutical compositions containing same
  申请人：Coudert Gerard

  公开号：US20060040930A1

  公开（公告）日：2006-02-23

  Compounds of formula (I): wherein: A is as defined in the description, Y represents a group selected from an oxygen atom and a methylene group, R 2 represents a hydrogen atom and in that case: R 3 represents a group selected from a hydrogen atom and the groups linear or branched (C 1 -C 6 )alkyl, aryl, aryl-(C 1 -C 6 )alkyl (in which the alkyl moiety is linear or branched) and SO 2 CF 3 , or R 2 and R 3 form a bond, R 1 represents a group selected from a hydrogen atom and the groups linear or branched (C 1 -C 6 )alkyl, aryl and aryl-(C 1 -C 6 )alkyl (in which the alkyl moiety is linear or branched) or a linear or branched (C 1 -C 6 )alkylene chain, Z 1 and Z 2 each represent a hydrogen atom or Z 1 and Z 2 , together with the carbon atoms carrying them, form a phenyl group. Medicaments.

  式(I)的化合物：其中：A如描述中定义，Y代表从氧原子和亚甲基组中选择的一个基团，R2代表氢原子，此时：R3代表从氢原子和线性或支链的(C1-C6)烷基，芳基，芳基-(C1-C6)烷基（其中烷基基团是线性或支链的）和SO2CF3中选择的一个基团，或者R2和R3形成键，R1代表从氢原子和线性或支链的(C1-C6)烷基，芳基和芳基-(C1-C6)烷基（其中烷基基团是线性或支链的）或线性或支链的(C1-C6)烷基链中选择的一个基团，Z1和Z2各自代表氢原子或Z1和Z2与携带它们的碳原子一起形成苯基。药物。
• Synthesis and biological evaluation of novel benzodioxinocarbazoles (BDCZs) as potential anticancer agents
  作者：Nathalie Ayerbe、Sylvain Routier、Isabelle Gillaizeau、Carmen Maiereanu、Daniel-Henry Caignard、Alain Pierré、Stéphane Léonce、Gérard Coudert

  DOI：10.1016/j.bmcl.2010.05.088

  日期：2010.8

  We report the efficient synthesis and biological evaluation of new benzodioxinoindolocarbazoles heterocycles (BDCZs) designed as potential anticancer agents. Indolic substitution and maleimide variations were performed to design a new library of BDCZs and their cytotoxicity were evaluated on two representative cancer cell lines. Several derivatives have shown a marked cytotoxicity with IC50 values in the nanomolar range. Results are reported in this Letter. (C) 2010 Elsevier Ltd. All rights reserved.