2-dimethyl(chloromethyl)silylthiophene | 71771-60-3

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: 2-dimethyl(chloromethyl)silylthiophene
• 英文别名: Dimethyl(2-thienyl)chloromethylsilane；chloromethyl(dimethyl)thienylsilane；Chloromethyl-dimethyl-thiophen-2-ylsilane
• CAS: 71771-60-3
• 化学式: C₇H₁₁ClSSi
• 分子量: 190.769
• InChiKey: XHKZGUIPQUWUSL-UHFFFAOYSA-N

物化性质

• 沸点：
  230.1±15.0 °C(Predicted)
• 密度：
  1.08±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.44
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  28.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-dimethyl(chloromethyl)silylthiophene 在 正丁基锂 、 三丁基氯化锡 作用下， 以 乙醚 、 正己烷 、 二氯甲烷 为溶剂， 反应 14.0h， 生成 2-(4-biphenyl)-5-[dimethyl(isothiocyanatomethyl)silyl]thiophene
  参考文献：
  名称：

  Oligothiophene Isothiocyanates as a New Class of Fluorescent Markers for Biopolymers

  摘要：

  The regioselective synthesis of fluorescent oligothiophene isothiocyanates is described. The isothiocyanates were reacted with bovine serum albumin (BSA) following standard procedures and the optical properties of the oligothiophene-BSA conjugates were analyzed as a function of oligomer concentration, time, and irradiation power. The oligothiophene-BSA conjugates were chemically very stable and their photoluminescence characteristics persisted unaltered for several months. Photoluminescence data relative to the conjugate of an oligothiophene-S,S-dioxide isothiocyanate with monoclonal anti-CD8 antibody are reported. No fluorescence quenching was observed following the binding of the isothiocyanate to the antibody and the conjugate displayed high chemical stability and photostability.

  DOI：

  10.1021/ja011209v
• 作为产物：
  描述：

  噻吩 、 氯甲基二甲基氯硅烷 在 lithium diisopropyl amide 作用下， 生成 2-dimethyl(chloromethyl)silylthiophene
  参考文献：
  名称：

  Oligothiophene Isothiocyanates as a New Class of Fluorescent Markers for Biopolymers

  摘要：

  The regioselective synthesis of fluorescent oligothiophene isothiocyanates is described. The isothiocyanates were reacted with bovine serum albumin (BSA) following standard procedures and the optical properties of the oligothiophene-BSA conjugates were analyzed as a function of oligomer concentration, time, and irradiation power. The oligothiophene-BSA conjugates were chemically very stable and their photoluminescence characteristics persisted unaltered for several months. Photoluminescence data relative to the conjugate of an oligothiophene-S,S-dioxide isothiocyanate with monoclonal anti-CD8 antibody are reported. No fluorescence quenching was observed following the binding of the isothiocyanate to the antibody and the conjugate displayed high chemical stability and photostability.

  DOI：

  10.1021/ja011209v

文献信息

• Alkyl-4-silylheterocyclic phenols and thiophenols useful as antioxidant
  申请人：Hoechst Marion Roussel, Inc.

  公开号：US06121463A1

  公开（公告）日：2000-09-19

  The present invention provides compounds of the formula ##STR1## wherein R is hydrogen or --C(O)--(CH.sub.2).sub.m --Q wherein Q is hydrogen or --COOH and m is an integer 1, 2, 3 or 4; R.sub.1, R.sub.5 and R.sub.6 are independently a C.sub.1 -C.sub.6 alkyl group; R.sub.2, R.sub.3 and R.sub.4 are independently hydrogen or a C.sub.1 -C.sub.6 alkyl group; Z is thio, oxy or a methylene group; A is a C.sub.1 -C.sub.4 alkylene group; X is thio or oxy; and G.sub.1 and G.sub.2 are independently hydrogen, C.sub.1 -C.sub.6 alkyl or --C(O)--(CH.sub.2).sub.n --CH.sub.3 and n is an integer 0, 1, 2 or 3; or a pharmaceutically acceptable salt thereof; useful for the treatment of atherosclerosis and chronic inflammatory disorders; for inhibiting cytokine-induced expression of VCAM-1 and/or ICAM-1; for inhibiting the peroxidation of LDL lipid; for lowering plasma cholesterol; and as anti-oxidant chemical additives useful for preventing oxidative deterioration in organic materials.

  本发明提供了以下结构的化合物：其中R为氢或--C(O)--(CH.sub.2).sub.m --Q，其中Q为氢或--COOH，m为整数1、2、3或4；R.sub.1、R.sub.5和R.sub.6分别为C.sub.1 -C.sub.6烷基基团；R.sub.2、R.sub.3和R.sub.4分别为氢或C.sub.1 -C.sub.6烷基基团；Z为硫、氧或亚甲基基团；A为C.sub.1 -C.sub.4亚烷基基团；X为硫或氧；G.sub.1和G.sub.2分别为氢、C.sub.1 -C.sub.6烷基或--C(O)--(CH.sub.2).sub.n --CH.sub.3，n为整数0、1、2或3；或其药学上可接受的盐；用于治疗动脉粥样硬化和慢性炎症性疾病；用于抑制细胞因子诱导的VCAM-1和/或ICAM-1的表达；用于抑制LDL脂质的过氧化作用；用于降低血浆胆固醇；以及作为抗氧化化学添加剂，用于防止有机材料的氧化恶化。
• Heteroorganic derivatives of furan. XXVI. Synthesis and psychotropic properties of hydrochlorides of furyl- and thienyl-containing aminoalkylsilanes
  作者：É. Lukevits、S. Germane、N. P. Erchak、O. A. Pudova

  DOI：10.1007/bf00762899

  日期：1981.4
• Alkyl-4-silylheterocyclic phenols and thiophenols as antioxidant agents
  申请人：Aventis Pharmaceuticals Inc.

  公开号：EP0998477B1

  公开（公告）日：2003-03-26
• GEORGIEV, VASSIL S.;MULLEN, GEORGE B.
  作者：GEORGIEV, VASSIL S.、MULLEN, GEORGE B.

  DOI：——

  日期：——
• Oligothiophene Isothiocyanates as a New Class of Fluorescent Markers for Biopolymers
  作者：Giovanna Barbarella、Massimo Zambianchi、Olga Pudova、Vanessa Paladini、Alfredo Ventola、Francesco Cipriani、Giuseppe Gigli、Roberto Cingolani、Gennaro Citro

  DOI：10.1021/ja011209v

  日期：2001.11.1

  The regioselective synthesis of fluorescent oligothiophene isothiocyanates is described. The isothiocyanates were reacted with bovine serum albumin (BSA) following standard procedures and the optical properties of the oligothiophene-BSA conjugates were analyzed as a function of oligomer concentration, time, and irradiation power. The oligothiophene-BSA conjugates were chemically very stable and their photoluminescence characteristics persisted unaltered for several months. Photoluminescence data relative to the conjugate of an oligothiophene-S,S-dioxide isothiocyanate with monoclonal anti-CD8 antibody are reported. No fluorescence quenching was observed following the binding of the isothiocyanate to the antibody and the conjugate displayed high chemical stability and photostability.