1-(3-bromophenyl)-2,2,5,5-tetramethyl-1,2,5-azadisilolidine | 91166-51-7

• 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-(3-bromophenyl)-2,2,5,5-tetramethyl-1,2,5-azadisilolidine
• 英文别名: 1-(3-bromophenyl)-2,2,5,5-tetramethyl-1-aza-2,5-disilacyclopentane
• CAS: 91166-51-7
• 化学式: C₁₂H₂₀BrNSi₂
• 分子量: 314.373
• InChiKey: UIVWRPUPNOJHMU-UHFFFAOYSA-N

物化性质

• 沸点：
  117-120 °C(Press: 0.35 Torr)
• 密度：
  1.20±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.68
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-(3-bromophenyl)-2,2,5,5-tetramethyl-1,2,5-azadisilolidine 在 甲醇 、 对甲苯磺酸 作用下， 以 乙醚 为溶剂， 生成 间溴苯胺
  参考文献：
  名称：

  Protection of substituted anilines with 1,1,4,4-tetramethyl-1,4-bis(n,n-dimetrylamino)disilethylene

  摘要：

  DOI：

  10.1016/s0040-4039(01)80126-x
• 作为产物：
  描述：

  1,2-双(氯二甲基硅基)乙烷 在 三乙胺 、 zinc(II) iodide 作用下， 以 甲苯 为溶剂， 反应 8.0h， 生成 1-(3-bromophenyl)-2,2,5,5-tetramethyl-1,2,5-azadisilolidine
  参考文献：
  名称：

  Protection of substituted anilines with 1,1,4,4-tetramethyl-1,4-bis(n,n-dimetrylamino)disilethylene

  摘要：

  DOI：

  10.1016/s0040-4039(01)80126-x

文献信息

• Aromatic polyimide silanol compounds, precursors and polymers thereof
  申请人：Hughes Aircraft Company

  公开号：US05021585A1

  公开（公告）日：1991-06-04

  Silanol-terminated aromatic imide compounds of Formula I ##STR1## where R.sub.3 and R.sub.4 are each selected from the group consistsing of a C.sub.1 to C.sub.6 alkyl group, an unsubstituted aryl group and a substituted aryl group, Z is a divalent radical. are prepared by: (a) reacting a bromoaniline compound with a chosen silylating agent to form a compound having the formula BrC.sub.6 H.sub.5 NSi(R.sub.1).sub.3 Si(R.sub.2).sub.3, where R.sub.1 and R.sub.2 are each a C.sub.1 to C.sub.4 alkyl group (b) reacting the compound formed in step "a" with n-butyllithium, followed by reaction with a chosen halogenated alkylsilane compound to form a compound having Formula II ##STR2## where R.sub.1, R.sub.2, R.sub.3, and R.sub.4 are as defined above (c) reacting the compound of Formula II formed in step "b" with a dianhydride compound having the formula ##STR3## where Z is as defined above to form a compound having Formula III ##STR4## where R.sub.3, R.sub.4, and Z are as defined above (d) hydrolyzing the compound of Formula III formed in step "c" to form the compound of Formula I. The compound of Formula I may be polymerized. A preferred copolymer in accordance with the present invention is formed by polymerizing the compound of Formula I with a silicon compound having the formula ##STR5## where R.sub.3 and R.sub.4 are as defined above, X=halogen, OH, OR, NRR, or ureido, R is selected from the group consisting of a C.sub.1 to C.sub.6 alkyl group, an unsubstituted aryl group, and a substituted aryl groups Y=--O-- or ##STR6## This invention was made with United States Government support under Contract No. F336l5-86-C-508l awarded by the Department of the Air Force. The United States Government has certain rights in this invention.

  公式I中的硅醇端芳香亚酰胺化合物为：##STR1##其中R.sub.3和R.sub.4分别选择自C.sub.1到C.sub.6烷基，未取代芳基和取代芳基组成的群体，Z为二价基团。制备方法如下：(a)将溴苯胺化合物与选择的硅基化试剂反应，形成具有公式BrC.sub.6 H.sub.5 NSi(R.sub.1).sub.3 Si(R.sub.2).sub.3的化合物，其中R.sub.1和R.sub.2分别为C.sub.1到C.sub.4烷基；(b)将步骤“a”中形成的化合物与正丁基锂反应，然后与选择的卤代烷基硅烷化合物反应，形成具有公式II的化合物：##STR2##其中R.sub.1、R.sub.2、R.sub.3和R.sub.4如上所定义；(c)将步骤“b”中形成的公式II的化合物与具有公式##STR3##的二酐化合物反应，其中Z如上所定义，形成具有公式III的化合物：##STR4##其中R.sub.3、R.sub.4和Z如上所定义；(d)水解步骤“c”中形成的公式III的化合物，形成公式I的化合物。公式I的化合物可聚合。根据本发明，首选共聚物是通过将公式I的化合物与具有公式##STR5##的硅化合物聚合形成的，其中R.sub.3和R.sub.4如上所定义，X=卤素、OH、OR、NRR或尿素，R选择自C.sub.1到C.sub.6烷基，未取代芳基和取代芳基，Y=--O--或##STR6##本发明得到了美国空军部门授予的合同号为F336l5-86-C-508l的合同支持。美国政府对本发明拥有某些权利。
• Opioid diarylmethylpiperazines and piperdines
  申请人：Delta Pharmaceuticals, Inc.

  公开号：US05658908A1

  公开（公告）日：1997-08-19

  Diarylmethylpiperazine compounds having utility as receptor-binding species, e.g., for mediating analgesia, and for combatting drug addiction, alcohol addiction, and drug overdose. The compounds may be administered orally, rectally, topically, nasally, ophthalmically, or parenterally (subcutaneously, intramuscularly, and intravenously), for veterinary and human use, and include delta receptor and mu receptor binding species.

  二芳基甲基哌嗪化合物具有作为受体结合物种的效用，例如用于介导镇痛，以及用于对抗药物成瘾，酒精成瘾和药物过量。这些化合物可以经口、直肠、局部、鼻腔、眼部或经肌肉注射、皮下注射和静脉注射等方式进行兽医和人类使用，并包括δ受体和μ受体结合物种。
• Aromatic amine terminated silicone monomers, oligomers, and polymers
  申请人：Hughes Aircraft Company

  公开号：US05286890A1

  公开（公告）日：1994-02-15

  Novel aniline terminated silicone monomers with (a) silane (Si--H) functionalities, (b) silanol (Si--OH) functionalities, or (c) alpha,omega-aniline terminated polydimethyl siloxanes, and a novel synthetic route. The alpha,omega-aniline terminated dimethyl siloxanes are prepared, starting with bromoaniline, in which the amine functionality is protected, such as by reaction with 1,1,4,4-tetramethyl-1,4-bis(N,N-diethylamino)-1,4-disilabutane, to form 1-(bromophenyl)-2,2,5,5-tetramethyl-l-aza-2,5-disilacyclopentane. The protected bromoaniline is then reacted with n-butyllithium and chlorodialkylsilane to form 1-((dialkylsilyl)phenyl)-2,2,5,5-tetramethyl-l-aza-2,5-disilacyclopentane. Next, the protected dimethylsilane aniline is subjected to de-protection to form aminophenyldialkyl silane, which is considered to be novel. This silane is then hydrolyzed to form the corresponding silanol, also considered to be novel. The silanol is then condensed to form bis(amino-phenyl)-1,1,3,3-tetraalkyldisiloxane. The amino group is in either the meta or para position, depending on the position of the bromo functionality in bromoaniline. The disiloxanes may be reacted further to form oligomers and polymers and may also be used to form copolymers.

  具有(a)硅烷（Si-H）官能团，(b)硅醇（Si-OH）官能团或(c)α，ω-苯胺末端聚二甲基硅氧烷的新型苯胺末端硅单体，以及一种新的合成路线。α，ω-苯胺末端二甲基硅氧烷是从溴苯胺开始制备的，其中胺官能团被保护，例如通过与1,1,4,4-四甲基-1,4-双（N,N-二乙基氨基）-1,4-二硅丁烷反应形成1-(溴苯基)-2,2,5,5-四甲基-l-氮杂-2,5-二硅环戊烷。然后，保护的溴苯胺与正丁基锂和氯代烷基硅烷反应，形成1-（二烷基硅基）苯基-2,2,5,5-四甲基-l-氮杂-2,5-二硅环戊烷。接下来，将保护的二甲基硅烷苯胺去保护，形成氨基苯基二烷基硅烷，被认为是新型的。然后，将该硅烷水解形成相应的硅醇，也被认为是新型的。然后，将硅醇缩合形成双（氨基苯基）-1,1,3,3-四烷基二硅氧烷。氨基团位于间位或对位，具体取决于溴苯胺中溴官能团的位置。二硅氧烷可以进一步反应形成寡聚物和聚合物，并且还可以用于形成共聚物。
• Structure–activity studies of uptake and phototoxicity with heavy-chalcogen analogues of tetramethylrosamine in vitro in chemosensitive and multidrug-resistant cells
  作者：Scott L. Gibson、Jason J. Holt、Mao Ye、David J. Donnelly、Tymish Y. Ohulchanskyy、Youngjae You、Michael R. Detty

  DOI：10.1016/j.bmc.2005.06.056

  日期：2005.12

  Several thio and seleno analogues of tetramethylrosamine (TMR) were prepared. Thio derivatives of TMR have absorption maxima near 570 nm, while seleno derivatives of TMR have absorption maxima near 580 nm. The 3- or 4-N,N-dimethylaminophenyl substituent in the 9-position greatly increases internal conversion, which lowers quantum yields for fluorescence and the generation of singlet oxygen. Thio and seleno analogues of TMR are effective photosensitizers against chemosensitive AUXB1 cells in vitro and against multidrug-resistant CRI R 12 cells in vitro, which have been treated with verapamil. The CR1R12 cells accumulated significantly lower concentrations of the photosensitizers relative to the AUXB1 cells presumably due to the expression of P-glycoprotein (Pgp) in the CR1R12 cells. Following treatment with 5 x 10(-5) M verapamil, the uptake in CR1R12 cells of several fluorescent thio analogues of TMR is comparable to that observed for the chemosensitive AUXB1 cells. (c) 2005 Elsevier Ltd. All rights reserved.
• GUGGENHEIM, TH. L., TETRAHEDRON LETT., 1984, 25, N 12, 1253-1254
  作者：GUGGENHEIM, TH. L.

  DOI：——

  日期：——