3-methyl-[1,1':3',1"]terphenyl | 28952-39-8

• 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: 3-methyl-[1,1':3',1"]terphenyl
• 英文别名: 5-Methyl-m-terphenyl；1-methyl-3-(3-phenylphenyl)benzene
• CAS: 28952-39-8
• 化学式: C₁₉H₁₆
• 分子量: 244.336
• InChiKey: KRHWYUPHJAKRMS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 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：

  3-methyl-[1,1':3',1"]terphenyl 在 N-溴代丁二酰亚胺(NBS) 、 偶氮二异丁腈 、 sodium hydride 作用下， 以 四氯化碳 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 生成 1-[2,2-Bis(dimethoxyphosphoryl)ethyl]-3-(3-phenylphenyl)benzene
  参考文献：
  名称：

  Activity of Nitrogen-Containing and Non-Nitrogen-Containing Bisphosphonates on Tumor Cell Lines

  摘要：

  We synthesized and tested three series of bisphosphonates for their activity in inhibiting the growth of three human tumor cell lines: MCF-7 (breast), NCI-H460 (lung), and SF-268 (CNS). The first series of compounds consisted of 49 nitrogen-containing bisphosphonates, the most active species being a tetrakispivaloyloxymethyl (POM) ester, having an (average) IC50 of 6.8 mu M. The second series of compounds consisted of nine terphenylbisphosphonates, the most active species also being a POM ester, having an IC50 of 2.2 mu M. The third series of compounds consisted of seven halogen or cyanophenylbisphosphonates, the most active species again being a POM ester, having an IC50 of 500 nM. Taken together, these results are of interest because they show that bisphosphonate esters can have potent activity against a variety of tumor cell lines, with the most active terphenyl-and halophenyl-containing species having IC50 values similar to 10-40x lower than the most potent commercially available bisphosphonates.

  DOI：

  10.1021/jm060280e
• 作为产物：
  描述：

  硝基苯 生成 3-methyl-[1,1':3',1"]terphenyl
  参考文献：
  名称：

  MSSARTNU E.; OBRIEN K., J. ORG. CHEM., 1980, 45, NO 11, 2086-2088

  摘要：

  DOI：

文献信息

• PtI₂-catalyzed cyclization of 3-acyloxy-1,5-enynes with the elimination of HOAc and a benzyl shift: synthesis of unsymmetrical m-terphenyls
  作者：Kaimeng Huang、Xiaona Ke、Hongkai Wang、Junying Wang、Chenchen Zhou、Xiufang Xu、Lingyan Liu、Jing Li

  DOI：10.1039/c4ob02336f

  日期：——

  A new cyclization of 1,5-enyne was developed to synthesize the m-terphenyls via the elimination of HOAc and a benzyl shift.

  开发了一种新的1,5-炔烃环化反应，通过消除HOAc和苯甲基转移来合成m-联苯。

• WO2007/109585
  申请人：——

  公开号：——

  公开（公告）日：——
• Directed ortho metalation - suzuki cross coupling connections. Convenient regiospecific routes to functionalized m- and p-teraryls and m-quinquearyls
  作者：Cathleen M. Unrau、Michael G. Campbell、Victor Snieckus

  DOI：10.1016/s0040-4039(00)78854-x

  日期：1992.5

  Rapid access to a variety of substituted m- and p- teraryls and m- quinquearyls (Table) via Pd-catalyzed, one-pot, sequential and 1:2 cross coupling of aryl halides with aryl boronic acids, both available by metal-halogen exchange or directed ortho metalation tactics, is described.
• Activity of Nitrogen-Containing and Non-Nitrogen-Containing Bisphosphonates on Tumor Cell Lines
  作者：Yonghui Zhang、Annette Leon、Yongcheng Song、Danielle Studer、Christa Haase、Lukasz A. Koscielski、Eric Oldfield

  DOI：10.1021/jm060280e

  日期：2006.9.1

  We synthesized and tested three series of bisphosphonates for their activity in inhibiting the growth of three human tumor cell lines: MCF-7 (breast), NCI-H460 (lung), and SF-268 (CNS). The first series of compounds consisted of 49 nitrogen-containing bisphosphonates, the most active species being a tetrakispivaloyloxymethyl (POM) ester, having an (average) IC50 of 6.8 mu M. The second series of compounds consisted of nine terphenylbisphosphonates, the most active species also being a POM ester, having an IC50 of 2.2 mu M. The third series of compounds consisted of seven halogen or cyanophenylbisphosphonates, the most active species again being a POM ester, having an IC50 of 500 nM. Taken together, these results are of interest because they show that bisphosphonate esters can have potent activity against a variety of tumor cell lines, with the most active terphenyl-and halophenyl-containing species having IC50 values similar to 10-40x lower than the most potent commercially available bisphosphonates.
• MSSARTNU E.; OBRIEN K., J. ORG. CHEM., 1980, 45, NO 11, 2086-2088
  作者：MSSARTNU E.、 OBRIEN K.

  DOI：——

  日期：——