3-(2-甲氧基苯甲酰基)苯甲腈 | 131117-96-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 3-(2-甲氧基苯甲酰基)苯甲腈
• 英文名称: 3-(2-methoxybenzoyl)benzonitrile
• 英文别名: 3-Cyano-2'-methoxybenzophenone
• CAS: 131117-96-9
• 化学式: C₁₅H₁₁NO₂
• 分子量: 237.258
• InChiKey: ZFGJNPBKNXWHML-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  50.1
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2926909090

反应信息

• 作为反应物：
  描述：

  3-(2-甲氧基苯甲酰基)苯甲腈 在 二异丁基氢化铝 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 2.0h， 以171 mg的产率得到C₁₅H₁₄O₃
  参考文献：
  名称：

  Synthesis and structure–activity relationships of benzophenone-bearing diketopiperazine-type anti-microtubule agents

  摘要：

  KPU-105 (4), a potent anti-microtubule agent that contains a benzophenone was derived from the dike-topiperazine-type vascular disrupting agent (VDA) plinabulin 3, which displays colchicine-like tubulin depolymerization activity. To develop derivatives with more potent anti-microtubule and cytotoxic activities, we further modified the benzophenone moiety of 4. Accordingly, we obtained a 4-fluorobenzophenone derivative 16j that inhibited tumor cell growth in vitro with a subnanomolar IC50 value against HT-29 cells (IC50 = 0.5 nM). Next, the effect of 16j on mitotic spindles was evaluated in HeLa cells. Treatment with 3 nM of 16j partially disrupted the interphase microtubule network. By contrast, treatment with the same concentration of CA-4 barely affected the microtubule network, indicating that 16j exhibited more potent anti-mitotic effects than did CA-4. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.05.059
• 作为产物：
  描述：

  邻甲氧基苯甲酸 在 正丁基锂 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 四氢呋喃 、 正己烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成 3-(2-甲氧基苯甲酰基)苯甲腈
  参考文献：
  名称：

  Synthesis and structure–activity relationships of benzophenone-bearing diketopiperazine-type anti-microtubule agents

  摘要：

  KPU-105 (4), a potent anti-microtubule agent that contains a benzophenone was derived from the dike-topiperazine-type vascular disrupting agent (VDA) plinabulin 3, which displays colchicine-like tubulin depolymerization activity. To develop derivatives with more potent anti-microtubule and cytotoxic activities, we further modified the benzophenone moiety of 4. Accordingly, we obtained a 4-fluorobenzophenone derivative 16j that inhibited tumor cell growth in vitro with a subnanomolar IC50 value against HT-29 cells (IC50 = 0.5 nM). Next, the effect of 16j on mitotic spindles was evaluated in HeLa cells. Treatment with 3 nM of 16j partially disrupted the interphase microtubule network. By contrast, treatment with the same concentration of CA-4 barely affected the microtubule network, indicating that 16j exhibited more potent anti-mitotic effects than did CA-4. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.05.059

文献信息

• Novel .beta.-D-phenylthioxylosides, their method of preparation and
  申请人：Fournier Innovation et Synergie

  公开号：US04960758A1

  公开（公告）日：1990-10-02

  The present invention relates to .beta.-D-phenylthioxyloside compounds selected from the group consisting of: (i) the .beta.-D-phenylthioxylosides of the formula: ##STR1## in which: R.sub.1 and R.sub.2, which can be identical or different, which represent a hydrogen atom or a trifluoromethy or cyano group, A represents CHOH or CO and Y represents a hydrogen atom or an acyl group; and (ii) epimers thereof when A is CHOH. The said .beta.-D-phenylthioxyloside compounds are useful in therapy as antithrombotics.

  本发明涉及从以下组中选择的β-D-苯基硫氧基木糖苷化合物：(i)式中的β-D-苯基硫氧基木糖苷：##STR1## 其中：R1和R2，可以相同也可以不同，表示氢原子或三氟甲基或氰基，A表示CHOH或CO，Y表示氢原子或酰基；以及(ii)当A为CHOH时的对映体。所述β-D-苯基硫氧基木糖苷化合物在治疗中作为抗血栓剂是有用的。
• Novel beta-D-phenylthioxylosides, their method of preparation and their use as pharmaceuticals
  申请人：FOURNIER INDUSTRIE ET SANTE

  公开号：EP0367671A2

  公开（公告）日：1990-05-09

  The present invention relates to β-D-phenylthioxytoside compounds selected from the group consisting of: (i) the β-D-phenylthioxylosides of the formula: in which: R, and R2, which can be identical or different, each represent a hydrogen atom or a trifluoromethyl or cyano group, A represents CHOH or CO and Y represents a hydrogen atom or an acyl group; and (ii) epimers thereof when A is CHOH. The said β-D-phenylthioxyloside compounds are useful in therapy as antithrombotics.

  本发明涉及选自以下组别的β-D-苯硫基糖苷化合物： (i) 式中β-D-苯基硫代氧糖苷： 其中R和R2可以相同或不同，各自代表氢原子或三氟甲基或氰基，A代表CHOH或CO，Y代表氢原子或酰基；以及 (ii) 当 A 为 CHOH 时，其表聚物。 上述 β-D-苯基硫酮糖苷化合物可作为抗血栓药物用于治疗。
• US4960758A
  申请人：——

  公开号：US4960758A

  公开（公告）日：1990-10-02