((Z)-2-Cyano-vinylsulfanyl)-acetyl chloride | 76952-63-1

• 分子结构分类: 有机化合物 - 有机硫化合物
• 英文名称: ((Z)-2-Cyano-vinylsulfanyl)-acetyl chloride
• CAS: 76952-63-1
• 化学式: C₅H₄ClNOS
• 分子量: 161.612
• InChiKey: GYQCDAPBVJYKKA-IWQZZHSRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.52
• 重原子数：
  9.0
• 可旋转键数：
  3.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  40.86
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  ((Z)-2-Cyano-vinylsulfanyl)-acetyl chloride 在 N-三甲基硅基乙酰胺 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 、 二甲基亚砜 、 苯甲醚 为溶剂， 反应 2.0h， 生成 (Z)-7β-[2-(2-cyanoethenylthio)acetamido]-3-(1,2,4-triazol-3-yl)thio-3-cephem-4-carboxylic acid
  参考文献：
  名称：

  studies on anti-helicobacter pylori agents. part 2: new cephem derivatives

  摘要：

  The synthesis and optimization of the anti-Helicobacter pylori activity of a novel series of cephem derivatives are described. Introduction of thio-heterocyclic groups containing N- and S-atoms to the 3-position and phenyl or thienyl acetamido groups to the 7-position of the cephem nucleus dramatically improved the activity. From this series of derivatives, compound 13i was Found to have extremely potent in vitro anti-H. pylori activity, superior therapeutic efficacy compared to AMPC and CAM, no cross-resistance between CAM or MNZ and low potential for causing diarrhea due to instability to beta-lactamase. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(00)00163-2
• 作为产物：
  描述：

  ((Z)-2-Cyano-vinylsulfanyl)-acetic acid 在 五氯化磷 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 生成 ((Z)-2-Cyano-vinylsulfanyl)-acetyl chloride
  参考文献：
  名称：

  studies on anti-helicobacter pylori agents. part 2: new cephem derivatives

  摘要：

  The synthesis and optimization of the anti-Helicobacter pylori activity of a novel series of cephem derivatives are described. Introduction of thio-heterocyclic groups containing N- and S-atoms to the 3-position and phenyl or thienyl acetamido groups to the 7-position of the cephem nucleus dramatically improved the activity. From this series of derivatives, compound 13i was Found to have extremely potent in vitro anti-H. pylori activity, superior therapeutic efficacy compared to AMPC and CAM, no cross-resistance between CAM or MNZ and low potential for causing diarrhea due to instability to beta-lactamase. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(00)00163-2