((Z)-2-Cyano-vinylsulfanyl)-acetic acid | 66474-35-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: ((Z)-2-Cyano-vinylsulfanyl)-acetic acid
• 英文别名: 2-[(Z)-2-cyanoethenyl]sulfanylacetic acid
• CAS: 66474-35-9
• 化学式: C₅H₅NO₂S
• 分子量: 143.166
• InChiKey: QRFPLRGKNHMPHZ-IWQZZHSRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  9
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  86.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ((Z)-2-Cyano-vinylsulfanyl)-acetic acid 在 五氯化磷 、 N-三甲基硅基乙酰胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 二甲基亚砜 为溶剂， 反应 1.5h， 生成 (Z)-benzhydryl 7β-[2-(2-cyanoethenylthio)acetamido]-3-(1,2,4-triazol-3-yl)thio-3-cephem-4-carboxylate
  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

文献信息

• NANNINI, G.;PERRONE, E.;SEVERINO, D.;MEINARDI, G.;MONTI, G.;BIANCHI, A.;F+
  作者：NANNINI, G.、PERRONE, E.、SEVERINO, D.、MEINARDI, G.、MONTI, G.、BIANCHI, A.、F+

  DOI：——

  日期：——
• ——
  作者：TAKATANI TAKAO、 INAMOTO JOSIKO、 MIYAI KEHNDZI

  DOI：——

  日期：——
• studies on anti-helicobacter pylori agents. part 2: new cephem derivatives
  作者：Yoshiki Yoshida、Keiji Matsuda、Hiroshi Sasaki、Yoshimi Matsumoto、Satoru Matsumoto、Shuichi Tawara、Hisashi Takasugi

  DOI：10.1016/s0968-0896(00)00163-2

  日期：2000.9

  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.