N-[5-(2-Chloro-acetyl)-2-methyl-furan-3-ylmethyl]-acetamide | 239123-84-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: N-[5-(2-Chloro-acetyl)-2-methyl-furan-3-ylmethyl]-acetamide
• 英文别名: N-[[5-(2-chloroacetyl)-2-methylfuran-3-yl]methyl]acetamide
• CAS: 239123-84-3
• 化学式: C₁₀H₁₂ClNO₃
• 分子量: 229.663
• InChiKey: BTKMCYQROMVRMU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  59.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  [2-(2-methoxyphenyl)ethylamidino]thiourea 、 N-[5-(2-Chloro-acetyl)-2-methyl-furan-3-ylmethyl]-acetamide 以 乙醇 为溶剂， 反应 5.0h， 以77%的产率得到
  参考文献：
  名称：

  Anti-Helicobacter pylori Agents. 3. 2-[(Arylalkyl)guanidino]-4-furylthiazoles

  摘要：

  A series of 2-[(arylalkyl)guanidinol-4-[(5-acetamidomethyl)furan-2-yl]thiazoles and some 4-acetamidomethyl positional isomers were synthesized and evaluated for antimicrobial activity against Helicobacter pylori. Among the compounds that had potent antimicrobial activity (MIC < 0.1 mu g/mL), compounds 31 and 36 additionally possessed H2 antagonist and gastric antisecretory activities. Though compound 51, an analogue incorporating a methyl group onto the furan nucleus of 36, and compound 54, a positional isomer of 51, also showed potent anti-H. pylori activity, the H2 antagonism profile was eliminated from these compounds. Thus, two types of potent anti-H. pylori agents could be derived from the same scaffold.

  DOI：

  10.1021/jm9900671
• 作为产物：
  描述：

  2-甲基呋喃-3-羧酰胺 在 lithium aluminium tetrahydride 、 三氯化铝 作用下， 以 四氢呋喃 、 乙酸乙酯 为溶剂， 反应 7.0h， 生成 N-[5-(2-Chloro-acetyl)-2-methyl-furan-3-ylmethyl]-acetamide
  参考文献：
  名称：

  Anti-Helicobacter pylori Agents. 3. 2-[(Arylalkyl)guanidino]-4-furylthiazoles

  摘要：

  A series of 2-[(arylalkyl)guanidinol-4-[(5-acetamidomethyl)furan-2-yl]thiazoles and some 4-acetamidomethyl positional isomers were synthesized and evaluated for antimicrobial activity against Helicobacter pylori. Among the compounds that had potent antimicrobial activity (MIC < 0.1 mu g/mL), compounds 31 and 36 additionally possessed H2 antagonist and gastric antisecretory activities. Though compound 51, an analogue incorporating a methyl group onto the furan nucleus of 36, and compound 54, a positional isomer of 51, also showed potent anti-H. pylori activity, the H2 antagonism profile was eliminated from these compounds. Thus, two types of potent anti-H. pylori agents could be derived from the same scaffold.

  DOI：

  10.1021/jm9900671

文献信息

• Anti-<i>Helicobacter pylori</i> Agents. 3. 2-[(Arylalkyl)guanidino]-4-furylthiazoles
  作者：Yousuke Katsura、Shigetaka Nishino、Mitsuko Ohno、Kazuo Sakane、Yoshimi Matsumoto、Chizu Morinaga、Hirohumi Ishikawa、Hisashi Takasugi

  DOI：10.1021/jm9900671

  日期：1999.7.1

  A series of 2-[(arylalkyl)guanidinol-4-[(5-acetamidomethyl)furan-2-yl]thiazoles and some 4-acetamidomethyl positional isomers were synthesized and evaluated for antimicrobial activity against Helicobacter pylori. Among the compounds that had potent antimicrobial activity (MIC < 0.1 mu g/mL), compounds 31 and 36 additionally possessed H2 antagonist and gastric antisecretory activities. Though compound 51, an analogue incorporating a methyl group onto the furan nucleus of 36, and compound 54, a positional isomer of 51, also showed potent anti-H. pylori activity, the H2 antagonism profile was eliminated from these compounds. Thus, two types of potent anti-H. pylori agents could be derived from the same scaffold.