ethyl acetimidate hydrochloride | 76438-79-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: ethyl acetimidate hydrochloride
• 英文别名: N-ethyl-acetamidine; hydrochloride；N-Aethyl-acetamidin; Hydrochlorid；ethyl acetamidate hydrochloride；N'-ethylethanimidamide;hydrochloride
• CAS: 76438-79-4
• 化学式: C₄H₁₀N₂*ClH
• 分子量: 122.598
• InChiKey: FOQDEZQXAFRQMH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.81
• 重原子数：
  7
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  38.4
• 氢给体数：
  2
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-氨基-2-脱氧葡萄糖盐酸盐 、 ethyl acetimidate hydrochloride 在 Carbonate buffer 作用下， 以 水 为溶剂， 反应 9.0h， 以63%的产率得到2-methyl-4-(1',2',3',4'-tetrahydroxybutyl)imidazole
  参考文献：
  名称：

  α-Glucopyranoimidazolines as intermediate analogue inhibitors of family 20 β-N-acetylglucosaminidases

  摘要：

  The alpha-glucopyranoimidazolines, 2-methyl-(1,2-dideoxy-alpha-D-glucopyrano)[2,1-d]-1-imidazolines 1 and 2, have been synthesized and evaluated as inhibitors of beta-N-acetylglucosaminidases (NAGs). Compounds I and 2, mimicking the oxazolinium ion intermediate in enzyme catalysis, served as potent and competitive inhibitors of family 20 NAGs with K-i as low as 0.1 muM, but showed no inhibitory activities toward family 3 NAGs. Due to structural and electrostatic resemblance to the oxazolinium ion intermediate, the alpha-glucopyranoimidazolines may lead to novel and selective inhibitors of mechanistically related glycosidases such as family 18 chitinases. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.12.017
• 作为产物：
  描述：

  乙胺 、 1-乙氧基乙基亚基氯化铵 在 乙醇 作用下， 生成 ethyl acetimidate hydrochloride
  参考文献：
  名称：

  Pinner, Die Imidoaether und ihre Derivate , S. 112

  摘要：

  DOI：

文献信息

• WO2007/136680
  申请人：——

  公开号：——

  公开（公告）日：——
• Pinner, Die Imidoaether und ihre Derivate <Berlin 1892>, S. 112
  作者：Pinner

  DOI：——

  日期：——
• α-Glucopyranoimidazolines as intermediate analogue inhibitors of family 20 β-N-acetylglucosaminidases
  作者：Masahiro Kato、Tetsuya Uno、Jun Hiratake、Kanzo Sakata

  DOI：10.1016/j.bmc.2004.12.017

  日期：2005.3.1

  The alpha-glucopyranoimidazolines, 2-methyl-(1,2-dideoxy-alpha-D-glucopyrano)[2,1-d]-1-imidazolines 1 and 2, have been synthesized and evaluated as inhibitors of beta-N-acetylglucosaminidases (NAGs). Compounds I and 2, mimicking the oxazolinium ion intermediate in enzyme catalysis, served as potent and competitive inhibitors of family 20 NAGs with K-i as low as 0.1 muM, but showed no inhibitory activities toward family 3 NAGs. Due to structural and electrostatic resemblance to the oxazolinium ion intermediate, the alpha-glucopyranoimidazolines may lead to novel and selective inhibitors of mechanistically related glycosidases such as family 18 chitinases. (C) 2004 Elsevier Ltd. All rights reserved.