chloromethyl N-(2-hydroxyethyl)-N-methylcarbamate | 1314904-20-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: chloromethyl N-(2-hydroxyethyl)-N-methylcarbamate
• CAS: 1314904-20-5
• 化学式: C₅H₁₀ClNO₃
• mdl: MFCD19236183
• 分子量: 167.592
• InChiKey: ZZWYAXBHUHQASH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  10
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  49.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  chloromethyl N-(2-hydroxyethyl)-N-methylcarbamate 在 吡啶 、 sodium iodide 作用下， 以 乙腈 为溶剂， 生成 [[N-methyl-N-2-(acetoxy)ethyl]carbamoyloxy]methyl-1-[(2R,3R)-2-(2,5-difluorophenyl)-2-hydroxy-3-[4-(4-cyanophenyl)thiazol-2-yl]butyl]-1H-[1,2,4]triazol-4-ium iodide
  参考文献：
  名称：

  Design, synthesis and antifungal activity of a novel water soluble prodrug of antifungal triazole

  摘要：

  A highly potent water soluble triazole antifungal prodrug, RO0098557 (1), has been identified from its parent, the novel antifungal agent RO0094815 (2). The prodrug includes a triazolium salt linked to an aminocarboxyl moiety, which undergoes enzymatic activation followed by spontaneous chemical degradation to release 2. Prodrug 1 showed high chemical stability and water solubility and exhibited strong antifungal activity against systemic candidiasis and aspergillosis as well as pulmonary aspergillosis in rats. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00892-2
• 作为产物：
  描述：

  N-甲基-2-羟基乙胺 、 氯甲酸氯甲酯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 chloromethyl N-(2-hydroxyethyl)-N-methylcarbamate
  参考文献：
  名称：

  Design, synthesis and antifungal activity of a novel water soluble prodrug of antifungal triazole

  摘要：

  A highly potent water soluble triazole antifungal prodrug, RO0098557 (1), has been identified from its parent, the novel antifungal agent RO0094815 (2). The prodrug includes a triazolium salt linked to an aminocarboxyl moiety, which undergoes enzymatic activation followed by spontaneous chemical degradation to release 2. Prodrug 1 showed high chemical stability and water solubility and exhibited strong antifungal activity against systemic candidiasis and aspergillosis as well as pulmonary aspergillosis in rats. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00892-2

文献信息

• Design, synthesis and antifungal activity of a novel water soluble prodrug of antifungal triazole
  作者：Jun Ohwada、Masao Tsukazaki、Tadakatsu Hayase、Nobuhiro Oikawa、Yoshiaki Isshiki、Hiroshi Fukuda、Eisaku Mizuguchi、Masahiro Sakaitani、Yasuhiko Shiratori、Toshikazu Yamazaki、Shigeyasu Ichihara、Isao Umeda、Nobuo Shimma

  DOI：10.1016/s0960-894x(02)00892-2

  日期：2003.1

  A highly potent water soluble triazole antifungal prodrug, RO0098557 (1), has been identified from its parent, the novel antifungal agent RO0094815 (2). The prodrug includes a triazolium salt linked to an aminocarboxyl moiety, which undergoes enzymatic activation followed by spontaneous chemical degradation to release 2. Prodrug 1 showed high chemical stability and water solubility and exhibited strong antifungal activity against systemic candidiasis and aspergillosis as well as pulmonary aspergillosis in rats. (C) 2002 Elsevier Science Ltd. All rights reserved.