(4-Hydroxy-phenylsulfanyl)-acetic acid 2-morpholin-4-yl-2-oxo-ethyl ester | 851478-84-7

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: (4-Hydroxy-phenylsulfanyl)-acetic acid 2-morpholin-4-yl-2-oxo-ethyl ester
• 英文别名: (2-Morpholin-4-yl-2-oxoethyl) 2-(4-hydroxyphenyl)sulfanylacetate
• CAS: 851478-84-7
• 化学式: C₁₄H₁₇NO₅S
• 分子量: 311.359
• InChiKey: SVZPPOXHZCHXCE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  101
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (4-Hydroxy-phenylsulfanyl)-acetic acid 2-morpholin-4-yl-2-oxo-ethyl ester 在 双氧水 、 N,N'-二环己基碳二亚胺 作用下， 以 吡啶 、 溶剂黄146 为溶剂， 生成 4-Guanidino-benzoic acid 4-(2-morpholin-4-yl-2-oxo-ethoxycarbonylmethanesulfonyl)-phenyl ester; compound with methanesulfonic acid
  参考文献：
  名称：

  Synthesis and structure-activity relationship study of the new set of trypsin-like proteinase inhibitors

  摘要：

  A new set of 25 trypsin-like proteinase inhibitors was prepared and the inhibiting activity on trypsin, thrombin, plasmin and urokinase was measured. The structure-activity relationship is discussed. High inhibiting activities were observed in 4-guanidinobenzoic acid esters only. The replacement of this moiety for N-formamidinyl-isonipecotic acid or an arginine moiety caused almost total loss of the activity. In the series of 4-guanidinobenzoic acid esters, any important influence of the ester-groups reactivity was observed. The trypsin-thrombin selectivity in the compounds with the guanidine-remote carboxylic function was also observed. (C) 1999 Editions scientifiques et medicales Elsevier SAS.

  DOI：

  10.1016/s0223-5234(99)00123-3
• 作为产物：
  描述：

  ethyl 2-((4-methoxyphenyl)thio)acetate 在 氢溴酸 、 三乙胺 作用下， 以 溶剂黄146 、 乙腈 为溶剂， 反应 0.42h， 生成 (4-Hydroxy-phenylsulfanyl)-acetic acid 2-morpholin-4-yl-2-oxo-ethyl ester
  参考文献：
  名称：

  Synthesis and structure-activity relationship study of the new set of trypsin-like proteinase inhibitors

  摘要：

  A new set of 25 trypsin-like proteinase inhibitors was prepared and the inhibiting activity on trypsin, thrombin, plasmin and urokinase was measured. The structure-activity relationship is discussed. High inhibiting activities were observed in 4-guanidinobenzoic acid esters only. The replacement of this moiety for N-formamidinyl-isonipecotic acid or an arginine moiety caused almost total loss of the activity. In the series of 4-guanidinobenzoic acid esters, any important influence of the ester-groups reactivity was observed. The trypsin-thrombin selectivity in the compounds with the guanidine-remote carboxylic function was also observed. (C) 1999 Editions scientifiques et medicales Elsevier SAS.

  DOI：

  10.1016/s0223-5234(99)00123-3

文献信息

• Synthesis and structure-activity relationship study of the new set of trypsin-like proteinase inhibitors
  作者：Pavol Zlatoidsky、Tibor Maliar

  DOI：10.1016/s0223-5234(99)00123-3

  日期：1999.12

  A new set of 25 trypsin-like proteinase inhibitors was prepared and the inhibiting activity on trypsin, thrombin, plasmin and urokinase was measured. The structure-activity relationship is discussed. High inhibiting activities were observed in 4-guanidinobenzoic acid esters only. The replacement of this moiety for N-formamidinyl-isonipecotic acid or an arginine moiety caused almost total loss of the activity. In the series of 4-guanidinobenzoic acid esters, any important influence of the ester-groups reactivity was observed. The trypsin-thrombin selectivity in the compounds with the guanidine-remote carboxylic function was also observed. (C) 1999 Editions scientifiques et medicales Elsevier SAS.