methyl N-[(4-chlorophenyl)carbonyl]alaninate | 125700-04-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: methyl N-[(4-chlorophenyl)carbonyl]alaninate
• 英文别名: methyl 2-[(4-chlorobenzoyl)amino]propanoate
• CAS: 125700-04-1
• 化学式: C₁₁H₁₂ClNO₃
• mdl: MFCD00706959
• 分子量: 241.674
• InChiKey: GMGAWVZWGBQQIJ-UHFFFAOYSA-N

物化性质

• 沸点：
  388.8±27.0 °C(Predicted)
• 密度：
  1.238±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.272
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl N-[(4-chlorophenyl)carbonyl]alaninate 在 一水合肼 、 potassium hydroxide 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 5.0h， 生成 (S)-4-amino-3-(1-(4-chlorobenzamido)-ethyl)-1,2,4-triazole-5(1H)-thione
  参考文献：
  名称：

  Synthesis and antitumor evaluation of some 1,3,4-oxadiazole-2(3H)-thione and 1,2,4-triazole-5(1H)-thione derivatives

  摘要：

  A series of 1,3,4-oxadiazole-2-thione and 1,2,4-triazole-5-thione derivatives have been successfully synthesized and studied for their antitumor activity. These compounds were prepared from carboxylic acids and chiral aminoacid esters. The prepared compounds were evaluated for their cytotoxicity against cancer in vitro using hydroxyurea (HU) as positive control. A fair number of compounds were found to have significant antitumor activity. To study the molecular basis of interaction and affinity of binding of the target molecules, all the compounds were docked into the ATPase domain of TP-II and tubulin using Schrodinger.

  DOI：

  10.1007/s00044-010-9544-6
• 作为产物：
  描述：

  DL-丙氨酸甲酯盐酸盐 、 对氯苯甲酸 在 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 为溶剂， 反应 25.0h， 生成 methyl N-[(4-chlorophenyl)carbonyl]alaninate
  参考文献：
  名称：

  Synthesis and antitumor evaluation of some 1,3,4-oxadiazole-2(3H)-thione and 1,2,4-triazole-5(1H)-thione derivatives

  摘要：

  A series of 1,3,4-oxadiazole-2-thione and 1,2,4-triazole-5-thione derivatives have been successfully synthesized and studied for their antitumor activity. These compounds were prepared from carboxylic acids and chiral aminoacid esters. The prepared compounds were evaluated for their cytotoxicity against cancer in vitro using hydroxyurea (HU) as positive control. A fair number of compounds were found to have significant antitumor activity. To study the molecular basis of interaction and affinity of binding of the target molecules, all the compounds were docked into the ATPase domain of TP-II and tubulin using Schrodinger.

  DOI：

  10.1007/s00044-010-9544-6

文献信息

• Indirect electrochemical α-methoxylation of -acyl and -carboalkoxy α-amino acid esters and application as cationic glycine equivalents
  作者：Klaus-Dieter Ginzel、Peter Brungs、Eberhard Steckhan

  DOI：10.1016/s0040-4020(01)80034-x

  日期：1989.1

  Indirect electrochemical methoxylation of -acyl and -carboalkoxy α-amino acid esters in α-position to nitrogen is possible, if chloride is used as mediator. The course of the reaction depends upon the protecting group as well as upon the amino acid side-chain. Increased electron withdrawing effects of the protecting group are accelerating the reaction. On the other hand aliphatic side-chains are diminishing

  如果使用氯化物作为介体，则可以在α位上将-酰基和-羰基烷氧基α-氨基酸酯间接电化学甲氧基化为氮。反应过程取决于保护基以及氨基酸侧链。保护基团的吸电子作用增强，促进了反应。另一方面，脂族侧链降低了反应性。高氯离子浓度提高了电流产量，令人惊讶地强。
• GINZEL, KLAUS-DIETER;BRUNGS, PETER;STECKHAN, EBERHARD, TETRAHEDRON, 45,(1989) N, C. 1691-1701
  作者：GINZEL, KLAUS-DIETER、BRUNGS, PETER、STECKHAN, EBERHARD

  DOI：——

  日期：——
• Synthesis and antitumor evaluation of some 1,3,4-oxadiazole-2(3H)-thione and 1,2,4-triazole-5(1H)-thione derivatives
  作者：ChengTao Feng、LingDong Wang、YuGang Yan、Jian Liu、ShaoHua Li

  DOI：10.1007/s00044-010-9544-6

  日期：2012.3

  A series of 1,3,4-oxadiazole-2-thione and 1,2,4-triazole-5-thione derivatives have been successfully synthesized and studied for their antitumor activity. These compounds were prepared from carboxylic acids and chiral aminoacid esters. The prepared compounds were evaluated for their cytotoxicity against cancer in vitro using hydroxyurea (HU) as positive control. A fair number of compounds were found to have significant antitumor activity. To study the molecular basis of interaction and affinity of binding of the target molecules, all the compounds were docked into the ATPase domain of TP-II and tubulin using Schrodinger.