2-[3-(2-Chloro-ethyl)-1-methyl-ureido]-acetamide | 81965-42-6

• 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: 2-[3-(2-Chloro-ethyl)-1-methyl-ureido]-acetamide
• 英文别名: 2-[2-Chloroethylcarbamoyl(methyl)amino]acetamide
• CAS: 81965-42-6
• 化学式: C₆H₁₂ClN₃O₂
• mdl: MFCD20544679
• 分子量: 193.633
• InChiKey: NDGWJUHCKSQYRH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.9
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.666
• 拓扑面积：
  75.4
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-[3-(2-Chloro-ethyl)-1-methyl-ureido]-acetamide 在 sodium nitrate 、 甲酸 作用下， 反应 0.33h， 生成 N-(2-氯乙基)-N-亚硝基氨基甲酰缬氨酰胺
  参考文献：
  名称：

  (2-Chloroethyl)nitrosourea congeners of amino acid amides

  摘要：

  Fourteen (2-chloroethyl)nitrosourea congeners of L-amino acid amides have been synthesized as potential antineoplastic agents. Almost all the congeners tested were found to be highly active against experimental leukemia L1210 in mice. The chemical decomposition rates of the congeners were measured in a buffered solution (pH 7.4) at 37 degrees C. Acute toxicities of some of the congeners were determined for mice. The congener of sarcosinamide shows the longest half-life (T0.5 = 329.7 min) and the lowest toxicity, LD50 = 392.0 mg/kg (ip) and 426.6 mg/kg (iv), in this series.

  DOI：

  10.1021/jm00349a012
• 作为产物：
  描述：

  氯乙基异氰酸酯 、 肌氨酸乙酯盐酸盐 以 甲醇 为溶剂， 反应 0.5h， 以56%的产率得到2-[3-(2-Chloro-ethyl)-1-methyl-ureido]-acetamide
  参考文献：
  名称：

  (2-Chloroethyl)nitrosourea congeners of amino acid amides

  摘要：

  Fourteen (2-chloroethyl)nitrosourea congeners of L-amino acid amides have been synthesized as potential antineoplastic agents. Almost all the congeners tested were found to be highly active against experimental leukemia L1210 in mice. The chemical decomposition rates of the congeners were measured in a buffered solution (pH 7.4) at 37 degrees C. Acute toxicities of some of the congeners were determined for mice. The congener of sarcosinamide shows the longest half-life (T0.5 = 329.7 min) and the lowest toxicity, LD50 = 392.0 mg/kg (ip) and 426.6 mg/kg (iv), in this series.

  DOI：

  10.1021/jm00349a012

文献信息

• Nitrosourea derivatives
  申请人：——

  公开号：US04452814A1

  公开（公告）日：1984-06-05

  Nitrosourea derivatives are provided which possess a high level of inhibitory activity against leukemia and tumors and which are therefore useful for pharmaceutical purposes. The compounds have the structure represented by formulae (I), (II) and (III): ##STR1## wherein R.sup.1, R.sup.2 and R.sup.4 may be the same or different and each represent a hydrogen atom or an alkyl, aryl, aralkyl, alkanoyl or a heterocyclic group; R.sup.3 represents the residual group on the .alpha.-carbon atom of an .alpha.-amino acid; n represents 2 or 3; X represents a halogen atom selected from chlorine, fluorine and bromine; and Ac represents an alkanoyl group.

  提供了一些具有高度抑制白血病和肿瘤活性的硝基脲衍生物，因此可用于药物目的。这些化合物的结构由公式（I），（II）和（III）表示：##STR1## 其中，R.sup.1，R.sup.2和R.sup.4可以相同或不同，并且每个代表氢原子或烷基，芳基，芳基烷基，脂肪酰基或杂环基；R.sup.3代表α-氨基酸的α-碳原子上的剩余基团；n代表2或3；X代表从氯，氟和溴中选择的卤素原子；Ac代表脂肪酰基团。
• US4452814A
  申请人：——

  公开号：US4452814A

  公开（公告）日：1984-06-05