Pentanoyl isocyanate | 4461-18-1

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: Pentanoyl isocyanate
• CAS: 4461-18-1
• 化学式: C₆H₉NO₂
• 分子量: 127.143
• InChiKey: DUEJOMSWEYAMOV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  9
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  46.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (S)-3-phenyl-5-(pyrrolidin-2-yl)-1,2,4-oxadiazole 、 Pentanoyl isocyanate 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以59%的产率得到(S)-N-pentanoyl-2-(3-phenyl-1,2,4-oxadiazol-5-yl)pyrrolidine-1-carboxamide
  参考文献：
  名称：

  Synthesis and structure-activity relationship study of pyrrolidine-oxadiazoles as anthelmintics against Haemonchus contortus

  摘要：

  Parasitic roundworms (nematodes) are significant pathogens of humans and animals and cause substantive socioeconomic losses due to the diseases that they cause. The control of nematodes in livestock animals relies heavily on the use of anthelmintic drugs. However, their extensive use has led to a widespread problem of drug resistance in these worms. Thus, the discovery and development of novel chemical entities for the treatment of parasitic worms of humans and animals is needed. Herein, we describe our medicinal chemistry optimization efforts of a phenotypic hit against Haemonchus contortus based on a pyrrolidine-oxadiazole scaffold. This led to the identification of compounds with potent inhibitory activities (IC50 = 0.78-22.4 mu M) on the motility and development of parasitic stages of H. contortus, and which were found to be highly selective in a mammalian cell counter-screen. These compounds could be used as suitable chemical tools for drug target identification or as lead compounds for further optimization. (C) 2020 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2020.112100
• 作为产物：
  描述：

  silver cyanate 、 戊酰氯 以 乙醚 为溶剂， 生成 Pentanoyl isocyanate
  参考文献：
  名称：

  Naito; Nakagawa; Okumura, Journal of Antibiotics, 1965, vol. 18, # 4, p. 145 - 157

  摘要：

  DOI：

文献信息

• LYMPH-ABSORBABLE IMIDAZOLE DERIVATIVES
  申请人：SHIONOGI & CO., LTD.

  公开号：EP0893442B1

  公开（公告）日：2005-01-12
• US6054591A
  申请人：——

  公开号：US6054591A

  公开（公告）日：2000-04-25