(9ci)-1H-咪唑-1-乙烷硫代酰胺 | 648427-45-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: (9ci)-1H-咪唑-1-乙烷硫代酰胺
• 英文名称: 2-Imidazol-1-yl-thioacetamide
• 英文别名: 1H-Imidazole-1-ethanethioamide；2-imidazol-1-ylethanethioamide
• CAS: 648427-45-6
• 化学式: C₅H₇N₃S
• 分子量: 141.197
• InChiKey: JJVGMDHGOBFPSO-UHFFFAOYSA-N

物化性质

• 沸点：
  354.4±44.0 °C(Predicted)
• 密度：
  1.34±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  9
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  75.9
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  富马酸 、 2-溴-1-茚满酮 、 (9ci)-1H-咪唑-1-乙烷硫代酰胺 以 异丙醇 、 甲醇 为溶剂， 以20%的产率得到2-(1-imidazolylmethyl)-8H-indeno[1,2-d]thiazole fumarate
  参考文献：
  名称：

  New thiazole derivatives as potent and selective 5-hydroxytriptamine 3 (5-HT 3 ) receptor agonists for the treatment of constipation

  摘要：

  The syntheses and biological evaluation of a series of novel indeno[1,2-d]thiazole derivatives are described. Several groups reported 5-HT3 receptor agonists which were mainly evaluated for their activities on the von Bezold-Jarisch reflex (B-J reflex). We discovered that tetrahydrothiazolopyridine derivative 1b had a contractile effect on the isolated guinea pig colon with weak B-J reflex. Our efforts to find a new type of 5-HT3 receptor agonists on the isolated guinea pig colon focused on the synthesis of a fused thiazole derivative 1d modified from 1b and reverse-fused thiazole derivatives (7-10). In this series, 10f (YM-31636) showed high affinity and selectivity for the cloned human 5-HT3 receptor; furthermore, it showed potent and selective 5-HT3 receptor agonistic activity. YM-31636 was examined for its effects on defecation in animals, thus evaluating the compound as an agent against constipation. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(02)00557-6

文献信息

• New thiazole derivatives as potent and selective 5-hydroxytriptamine 3 (5-HT 3 ) receptor agonists for the treatment of constipation
  作者：Naoki Imanishi、Kiyoshi Iwaoka、Hiroyuki Koshio、Shin-ya Nagashima、Ken-ichi Kazuta、Mitsuaki Ohta、Shuichi Sakamoto、Hiroyuki Ito、Shinobu Akuzawa、Tetsuo Kiso、Shin-ichi Tsukamoto、Toshiyasu Mase

  DOI：10.1016/s0968-0896(02)00557-6

  日期：2003.4

  The syntheses and biological evaluation of a series of novel indeno[1,2-d]thiazole derivatives are described. Several groups reported 5-HT3 receptor agonists which were mainly evaluated for their activities on the von Bezold-Jarisch reflex (B-J reflex). We discovered that tetrahydrothiazolopyridine derivative 1b had a contractile effect on the isolated guinea pig colon with weak B-J reflex. Our efforts to find a new type of 5-HT3 receptor agonists on the isolated guinea pig colon focused on the synthesis of a fused thiazole derivative 1d modified from 1b and reverse-fused thiazole derivatives (7-10). In this series, 10f (YM-31636) showed high affinity and selectivity for the cloned human 5-HT3 receptor; furthermore, it showed potent and selective 5-HT3 receptor agonistic activity. YM-31636 was examined for its effects on defecation in animals, thus evaluating the compound as an agent against constipation. (C) 2003 Elsevier Science Ltd. All rights reserved.