Ethyl 2-[[4-(2-carbazol-9-ylethoxy)phenyl]carbamothioylamino]acetate | 944918-94-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: Ethyl 2-[[4-(2-carbazol-9-ylethoxy)phenyl]carbamothioylamino]acetate
• CAS: 944918-94-9
• 化学式: C₂₅H₂₅N₃O₃S
• 分子量: 447.558
• InChiKey: HNYRAJKCAIPOTA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  32
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  96.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Ethyl 2-[[4-(2-carbazol-9-ylethoxy)phenyl]carbamothioylamino]acetate 在 barium dihydroxide 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 反应 4.0h， 以46%的产率得到2-[[4-(2-Carbazol-9-ylethoxy)phenyl]carbamothioylamino]acetic acid
  参考文献：
  名称：

  Design and synthesis of urea and thiourea derivatives and their inhibitory activities on lipopolysaccharide-induced NO production

  摘要：

  Series of ureas and thioureas were designed and synthesized, and their inhibitory activities of NO production in lipopolysaccharide-activated macrophages were evaluated. We found several essential moieties in the structure of the prepared compounds for the activity. Thiourea derivatives revealed higher inhibitory activity than the corresponding urea derivatives. Among these compounds, 7e having carboxymethyl group at N3 position of thiourea was the most potent in the inhibition of NO production. They inhibited NO production through the Suppression of NOS protein and mRNA expression. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.04.005
• 作为产物：
  描述：

  9-咔唑乙醇 在 palladium on activated charcoal 氢气 、 sodium hydride 、 potassium carbonate 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 38.0h， 生成 Ethyl 2-[[4-(2-carbazol-9-ylethoxy)phenyl]carbamothioylamino]acetate
  参考文献：
  名称：

  Design and synthesis of urea and thiourea derivatives and their inhibitory activities on lipopolysaccharide-induced NO production

  摘要：

  Series of ureas and thioureas were designed and synthesized, and their inhibitory activities of NO production in lipopolysaccharide-activated macrophages were evaluated. We found several essential moieties in the structure of the prepared compounds for the activity. Thiourea derivatives revealed higher inhibitory activity than the corresponding urea derivatives. Among these compounds, 7e having carboxymethyl group at N3 position of thiourea was the most potent in the inhibition of NO production. They inhibited NO production through the Suppression of NOS protein and mRNA expression. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.04.005

文献信息

• Design and synthesis of urea and thiourea derivatives and their inhibitory activities on lipopolysaccharide-induced NO production
  作者：Yoon Jung Kim、Jae-Ha Ryu、Ye Jin Cheon、Hyo Jin Lim、Raok Jeon

  DOI：10.1016/j.bmcl.2007.04.005

  日期：2007.6

  Series of ureas and thioureas were designed and synthesized, and their inhibitory activities of NO production in lipopolysaccharide-activated macrophages were evaluated. We found several essential moieties in the structure of the prepared compounds for the activity. Thiourea derivatives revealed higher inhibitory activity than the corresponding urea derivatives. Among these compounds, 7e having carboxymethyl group at N3 position of thiourea was the most potent in the inhibition of NO production. They inhibited NO production through the Suppression of NOS protein and mRNA expression. (c) 2007 Elsevier Ltd. All rights reserved.