(E)-ethyl 3-(3-(3-phenylthioureido)phenyl)acrylate | 1613142-59-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: (E)-ethyl 3-(3-(3-phenylthioureido)phenyl)acrylate
• 英文别名: ethyl (E)-3-[3-(phenylcarbamothioylamino)phenyl]prop-2-enoate
• CAS: 1613142-59-8
• 化学式: C₁₈H₁₈N₂O₂S
• 分子量: 326.419
• InChiKey: QQVSZFYSXFVVNQ-VAWYXSNFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  82.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (E)-ethyl 3-(3-nitrophenyl)acrylate 在 tin(II) chloride dihdyrate 、 三乙胺 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 生成 (E)-ethyl 3-(3-(3-phenylthioureido)phenyl)acrylate
  参考文献：
  名称：

  Identification of Novel Phenyl Butenonyl C-Glycosides with Ureidyl and Sulfonamidyl Moieties as Antimalarial Agents

  摘要：

  A new series of C-linked phenyl butenonyl glycosides bearing ureidyl(thioureidyl) and sulfonamidyl moieties in the phenyl rings were designed, synthesized, and evaluated for their in vitro antimalarial activities against Plasmodium falciparum 3D7 (CQ sensitive) and K1 (CQ resistant) strains. Among all the compounds screened the C-linked phenyl butenonyl glycosides bearing sulfonamidyl moiety (5a) and ureidyl moiety in the phenyl ring (7d and 8c) showed promising antimalarial activities against both 3D7 and K1 strains with IC50 values in micromolar range and low cytotoxicity offering new HITS for further exploration.

  DOI：

  10.1021/ml500211c

文献信息

• Identification of Novel Phenyl Butenonyl <i>C</i>-Glycosides with Ureidyl and Sulfonamidyl Moieties as Antimalarial Agents
  作者：K. Kumar G. Ramakrishna、Sarika Gunjan、Akhilesh Kumar Shukla、Venkata Reddy Pasam、Vishal M. Balaramnavar、Abhisheak Sharma、Swati Jaiswal、Jawahar Lal、Renu Tripathi、Anubhooti、Ravishankar Ramachandran、Rama Pati Tripathi

  DOI：10.1021/ml500211c

  日期：2014.8.14

  A new series of C-linked phenyl butenonyl glycosides bearing ureidyl(thioureidyl) and sulfonamidyl moieties in the phenyl rings were designed, synthesized, and evaluated for their in vitro antimalarial activities against Plasmodium falciparum 3D7 (CQ sensitive) and K1 (CQ resistant) strains. Among all the compounds screened the C-linked phenyl butenonyl glycosides bearing sulfonamidyl moiety (5a) and ureidyl moiety in the phenyl ring (7d and 8c) showed promising antimalarial activities against both 3D7 and K1 strains with IC50 values in micromolar range and low cytotoxicity offering new HITS for further exploration.