5-isopropylidene-3-ethyl rhodanine | 50480-38-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: 5-isopropylidene-3-ethyl rhodanine
• 英文别名: 3-ethyl-5-isopropylidene-2-thioxo-thiazolidin-4-one；5-Isopropyliden-3-ethyl-rhodanin；3-ethyl-5-propan-2-ylidene-2-sulfanylidene-1,3-thiazolidin-4-one
• CAS: 50480-38-1
• 化学式: C₈H₁₁NOS₂
• 分子量: 201.313
• InChiKey: WVKXBVVKEOSDAE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  77.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-isopropylidene-3-ethyl rhodanine 、 3-ethyl-5-[2-(3-ethyl-2-(3H)-benzothiazolylidene)-ethylidene]-2-thioxo-4-thiazolidinone 生成 4-Thiazolidinone,3-ethyl-5-[2-[3-ethyl-5-[(3-ethyl-2(3H)-benzothiazolylidene)ethylidene]-4-oxo-2-thiazolidinylidene]-1-methylethylidene]-2-thioxo-
  参考文献：
  名称：

  Investigations in the field of polymerocyanines

  摘要：

  DOI：

  10.1007/bf00478082
• 作为产物：
  描述：

  3-乙基-2-硫代-4-噻唑烷二酮 、 丙酮 在 铵羧基乙酸盐 作用下， 反应 18.0h， 以62%的产率得到5-isopropylidene-3-ethyl rhodanine
  参考文献：
  名称：

  5-Isopropylidene-3-ethyl rhodanine induce growth inhibition followed by apoptosis in leukemia cells

  摘要：

  5-Isopropylidene-3-ethyl rhodanine II was prepared by conventional and Microwave assisted synthesis. For the first time, we found that rhodanine II treatment led to cytotoxicity in leukemic cell line, CEM by inducing apoptosis. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.02.054

文献信息

• Thiazolocyanines
  作者：O. V. Moreiko、E. D. Sych

  DOI：10.1007/bf00472307

  日期：1973.6
• DE947185
  申请人：——

  公开号：——

  公开（公告）日：——
• Novel rhodanine derivatives induce growth inhibition followed by apoptosis
  作者：Balaji T. Moorthy、Subban Ravi、Mrinal Srivastava、Kishore K. Chiruvella、H. Hemlal、Omana Joy、Sathees C. Raghavan

  DOI：10.1016/j.bmcl.2010.08.084

  日期：2010.11

  We have designed and synthesized three novel compounds, 5-isopropylidiene derivatives of 3-dimethyl-2-thio-hydantoin (ITH-1), 3-ethyl-2-thio-2,4-oxazolidinedione (ITO-1), and 5-benzilidene-3-ethyl rhodanine (BTR-1), and have tested their chemotherapeutic properties. Our results showed that all three compounds induced cytotoxicity in a time-and concentration-dependent manner on leukemic cell line, CEM. Among the compounds tested, BTR-1 was 5- to 7-fold more potent than ITH-1 and ITO-1 when compared by trypan blue and MTT assays. IC(50) value of BTR-1 was estimated to be <10 mu M. Both cell cycle analysis and tritiated thymidine assays revealed that BTR-1 affects DNA replication by inducing a block at S phase. BTR-1 treatment led to increased level of ROS production and DNA strand breaks suggesting activation of apoptosis for induction of cell death. (C) 2010 Elsevier Ltd. All rights reserved.
• Shumelyak,G.P.; Al'perovich,M.A., Journal of general chemistry of the USSR, 1964, vol. 34, p. 249 - 251
  作者：Shumelyak,G.P.、Al'perovich,M.A.

  DOI：——

  日期：——