2-Imino-3-(1,3-thiazol-2-yl)-1,3-thiazolidin-4-one | 309727-45-5

• 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: 2-Imino-3-(1,3-thiazol-2-yl)-1,3-thiazolidin-4-one
• CAS: 309727-45-5
• 化学式: C₆H₅N₃OS₂
• mdl: MFCD01201445
• 分子量: 199.257
• InChiKey: GDPIJFOHIJJASY-UHFFFAOYSA-N

物化性质

• 沸点：
  319.9±25.0 °C(Predicted)
• 密度：
  1.80±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.166
• 拓扑面积：
  111
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-Imino-3-(1,3-thiazol-2-yl)-1,3-thiazolidin-4-one 、 3-(4-氟-苯基)-1-苯基-1H-吡唑-4-甲醛 在 sodium acetate 作用下， 以 溶剂黄146 为溶剂， 生成 5-((3-(4-fluorophenyl)-1-phenyl-1H-pyrazol-4-yl)methylene)-2-imino-3-(thiazol-2-yl)thiazolidin-4-one
  参考文献：
  名称：

  Structure–activity relationship study of a novel necroptosis inhibitor, necrostatin-7

  摘要：

  Necroptosis is a regulated caspase-independent cell death mechanism characterized by morphological features resembling non-regulated necrosis. Necrotatin-7 (Nec-7), a novel potent small-molecule inhibitor of necroptosis, is structurally distinct from previously described necrostatins (Nec-1, Nec-3, Nec-4 and Nec-5). Here, we describe a series of structural modi. cations and the structure-activity relationship (SAR) of the Nec-7 series for inhibiting necroptosis. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.08.058
• 作为产物：
  描述：

  2-(2-氯乙酰胺基)噻唑 、 potassium thioacyanate 以 乙醇 为溶剂， 反应 8.0h， 以80%的产率得到2-Imino-3-(1,3-thiazol-2-yl)-1,3-thiazolidin-4-one
  参考文献：
  名称：

  [EN] UNSATURATED HETEROCYCLIC INHIBITORS OF NECROPTOSIS
  [FR] INHIBITEURS HÉTÉROCYCLIQUES INSATURÉS DE LA NÉCROPTOSE

  摘要：

  这项发明涉及新型的坏死凋亡小分子抑制剂。该发明的化合物由化学式(I)和(II)描述。该发明还涉及包括化合物(I)和(II)的药物组合物。该发明的化合物和组合物还出现在试剂盒中，并用于治疗包括神经退行性疾病、缺血性脑部和心脏损伤以及头部创伤在内的疾病的治疗方法中。

  公开号：

  WO2010075290A1

文献信息

• [EN] UNSATURATED HETEROCYCLIC INHIBITORS OF NECROPTOSIS<br/>[FR] INHIBITEURS HÉTÉROCYCLIQUES INSATURÉS DE LA NÉCROPTOSE
  申请人：HARVARD COLLEGE

  公开号：WO2010075290A1

  公开（公告）日：2010-07-01

  The invention features new small molecule inhibitors of necroptosis. The compounds of the invention are described by Formulas (I) and (II). The invention also features pharmaceutical compositions that include compounds of Formula (I) and (II). The compounds and compositions of the invention are also featured in kits and in methods of treatment of conditions that include neurodegenerative diseases, ischemic brain and heart injuries, and head trauma.

  这项发明涉及新型的坏死凋亡小分子抑制剂。该发明的化合物由化学式(I)和(II)描述。该发明还涉及包括化合物(I)和(II)的药物组合物。该发明的化合物和组合物还出现在试剂盒中，并用于治疗包括神经退行性疾病、缺血性脑部和心脏损伤以及头部创伤在内的疾病的治疗方法中。
• Synthesis of Novel 2-Iminothiazolidin-4-ones
  作者：G. Saravanan、R. Selvaraju、S. Nagarajan

  DOI：10.1080/00397911.2011.582217

  日期：2012.11.15

  Thiazolidin-4-ones are known to exhibit diverse biological activities such as antimicrobial, anticancer, antidiarrheal, anticonvulsant, antidiabetic, antihistaminic, and antifungal activities. In the present investigation, a series of 2-haloacetamides was prepared by reacting chloroacetyl chloride with amines in dry benzene under reflux conditions. The formed 2-haloacetamides reacted with potassium thiocyanate in refluxing dry acetone to afford new 2-iminothiazolidin-4-ones. The 5-arylidene-2-imino-3 (napthalen-2yl)-thiazolidin-4-ones were prepared by condensing 2-iminothiazolidin-4-ones with substituted benzaldehydes. All the products were characterized by infrared, mass, and H-1 and C-13 NMR techniques.
• Structure–activity relationship study of a novel necroptosis inhibitor, necrostatin-7
  作者：Weihong Zheng、Alexei Degterev、Emily Hsu、Junying Yuan、Chengye Yuan

  DOI：10.1016/j.bmcl.2008.08.058

  日期：2008.9

  Necroptosis is a regulated caspase-independent cell death mechanism characterized by morphological features resembling non-regulated necrosis. Necrotatin-7 (Nec-7), a novel potent small-molecule inhibitor of necroptosis, is structurally distinct from previously described necrostatins (Nec-1, Nec-3, Nec-4 and Nec-5). Here, we describe a series of structural modi. cations and the structure-activity relationship (SAR) of the Nec-7 series for inhibiting necroptosis. (C) 2008 Elsevier Ltd. All rights reserved.