N,2-bis(thiophen-2-ylmethylidene) carbohydrazone | 6956-32-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: N,2-bis(thiophen-2-ylmethylidene) carbohydrazone
• 英文别名: 1,3-Bis(thiophen-2-ylmethylideneamino)thiourea
• CAS: 6956-32-7
• 化学式: C₁₁H₁₀N₄S₃
• 分子量: 294.425
• InChiKey: NLVSQWCSDRRMRQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  137
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-噻吩甲醛 、 硫代卡巴肼 在 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 0.03h， 以72%的产率得到N,2-bis(thiophen-2-ylmethylidene) carbohydrazone
  参考文献：
  名称：

  Microwave Assisted Synthesis, Characterization of Some New Isatin and Thiophene Derivatives as Cytotoxic and Chemopreventive Agents

  摘要：

  In obtaining some new cytotoxic and chemopreventive agents with potent antiproliferative activity against cancer cells, a series of new beta-isatin aldehyde-N,N'-thiocarbohydrazone, bis-beta-isatin thiocarbohydrazones, bis-beta-isatin carbohydrazones, N,2-bis(thiophen-2-ylmethylidene) thiocarbohydrazone and N,2-bis(thiophen-2-ylmethylidene) carbohydrazone derivatives was synthesized by microwave oriented reaction and evaluated for their in vitro cytotoxic activity. The newly synthesized compounds were characterized based on spectral (FT-IR, NMR, MS) analyses. The inhibitory effects of synthesized compounds on the proliferation of murine leukemia cells (L1210), human T-lymphocyte cells (CEM) and human cervix carcinoma cells (HeLa) were assayed by using MTT assay. The compounds were also tested for their inhibitory effects on Epstein-Barr virus early antigen (EBV-EA) activation induced by 12-O-tetradecanoylphorbol-13-acetate (TPA). In vitro evaluation of these schiff bases revealed mild to moderate cytotoxic activity in a dose dependent manner. The results of the in vitro inhibitory activities of synthetic compounds against EBV-EA activation with IC50 ranges from 485-535 (mol ratio/32pmol/TPA). Chlorine group containing derivatives did not show increased inhibitory activity against tumor promoter TPA induction. Sulphur containing derivatives also did not show a high inhibitory potency in this system.

  DOI：

  10.2174/157018012804586950

文献信息

• [EN] ACTIVATORS OF KLF14 AND USES THEREOF<br/>[FR] ACTIVATEURS DE KLF14 ET LEURS UTILISATIONS
  申请人：UNIV MICHIGAN REGENTS

  公开号：WO2017044607A1

  公开（公告）日：2017-03-16

  The present invention provides compositions enhancing reverse cholesterol transport through increasing HDL-C and ApoA-1 levels and enhancing cholesterol efflux, and related methods of treating and/or preventing cardiovascular disease (e.g., atherosclerosis, dyslipidemia, hypercholesterolemia and inflammation). In particular, the invention relates to compositions capable of increasing KLF14 activity for purposes of increasing levels and functions of HDL-C and ApoA-1 and cholesterol efflux in macrophage, and as a result, enhancing reverse cholesterol transport.
• Microwave Assisted Synthesis, Characterization of Some New Isatin and Thiophene Derivatives as Cytotoxic and Chemopreventive Agents
  作者：Kiran Gangarapu、Sarangapani Manda、Sreekanth Thota、Rajeshwar Yerra、Subhas S. Karki、Jan Balzarini、Erik De Clercq、Harukuni Tokuda

  DOI：10.2174/157018012804586950

  日期：2012.12.1

  In obtaining some new cytotoxic and chemopreventive agents with potent antiproliferative activity against cancer cells, a series of new beta-isatin aldehyde-N,N'-thiocarbohydrazone, bis-beta-isatin thiocarbohydrazones, bis-beta-isatin carbohydrazones, N,2-bis(thiophen-2-ylmethylidene) thiocarbohydrazone and N,2-bis(thiophen-2-ylmethylidene) carbohydrazone derivatives was synthesized by microwave oriented reaction and evaluated for their in vitro cytotoxic activity. The newly synthesized compounds were characterized based on spectral (FT-IR, NMR, MS) analyses. The inhibitory effects of synthesized compounds on the proliferation of murine leukemia cells (L1210), human T-lymphocyte cells (CEM) and human cervix carcinoma cells (HeLa) were assayed by using MTT assay. The compounds were also tested for their inhibitory effects on Epstein-Barr virus early antigen (EBV-EA) activation induced by 12-O-tetradecanoylphorbol-13-acetate (TPA). In vitro evaluation of these schiff bases revealed mild to moderate cytotoxic activity in a dose dependent manner. The results of the in vitro inhibitory activities of synthetic compounds against EBV-EA activation with IC50 ranges from 485-535 (mol ratio/32pmol/TPA). Chlorine group containing derivatives did not show increased inhibitory activity against tumor promoter TPA induction. Sulphur containing derivatives also did not show a high inhibitory potency in this system.