N-(5-chloropyridin-2-yl)hydrazinecarbothioamide | 1094030-18-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: N-(5-chloropyridin-2-yl)hydrazinecarbothioamide
• 英文别名: 1-Amino-3-(5-chloropyridin-2-yl)thiourea；1-amino-3-(5-chloropyridin-2-yl)thiourea
• CAS: 1094030-18-8
• 化学式: C₆H₇ClN₄S
• 分子量: 202.667
• InChiKey: AHCIYVWOKIKJDR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  95.1
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-硝基糠醛 、 N-(5-chloropyridin-2-yl)hydrazinecarbothioamide 在 溶剂黄146 作用下， 以83.6%的产率得到N-(5-chloropyridin-2-yl)-2-((5-nitrofuran-2-yl)methylene)hydrazinecarbothioamide
  参考文献：
  名称：

  5-Nitrofuran-2-yl derivatives: Synthesis and inhibitory activities against growing and dormant mycobacterium species

  摘要：

  Eighteen 5-nitrofuran-2-yl derivatives were prepared by reacting 5-nitro-2-furfural with various (sub)phenyl/pyridyl thiosemicarbazide using microwave irradiation. The compounds were tested for their in vitro activity against tubercular and various non-tubercular mycobacterium species in log-phase and 6-week-starved cultures. Compound N-(3,5-dibromopyridin-2-yl)-2-((5-nitrofuran-2-yl) methylene) hydrazinecarbothioamide (4r) was found to be the most potent compound (MIC: 0.22 mu M) and was 3 times more active than standard isoniazid (INH) and equally active as rifampicin (RIF) in log-phase culture of Mycobacterium tuberculosis H37Rv. In starved M. tuberculosis H37Rv, 4r inhibited with MIC of 13.9 mu M and was found to be 50 times more active than INH and slightly more active than RIF. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.12.088
• 作为产物：
  描述：

  potassium (5-chloropyridin-2-yl)carbamodithioate 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 1.0h， 生成 N-(5-chloropyridin-2-yl)hydrazinecarbothioamide
  参考文献：
  名称：

  5-Nitrofuran-2-yl derivatives: Synthesis and inhibitory activities against growing and dormant mycobacterium species

  摘要：

  Eighteen 5-nitrofuran-2-yl derivatives were prepared by reacting 5-nitro-2-furfural with various (sub)phenyl/pyridyl thiosemicarbazide using microwave irradiation. The compounds were tested for their in vitro activity against tubercular and various non-tubercular mycobacterium species in log-phase and 6-week-starved cultures. Compound N-(3,5-dibromopyridin-2-yl)-2-((5-nitrofuran-2-yl) methylene) hydrazinecarbothioamide (4r) was found to be the most potent compound (MIC: 0.22 mu M) and was 3 times more active than standard isoniazid (INH) and equally active as rifampicin (RIF) in log-phase culture of Mycobacterium tuberculosis H37Rv. In starved M. tuberculosis H37Rv, 4r inhibited with MIC of 13.9 mu M and was found to be 50 times more active than INH and slightly more active than RIF. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.12.088

文献信息

• Carbazole-based semicarbazones and hydrazones as multifunctional anti-Alzheimer agents
  作者：Kishan B. Patel、Dushyant V. Patel、Nirav R. Patel、Ashish M. Kanhed、Divya M. Teli、Bhumi Gandhi、Bhavik S. Shah、Bharat N. Chaudhary、Navnit K. Prajapati、Kirti V. Patel、Mange Ram Yadav

  DOI：10.1080/07391102.2021.1942212

  日期：2022.11.29

  Abstract With the aim to combat a multi-faceted neurodegenerative Alzheimer’s disease (AD), a series of carbazole-based semicarbazide and hydrazide derivatives were designed, synthesized and assessed for their cholinesterase (ChE) inhibitory, antioxidant and biometal chelating activity. Among them, (E)-2-((9-ethyl-9H-carbazol-3-yl)methylene)-N-(pyridin-2-yl)hydrazinecarbothioamide (62) and (E)-2-(

  摘要 为了对抗多方面的神经退行性阿尔茨海默病 (AD)，设计、合成了一系列基于咔唑的氨基脲和酰肼衍生物，并评估了它们的胆碱酯酶 (ChE) 抑制、抗氧化和生物金属螯合活性。其中，( E )-2-((9-ethyl-9 H -carbazol-3-yl)methylene) -N- (pyridin-2-yl)hydrazinecarbothioamide( 62 )和( E )-2-((9 -ethyl-9 H -carbazol-3-yl)methylene)- N -(5-chloropyridin-2-yl)hydrazinecarbothioamide ( 63 ) 成为具有良好 ChE 抑制活性的首要候选物（IC 50值为 1.37 µM 和 1.18 µM对于hAChE， Eq BuChE 的IC 50值分别为 2.69 µM 和 3.31 µM ）。所有测试化合物均显示出出色的抗氧化活性（化合物
• 5-Nitrofuran-2-yl derivatives: Synthesis and inhibitory activities against growing and dormant mycobacterium species
  作者：Dharmarajan Sriram、Perumal Yogeeswari、Prathiba Dhakla、Palaniappan Senthilkumar、Debjani Banerjee、Thimmappa H. Manjashetty

  DOI：10.1016/j.bmcl.2008.12.088

  日期：2009.2

  Eighteen 5-nitrofuran-2-yl derivatives were prepared by reacting 5-nitro-2-furfural with various (sub)phenyl/pyridyl thiosemicarbazide using microwave irradiation. The compounds were tested for their in vitro activity against tubercular and various non-tubercular mycobacterium species in log-phase and 6-week-starved cultures. Compound N-(3,5-dibromopyridin-2-yl)-2-((5-nitrofuran-2-yl) methylene) hydrazinecarbothioamide (4r) was found to be the most potent compound (MIC: 0.22 mu M) and was 3 times more active than standard isoniazid (INH) and equally active as rifampicin (RIF) in log-phase culture of Mycobacterium tuberculosis H37Rv. In starved M. tuberculosis H37Rv, 4r inhibited with MIC of 13.9 mu M and was found to be 50 times more active than INH and slightly more active than RIF. (C) 2008 Elsevier Ltd. All rights reserved.