1-Amino-3-(4-methylpyridin-2-yl)thiourea | 1082747-23-6

• 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: 1-Amino-3-(4-methylpyridin-2-yl)thiourea
• CAS: 1082747-23-6
• 化学式: C₇H₁₀N₄S
• mdl: MFCD19201872
• 分子量: 182.249
• InChiKey: CKSOGROBKKPXON-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.142
• 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 、 1-Amino-3-(4-methylpyridin-2-yl)thiourea 在 溶剂黄146 作用下， 以78.9%的产率得到1-(4-methylpyridin-2-yl)-3-[(5-nitrofuran-2-yl)methylideneamino]thiourea
  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 (4-methylpyridin-2-yl)carbamodithioate 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 1.0h， 生成 1-Amino-3-(4-methylpyridin-2-yl)thiourea
  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

• Synthesis and Pharmacological Evaluation of 1-(1-((Substituted)methyl)-5-methyl-2-oxoindolin-3-ylidene)-4-(substituted pyridin-2-yl)thiosemicarbazide
  作者：Vijey Aanandhi Muthukumar、Shiny George、Venkatachalam Vaidhyalingam

  DOI：10.1248/bpb.31.1461

  日期：——

  Some novel Mannich base isatin derivatives were synthesized by reacting 1-(5-methyl-2-oxoindolin-3-ylidene)-4-(substitutedpyridin-2-yl)thiosemicarbazide with formaldehyde and several secondary amines. Their chemical structure was elucidated by means of spectral (FT-IR, 1H- and 13C-NMR and mass) analysis. Investigation of anti-inflammatory activity of synthesized compounds was done by carrageenan induced paw oedema method using diclofenac sodium as standard drug and analgesic activity was done by acetic acid induced writhing method. The synthesized compounds showed significant anti-inflammatory and analgesic activity.

  通过将1-(5-甲基-2-氧代吲哚啉-3-亚基)-4-(取代吡啶-2-基)缩氨基脲与甲醛和多种二级胺反应，合成了一系列新型曼尼希碱吲哚衍生物。通过光谱（FT-IR、1H和13C-NMR及质谱）分析阐明了其化学结构。采用卡拉胶引起的足跛行法进行抗炎活性研究，以双氯芬酸钠为标准药物，并通过醋酸引起的扭体法进行镇痛活性研究。合成的化合物显示出显著的抗炎和镇痛活性。
• 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.