1-(1H-吲唑-5-基)硫代脲 | 381211-81-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡唑类
• 中文名称: 1-(1H-吲唑-5-基)硫代脲
• 英文名称: (1H-indazol-5-yl)-thiourea
• 英文别名: 1H-indazol-5-ylthiourea
• CAS: 381211-81-0
• 化学式: C₈H₈N₄S
• mdl: MFCD04971721
• 分子量: 192.244
• InChiKey: ZGOSCSKDQWDTIK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  98.8
• 氢给体数：
  3
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(1H-吲唑-5-基)硫代脲 、 2-溴-1,1-二甲氧基-2-苯基乙烷 在 盐酸 作用下， 以 乙醇 、 水 为溶剂， 反应 10.0h， 生成 N-(5-phenylthiazol-2-yl)-1H-indazo-5-amine
  参考文献：
  名称：

  WO2006/135383

  摘要：

  公开号：
• 作为产物：
  描述：

  1-benzoyl-3-(1H-indazol-5-yl)-thiourea 在 甲醇 、 sodium hydroxide 、 盐酸 作用下， 以 水 、 甲醇 为溶剂， 反应 3.0h， 以78%的产率得到1-(1H-吲唑-5-基)硫代脲
  参考文献：
  名称：

  WO2006/135383

  摘要：

  公开号：

文献信息

• Synthesis, activity, and pharmacokinetic properties of a series of conformationally-restricted thiourea analogs as novel hepatitis C virus inhibitors
  作者：Iou-Jiun Kang、Li-Wen Wang、Teng-Kuang Yeh、Chung-Chi Lee、Yen-Chun Lee、Sheng-Ju Hsu、Yen-Shian Wu、Jing-Chyi Wang、Yu-Sheng Chao、Andrew Yueh、Jyh-Haur Chern

  DOI：10.1016/j.bmc.2010.07.002

  日期：2010.9

  evaluated for their anti-HCV activity. Herein we report the synthesis, structure–activity relationships (SARs), and pharmacokinetic properties of this new class of thiourea compounds that showed potent inhibitory activities against HCV in the cell-based subgenomic HCV replicon assay. Among compounds tested, the fluorene compound 4b was found to possess the most potent activity (EC50 = 0.3 μM), lower cytotoxicity

  设计，合成并评估了一系列新颖的构象限制的硫脲类似物的抗HCV活性。在这里，我们报告了这种新型的硫脲化合物的合成，结构-活性关系（SAR）和药代动力学特性，这些硫脲化合物在基于细胞的亚基因组HCV复制子测定中显示出对HCV的有效抑制活性。 与相应的芴酮化合物4c相比，在所测试的化合物中，发现芴化合物4b具有最强的活性（EC 50  = 0.3μM），较低的细胞毒性（CC 50 > 50μM）和显着更好的药代动力学特性。
• METHODS OF DEGRADING ORGANIC POLLUTANTS AND PREVENTING OR TREATING MICROBE USING Bi2S3-CdS PARTICLES
  申请人：Imam Abdulrahman Bin Faisal University

  公开号：US20200102228A1

  公开（公告）日：2020-04-02

  Methods of synthesizing Bi 2 S 3 —CdS particles in the form of spheres as well as properties of these Bi 2 S 3 —CdS particles are described. Methods of photocatalytic degradation of organic pollutants employing these Bi 2 S 3 —CdS particles and methods of preventing or reducing microbial growth on a surface by applying these Bi 2 S 3 —CdS particles in the form of a solution or an antimicrobial product onto the surface are also specified.

  本文描述了合成球形Bi2S3-CdS颗粒的方法以及这些颗粒的性质。还介绍了利用这些Bi2S3-CdS颗粒进行光催化降解有机污染物的方法，以及通过将这些Bi2S3-CdS颗粒以溶液或抗微生物产品的形式涂布在表面上来防止或减少微生物生长的方法。
• Discovery of New 3,3-Diethylazetidine-2,4-dione Based Thiazoles as Nanomolar Human Neutrophil Elastase Inhibitors with Broad-Spectrum Antiproliferative Activity
  作者：Beata Donarska、Marta Świtalska、Joanna Wietrzyk、Wojciech Płaziński、Magdalena Mizerska-Kowalska、Barbara Zdzisińska、Krzysztof Z. Łączkowski

  DOI：10.3390/ijms23147566

  日期：——

  A series of 3,3-diethylazetidine-2,4-dione based thiazoles 3a–3j were designed and synthesized as new human neutrophil elastase (HNE) inhibitors in nanomolar range. The representative compounds 3c, 3e, and 3h exhibit high HNE inhibitory activity with IC50 values of 35.02–44.59 nM, with mixed mechanism of action. Additionally, the most active compounds 3c and 3e demonstrate high stability under physiological conditions. The molecular docking study showed good correlation of the binding energies with the IC50 values, suggesting that the inhibition properties are largely dependent on the stage of ligand alignment in the binding cavity. The inhibition properties are correlated with the energy level of substrates of the reaction of ligand with Ser195. Moreover, most compounds showed high and broad-spectrum antiproliferative activity against human leukemia (MV4-11), human lung carcinoma (A549), human breast adenocarcinoma (MDA-MB-231), and urinary bladder carcinoma (UMUC-3), with IC50 values of 4.59–9.86 μM. Additionally, compounds 3c and 3e can induce cell cycle arrest at the G2/M phase and apoptosis via caspase-3 activation, leading to inhibition of A549 cell proliferation. These findings suggest that these new types of drugs could be used to treat cancer and other diseases in which immunoreactive HNE is produced.

  设计并合成了一系列基于3,3-二乙基氮杂环戊二酮的噻唑类化合物3a-3j，作为新型人类嗜中性粒细胞弹性蛋白酶（HNE）抑制剂，其抑制剂浓度在纳摩尔级别。代表性化合物3c、3e和3h表现出高的HNE抑制活性，IC50值为35.02-44.59 nM，具有混合机制作用。此外，最活跃的化合物3c和3e在生理条件下表现出高的稳定性。分子对接研究显示，结合能与IC50值之间存在良好的相关性，表明抑制性质在很大程度上取决于配体在结合腔中的排列阶段。抑制性质与配体与Ser195反应的底物能级有关。此外，大多数化合物对人类白血病（MV4-11）、人类肺癌（A549）、人类乳腺癌（MDA-MB-231）和尿道膀胱癌（UMUC-3）具有高和广谱的抗增殖活性，IC50值为4.59-9.86 μM。此外，化合物3c和3e能够通过caspase-3激活诱导细胞周期在G2/M期阻滞和凋亡，从而抑制A549细胞增殖。这些发现表明，这些新型药物可用于治疗癌症和其他产生免疫反应性HNE的疾病。
• Methods of degrading organic pollutants and preventing or treating microbe using Bi2S3-CdS particles
  申请人：Imam Abdulrahman Bin Faisal University

  公开号：US10934176B2

  公开（公告）日：2021-03-02

  Methods of synthesizing Bi2S3—CdS particles in the form of spheres as well as properties of these Bi2S3—CdS particles are described. Methods of photocatalytic degradation of organic pollutants employing these Bi2S3—CdS particles and methods of preventing or reducing microbial growth on a surface by applying these Bi2S3—CdS particles in the form of a solution or an antimicrobial product onto the surface are also specified.

  描述了合成球状 Bi2S3-CdS 颗粒的方法以及这些 Bi2S3-CdS 颗粒的特性。此外，还说明了利用这些 Bi2S3-CdS 颗粒光催化降解有机污染物的方法，以及通过将这些溶液形式的 Bi2S3-CdS 颗粒或抗菌产品涂抹到表面，防止或减少表面微生物生长的方法。
• METHOD FOR PREVENTING OR REDUCING GROWTH OF A MICROORGANISM ON A SURFACE
  申请人：imam Abdulrahman Bin Faisal University

  公开号：US20210061670A1

  公开（公告）日：2021-03-04

  Methods of synthesizing Bi 2 S 3 —CdS particles in the form of spheres as well as properties of these Bi 2 S 3 —CdS particles are described. Methods of photocatalytic degradation of organic pollutants employing these Bi 2 S 3 —CdS particles and methods of preventing or reducing microbial growth on a surface by applying these Bi 2 S 3 —CdS particles in the form of a solution or an antimicrobial product onto the surface are also specified.