S-methyl-N-phenylisothiourea hydroiodide | 27806-84-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: S-methyl-N-phenylisothiourea hydroiodide
• 英文别名: S-methyl-phenylisothiourea hydroiodide；2-methyl-1-phenylisothiourea hydroiodide；2-methyl-1-phenylisothiouronium iodide；S-methyl-N-phenylisothiouronium iodide；S-methyl-N-phenyl-isothiourea; hydriodide；S-Methyl-N-phenyl-isothioharnstoff; Hydrojodid；phenyl-carbamimidothioic acid, methyl ester, monohydroiodide；methyl N-phenylimidothiocarbamate hydroiodide；N-phenyl-S-methyl-isothiourea hydroiodide；S-methyl-N-phenyl-thiuronium iodide；[Amino(methylsulfanyl)methylidene]-phenylazanium;iodide
• CAS: 27806-84-4
• 化学式: C₈H₁₀N₂S*HI
• 分子量: 294.159
• InChiKey: IRFQKISACZBIOF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.61
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  63.7
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 海关编码：
  2930909090

反应信息

• 作为反应物：
  描述：

  S-methyl-N-phenylisothiourea hydroiodide 在 ammonium hydroxide 作用下， 以95%的产率得到N-phenyl-benzamidine
  参考文献：
  名称：

  A Convenient Synthesis of Mono-,N,N′-Di-, and Trisubstituted Selenoureas from Methyl Carbamimidothioates (S-Methylpseudothioureas)

  摘要：

  DOI：

  10.1055/s-1980-28927
• 作为产物：
  描述：

  苯基硫脲 以 乙醇 、 碘甲烷 为溶剂， 生成 S-methyl-N-phenylisothiourea hydroiodide
  参考文献：
  名称：

  Tetrazole-substituted urea acat inhibitors

  摘要：

  新型ACAT抑制剂在治疗动脉粥样硬化方面非常有用，这些抑制剂是噻唑酮取代脲类化合物。

  公开号：

  US05362744A1

文献信息

• Synthesis and biological evaluation of 3-amino-1,2,4-triazole derivatives as potential anticancer compounds
  作者：Oleksandr Grytsai、Oksana Valiashko、Manon Penco-Campillo、Maeva Dufies、Anais Hagege、Luc Demange、Sonia Martial、Gilles Pagès、Cyril Ronco、Rachid Benhida

  DOI：10.1016/j.bioorg.2020.104271

  日期：2020.11

  Two series of compounds carrying 3-amino-1,2,4-triazole scaffold were synthesized and evaluated for their anticancer activity against a panel of cancer cell lines using XTT assay. The 1,2,4-triazole synthesis was revisited for the first series of pyridyl derivatives. The biological results revealed the efficiency of the 3-amino-1,2,4-triazole core that could not be replaced and a clear beneficial effect

  合成了携带3-氨基-1,2,4-三唑支架的两个系列的化合物，并使用XTT分析评估了它们对一组癌细胞系的抗癌活性。重新讨论了第一批吡啶基衍生物的1,2,4-三唑合成。生物学结果表明，对于这两个系列，不能替代的3-氨基-1,2,4-三唑核的有效性以及在三唑的3位的3-溴苯基氨基部分具有明显的有益作用（化合物2.6和4.6）在多个测试的细胞系上。此外，我们的结果指出了这些化合物的抗血管生成活性。总体而言，5-芳基-3-苯基氨基-1,2,4-三唑结构具有有前途的双重抗癌活性。
• Synthesis and structure–activity relationships of 1,2,4-triazoles as a novel class of potent tubulin polymerization inhibitors
  作者：Xiaohu Ouyang、Xiaoling Chen、Evgueni L. Piatnitski、Alexander S. Kiselyov、Hai-Ying He、Yunyu Mao、Vatee Pattaropong、Yang Yu、Ki H. Kim、John Kincaid、Leon Smith、Wai C. Wong、Sui Ping Lee、Daniel L. Milligan、Asra Malikzay、James Fleming、Jason Gerlak、Dhanvanthri Deevi、Jacqueline F. Doody、Hui-Hsien Chiang、Sheetal N. Patel、Ying Wang、Robin L. Rolser、Paul Kussie、Marc Labelle、M. Carolina Tuma

  DOI：10.1016/j.bmcl.2005.08.056

  日期：2005.12

  triazole-containing chemical series was shown to inhibit tubulin polymerization and cause cell cycle arrest in A431 cancer cells with EC(50) values in the single digit nanomolar range. Binding experiments demonstrated that representative active compounds of this class compete with colchicine for its binding site on tubulin. The syntheses and structure-activity relationship studies for the triazole derivatives

  一种新型的含有三唑的化学系列显示抑制微管蛋白聚合并导致细胞周期停滞在EC（50）值在一位数纳摩尔范围内的A431癌细胞。结合实验表明，这类代表性的活性化合物与秋水仙碱竞争其在微管蛋白上的结合位点。本文描述了三唑衍生物的合成和结构-活性关系研究。
• N-Substituted Glycine Derivatives: Prolyl Hydroxylase Inhibitors
  申请人：Shaw Antony N.

  公开号：US20080171756A1

  公开（公告）日：2008-07-17

  The invention described herein relates to certain pyrimidinedione N-substituted glycine derivatives of formula (I) which are antagonists of HIF prolyl hydroxylases and are useful for treating diseases benefiting from the inhibition of this enzyme, anemia being one example.

  本发明涉及某些式（I）的嘧啶二酮N-取代甘氨酸衍生物，这些衍生物是HIF脯氨酸羟化酶的拮抗剂，并且适用于治疗受益于抑制该酶的疾病，贫血是一个例子。
• A Versatile Synthesis of Novel<i>N</i>,<i>N</i>,<i>N</i>″-Trisubstituted Guanidines
  作者：C. R. Rasmussen、F. J. Villani, Jr.、B. E. Reynolds、J. N. Plampin、A. R. Hood、L. R. Hecker、S. O. Nortey、A. Hanslin、M. J. Costanzo、R. M. Howse, Jr.、A. J. Molinari

  DOI：10.1055/s-1988-27606

  日期：——

  N,N,N″-Trisubstituted guanidines (most of them N″-aryl-N-azacycloalkanecarboximidamides) are prepared in generally good yields by S-methylation of monosubstituted thioureas with methyl iodide in methanol or acetone and reaction of the resultant methyl carbamimidothioate hydroiodides with secondary amines in boiling tert-butyl alcohol or acetonitrile.

  N,N,N″-三取代胍（大部分是N″-芳基-N-氮杂环烷羧基亚胺）通常以良好的产率通过以下步骤制备：将单取代硫脲与甲基碘在甲醇或丙酮中进行S-甲基化反应，然后将所得的甲基氨基甲亚胺硫醇氢碘酸盐与二级胺在沸腾的叔丁醇或丙酮腈中反应。
• 3-Hydroxy-3-(1,2,5-thiadiazolyloxyalkanol)-3,4-dihydro-2H-1,5-ben
  申请人：Merck & Co., Inc.

  公开号：US03944560A1

  公开（公告）日：1976-03-16

  3-Hydroxy-3-(substituted-aminoalkyl-3,4-dihydro-2H-1,5-benzodioxepin products are described that exhibit .sym.-advenergic stimulating properties and are therefore suitable for use as bronchodilating agents. The products are prepared essentially by four principal routes from 3-oxo-3,4-dihydro-2H-1,5-benzodioxepins. By one route the 3-oxobenzodioxepin is treated with a nitroalkane to give a 3-hydroxy-3-nitroalkyl-benzodioxepin the nitro group of which is reduced to an amine and the resulting compound reacted with an aldehyde or ketone under hydrogenating conditions to introduce the desired substituent into the amino function. By a second route the 3-oxobenzodioxepin is reacted with an alkali metal nitrile to form the cyanhydrin which upon reduction forms the 3-hydroxy-3-aminoalkyl-benzodioxepin that can be treated with a ketone or aldehyde to give the desired products or can be reacted with sodium nitrite or other agent to form a 3-spiro-benzodioxepin-2-oxirane which upon reaction with an amine provides the desired product. The 3-spiro-benzodioxepin-2'-oxirane also can be obtained by treatment of the 3-oxo-benzodioxepin with a sulfurylide, A fourth method involves forming a benzodioxepin-3-spiro-5'-oxazolidin-2'-one which upon treatment with dilute alkali gives the desired 3-hydroxy-3-(substituted aminoalkyl)-3,4-dihydro-2H-1,5-benzodioxepin The intermediate oxazolidinone compounds can be treated if desired with various agents to attach substituents on the benzenoid moiety of the starting substance. These oxazolidinones exhibit .beta. -stimulating and skeletal muscle relaxant properties.

  描述了具有β-肾上腺素激动性能的3-羟基-3-(取代氨基烷基-3,4-二氢-2H-1,5-苯并二氧杂环己啶产品，因此适用于用作支气管扩张剂。这些产品基本上是通过从3-氧代-3,4-二氢-2H-1,5-苯并二氧杂环己啶制备的四种主要途径而制备的。通过一种途径，3-氧代苯并二氧杂环己啶与硝基烷烃反应，得到一种3-羟基-3-硝基烷基苯并二氧杂环己啶，其硝基被还原为胺，然后将所得化合物在加氢条件下与醛或酮反应，将期望的取代基引入氨基功能中。通过第二种途径，3-氧代苯并二氧杂环己啶与碱金属腈反应形成氰水合物，还原后形成3-羟基-3-氨基烷基苯并二氧杂环己啶，可以用酮或醛处理以得到期望的产物，也可以与亚硝酸钠或其他试剂反应形成3-螺苯并二氧杂环己啶-2-环氧烷，后者与胺反应提供所需的产物。3-螺苯并二氧杂环己啶-2'-环氧烷也可以通过将3-氧代苯并二氧杂环己啶与磺酰亚砜处理而获得，第四种方法涉及形成苯并二氧杂环己啶-3-螺-5'-噁唑烷-2'-酮，后者在稀碱处理后给出所需的3-羟基-3-(取代氨基烷基)-3,4-二氢-2H-1,5-苯并二氧杂环己啶。如果需要，可以用各种试剂处理这些中间噁唑烷酮化合物，以在起始物质的苯环部分上连接取代基。这些噁唑烷酮表现出β-激动和骨骼肌松弛性能。