1-甲基-3-(3-甲基苯基)硫脲 | 35524-89-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-甲基-3-(3-甲基苯基)硫脲
• 英文名称: N-methyl-N'-3-methylphenylthiourea
• 英文别名: N-methyl-N'-m-tolyl-thiourea；N-Methyl-N'-m-tolyl-thioharnstoff；1-(3-methylphenyl)-3-methylthiourea；1-Methyl-3-(3-methylphenyl)thiourea
• CAS: 35524-89-1
• 化学式: C₉H₁₂N₂S
• mdl: MFCD03208819
• 分子量: 180.274
• InChiKey: WJAZBJCORJAGMK-UHFFFAOYSA-N

物化性质

• 熔点：
  105 °C
• 沸点：
  264.4±33.0 °C(Predicted)
• 密度：
  1.159±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  56.2
• 氢给体数：
  2
• 氢受体数：
  1

安全信息

• 海关编码：
  2930909090

反应信息

• 作为反应物：
  描述：

  1-甲基-3-(3-甲基苯基)硫脲 在 吡啶 作用下， 以 乙醇 为溶剂， 反应 6.0h， 生成 4-methyl-N-(3-methylphenyl)-5-(4-pyridinyl)-4H-1,2,4-triazol-3-amine
  参考文献：
  名称：

  SAR studies of 4-pyridyl heterocyclic anilines that selectively induce autophagic cell death in von Hippel-Lindau-deficient renal cell carcinoma cells

  摘要：

  We recently identified a class of pyridyl aniline thiazoles (PAT) that displayed selective cytotoxicity for von Hippel-Lindau (VHL) deficient renal cell carcinoma (RCC) cells in vitro and in vivo. Structure-activity relationship (SAR) studies were used to develop a comparative molecular field analysis (CoMFA) model that related VHL-selective potency to the three-dimensional arrangement of chemical features of the chemotype. We now report the further molecular alignment-guided exploration of the chemotype to discover potent and selective PAT analogues. The contribution of the central thiazole ring was explored using a series of five-and six-membered ring heterocyclic replacements to vary the electronic and steric interactions in the central unit. We also explored a positive steric CoMFA contour adjacent to the pyridyl ring using Pd-catalysed cross-coupling Suzuki-Miyaura, Sonogashira and nucleophilic displacement reactions to prepare of a series of aryl-, alkynyl-, alkoxy- and alkylamino-substituted pyridines, respectively. In vitro potency and selectivity were determined using paired RCC cell lines: the VHL-null cell line RCC4 and the VHL-positive cell line RCC4-VHL. Active analogues selectively induced autophagy in RCC4 cells. We have used the new SAR data to further develop the CoMFA model, and compared this to a 2D-QSAR method. Our progress towards realising the therapeutic potential of this chemotype as a targeted cytotoxic therapy for the treatment of RCC by exploiting the absence of the VHL tumour suppressor gene is reported. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.04.042
• 作为产物：
  描述：

  异硫氰酸甲酯 、 3-甲基苯胺 以 乙醇 为溶剂， 生成 1-甲基-3-(3-甲基苯基)硫脲
  参考文献：
  名称：

  取代的硫脲配体配位的[（en）2Co] 3+配合物的合成与表征

  摘要：

  当与[（en）2 Co（OSO 2 CF 3）2 ] +在四亚甲基砜中反应时，取代的硫脲配体以双齿方式结合，通过硫原子和去质子化的硫脲氮原子形成四元环。不对称配体的反应导致配位异构体的形成，其中一些可以通过使用Sephadex SPC-25的柱色谱法分离。配位异构体易于根据可见和1 H NMR光谱进行区分。研究了十二个对位取代和一个对位取代的配体：N，N'-二苄硫脲（1a）; N-（R）苯基-N'-苄硫脲{R = H（2a），NO 2（2b），CH 3（2c）}；N-（R）苯基-N '-（R'）苯基硫脲{R，R'：H，H（3a），H，CH 3（3b），OCH 3，NO 2（3c），CH 3，NO 2（3d）}; N-甲基-N '-（R）苯硫脲{R = H（4a），CH 3（4b），OCH 3（4c），NO 2（4d），3-CH 3（4e）}。的一种异构体的固态结构（X射线）共4a中作为它的高氯酸盐确认由提出的配位模式1个H

  DOI：

  10.1071/ch13150

文献信息

• Efficient Conversion of Substituted Aryl Thioureas to 2-Aminobenzothiazoles Using Benzyltrimethylammonium Tribromide
  作者：Alfonzo D. Jordan、Chi Luo、Allen B. Reitz

  DOI：10.1021/jo0349431

  日期：2003.10.1

  The reaction of molecular bromine (Br2) with arylthioureas is known to produce 2-aminobenzothiazoles (Hugerschoff reaction). We show here that benzyltrimethylammonium tribromide (1, PhCH2NMe3Br3), a stable, crystalline organic ammonium tribromide (OATB), can be readily utilized as an alternative electrophilic bromine source. It is easier to control the stoichiometry of addition with an OATB, which

  已知分子溴（Br2）与芳基硫脲反应生成2-氨基苯并噻唑（Hugerschoff反应）。我们在这里显示了三溴苄基三甲基铵（1，PhCH2NMe3Br3），一种稳定的结晶有机三溴化铵（OATB），可以很容易地用作替代的亲电子溴源。用OATB更容易控制添加的化学计量，从而最大程度地减少了由过量试剂引起的芳香族溴化反应。我们已经开发了一种直接程序，该程序可以使用四丁基硫氰酸铵（Bu4NSCN）和PhCH2NMe3Br3从异硫氰酸酯和胺中制备官能化的2-氨基苯并噻唑。
• SULFONAMIDE DERIVATIVE AND PHARMACEUTICALLY ACCEPTABLE ACID ADDITION SALT THEREOF
  申请人：UNIVERSITY OF TSUKUBA

  公开号：US20180179151A1

  公开（公告）日：2018-06-28

  The present invention aims to provide a novel low-molecular-weight compound exhibiting an orexin receptor agonist activity and expected to be useful as a prophylactic or therapeutic agent for narcolepsy and the like. The present invention provides a compound represented by the formula (I): wherein each symbol is as defined in the description, or a pharmaceutically acceptable acid addition salt thereof, which has an orexin receptor agonist activity, and an orexin receptor agonist containing the compound or a pharmaceutically acceptable acid addition salt thereof.

  本发明旨在提供一种新型低分子量化合物，表现出促进俄利班受体活性，并且预计可用作嗜睡症等疾病的预防或治疗药物。本发明提供一种由式(I)表示的化合物：其中每个符号如描述中定义，或其药用可接受的酸盐，具有促进俄利班受体活性，并且含有该化合物或其药用可接受的酸盐的俄利班受体激动剂。
• Selective herbicides
  申请人：Nippon Soda Company Limited

  公开号：US03967951A1

  公开（公告）日：1976-07-06

  A selective herbicidal composition comprising an effective amount of a compound of the formula ##SPC1## Wherein R is selected from the group consisting of isopropyl and tertbutyl.

  一种选择性除草剂组合物，包括一定量的化合物，其化学式为##SPC1##其中R选择自异丙基和叔丁基。
• Sulfonamide derivative and pharmaceutically acceptable acid addition salt thereof
  申请人：UNIVERSITY OF TSUKUBA

  公开号：US10351522B2

  公开（公告）日：2019-07-16

  The present invention aims to provide a novel low-molecular-weight compound exhibiting an orexin receptor agonist activity and expected to be useful as a prophylactic or therapeutic agent for narcolepsy and the like. The present invention provides a compound represented by the formula (I): wherein each symbol is as defined in the description, or a pharmaceutically acceptable acid addition salt thereof, which has an orexin receptor agonist activity, and an orexin receptor agonist containing the compound or a pharmaceutically acceptable acid addition salt thereof.

  本发明旨在提供一种新型低分子量化合物，该化合物具有奥曲肽受体激动剂活性，有望用作嗜睡症等的预防或治疗药物。本发明提供了一种由式（I）代表的化合物： 其中各符号如描述中所定义，或其药学上可接受的酸加成盐，具有奥曲肽受体激动剂活性，以及含有该化合物或其药学上可接受的酸加成盐的奥曲肽受体激动剂。
• Some Phenylthiourea Derivatives and their Antituberculous Activity
  作者：L. Doub、L. M. Richardson、D. R. Herbst、M. L. Black、O. L. Stevenson、L. L. Bambas、G. P. Youmans、A. S. Youmans

  DOI：10.1021/ja01542a043

  日期：1958.5