1-(2,6-diisopropylphenyl)thiourea | 25343-31-1

• 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: 1-(2,6-diisopropylphenyl)thiourea
• 英文别名: N-(2,6-diisopropylphenyl)thiourea；N-<2,6-Diisopropyl-phenyl>-thioharnstoff；N-(2,6-Diisopropyl-phenyl)-thioharnstoff；[2,6-Di(propan-2-yl)phenyl]thiourea
• CAS: 25343-31-1
• 化学式: C₁₃H₂₀N₂S
• 分子量: 236.381
• InChiKey: CQTGOSLAFDSCEM-UHFFFAOYSA-N

物化性质

• 沸点：
  323.9±52.0 °C(predicted)
• 密度：
  1.085±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.461
• 拓扑面积：
  70.1
• 氢给体数：
  2
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-(2,6-diisopropylphenyl)thiourea 生成 C₁₃H₂₀N₂O₃S
  参考文献：
  名称：

  Walter,W.; Ruess,K.-P., Justus Liebigs Annalen der Chemie, 1974, p. 243 - 252

  摘要：

  DOI：
• 作为产物：
  描述：

  2,6-二异丙基苯胺 、 sodium thiocyanide 在 三氟乙酸 作用下， 以 苯 为溶剂， 生成 1-(2,6-diisopropylphenyl)thiourea
  参考文献：
  名称：

  钴和铁催化的异构化-支链烯烃的加氢硼化：品加烷硼烷和1,3,2-二氮杂硼烷的末端硼氢化

  摘要：

  The synthesis and characterization of a series of structurally varied N-phosphinoamidinate-ligated cobalt complexes is described, along with the successful application of these and a related iron complex as precatalysts in the isomerization hydroboration of terminal, geminal, and internal alkenes. These reactions proceed under mild conditions (23-65 degrees C), at relatively low base-metal loadings (1-5 mol %), typically without cosolvent, and with high terminal hydroboration selectivity across a broad spectrum of branched alkenes. With some of the alkene substrates examined, the Nphosphinoamidinate-ligated precatalysts employed herein are shown to provide alternative terminal selectivity versus other previously reported precatalyst classes for such transformations. Reports of terminal-selective metal-catalyzed alkene isomerization hydroboration disclosed thus far in the literature employ pinacolborane (HBPin); while effective in the system herein, we also report the first examples of such transformations employing either 1,3-dimethyl-1,3-diaza-2-boracydopentane or benzo-1,3,2-diazaborolane. The application of these 1,3,2-diazaborolanes in place of HBPin in some instances enables novel terminal selectivity in the isomerization hydroboration of branched alkenes.

  DOI：

  10.1021/acs.organomet.6b00823

文献信息

• OPIOID RECEPTOR MODULATORS AND USE THEREOF
  申请人：National Health Research Institutes

  公开号：US20170056377A1

  公开（公告）日：2017-03-02

  Disclosed is an in vitro screening method for identifying an antagonist-to-agonist allosteric modifier of a mu-opioid receptor and an in vivo method for confirming that a test compound is such a modifier of a mu-opioid receptor. Also disclosed is a method for treating an opioid receptor-associated condition using a compound of Formula (I) and a pharmaceutical composition containing the same.

  揭示了一种体外筛选方法，用于识别μ-阿片受体的拮抗剂-激动剂异位调节剂，并揭示了一种体内方法，用于确认测试化合物是否为μ-阿片受体的这种调节剂。还揭示了一种使用式（I）化合物和含有该化合物的药物组合物治疗阿片受体相关疾病的方法。
• The in vivo antinociceptive and μ-opioid receptor activating effects of the combination of N-phenyl-2′,4′-dimethyl-4,5′-bi-1,3-thiazol-2-amines and naloxone
  作者：Shu-Yu Lin、Yu-Hsien Kuo、Ya-Wen Tien、Yi-Yu Ke、Wan-Ting Chang、Hsiao-Fu Chang、Li-Chin Ou、Ping-Yee Law、Jing-Hua Xi、Pao-Luh Tao、Horace H. Loh、Yu-Sheng Chao、Chuan Shih、Chiung-Tong Chen、Shiu-Hwa Yeh、Shau-Hua Ueng

  DOI：10.1016/j.ejmech.2019.01.063

  日期：2019.4

  Morphine is widely used for the treatment of severe pain. This analgesic effect is mediated principally by the activation of-opioid receptors (MOR). However, prolonged activation of MOR also results in tolerance, dependence, addiction, constipation, nausea, sedation, and respiratory depression. To address this problem, we sought alternative ways to activate MOR - either by use of novel ligands, or via a novel activation mechanism. To this end, a series of compounds were screened using a sensitive CHO-Kl/MOR/G alpha l 5 cell-based FLIPR (R) calcium high-throughput screening (HTS) assay, and the bithiazole compound 5a was identified as being able activate MOR in combination with naloxone. Structural modifications of 5a resulted in the discovery of lead compound 5j, which could effectively activate MOR in combination with the MOR antagonist naloxone or naltrexone. In vivo, naloxone in combination with 100 mg/kg of compound 5j elicited antinociception in a mouse tail-flick model with an ED50 of 17.5 +/- 4 mg/kg. These results strongly suggest that the mechanism by which the 5j/naloxone combination activates MOR is worthy of further study, as its discovery has the potential to yield an entirely novel class of analgesics. (C) 2019 Elsevier Masson SAS. All rights reserved.
• US9827228B2
  申请人：——

  公开号：US9827228B2

  公开（公告）日：2017-11-28
• [EN] OPIOID RECEPTOR MODULATORS AND USE THEREOF<br/>[FR] MODULATEURS DES RÉCEPTEURS OPIOÏDES ET LEUR UTILISATION
  申请人：UNIV MINNESOTA

  公开号：WO2017039778A1

  公开（公告）日：2017-03-09

  Disclosed is an in vitro screening method for identifying an antagonist-to-agonist allosteric modifier of a mu-opioid receptor and an in vivo method for confirming that a test compound is such a modifier of a mu-opioid receptor. Also disclosed is a method for treating an opioid receptor-associated condition using a compound of Formula (I) and a pharmaceutical composition containing the same.
• Cobalt- and Iron-Catalyzed Isomerization–Hydroboration of Branched Alkenes: Terminal Hydroboration with Pinacolborane and 1,3,2-Diazaborolanes
  作者：Takahiko Ogawa、Adam J. Ruddy、Orson L. Sydora、Mark Stradiotto、Laura Turculet

  DOI：10.1021/acs.organomet.6b00823

  日期：2017.1.23

  The synthesis and characterization of a series of structurally varied N-phosphinoamidinate-ligated cobalt complexes is described, along with the successful application of these and a related iron complex as precatalysts in the isomerization hydroboration of terminal, geminal, and internal alkenes. These reactions proceed under mild conditions (23-65 degrees C), at relatively low base-metal loadings (1-5 mol %), typically without cosolvent, and with high terminal hydroboration selectivity across a broad spectrum of branched alkenes. With some of the alkene substrates examined, the Nphosphinoamidinate-ligated precatalysts employed herein are shown to provide alternative terminal selectivity versus other previously reported precatalyst classes for such transformations. Reports of terminal-selective metal-catalyzed alkene isomerization hydroboration disclosed thus far in the literature employ pinacolborane (HBPin); while effective in the system herein, we also report the first examples of such transformations employing either 1,3-dimethyl-1,3-diaza-2-boracydopentane or benzo-1,3,2-diazaborolane. The application of these 1,3,2-diazaborolanes in place of HBPin in some instances enables novel terminal selectivity in the isomerization hydroboration of branched alkenes.