2-(3-fluorobenzylthio)pyrimidin-4-ol | 353260-19-2

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2-(3-fluorobenzylthio)pyrimidin-4-ol
• 英文别名: S-(3-fluorobenzyl)-2-thiouracil；2-[(3-fluorophenyl)methylsulfanyl]-1H-pyrimidin-6-one
• CAS: 353260-19-2
• 化学式: C₁₁H₉FN₂OS
• 分子量: 236.27
• InChiKey: FFZATPGRRFYYNG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  66.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(3-fluorobenzylthio)pyrimidin-4-ol 在 间氯过氧苯甲酸 作用下， 以 甲醇 、 二氯甲烷 、 甲苯 为溶剂， 反应 2.0h， 生成
  参考文献：
  名称：

  硫脲嘧啶衍生物对 2,4-二氨基嘧啶的 Ugi-Smiles 偶联

  摘要：

  二氨基嘧啶可以通过从 S-烷基硫氧嘧啶衍生物开始的多组分偶联合成。基于 Ugi-Smilecoupling 和随后的加合物氧化的合成策略为制备具有五点多样性的各种二氨基嘧啶提供了一个通用平台。整个序列可以作为一锅法进行。

  DOI：

  10.1055/s-0031-1290347
• 作为产物：
  描述：

  2-硫脲嘧啶 、 3-氟溴苄 在 potassium carbonate 作用下， 以 水 为溶剂， 反应 3.0h， 以80%的产率得到2-(3-fluorobenzylthio)pyrimidin-4-ol
  参考文献：
  名称：

  4-Aminopyrimidine libraries from the Ugi-Smiles reaction of thiouracil

  摘要：

  The Ugi-Smiles reaction of S-benzyl thiouracil have been exploited in several three-step sequences for the preparation of aminopyrimidine libraries with high diversity. After the 4-component coupling, oxidation of the thioether to sulfone is followed by displacement of the latter by various carbon-centered nucleophiles (cyanide, malonate, boronic acids) or amines. The efficiency of the whole sequence was further demonstrated with one-pot procedures. (C) 2018 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2018.04.058

文献信息

• S-BENZYLTHIOURACIL COMPOUNDS AND METHODS OF ENHANCING PLANT ROOT GROWTH
  申请人：Valent BioSciences Corporation

  公开号：US20150201620A1

  公开（公告）日：2015-07-23

  The present invention is directed to methods for enhancing root growth comprising applying a S-Benzylthiouracil compound, or a salt thereof, to a plant, plant propagation material, root zone, or root of a plant. The invention also relates to methods for reducing the harmful effects of environmentally stressful conditions on plants, such as drought, or intense temperatures, by application of a S-Benzylthiouracil compound, or a salt thereof, to a plant, plant propagation material, root zone, or root of a plant. The invention further relates to new S-Benzylthiouracil derivatives, and salts thereof.

  本发明涉及一种增强根系生长的方法，包括将S-苄基硫脲化合物或其盐应用于植物、植物繁殖材料、根区或植物的根部。本发明还涉及一种减少环境应激条件（如干旱或强烈温度）对植物的有害影响的方法，通过将S-苄基硫脲化合物或其盐应用于植物、植物繁殖材料、根区或植物的根部。本发明还涉及新的S-苄基硫脲衍生物及其盐。
• S-benzylthiouracil compounds and methods of enhancing plant root growth
  申请人：Valent BioSciences Corporation

  公开号：US09510593B2

  公开（公告）日：2016-12-06

  The present invention is directed to methods for enhancing root growth comprising applying a S-Benzylthiouracil compound, or a salt thereof, to a plant, plant propagation material, root zone, or root of a plant. The invention also relates to methods for reducing the harmful effects of environmentally stressful conditions on plants, such as drought, or intense temperatures, by application of a S-Benzylthiouracil compound, or a salt thereof, to a plant, plant propagation material, root zone, or root of a plant. The invention further relates to new S-Benzylthiouracil derivatives, and salts thereof.

  本发明涉及一种增强根系生长的方法，包括将S-苄基硫脲化合物或其盐应用于植物、植物繁殖材料、根区或植物的根部。本发明还涉及一种减轻环境压力对植物的有害影响的方法，例如干旱或高温，通过将S-苄基硫脲化合物或其盐应用于植物、植物繁殖材料、根区或植物的根部。本发明还涉及新的S-苄基硫脲衍生物及其盐。
• US9510593B2
  申请人：——

  公开号：US9510593B2

  公开（公告）日：2016-12-06
• [EN] S-BENZYLTHIOURACIL COMPOUNDS AND METHODS OF ENHANCING PLANT ROOT GROWTH<br/>[FR] COMPOSÉS S-BENZYLTHIOURACILE ET PROCÉDÉS D'AMÉLIORATION DE LA CROISSANCE RACINAIRE D'UN VÉGÉTAL
  申请人：VALENT BIOSCIENCES CORP

  公开号：WO2015108938A1

  公开（公告）日：2015-07-23

  The present invention is directed to methods for enhancing root growth comprising applying a S-Benzylthiouracil compound, or a salt thereof, to a plant, plant propagation material, root zone, or root of a plant. The invention also relates to methods for reducing the harmful effects of environmentally stressful conditions on plants, such as drought, or intense temperatures, by application of a S-Benzylthiouracil compound, or a salt thereof, to a plant, plant propagation material, root zone, or root of a plant. The invention further relates to new S-Benzylthiouracil derivatives, and salts thereof.
• 4-Aminopyrimidine libraries from the Ugi-Smiles reaction of thiouracil
  作者：Madjid Ait Sidhoum、Laurent El Kaïm、Laurence Grimaud

  DOI：10.1016/j.tet.2018.04.058

  日期：2018.9

  The Ugi-Smiles reaction of S-benzyl thiouracil have been exploited in several three-step sequences for the preparation of aminopyrimidine libraries with high diversity. After the 4-component coupling, oxidation of the thioether to sulfone is followed by displacement of the latter by various carbon-centered nucleophiles (cyanide, malonate, boronic acids) or amines. The efficiency of the whole sequence was further demonstrated with one-pot procedures. (C) 2018 Published by Elsevier Ltd.