1-(3-hydroxyphenyl)-3-phenylurea | 13142-80-8

• 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-(3-hydroxyphenyl)-3-phenylurea
• 英文别名: N-(3-hydroxy-phenyl)-N'-phenyl-urea；N-(3-Hydroxy-phenyl)-N'-phenyl-harnstoff；3-(3-Hydroxyphenyl)-1-phenylurea
• CAS: 13142-80-8
• 化学式: C₁₃H₁₂N₂O₂
• 分子量: 228.25
• InChiKey: YYUJEEGDLCZLSE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  61.4
• 氢给体数：
  3
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(3-hydroxyphenyl)-3-phenylurea 、 正丁醇 在 偶氮二甲酸二异丙酯 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 反应 8.25h， 以56.8%的产率得到1-(3-butoxyphenyl)-3-phenylurea
  参考文献：
  名称：

  Attenuation of Mycobacterium species through direct and macrophage mediated pathway by unsymmetrical diaryl urea

  摘要：

  Tuberculosis is a major threat for mankind and the emergence of resistance strain of Mycobacterium tuberculosis (Mtb) against first line antibiotics makes it lethal for human civilization. In this study, we have synthesized different diaryl urea derivatives targeting the inhibition of mycolic acid biosynthesis. Among the 39 synthesized molecules, compounds 46, 57, 58 and 86 showed MIC values <= 10 mu g/ml against H37Rv and mc(2)6030 strains. The best molecule with a methyl at ortho position of the first aromatic ring and prenyl group at the meta position of the second aromatic ring showed the MIC value of 5.2 mu g/ml and mu g/ml against H37Rv and mc(2)6030 respectively, with mammalian cytotoxicity of 163.4 mu g/ml. The effective compounds showed selective inhibitory effect on mycolic acid (epoxy mycolate) biosynthesis in C-14-radiolabelled assay. At the same time these molecules also executed their potent immunomodulatory activity by up-regulation of IFN-gamma and IL-12 and down-regulation of IL-10. (C) 2016 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2016.09.083
• 作为产物：
  描述：

  3-甲氧基苯异氰酸 在 氢溴酸 、 溶剂黄146 作用下， 以 二氯甲烷 为溶剂， 生成 1-(3-hydroxyphenyl)-3-phenylurea
  参考文献：
  名称：

  Attenuation of Mycobacterium species through direct and macrophage mediated pathway by unsymmetrical diaryl urea

  摘要：

  Tuberculosis is a major threat for mankind and the emergence of resistance strain of Mycobacterium tuberculosis (Mtb) against first line antibiotics makes it lethal for human civilization. In this study, we have synthesized different diaryl urea derivatives targeting the inhibition of mycolic acid biosynthesis. Among the 39 synthesized molecules, compounds 46, 57, 58 and 86 showed MIC values <= 10 mu g/ml against H37Rv and mc(2)6030 strains. The best molecule with a methyl at ortho position of the first aromatic ring and prenyl group at the meta position of the second aromatic ring showed the MIC value of 5.2 mu g/ml and mu g/ml against H37Rv and mc(2)6030 respectively, with mammalian cytotoxicity of 163.4 mu g/ml. The effective compounds showed selective inhibitory effect on mycolic acid (epoxy mycolate) biosynthesis in C-14-radiolabelled assay. At the same time these molecules also executed their potent immunomodulatory activity by up-regulation of IFN-gamma and IL-12 and down-regulation of IL-10. (C) 2016 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2016.09.083

文献信息

• RECORDING MATERIAL AND COMPOUND
  申请人：Nippon Soda Co., Ltd.

  公开号：EP3636446A1

  公开（公告）日：2020-04-15

  An object of the present invention is to provide a recording material or a recording sheet using, as a color-developing agent, a non-phenol-based compound good in color developing performance and the like. A compound represented by the following formula (I) is used as the color-developing agent: (wherein X represents CH2 or the like; R1 to R3 each independently represent a hydrogen atom, a halogen atom or the like; n1 and n3 each independently represent any integer of 1 to 5; two groups represented by R3 adjacent to each other on a benzene ring optionally bond to each other to form an optionally substituted 6-membered ring; and n2 represents any integer of 1 to 4).

  本发明的目的是提供一种记录材料或记录薄片，使用显色性能良好的非酚基化合物作为显色剂等。下式 (I) 所代表的化合物被用作显色剂： (其中 X 代表 CH2 或类似物；R1 至 R3 各自独立地代表氢原子、卤素原子或类似物；n1 和 n3 各自独立地代表 1 至 5 的任意整数；R3 所代表的两个基团在苯环上相邻，可选择彼此结合形成任选取代的 6 元环；以及 n2 代表 1 至 4 的任意整数）。
• Tricyclic heterocyclic derivatives and uses thereof
  申请人：AUCKLAND UNISERVICES LIMITED

  公开号：US11028064B2

  公开（公告）日：2021-06-08

  Disclosed are tricyclic heterocyclic compounds having kinase inhibitory activity, pharmaceutical compositions and kits comprising the compounds, and use of the compounds in the treatment of or in medicaments for the treatment of various diseases and conditions. In particular, disclosed are tricyclic heterocyclic compounds of the formula (I) having CSF-1R (c-FMS kinase) inhibitory activity and their use in the treatment of various diseases and conditions, such as those mediated by CSF-1R, including proliferative or neoplastic diseases and conditions, including cancers, and bone, inflammatory, and autoimmune diseases and conditions.

  本发明公开了具有激酶抑制活性的三环杂环化合物、包含这些化合物的药物组合物和试剂盒，以及这些化合物在治疗各种疾病和病症中的用途或在治疗各种疾病和病症的药物中的用途。特别是，公开了具有CSF-1R（c-FMS激酶）抑制活性的式(I)三环杂环化合物及其在治疗各种疾病和病症中的用途，例如由CSF-1R介导的疾病和病症，包括增殖性或肿瘤性疾病和病症，包括癌症，以及骨、炎症和自身免疫性疾病和病症。
• Recording material and compound
  申请人：NIPPON SODA CO., LTD.

  公开号：US11529819B2

  公开（公告）日：2022-12-20

  An object of the present invention is to provide a recording material or a recording sheet using, as a color-developing agent, a non-phenol-based compound good in color developing performance and the like. A compound represented by the following formula (I) is used as the color-developing agent: (wherein X represents CH 2 or the like; R 1 to R 3 each independently represent a hydrogen atom, a halogen atom or the like; n1 and n3 each independently represent any integer of 1 to 5; two groups represented by R 3 adjacent to each other on a benzene ring optionally bond to each other to form an optionally substituted 6-membered ring; and n2 represents any integer of 1 to 4).

  本发明的目的是提供一种记录材料或记录薄片，使用显色性能良好的非酚基化合物等作为显色剂。由下式（I）代表的化合物被用作显色剂：（其中 X 代表 CH 2 或类似物；R 1 至 R 3 各自独立地代表氢原子、卤素原子或类似物；n1 和 n3 各自独立地代表 1 至 5 的任意整数；在苯环上相邻的两个由 R 3 代表的基团可任意地相互键合以形成任选取代的 6 元环；以及 n2 代表 1 至 4 的任意整数）。
• WO2018/83635
  申请人：——

  公开号：——

  公开（公告）日：——
• DE2106617
  申请人：——

  公开号：——

  公开（公告）日：——