(5-氟嘧啶-2-基)甲醇 | 1227574-72-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 中文名称: (5-氟嘧啶-2-基)甲醇
• 中文别名: 5-氟-2-嘧啶甲醇
• 英文名称: (5-fluoropyrimidin-2-yl)methanol
• 英文别名: (5-Fluoropyrimidin-2-yl)methanol
• CAS: 1227574-72-2
• 化学式: C₅H₅FN₂O
• 分子量: 128.106
• InChiKey: TXZSJRMEHFCYPZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  46
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2933599090

反应信息

• 作为反应物：
  描述：

  (5-氟嘧啶-2-基)甲醇 在 盐酸 、 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 、 乙酸乙酯 为溶剂， 反应 5.0h， 生成
  参考文献：
  名称：

  Identification of a 4-fluorobenzyl l-valinate amide benzoxaborole (AN11736) as a potential development candidate for the treatment of Animal African Trypanosomiasis (AAT)

  摘要：

  Novel L-valinate amide benzoxaboroles and analogues were designed and synthesized for a structure-activity-relationship (SAR) investigation to optimize the growth inhibitory activity against Trypanosoma congolense (T. congolense) and Trypanosoma vivax (T. vivax) parasites. The study identified 4-fluorobenzyl (1-hydroxy-7-methyl-1,3-dihydrobenzo[c][1,2] oxaborole-6-carbonyl)-L-valinate (5, AN11736), which showed IC50 values of 0.15 nM against T. congolense and 1.3 nM against T. vivax, and demonstrated 100% efficacy with a single dose of 10 mg/kg against both T. congolense and T. vivax in mouse models of infection (IP dosing) and in the target animal, cattle, dosed intramuscularly. AN11736 has been advanced to early development studies. (C) 2017 The Authors. Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2017.11.028

文献信息

• [EN] SUBSTITUTED 4-AZAINDOLES AND THEIR USE AS GLUN2B RECEPTOR MODULATORS<br/>[FR] 4-AZAINDOLES SUBSTITUÉS ET LEUR UTILISATION COMME MODULATEURS DU RÉCEPTEUR DE GLUN2B
  申请人：JANSSEN PHARMACEUTICA NV

  公开号：WO2017007938A1

  公开（公告）日：2017-01-12

  Substituted 4-azaindoles as NR2B receptor ligands. Such compounds may be used in NR2B receptor modulation and in pharmaceutical compositions and methods for the treatment of disease states, disorders, and conditions mediated by NR2B receptor activity.

  将4-氮杂吲哚作为NR2B受体配体。这类化合物可用于NR2B受体调节以及用于治疗由NR2B受体活性介导的疾病状态、紊乱和病况的药物组合物和方法。
• Identification of a 4-fluorobenzyl l-valinate amide benzoxaborole (AN11736) as a potential development candidate for the treatment of Animal African Trypanosomiasis (AAT)
  作者：Tsutomu Akama、Yong-Kang Zhang、Yvonne R. Freund、Pamela Berry、Joanne Lee、Eric E. Easom、Robert T. Jacobs、Jacob J. Plattner、Michael J. Witty、Rosemary Peter、Tim G. Rowan、Kirsten Gillingwater、Reto Brun、Bakela Nare、Luke Mercer、Musheng Xu、Jiangong Wang、Hao Liang

  DOI：10.1016/j.bmcl.2017.11.028

  日期：2018.1

  Novel L-valinate amide benzoxaboroles and analogues were designed and synthesized for a structure-activity-relationship (SAR) investigation to optimize the growth inhibitory activity against Trypanosoma congolense (T. congolense) and Trypanosoma vivax (T. vivax) parasites. The study identified 4-fluorobenzyl (1-hydroxy-7-methyl-1,3-dihydrobenzo[c][1,2] oxaborole-6-carbonyl)-L-valinate (5, AN11736), which showed IC50 values of 0.15 nM against T. congolense and 1.3 nM against T. vivax, and demonstrated 100% efficacy with a single dose of 10 mg/kg against both T. congolense and T. vivax in mouse models of infection (IP dosing) and in the target animal, cattle, dosed intramuscularly. AN11736 has been advanced to early development studies. (C) 2017 The Authors. Published by Elsevier Ltd.