5-溴-2-乙氧基苯基硼酸 | 352525-82-7

• 物质功能分类: 化学试剂 - 有机试剂 - 硼酸
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 5-溴-2-乙氧基苯基硼酸
• 中文别名: 5-溴-2-乙氧基苯硼酸；5-溴-2-乙氧苯基硼酸
• 英文名称: 5-bromo-2-ethoxyphenylboronic acid
• 英文别名: (5-bromo-2-ethoxyphenyl)boronic acid
• CAS: 352525-82-7
• 化学式: C₈H₁₀BBrO₃
• 分子量: 244.881
• InChiKey: PMWQJPWDAQROND-UHFFFAOYSA-N

物化性质

• 熔点：
  125-129 °C(lit.)
• 沸点：
  385.6±52.0 °C(Predicted)
• 密度：
  1.53±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.53
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  49.7
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 危险性防范说明：
  P261,P280,P301+P312,P302+P352,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

反应信息

• 作为反应物：
  描述：

  5-溴-2-乙氧基苯基硼酸 在 盐酸 、 palladium diacetate 、 sodium carbonate 、 三苯基膦 作用下， 以 1,4-二氧六环 、 乙二醇二甲醚 、 乙醇 为溶剂， 反应 1.0h， 生成 4-[2-Amino-6-(5-bromo-2-ethoxy-phenyl)-pyrimidin-4-ylamino]-N-hydroxy-benzamide
  参考文献：
  名称：

  Synthesis, SAR, and antitumor properties of diamino- C , N -diarylpyrimidine positional isomers: inhibitors of lysophosphatidic acid acyltransferase-β

  摘要：

  2,4-Diamino-N-4,6-diarylpyrimidines were identified as potent, isoform specific inhibitors of lysophosphatidic acid acyltransferase-beta (LPAAT-beta). Active inhibitors also blocked proliferation of tumor cell lines in vitro. The effect of 2j in an in vivo tumor model was investigated. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.01.104

文献信息

• PYRIMIDINES AND USES THEREOF
  申请人：BHATT Rama

  公开号：US20090099183A1

  公开（公告）日：2009-04-16

  The invention relates to pyrimidines and uses thereof, including to inhibit lysophosphatidic acid acyltransferase β (LPAAT-β) activity and/or proliferation of cells such as tumor-cells.

  本发明涉及嘧啶及其用途，包括抑制溶血磷脂酸酰转移酶β（LPAAT-β）活性和/或细胞增殖，例如肿瘤细胞。
• 9<i>H</i>-Purine Scaffold Reveals Induced-Fit Pocket Plasticity of the BRD9 Bromodomain
  作者：Sarah Picaud、Maria Strocchia、Stefania Terracciano、Gianluigi Lauro、Jacqui Mendez、Danette L. Daniels、Raffaele Riccio、Giuseppe Bifulco、Ines Bruno、Panagis Filippakopoulos

  DOI：10.1021/jm501893k

  日期：2015.3.26

  The 2-amine-9H-purine scaffold was identified as a weak bromodomain template and was developed via iterative structure based design into a potent nanomolar ligand for the bromodomain of human BRD9 with small residual micromolar affinity toward the bromodomain of BRD4. Binding of the lead compound 11 to the bromodomain of BRD9 results in an unprecedented rearrangement of residues forming the acetyllysine recognition site, affecting plasticity of the protein in an induced-fit pocket. The compound does not exhibit any cytotoxic effect in HEK293 cells and displaces the BRD9 bromodomain from chromatin in bioluminescence proximity assays without affecting the BRD4/histone complex. The 2-amine-9H-purine scaffold represents a novel template that can be further modified to yield highly potent and selective tool compounds to interrogate the biological role of BRD9 in diverse cellular systems.
• Structure-based design of new DHFR-based antibacterial agents: 7-aryl-2,4-diaminoquinazolines
  作者：Xiaoming Li、Mark Hilgers、Mark Cunningham、Zhiyong Chen、Michael Trzoss、Junhu Zhang、Lucy Kohnen、Thanh Lam、Chris Creighton、Kedar GC、Kirk Nelson、Bryan Kwan、Mark Stidham、Vickie Brown-Driver、Karen J. Shaw、John Finn

  DOI：10.1016/j.bmcl.2011.07.059

  日期：2011.9

  Dihydrofolate reductase (DHFR) inhibitors such as trimethoprim(TMP) have long played a significant role in the treatment of bacterial infections. Not surprisingly, after decades of use there is now bacterial resistance to TMP and therefore a need to develop novel antibacterial agents with expanded spectrum including these resistant strains. In this study, we investigated the optimization of 2,4-diamnoquinazolines for antibacterial potency and selectivity. Using structure-based drug design, several 7-aryl-2,4-diaminoquinazolines were discovered that have excellent sub-100 picomolar potency against bacterial DHFR. These compounds have good antibacterial activity especially on gram-positive pathogens including TMP-resistant strains. (C) 2011 Elsevier Ltd. All rights reserved.
• A multidisciplinary functional proteomics-aided strategy as a tool for the profiling of a novel cytotoxic thiadiazolopyrimidone
  作者：Elva Morretta、Dafne Ruggiero、Raffaella Belvedere、Antonello Petrella、Ines Bruno、Stefania Terracciano、Maria Chiara Monti

  DOI：10.1016/j.bioorg.2023.106620

  日期：2023.9
• Synthesis, SAR, and antitumor properties of diamino- C , N -diarylpyrimidine positional isomers: inhibitors of lysophosphatidic acid acyltransferase-β
  作者：Baoqing Gong、Feng Hong、Cory Kohm、Scott Jenkins、John Tulinsky、Rama Bhatt、Peter de Vries、Jack W Singer、Peter Klein

  DOI：10.1016/j.bmcl.2004.01.104

  日期：2004.5

  2,4-Diamino-N-4,6-diarylpyrimidines were identified as potent, isoform specific inhibitors of lysophosphatidic acid acyltransferase-beta (LPAAT-beta). Active inhibitors also blocked proliferation of tumor cell lines in vitro. The effect of 2j in an in vivo tumor model was investigated. (C) 2004 Elsevier Ltd. All rights reserved.