[4-(苯基甲氧基甲基)苯基]硼酸 | 163680-70-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: [4-(苯基甲氧基甲基)苯基]硼酸
• 英文名称: (4-benzyloxymethylphenyl)boronic acid
• 英文别名: (4-((Benzyloxy)methyl)phenyl)boronic acid；[4-(phenylmethoxymethyl)phenyl]boronic acid
• CAS: 163680-70-4
• 化学式: C₁₄H₁₅BO₃
• 分子量: 242.082
• InChiKey: DUQAUOQOQPYBEN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.08
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  49.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  [4-(苯基甲氧基甲基)苯基]硼酸 、 5-(4-iodobenzyl)-4-hydroxy-3,5-dimethyl-5H-thiophen-2-one 在 bis-triphenylphosphine-palladium(II) chloride 、 sodium carbonate 作用下， 以 乙二醇二甲醚 为溶剂， 反应 6.0h， 生成 5-(4'-Benzyloxymethyl-biphenyl-4-ylmethyl)-4-hydroxy-3,5-dimethyl-5H-thiophen-2-one
  参考文献：
  名称：

  Biphenyl-Based analogues of thiolactomycin, active against Mycobacterium tuberculosis mtFabH fatty acid condensing enzyme

  摘要：

  Analogues of the antibiotic thiolactomycin, with biphenyl-based 5-substituents, were found to have excellent in vitro inhibitory activity against the recombinant Mycobacterium tuberculosis beta-ketoacyl-ACP synthase mtFabH condensing enzyme. In particular, 5-(4'-benzyloxy-biphen-4-ylmethyl)-4-hydroxy-3,5-dimethyl-5H-thiophen-2-one exhibited approximately a 4-fold increased potency against this key condensing enzyme involved in M. tuberculosis mycolic acid biosynthesis, compared to thiolactomycin. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.08.015
• 作为产物：
  描述：

  1-((苄氧基)甲基)-4-溴苯 在 magnesium 、 硼酸三甲酯 、 盐酸 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 5.0h， 生成 [4-(苯基甲氧基甲基)苯基]硼酸
  参考文献：
  名称：

  INTRACELLULAR CALCIUM CONCENTRATION INCREASE INHIBITORS

  摘要：

  一种含有活性成分的细胞内钙浓度增加抑制剂，其活性成分为（1）由化学式（I）表示的硼化合物。化学式（I）表示的化合物抑制细胞内钙浓度的增加，因此被认为可用作预防和/或治疗血小板聚集、心脑缺血疾病、免疫缺陷疾病、变态反应、支气管哮喘、高血压、脑血管痉挛、各种肾脏疾病、胰腺炎、阿尔茨海默病等的药物。

  公开号：

  EP1444981A1

文献信息

• Synthesis of 5-aryl and vinyl tetrazoles by the palladium-catalyzed cross-coupling reaction
  作者：Kyu Yang Yi、Sung-eun Yoo

  DOI：10.1016/0040-4039(95)00129-z

  日期：1995.3

  A coupling reaction of 1-benzyl-5-bromotetrazole with various aryl and vinyl boronic acids via the Suzuki type reaction is found to be a general and efficient reaction for the synthesis of aryl and vinyl tetrazoles.
• Biphenyl-Based analogues of thiolactomycin, active against Mycobacterium tuberculosis mtFabH fatty acid condensing enzyme
  作者：Suzanne J Senior、Petr A Illarionov、Sudagar S Gurcha、Ian B Campbell、Merrill L Schaeffer、David E Minnikin、Gurdyal S Besra

  DOI：10.1016/j.bmcl.2003.08.015

  日期：2003.11

  Analogues of the antibiotic thiolactomycin, with biphenyl-based 5-substituents, were found to have excellent in vitro inhibitory activity against the recombinant Mycobacterium tuberculosis beta-ketoacyl-ACP synthase mtFabH condensing enzyme. In particular, 5-(4'-benzyloxy-biphen-4-ylmethyl)-4-hydroxy-3,5-dimethyl-5H-thiophen-2-one exhibited approximately a 4-fold increased potency against this key condensing enzyme involved in M. tuberculosis mycolic acid biosynthesis, compared to thiolactomycin. (C) 2003 Elsevier Ltd. All rights reserved.
• INTRACELLULAR CALCIUM CONCENTRATION INCREASE INHIBITORS
  申请人：Mikoshiba, Katsuhiko

  公开号：EP1444981A1

  公开（公告）日：2004-08-11

  An intracellular calcium concentration increase inhibitor containing as the active ingredient (1) a boron compound represented by the formula (I). The compound represented by the formula (I) inhibits the increase of the intracellular calcium concentration, and therefore it is deemed to be useful as an agent for the prophylaxis and/or treatment of platelet aggregation, ischemic diseases in hearts and brains, immune deficiency diseases, allorgosis, bronchial asthma, hypertension, cerebrovascular spasm, various renal diseases, pancreatitis, Alzheimer's disease, etc.

  一种含有活性成分的细胞内钙浓度增加抑制剂，其活性成分为（1）由化学式（I）表示的硼化合物。化学式（I）表示的化合物抑制细胞内钙浓度的增加，因此被认为可用作预防和/或治疗血小板聚集、心脑缺血疾病、免疫缺陷疾病、变态反应、支气管哮喘、高血压、脑血管痉挛、各种肾脏疾病、胰腺炎、阿尔茨海默病等的药物。