3-(1,3,2-二氧硼烷-2-基)苯甲腈 | 718640-74-5

• 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: 3-(1,3,2-二氧硼烷-2-基)苯甲腈
• 英文名称: 3-cyanophenylboronic acid ethylene glycol ester
• 英文别名: 3-(1,3,2-Dioxaborolan-2-yl)benzonitrile
• CAS: 718640-74-5
• 化学式: C₉H₈BNO₂
• 分子量: 172.979
• InChiKey: GDUXKUYAOLDWIU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  42.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(1,3,2-二氧硼烷-2-基)苯甲腈 以 四氢呋喃 、 乙醇 为溶剂， 生成 (3-Cyanophenyl)vinylborinic acid quinolin-8-yl ester
  参考文献：
  名称：

  Identification of Borinic Esters as Inhibitors of Bacterial Cell Growth and Bacterial Methyltransferases, CcrM and MenH

  摘要：

  As bacteria continue to develop resistance toward current antibiotics, we find ourselves in a continual battle to identify new antibacterial agents and targets. We report herein a class of boron-containing compounds termed borinic esters that have broad spectrum antibacterial activity with minimum inhibitory concentrations (MIC) in the low microgram/mL range. These compounds were identified by screening for inhibitors against Caulobacter crescentus CcrM, an essential DNA methyltransferase from Gram negative alpha-proteobacteria. In addition, we demonstrate that borinic esters inhibit menaquinone methyltransferase in Gram positive bacteria using a new biochemical assay for MenH from Bacillus subtilis. Our data demonstrate the potential for further development of borinic esters as antibacterial agents as well as leads to explore more specific inhibitors against two essential bacterial enzymes.

  DOI：

  10.1021/jm050676a
• 作为产物：
  描述：

  乙二醇 、 3-氰基苯硼酸 以 四氢呋喃 为溶剂， 反应 4.0h， 以100%的产率得到3-(1,3,2-二氧硼烷-2-基)苯甲腈
  参考文献：
  名称：

  Compounds for the Treatment of Periodontal Disease

  摘要：

  提供了在牙周病治疗中有用的化合物、组合物和方法。

  公开号：

  US20070286822A1

文献信息

• Chlorodifluoromethane-triggered formation of difluoromethylated arenes catalysed by palladium
  作者：Zhang Feng、Qiao-Qiao Min、Xia-Ping Fu、Lun An、Xingang Zhang

  DOI：10.1038/nchem.2746

  日期：2017.9

  represents the ideal and most straightforward difluoromethylating reagent, but introduction of the difluoromethyl group (CF2H) from ClCF2H into aromatics has not been reported. Here, we describe a direct palladium-catalysed difluoromethylation method for coupling ClCF2H with arylboronic acids and esters to generate difluoromethylated arenes with high efficiency. The reaction exhibits a remarkably broad substrate

  二氟甲基化的芳族化合物在制药，农用化学品和材料中的重要性日益增加。氯二氟甲烷（ClCF 2 H）是一种廉价，丰富且广泛使用的工业原料，是理想且最直接的二氟甲基化试剂，但尚未见到将ClCF 2 H中的二氟甲基（CF 2 H）引入芳族化合物的报道。在这里，我们描述了偶联ClCF 2的直接钯催化的二氟甲基化方法H与芳基硼酸和酯生成高效二氟甲基化的芳烃。该反应表现出非常广泛的底物范围，包括杂芳基硼酸，并且被用于一系列药物和生物活性化合物的二氟甲基化。初步的机理研究表明，该反应涉及钯二氟卡宾中间体。尽管已经制备了许多金属-二氟卡宾配合物，但涉及金属-二氟卡宾配合物的二氟甲基化或二氟甲基化化合物的催化合成并未受到太大关注。因此，这一新反应也为理解金属-二氟卡宾络合物催化的反应打开了大门。
• Hydrolytically-resistant boron-containing therapeutics and methods of use
  申请人：Lee Ving

  公开号：US20050054644A1

  公开（公告）日：2005-03-10

  Compositions and methods of use of borole derivatives, including benzoxaboroles, benzazaboroles and benzthiaboroles, as therapeutic agents for treatment of diseases caused by bacteria or viruses are disclosed, as well as methods for synthesis of said agents and compositions thereof.

  本发明揭示了硼杂环衍生物的组成物和使用方法，包括苯并噻硼酸酯，苯并氮硼酸酯和苯并硫硼酸酯，作为治疗细菌或病毒引起的疾病的治疗剂，以及合成上述药剂和组合物的方法。
• HYDROLYTICALLY-RESISTANT BORON-CONTAINING THERAPEUTICS AND METHODS OF USE
  申请人：Lee Ving

  公开号：US20090239824A1

  公开（公告）日：2009-09-24

  Compositions and methods of use of borole derivatives, including benzoxaboroles, benzazaboroles and benzthiaboroles, as therapeutic agents for treatment of diseases caused by bacteria or viruses are disclosed, as well as methods for synthesis of said agents and compositions thereof.

  本发明揭示了一种硼杂环衍生物的组成物和使用方法，包括苯并噻硼烷、苯并氮硼烷和苯并硫硼烷，作为治疗由细菌或病毒引起的疾病的治疗剂，以及合成所述剂和其组成物的方法。
• [EN] TREATMENT OR PREVENTION OF SKIN CONDITIONS OR TISSUE CONDITIONS IN ANIMALS USING BORYLOXYPYRIDYLMETHANONES<br/>[FR] COMPOSES RENFERMANT DU BORE ET PROCEDES D'UTILISATION DE CEUX-CI
  申请人：ANACOR PHARMACEUTICALS INC

  公开号：WO2005123094A3

  公开（公告）日：2006-02-23