3-甲酰基苯硼酸-1,3-丙二醇酯 | 478930-25-5

• 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-甲酰基苯硼酸-1,3-丙二醇酯
• 英文名称: 3-[1,3,2]Dioxaborinan-2-yl-benzaldehyde
• 英文别名: 3-(1,3,2-Dioxaborinan-2-YL)benzaldehyde
• CAS: 478930-25-5
• 化学式: C₁₀H₁₁BO₃
• mdl: MFCD06801682
• 分子量: 190.007
• InChiKey: ITKLWDANWTZCSV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.65
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,3-二氨基萘-1,4-二酮 、 3-甲酰基苯硼酸-1,3-丙二醇酯 以 硝基苯 为溶剂， 反应 12.0h， 以45%的产率得到2-[3-(1,3,2-dioxaborinan-2-yl)phenyl]-1H-benzo[f]benzimidazole-4,9-dione
  参考文献：
  名称：

  A-D-A Sensors Based on Naphthoimidazoledione and Boronic Acid as Turn-On Cyanide Probes in Water

  摘要：

  Three fluorescence sensors based on naphthoquinoneimidazole and boronic acid (A-D-A system) have been developed with high selectivity for cyanide in water. The fluorescence band at 460 nm was switched on upon substitution of cyanide on sensors in the CTAB micelle.

  DOI：

  10.1021/jo900170r
• 作为产物：
  描述：

  (3-[1,3,2]dioxaborinan-2-yl-benzylidene)-phenyl-amine 在 果糖 作用下， 以 甲醇 、 水 为溶剂， 生成 苯胺 、 3-甲酰基苯硼酸-1,3-丙二醇酯
  参考文献：
  名称：

  Saccharide accelerated hydrolysis of boronic acid imines

  摘要：

  Saccharides accelerate the rate of hydrolysis of imines 1 and 2 at pH 7.77. In contrast, the rate of hydrolysis of imine 3 is unaffected by added saccharides. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00225-7

文献信息

• Carboxylic acid derivative and salt thereof
  申请人：——

  公开号：US20040102634A1

  公开（公告）日：2004-05-27

  The present invention provides a novel carboxylic acid compound, a salt thereof or a hydrate of them useful as an insulin sensitizer, and a medicament comprising the compound as an active ingredient. That is, the present invention provides a carboxylic acid compound represented by the following formula, a salt thereof, an ester thereof or a hydrate of them. 1 Wherein R 1 represents a hydrogen atom, hydroxyl group, halogen, carboxyl group, or a C 1-6 alkyl group etc., each of which may have one or more substituents; L represents a single bond, or a C 1-6 alkylene group, a C 2-6 alkenylene group or a C 2-6 alkynylene group, each of which may have one or more substituents; M represents a single bond, or a C 1-6 alkylene group, a C 2-6 alkenylene group or a C 2-6 alkynylene group, each of which may have one or more substituents; T represents a single bond, or a C 1-3 alkylene group, a C 2-3 alkenylene group or a C 2-3 alkynylene group, each of which may have one or more substituents; W represents a carboxyl group; 2 represents a single bond etc.; X represents a single bond, oxygen atom, a group represented by —NR X1 CQ 1 O— (wherein Q 1 represents an oxygen atom or sulfur atom; and R X1 represents a hydrogen atom, formyl group, or a C 1-6 alkyl group etc., each of which may have one or more substituents), —OCQ 1 NR X1 — (wherein Q 1 and R X1 are as defined above), —CQ 1 NR X1 O— (wherein Q 1 and R X1 are as defined above), ONR X1 CQ 1 — (wherein Q 1 and R X1 are as defined above), -Q 2 SO 2 — (wherein Q 2 is an oxygen atom or —NR X10 — (wherein R X10 represents a hydrogen atom, formyl group, or a C 1-6 alkyl group etc., each of which may have one or more substituents)) or —SO 2 Q 2 - (wherein Q 2 is as defined above), (wherein, provided that R X2 and R X3 , and/or R X4 and R X5 may together form a ring, Q 3 and Q 4 are the same as or different from each other and each represents an oxygen atom, (O)S(O) or NR X10 (wherein NR X10 is as defined above)); Y represents a 5- to 14-membered aromatic group etc., which may have one or more substituents and one or more hetero atoms; and the ring Z represents a 5- to 14-membered aromatic group which may have 0 to 4 substituents and one or more hetero atoms, and wherein part of the ring may be saturated.

  本发明提供了一种新型的羧酸化合物、其盐或水合物，作为胰岛素增敏剂，并且提供了一种包含该化合物作为活性成分的药物。即，本发明提供了由以下式表示的羧酸化合物、其盐、酯或水合物。其中，R1表示氢原子、羟基、卤素、羧基或C1-6烷基等，每个都可以有一个或多个取代基；L表示单键，或C1-6烷基、C2-6烯基或C2-6炔基等，每个都可以有一个或多个取代基；M表示单键，或C1-6烷基、C2-6烯基或C2-6炔基等，每个都可以有一个或多个取代基；T表示单键，或C1-3烷基、C2-3烯基或C2-3炔基等，每个都可以有一个或多个取代基；W表示羧基；2表示单键等；X表示单键、氧原子、由—NRX1CQ1O—表示的基团（其中，Q1表示氧原子或硫原子；RX1表示氢原子、甲酰基或C1-6烷基等，每个都可以有一个或多个取代基）、由—OCQ1NRX1—表示的基团（其中，Q1和RX1如上所定义）、由—CQ1NRX1O—表示的基团（其中，Q1和RX1如上所定义）、由ONRX1CQ1—表示的基团（其中，Q1和RX1如上所定义）、由-Q2SO2—表示的基团（其中，Q2是氧原子或—NRX10—（其中，RX10表示氢原子、甲酰基或C1-6烷基等，每个都可以有一个或多个取代基））或由—SO2Q2—表示的基团（其中，Q2如上所定义），（其中，假设RX2和RX3，以及RX4和RX5可以共同形成环，Q3和Q4相同或不同，每个表示氧原子、（O）S（O）或NRX10（其中，NRX10如上所定义））；Y表示5-至14-成员芳香基等，可以有一个或多个取代基和一个或多个杂原子；环Z表示5-至14-成员芳香基，可以有0至4个取代基和一个或多个杂原子，其中环的一部分可以饱和。
• EP1380562
  申请人：——

  公开号：——

  公开（公告）日：——
• Saccharide accelerated hydrolysis of boronic acid imines
  作者：James H. Hartley、Tony D. James

  DOI：10.1016/s0040-4039(99)00225-7

  日期：1999.3

  Saccharides accelerate the rate of hydrolysis of imines 1 and 2 at pH 7.77. In contrast, the rate of hydrolysis of imine 3 is unaffected by added saccharides. (C) 1999 Elsevier Science Ltd. All rights reserved.
• A-D-A Sensors Based on Naphthoimidazoledione and Boronic Acid as Turn-On Cyanide Probes in Water
  作者：Matinee Jamkratoke、Vithaya Ruangpornvisuti、Gamolwan Tumcharern、Thawatchai Tuntulani、Boosayarat Tomapatanaget

  DOI：10.1021/jo900170r

  日期：2009.5.15

  Three fluorescence sensors based on naphthoquinoneimidazole and boronic acid (A-D-A system) have been developed with high selectivity for cyanide in water. The fluorescence band at 460 nm was switched on upon substitution of cyanide on sensors in the CTAB micelle.