2-(3-bromophenyl)-2-methoxypropane | 134360-08-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(3-bromophenyl)-2-methoxypropane
• 英文别名: 1-Bromo-3-(2-methoxypropan-2-yl)benzene
• CAS: 134360-08-0
• 化学式: C₁₀H₁₃BrO
• 分子量: 229.117
• InChiKey: HOTNDQDOOMLIAQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-羟基-2-(3-溴苯基)丙烷 在 吡啶 、 盐酸 作用下， 以 二氯甲烷 为溶剂， 反应 22.0h， 生成 2-(3-bromophenyl)-2-methoxypropane
  参考文献：
  名称：

  Variable electronic properties of the CSNMe2 thioamide group

  摘要：

  The sigma-I value for the CSNMe2 group has been determined and the value of 0.23 indicates that this group is inductively electron withdrawing. The effect of the p-CSNMe2 group on the solvolysis rate of cumyl chloride has also been determined and, relative to the p-H analogue, this group has a negligible effect on rate. p-CSNMe2 substitution slows the hydrolysis rate of substituted benzaldehyde dimethyl acetals. p-CSNMe2 substitution enhances the solvolysis rate of ArCH(OMs)PO(OEt)2. These variable rate effects on reactions involving cationic intermediates have been interpreted in terms of variable electronic properties of the CSNMe2 group. This group can be cation stabilizing, electroneutral, or cation destabilizing, depending on the charge demands of specific cations. This is a result of a conjugative interaction of CSNMe2 with a cationic center and resultant delocalization of positive charge onto sulfur. The importance of such conjugation is a function of the amount of transition-state charge developed on the carbon bearing the CSNMe2 group. The electronic effects of the amphielectronic p-CSNMe2 group are compared to the more conventional effects of CONMe2 and the m-CSNMe2 analogues.

  DOI：

  10.1021/jo00013a038

文献信息

• PHENYL C-GLUCOSIDE DERIVATIVES, PREPARATION METHODS AND USES THEREOF
  申请人：Zhao Guilong

  公开号：US20130023486A1

  公开（公告）日：2013-01-24

  The present invention relates to a sodium glucose cotransporter 2 (SGLT2) inhibitor with a phenyl C-glucoside structure, its preparation method, a pharmaceutical composition containing the same, and its use in treating diabetes and preparing an anti-diabetes medicament. The invention provides a compound with the structure of general formula I and a pharmaceutically acceptable salt and prodrug ester thereof, wherein, the definitions of R 5 and R 6 are selected from the following: (1) R5=R6=Me; (2) R5=Me, R6=OMe; (3) R5=Me, R6=H; (4) R5=Me, R6=F; (5) R5=F, R6=H; and (6) R5=OMe, R6=H.

  该发明涉及一种具有苯基C-葡萄苷结构的钠葡萄糖共转运蛋白2（SGLT2）抑制剂，其制备方法，含有该抑制剂的药物组合物，以及其在治疗糖尿病和制备抗糖尿病药物中的用途。该发明提供了一种具有一般式I结构的化合物及其药用盐和前药酯，其中，R5和R6的定义从以下选定：（1）R5=R6=Me；（2）R5=Me，R6=OMe；（3）R5=Me，R6=H；（4）R5=Me，R6=F；（5）R5=F，R6=H；和（6）R5=OMe，R6=H。
• US9062087B2
  申请人：——

  公开号：US9062087B2

  公开（公告）日：2015-06-23
• Variable electronic properties of the CSNMe2 thioamide group
  作者：Xavier Creary、Timothy Aldridge

  DOI：10.1021/jo00013a038

  日期：1991.6

  The sigma-I value for the CSNMe2 group has been determined and the value of 0.23 indicates that this group is inductively electron withdrawing. The effect of the p-CSNMe2 group on the solvolysis rate of cumyl chloride has also been determined and, relative to the p-H analogue, this group has a negligible effect on rate. p-CSNMe2 substitution slows the hydrolysis rate of substituted benzaldehyde dimethyl acetals. p-CSNMe2 substitution enhances the solvolysis rate of ArCH(OMs)PO(OEt)2. These variable rate effects on reactions involving cationic intermediates have been interpreted in terms of variable electronic properties of the CSNMe2 group. This group can be cation stabilizing, electroneutral, or cation destabilizing, depending on the charge demands of specific cations. This is a result of a conjugative interaction of CSNMe2 with a cationic center and resultant delocalization of positive charge onto sulfur. The importance of such conjugation is a function of the amount of transition-state charge developed on the carbon bearing the CSNMe2 group. The electronic effects of the amphielectronic p-CSNMe2 group are compared to the more conventional effects of CONMe2 and the m-CSNMe2 analogues.