2-bromo-1-(4-chlorophenyl)-4,4-dimethylpentan-1-one | 90477-49-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-bromo-1-(4-chlorophenyl)-4,4-dimethylpentan-1-one
• CAS: 90477-49-9
• 化学式: C₁₃H₁₆BrClO
• 分子量: 303.626
• InChiKey: MLIJWFGNHWDRQE-UHFFFAOYSA-N

物化性质

• 沸点：
  345.0±17.0 °C(Predicted)
• 密度：
  1.325±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.72
• 重原子数：
  16.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  17.07
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  咪唑 、 2-bromo-1-(4-chlorophenyl)-4,4-dimethylpentan-1-one 在 sodium carbonate 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以45%的产率得到1-(4-chlorophenyl)-2-(1H-imidazol-1-yl)-4,4-dimethylpentan-1-one
  参考文献：
  名称：

  Structure–activity relationship of uniconazole, a potent inhibitor of ABA 8′-hydroxylase, with a focus on hydrophilic functional groups and conformation

  摘要：

  The plant growth retardant S-(+)-uniconazole (UNI-OH) is a strong inhibitor of abscisic acid (ABA) 8'-hydroxylase, a key enzyme in the catabolism of ABA, a plant hormone involved in stress tolerance, stomata] closure, flowering, seed dormancy, and other physiological events. In the present study, we focused on the two polar sites of UNI-OH and synthesized 3- and 2 ''-modified analogs. Conformational analysis and an in vitro enzyme inhibition assay yielded new findings on the structure-activity relationship of UNI-OH: (1) by substituting imidazole for triazole, which increases affinity to heme iron, we identified a more potent compound, IMI-OH; (2) the polar group at the 3-position increases affinity for the active site by electrostatic or hydrogen-bonding interactions; (3) the conformer preference for a polar environment partially contributes to affinity for the active site. These findings should be useful for designing potent azole-containing specific inhibitors of ABA 8'-hydroxylase. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.12.019
• 作为产物：
  描述：

  1-(4-chlorophenyl)-4,4-dimethylpentan-1-one 在 溴 作用下， 以 二氯甲烷 为溶剂， 生成 2-bromo-1-(4-chlorophenyl)-4,4-dimethylpentan-1-one
  参考文献：
  名称：

  Discovery and SAR of small molecule PAR1 antagonists

  摘要：

  High-throughput screening resulted in the identication of a small molecule inhibitor of PAR1. Optimisation of the initial hit led to the discovery of compounds 34 and 49, which displayed antithrombotic activity in an arteriovenous shunt model in the rat after iv administration. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.12.072

文献信息

• BUSCHMANN, E.;SCHULZ, G.;HELLEN, G.;POMMER, E. -H.;AMMERMANN, E.
  作者：BUSCHMANN, E.、SCHULZ, G.、HELLEN, G.、POMMER, E. -H.、AMMERMANN, E.

  DOI：——

  日期：——