ethyl 2-hydroxy-3,5-diisopropylbenzoate | 531503-32-9

• 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: ethyl 2-hydroxy-3,5-diisopropylbenzoate
• 英文别名: ethyl 2-hydroxy-3,5-di(propan-2-yl)benzoate
• CAS: 531503-32-9
• 化学式: C₁₅H₂₂O₃
• 分子量: 250.338
• InChiKey: MHPINZYYYIJFET-UHFFFAOYSA-N

物化性质

• 沸点：
  321.9±42.0 °C(Predicted)
• 密度：
  1.032±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  ethyl 2-hydroxy-3,5-diisopropylbenzoate 在 一水合肼 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 1.0h， 生成 (E)-N'-[1-(1H-indol-2-yl)ethylidene]-2-hydroxy-3,5-diisopropylbenzohydrazide
  参考文献：
  名称：

  Optimization and structure–activity relationships of a series of potent inhibitors of methicillin-resistant Staphylococcus aureus (MRSA) pyruvate kinase as novel antimicrobial agents

  摘要：

  A novel series of hydrazones were synthesized and evaluated as inhibitors of methicillin-resistant Staphylococcus aureus (MRSA) pyruvate kinase (PK). PK has been identified as one of the most highly connected 'hub proteins' in MRSA. PK has been shown to be critical for bacterial survival which makes it a potential target for development of novel antibiotics and the high degree of connectivity implies it should be very sensitive to mutations and thus less able to develop resistance. PK is not unique to bacteria and thus a critical requirement for such a PK inhibitor would be that it does not inhibit the homologous human enzyme(s) at therapeutic concentrations. Several MRSA PK inhibitors (including 8d) were identified using in silico screening combined with enzyme assays and were found to be selective for bacterial enzyme compared to four human PK isoforms (M1, M2, R and L). However these lead compounds did not show significant inhibitory activity for MRSA growth presumably due to poor bacterial cell penetration. Structure-activity relationship (SAR) studies were carried out on 8d and led us to discover more potent compounds with enzyme inhibiting activities in the low nanomolar range and some were found to effectively inhibit bacteria growth in culture with minimum inhibitory concentrations (MIC) as low as 1 mu g/mL. These inhibitors bind in two elongated flat clefts found at the minor interfaces in the homo-tetrameric enzyme complex and the observed SAR is in keeping with the size and electronic constraints of these binding sites. Access to the corresponding sites in the human enzyme is blocked. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.10.002

文献信息

• [EN] ANTI-BACTERIAL PYRUVATE KINASE MODULATOR COMPOUNDS, COMPOSITIONS, USES, AND METHODS<br/>[FR] COMPOSÉS ANTIBACTÉRIENS MODULATEURS DE LA PYRUVATE KINASE, COMPOSITIONS, UTILISATIONS ET MÉTHODES ASSOCIÉES
  申请人：UNIV BRITISH COLUMBIA

  公开号：WO2012051708A1

  公开（公告）日：2012-04-26

  Compounds having a structure of Formulas A-C are provided. Uses of such compounds as an antibiotic, including both gram-negative and gram-positive micro-organisms, as well as methods of treatment and uses involving such compounds are provided.

  提供了具有A-C式结构的化合物。提供了这些化合物作为抗生素的用途，包括革兰氏阴性和革兰氏阳性微生物，以及涉及这些化合物的治疗方法和用途。
• Composition and method for modulating BAR/FXR receptor activity
  申请人：Allergan Sales, Inc.

  公开号：US20030144360A1

  公开（公告）日：2003-07-31

  Methods for modulating the activity of the mammalian BAR/FXR receptor. The methods include methods of treating a hypocholesterolemic mammal comprising contacting the mammal with synthetic compounds able to modulate an activity characteristic of the BAR/FXR receptor. Other methods include a method of treating colon cancer in a mammal comprising administering a compound having a BAR/FXR antagonistic activity.

  调节哺乳动物BAR/FXR受体活性的方法。这些方法包括治疗低胆固醇哺乳动物的方法，包括将合成化合物与哺乳动物接触，能够调节BAR/FXR受体特征活性的方法。其他方法包括治疗哺乳动物结肠癌的方法，包括给予具有BAR/FXR拮抗活性的化合物。
• Catalyst components for the polymerization of olefins
  申请人：BASELL POLIOLEFINE ITALIA S.R.L.

  公开号：US10030082B2

  公开（公告）日：2018-07-24

  A solid catalyst component for the polymerization of olefins made from or containing Mg, Ti, halogen and an electron donor of formula (I) or (II): When activated with an aluminum alkyl and optionally an external electron donor, the solid catalyst component can give high activity and stereospecificity in the polymerization of olefins.

  一种用于烯烃聚合的固体催化剂组分，由 Mg、Ti、卤素和式 (I) 或 (II) 的电子供体制成或含有这些物质： 当与铝烷基和可选的外部电子供体活化时，固体催化剂组分可在烯烃聚合过程中提供高活性和立体特异性。
• COMPOSITION AND METHOD FOR MODULATING BAR/FXR RECEPTOR ACTIVITY
  申请人：Allergan, Inc.

  公开号：EP1453496A2

  公开（公告）日：2004-09-08
• EP1453496A4
  申请人：——

  公开号：EP1453496A4

  公开（公告）日：2008-10-08