3-(4,5-dihydrooxazol-2-yl)naphthalen-2-ol | 23893-38-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 3-(4,5-dihydrooxazol-2-yl)naphthalen-2-ol
• 英文别名: 3-(4,5-dihydro-oxazol-2-yl)-naphthalen-2-ol；2-(2-Hydroxy-3-naphthyl)-2-oxazolin；3-(4,5-Dihydro-1,3-oxazol-2-yl)naphthalen-2-ol
• CAS: 23893-38-1
• 化学式: C₁₃H₁₁NO₂
• 分子量: 213.236
• InChiKey: CXNCLTBZUZWUFH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  41.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(4,5-dihydrooxazol-2-yl)naphthalen-2-ol 、 (NBu4)[ReOCl4] 在 三乙胺 作用下， 以 甲醇 为溶剂， 反应 3.0h， 以73%的产率得到
  参考文献：
  名称：

  Oxorhenium(V) complexes with naphtholate-oxazoline ligands in the catalytic epoxidation of olefins

  摘要：

  Four oxorhenium(V) complexes 3a-d equipped with naphtholate-oxazoline based ligands 2a-d have been prepared and characterized by NMR, IR and mass spectroscopy as well as elemental analysis. Ligands 2a-d were prepared in a two-step procedure from commercially available starting materials. Ligands 2a-b and 2c-d are regioisomers to each other regarding the position of the -OH group and oxazoline moiety on the naphthol ring. Reaction of 2a-d with (NBu4)[ReOCl4] in methanol under reflux gave oxorhenium(V) complexes 3a-d of the type [ReOCl(L)(2)] as green solids in acceptable to good yields. The molecular structures of complexes 3b and 3d have been determined via single crystal X-ray diffraction analysis and both display a distorted octahedral geometry. Complexes 3a-d are active catalysts for the epoxidation of cyclooctene with tert-butylhydroperoxide (TBHP) showing moderate conversions between 41% and 65%. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2014.03.024
• 作为产物：
  描述：

  3-羟基-2-萘甲酸甲酯 在 4-二甲氨基吡啶 、 氯化亚砜 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 生成 3-(4,5-dihydrooxazol-2-yl)naphthalen-2-ol
  参考文献：
  名称：

  Oxorhenium(V) complexes with naphtholate-oxazoline ligands in the catalytic epoxidation of olefins

  摘要：

  Four oxorhenium(V) complexes 3a-d equipped with naphtholate-oxazoline based ligands 2a-d have been prepared and characterized by NMR, IR and mass spectroscopy as well as elemental analysis. Ligands 2a-d were prepared in a two-step procedure from commercially available starting materials. Ligands 2a-b and 2c-d are regioisomers to each other regarding the position of the -OH group and oxazoline moiety on the naphthol ring. Reaction of 2a-d with (NBu4)[ReOCl4] in methanol under reflux gave oxorhenium(V) complexes 3a-d of the type [ReOCl(L)(2)] as green solids in acceptable to good yields. The molecular structures of complexes 3b and 3d have been determined via single crystal X-ray diffraction analysis and both display a distorted octahedral geometry. Complexes 3a-d are active catalysts for the epoxidation of cyclooctene with tert-butylhydroperoxide (TBHP) showing moderate conversions between 41% and 65%. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2014.03.024

文献信息

• Identification of Adenosine Deaminase Inhibitors by Metal‐binding Pharmacophore Screening
  作者：Rebecca N. Adamek、Paul Ludford、Stephanie M. Duggan、Yitzhak Tor、Seth M. Cohen

  DOI：10.1002/cmdc.202000271

  日期：2020.11.18

  more rapid drug discovery efforts for this target, an in vitro assay was developed that utilizes the enzymatic conversion of a visibly emitting adenosine analogue to the corresponding fluorescent inosine analogue by ADA, which can be monitored via fluorescence intensity changes. Utilizing this assay, a library of ∼350 small molecules containing metal‐binding pharmacophores (MBPs) was screened in an HTS

  腺苷脱氨酶 (ADA) 是一种人类单核 Zn 2+将腺苷转化为肌苷的金属酶。ADA 是一种经过验证的癌症药物靶点，但最近在开发针对这种酶的新疗法方面的工作很少。缺乏新进展的部分原因是缺乏针对 ADA 的高通量筛选 (HTS) 的合适检测方法。为了促进针对该目标的更快速的药物发现工作，开发了一种体外测定法，该测定法利用 ADA 将可见发射的腺苷类似物酶促转化为相应的荧光肌苷类似物，这可以通过荧光强度变化进行监测。利用该测定，以 HTS 格式筛选了一个包含 350 个包含金属结合药效团 (MBP) 的小分子的文库，以鉴定针对 ADA 的新抑制剂支架。K i值为 26±1 μM。