2-(2-苯基苯并噁唑-6-基)乙酸 | 62143-69-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 2-(2-苯基苯并噁唑-6-基)乙酸
• 英文名称: 2-phenyl-6-benzoxazolylacetic acid
• 英文别名: (2-phenyl-benzooxazol-6-yl)-acetic acid；2-Phenyl-6-benzoxazolyl acetic acid；2-Phenyl-6-benzoxazolylessigsaeure；2-Phenyl-6-benzoxazol-essigsaeure；6-Benzoxazoleacetic acid, 2-phenyl-；2-(2-phenyl-1,3-benzoxazol-6-yl)acetic acid
• CAS: 62143-69-5
• 化学式: C₁₅H₁₁NO₃
• 分子量: 253.257
• InChiKey: WZZFSFRRNAKILX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  63.3
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(2-苯基苯并噁唑-6-基)乙酸 以 乙醇 为溶剂， 生成 2-苯基-6-苯并恶唑乙酸乙酯
  参考文献：
  名称：

  Benzoxazole derivatives in treating inflammation, pain and fever

  摘要：

  这项发明提供了新颖的5-和6-苯并噁唑基烷酸，可选择在2-位替代，以及具有抗炎、退热和镇痛活性的衍生物。还提供了一种制备这类化合物的方法，通过使适当取代的o-氨基苯酚环化，必要时将产生的苯并噁唑转化为所需的化合物。

  公开号：

  US03962441A1
• 作为产物：
  描述：

  methyl (4-amino-3-hydroxyphenyl)acetate 在 硼酸 、 sodium hydroxide 作用下， 以 四氢呋喃 、 5,5-dimethyl-1,3-cyclohexadiene 为溶剂， 反应 26.0h， 生成 2-(2-苯基苯并噁唑-6-基)乙酸
  参考文献：
  名称：

  Identification of trans-4-[1-[[7-fluoro-2-(1-methyl-3-indolyl)-6-benzoxazolyl]acetyl]-(4S)-fluoro-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylic acid as a potent, orally active VLA-4 antagonist

  摘要：

  For the purpose of obtaining orally potent VLA-4 inhibitors, we have carried out structural modification of the (N'-phenylureido) phenyl group in compound 1, where the group was found to be attributed to poor pharmacokinetic profile in our previous research. Through modification, we have identified several compounds with both potent in vitro activity and improved oral exposure. In particular, compound 7e with 7-fluoro-2-(1-methyl-1H-indol-3-yl)-1,3-benzoxazolyl group as a novel replacement of the (N'-phenylureido) phenyl group significantly inhibited eosinophil infiltration into bronchoalveolar lavage fluid at 15 mg/kg in an Ascaris-antigen-induced murine bronchial inflammatory model, and its efficacy was comparable to that of the anti-mouse alpha(4) antibody (R1-2). (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.12.045

文献信息

• Cycloalkyl, lactam, lactone and related compounds, pharmaceutical compositions comprising same, and methods for inhibiting beta-amyloid peptide release and/or its synthesis by use of such compounds
  申请人：——

  公开号：US20020045747A1

  公开（公告）日：2002-04-18

  Disclosed are compounds which inhibit &bgr;-amyloid peptide release and/or its synthesis, and, accordingly, have utility in treating Alzheimer's disease. Also disclosed are pharmaceutical compositions comprising a compound which inhibits &bgr;-amyloid peptide release and/or its synthesis as well as methods for treating Alzheimer's disease both prophylactically and therapeutically with such pharmaceutical compositions.

  公开了抑制β-淀粉样肽释放和/或其合成的化合物，因此可用于治疗阿尔茨海默病。还公开了包含抑制β-淀粉样肽释放和/或其合成的化合物的药物组合物，以及使用这些药物组合物预防性和治疗性治疗阿尔茨海默病的方法。
• Synthesis and antiinflammatory activity of some 2-aryl-6-benzoxazoleacetic acid derivatives
  作者：David W. Dunwell、Delme Evans

  DOI：10.1021/jm00216a011

  日期：1977.6

  approaches to the synthesis of 2-aryl-6-substituted benzoxazoles are described. The products, which included the 6-methyl derivative 4a, ethylamines 10 and 19, ethanols 12 and 14, the acetic and alpha-methylacetic acids 9 and 16a--f, and the acetic ester 11, were screened for antiinflammatory activity on the carrageenan-induced rat paw edema test. Some of the compounds possessed activity superior to that

  描述了合成2-芳基-6-取代的苯并恶唑的各种方法。筛选了包括6-甲基衍生物4a，乙胺10和19，乙醇12和14，乙酸和α-甲基乙酸9和16a-f以及乙酸酯11的产品对角叉菜胶的抗炎活性。诱导的大鼠爪水肿试验。一些化合物具有优于苯丁氮酮的活性，并且具有与贝诺沙芬相同的活性。
• Benzoxazole derivatives in treating inflammation, pain and fever
  申请人：Lilly Industries, Ltd.

  公开号：US03962441A1

  公开（公告）日：1976-06-08

  The invention provides novel 5- and 6-benzoxazolyl alkanoic acids, optionally substituted in the 2-position, and derivatives thereof which possess anti-inflammatory, anti-pyretic and analgesic activity. Also provided is a process for preparing such compounds by cyclising an appropriately substituted o-aminophenol and, if necessary, converting the resultant benzoxazole to the desired compound.

  这项发明提供了新颖的5-和6-苯并噁唑基烷酸，可选择在2-位替代，以及具有抗炎、退热和镇痛活性的衍生物。还提供了一种制备这类化合物的方法，通过使适当取代的o-氨基苯酚环化，必要时将产生的苯并噁唑转化为所需的化合物。
• Cycloalkyl, lactam, lactone and related compounds, pharmaceutical compositions comprising same, and methods for inhibiting B-amyloid peptide release and/or its synthesis by use of such compounds
  申请人：——

  公开号：US20020173504A1

  公开（公告）日：2002-11-21

  Disclosed are compounds which inhibit &bgr;-amyloid peptide release and/or its synthesis, and, accordingly, have utility in treating Alzheimer's disease. Also disclosed are pharmaceutical compositions comprising a compound which inhibits &bgr;-amyloid peptide release and/or its synthesis as well as methods for treating Alzheimer's disease both prophylactically and therapeutically with such pharmaceutical compositions.

  本发明涉及抑制&bgr;-淀粉样肽的释放和/或合成的化合物，因此具有治疗阿尔茨海默病的效用。还公开了包含抑制&bgr;-淀粉样肽释放和/或合成的化合物的药物组合物，以及使用这种药物组合物预防和治疗阿尔茨海默病的方法。
• Benzoxazole derivatives as therapeutics
  申请人：Lilly Industries, Ltd.

  公开号：US03962452A1

  公开（公告）日：1976-06-08

  The invention provides novel 5- and 6-benzoxazolyl alkanoic acids, optionally substituted in the 2-position, and derivatives thereof which possess anti-inflammatory, anti-pyretic and analgesic activity. Also provided is a process for preparing such compounds by cyclising an appropriately substituted o-aminophenol and, if necessary, converting the resultant benzoxazole to the desired compound.

  本发明提供了一种新型的5-和6-苯并噁唑基脂肪酸，可选地在2-位取代，并具有抗炎，退热和镇痛活性的衍生物。还提供了一种制备这种化合物的方法，通过使适当取代的o-氨基苯酚环化，必要时将产生的苯并噁唑转化为所需的化合物。