3-苯基苯并[d]异噁唑-6-醇 | 136741-67-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并异恶唑
• 中文名称: 3-苯基苯并[d]异噁唑-6-醇
• 中文别名: 3-苯基苯并[D]异恶唑-6-醇
• 英文名称: 6-hydroxy-3-phenyl-1,2-benzisoxazole
• 英文别名: 3-Phenylbenzo[d]isoxazol-6-ol；3-phenyl-1,2-benzoxazol-6-ol
• CAS: 136741-67-8
• 化学式: C₁₃H₉NO₂
• 分子量: 211.22
• InChiKey: MLYAITJFIYZVHX-UHFFFAOYSA-N

物化性质

• 沸点：
  426.6±25.0 °C(Predicted)
• 密度：
  1.293±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  46.3
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2934999090

反应信息

• 作为反应物：
  描述：

  3-苯基苯并[d]异噁唑-6-醇 在 溴 、 potassium carbonate 、 N,N-二甲基苯胺 、 间氯过氧苯甲酸 作用下， 以 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 反应 23.5h， 生成 7-acetoxymethyl-5-bromo-7,8-dihydro-3-phenylfuro<2,3-g>-1,2-benzisoxazole
  参考文献：
  名称：

  Studies on Uricosuric Diuretics. II. Substituted 7,8-Dihydrofuro(2,3-g)-1,2-benzisoxazole-7-carboxylic acids and 7,8-Dihydrofuro(2,3-g)benzoxazole-7-carboxylic acids.

  摘要：

  一系列取代的7,8-二氢呋喃并[2,3-g]-1,2-苯并异恶唑-7-羧酸9和7,8-二氢呋喃并[2,3-g]苯并恶唑-7-羧酸12被合成并在大鼠中评估了其促尿酸排泄和利尿活性。许多苯并异恶唑衍生物9显示出促尿酸排泄活性，而仅有微弱的利尿活性，而苯并恶唑12则表现出强有力的利尿活性，对尿酸排泄影响甚微。在这些化合物中，5-氯-7,8-二氢-3-苯基呋喃并[2,3-g]-1,2-苯并异恶唑-7-羧酸（9b，AA-193）被发现是一种强效的促尿酸排泄剂，没有利尿活性，并被选中进行进一步开发。

  DOI：

  10.1248/cpb.39.1760
• 作为产物：
  描述：

  苯甲腈 在 吡啶 、 盐酸 、 三氟化硼乙醚 、 盐酸羟胺 、 水 、 N,N'-羰基二咪唑 作用下， 以 四氢呋喃 为溶剂， 生成 3-苯基苯并[d]异噁唑-6-醇
  参考文献：
  名称：

  Synthesis and Aminomethylation of 3-Substituted 6-Hydroxy-1,2-Benzisoxazoles

  摘要：

  Oximes of 2,4-dihydroxybenzophenones, 1-(2,4-dihydroxyphenyl)-2-phenylethanones, and 1-(2,4-di-hydroxyphenyl)-2-phenoxyethanones were dehydrated with 1,1'-carbonyldiimidazole, yielding 3-substi-tuted 6-hydroxy-1,2-benzisoxazoles, aminomethylation reactions of which were studied with various reagents.

  DOI：

  10.1007/s10593-014-1631-z

文献信息

• Compounds for Nonsense Suppression, Use of These Compounds for the Manufacture of a Medicament for Treating Somatic Mutation-Related Diseases
  申请人：Wilde Richard

  公开号：US20080269191A1

  公开（公告）日：2008-10-30

  The present invention relates to methods, compounds, and compositions for treating or preventing diseases associated with nonsense mutations in an mRNA by administering the compounds or compositions of the present invention. More particularly, the present invention relates to methods, compounds, and compositions for suppressing premature translation termination associated with a nonsense mutation in an mRNA.

  本发明涉及使用本发明的化合物或组合物治疗或预防与mRNA中无意义突变相关的疾病的方法、化合物和组合物。更具体地，本发明涉及用于抑制与mRNA中无意义突变相关的早期翻译终止的方法、化合物和组合物。
• Triflic Anhydride: A Mild Reagent for Highly Efficient Synthesis of 1,2-Benzisoxazoles, Isoxazolo, and Isothiazolo Quinolines Without Additive or Base
  作者：Rajesh G. Kalkhambkar、H. Yuvaraj

  DOI：10.1080/00397911.2013.821617

  日期：2014.2.16

  The synthetic utility of trifluoromethanesulphonic anhydride (triflic anhydride, TA) without additive or base for the high-yielding synthesis of a wide variety of 1,2-benzisoxazoles from 2-hydroxyaryl aldoximes and ketoximes under mild conditions has been carried out for the first time. As a continuation of our study, syntheses of isoxazolo and isothiazolo quinolones have also been demonstrated using triflic anhydride under similar conditions. This method is simple and has benefits from the easy way to isolate the products in excellent yields. [Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) for the following free supplemental resource(s): Full experimental and spectral details.]
• Studies on Uricosuric Diuretics. II. Substituted 7,8-Dihydrofuro(2,3-g)-1,2-benzisoxazole-7-carboxylic acids and 7,8-Dihydrofuro(2,3-g)benzoxazole-7-carboxylic acids.
  作者：Haruhiko SATO、Takashi DAN、Etsuro ONUMA、Haruko TANAKA、Bunya AOKI、Hiroshi KOGA

  DOI：10.1248/cpb.39.1760

  日期：——

  A series of substituted 7, 8-dihydrofuro[2, 3-g]-1, 2-benzisoxazole-7-carboxylic acids 9 and 7, 8-dihydrofuro[2, 3-g]benzoxazole-7-carboxylic acids 12 were synthesized and evaluated for uricosuric and diuretic activities in rats. Many of the benzisoxazole derivatives 9 showed uricosuric and only weak diuretic activities, whereas the benzoxazoles 12 exhibited potent diuretic activities with little affecting urate excretion. Among these compounds, 5-chloro-7, 8-dihydro-3-phenylfuro[2, 3-g]-1, 2-benzisoxazole 7-carboxylic acid (9b, AA-193) was found to be a potent uricosuric agent without diuretic activity and was selected for further development.

  一系列取代的7,8-二氢呋喃并[2,3-g]-1,2-苯并异恶唑-7-羧酸9和7,8-二氢呋喃并[2,3-g]苯并恶唑-7-羧酸12被合成并在大鼠中评估了其促尿酸排泄和利尿活性。许多苯并异恶唑衍生物9显示出促尿酸排泄活性，而仅有微弱的利尿活性，而苯并恶唑12则表现出强有力的利尿活性，对尿酸排泄影响甚微。在这些化合物中，5-氯-7,8-二氢-3-苯基呋喃并[2,3-g]-1,2-苯并异恶唑-7-羧酸（9b，AA-193）被发现是一种强效的促尿酸排泄剂，没有利尿活性，并被选中进行进一步开发。
• Synthesis and Aminomethylation of 3-Substituted 6-Hydroxy-1,2-Benzisoxazoles
  作者：M. S. Frasinyuk

  DOI：10.1007/s10593-014-1631-z

  日期：2015.2

  Oximes of 2,4-dihydroxybenzophenones, 1-(2,4-dihydroxyphenyl)-2-phenylethanones, and 1-(2,4-di-hydroxyphenyl)-2-phenoxyethanones were dehydrated with 1,1'-carbonyldiimidazole, yielding 3-substi-tuted 6-hydroxy-1,2-benzisoxazoles, aminomethylation reactions of which were studied with various reagents.