5-(2,6-二氯苯基)异恶唑-3-醇 | 27025-71-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 5-(2,6-二氯苯基)异恶唑-3-醇
• 英文名称: 5-(2,6-dichloro-phenyl)-isoxazol-3-one
• 英文别名: 5-(2,6-Dichlorophenyl)-3-hydroxyisoxazole；3-Hydroxy-5-(2',6'-dichlorphenyl)isoxazol；5-(2,6-dichlorophenyl)-1,2-oxazol-3-one
• CAS: 27025-71-4
• 化学式: C₉H₅Cl₂NO₂
• 分子量: 230.05
• InChiKey: IMBQWBOCCIVIGX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-(2,6-二氯苯基)异恶唑-3-醇 以 四氢呋喃 、 乙醚 为溶剂， 生成 5-(2,6-dichloro-phenyl)-3-methoxy-isoxazole-4-carboxylic acid
  参考文献：
  名称：

  Studies in isoxazole chemistry. III. The preparation and lithiation of 3,5-disubstituted isoxazoles

  摘要：

  3-芳基异噁唑-5-酮和5-芳基异噁唑-3-酮通过与重氮甲烷反应制备并转化为N-甲基和O-甲基衍生物。 3-苯基-5-氯异噁唑中的卤素被若干烷氧基和硫代烷氧基基团取代。得到的3,5-二取代异噁唑与正丁基锂反应形成4-锂衍生物，通过转化为4-羧酸和4-碘化合物得到证实。3-甲氧基-5-苯基异硫唑也在4-位进行锂化。

  DOI：

  10.1139/v70-226
• 作为产物：
  描述：

  ethyl 3-(2,6-dichlorophenyl)prop-2-ynoate 在 羟胺 作用下， 生成 5-(2,6-二氯苯基)异恶唑-3-醇
  参考文献：
  名称：

  Studies in isoxazole chemistry. III. The preparation and lithiation of 3,5-disubstituted isoxazoles

  摘要：

  3-芳基异噁唑-5-酮和5-芳基异噁唑-3-酮通过与重氮甲烷反应制备并转化为N-甲基和O-甲基衍生物。 3-苯基-5-氯异噁唑中的卤素被若干烷氧基和硫代烷氧基基团取代。得到的3,5-二取代异噁唑与正丁基锂反应形成4-锂衍生物，通过转化为4-羧酸和4-碘化合物得到证实。3-甲氧基-5-苯基异硫唑也在4-位进行锂化。

  DOI：

  10.1139/v70-226

文献信息

• Isoxazole compounds useful for the prophylaxis or treatment of nervous
  申请人：Sankyo Company, Limited

  公开号：US06005116A1

  公开（公告）日：1999-12-21

  Isoxazole compounds having the following general formula: ##STR1## wherein R.sup.1 represents an optionally substituted aryl group or aromatic heterocyclic group; R.sup.2 represents a hydrogen atom, a halogen atom, an optionally substituted alkyl group, an alkenyl group, an alkynyl group, a cycloalkyl group, a cycloalkenyl group, an alkoxy group, a cyano group, a carboxyl group, an alkanoyl group, an alkoxycarbonyl group or an optionally substituted carbamoyl group; R.sup.3 represents an optionally substituted amino group or a saturated heterocyclic group; X represents an oxygen atom or a sulfur atom; and n is an integer of from 2 to 6. These compounds have excellent monoamine oxidase inhibitory activity and are useful as a therapeutic agent or a preventive agent against nervous diseases such as depression.

  异噁唑化合物具有以下一般式：##STR1##其中R.sup.1代表可选择取代的芳基或芳香杂环基；R.sup.2代表氢原子、卤素原子、可选择取代的烷基、烯基、炔基、环烷基、环烯基、烷氧基、氰基、羧基、烷酰基、烷氧羰基或可选择取代的氨基甲酰基；R.sup.3代表可选择取代的氨基或饱和杂环基；X代表氧原子或硫原子；n为2到6的整数。这些化合物具有优异的单胺氧化酶抑制活性，并可用作治疗剂或预防剂，用于抑郁等神经疾病。
• ISOXAZOLE DERIVATIVES
  申请人：SANKYO COMPANY LIMITED

  公开号：EP0885891A1

  公开（公告）日：1998-12-23

  The isoxazole derivatives having the following general formula: [wherein R1 represents an optionally substituted aryl group or aromatic heterocyclic group; R2 represents a hydrogen atom, a halogen atom, an optionally substituted alkyl group, an alkenyl group, an alkynyl group, a cycloalkyl group, a cycloalkenyl group, an alkoxy group, a cyano group, a carboxyl group, an alkanoyl group, an alkoxycarbonyl group or an optionally substituted carbamoyl group; R3 represents an optionally substituted amino group or a saturated heterocyclic group; X represents an oxygen atom or a sulfur atom; n is an integer of from 2 to 6] has an excellent monoamine oxidase inhibitory activity, and is useful as a therapeutic agent or a preventive agent against nervous diseases such as depression.

  具有以下通式的异噁唑衍生物： [其中 R1 代表任选取代的芳基或芳香杂环基团；R2 代表氢原子、卤素原子、任选取代的烷基、烯基、炔基、环烷基、环烯基、烷氧基、氰基、羧基、烷酰基、烷氧羰基或任选取代的氨基甲酰基；R3 代表任选取代的氨基或饱和杂环基团；X 代表氧原子或硫原子；n 为 2 至 6 的整数]具有极佳的单胺氧化酶抑制活性，可用作治疗剂或预防剂，防治抑郁症等神经疾病。
• US6005116A
  申请人：——

  公开号：US6005116A

  公开（公告）日：1999-12-21
• Studies in isoxazole chemistry. III. The preparation and lithiation of 3,5-disubstituted isoxazoles
  作者：R. G. Micetich、C. G. Chin

  DOI：10.1139/v70-226

  日期：1970.5.1

  3-Arylisoxazol-5-ones and 5-arylisoxazol-3-ones were prepared and converted to the N-methyl and O-methyl derivatives by reaction with diazomethane. The halogen in 3-phenyl-5-chloroisoxazole was replaced by several alkoxy and thioalkoxy groups. The 3,5-disubstituted isoxazoles thus obtained reacted with n-butyllithium to form the 4-lithio derivatives, as shown by conversion to 4-carboxylic acids and 4-iodocompounds. 3-Methoxy-5-phenylisothiazole was also lithiated at the 4-position.

  3-芳基异噁唑-5-酮和5-芳基异噁唑-3-酮通过与重氮甲烷反应制备并转化为N-甲基和O-甲基衍生物。 3-苯基-5-氯异噁唑中的卤素被若干烷氧基和硫代烷氧基基团取代。得到的3,5-二取代异噁唑与正丁基锂反应形成4-锂衍生物，通过转化为4-羧酸和4-碘化合物得到证实。3-甲氧基-5-苯基异硫唑也在4-位进行锂化。