3-Hydroxy-3-pentyl-2-benzofuran-1-one | 952412-74-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 英文名称: 3-Hydroxy-3-pentyl-2-benzofuran-1-one
• CAS: 952412-74-7
• 化学式: C₁₃H₁₆O₃
• 分子量: 220.268
• InChiKey: WMXNMRLVRLFRPQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 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：

  3-Hydroxy-3-pentyl-2-benzofuran-1-one 在 盐酸 、 sodium hydroxide 、 sodium tetrahydroborate 作用下， 反应 1.0h， 生成 (S)-3-pentylbenzo[c]furan-1(3H)-one
  参考文献：
  名称：

  Synthesis, resolution, and antiplatelet activity of 3-substituted 1(3H)-isobenzofuranone

  摘要：

  A series of 3-substituted-1(3H)-isobenzofuranone 6a-g and 7a-g were synthesized from phthalic anhydride. The compound 6a-g was resolved. The antiplatelet activities of these compounds were evaluated using in vitro experiment of platelet aggregation. The levels of antiplatelet activity were displayed as following sequence: l-isomer > dl-isomer > d-isomer, respectively. The alkylphthalide is more active than the corresponding alkenephthalide. All these compounds were less active than n-butylphthalide (NBP, 6c) and Aspirin (Asp). (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.06.082
• 作为产物：
  描述：

  苯酐 、 dipentylcadmium 在 盐酸 作用下， 以 乙醚 为溶剂， 反应 3.0h， 生成 3-Hydroxy-3-pentyl-2-benzofuran-1-one
  参考文献：
  名称：

  Synthesis, resolution, and antiplatelet activity of 3-substituted 1(3H)-isobenzofuranone

  摘要：

  A series of 3-substituted-1(3H)-isobenzofuranone 6a-g and 7a-g were synthesized from phthalic anhydride. The compound 6a-g was resolved. The antiplatelet activities of these compounds were evaluated using in vitro experiment of platelet aggregation. The levels of antiplatelet activity were displayed as following sequence: l-isomer > dl-isomer > d-isomer, respectively. The alkylphthalide is more active than the corresponding alkenephthalide. All these compounds were less active than n-butylphthalide (NBP, 6c) and Aspirin (Asp). (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.06.082

文献信息

• Process for the preparation of 5-cyanophthalide starting from 5-carboxyphthalide
  申请人：Adorkem Technology SpA

  公开号：EP1777221A1

  公开（公告）日：2007-04-25

  A new process is clescribed for obtaining 5-cyanophthalide, which is an intermediate used for the synthesis of citalopram and its active enantiomer S(+) citalopram, both of which are known active ingredients commonly used for treating depression. The process starts from 5-carboxyphthalide which is converted into the corresponding acylochloride. The latter is reacted with hydroxylamine to give the corresponding hydroxamyl phthalide which is subsequently subjected to a dehydration reaction to give 5-cyanophthalide.

  一种新的制备5-氰基邻苯二甲酸酰亚胺的工艺被描述，该化合物是合成舒必利和其活性对映体S（+）舒必利的中间体，两者均为治疗抑郁症常用的活性成分。该工艺从5-羧基邻苯二甲酸开始，将其转化为相应的酰氯化合物。然后将酰氯化合物与羟胺反应，得到相应的羟肟基邻苯二甲酸酰亚胺，随后进行脱水反应，得到5-氰基邻苯二甲酸酰亚胺。
• US7482476B2
  申请人：——

  公开号：US7482476B2

  公开（公告）日：2009-01-27