(Z)-3-(1-butylidene)-4-hydroxyphthalide | 102673-72-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异香豆素
• 英文名称: (Z)-3-(1-butylidene)-4-hydroxyphthalide
• 英文别名: (Z)-3-butylidene-4-hydroxyphthalide；4-hydroxybutylidenephthalide；senkyunolide B；senkyunolide-B；(3Z)-3-butylidene-4-hydroxy-2-benzofuran-1(3H)-one；(3Z)-3-butylidene-4-hydroxy-2-benzofuran-1-one
• CAS: 102673-72-3
• 化学式: C₁₂H₁₂O₃
• 分子量: 204.225
• InChiKey: FCZPMYNMCGYTCA-YFHOEESVSA-N

物化性质

• 沸点：
  373.2±42.0 °C(Predicted)
• 密度：
  1.319±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  间甲氧基苯甲醇 在 正丁基锂 、 氯化亚砜 、 四丁基高锰酸胺盐 、 四甲基乙二胺 、 三溴化硼 作用下， 以 吡啶 、 二氯甲烷 、 苯 为溶剂， 反应 12.5h， 生成 (Z)-3-(1-butylidene)-4-hydroxyphthalide
  参考文献：
  名称：

  Synthesis of (Z)-3-Butylidene-4-hydroxyphthalide

  摘要：

  (Z)-3-Butylidene-4-hydroxyphthalide (5) was first synthesized regio- and stereoselectively from 3-methoxybenzyl alcohol (1).

  DOI：

  10.1080/00397919208021308

文献信息

• Regioselective Synthesis of Natural and Unnatural (Z)-3-(1-Alkylidene)phthalides and 3-Substituted Isocoumarins Starting from Methyl 2-Hydroxybenzoates
  作者：Fabio Bellina、Donatella Ciucci、Piergiorgio Vergamini、Renzo Rossi

  DOI：10.1016/s0040-4020(00)00125-3

  日期：2000.4

  benzene ring, have been selectively and efficiently synthesized by a new protocol which involves: (i) the conversion of methyl 2-hydroxybenzoates into the corresponding nonaflates; (ii) Pd-catalyzed alkynylation reactions of these derivatives; (iii) the conversion of the so obtained methyl 2-(1-alkynyl)benzoates into the corresponding carboxylic acids followed by a transition metal-catalyzed heteroannulation

  （Z）-3-（1-亚烷基）邻苯二甲酸酯和3-取代的异香豆素，包括在苯环上带有取代基的化合物，已通过一项涉及以下方面的新方案进行了选择性和有效的合成：（i）2-羟基苯甲酸甲酯的转化放入相应的非aflates中；（ii）这些衍生物的钯催化炔基化反应；（iii）将如此获得的2-（1-炔基）苯甲酸甲酯转化为相应的羧酸，然后进行过渡金属催化的杂环化反应。该程序已用于制备天然产物，例如千古油品B，千古油品C，3-丙基异香豆素和青蒿素，或千古油品E的MEM-醚。
• Combination therapy for treatment of patients with neurological disorders and cerebral infarction
  申请人：Moleac Pte Ltd.

  公开号：EP2508191A1

  公开（公告）日：2012-10-10

  The present invention provides compositions and methods of treating a patient having a condition selected from the group of cerebral stroke, heart stroke, neurodegenerative diseases, brain or nervous system trauma, or neuroplasticity wherein the composition comprises: (i) at least 4, 5, 6, 7, 8, 9, 10, 11, 12, 13 or 14 of: Radix Astragali (milkvetch root or Huang Qi); Rhizoma Salviae Miltiorrhizae root (red sage or Dan Shen); Radix Paeoniae Rubra (red peony or chi shao); Ligusticum Chuanxiong (Chuan Xiong); Rhizoma Notoginseng (Sanqi); Odoriferous Rosewood (Jiang Xiang); Scorpion (Quan Xie); Radix Polygalae (Yuan Zhi); Grassleaf sweetflag (Shi Changpu); Leech (Hirudo or Shuizhi); Ground beetle (Tu Bie Chong); Cow bezoar (calculus Bovis artifactus or Rengong Niuhuang); Gambirplant (ramulus uncariae cum uncis or Gou teng); and (ii) an agent used in Western medicine.

  本发明提供了治疗选自脑中风、心脏中风、神经退行性疾病、脑或神经系统创伤或神经可塑性疾病的患者的组合物和方法，其中组合物包括：(i) 至少4、5、6、7、8、9、10、11、12、13或14种：黄芪；丹参；赤芍；川芎；三七；紫檀；全蝎；蝎子（全蝎）；远志（远志）；草叶甘草（石菖蒲）；水蛭（葫芦或水芝）；地鳖虫（土鳖虫）；牛黄（牛黄结石或人参牛黄）；钩藤（钩藤或钩藤瘤）；以及 (ii) 西药中使用的制剂。
• Cosmetic composition for skin whitening comprising senkyunolide a as active ingredient
  申请人：——

  公开号：US20040081631A1

  公开（公告）日：2004-04-29

  The present invention relates to cosmetic compositions and more particularly to skin-whitening cosmetic compositions comprising senkyunolide A as an active ingredient. The present invention discloses the novel inhibitory function of senkyunolide A isolated from Cnidium officinale and Ligusticum chuanxiong on the melanocyte-stimulating hormone (MSH), and provides MSH-inhibitory compositions and skin-whitening cosmetic compositions comprising the senkyunolide A. The compositions of the present invention show significantly enhanced skin-whitening effect owing to its efficient inhibition of MSH even in lower concentration.

  本发明涉及化妆品组合物，更具体地说，涉及含有仙蒟内酯 A 作为活性成分的美白化妆品组合物。本发明公开了从以下植物中分离出来的仙蒟内酯 A 的新型抑制功能 蛇床子内酯 和 川芎 本发明公开了从蛇床子和川芎中分离出的川芎内酯 A 对黑色素细胞刺激素（MSH）的新型抑制功能，并提供了包含川芎内酯 A 的 MSH 抑制组合物和美白化妆品组合物。
• Cosmetic composition for skin whitening comprising senkyunolide A as active ingredient
  申请人：Lee Kang-Tae

  公开号：US20060165619A1

  公开（公告）日：2006-07-27

  The present invention relates to cosmetic compositions and more particularly to skin-whitening cosmetic compositions comprising senkyunolide A as an active ingredient. The present invention discloses the novel inhibitory function of senkyunolide A isolated from Cnidium officinale and Ligusticum chuanxiong on the melanocyte-stimulating hormone (MSH), and provides MSH-inhibitory compositions and skin-whitening cosmetic compositions comprising the senkyunolide A. The compositions of the present invention show significantly enhanced skin-whitening effect owing to its efficient inhibition of MSH even in lower concentration.

  本发明涉及化妆品组合物，更具体地说，涉及含有仙蒟内酯 A 作为活性成分的美白化妆品组合物。本发明公开了从以下植物中分离出来的仙蒟内酯 A 的新型抑制功能 蛇床子内酯 和 川芎 本发明公开了从蛇床子和川芎中分离出的川芎内酯 A 对黑色素细胞刺激素（MSH）的新型抑制功能，并提供了包含川芎内酯 A 的 MSH 抑制组合物和美白化妆品组合物。
• A Convenient Approach for Synthesis of (<i>Z</i>)-3-Butylidenephthalide Derivatives
  作者：Shaobai Li、Zhiwci Wang、Xiaoping Fang、Yating Yang、Yulin Li

  DOI：10.1080/00397919708004091

  日期：1997.5

  Thr reaction of n-BuI,i with phthalic anhydride derivatives leads to (Z)-3-butylidenephthalide derivatives.

表征谱图