2,2-bis(3-methyl-2-butenyl)-3,5-dihydroxy-6-(2-methyl-1-oxopropyl)cyclohexa-3,5-dienone | 198878-74-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 乙烯基酸
• 英文名称: 2,2-bis(3-methyl-2-butenyl)-3,5-dihydroxy-6-(2-methyl-1-oxopropyl)cyclohexa-3,5-dienone
• CAS: 198878-74-9
• 化学式: C₂₀H₂₈O₄
• 分子量: 332.44
• InChiKey: KXCWRKQHSMLNSM-UHFFFAOYSA-N

物化性质

• 沸点：
  526.0±50.0 °C(predicted)
• 密度：
  1.102±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.75
• 重原子数：
  24.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  74.6
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2,2-bis(3-methyl-2-butenyl)-3,5-dihydroxy-6-(2-methyl-1-oxopropyl)cyclohexa-3,5-dienone 在 碘 、 碳酸氢钠 、 potassium iodide 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 0.5h， 以40%的产率得到
  参考文献：
  名称：

  Biomimetic Synthesis of Polycyclic Polyprenylated Acylphloroglucinol Natural Products Isolated from Hypericum papuanum

  摘要：

  Biomimetic syntheses of three polycylic polyprenylated acylphloroglucinol natural products isolated from Hypericum papuanum, ialibinone A, ialibinone B, and hyperguinone B, have been accomplished by selective oxidative cyclizations of the proposed biosynthetic precursor 5, which was synthesized from phloroglucinol in three steps.

  DOI：

  10.1021/ol101380a
• 作为产物：
  描述：

  phlorisobutyrophenone 、 1-溴-3-甲基-2-丁烯 在 potassium hydroxide 作用下， 以 水 为溶剂， 反应 1.33h， 以39%的产率得到4-Deoxycohumulon
  参考文献：
  名称：

  Biomimetic Synthesis of Polycyclic Polyprenylated Acylphloroglucinol Natural Products Isolated from Hypericum papuanum

  摘要：

  Biomimetic syntheses of three polycylic polyprenylated acylphloroglucinol natural products isolated from Hypericum papuanum, ialibinone A, ialibinone B, and hyperguinone B, have been accomplished by selective oxidative cyclizations of the proposed biosynthetic precursor 5, which was synthesized from phloroglucinol in three steps.

  DOI：

  10.1021/ol101380a

文献信息

• Polyhydroxyphenol derivatives and preventive and therapeutic agents for bone and cartilage diseases containing the same
  申请人：Hoechst Marion Roussel

  公开号：US06177474B1

  公开（公告）日：2001-01-23

  Compounds useful as preventive and therapeutic agents for bone and cartilage diseases; and drug compositions containing the same. The compounds are polyhydroxyphenol derivatives of general formula (I) and quinione analogues derived therefrom (wherein R1 is alkyl, optionally substituted benzyl or optionally substituted aryl; R2 is hydrogen, alkyl, alkenyl or optionally substituted benzyl; R3 is hydrogen, alkyl, alkenyl, optionally substituted benzyl, hydroxyl, alkoxy, alkenyloxy or optionally substituted benzyloxy; R4 is hydrogen, alkyl, alkenyl, optionally substituted benzyl or hydroxyl; and R5 and R6 are each independently hydrogen, alkyl, alkenyl or optionally substituted benzyl). The polyhydroxyphenol derivatives and the quinone analogues exhibit a potent inhibitory activity against bone resorption and are useful as preventive and therapeutic agents for bone and cartilage diseases.

  有用于骨骼和软骨疾病的预防和治疗剂的化合物；以及包含这些化合物的药物组合物。这些化合物是一般式（I）的多羟基苯酚衍生物和由此衍生的醌类似物（其中R1是烷基，可选择取代苯甲基或可选择取代芳基；R2是氢，烷基，烯基或可选择取代苯甲基；R3是氢，烷基，烯基，可选择取代苯甲基，羟基，烷氧基，烯氧基或可选择取代苯甲氧基；R4是氢，烷基，烯基，可选择取代苯甲基或羟基；R5和R6各自独立地是氢，烷基，烯基或可选择取代苯甲基）。多羟基苯酚衍生物和醌类似物表现出强大的抑制骨吸收的活性，并且非常适用于骨骼和软骨疾病的预防和治疗剂。
• POLYHYDROXYPHENOL DERIVATIVES AND PREVENTIVE AND THERAPEUTIC AGENTS FOR BONE AND CARTILAGE DISEASES CONTAINING THE SAME
  申请人：Hoechst Marion Roussel, Ltd.

  公开号：EP0994093B1

  公开（公告）日：2005-12-28
• US6177474B1
  申请人：——

  公开号：US6177474B1

  公开（公告）日：2001-01-23