3-(14-羟基十四烷基)-4-甲基环己-2-烯-1-酮 | 210886-40-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 3-(14-羟基十四烷基)-4-甲基环己-2-烯-1-酮
• 英文名称: 3-(14-hydroxy-tetradecyl)-4-methyl-2-cyclohexen-1-one
• 英文别名: 3-(14-hydroxytetradecyl)-4-methyl-2-cyclohexen-1-one；3-(14-hydroxytetradecyl)-4-methylcyclohex-2-en-1-one
• CAS: 210886-40-1
• 化学式: C₂₁H₃₈O₂
• 分子量: 322.532
• InChiKey: PKWPHLCCQVCBLJ-UHFFFAOYSA-N

物化性质

• 沸点：
  450.8±24.0 °C(Predicted)
• 密度：
  0.928±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  23
• 可旋转键数：
  14
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-methyl-2-cyclohexenone 在 盐酸 、 正丁基锂 、 三苯基甲烷 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 六甲基磷酰三胺 、 氯仿 、 水 、 丙酮 、 苯 为溶剂， 反应 55.0h， 生成 3-(14-羟基十四烷基)-4-甲基环己-2-烯-1-酮
  参考文献：
  名称：

  Cyclohexenonic Long-Chain Fatty Alcohols as Neuronal Growth Stimulators

  摘要：

  神经营养因子在神经元的发育和维持中起着重要作用，因此为治疗神经退行性疾病提供了合适的疗法。然而，由于存在一系列技术和生物学上的缺点，它们在临床应用中遇到了问题。在提出的不同克服这些困难的策略中，寻找具有神经营养潜力的非肽类物质正取得令人鼓舞的成果。本文将展示该领域的主要发现，特别关注环己烯型长链脂肪醇，这是一个促进神经元存活和神经突延伸的新型化合物家族。

  DOI：

  10.3390/51201439

文献信息

• Preventive and/or Therapeutic Agent for Diabetic Vascular Disorder and Respiratory Disorder
  申请人：Satoh Keisuke

  公开号：US20080312336A1

  公开（公告）日：2008-12-18

  The present invention provides preventive and/or therapeutic agents for either one, or both, of a diabetic vascular disorder and a diabetic respiratory disorder comprising, as an active ingredient, a cyclohexenone long chain alcohol compound represented by the following formula (1): [wherein R 1 , R 2 , and R 3 each represent a hydrogen atom or a methyl group, and X represents a linear or branched C10-C28 alkylene or alkenylene group]. Since the cyclohexenone long chain alcohol of formula (1) improves diabetic vascular smooth muscle contraction and bronchial smooth muscle contraction, it is useful as a preventive and/or therapeutic agent for a diabetic vascular disorder or a respiratory disorder.

  本发明提供了预防和/或治疗糖尿病血管疾病和糖尿病呼吸道疾病的预防和/或治疗剂，其活性成分为以下式（1）所表示的环己烯酮长链醇化合物： [其中R1、R2和R3分别表示氢原子或甲基基团，X表示线性或支链C10-C28烷基或烯基基团]。 由于式（1）中的环己烯酮长链醇改善了糖尿病血管平滑肌收缩和支气管平滑肌收缩，因此它可用作糖尿病血管疾病或呼吸道疾病的预防和/或治疗剂。
• [EN] PROCESS FOR PRODUCING CYCLOHEXENONE LONG-CHAIN ALCOHOLS<br/>[FR] PROCEDE PERMETTANT DE PRODUIRE DES ALCOOLS DE CYCLOHEXENONE A LONGUE CHAINE
  申请人：MEIJI DAIRIES CORP

  公开号：WO2004087630A1

  公开（公告）日：2004-10-14

  A process for producing cyclohexenone long-chain alcohol represented by the following formula (1): (wherein A represents a C10-C18 alkylene or alkenylene group, and each of R1, R2, and R3 individually represents hydrogen or methyl), comprising reacting a 3-alkoxy-2-cyclohexen-1-one derivative represented by the following formula (2): (wherein R1, R2, and R3 have the same meanings as above, and R4 represents a C1-C5 alkyl group) with a Grignard's reagent prepared by protecting the hydroxyl groups of C10-C18 ω-halogenoalcohol through silylation, and hydrolyzing the resultant reaction product. The process of the present invention for producing cyclohexenone long-chain alcohol requires a reduced number of reaction steps, can be performed with ease and with reduced production cost, and thus finds utility in the industry.

  通过保护C10-C18 ω-卤代醇的羟基，通过硅化反应制备格氏试剂，然后与以下公式（2）所代表的3-烷氧基-2-环己烯-1-酮衍生物发生反应（其中R1、R2和R3具有与上述相同的含义，R4代表C1-C5烷基），从而制备由以下公式（1）表示的环己烯酮长链醇的方法：（其中A表示C10-C18烷基或烯基，R1、R2和R3中的每一个单独表示氢或甲基），并水解生成的反应产物。本发明的制备环己烯酮长链醇的方法需要较少的反应步骤，易于操作，生产成本较低，因此在工业中具有实用性。
• Stem cell differentiation-inducing promoter
  申请人：——

  公开号：US20040115810A1

  公开（公告）日：2004-06-17

  Provided is a stem-cell differentiation and induction promoter, which comprises as an effective ingredient a cyclohexenone long-chain alcoholic derivative represented by the formula (1):[wherein, R 1 , R 2 and R 3 each independently represents a hydrogen atom or a methyl group and X represents a linear or branched C10-28 alkylene or alkenylene group]. Since the cyclohexenone long-chain alcoholic derivative according to the present invention promotes differentiation-induction of stem cells into cells expressing a specific biological function, a medicament comprising the derivative is useful as a preventive or remedial drug for diseases such as nervous diseases, bone diseases, circulatory diseases and myopathy, caused by the degeneration of tissues or cells or cell death. 1

  提供的是一种干细胞分化和诱导促进剂，其有效成分为由式（1）表示的环己烯酮长链醇衍生物：[其中，R1、R2和R3分别独立表示氢原子或甲基基团，X表示线性或支链C10-28烷基或烯基基团]。根据本发明的环己烯酮长链醇衍生物促进干细胞向表达特定生物功能的细胞分化诱导，包含该衍生物的药物可用作预防或治疗神经疾病、骨疾病、循环系统疾病和肌病等由组织或细胞退化或细胞死亡引起的疾病的药物。
• [EN] USE OF CYCLOHEXENONE DERIVATIVES FOR THE MANUFACTURE OF A MEDICAMENT IN THE TREATMENT OF DYSURIA<br/>[FR] UTILISATION DE DERIVES DE CYCLOHEXENONE POUR LA PREPARATION D'UN MEDICAMENT PERMETTANT DE TRAITER LA DYSURIE
  申请人：MEIJI DAIRIES CORP

  公开号：WO2002066024A1

  公开（公告）日：2002-08-29

  A preventive and/or therapeutic agent for dysuria, which comprises as an effective ingredient a cyclohexenone long-chain alcoholic derivative represented by the following formula (1):[wherein, R?1, R2 and R3¿ each independently represents a hydrogen atom or a methyl group and X represents a linear or branched C¿10-28? alkylene or alkenylene group].This compound alleviates dysuria due to hypofunction of the urinary bladder so that they are useful as a preventive and/or therapeutic agent for dysuria.

  一种预防和/或治疗尿痛的药物，其有效成分为下式（1）所表示的环己烯酮长链醇衍生物：[其中，R1、R2和R3各自独立地表示氢原子或甲基基团，X表示线性或支链C10-28烷基或烯基烷基]。该化合物缓解因膀胱低功能引起的尿痛，因此它们可用作预防和/或治疗尿痛的药物。
• [EN] USE OF A CYCLOHEXENONE DERIVATIVES IN THE MANUFACTURE OF A MEDICAMENT FOR TREATING DIABETIC COMPLICATIONS<br/>[FR] UTILISATION DE DERIVES DE CYCLOHEXENONE DANS LA FABRICATION D'UN MEDICAMENT DESTINE AU TRAITEMENT DE COMPLICATIONS DIABETIQUES
  申请人：MEIJI DAIRIES CORP

  公开号：WO2002066023A1

  公开（公告）日：2002-08-29

  A preventive and/or therapeutic agent for diabetes complications, which comprises as an effective ingredient a cyclohexenone long-chain alcoholic derivative represented by the following formula (1): wherein, R?1, R2 and R3¿ each independently represents a hydrogen atom or a methyl group and X represents a linear or branched C¿10-28? alkylene or alkenylene group. The cyclohexenone long-chain alcoholic derivative of the present invention significantly suppresses a reduction in a peripheral nerve conduction rate and alleviates the hypofunction of the bladder so that it is useful as a preventive and/or therapeutic agent for diabetes complications, particularly, for diabetic neuropathy.

  预防和/或治疗糖尿病并发症的药剂，其有效成分为以下公式（1）所表示的环己烯酮长链醇衍生物：其中，R?1，R2和R3¿各自独立表示氢原子或甲基基团，X表示线性或支链C¿10-28?烷基或烯基基团。本发明的环己烯酮长链醇衍生物显著抑制了周围神经传导速率的降低，并缓解了膀胱的低功能，因此可用作预防和/或治疗糖尿病并发症，特别是糖尿病神经病变的药剂。