(E)-8-phenyl-7-octen-1-ol | 117299-04-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (E)-8-phenyl-7-octen-1-ol
• 英文别名: trans-8-phenyl-7-octenol；(E)-8-phenyloct-7-en-1-ol
• CAS: 117299-04-4
• 化学式: C₁₄H₂₀O
• 分子量: 204.312
• InChiKey: IJWPFHBVSGQOCE-UXBLZVDNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  15
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (E)-8-phenyl-7-octen-1-ol 、 对甲苯磺酰氯 以 吡啶 、 水 为溶剂， 生成 (E)-1-phenyl-8-p-toluenesulfonyloxy-2-octene
  参考文献：
  名称：

  Imidazolidinones as brain activators

  摘要：

  这项发明涉及公式为##STR1##的咪唑啉酮化合物，其中Q是亚甲基基团或单键：R是从吡啶基、吡啶并嗪基、嘧啶基、吡嗪基和1,3-噻唑基中选择的杂环基团，可以是未取代或带有从低烷基、低烷氧基和卤原子中选择的取代基，其中R与Q结合，或者当Q为单键时，与咪唑啉酮环通过R的碳原子结合；环A是未取代苯基或具有1或2个取代基（从低烷基、低烷氧基、卤素、低烷硫基、三卤代低烷基和硝基中选择）的取代苯基；Y是乙烯基或乙炔基；m是从1到6的整数，n为0、1或2，或其药用盐。这些化合物可用作脑活化剂、抗抑郁药和脑力药物。

  公开号：

  US04886817A1
• 作为产物：
  描述：

  7-(2-tetrahydropyranyloxy)heptanal 在 正丁基锂 、 4-甲基苯磺酸吡啶 作用下， 以 乙醇 为溶剂， 反应 45.0h， 生成 (E)-8-phenyl-7-octen-1-ol
  参考文献：
  名称：

  Intramolecular anodic olefin coupling reactions: a useful method for carbon-carbon bond formation

  摘要：

  The utility of intramolecular anodic olefin coupling reactions for effecting carbon-carbon bond formation has been examined. All of the successful cyclizations studied utilized either an alkyl or silyl enol ether as one of the participating olefins. The enol ethers could be coupled to simple alkyl olefins, styrenes, and allylsilanes in isolated yields ranging from 57 to 84%. The reactions were found to be effective for generating both five- and six-membered rings. The best conditions for cyclization utilized a reticulated vitreous carbon anode, constant-current conditions in an undivided cell, and a lithium perchlorate in either 50% methanol/tetrahydrofuran or 20% methanol/dichloromethane electrolyte solution. The use of an allylsilane as one of the participating olefins allowed for the regiospecific formation of olefinic products. In addition to the olefinic products, these reactions produced a small amount of a cyclized ether product in which the silyl group had not been eliminated. Deuterium-labeling studies showed that at least half of this ether byproduct arose from intramolecular migration of the methoxy group that was initially part of the starting enol ether to the carbon-beta to the silyl group. Intramolecular migration reactions of this type were found to participate in a number of the reported cyclization reactions.

  DOI：

  10.1021/ja00019a038

文献信息

• Imidazolidinone compounds, processes for preparation thereof, compositions comprising such compounds, and the use of such compounds for the manufacture of medicaments having therapeutic value
  申请人：TANABE SEIYAKU CO., LTD.

  公开号：EP0268229A2

  公开（公告）日：1988-05-25

  Disclosed are imidazolidinone compounds of general formula: wherein R represents a substituted or unsubstituted 5- or 6-membered nitrogen-containing heterocyclic monocyclic group; the ring A represents a substituted or unsubstituted phenyl group; Y represents vinylene group or ethynylene group; m represents 1 to 6; n represents 0, 1 or 2; and Q represents methylene group or a single bond, or a salt thereof, a process for preparing the same, a pharmaceutical composition comprising the same as an active ingredient, and the use of the same for the manufacture of a medicament for the treatment of de­pression or peptic ulcers, as an activator of cerebral metabolism, as an agent having a nootropic effect, or for use as a brain activator.

  公开了通式为的咪唑烷酮化合物： 其中 R 代表取代或未取代的 5 或 6 元含氮杂环单环基团；环 A 代表取代或未取代的苯基；Y 代表乙烯基或乙炔基；m 代表 1 至 6；n 代表 0、1 或 2；Q 代表亚甲基或单键、 或其盐，制备方法，包含其作为活性成分的药物组合物，以及将其用于制造治疗抑郁症或消化性溃疡的药物、作为大脑新陈代谢的激活剂、作为具有促智作用的制剂或作为大脑激活剂的用途。
• Selective antiproliferative activity of caffeic acid phenethyl ester analogues on highly liver-Metastatic murine colon 26-L5 carcinoma cell line
  作者：T Nagaoka

  DOI：10.1016/s0968-0896(02)00138-4

  日期：2002.10

  Caffeic acid phenethyl ester (CAPE, 2) and its twenty analogues (1, 3-21) were prepared. These esters were tested by MTT assay on growth of murine colon 26-L5 carcinoma, murine B16-BL6 malonoma, murine Lewis lung carcinoma, human HT-1080 fibrosarcoma, human lung A549 adenocarcinoma, and human cervix HeLa adenocarcinoma cell lines. It was found that CAPE analogues possessed selective antiproliferative activity toward highly liver-metastatic murine colon 26-L5 carcinoma cell line. Among them, 4-phenylbutyl caffeate (4), (Z)-8-phenyl-7-octenyl (10a) and (E)-8-phenyl-7-octenyl (10b) caffeate showed the most potent antiproliferative activity (EC50 value, 0.02 muM). In addition, CAPE (2) induced DNA fragmentation at concentrations of 1 to 10 mug/mL towards murine colon 26-L5 carcinoma cells. (C) 2002 Elsevier Science Ltd. All rights reserved.
• TAKEDA, MIKIO;INAGE, MASARU;WADA, HIROSHI;TAMAKI, HAJIME;OCHIAI, TAKASHI
  作者：TAKEDA, MIKIO、INAGE, MASARU、WADA, HIROSHI、TAMAKI, HAJIME、OCHIAI, TAKASHI

  DOI：——

  日期：——
• US4886817A
  申请人：——

  公开号：US4886817A

  公开（公告）日：1989-12-12
• Imidazolidinones as brain activators
  申请人：Tanabe Seiyaku Co., Ltd.

  公开号：US04886817A1

  公开（公告）日：1989-12-12

  This invention relates to imidazolidinone compounds of the formula ##STR1## wherein Q is methylene group or a single bond: R is a heterocyclic group selected from the group consisting of pyridyl, pyridazinyl, pyrimidinyl, pyrazinyl and 1,3-thiazolyl which may be unsubstituted or with a substituent selected from the group consisting of lower alkyl, lower alkoxy and halogen atom, wherein R is bonded to Q or, when Q is a single bond, to the imidazolidinone ring, through the carbon atom of R; the ring A is an unsubstituted phenyl or a substituted phenyl having 1 or 2 substituent(s) selected from the group consisting of lower alkyl, lower alkoxy, halogen, lower alkylthio, trihalogeno-lower alkyl and nitro; Y is vinylene group or ethynylene; m is a integer from 1 to 6 and n is 0, 1 or 2, or a pharmacetically acceptable salt thereof. These compounds aer useful as cerebral activators, anti-depressants and nootropic drugs.

  这项发明涉及公式为##STR1##的咪唑啉酮化合物，其中Q是亚甲基基团或单键：R是从吡啶基、吡啶并嗪基、嘧啶基、吡嗪基和1,3-噻唑基中选择的杂环基团，可以是未取代或带有从低烷基、低烷氧基和卤原子中选择的取代基，其中R与Q结合，或者当Q为单键时，与咪唑啉酮环通过R的碳原子结合；环A是未取代苯基或具有1或2个取代基（从低烷基、低烷氧基、卤素、低烷硫基、三卤代低烷基和硝基中选择）的取代苯基；Y是乙烯基或乙炔基；m是从1到6的整数，n为0、1或2，或其药用盐。这些化合物可用作脑活化剂、抗抑郁药和脑力药物。