8-溴-1,1-二甲氧基辛烷 | 92540-34-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 8-溴-1,1-二甲氧基辛烷
• 英文名称: 8-bromo-1,1-dimethoxyoctane
• 英文别名: 8-bromooctanal dimethyl acetal
• CAS: 92540-34-6
• 化学式: C₁₀H₂₁BrO₂
• 分子量: 253.18
• InChiKey: VJNLVTJIYYBXQO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  13
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  8-溴-1,1-二甲氧基辛烷 在 Pd-BaSO₄ 喹啉 、 正丁基锂 、 水 、 氢气 、 三乙胺 、 5-磺基水杨酸 作用下， 以 甲醇 、 三氯乙烯 为溶剂， 4.0~170.0 ℃ 、101.33 kPa 条件下， 反应 4.83h， 生成 <<2-(cis-pentadecenyl)-1,3-dioxolan-4-yl>methyl>phosphocholine
  参考文献：
  名称：

  Darmstoff analogs. 3. Actions of choline esters of acetal phosphatidic acids on visceral smooth muscle

  摘要：

  A number of naturally occurring phospholipids, e.g. the acetal phosphatidic acid derivatives that comprise Darmstoff (1) and the phosphatidylcholine derivative platelet activating factor (PAF), cause contraction of certain visceral smooth muscles and cause platelet activation. Because the Darmstoff phosphatidic acids and PAF are structurally similar, it was of interest to compare the biological actions of choline esters of Darmstoff with those of PAF and of the parent Darmstoff phosphatidic acids. To this end, [(2-pentadecyl-1,3-dioxolan-4-yl)methyl]phosphocholine (3a), [[2-(cis-8-heptadecenyl)-1,3-dioxolan-4-yl]methyl]phosphocho line (3b), and [[2-(cis-8-pentadecenyl)-1,3-dioxolan-4-yl]methyl]phosphocho line (3c) were synthesized. Compounds 3a, 3b, 3c, and PAF caused dose-dependent relaxation of taenia coli strips. In contrast, the unesterified materials 1a and 1b, as well as lyso-PAF, caused contraction in taenia coli strips. Thus, the contractile effect of Darmstoff is reversed on esterification with choline. In preparations of whole trachea, both 1a and 3a had contractile effects similar to those of PAF.

  DOI：

  10.1021/jm00126a029
• 作为产物：
  描述：

  甲醇 、 8-bromo-1-octanal 在 氯化铵 作用下， 反应 72.0h， 以92%的产率得到8-溴-1,1-二甲氧基辛烷
  参考文献：
  名称：

  Glycals in stereochemical synthesis

  摘要：

  DOI：

  10.1007/bf00630369

文献信息

• WO2008/17827
  申请人：——

  公开号：——

  公开（公告）日：——
• MARX, MICHAEL H.;WILEY, ROBERT A.;SATCHELL, D. G.;MAGUIRE, M. HELEN, J. MED. CHEM., 32,(1989) N, C. 1319-1322
  作者：MARX, MICHAEL H.、WILEY, ROBERT A.、SATCHELL, D. G.、MAGUIRE, M. HELEN

  DOI：——

  日期：——
• [EN] CHEMICAL COMPOUNDS<br/>[FR] COMPOSÉS CHIMIQUES
  申请人：ARGENTA DISCOVERY LTD

  公开号：WO2008017827A2

  公开（公告）日：2008-02-14

  [EN] The present invention provides compounds of formula (Ia): wherein A, X, and R¹-R⁸ are as defined herein, such compounds having utility in the treatment of diseases where M3 and beta2 receptors are implicated, such as respiritory tract diseases; compositions comprising such compounds; uses of such compounds in therapy (such as asthma or COPD); and methods of treating a patient with such compounds.
  [FR] La présente invention a pour objet des composés de formule (Ia): où A, X et R¹-R⁸ sont tels que définis dans la présente, lesdits composés étant utiles pour traiter des maladies dans lesquelles les récepteurs M3 et bêta2 sont impliqués, telles que des maladies des voies respiratoires ; des compositions qui comprennent lesdits composés ; des utilisations desdits composés dans une thérapie (telle que de l'asthme ou de la BPCO) ; et des méthodes pour traiter un patient avec de tels composés.
• Glycals in stereochemical synthesis
  作者：A. G. Tolstikov、N. V. Khakhalina、E. E. Savateeva、L. V. Spirikhin、V. N. Odinokov、G. A. Tolstikov

  DOI：10.1007/bf00630369

  日期：1991.9
• Darmstoff analogs. 3. Actions of choline esters of acetal phosphatidic acids on visceral smooth muscle
  作者：Michael H. Marx、Robert A. Wiley、D. G. Satchell、M. Helen Maguire

  DOI：10.1021/jm00126a029

  日期：1989.6

  A number of naturally occurring phospholipids, e.g. the acetal phosphatidic acid derivatives that comprise Darmstoff (1) and the phosphatidylcholine derivative platelet activating factor (PAF), cause contraction of certain visceral smooth muscles and cause platelet activation. Because the Darmstoff phosphatidic acids and PAF are structurally similar, it was of interest to compare the biological actions of choline esters of Darmstoff with those of PAF and of the parent Darmstoff phosphatidic acids. To this end, [(2-pentadecyl-1,3-dioxolan-4-yl)methyl]phosphocholine (3a), [[2-(cis-8-heptadecenyl)-1,3-dioxolan-4-yl]methyl]phosphocho line (3b), and [[2-(cis-8-pentadecenyl)-1,3-dioxolan-4-yl]methyl]phosphocho line (3c) were synthesized. Compounds 3a, 3b, 3c, and PAF caused dose-dependent relaxation of taenia coli strips. In contrast, the unesterified materials 1a and 1b, as well as lyso-PAF, caused contraction in taenia coli strips. Thus, the contractile effect of Darmstoff is reversed on esterification with choline. In preparations of whole trachea, both 1a and 3a had contractile effects similar to those of PAF.