(9-bromo-nonyl)-phenyl ether | 52176-62-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (9-bromo-nonyl)-phenyl ether
• 英文别名: (9-Brom-nonyl)-phenyl-aether；9-Brom-1-phenoxy-nonan；9-Phenoxy-nonylbromid；[(9-Bromononyl)oxy]benzene；9-bromononoxybenzene
• CAS: 52176-62-2
• 化学式: C₁₅H₂₃BrO
• 分子量: 299.251
• InChiKey: TWCGNLQMKQKUHU-UHFFFAOYSA-N

物化性质

• 沸点：
  137-140 °C(Press: 0.5 Torr)
• 密度：
  1.156±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  17
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (9-bromo-nonyl)-phenyl ether 以 甲醇 为溶剂， 反应 44.0h， 生成
  参考文献：
  名称：

  1-Phenoxyalkyl-4-[(N,N-disubstitutedamino)alkyl]piperazine derivatives as non-imidazole histamine H3-antagonists

  摘要：

  In this study, a series of 1-phenoxyalkyl-4-[(N,N-disubstitutedamino)alkyl]piperazine derivatives has been prepared and in vitro tested as H-3-receptor antagonists (electrically evoked contraction of the guinea pig jejunum). All compounds investigated show moderate in vitro affinities. The most potent antagonists in this series are the compounds 9b, 1b, 1f, and 1l, which exhibit, independently of the substituent at the end of -N- moiety, almost the same level of affinity (pA (2) = 7.18, pA (2) = 7.27, pA (2) = 7.13, pA (2) = 7.12, respectively). The histaminergic H-1 antagonism of the aforementioned four products was established on the isolated guinea pig ileum by conventional methods; the pA (2) values were compared with the potency of pyrilamine. None of them shows any H-1-antagonistic activity (pA (2) < 4; for pyrilamine pA (2) = 9.35).

  DOI：

  10.1007/s00044-012-0090-2
• 作为产物：
  描述：

  1,9-二溴壬烷 、 sodium phenoxide 以 乙醇 为溶剂， 反应 48.0h， 以50%的产率得到(9-bromo-nonyl)-phenyl ether
  参考文献：
  名称：

  1-Phenoxyalkyl-4-[(N,N-disubstitutedamino)alkyl]piperazine derivatives as non-imidazole histamine H3-antagonists

  摘要：

  In this study, a series of 1-phenoxyalkyl-4-[(N,N-disubstitutedamino)alkyl]piperazine derivatives has been prepared and in vitro tested as H-3-receptor antagonists (electrically evoked contraction of the guinea pig jejunum). All compounds investigated show moderate in vitro affinities. The most potent antagonists in this series are the compounds 9b, 1b, 1f, and 1l, which exhibit, independently of the substituent at the end of -N- moiety, almost the same level of affinity (pA (2) = 7.18, pA (2) = 7.27, pA (2) = 7.13, pA (2) = 7.12, respectively). The histaminergic H-1 antagonism of the aforementioned four products was established on the isolated guinea pig ileum by conventional methods; the pA (2) values were compared with the potency of pyrilamine. None of them shows any H-1-antagonistic activity (pA (2) < 4; for pyrilamine pA (2) = 9.35).

  DOI：

  10.1007/s00044-012-0090-2

文献信息

• Antagonists of slow reacting substance of anaphylaxis. Synthesis of a series of chromone-2-carboxylic acids
  作者：R. A. Appleton、J. R. Bantick、T. R. Chamberlain、D. N. Hardern、T. B. Lee、A. D. Pratt

  DOI：10.1021/jm00213a012

  日期：1977.3

  A series of substituted chromone-2-carboxylic acids was synthesized and tested as antagonists of SRS-A induced contractions of isolated guinea pig ileum. This work led to the discovery of sodium 7-[3-(4-acetyl-3hydroxy-2-propylphenoxy)-2-hydroxypropoxy]-4-oxo-8-propyl-4H-1-benzopyran-2-carboxylate (FPL 55712) which is the first reported specific antagonist of SRS-A. Some structural requirements for

  合成了一系列取代的色酮-2-羧酸，并作为SRS-A诱导的豚鼠回肠收缩收缩的拮抗剂进行了测试。这项工作导致发现7- [3-（4-乙酰基-3-羟基-2-丙基苯氧基）-2-羟基丙氧基] -4-氧代-8-丙基-4H-1-苯并吡喃-2-羧酸钠（FPL 55712 ），这是第一个报道的SRS-A特异性拮抗剂。讨论了该系列生物活性的一些结构要求。
• Encapsulating propeller-like columnar liquid crystals with an aromatic outer shell: influence of phenoxy-terminated side chains on the phase behaviour of triphenylbenzenes
  作者：Korinna Bader、Tobias Wöhrle、Esra Öztürk、Angelika Baro、Sabine Laschat

  DOI：10.1039/c8sm00590g

  日期：——

  temperatures of columnar liquid crystals by side chain variation is often associated with an undesired change in the mesophase type and/or geometry. To overcome this problem phenoxy-terminated side chains rather than alkyl side chains were grafted onto triphenylbenzenes, which resulted in reduced clearing points, while melting points were little affected. More importantly, helical columnar self-assembly was not

  通过侧链变化来调节柱状液晶的相变温度通常与中间相类型和/或几何形状的不期望的变化有关。为了克服这个问题，将苯氧基封端的侧链而不是烷基侧链接枝到三苯苯上，这导致清除点降低，而熔点几乎不受影响。更重要的是，螺旋圆柱状的自组装没有受到损害。
• Quaternary Ammonium Salts from Halogenated Alkyl Dimethylamines. III. Omega-Bromo-Heptyl-, -Octyl-, -Nonyl- and -Decyl-dimethylamines
  作者：M. R. Lehman、C. D. Thompson、C. S. Marvel

  DOI：10.1021/ja01332a030

  日期：1933.5
• Fawcett et al., Proceedings of the Royal Society of London. Series B, Biological sciences, 1954, vol. 142, p. 60,63
  作者：Fawcett et al.

  DOI：——

  日期：——
• 1-Phenoxyalkyl-4-[(N,N-disubstitutedamino)alkyl]piperazine derivatives as non-imidazole histamine H3-antagonists
  作者：Marek Staszewski、Krzysztof Walczyński

  DOI：10.1007/s00044-012-0090-2

  日期：2013.3

  In this study, a series of 1-phenoxyalkyl-4-[(N,N-disubstitutedamino)alkyl]piperazine derivatives has been prepared and in vitro tested as H-3-receptor antagonists (electrically evoked contraction of the guinea pig jejunum). All compounds investigated show moderate in vitro affinities. The most potent antagonists in this series are the compounds 9b, 1b, 1f, and 1l, which exhibit, independently of the substituent at the end of -N- moiety, almost the same level of affinity (pA (2) = 7.18, pA (2) = 7.27, pA (2) = 7.13, pA (2) = 7.12, respectively). The histaminergic H-1 antagonism of the aforementioned four products was established on the isolated guinea pig ileum by conventional methods; the pA (2) values were compared with the potency of pyrilamine. None of them shows any H-1-antagonistic activity (pA (2) < 4; for pyrilamine pA (2) = 9.35).