1H-咪唑,1-(4-丁氧基苯基)- | 183019-19-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 1H-咪唑,1-(4-丁氧基苯基)-
• 英文名称: 1-(4-butoxyphenyl)-1H-imidazole
• 英文别名: 1-(4-n-butoxyphenyl)-imidazole；1-(4-Butoxy-phenyl)-1H-imidazole；1-(4-butoxyphenyl)imidazole
• CAS: 183019-19-4
• 化学式: C₁₃H₁₆N₂O
• 分子量: 216.283
• InChiKey: QJWFZZZHWWOBNM-UHFFFAOYSA-N

物化性质

• 熔点：
  47-50 °C(Solv: hexane (110-54-3))
• 沸点：
  355.6±25.0 °C(Predicted)
• 密度：
  1.04±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  27
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1H-咪唑,1-(4-丁氧基苯基)- 在 potassium hydrogencarbonate 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 生成
  参考文献：
  名称：

  Manipulating ordered structure of ionic liquid crystalline polymers through tuning the alkyl spacer length

  摘要：

  The fabrication of ordered structure is very important for the applications of ionic liquid crystalline polymers (ILCPs) or polymerized (ionic liquid crystal) (PILC). In this paper, we reported a facile approach to manipulate the ordered structure of ILCPs through adjusting the length of alkyl spacer. We designed and synthesized a series of ILCPs contained imidazolium, poly(2,5-bis{[m-(4-butoxy-4'-imidazolium phenyl) m-alkyl] oxy carbonyl} styrene bis (fluoroborate) salts) (denoted as P4-m-BF4, m represents the number of carbon in the alkyl spacers and m = 2, 4, 6, 10) via radical polymerization. Combined differential scanning calorimetry (DSC), polarized light microscopy (PLM), X-ray scattering, and two-dimensional wide-angle X-ray diffraction (2D WAXD), we found that the ordered structure of this ILCPs can transfer from smectic A phase (SmA) to hexagonal columnar (Phi(H)) phase with the increase of spacer. Furthermore, these results were confirmed by reconstructed relative electron density map using fast fourier transform algorithm (FFT). The result revealed that the increase of alkyl spacer would affect the interaction between ions and side chain, and induce the packing of the side chains. It was evident that the alkyl spacer played an important role in the constructing of ordered structure and offered a new method to fabricate different ordered structure of ILCPs. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.polymer.2014.10.036
• 作为产物：
  描述：

  4-溴苯酚 在 potassium carbonate 、 potassium iodide 作用下， 以 N-甲基吡咯烷酮 、 N,N-二甲基甲酰胺 为溶剂， 生成 1H-咪唑,1-(4-丁氧基苯基)-
  参考文献：
  名称：

  Manipulating ordered structure of ionic liquid crystalline polymers through tuning the alkyl spacer length

  摘要：

  The fabrication of ordered structure is very important for the applications of ionic liquid crystalline polymers (ILCPs) or polymerized (ionic liquid crystal) (PILC). In this paper, we reported a facile approach to manipulate the ordered structure of ILCPs through adjusting the length of alkyl spacer. We designed and synthesized a series of ILCPs contained imidazolium, poly(2,5-bis{[m-(4-butoxy-4'-imidazolium phenyl) m-alkyl] oxy carbonyl} styrene bis (fluoroborate) salts) (denoted as P4-m-BF4, m represents the number of carbon in the alkyl spacers and m = 2, 4, 6, 10) via radical polymerization. Combined differential scanning calorimetry (DSC), polarized light microscopy (PLM), X-ray scattering, and two-dimensional wide-angle X-ray diffraction (2D WAXD), we found that the ordered structure of this ILCPs can transfer from smectic A phase (SmA) to hexagonal columnar (Phi(H)) phase with the increase of spacer. Furthermore, these results were confirmed by reconstructed relative electron density map using fast fourier transform algorithm (FFT). The result revealed that the increase of alkyl spacer would affect the interaction between ions and side chain, and induce the packing of the side chains. It was evident that the alkyl spacer played an important role in the constructing of ordered structure and offered a new method to fabricate different ordered structure of ILCPs. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.polymer.2014.10.036

文献信息

• Triazole Compounds and Methods of Making and Using the Same
  申请人：Rib-X Pharmaceuticals, Inc.

  公开号：US20140094422A1

  公开（公告）日：2014-04-03

  The present invention provides triazole macrocyclic compounds useful as therapeutic agents. More particularly, these compounds are useful as anti-infective, anti-proliferative, anti-inflammatory, and prokinetic agents. These compounds are represented by the following formula (I): wherein R 1 , R 2 , etc. are defined as in Claim 1.

  本发明提供了三唑大环化合物，可用作治疗剂。更具体地说，这些化合物可用作抗感染、抗增殖、抗炎和促动力剂。这些化合物由以下式（I）表示：其中，R1，R2等如权利要求书1中所定义。
• TRIAZOLE COMPOUNDS AND METHODS OF MAKING AND USING THE SAME
  申请人：Melinta Therapeutics, Inc.

  公开号：US20160152654A1

  公开（公告）日：2016-06-02

  The present invention provides triazole macrocyclic compounds useful as therapeutic agents. More particularly, these compounds are useful as anti-infective, anti-proliferative, anti-inflammatory, and prokinetic agents. These compounds are represented by the following formula (I): wherein R 1 , R 2 , etc. are defined as in claim 1.

  本发明提供了三唑宏环化合物，其作为治疗剂具有用途。更具体地说，这些化合物可用作抗感染、抗增殖、抗炎和促动力剂。这些化合物由以下公式（I）表示：其中R1、R2等在权利要求书中定义。
• Discovery of benzyloxyphenyl- and phenethylphenyl-imidazole derivatives as a new class of ante–drug type boosters
  作者：Kentaro Kawai、Jun Okada、Mizuki Nakae、Toshiki Tsujimura、Yukiko Karuo、Atsushi Tarui、Kazuyuki Sato、Shinji Yamashita、Makoto Kataoka、Masaaki Omote

  DOI：10.1016/j.bmcl.2022.128868

  日期：2022.9

  inhibition of CYP3A4 activity may affect the metabolism of other co-administered drugs. Therefore, we screened for and developed a new class of boosters to improve the oral availability of drugs. We identified benzyloxyphenyl imidazole and phenethylphenyl imidazole derivatives as new types of CYP3A4 inhibitors. Among the compounds synthesized, an ester 5c was found to inhibit CYP activity and the compound

  虽然细胞色素 P450 3A4 (CYP3A4) 抑制剂用作促进药物吸收以增加药物吸收，但抑制 CYP3A4 活性可能会影响其他共同给药药物的代谢。因此，我们筛选并开发了一类新的助推器，以提高药物的口服利用率。我们将苄氧基苯基咪唑和苯乙基苯基咪唑衍生物鉴定为新型 CYP3A4 抑制剂。在合成的化合物中，发现酯5c抑制CYP活性，并且化合物5c在生理条件下逐渐转化为无活性代谢物5d，表明酯5c可能代表一种新型的前药型增强剂。
• Imidazole derivatives as new potent and selective 20-HETE synthase inhibitors
  作者：Toshio Nakamura、Hiroyuki Kakinuma、Hiroki Umemiya、Hideaki Amada、Noriyuki Miyata、Kazuo Taniguchi、Kagumi Bando、Masakazu Sato

  DOI：10.1016/j.bmcl.2003.11.005

  日期：2004.1

  In a previous paper, we reported that an imidazole derivative I exhibited a potent inhibitory activity of 20-HETE synthase (1; IC50 value of 5.7 nM), but this compound also exhibited little selectivity for cytochrome P450s (CYPs). We examined some derivatives of imidazole I which had an amino group on the side chain, and found that a dimethylaminohexyloxy derivative (3g ;IC50 value of 8.8 nM) showed potent and selective inhibitory activity. (C) 2003 Elsevier Ltd. All rights reserved.
• Pyrazole and Isoxazole Derivatives as New, Potent, and Selective 20-Hydroxy-5,8,11,14-eicosatetraenoic Acid Synthase Inhibitors
  作者：Toshio Nakamura、Masakazu Sato、Hiroyuki Kakinuma、Noriyuki Miyata、Kazuo Taniguchi、Kagumi Bando、Ayumi Koda、Kazuya Kameo

  DOI：10.1021/jm020557k

  日期：2003.12.1

  In a previous paper, we reported the N-hydroxyformamidine derivative HET0016 as a potent and selective 20-HETE synthase inhibitor. Despite its attraction as a potential therapeutic agent for cerebral diseases, the preparation of an injectable formulation of HET0016 was limited by its poor solubility under neutral conditions and instability under acidic conditions. The instability of HET0016 in acidic conditions is due to the N-hydroxyformamidine moiety, which is considered to be essential for the potent and selective activity seen in our previous study. The activity was maintained when the N-hydroxyformamidine moiety was replaced by an imidazole ring (3a; IC50 = 5.7 +/- 1.0 nM), but this was associated with a loss of selectivity for cytochrome P450s (CYPs). However, other azole derivatives such as isoxazole derivative 23 (IC50 value 38 +/- 10 nM) and pyrazole derivative 24 (IC50 value 23 +/- 12 nM) showed potent and selective activities with improved stability.