4-(1-环己烯-1-基)苯酚 | 709-08-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 中文名称: 4-(1-环己烯-1-基)苯酚
• 英文名称: 4-(cyclohexen-1-yl)phenol
• 英文别名: p-(1-cyclohexenyl)-phenol；4-cyclohex-1-enyl-phenol；1-(4-hydroxyphenyl)-1-cyclohexene；Phenol, p-(1-cyclohexen-1-yl)-
• CAS: 709-08-0
• 化学式: C₁₂H₁₄O
• 分子量: 174.243
• InChiKey: YGEZIEXHMBTZMT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 海关编码：
  2907199090

反应信息

• 作为反应物：
  描述：

  4-(1-环己烯-1-基)苯酚 在 吡啶 、 盐酸 作用下， 生成 (4-环己基苯基)乙酸酯
  参考文献：
  名称：

  v.Braun, Justus Liebigs Annalen der Chemie, 1929, vol. 472, p. 34

  摘要：

  DOI：
• 作为产物：
  描述：

  苯酚 在 盐酸 作用下， 生成 4-(1-环己烯-1-基)苯酚
  参考文献：
  名称：

  v.Braun, Justus Liebigs Annalen der Chemie, 1929, vol. 472, p. 34

  摘要：

  DOI：

文献信息

• [EN] SUBSTITUTED PHENOXYMETHYL DIHYDRO OXAZOLOPYRIMIDINONES, PREPARATION AND USE THEREOF<br/>[FR] PHÉNOXYMÉTHYL-DIHYDRO-OXAZOLOPYRIMIDINONES SUBSTITUÉES, LEUR PRÉPARATION ET LEUR UTILISATION
  申请人：SANOFI AVENTIS

  公开号：WO2011034832A1

  公开（公告）日：2011-03-24

  The present invention relates to a series of substituted phenoxymethyl dihydro oxazolopyrimidinones of formula (I) defined herein. This invention also relates to methods of making these compounds including novel intermediates. The compounds of this invention are modulators of metabotropic glutamate receptors (mGluR), particularly, mGluR2 receptor. Therefore, the compounds of this invention are useful as pharmaceutical agents, especially in the treatment and/or prevention of a variety of central nervous system disorders (CNS), including but not limited to acute and chronic neurodegenerative conditions, psychoses, cognition deficit disorders, convulsions, anxiety, depression, migraine, pain, sleep disorders and emesis.

  本发明涉及一系列被取代的苯氧甲基二氢噁唑吡咯嘧啶酮化合物，其化学式为（I）。本发明还涉及制备这些化合物的方法，包括新颖的中间体。本发明的化合物是代谢型谷氨酸受体（mGluR）的调节剂，特别是mGluR2受体。因此，本发明的化合物可用作药物制剂，特别是在治疗和/或预防各种中枢神经系统疾病（CNS）方面，包括但不限于急性和慢性神经退行性疾病、精神病、认知缺陷疾病、癫痫、焦虑、抑郁、偏头痛、疼痛、睡眠障碍和呕吐。
• [EN] SUBSTITUTED (4'-HYDROXYPHENYL)CYCLOALKANE AND (4'-HYDROXYPHENYL)CYCLOALKENE COMPOUNDS AND USES THEREOF AS SELECTIVE AGONISTS OF THE ESTROGEN RECEPTOR BETA ISOFORM FOR ENHANCED MEMORY CONSOLIDATION<br/>[FR] COMPOSÉS (4'-HYDROXYPHÉNYL)CYCLOALCANE ET (4'-HYDROXYPHÉNYL)CYCLOALCÈNE SUBSTITUÉS ET LEURS UTILISATIONS EN TANT QU'AGONISTES SÉLECTIFS DE L'ISOFORME BÊTA DU RÉCEPTEUR DES ŒSTROGÈNES POUR UNE CONSOLIDATION AMÉLIORÉE DE MÉMOIRE
  申请人：UNIV MARQUETTE

  公开号：WO2018183800A1

  公开（公告）日：2018-10-04

  Disclosed are substituted (4'-hydroxylphenyl)cycloalkane compounds and substituted (4'-hydroxylphenyl)cycloalkene compounds and there use as selective agonists of the estrogen receptor beta isoform (ERβ). The disclosed compounds may be formulated as pharmaceutical compositions and administered for treating diseases associated with ER activity, such as neurological, psychiatric, and/or cell proliferative diseases and disorders as well as for enhancing memory consolidation in subjects in need thereof.

  本文披露了替代的（4'-羟基苯基）环烷烃化合物和替代的（4'-羟基苯基）环烯烃化合物以及它们作为雌激素受体β异构体（ERβ）的选择性激动剂的用途。所披露的化合物可制成药物组合物，并用于治疗与ER活性相关的疾病，如神经学、精神病学和/或细胞增殖性疾病和障碍，以及用于增强需要的受试者的记忆巩固。
• Discovery, Biocatalytic Exploration and Structural Analysis of a 4‐Ethylphenol Oxidase from <i>Gulosibacter chungangensis</i>
  作者：Laura Alvigini、Alejandro Gran‐Scheuch、Yiming Guo、Milos Trajkovic、Mohammad Saifuddin、Marco W. Fraaije、Andrea Mattevi

  DOI：10.1002/cbic.202100457

  日期：2021.11.16

  Gc4EO, a new member of the VAO/PCMH family from the actinobacteria Gulosibacter chungangensis was discovered. This oxidase is a very appealing biocatalyst for the oxidation of 4-alkylphenols, exhibiting high conversion yields with an attractive chemoselectivity towards the production of alkenes. Gc4EO showed high activity to produce 4-vinylphenol, an interesting building block for the synthesis of

  Gc4EO是来自放线菌Gulosibacter chungangensis的VAO/PCMH家族的新成员。这种氧化酶是一种非常有吸引力的 4-烷基酚氧化生物催化剂，具有高转化率和对烯烃生产具有吸引力的化学选择性。 Gc4EO 显示出高活性，可以产生 4-乙烯基苯酚，这是合成聚乙烯苯酚的一个有趣的结构单元。
• A Xylenol Orange-Based Screening Assay for the Substrate Specificity of Flavin-Dependent para-Phenol Oxidases
  作者：Tom Ewing、Aster van Noord、Caroline Paul、Willem van Berkel

  DOI：10.3390/molecules23010164

  日期：——

  Vanillyl alcohol oxidase (VAO) and eugenol oxidase (EUGO) are flavin-dependent enzymes that catalyse the oxidation of para-substituted phenols. This makes them potentially interesting biocatalysts for the conversion of lignin-derived aromatic monomers to value-added compounds. To facilitate their biocatalytic exploitation, it is important to develop methods by which variants of the enzymes can be rapidly screened for increased activity towards substrates of interest. Here, we present the development of a screening assay for the substrate specificity of para-phenol oxidases based on the detection of hydrogen peroxide using the ferric-xylenol orange complex method. The assay was used to screen the activity of VAO and EUGO towards a set of twenty-four potential substrates. This led to the identification of 4-cyclopentylphenol as a new substrate of VAO and EUGO and 4-cyclohexylphenol as a new substrate of VAO. Screening of a small library of VAO and EUGO active-site variants for alterations in their substrate specificity led to the identification of a VAO variant (T457Q) with increased activity towards vanillyl alcohol (4-hydroxy-3-methoxybenzyl alcohol) and a EUGO variant (V436I) with increased activity towards chavicol (4-allylphenol) and 4-cyclopentylphenol. This assay provides a quick and efficient method to screen the substrate specificity of para-phenol oxidases, facilitating the enzyme engineering of known para-phenol oxidases and the evaluation of the substrate specificity of novel para-phenol oxidases.

  香草醇氧化酶（VAO）和丁香酚氧化酶（EUGO）是依赖黄素的酶，可催化对位取代酚的氧化。这使它们成为将木质素衍生的芳香族单体转化为高附加值化合物的潜在生物催化剂。为了促进它们的生物催化利用，重要的是要开发出可以快速筛选酶变体的方法，以提高它们对相关底物的活性。在此，我们介绍了对位苯酚氧化酶底物特异性筛选测定法的开发情况，该测定法基于使用铁-二甲酚橙复合物法检测过氧化氢。该检测方法用于筛选 VAO 和 EUGO 对二十四种潜在底物的活性。结果发现 4-环戊基苯酚是 VAO 和 EUGO 的新底物，4-环己基苯酚是 VAO 的新底物。通过筛选 VAO 和 EUGO 活性位点变体的小型文库以确定其底物特异性的变化，结果发现 VAO 变体（T457Q）对香草醇（4-羟基-3-甲氧基苯甲醇）的活性增强，而 EUGO 变体（V436I）对辣椒酚（4-烯丙基苯酚）和 4-环戊基苯酚的活性增强。这种检测方法为筛选对位苯酚氧化酶的底物特异性提供了一种快速有效的方法，有助于对已知的对位苯酚氧化酶进行酶工程改造和评估新型对位苯酚氧化酶的底物特异性。
• Process for the manufacture of new carboxylic acids
  申请人：Ciba-Geigy AG

  公开号：US04115416A1

  公开（公告）日：1978-09-19

  .alpha.-Phenoxyacetic acids, in which the .alpha.-position is substituted by an alkyl residue with 5 to 12 carbon atoms and the phenyl residue is substituted by a cycloaliphatic hydrocarbon residue which is unsaturated in the 1-position and is only singly unsaturated, and their esters and amides are useful as hypolipidaemic agents.

  .alpha.-苯氧乙酸衍生物，其中.alpha.-位置被具有5到12个碳原子的烷基残基取代，苯基残基被只在1-位置单不饱和的环脂肪烃残基取代，它们的酯和酰胺是有用的降血脂剂。