cis-2-(4'-methoxybenzoyl)cyclohexane-1-carboxylic acid

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: cis-2-(4'-methoxybenzoyl)cyclohexane-1-carboxylic acid
• 英文别名: (1S,2R)-2-(4-Methoxybenzoyl)cyclohexane-1-carboxylic acid
• 化学式: C₁₅H₁₈O₄
• 分子量: 262.306
• InChiKey: MDVQAVHPOFZFQS-OLZOCXBDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  cis-2-(4'-methoxybenzoyl)cyclohexane-1-carboxylic acid 在 氢氧化钾 、 三氯化铝 、 氯化亚砜 、 一水合肼 作用下， 以 二硫化碳 、 二乙二醇 、 苯 为溶剂， 反应 10.0h， 生成 2'-methoxy-2,3-tetramethylene-5,6-benzcyclohexan-1-one
  参考文献：
  名称：

  Mathur, K. C.; Bhargava, Lajwanti, Journal of the Indian Chemical Society, 1986, vol. 63, p. 250 - 252

  摘要：

  DOI：
• 作为产物：
  描述：

  4-甲氧基三氟甲烷磺酸苯酯 、 1,2-cis-cyclohexanedicarboxylic anhydride 在 2,2'-联吡啶 、 bis(1,5-cyclooctadiene)nickel (0) 、 三甲基氯硅烷 、 zinc(II) iodide 、 锌 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 反应 12.0h， 以86%的产率得到cis-2-(4'-methoxybenzoyl)cyclohexane-1-carboxylic acid
  参考文献：
  名称：

  循环的镍催化Desymmetrizing交叉耦合亲电细观-Anhydrides

  摘要：

  已经成功地证明了环状介孔酸酐与芳基三氟甲磺酸酯的镍催化脱对称交叉亲电子偶联。这是在亲电子交联反应中使用环状内消旋酸酐的唯一例子。在这些条件下，具有出色的官能团耐受性和立体化学保真度，可以生成各种各样有价值的γ-酮酸构件。

  DOI：

  10.1021/acs.orglett.8b00114

文献信息

• Molecular classification of psoriasis disease-associated genes through pharmacogenomic expression profiling
  作者：J L Oestreicher、I B Walters、T Kikuchi、P Gilleaudeau、J Surette、U Schwertschlag、A J Dorner、J G Krueger、W L Trepicchio

  DOI：10.1038/sj.tpj.6500067

  日期：2001.4

  Psoriasis is recognized as the most common T cell-mediated inflammatory disease in humans. Genetic linkage to as many as six distinct disease loci has been established but the molecular etiology and genetics remain unknown. To begin to identify psoriasis disease-related genes and construct in vivo pathways of the inflammatory process, a genome-wide expression screen of multiple psoriasis patients was undertaken. A comprehensive list of 159 genes that define psoriasis in molecular terms was generated; numerous genes in this set mapped to six different disease-associated loci. To further interpret the functional role of this gene set in the disease process, a longitudinal pharmacogenomic study was initiated to understand how expression levels of these transcripts are altered following patient treatment with therapeutic agents that antagonize calcineurin or NF-κB pathways. Transcript levels for a subset of these 159 genes changed significantly in those patients who responded to therapy and many of the changes preceded clinical improvement. The disease-related gene map provides new insights into the pathogenesis of psoriasis, wound healing and cellular-immune reactions occurring in human skin as well as other T cell-mediated autoimmune diseases. In addition, it provides a set of candidate genes that may serve as novel therapeutic intervention points as well as surrogate and predictive markers of treatment outcome.

  银屑病被认为是人类最常见的由 T 细胞介导的炎症性疾病。多达六个不同疾病基因位点的遗传联系已经确定，但分子病因学和遗传学仍然未知。为了开始确定银屑病疾病相关基因并构建炎症过程的体内通路，对多名银屑病患者进行了全基因组表达筛选。结果得出了一份包含 159 个可从分子角度定义银屑病的基因的综合列表；该列表中的许多基因都与六个不同的疾病相关基因位点相对应。为了进一步解释这组基因在疾病过程中的功能作用，我们启动了一项纵向药物基因组学研究，以了解患者在接受拮抗钙神经蛋白或 NF-κB 通路的治疗药物治疗后，这些转录物的表达水平会发生怎样的变化。在对治疗有反应的患者中，这 159 个基因子集的转录本水平发生了显著变化，而且许多变化发生在临床症状改善之前。与疾病相关的基因图谱为银屑病的发病机制、伤口愈合、人类皮肤发生的细胞免疫反应以及其他T细胞介导的自身免疫性疾病提供了新的见解。此外，它还提供了一组候选基因，可作为新的治疗干预点以及治疗结果的替代和预测标记。
• Novel Selective PDE4 Inhibitors. 2. Synthesis and Structure−Activity Relationships of 4-Aryl-Substituted <i>cis</i>-Tetra- and <i>cis</i>-Hexahydrophthalazinones
  作者：Margaretha Van der Mey、Armin Hatzelmann、Gerard P. M. Van Klink、Ivonne J. Van der Laan、Geert J. Sterk、Ulrich Thibaut、Wolf R. Ulrich、Hendrik Timmerman

  DOI：10.1021/jm010838c

  日期：2001.8.1

  A series of 4-aryl-substituted cis-4a,5,8,8a-tetra- and cis-4a,5,6,7,8,8a-hexahydro-2H-phthalazin-1-ones with high inhibitory activity toward cAMP-specific phosphodiesterase (PDE4) was synthesized. To study structure-activity relationships various substituents were introduced to the 2-, 3-, and 4-positions of the 4-phenyl ring. Substitution at the 4-position of the phenyl ring was restricted to a methoxy group, probably due to unfavorable steric interactions of larger groups with the binding site. The introduction of many alkoxy substituents including distinct ring systems and functional groups was allowed to the 3-position. It was found that in general the cis-4a,5,8,8a-tetrahydro-2H-phthalazin-1-ones are more potent than their hexahydrophthalic counterparts, the best activity residing in (4-imidazol-1-yl-phenoxy)butoxy analogue 16o (pIC(50) = 9.7).
• ORZALESI H.; CHEVALLET P.; BERGE G.; BOUCARD M.; SERRANO J.-J.; PRIVAT G.+, EUR. J. MED. CHEM., 1978, 13, NO 3, 259-264
  作者：ORZALESI H.、 CHEVALLET P.、 BERGE G.、 BOUCARD M.、 SERRANO J.-J.、 PRIVAT G.+

  DOI：——

  日期：——