2-(6-甲氧基-2-萘)-2-甲基丙酸 | 69337-85-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 2-(6-甲氧基-2-萘)-2-甲基丙酸
• 英文名称: 2-(6-methoxynaphthalen-2-yl)-2-methylpropanoic acid
• 英文别名: dimethylnaproxen
• CAS: 69337-85-5
• 化学式: C₁₅H₁₆O₃
• 分子量: 244.29
• InChiKey: IYSPYQQBEYOGFI-UHFFFAOYSA-N

物化性质

• 沸点：
  412.2±20.0 °C(Predicted)
• 密度：
  1.169±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2918990090
• 储存条件：
  存储条件：室温、密封、干燥

反应信息

• 作为反应物：
  描述：

  2-(6-甲氧基-2-萘)-2-甲基丙酸 在 草酰氯 、 三乙胺 、 N,N-二甲基甲酰胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成
  参考文献：
  名称：

  手性2-芳基二茂铁羧酸对硫代酰胺的催化不对称C（sp3）–H活化

  摘要：

  主要在精心设计的手性环戊二烯基（Cp）配体的开发基础上，研究了使用三价9族金属（Co，Rh，Ir）的对映选择性C–H官能化反应。尽管最近已证明手性羧酸与非手性Cp型配体结合可以实现高度对映选择性的CH功能化反应，但所应用手性酸的结构多样性仍然受到限制。在这里，我们报道，很容易从非对映选择性邻位锂化和Suzuki-Miyaura偶合获得的手性2-芳基二茂铁羧酸可以作为Cp * Co III催化的对映选择性C（sp 3）-H酰胺化的外部手性来源。二恶唑酮合成α-芳基硫酰胺。

  DOI：

  10.1021/acs.organomet.9b00407
• 作为产物：
  描述：

  2-(6-甲氧基-2-萘基)丙酸 在 硫酸 、 potassium trimethylsilonate 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 生成 2-(6-甲氧基-2-萘)-2-甲基丙酸
  参考文献：
  名称：

  Substrate-Selective Inhibition of Cyclooxygenase-2: Development and Evaluation of Achiral Profen Probes

  摘要：

  Cyclooxygenase-2 (COX-2) oxygenates arachidonic acid and the endocannabinoids 2-arachidonoylglycerol (2-AG) and arachidonoylethanolamide (AEA). We recently reported that (R)-profens selectively inhibit endocannabinoid oxygenation but not arachidonic acid oxygenation. In this work, we synthesized achiral derivatives of five profen scaffolds and evaluated them for substrate-selective inhibition using in vitro and cellular assays. The size of the substituents dictated the inhibitory strength of the analogs, with smaller substituents enabling greater potency but less selectivity. Inhibitors based on the flurbiprofen scaffold possessed the greatest potency and selectivity, with desmethylflurbiprofen (3a) exhibiting an IC50 of 0.11 mu M for inhibition of 2-AG oxygenation. The crystal structure of desmethylflurbiprofen complexed to mCOX-2 demonstrated a similar binding mode to other profens. Desmethylflurbiprofen exhibited a half-life in mice comparable to that of ibuprofen. The data presented suggest that achiral profens can act as lead molecules toward in vivo probes of substrate-selective COX-2 inhibition.

  DOI：

  10.1021/ml3001616

文献信息

• PHTHALIMIDE DERIVATIVES OF NON-STEROIDAL ANTI-INFLAMMATORY COMPOUNDS AND/OR TNF-ALPHA MODULATORS, METHOD FOR PRODUCING SAME, PHARMACEUTICAL COMPOSITIONS CONTAINING SAME AND USES THEREOF FOR THE TREATMENT OF INFLAMMATORY DISEASES
  申请人：dos Santos Jean Leandro

  公开号：US20120115817A1

  公开（公告）日：2012-05-10

  The present invention relates to phthalimide derivatives of non-steroidal and/or TNF-α modulating anti-inflammatory compounds as well as the process of obtaining the so-called derivatives, pharmaceutical compositions containing such derivatives and their uses, including use in the treatment of inflammatory diseases, especially those related to chronic inflammatory processes, such as rheumatoid arthritis and intestinal inflammatory diseases (for instance, Chron's disease) and the use of the referred to pharmaceutical compositions as antipyretic, analgesic and platelet antiaggregating medications.

  本发明涉及非甾体和/或调节肿瘤坏死因子-α（TNF-α）的抗炎化合物的酞酰亚胺衍生物，以及获得所述衍生物的方法、包含该衍生物的药物组合物及其用途，包括用于治疗炎症疾病，尤其是与慢性炎症过程相关的疾病，例如类风湿性关节炎和肠道炎症疾病（例如，克罗恩病），以及将所述药物组合物用作退热剂、镇痛剂和抗血小板聚集药物的使用。
• [EN] 2-BETA-NAPHTHYL-ACETIC ACID ANALOGS AS AKR1C3 INHIBITORS AND METHODS OF USING SAME<br/>[FR] ANALOGUES DE L'ACIDE 2-BÊTA-NAPHTHYL-ACÉTIQUE COMME INHIBITEURS D'AKR1C3 ET PROCÉDÉS LES UTILISANT
  申请人：UNIV PENNSYLVANIA

  公开号：WO2017070448A1

  公开（公告）日：2017-04-27

  The invention includes 2-β-naphthyl-acetic acid derivatives, which are selective AKR1C3 inhibitors. In certain embodiments, the compounds of the invention are R-naproxen analogs. The invention further includes methods of treating cancer, such as prostate cancer and/or castration-resistant prostate cancer, using at least one compound of the invention.

  本发明涉及2-β-萘乙酸衍生物，这些衍生物是选择性的AKR1C3抑制剂。在某些实施例中，本发明的化合物是R-萘普生的类似物。本发明还涉及使用本发明中至少一种化合物治疗癌症，例如前列腺癌和/或去势抵抗性前列腺癌的方法。
• METHOD FOR THE SYNTHESIS OF CHIRAL ALPHA-ARYL PROPIONIC ACID DERIVATIVES
  申请人：Kaptein Bernardus

  公开号：US20120029226A1

  公开（公告）日：2012-02-02

  The present invention provides a method for the synthesis of optically pure α-aryl propionic acid derivatives comprising subjecting the corresponding racemic α-aryl propionic acid derivatives to high sheer or impact forces, such as grinding.

  本发明提供了一种合成光学纯α-芳基丙酸衍生物的方法，包括将相应的外消旋α-芳基丙酸衍生物暴露于高切割或撞击力下，例如研磨。
• Electrochemical Decarboxylative Elimination of Carboxylic Acids to Alkenes
  作者：Jiage Yu、Teng Liu、Wanhao Sun、Yunfei Zhang

  DOI：10.1021/acs.orglett.3c02997

  日期：2023.11.3

  An electrochemical strategy for the decarboxylative elimination of carboxylic acids to alkenes at room temperature has been developed. This mild and oxidant-free method provides a green alternative to traditional thermal decarboxylation reactions. Structurally diverse aliphatic carboxylic acids, including biologically active drugs, underwent smooth conversion to the corresponding alkenes in good to

  已经开发出一种在室温下将羧酸脱羧消除为烯烃的电化学策略。这种温和且无氧化剂的方法为传统热脱羧反应提供了一种绿色替代方案。结构多样的脂肪族羧酸，包括生物活性药物，以良好到优异的产率顺利转化为相应的烯烃。
• PHTHALIMIDE DERIVATIVES OF NON-STEROIDAL ANTI-INFLAMMATORY COMPOUNDS AND/OR TNF- MODULATORS, METHOD FOR PRODUCING SAME, PHARMACEUTICAL COMPOSITIONS CONTAINING SAME AND USES THEREOF FOR THE TREATMENT OF INFLAMMATORY DISEASES
  申请人：EMS S. A.

  公开号：EP2418200A1

  公开（公告）日：2012-02-15

  The present invention relates to phthalimide derivatives of non-steroidal and/or TNF-α modulating anti-inflammatory compounds as well as the process of obtaining the so-called derivatives, pharmaceutical compositions containing such derivatives and their uses, including use in the treatment of inflammatory diseases, especially those related to chronic inflammatory processes, such as rheumatoid arthritis and intestinal inflammatory diseases (for instance, Chron's disease) and the use of the referred to pharmaceutical compositions as antipyretic, analgesic and platelet antiaggregating medications.

  本发明涉及非甾体类和/或 TNF-α 调节抗炎化合物的邻苯二甲酰亚胺衍生物，以及获得所谓衍生物的工艺、含有此类衍生物的药物组合物及其用途，包括用于治疗炎症性疾病，尤其是与慢性炎症过程有关的疾病，如类风湿性关节炎和肠道炎症性疾病（如慢性疾病），以及将所述药物组合物用作解热、镇痛和抗血小板聚集药物。