3-methoxy-2-propylphenol | 93114-94-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 3-methoxy-2-propylphenol
• CAS: 93114-94-4
• 化学式: C₁₀H₁₄O₂
• 分子量: 166.22
• InChiKey: BLWZYYNYVINOHM-UHFFFAOYSA-N

物化性质

• 沸点：
  260.9±20.0 °C(Predicted)
• 密度：
  1.031±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-methoxy-2-propylphenol 在 aluminum oxide 、 potassium fluoride 、 sodium hydroxide 、 18-冠醚-6 、 三溴化硼 作用下， 以 甲醇 、 二氯甲烷 、 乙腈 为溶剂， 反应 96.0h， 生成 Benzoic acid, 2-(3-hydroxy-2-propylphenoxy)-
  参考文献：
  名称：

  Synthetic and Structure/Activity Studies on Acid-Substituted 2-Arylphenols: Discovery of 2-[2-Propyl-3-[3-[2-ethyl-4-(4-fluorophenyl)-5-hydroxyphenoxy]- propoxy]phenoxy]benzoic Acid, a High-Affinity Leukotriene B4 Receptor Antagonist

  摘要：

  Structural derivatives of LY255283 have been studied as receptor antagonists of leukotriene B-4. Substitution of the 2-hydroxyacetophenone subunit of 1 (LY255283) with a 2-arylphenol group provided entry into several new series that feature various mono- and diacidic core functionality. These new analogues, the subject of a broad structure-activity investigation, displayed significantly increased in vitro and in vivo activity as receptor antagonists of LTB(4). A series of diaryl ether carboxylic acids demonstrated especially interesting activity and led to the discovery of compound 43b, 2-[2-propyl-3-[3-[2-ethyl-4-(4-fluorophenyl)-5-hydroxyphenoxy]- propoxy]phenoxy]benzoic acid (LY293111), a 2-arylphenol-substituted diaryl ether carboxylic acid which displayed potent binding to human neutrophils (IC50 = 17 +/- 14.6 nM) and guinea pig lung membranes (IC50 6.6 +/- 0.71 nM), inhibition of LTB(4)-induced expression of the CD11b/CD18 receptor on human neutrophils (IC50 - 3.3 +/- 0.81 nM), and inhibition of LTB(4)-induced contraction of guinea pig lung parenchyma (pK(B) = 8.7 +/- 0.16). In vivo, 43b demonstrated potent activity in inhibiting LTB(4)-induced airway obstruction in the guinea pig when dosed by the oral (ED(50) = 0.40 mg/kg) or intravenous (ED(50) = 0.014 mg/kg) routes. A specific LTB(4) receptor antagonist, 43b had little effect on inhibiting contractions of guinea pig lung parenchyma induced by leukotriene D-4 (LTD(4)), histamine, carbachol, or U46619. Compound 43b has been chosen as a clinical candidate and is currently in phase I studies for a variety of inflammatory diseases.

  DOI：

  10.1021/jm00022a006
• 作为产物：
  描述：

  1-(烯丙氧基)-3-甲氧基苯 生成 3-methoxy-2-propylphenol
  参考文献：
  名称：

  The ortho-Claisen Rearrangement. V. The Products of Rearrangement of Allyl m-X-Phenyl Ethers¹

  摘要：

  DOI：

  10.1021/jo01068a004

文献信息

• Indane acetic acid derivatives and their use as pharmaceutical agents, intermediates, and method of preparation
  申请人：Cantin Louis-David

  公开号：US20060084680A1

  公开（公告）日：2006-04-20

  This invention relates to novel indane acetic acid derivatives which are useful in the treatment of diseases such as diabetes, obesity, hyperlipidemia, and atherosclerotic diseases. The invention also relates to intermediates useful in preparation of indane acetic derivatives and to methods of preparation.

  本发明涉及一种新型的茚三酸衍生物，其可用于治疗糖尿病、肥胖症、高脂血症和动脉粥样硬化等疾病。本发明还涉及用于制备茚三酸衍生物的中间体以及制备方法。
• Neue Amiderivate, ihre Herstellung und Verwendung als Arzneimittel mit LTB4-antagonistischer Wirkung
  申请人：BOEHRINGER INGELHEIM INTERNATIONAL GmbH

  公开号：EP0902013A1

  公开（公告）日：1999-03-17

  Die Erfindung betrifft neue Amidinderivate, Verfahren zu ihrer Herstellung sowie deren Verwendung als Arzneimittel mit LTB4-antagonistischer Wirkung

  本发明涉及具有 LTB4 拮抗活性的新脒衍生物、其制备工艺及其作为药物的用途
• Amidine derivatives, the preparation and use thereof as medicaments with LTB4 antagonistic effect
  申请人：Boehringer Ingelheim KG

  公开号：US20030130232A1

  公开（公告）日：2003-07-10

  Compounds of the formula 1 which is explained more fully in the specification, may be prepared by conventional methods and used therapeutically in conventional galenic preparations.

  式中的化合物 1 可通过常规方法制备，并可用于常规 galenic 制剂的治疗。
• [EN] NOVEL AMIDINE DERIVATIVES, THEIR PREPARATION AND THEIR USE AS MEDIAMENTS WITH LTB-4 ANTAGONISTIC EFFECT
  申请人：BOEHRINGER INGELHEIM KG

  公开号：WO1993016036A1

  公开（公告）日：1993-08-19

  (DE) Verbindungen der Formel (I), die in der Beschreibung näher erläutet ist, können nach konventionellen Methoden hergestellt und in üblichen galenischen Zubereitungen therapeutisch verwendet werden.(EN) Compounds of formula (I), which are defined in more detail in the description, can be prepared by conventional methods and are used for therapeutic purposes in the usual galenical preparations.(FR) Des composés ayant la formule (I), dont la signification détaillée est donnée dans la description, peuvent être fabriqués suivant des méthodes conventionnelles et présentent des applications thérapeutiques dans des préparations galéniques courantes.

  具有公式(I)的化合物，其在描述中进行了详细说明，可通过常规方法制备，并在日常伽enic制剂中用于治疗用途。(EN) 化合物的公式 (I)，其在描述中进行了详细说明，可以通过常规方法生成，并在日常伽enic药剂配方中用于治疗目的。(FR) 化合物拥有公式(I)，其详细说明在描述中给出，可以通过常规方法生成，并在日常伽enic制剂中用于治疗。
• Photochemistry of Substituted 4,4-Dimethoxy-2,5-Cyclohexadienones
  作者：Fang-Tsao Hong、Kung-Shing Lee、Yow-Fu Tsai、Chun-Chen Liao

  DOI：10.1002/jccs.199800001

  日期：1998.2

  Abstract4,4‐Dimethoxy‐2,5‐cyclohexadienones 9–14 were prepared from the corresponding hydroquinone monomethyl ethers by oxidation with thallium trinitrate in methanol. Irradiation of solutions of 9–13 in methanol with a broad band of UV light centered at 350 nm in a Rayonet reactor afforded 2‐cyclopentenone derivatives 15–19 in moderate to excellent yields, whereas irradiation of 14 in methanol gave phenol 8 along with other unidentified products. Irradiation of 11–14 in benzene yielded substituted phenols. The plausible reaction pathways for the product formation are discussed.