1-[2-羟基-3-(丙-1-烯基)苯基]乙酮 | 67127-96-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 1-[2-羟基-3-(丙-1-烯基)苯基]乙酮
• 英文名称: 1-<2-hydroxy-3-(prop-1-enyl)phenyl>ethanone
• 英文别名: 2-hydroxy-3-propenylacetophenone；2-hydroxy-3-(1-propenyl)acetophenone；2-Acetyl-6-(1-propenyl)phenol；1-(2-hydroxy-3-prop-1-enylphenyl)ethanone
• CAS: 67127-96-2
• 化学式: C₁₁H₁₂O₂
• 分子量: 176.215
• InChiKey: CJRXEXHMOLQBPB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-[2-羟基-3-(丙-1-烯基)苯基]乙酮 在 sodium hydroxide 、 二甲基硫 、 臭氧 、 silver(l) oxide 作用下， 反应 16.0h， 生成 3-acetyl-2-hydroxybenzoic acid
  参考文献：
  名称：

  Synthesis and quantitative structure-activity relationships of antiallergic 2-hydroxy-N-(1H-tetrazol-5-yl)benzamides and N-(2-hydroxyphenyl)-1H-tetrazole-5-carboxamides

  摘要：

  The synthesis and antiallergic activity of a series of 2-hydroxy-N-1H-tetrazol-5-ylbenzamides and isomeric N-(2-hydroxyphenyl)-1H-tetrazole-5-carboxamides is described. A relationship between structure and intravenous antiallergic activity in the rat passive cutaneous anaphylaxis (PCA) test has been established using a Hansch/Free-Wilson model and used to direct studies toward potent derivatives. The contribution of physicochemical properties to activity is discussed. One member of this series, N-(3-acetyl-5-fluoro-2-hydroxyphenyl)-1H-tetrazole-5-carboxamide (3f), which was selected for further evaluation, has an ID50 value of 0.16 mg/kg po and is 130 times more potent than disodium cromoglycate (DSCG) on intravenous administration.

  DOI：

  10.1021/jm00154a019
• 作为产物：
  描述：

  1-(3-烯丙基-2-羟基苯基)乙酮 在 二(氰基苯)二氯化钯 作用下， 以 甲苯 为溶剂， 反应 20.0h， 以90%的产率得到1-[2-羟基-3-(丙-1-烯基)苯基]乙酮
  参考文献：
  名称：

  Synthesis and quantitative structure-activity relationships of antiallergic 2-hydroxy-N-(1H-tetrazol-5-yl)benzamides and N-(2-hydroxyphenyl)-1H-tetrazole-5-carboxamides

  摘要：

  The synthesis and antiallergic activity of a series of 2-hydroxy-N-1H-tetrazol-5-ylbenzamides and isomeric N-(2-hydroxyphenyl)-1H-tetrazole-5-carboxamides is described. A relationship between structure and intravenous antiallergic activity in the rat passive cutaneous anaphylaxis (PCA) test has been established using a Hansch/Free-Wilson model and used to direct studies toward potent derivatives. The contribution of physicochemical properties to activity is discussed. One member of this series, N-(3-acetyl-5-fluoro-2-hydroxyphenyl)-1H-tetrazole-5-carboxamide (3f), which was selected for further evaluation, has an ID50 value of 0.16 mg/kg po and is 130 times more potent than disodium cromoglycate (DSCG) on intravenous administration.

  DOI：

  10.1021/jm00154a019

文献信息

• SUBSTITUTED 4-ARYL-1,4-DIHYDRO-1,6-NAPHTHYRIDINES AND USE THEREOF
  申请人：Figueroa Perez Santiago

  公开号：US20100305052A1

  公开（公告）日：2010-12-02

  The present application relates to novel substituted 4-aryl-1,4-dihydro-1,6-naphthyridines, a process for their preparation, their use for the treatment and/or prophylaxis of diseases, and their use for the manufacture of medicaments for the treatment and/or prophylaxis of diseases, especially cardiovascular disorders.

  本申请涉及新型取代的4-芳基-1,4-二氢-1,6-萘啶类化合物，其制备方法，它们用于治疗和/或预防疾病的用途，以及它们用于制造用于治疗和/或预防疾病的药物，特别是心血管疾病。
• New DBU (1,8-Diazabicyclo[5.4.0]undec-7-ene) Assisted One-Pot Synthesis of 2,8-Disubstituted 4H-1-Benzopyran-4-ones
  作者：Carlo Riva、Carlo De Toma、Leandro Donadel、Carlo Boi、Renzo Pennini、Gianni Motta、Amedeo Leonardi

  DOI：10.1055/s-1997-1168

  日期：1997.2

  2-Hydroxy-3-(alkoxycarbonyl or prop-1-enyl)phenyl alkyl ketones are easily converted into 2,8-disubstituted (3-methyl)-4H-1-benzopyran-4-ones through a new DBU (1,8-diazabicyclo[5.4.0]undec-7-ene) assisted one-pot synthesis, by reaction with aroyl or alkanoyl chlorides or anhydrides. The method is simple, mild and convenient as compared to the existing multistep procedures.

  2-羟基-3-(烷氧羰基或丙-1-烯基)苯基烷基酮通过与芳酰氯或脂肪酰氯、酸酐反应，在新的DBU（1,8-二氮杂双环[5.4.0]十一碳-7-烯）辅助的一锅合成中，容易转化为2,8-二取代的(3-甲基)-4H-1-苯并吡喃-4-酮。与现有的多步程序相比，该方法简单、温和且方便。
• 3-Cyano-5-thiazaheteroaryl-dihydropyridine and the use thereof for the treatment of cardiovascular diseases
  申请人：Barfacker Lars

  公开号：US20100240620A1

  公开（公告）日：2010-09-23

  The present application relates to novel aryl-substituted 3-cyano-5-thiazolyl- and 3-cyano-5-thiadiazolyl-1,4-dihydropyridines, a process for their preparation, their use for the treatment and/or prophylaxis of diseases, and their use for the manufacture of medicaments for the treatment and/or prophylaxis of diseases, especially cardiovascular disorders.

  本申请涉及新颖的芳基取代的3-氰基-5-噻唑基和3-氰基-5-噻二唑基-1,4-二氢吡啶，其制备方法，它们用于治疗和/或预防疾病的用途，以及它们用于制造用于治疗和/或预防疾病的药物，特别是心血管疾病。
• 5-ARYL-SUBSTITUTED DIHYDROPYRIDOPYRIMIDINES AND DIHYDROPYRIDAZINES AND USE THEREOF AS MINERAL CORTICOID ANTAGONISTS
  申请人：Figueroa Perez Santiago

  公开号：US20100035902A1

  公开（公告）日：2010-02-11

  The present application relates to novel aryl-substituted heterobicyclic compounds, a process for their preparation, their use for the treatment and/or prophylaxis of diseases, and their use for the manufacture of medicaments for the treatment and/or prophylaxis of diseases, especially cardiovascular disorders.

  本申请涉及新颖的芳基取代杂双环化合物，其制备方法，它们用于治疗和/或预防疾病的用途，以及它们用于制造治疗和/或预防疾病的药物，特别是心血管疾病。
• SUBSTITUTED-4-ARYL-1,4-DIHYDRO-1,6-NAPHTHYRIDINAMIDES AND USE THEREOF
  申请人：Bärfacker Lars

  公开号：US20100136142A1

  公开（公告）日：2010-06-03

  The present application relates to novel substituted 4-aryl-1,4-dihydro-1,6-naphthyridine-3-carboxamides, a process for their preparation, their use for the treatment and/or prophylaxis of diseases, and their use for the manufacture of medicaments for the treatment and/or prophylaxis of diseases, especially cardiovascular disorders.

  本申请涉及新型取代的4-芳基-1,4-二氢-1,6-萘啶-3-羧酰胺，其制备方法，其用于治疗和/或预防疾病的用途，以及其用于制造用于治疗和/或预防疾病的药物，特别是心血管疾病。