5-benzo[1,3]dioxol-5-yl-valeryl chloride | 1029101-17-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: 5-benzo[1,3]dioxol-5-yl-valeryl chloride
• 英文别名: 5-(1,3-Benzodioxol-5-yl)pentanoyl chloride
• CAS: 1029101-17-4
• 化学式: C₁₂H₁₃ClO₃
• 分子量: 240.686
• InChiKey: OPDKYKCDNHXDCZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-benzo[1,3]dioxol-5-yl-valeryl chloride 生成 alkaline earth salt of/the/ methylsulfuric acid
  参考文献：
  名称：

  Borsche; Eberlein, Chemische Berichte, 1914, vol. 47, p. 1469

  摘要：

  DOI：
• 作为产物：
  描述：

  胡椒醛 在 草酰氯 、 palladium 10% on activated carbon 、 氢气 、 N,N-二甲基甲酰胺 、 sodium hydroxide 、 lithium hydroxide 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 50.0h， 生成 5-benzo[1,3]dioxol-5-yl-valeryl chloride
  参考文献：
  名称：

  GVIA 钙非依赖性磷脂酶 A2 的新型强效选择性多氟烷基酮抑制剂

  摘要：

  VIA 组钙非依赖性磷脂酶 A 2 (GVIA iPLA 2 ) 最近已成为重要的药物靶点。选择性和有效的 GVIA iPLA 2抑制剂可用于研究其在各种神经系统疾病中的作用。在目前的工作中，我们探讨了在先前报道的强效 GVIA iPLA 2抑制剂中引入取代基的重要性。1,1,1,2,2-五氟-7-(4-甲氧基苯基)庚烷-3-one (GK187) 是有史以来报告的最有效和选择性的 GVIA iPLA 2抑制剂，其X I (50) 值为 0.0001，并且对 GIVA cPLA 2或 GV sPLA 2没有显着抑制作用. 我们还比较了两种二氟甲基酮对 GVIA iPLA 2、GIVA cPLA 2和 GV sPLA 2的抑制作用。

  DOI：

  10.1016/j.bmc.2013.07.010

文献信息

• Intramolecular Friedel–Crafts Acylation Reaction Promoted by 1,1,1,3,3,3-Hexafluoro-2-propanol
  作者：Hashim F. Motiwala、Rakesh H. Vekariya、Jeffrey Aubé

  DOI：10.1021/acs.orglett.5b02851

  日期：2015.11.6

  Simple dissolution of an arylalkyl acid chloride in 1,1,1,3,3,3-hexafluoro-2-propanol promotes an intramolecular Friedel–Crafts acylation without additional catalysts or reagents. This reaction is operationally trivial in both execution and product isolation (only requiring concentration followed by purification) and accommodates a broad range of substrates. Preliminary studies that bear upon potential

  芳基烷基酰氯在1,1,1,3,3,3-六氟-2-丙醇中的简单溶解可促进分子内Friedel-Crafts酰化反应，而无需其他催化剂或试剂。该反应在操作和产物分离上都操作上很简单（只需要浓缩后再纯化），并适用于各种各样的底物。据报道涉及潜在反应机理的初步研究。
• Structure–activity relationship of piperine and its synthetic analogues for their inhibitory potentials of rat hepatic microsomal constitutive and inducible cytochrome P450 activities
  作者：Surrinder Koul、Jawahir L. Koul、Subhash C. Taneja、Kanaya L. Dhar、Deshvir S. Jamwal、Kuldeep Singh、Rashmeet K. Reen、Jaswant Singh

  DOI：10.1016/s0968-0896(99)00273-4

  日期：2000.1

  Inhibitors of drug metabolism have important implications in pharmaco-toxicology and agriculture. We have reported earlier that piperine, a major alkaloid of black and long peppers inhibits both constitutive and inducible cytochrome P450 (CYP)dependent drug metabolising enzymes. In the present study, an attempt has been made to prepare several novel synthetic analogues so as to relate various modifications in the parent molecule to the inhibition of CYP activities. Two types of mono-oxygenase reactions arylhydrocarbon hydroxylase (AHH) and 7-methoxycoumarin-O-demethylase (MOCD) have been studied. Inhibition studies were investigated in rat microsomal fraction prepared from untreated, 3MC- and PB- treated rat liver in vitro. Modifications were introduced into the piperine molecule: (i) in the phenyl nucleus, (ii) in the side chain and (iii) in the basic moiety. Thus, 38 compounds have been subjected to such studies, and simultaneously an attempt has also been made to arrive at the structure-activity relationship of synthetic analogues. In general, most of the inhibitory potential of the parent molecule is lost with modification in either of the three components of piperine. Saturation of the side chain resulted in significantly enhanced inhibition of CYP while modifications in the phenyl and basic moieties in few analogues offered maximal selectivity in inhibiting either constitutive or inducible CYP activities. Thus Few novel analogues as CYP inactivators have been synthesized which may have important consequences in pharmacokinetics and bioavailability of drugs. (C) 2000 Elsevier Science Ltd. All rights reserved.
• Pfeiffer; Loewe, Journal fur praktische Chemie (Leipzig 1954), 1937, vol. <2> 147, p. 293,303
  作者：Pfeiffer、Loewe

  DOI：——

  日期：——
• Novel 1,3,4-thiadiazolium-2-phenylamine chlorides derived from natural piperine as trypanocidal agents: Chemical and biological studies
  作者：Welisson da Silva Ferreira、Leonardo Freire-de-Lima、Víctor Barbosa Saraiva、Frederico Alisson-Silva、Lucia Mendonça-Previato、José Osvaldo Previato、Aurea Echevarria、Marco Edilson Freire de Lima

  DOI：10.1016/j.bmc.2007.12.049

  日期：2008.3.15

  We herein describe the synthesis and characterization of nine new 1,3,4-thiadiazolium-2-phenylamine chlorides derived from natural piperine. We evaluate their toxic effects against the different evolutive forms of Trypanosoma cruzi, and the host cell (murine macrophages). The results obtained show that mesoionic hydrochloride MI possesses the best activity profile. Compound MI may be a prototype for use in the development of a new chemotherapeutic agent with high efficiency, which may be employed in the treatment of Chagas' disease. (C) 2008 Elsevier Ltd. All rights reserved.
• Borsche, Chemische Berichte, 1911, vol. 44, p. 2945
  作者：Borsche

  DOI：——

  日期：——