二氢-5-十一烷基-2(3H)-呋喃酮 | 7370-42-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 中文名称: 二氢-5-十一烷基-2(3H)-呋喃酮
• 英文名称: γ-pentadecalactone
• 英文别名: 2(3H)-Furanone, dihydro-5-undecyl-；5-undecyloxolan-2-one
• CAS: 7370-42-5
• 化学式: C₁₅H₂₈O₂
• 分子量: 240.386
• InChiKey: RYPZHXPJXWHTCF-UHFFFAOYSA-N

物化性质

• 密度：
  0.916

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  17
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2,2-dimethyl-4,6-dioxo-5-(2-oxotridecyl)-1,3-dioxane 在 氢氧化钾 、 sodium tetrahydroborate 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 2.0h， 生成 二氢-5-十一烷基-2(3H)-呋喃酮
  参考文献：
  名称：

  Meldrum's acid as a reagent for the synthesis of 4-alkanolides

  摘要：

  DOI：

  10.1007/bf00955853

文献信息

• Blood selenium concentrations and enzyme activities related to glutathione metabolism in wild emperor geese
  作者：J. Christian Franson、David J. Hoffman、Joel A. Schmutz

  DOI：10.1002/etc.5620211022

  日期：2002.10

  relationship to selenium in the blood of wild birds. Adult female emperor geese incubating their eggs in mid-June had a higher mean concentration of selenium in their blood and a greater activity of glutathione peroxidase in their plasma than adult geese or goslings that were sampled during the adult flight feather-molting period in late July and early August. Glutathione peroxidase activity was positively

  1998 年，我们在美国阿拉斯加西部育空-库斯科克维姆三角洲 (YKD) 的繁殖地采集了 63 只帝雁 (Chen canagica) 的血样。我们研究了全血中硒浓度与血浆中谷胱甘肽过氧化物酶和谷胱甘肽还原酶活性之间的关系。实验研究表明，这些酶的血浆活性是硒诱导的氧化应激的有用生物标志物，但关于它们与野生鸟类血液中硒的关系的信息很少。6 月中旬孵化卵的成年雌性帝鹅血液中硒的平均浓度更高，血浆中谷胱甘肽过氧化物酶的活性高于 7 月下旬成年飞羽换羽期间采集的成年鹅或雏鹅和八月初。谷胱甘肽过氧化物酶活性与帝雁血硒浓度呈正相关，幼鹅相对于硒的升高幅度大于成年鹅。谷胱甘肽还原酶的活性在雏鹅血浆中最高，在蜕皮的成年雏鹅中比在孵化的雌雏中更高，但与成年雏鹅或雏鹅血液中的硒没有显着相关性。孵化的雌性帝鹅血液中的硒浓度很高，伴随着与早期氧化应激一致的谷胱甘肽过氧化物酶活性增加。这些发现表明，有必要在该物种中
• W(OTf)₆ -Catalyzed Synthesis of γ-Lactones by Ring Contraction of Macrolides or Ring Closing of Terminal Hydroxyfatty Acids in Ionic Liquid
  作者：Zhong-Yu Xie、Jin Deng、Yao Fu

  DOI：10.1002/cssc.201800587

  日期：2018.7.20

  γ‐Lactones are an important class of fine chemical products and are widely used in perfumes, medicines, pesticides, dyes, and other fields. Herein, a new method for γ‐lactones preparation based on ring contraction was developed. Starting from macrolides, W(OTf)6 was used to catalyze the ring‐opening polymerization then depolymerization. The depolymerization step was not a common ring‐closing process

  γ-内酯是一类重要的精细化工产品，广泛用于香水，药品，农药，染料和其他领域。本文提出了一种基于环收缩的γ-内酯制备新方法。从大环内酯类化合物开始，使用W（OTf）6催化开环聚合然后解聚。解聚步骤不是通常的闭环过程，通过重新排列形成最热力学上稳定的五元环化合物，环的碳数被一一减少。当使用[EMIM] OTf作为溶剂时，可得到94％的γ-己内酯（180°C，10小时），分离产物的产率高达85％。用FTIR光谱研究了各种组分的相互作用和反应机理。1 H NMR光谱分别。此外，当底物延伸至末端羟基脂肪酸时，可能会生成γ-内酯。出乎意料的是，在此过程中，催化剂会因加入1当量的H 2 O而中毒，因此收率大大降低。该反应是绿色且简单的，并且在一个具有高原子经济性的锅中进行（大环内酯类化合物为100％，水为末端羟基脂肪酸的唯一副产物），这为合成γ-内酯提供了一种有前途的方法。
• Anticancer agents, perfumes or foods and drinks containing omega-hydroxyfatty acids
  申请人：——

  公开号：US20030055105A1

  公开（公告）日：2003-03-20

  The present invention relates to drugs and, particularly, to anticancer agents. More particularly, the present invention relates to an anticancer agents containing, as an active ingredient, at least one compound selected from the group consisting of &ohgr;-hydroxy fatty acids and salts or esters thereof, hydroxy oxo-fatty acids and salts or esters thereof, lactones, macrocyclic ketones, and macrocyclic diesters having specific chemical structures. With respect to the compounds described above used in the present invention, since the activities of killing cancer and inhibiting cancer metastasis are significantly high, the effects of preventing the recurrence of cancer and preventing cancer are exhibited, the cytotoxicity is significantly low, and a small dose is effective, it is possible to provide anticancer agents having significantly decreased side effects. Additionally, use in combination with known antitumor agents can further enhance the activity of inhibiting cancer metastasis. Among the anticancer agents of the present invention, &ohgr;-hydroxy fatty acids can be easily obtained in high purities by hydrolyzing lactones which are also the anticancer agents of the present invention.

  本发明涉及药物，特别是抗癌剂。更具体地说，本发明涉及一种抗癌剂，其含有至少一种从以下化合物组合中选择的活性成分，包括ω-羟基脂肪酸及其盐或酯、羟基酮脂肪酸及其盐或酯、内酯、大环酮和具有特定化学结构的大环二酯。对于本发明中所述的上述化合物，由于其杀灭癌细胞和抑制癌转移的活性显著高，具有预防癌症复发和预防癌症的效果，细胞毒性显著低，且小剂量就能发挥作用，因此能够提供具有显著降低副作用的抗癌剂。此外，与已知的抗肿瘤药物结合使用可以进一步增强抑制癌转移的活性。在本发明的抗癌剂中，ω-羟基脂肪酸可以通过水解也是本发明的抗癌剂的内酯轻松获得高纯度。
• ANTICANCER AGENTS, PERFUMES OR FOODS AND DRINKS CONTAINING $g(v)-HYDROXYFATTY ACIDS
  申请人：SODA AROMATIC COMPANY, LIMITED

  公开号：EP1249236A1

  公开（公告）日：2002-10-16

  The present invention relates to drugs and, particularly, to anticancer agents. More particularly, the present invention relates to an anticancer agents containing, as an active ingredient, at least one compound selected from the group consisting of ω-hydroxy fatty acids and salts or esters thereof, hydroxy oxo-fatty acids and salts or esters thereof, lactones, macrocyclic ketones, and macrocyclic diesters having specific chemical structures. With respect to the compounds described above used in the present invention, since the activities of killing cancer and inhibiting cancer metastasis are significantly high, the effects of preventing the recurrence of cancer and preventing cancer are exhibited, the cytotoxicity is significantly low, and a small dose is effective, it is possible to provide anticancer agents having significantly decreased side effects. Additionally, use in combination with known antitumor agents can further enhance the activity of inhibiting cancer metastasis. Among the anticancer agents of the present invention, ω-hydroxy fatty acids can be easily obtained in high purities by hydrolyzing lactones which are also the anticancer agents of the present invention.

  本发明涉及药物，特别是抗癌剂。 更具体地说，本发明涉及一种抗癌剂，其中含有至少一种选自具有特定化学结构的ω-羟基脂肪酸及其盐或酯、羟基氧代脂肪酸及其盐或酯、内酯、大环酮和大环二酯组成的组的化合物作为活性成分。 对于本发明中使用的上述化合物，由于杀灭癌症和抑制癌症转移的活性显著较高，具有防止癌症复发和预防癌症的效果，细胞毒性显著较低，且小剂量即可有效，因此可以提供副作用显著降低的抗癌剂。此外，与已知的抗肿瘤药物联合使用可进一步提高抑制癌症转移的活性。在本发明的抗癌剂中，ω-羟基脂肪酸很容易通过水解内酯得到高纯度的ω-羟基脂肪酸，这些内酯也是本发明的抗癌剂。
• SYNERGISTIC FORMULATIONS FOR CONTROL AND REPELLENCY OF BITING ARTHROPODS
  申请人：Bedoukian Research, Inc.

  公开号：EP3954210A1

  公开（公告）日：2022-02-16

  Control or repellency of biting arthropods, particularly biting insects, is accomplished by bringing the biting arthropods into contact with combinations of compounds identical or related to those found on human/animal skin or in plants acting synergistically with one another, or in combination with conventional repellents like N,N-diethyl-3-methylbenzamide (DEET®), para-menthane-3,8-diol (PMD), sec-butyl-2-(2-hydroxyethyl) piperidine carboxylate ("Picaridin"), or other nitrogen containing repellents selected from amines, amides and nitrogen containing heterocyclic compounds, or any synergistic combination of DEET®, PMD, Picaridin, or other nitrogen containing repellents selected from amines, amides and nitrogen containing heterocyclic compounds.

  控制或驱除叮咬性节肢动物，特别是叮咬性昆虫的方法是使叮咬性节肢动物接触到与人/动物皮肤上或植物中发现的化合物相同或相关的化合物组合，这些化合物相互协同作用，或与传统驱虫剂如 N,N-二乙基-3-甲基苯甲酰胺（DEET®）、对位-3-薄荷烷-8-二醇（PMD）、仲丁基-2-（2-羟乙基）哌啶羧酸酯（"Picaridin"）或选自胺类的其他含氮驱虫剂结合使用、8-二醇（PMD）、仲丁基-2-（2-羟乙基）哌啶羧酸酯（"Picaridin"）或其他选自胺、酰胺和含氮杂环化合物的含氮驱虫剂，或 DEET®、PMD、Picaridin 或其他选自胺、酰胺和含氮杂环化合物的含氮驱虫剂的任何协同组合。