(3R)-3ab,5,5a,9ba-四氢-3,5aa,9-三甲基萘并[1,2-b]呋喃-2,8(3H,4H)-二酮 | 481-07-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 中文名称: (3R)-3ab,5,5a,9ba-四氢-3,5aa,9-三甲基萘并[1,2-b]呋喃-2,8(3H,4H)-二酮
• 英文名称: (+/-)-β-Santonin
• 英文别名: beta-Santonin；(3R,3aS,5aS,9bS)-3,5a,9-trimethyl-3a,4,5,9b-tetrahydro-3H-benzo[g][1]benzofuran-2,8-dione
• CAS: 481-07-2
• 化学式: C₁₅H₁₈O₃
• 分子量: 246.306
• InChiKey: XJHDMGJURBVLLE-OMSPQPPYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (3R)-3ab,5,5a,9ba-四氢-3,5aa,9-三甲基萘并[1,2-b]呋喃-2,8(3H,4H)-二酮 在 potassium carbonate 、 xylene 作用下， 生成 山道年
  参考文献：
  名称：

  桑托宁的化学。第一部分。桑顿素的一些重排产物

  摘要：

  DOI：

  10.1039/jr9550004430
• 作为产物：
  描述：

  (2R)-2-[(1S,2S,4aS)-1-hydroxy-4a,8-dimethyl-7-oxo-1,2,3,4-tetrahydronaphthalen-2-yl]propanoic acid 在 对甲苯磺酸 作用下， 以 丙酮 为溶剂， 以100%的产率得到(3R)-3ab,5,5a,9ba-四氢-3,5aa,9-三甲基萘并[1,2-b]呋喃-2,8(3H,4H)-二酮
  参考文献：
  名称：

  Artegallin，一种来自 Artemisia caerulescens subsp. 的倍半萜内酯。加利卡

  摘要：

  摘要 从 Artemisia caerulescens subsp. 中分离出 4 种eudesmanolides。加利卡。新的eudesmanolide artegallin的组成和立体化学是根据其光谱特性和转化为β-santonin来确定的。

  DOI：

  10.1016/s0031-9422(00)81256-x

文献信息

• Palladium‐Catalyzed Silacyclization of (Hetero)Arenes with a Tetrasilane Reagent through Twofold C−H Activation
  作者：Dingyi Wang、Mingjie Li、Xiangyang Chen、Minyan Wang、Yong Liang、Yue Zhao、Kendall N. Houk、Zhuangzhi Shi

  DOI：10.1002/anie.202015117

  日期：2021.3.22

  The use of an operationally convenient and stable silicon reagent (octamethyl‐1,4‐dioxacyclohexasilane, ODCS) for the selective silacyclization of (hetero)arenes via twofold C−H activation is reported. This method is compatible with N‐containing heteroarenes such as indoles and carbazoles of varying complexity. The ODCS reagent can also be utilized for silacyclization of other types of substrates,

  据报道，使用了一种操作方便且稳定的硅试剂（八甲基-1,4-二氧杂环六硅烷，ODCS）来通过双重CH活化选择性（杂环）芳烃进行硅烷化。该方法与各种复杂度的含氮杂芳烃（如吲哚和咔唑）兼容。ODCS试剂也可用于硅烷基化其他类型的底物，包括叔膦和卤代芳基。一系列的机械实验和密度泛函理论（DFT）计算被用来研究这种双重CH活化过程的优选途径。
• [EN] STRIGOLACTONE FORMULATIONS AND USES THEREOF<br/>[FR] FORMULATIONS DE STRIGOLACTONE ET LEURS UTILISATIONS
  申请人：ASILOMAR BIO INC

  公开号：WO2015061764A1

  公开（公告）日：2015-04-30

  Disclosed herein plant propagation materials, methods of manufacturing, formulations and uses thereof. The plant propagation materials disclosed herein may comprise a strigolactone obtained by a biosynthetic process. The plant propagation material may comprise a chemical mimic of a strigolactone. The strigolactone may be 5-deoxystrigol. Methods of manufacturing the plant propagation materials may comprise a chemical process. Alternatively, methods of manufacturing the plant propagation material may comprise a biosynthetic process. The methods may comprise use of one or more polynucleotides. The polynucleotides may encode a metabolite. The polynucleotides may comprise one or more genes encoding one or more components of a strigolactone pathway.

  本公开揭示了植物繁殖材料、制造方法、配方以及它们的用途。本公开揭示的植物繁殖材料可能包括通过生物合成过程获得的赤霉素。植物繁殖材料可能包括赤霉素的化学拟态物。赤霉素可能是5-去氧赤霉素。制造植物繁殖材料的方法可能包括化学过程。另外，制造植物繁殖材料的方法可能包括生物合成过程。这些方法可能涉及使用一个或多个多核苷酸。多核苷酸可能编码一种代谢产物。多核苷酸可能包括一个或多个编码赤霉素途径中一个或多个组分的基因。
• The chemistry of santonin—V
  作者：Wesley Cocker、N.J.H. Dodds、T.B.H. McMurry

  DOI：10.1016/0040-4020(58)80007-1

  日期：1958.1

  Three tetrahydro-11β(H)-santonins have been obtained by the hydrogenation of 11β(H)-santonin over palladised charcoal. Two of these tetrahydro-11β(H)-santonins were previously obtained by Clemo. They have now been shown to have a trans-a/b ring-fusion, by relating them to the stable trans-a/b ring-fused tetrahydrosantonin. A third tetrahydro-11β(H)-santonin (cis-a/b ring-fusion) and 1:2-dihydro-11β(H)-santonin

  通过在钯炭上氢化11β（H）-santonin，获得了三种四氢11β（H）-santonin。这些四氢-11β（H）-桑顿酸中的两个先前是由Clemo获得的。他们现在已被证明有一个跨-a / B环融合，通过将它们与稳定的反式-a / B环稠环tetrahydrosantonin。已从同一反应中少量分离出第三批四氢-11β（H）-山梨素（顺式-a / b环-稠合）和1：2-二氢-11β（H）-山ton素。在铂催化剂上，从甲醇中的11β（H）-山ant酸钾加氢中分离出4：5-二氢-11β（H）-桑托宁。描述了两种六氢-11β（H）-桑顿蛋白的制备。
• The chemistry of santonin. Part VIII. Interconversion of the desmotroposantonins
  作者：A. J. N. Bolt、M. S. Garson、W. Cocker、L. O. Hopkins、T. B. H. McMurry、M. A. Nisbet、S. J. Shaw

  DOI：10.1039/j39670000261

  日期：——

  The interconversion of the desmotroposantonins is discussed.

  讨论了去铁黄体素的相互转化。
• Efficacy of Ipratropium Bromide Aqueous Nasal Spray in the Prevention of Nasal Secretion Induced by Inhaled Methacholine
  作者：A. Smeraldi、E. Crimi、M. Milanese、A. Rossetti、L. Cantini、V. Brusasco

  DOI：10.2165/00044011-200222040-00006

  日期：——

  Objective: The present study was conducted to assess if a new formulation of ipratropium bromide nasal spray could prevent the nasal hypersecretion induced by a whole nasal challenge with increasing doses of methacholine. Patients and methods: Twenty adult outpatients with ongoing hypersecretive rhinitis were selected and, after a preliminary session without any pretreatment, randomised to receive a single dose of nasal aqueous ipratropium bromide 80μg and matched placebo administered via a metered pump 60 minutes before methacholine challenge on two consecutive days. In each session, methacholine was inhaled into the nostrils at four increasing concentrations of 1, 4, 16 and 64 mg/ml, at 20-minute intervals. The induced secretion was evaluated by weighing a cotton tampon placed in each nostril for 30 seconds following the methacholine stimulation; weights were adjusted for spontaneous secretion. In addition, an acoustic rhinometer was used to measure the change in resistance and volume of each nasal cavity. Results: The nasal discharge (adjusted for pretreatment values) was significantly reduced after pretreatment with ipratropium bromide, both in the cumulative weight (p < 0.01) and at each methacholine concentration (p < 0.05 after 1 and 4 mg/ml, p < 0.01 after 16 and 64 mg/ml). No relevant changes in nasal patency were observed during the test without pretreatment, nor during the two treatment sessions; similarly, no significant differences were observed in the comparison between active drug and placebo for both resistance and volume. Conclusions: The results of the present study demonstrate that an intranasal aqueous solution of ipratropium bromide reduces the nasal discharge induced by locally applied methacholine. No effects were seen in the parameters used to measure nasal congestion.

  目的：本研究旨在评估异丙托溴铵鼻喷雾剂的新配方是否可以预防因乙酰甲胆碱剂量增加而引起的全鼻刺激引起的鼻分泌过多。患者和方法：选择了 20 名患有持续性高分泌性鼻炎的成年门诊患者，在没有任何预处理的初步治疗后，随机接受单剂异丙托溴铵鼻水 80μg 和匹配的安慰剂，在乙酰甲胆碱激发前 60 分钟通过计量泵给药。连续几天。在每次治疗中，将醋甲胆碱以 1、4、16 和 64 mg/ml 四种逐渐增加的浓度吸入鼻孔，间隔 20 分钟。通过在乙酰甲胆碱刺激后将棉塞放入每个鼻孔中 30 秒称重来评估诱导的分泌；根据自发分泌调整体重。此外，还使用声学鼻计测量每个鼻腔的阻力和体积的变化。结果：异丙托溴铵预处理后，鼻分泌物（根据治疗前值进行调整）显着减少，无论是累积重量（p < 0.01）还是每个乙酰甲胆碱浓度（1 和 4 mg/ml 后 p < 0.05，p < 0.01） 16 和 64 mg/ml 后）。在未经预处理的测试期间以及在两个治疗期间均未观察到鼻腔通畅性的相关变化；同样，活性药物和安慰剂之间的阻力和体积比较也没有观察到显着差异。结论：本研究的结果表明，鼻内异丙托溴铵水溶液可减少局部应用乙酰甲胆碱引起的鼻分泌物。用于测量鼻充血的参数没有发现任何影响。

表征谱图