(1S,2R,4R)-1,3,3-三甲基-双环[2.2.1]庚烷-2-醇 | 470-08-6

• 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: (1S,2R,4R)-1,3,3-三甲基-双环[2.2.1]庚烷-2-醇
• 英文名称: (-)-β-fenchol
• 英文别名: β-fenchyl alcohol；beta-fenchyl alcohol；(+)-fenchol；exo-fenchol；(1S)-1,3,3-trimethyl-norbornan-2exo-ol；(-)-beta-Fenchyl alcohol；(1S,2R,4R)-1,3,3-trimethylbicyclo[2.2.1]heptan-2-ol
• CAS: 470-08-6
• 化学式: C₁₀H₁₈O
• mdl: MFCD17019313
• 分子量: 154.252
• InChiKey: IAIHUHQCLTYTSF-WEDXCCLWSA-N

物化性质

• 沸点：
  202.9±8.0 °C(Predicted)
• 密度：
  0.992±0.06 g/cm3(Predicted)
• LogP：
  2.550 (est)
• 熔点：
  45.75 °C

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (1S,2R,4R)-1,3,3-三甲基-双环[2.2.1]庚烷-2-醇 在 kaolin 作用下， 生成 (1R,4S)-7,7-二甲基-2-甲亚基二环[2.2.1]庚烷
  参考文献：
  名称：

  E VALUATION OF AN E LECTRONIC E SOPHAGEAL D ETECTOR D EVICE IN P ATIENTS WITH M ORBID O BESITY AND P ULMONARY F AILURE

  摘要：

  Objective: Undetected esophageal intubation can result in permanent injury or death. Clinical confirmation of tube location may be misleading. Adjunctive methods should be used to supplement clinical judgment. Unfortunately, end-tidal carbon dioxide may misidentify properly placed tracheal tubes in low perfusion situations, while esophageal detector devices (EDDs) may misidentify properly placed tracheal tubes in situations where little airway dead space exists (morbid obesity, pulmonary failure). This study evaluated a modified EDD (the electronic esophageal detector device, or EEDD) designed to eliminate the problem of misidentified tracheal intubations. Methods: Intubated morbidly obese or pulmonary failure patients were eligible for study entry. All endotracheal tubes (ETTs) were confirmed to be tracheal by waveform capnography and clinical judgment prior to study entry. Following consent, all patients were attached to the EEDD and a "measurement" was made to determine the "location" of their ETTs. Probability of misidentifying a tracheal intubation in these high-risk populations was calculated using a log-normal distribution method. Results: Twenty-seven morbidly obese patients and 37 pulmonary failure patients were entered. The EEDD correctly identified all tracheal intubations in these patients, giving a false-negative rate of zero. The probability of misidentifying a tracheal intubation in the combined group was 0.06%. Conclusion: This study demonstrates that the EEDD reliably identifies tracheal intubations in situations where standard EDDs may fail. However, future studies must determine the reliability of this device for identification of esophageal intubations and the reliability of this device in the less controlled emergency department and prehospital settings.

  DOI：

  10.1080/10903120290938805
• 作为产物：
  描述：

  (+)-葑酮 生成 (1S,2R,4R)-1,3,3-三甲基-双环[2.2.1]庚烷-2-醇
  参考文献：
  名称：

  JANUSZ, J. M.;GARDLIK, J. M.;YOUNG, P. A.;BURKES, R. V.;STOLL, S. J.;ESTE+, J. MED. CHEM., 33,(1990) N, C. 1052-1061

  摘要：

  DOI：

文献信息

• Oxidation of secondary alcohols using solid-supported hypervalent iodine catalysts
  作者：Frederic Ballaschk、Stefan F. Kirsch

  DOI：10.1039/c9gc02605c

  日期：——

  It is shown how secondary alcohols are oxidized to provide the corresponding ketones by use of Oxone® and solid-supported hypervalent iodine catalysts. Under experimentally simple conditions with acetonitrile at elevated temperatures, excellent conversions were achieved with low catalyst loadings (0.2–5 mol%) when employing the conjugates 5 and 6 derived from IBX and IBS. The catalysts are broadly

  它显示了如何通过使用Oxone®和固体负载的高价碘催化剂将仲醇氧化成相应的酮。在高温下用乙腈进行简单的实验条件下，当使用衍生自IBX和IBS的共轭物5和6时，在低催化剂负载量（0.2-5 mol％）下可实现出色的转化率。该催化剂广泛适用于多种醇底物。关于可持续性问题，最重要的是，无金属催化剂很容易通过过滤从反应混合物中除去，并且它们可以在氧化过程中重复使用多次，而不会损失催化活性。
• Synthesis of Enantiopure 1-Alkoxyallenes and their 3-Alkylated Derivatives
  作者：Arndt Hausherr、Beate Orschel、Stefan Scherer、Hans-Ulrich Reissig

  DOI：10.1055/s-2001-15225

  日期：——

  A series of enantiopure 1-alkoxyallenes 1a-1f was prepared starting from propargyl bromide and the corresponding optically active alcohols via propargyl ethers 3a-3f as intermediates. In addition, disubstituted enantiopure allene derivatives 5a-5c were synthesized by isomerization of the corresponding alkynes 4a-4c. Allene derivative 5a was also prepared via an alternative route with 1-trimethylsilylallene derivative 6a as crucial intermediate.

  一系列手性纯的1-烷氧基丙二烯1a-1f，通过从炔丙基溴和相应的手性醇出发，经由炔丙基醚3a-3f作为中间体而制备得到。此外，通过相应炔烃4a-4c的异构化反应，合成了二取代的手性纯丙二烯衍生物5a-5c。丙二烯衍生物5a还通过另一条途径合成，其中1-三甲基硅基丙二烯衍生物6a作为关键中间体。
• Phenyliodine Bis(trifluoroacetate) (PIFA) as an Excellent Promoter of 2-Deoxy-2-phthalimido-1-thioglycosides in the Presence of Triflic Acid in Glycosylation Reactions
  作者：Tetsuya Kajimoto、Koji Morimoto、Ryosuke Ogawa、Toshifumi Dohi、Yasuyuki Kita

  DOI：10.1002/ejoc.201500186

  日期：2015.4

  A combination of phenyliodine bis(trifluoroacetate) (PIFA) and trifluoromethanesulfonic acid was found to be an effective activator for the glycosylation reaction, of which the glycosyl donor was p-(octyloxy)phenyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-1-thio-D-glucopyranoside or p-(octyloxy)phenyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-1-thio-D-galactopyranoside. The reaction proceeded with good

  发现苯碘双（三氟乙酸盐）（PIFA）和三氟甲磺酸的组合是糖基化反应的有效活化剂，其中糖基供体是对-（辛氧基）苯基 3,4,6-三-O-乙酰基- 2-deoxy-2-phthalimido-1-thio-D-glucopyranoside 或 p-(octyloxy)phenyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-1-thio-D-galactopyranoside。当天然存在和衍生的链烷醇，如胆甾醇、(-)-薄荷醇、1-和2-金刚烷醇和正贝壳杉醇用作受体底物时，反应以良好的产率进行。有趣的是，空间位阻萜类醇，如 (-)- 和 (+)-冰片和 (+)- 芬基醇与对-(辛氧基)苯基 3,4,6-三-O-乙酰基的糖基化反应2-脱氧-2-邻苯二甲酰亚胺-1-硫代-D-吡喃葡萄糖苷以定量收率提供所需的β-糖苷。
• Compounds for Treating Cannabinoid Toxicity and Acute Cannabinoid Overdose
  申请人：MAKScientific, LLC

  公开号：US20220033393A1

  公开（公告）日：2022-02-03

  The present invention relates to novel compounds that can act as antidotes for treating “Acute Cannabinoid Overdose” produced by classical cannabinoids such as Δ 9 -tetrahydrocannabinol (THC) and several synthetic psychoactive cannabinoids (SPCs). The cannabis constituent THC exerts its psychotropic effects via CB1 receptor activation and SPCs mimic the effects of THC with higher potency and severe neurotoxicity. Compounds disclosed in this invention, their enantiomers, diastereomers, geometric isomers, racemates, tautomers, rotamers, atropisomers, metabolites, N-oxides, salts, solvates, hydrates, isotopic variations and their polymorphic forms can be therapeutically useful in an emergency setting for counteracting the intoxicating effects of acute THC ingestion and SPC overdose. Also, aspects of the invention are concerned with pyrazoles, imidazoles, triazoles, thiazoles, oxazoles, dihydropyrazoles, pyrrolidinones, azetidines, oxyazetidines and azaspiro[3.3]heptanes with unique pharmacokinetic and pharmacodynamic properties for treating “Acute Cannabinoid Overdose”.

  本发明涉及一种新型化合物，可以作为治疗由经典大麻素（如Δ9-四氢大麻酚（THC））和几种合成精神活性大麻素（SPCs）产生的“急性大麻素过量”的解毒剂。大麻成分THC通过CB1受体激活发挥其精神活性作用，而SPCs则模拟THC的效果，具有更高的效力和严重的神经毒性。本发明披露的化合物及其对映体、二对映体、几何异构体、拉克酸盐、互变异构体、转型异构体、异构异构体、代谢物、N-氧化物、盐、溶剂合物、水合物、同位素变体及其多态形式在急诊情况下可以在对抗急性THC摄入和SPC过量的中毒作用方面具有治疗用途。此外，本发明涉及吡唑烷、咪唑烷、三唑烷、噻唑烷、噁唑烷、二氢吡唑烷、吡咯烷酮、氮杂环丁烷、氧杂环丁烷和氮杂螺[3.3]庚烷等具有独特药代动力学性能的化合物，用于治疗“急性大麻素过量”。
• CANNABINERGIC NITRATE ESTERS AND RELATED ANALOGS
  申请人：Northeastern University

  公开号：US20160002195A1

  公开（公告）日：2016-01-07

  The present technology relates to novel cannabinergic nitrate esters and related analogs, process of preparation, pharmaceutical compositions and their methods of use as medicaments, pharmacological tools and/or biomarkers. The novel cannabinergic nitrate ester compounds provide medicaments useful in treating a variety of diseases and medical disorders.

  本技术涉及新型大麻素硝酸酯及其类似物、制备方法、制药组合物及其作为药物、药理工具和/或生物标志物的使用方法。这些新型大麻素硝酸酯化合物提供了治疗各种疾病和医学障碍的有用药物。