3-十二烷醇 | 10203-30-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 3-十二烷醇
• 英文名称: dodecan-3-ol
• 英文别名: 3-dodecanol；laureth-3 alcohol
• CAS: 10203-30-2
• 化学式: C₁₂H₂₆O
• 分子量: 186.338
• InChiKey: OKDGZLITBCRLLJ-UHFFFAOYSA-N

物化性质

• 熔点：
  25°C
• 沸点：
  250.85°C (estimate)
• 密度：
  0.8223
• LogP：
  4.759 (est)
• 保留指数：
  1407

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  13
• 可旋转键数：
  9
• 环数：
  0.0
• 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

安全信息

• 海关编码：
  2905199090

反应信息

• 作为反应物：
  描述：

  3-十二烷醇 在 tetramethylethylenediammonium dichromate 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以5%的产率得到3-十二酮
  参考文献：
  名称：

  四甲基亚乙基二铵重铬酸盐 (TMEDADC)：一种新型选择性氧化试剂

  摘要：

  摘要 从三氧化铬和 TMEDA 中获得的 TMEDADC 首次以优异的收率方便地用于苯甲醇和烯丙醇的选择性氧化。

  DOI：

  10.1080/00397919608003816
• 作为产物：
  描述：

  3-十二酮 在 lithium aluminium tetrahydride 、 乙醚 作用下， 生成 3-十二烷醇
  参考文献：
  名称：

  Baykut; Oezeris, Istanbul Universitesi Fen Fakultesi Mecmuasi, Seri C: [Astronomi-Fizik-Kimya], 1957, vol. 22, p. 32,34,37

  摘要：

  DOI：

文献信息

• Synthesis of New Chiral Aliphatic Amino Diselenides and Their Application as Catalysts for the Enantioselective Addition of Diethylzinc to Aldehydes
  作者：Antonio L. Braga、Marcio W. Paixão、Diogo S. Lüdtke、Claudio C. Silveira、Oscar E. D. Rodrigues

  DOI：10.1021/ol034773e

  日期：2003.7.1

  [reaction: see text] A set of chiral aliphatic amino diselenides have been synthesized from readily available starting materials in a straightforward synthetic route via the ring-opening reaction of the parent aziridines. These ligands have been tested as catalysts for the enantioselective addition of diethylzinc to aldehydes. The influence of the alkyl group substituents on the stereoselectivity has

  [反应：见正文]通过母体氮丙啶的开环反应，以简单的合成路线由容易获得的起始原料合成了一组手性脂肪族氨基二硒化物。这些配体已经作为二乙基锌对醛的对映选择性加成的催化剂进行了测试。已经研究了烷基取代基对立体选择性的影响，并且在最佳情况下，通过仅使用0.5mol％的手性二硒化物3a可以得到高达99％的对映体过量。
• [EN] IONIZABLE AMINE LIPIDS AND LIPID NANOPARTICLES<br/>[FR] LIPIDES AMINÉS IONISABLES ET NANOPARTICULES LIPIDIQUES
  申请人：INTELLIA THERAPEUTICS INC

  公开号：WO2020219876A1

  公开（公告）日：2020-10-29

  The disclosure provides ionizable amine lipids and salts thereof (e.g., pharmaceutically acceptable salts thereof) useful for the delivery of biologically active agents, for example delivering biologically active agents to cells to prepare engineered cells. The ionizable amine lipids disclosed herein are useful as ionizable lipids in the formulation of lipid nanoparticle-based compositions.

  该披露提供了可离子化的胺脂质及其盐（例如，其药用可接受盐），用于传递生物活性剂，例如将生物活性剂传递到细胞中以制备工程细胞。本公开的可离子化胺脂质在脂质纳米粒子基础组合物的配方中作为可离子化脂质是有用的。
• Dominant role of an endothelium-derived hyperpolarizing factor (EDHF)-like vasodilator in the ciliary vascular bed of the bovine isolated perfused eye
  作者：Alister J McNeish、William S Wilson、William Martin

  DOI：10.1038/sj.bjp.0704332

  日期：2001.10

  The roles of the endothelium‐derived nitric oxide, prostacyclin and endothelium‐derived hyperpolarizing factor (EDHF) in mediating vasodilator responses to acetylcholine and bradykinin were assessed in the ciliary vascular bed of the bovine isolated perfused eye preparation. Vasodilatation to acetylcholine or bradykinin was unaffected by the nitric oxide synthase inhibitor, L‐NAME (100 μM), or the cyclo‐oxygenase inhibitor, flurbiprofen (30 μM), but was virtually abolished following treatment with a high concentration of KCl (30 mM), or by damaging the endothelium with the detergent, CHAPS (0.3%, 2 min). Acetylcholine‐induced vasodilatation was unaffected by glibenclamide (10 μM), an inhibitor of ATP‐sensitive K+ channels (K+ATP), but was significantly attenuated by TEA (10 mM), a non‐selective inhibitor of K+ channels. The small conductance calcium‐sensitive K+ channel (SK+Ca) inhibitor, apamin (100 nM), and the large conductance calcium‐sensitive K+ channel (BK+Ca) inhibitor, iberiotoxin (50 nM), had no significant effect on acetylcholine‐induced vasodilatation. In contrast, the intermediate (IK+Ca)/large conductance calcium‐sensitive K+ channel inhibitor, charybdotoxin (50 nM), powerfully blocked these vasodilator responses, and uncovered a vasoconstrictor response. The combination of apamin (100 nM) with a sub‐threshold concentration of charybdotoxin (10 nM) significantly attenuated acetylcholine‐induced vasodilatation, but the combination of apamin (100 nM) with iberiotoxin (50 nM) had no effect. In conclusion, blockade by a high concentration of KCl, by charybdotoxin, or by the combination of apamin with a sub‐threshold concentration of charybdotoxin, strongly suggests that vasodilatation in the bovine isolated perfused eye is mediated by an EDHF. British Journal of Pharmacology (2001) 134, 912–920; doi:10.1038/sj.bjp.0704332

  以下是中文翻译： 评估了来自内皮的NO、前列环素和内皮源性超极化因子（EDHF）在介导乙酰胆碱和缓激肽引发的血管舒张反应中的作用，实验对象为牛孤立灌注眼的睫状血管床。 乙酰胆碱或缓激肽引起的血管舒张不受NO合成酶抑制剂（L-NAME，100 μM）或环氧化酶抑制剂（flurbiprofen，30 μM）的影响，但在给予高浓度KCl（30 mM）或使用洗涤剂CHAPS（0.3%，2 min）破坏内皮后，血管舒张几乎完全消失。 乙酰胆碱诱导的血管舒张不受ATP敏感型K+通道抑制剂（glibenclamide，10 μM）的影响，但在给予非选择性K+通道抑制剂（TEA，10 mM）后显著减弱。 小导电钙敏感型K+通道（SK+Ca）抑制剂（apamin，100 nM）和大导电钙敏感型K+通道（BK+Ca）抑制剂（iberiotoxin，50 nM）对乙酰胆碱诱导的血管舒张无显著影响。相比之下，中/大导电钙敏感型K+通道抑制剂（charybdotoxin，50 nM）强烈阻断了这些血管舒张反应，并揭示了血管收缩反应。 apamin（100 nM）与sub-threshold浓度的charybdotoxin（10 nM）组合显著减弱乙酰胆碱诱导的血管舒张，而apamin（100 nM）与iberiotoxin（50 nM）组合无影响。 综上所述，高浓度KCl、charybdotoxin或apamin与sub-threshold浓度charybdotoxin的组合对血管舒张的强烈阻断，强烈表明牛孤立灌注眼中的血管舒张是由EDHF介导的。 British Journal of Pharmacology (2001) 134, 912–920; doi:10.1038/sj.bjp.0704332
• Grignard Reagent/Borohydride Combinations Alkylation/Reduction of Esters
  作者：Sophie Hallouis、Christine Saluzzo、Roger Amouroux

  DOI：10.1080/00397910008087324

  日期：2000.1

  one step transformation of esters into secondary alcohols (70--80% yields) has been performed with a Grignard reagent in the presence of calcium or zinc borohydride. Under the same conditions, vinylic Grignard reagents gave γ,δ-unsaturated alcohols in good yields through three successive reactions : addition to the ester carbonyl, then conjugate addition and, finally reduction).

  摘要 在硼氢化钙或硼氢化锌存在下，使用格氏试剂将酯一步转化为仲醇（产率 70--80%）。在相同条件下，乙烯基格氏试剂通过三个连续反应以良好的收率得到 γ,δ-不饱和醇：加成到酯羰基，然后共轭加成，最后还原）。
• Monohydric alcohol derived urethanes and their use in cosmetic formulations
  申请人：Alzo, Inc.

  公开号：US06392087B1

  公开（公告）日：2002-05-21

  The present invention relates to a dimeric urethane compounds derived from monohydric alcohols, generally fatty alcohols, and a diisocyanate according to the following reaction scheme: wherein R1 is selected from the group of saturated, unsaturated or halogen substituted linear, cyclic or branch-chained hydrocarbons and R2 is a linear, cyclic or branch-chained alkyl or aminoalkyl group ranging from two to 200 carbon atoms, preferably two to 50 carbons, more preferably 6 to 36 carbons, said urethane compound being substantially free from terminal hydroxyl groups.

  本发明涉及从单元醇（通常为脂肪醇）和二异氰酸酯衍生的二聚脲醇化合物，其反应方案如下：其中R1选自饱和、不饱和或卤素取代的直链、环状或支链烃基，R2是直链、环状或支链烷基或氨基烷基，碳原子数范围为2至200，优选为2至50个碳原子，更优选为6至36个碳原子，所述脲醇化合物基本上不含末端羟基。

表征谱图