4-环己基丁炔 | 141345-08-6

• 分子结构分类: 有机化合物 - 乙炔化物
• 中文名称: 4-环己基丁炔
• 中文别名: 环己基-3-丁炔
• 英文名称: but-3-ynylcyclohexane
• 英文别名: 4-Cyclohexyl-butyne
• CAS: 141345-08-6
• 化学式: C₁₀H₁₆
• mdl: MFCD07369939
• 分子量: 136.237
• InChiKey: BDGRISORDYVXCC-UHFFFAOYSA-N

物化性质

• 沸点：
  181.0±9.0 °C(Predicted)
• 密度：
  0.847±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  4-环己基丁炔 在 bis-triphenylphosphine-palladium(II) chloride 、 ammonium hydroxide 、 copper(l) iodide 、 三乙胺 作用下， 以 1,4-二氧六环 为溶剂， 反应 21.0h， 生成 2-(4-cyclohexyl-1-butyn-1-yl)adenosine
  参考文献：
  名称：

  Nucleosides and nucleotides. 107. 2-(Cycloalkylalkynyl)adenosines: adenosine A2 receptor agonists with potent antihypertensive effects

  摘要：

  Adenosine receptor-binding profiles in rat brain tissues and antihypertensive effects in spontaneously hypertensive rats (SHR) of a series of 2-(cycloalkylalkynyl)adenosines (2-CAAs) and their congeners are described. The structure-activity relationship of this series of compounds is discussed, focusing on the length of the alkynyl side chain and bulkiness of the terminal cycloalkyl substituents in terms of binding activity and cardiovascular effects. All the 2-CAAs had a preferential affinity for A2 receptors. Of these derivatives, 2-(3-cyclopentyl-1-propyn-1-yl)adenosine (10b) exhibited the most selective affinity for A2 receptors (K(i) ratio: A1/A2 = 70) on the basis of receptor binding. In the C-2 binding region of adenosine, compounds often have potent and/or selective A2 activity from introduction of an acetylenic group at the C-2 position followed by one methylene residue further followed by a hydrophobic substituent such as a cycloalkyl ring at the terminal position of the alkynyl side chain. Intravenous injection of 10b up to 100-mu-g/kg had a potent hypotensive effect without a marked decrease in heart rate in anesthetized SHR. Compounds 10j-s, with a hydroxyl group in the C-3" position of the alkynyl side chain, had a potent affinity for both A1 and A2 receptors, but they were not highly selective for A2 receptors. These compounds caused a marked bradycardia upon intravenous administration in anesthetized SHR. Oral administration of 10b (0.1-1 mg/kg) had a potent and long-lasting antihypertensive effect in conscious SHR.

  DOI：

  10.1021/jm00090a017
• 作为产物：
  描述：

  3-环已基-1-丙醇 在 正丁基锂 、 4 A molecular sieve 、 三苯基膦 、 pyridinium chlorochromate 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 为溶剂， 反应 4.5h， 生成 4-环己基丁炔
  参考文献：
  名称：

  铑 (I) 催化的 4,6-二烯醛分子内加氢酰化：环庚烯酮的新合成

  摘要：

  研究了铑 (I) 催化的 4,6-二烯醛的加氢酰化。在 C7 位具有取代基的 4,6-二烯醛的氢化酰化产生环庚烯酮衍生物作为主要产物，而在二烯部分末端没有取代基的 4,6-二烯醛的环化优先产生环戊酮衍生物。4,6-二烯中二烯部分的烯烃几何形状也影响反应过程，底物与 C6 位 E-烯烃的环化产生环庚烯酮衍生物作为主要产物，而环戊酮衍生物由在 C6 位置具有 Z-烯烃的底物。

  DOI：

  10.1055/s-2007-983774

文献信息

• Triazole Ligands Reveal Distinct Molecular Features That Induce Histamine H₄ Receptor Affinity and Subtly Govern H₄/H₃ Subtype Selectivity
  作者：Maikel Wijtmans、Chris de Graaf、Gerdien de Kloe、Enade P. Istyastono、Judith Smit、Herman Lim、Ratchanok Boonnak、Saskia Nijmeijer、Rogier A. Smits、Aldo Jongejan、Obbe Zuiderveld、Iwan J. P. de Esch、Rob Leurs

  DOI：10.1021/jm1013488

  日期：2011.3.24

  a peripheral imidazole group. The imidazole ring posed some problems in the click chemistry putatively due to Cu(II) coordination, but Boc protection of the imidazole and removal of oxygen from the reaction mixture provided effective strategies. Pharmacological studies revealed two monosubstituted imidazoles (6h,p) with <10 nM H4R affinities and >10-fold H4R/H3R selectivity. Both compounds possess

  组胺H 3（H 3 R）和H 4（H 4 R）受体引起了药物化学界的极大兴趣。鉴于它们相对较高的同源性，但治疗前景却大相径庭，因此对两种受体的配体选择性至关重要。我们使用具有[1,2,3]三唑核心的配体询问H 4 R / H 3 R的选择性。Cu（I）辅助的“点击化学”被用来组装各种[1,2,3]三唑化合物（6a - w和7a - f），许多含有外围咪唑基团。咪唑环可能由于Cu（II）配位而在点击化学中造成了一些问题，但是咪唑的Boc保护和从反应混合物中除去氧气提供了有效的策略。药理研究表明，两种单取代的咪唑（6h，p）的亲和力<10 nM H 4 R和H 4 R / H 3 R选择性> 10倍。两种化合物均具有环烷基甲基，并且似乎靶向H 4中的亲脂性口袋R具有很高的空间精度。[1,2,3]三唑支架的使用进一步证明了以下概念，即间隔区长度或外围基团的简单改变可以逆转对H 3 R的选择性。提
• Histone Deacetylase Inhibitors for Enhancing Activity of Antifungal Agents
  申请人：METHYLGENE INC.

  公开号：US20140081017A1

  公开（公告）日：2014-03-20

  The present invention relates to compositions and methods to selectively treat fungal infection. More particularly, the invention relates to compounds, compositions thereof, and methods for selectively enhancing fungal sensitivity to antifungal compounds. The compositions of the invention are comprised of a combination of a histone deacetylase inhibitor, or an N-oxide, hydrate, solvate, pharmaceutically acceptable salt, agricultural formulation, prodrug or complex thereof, and an antifungal agent, the histone deacetylase inhibitor being a compound of Formula (I):

  本发明涉及用于选择性治疗真菌感染的组合物和方法。更具体地，本发明涉及化合物、其组合物以及用于增强真菌对抗真菌化合物敏感性的方法。本发明的组合物由组成，其中组脱乙酰酶抑制剂的组合物，或N-氧化物、水合物、溶剂化合物、药用可接受盐、农药配方、前药或其复合物，以及抗真菌剂，其中组脱乙酰酶抑制剂为式(I)的化合物：
• Efficient One-Pot Multifunctionalization of Alkynes en Route to α-Alkoxyketones, α-Thioketones, and α-Thio Thioketals by using an Umpolung Strategy
  作者：Zhou Xu、Rongliang Zhai、Ting Liang、Liming Zhang

  DOI：10.1002/chem.201703087

  日期：2017.10.12

  All topsy turvy: A new and broadly applicable method for the synthesis of unique α-oxygenated ketones, α-thio ketones and α-thio thioketals via umpolung reaction of nucleophiles-alcohols/thioalcohols and N-alkenoxypyridinium salts generated from alkynes in a one-pot manner is reported for the first time. The reaction is controllable and tunable with good substrates scope (46 examples) and excellent

  所有颠倒的Turvy：一种新的且广泛适用的方法，可通过核糖醇/硫醇与N-烯炔氧基吡啶鎓盐的单酚反应，合成独特的α-氧化酮，α-硫代酮和α-硫代缩酮，壶的方式是第一次报道。该反应是可控和可调谐的，具有良好的底物范围（46个实例）和出色的官能团耐受性（请参见方案）。
• Photocatalytic Sulfonylcarbocyclization of Alkynes Using SEt as a Traceless Directing Group: Access to Cyclopentenes and Indenes
  作者：Yulu Zhou、Yizhou Qin、Qinggui Wang、Zuxiao Zhang、Gangguo Zhu

  DOI：10.1002/anie.202110864

  日期：2022.1.3

  A photocatalytic sulfonylcarbocyclization of terminal alkynes using SEt as a traceless directing group is developed, providing a facile access to highly substituted cyclopentenes and indenes from readily available starting materials. It represents a new advance on anti-Baldwin 5-endo-trig radical cyclization of all-carbon systems, which may be valuable for the fast construction of five-membered carbocycles

  开发了使用 SEt 作为无痕导向基团的末端炔烃的光催化磺酰基碳环化，提供了从容易获得的起始材料中轻松获得高度取代的环戊烯和茚的方法。它代表了全碳系统的反鲍德温 5-endo-trig 自由基环化的新进展，这可能对快速构建五元碳环很有价值。
• A stereoselective synthesis of anti-γ,δ-alkynyl- and -alkenyl-β-hydroxy-α-amino esters from tin(<scp>ii</scp>) enolates of glycinate
  作者：Jonathan J. Gridley、Michael P. Coogan、David W. Knight、K. M. Abdul Malik、Christopher M. Sharland、Jirada Singkhonrat、Siân Williams

  DOI：10.1039/b306291k

  日期：——

  Condensations between the tin(II) enolate 11 of ethyl N-tosylglycinate and conjugated ynals 12 and ynones 14 are highly diastereoselective, in favour of the anti-isomers 13 and 15; similar reactions of enals and enones 17 show lower but still useful levels of anti-stereoselectivity.

  乙基N-对甲苯磺酰甘氨酸盐的锡(II)烯醇化物11与共轭炔醛12和炔酮14之间的缩合反应具有高度的非对映选择性，有利于反式异构体13和15的生成；类似的烯醛和烯酮17反应也表现出较低但仍然有用的反式立体选择性。