N-propargylpentanamide | 122041-23-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: N-propargylpentanamide
• 英文别名: N-(prop-2-yn-1-yl)pentanamide；N-prop-2-ynylpentanamide
• CAS: 122041-23-0
• 化学式: C₈H₁₃NO
• mdl: MFCD14631528
• 分子量: 139.197
• InChiKey: FZLFUTBFZKMZQL-UHFFFAOYSA-N

物化性质

• 熔点：
  40.8-42.3 °C
• 沸点：
  271.5±23.0 °C(Predicted)
• 密度：
  0.926±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  10
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.625
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-propargylpentanamide 在 iron(III) chloride 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 3.0h， 生成 2-butyl-5-methyloxazole
  参考文献：
  名称：

  Facile, Selective, and Regiocontrolled Synthesis of Oxazolines and Oxazoles Mediated by ZnI₂ and FeCl₃

  摘要：

  An expedient method for a direct approach to the selective and regiocontrolled synthesis of 2-oxazolines and 2-oxazoles mediated by ZnI2 and FeCl3 is described. A Lewis acid promoted cyclization of acetylenic amide with various functionalities was well tolerated to give 2-oxazolines and 2-oxazoles in good to excellent yields under mild reaction conditions.

  DOI：

  10.1021/ol301980g
• 作为产物：
  描述：

  、 炔丙胺 以 四氢呋喃 为溶剂， 反应 1.0h， 生成 N-propargylpentanamide
  参考文献：
  名称：

  聚（N-炔丙基酰胺）的无规卷曲和螺旋构象转变

  摘要：

  Ñ -Propargylamides具有侧链基团与不同的长度（HC⋮CCH 2 NHCOR，R =（CH 2）Ñ H，Ñ = 1-8）在负载Rh催化剂的存在下进行聚合[（NBD）的Rh +乙-（C 6 H 5）4 ; nbd = 2,5-降冰片二烯]以高收率获得具有中等分子量和高立构规整度的聚合物[poly（1）-poly（8）]。通过在不同温度下在氯仿溶液中测量UV-vis光谱，研究了所得聚合物的构象转变行为。在检查的聚合物中，聚（5）和聚（6）在相对较高的温度下具有稳定的螺旋构象，并且其螺旋含量最高。由于缺乏链柔韧性和分子间氢键，具有较短烷基悬垂链的Poly（2）-poly（4）不存在稳定的螺旋构象。聚（1）不完全溶于任何溶剂。含有较长侧链的Poly（7）和poly（8）由于聚合物主链的顺式含量较低，因此仅在低温下呈螺旋构象。两个Δ ħ和Δ小号从随机线圈到螺旋的构象转变假定为负值，这也

  DOI：

  10.1021/ma035735d

文献信息

• Efficient synthesis of N-(buta-2,3-dienyl) amides from terminal N-propargyl amides and their synthetic potential towards oxazoline derivatives
  作者：Bo Chen、Nan Wang、Wu Fan、Shengming Ma

  DOI：10.1039/c2ob26291f

  日期：——

  A series of N-allenyl amides was prepared conveniently from N-propargyl amides in good to excellent yields via a modified procedure developed in this group. The palladium-catalyzed coupling–cyclization of these prepared N-allenyl amides in the presence of organic iodides has been developed affording the oxazoline derivatives efficiently.

  一系列Ñ -allenyl酰胺被方便地从制备Ñ -propargyl以良好至优异的产率的酰胺通过该组中开发了一种改进的方法。已经开发了在有机碘化物存在下这些制备的N-烯丙基酰胺的钯催化偶联-环化反应，从而有效地提供了恶唑啉衍生物。
• Synthesis and Biological Evaluation of Azamacrolide Comprising the Triazole Moiety as Quorum Sensing Inhibitors
  作者：Bin Zhang、Bingyi Guo、Yunlong Bai、Huizhe Lu、Yanhong Dong

  DOI：10.3390/molecules23051086

  日期：——

  Novel azamacrolides comprising the triazole moiety were synthesized and evaluated for their quorum sensing inhibitor activities on the Agrobacterium tumefaciens. It was found that the inhibition rate of compound Z12-3 at 200 mg/L (0.45 mM) can reach 67%. The potential binding modes between these molecules and the TraR QS receptor was performed by molecular docking. The results showed that the two nitrogen

  合成了包含三唑部分的新型氮杂大环内酯，并评估了它们对根癌农杆菌的群体感应抑制剂活性。发现化合物Z12-3在200mg/L(0.45mM)时的抑制率可达67%。这些分子与 TraR QS 受体之间的潜在结合模式是通过分子对接进行的。结果表明，Z12-3三唑环上的两个氮原子与GLN-2形成氢键，酰胺中的羰基(C=O)与水形成氢键。值得注意的是，大环内酯上的羰基与 DNA 中的 G-106 碱基形成氢键。这些氮杂大环内酯可以通过氢键键合 TraR QS 受体中的关键氨基酸残基或 DNA 碱基来阻断群体感应表达。
• Cyclisation versus 1,1-Carboboration: Reactions of B(C₆F₅)₃with Propargyl Amides
  作者：Rebecca L. Melen、Max M. Hansmann、Alan J. Lough、A. Stephen K. Hashmi、Douglas W. Stephan

  DOI：10.1002/chem.201301899

  日期：2013.9.2

  A series of propargyl amides were prepared and their reactions with the Lewis acidic compound B(C6F5)3 were investigated. These reactions were shown to afford novel heterocycles under mild conditions. The reaction of a variety of N‐substituted propargyl amides with B(C6F5)3 led to an intramolecular oxo‐boration cyclisation reaction, which afforded the 5‐alkylidene‐4,5‐dihydrooxazolium borate species

  制备了一系列炔丙基酰胺，并研究了它们与路易斯酸性化合物B（C 6 F 5）3的反应。这些反应显示在温和条件下提供新颖的杂环。各种N取代的炔丙基酰胺与B（C 6 F 5）3的反应导致了分子内的羰基硼化环化反应，提供了5亚烷基-4,5-二氢恶唑硼酸盐。炔丙基仲酰胺在B（C 6 F 5）3中得到恶唑介导的（催化）环化反应。在氮原子附近不稳定的特殊情况下，由于5-亚烷基-4,5-二氢恶唑鎓硼酸盐物种的空间位阻增加（1,3-烯丙基菌株），因此有利于1,1-碳链化。
• [EN] FUSED 1,3-AZOLE DERIVATIVES USEFUL FOR THE TREATMENT OF PROLIFERATIVE DISEASES<br/>[FR] DÉRIVÉS FUSIONNÉS DE 1,3-AZOLE UTILES POUR LE TRAITEMENT DE MALADIES PROLIFÉRATIVES
  申请人：MASSACHUSETTS INST TECHNOLOGY

  公开号：WO2016094688A1

  公开（公告）日：2016-06-16

  The present disclosure provides compounds of Formula (I-a), Formula (I), and Formula (II),. The compounds described herein may be Myc modulators (e.g., Myc inhibitors) and may be useful in treating in a subject in need thereof diseases associated with Myc and proliferative diseases (e.g., cancer). Also provided in the present disclosure are pharmaceutical compositions, kits, methods, and uses including a compound described herein. (Formulae (I-a), (I), (II))

  本公开提供了式(I-a)、式(I)和式(II)的化合物。本文描述的化合物可能是Myc调节剂（例如，Myc抑制剂），并且可能在治疗与Myc和增殖性疾病（例如癌症）相关的患者中有用。本公开还提供了包括本文描述的化合物的药物组合物、试剂盒、方法和用途。（式(I-a)、(I)、(II)）
• Facile, Selective, and Regiocontrolled Synthesis of Oxazolines and Oxazoles Mediated by ZnI₂ and FeCl₃
  作者：Gopal Chandru Senadi、Wan-Ping Hu、Jia-Shing Hsiao、Jaya Kishore Vandavasi、Chung-Yu Chen、Jeh-Jeng Wang

  DOI：10.1021/ol301980g

  日期：2012.9.7

  An expedient method for a direct approach to the selective and regiocontrolled synthesis of 2-oxazolines and 2-oxazoles mediated by ZnI2 and FeCl3 is described. A Lewis acid promoted cyclization of acetylenic amide with various functionalities was well tolerated to give 2-oxazolines and 2-oxazoles in good to excellent yields under mild reaction conditions.