N,N-二乙基丁酰胺 | 1114-76-7

• 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: N,N-二乙基丁酰胺
• 英文名称: N,N-diethyl-butyramide
• 英文别名: N,N-Diethylbutyramide；N,N-diethylbutanamide
• CAS: 1114-76-7
• 化学式: C₈H₁₇NO
• mdl: MFCD00043659
• 分子量: 143.229
• InChiKey: CDQSTBHGKNNPSY-UHFFFAOYSA-N

物化性质

• 沸点：
  261.35°C (rough estimate)
• 密度：
  0.8884
• 溶解度：
  氯仿（微溶）、甲醇（微溶）

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  10
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.875
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2924199090

反应信息

• 作为反应物：
  描述：

  N,N-二乙基丁酰胺 在 nitronium tetrafluoborate 作用下， 以 乙腈 为溶剂， 生成 N-硝基二乙胺
  参考文献：
  名称：

  Andreev, S. A.; Lebedev, B. A.; Tselinskii, I. V., Journal of Organic Chemistry USSR (English Translation), 1980, vol. 16, # 7, p. 1159 - 1166

  摘要：

  DOI：
• 作为产物：
  描述：

  Phosphorigsaeure-butyrylester-butylester-diethylamid 生成 N,N-二乙基丁酰胺
  参考文献：
  名称：

  Evdakov,V.P.; Shlenkova,E.K., Journal of general chemistry of the USSR, 1965, vol. 35, p. 1591 - 1594

  摘要：

  DOI：

文献信息

• Niobium Pentachloride Promoted Conversion of Carboxylic Acids to Carboxamides­: Synthesis of the 4-Aryl-1,2,3,4-tetrahydroisoquinoline Alkaloid­ Structures
  作者：Claudio C. Lopes、Rosangela S. Lopes、Marcelo S. Nery、Renata P. Ribeiro

  DOI：10.1055/s-2003-36823

  日期：——

  A practical method for the conversion of carboxylic acids to the corresponding carboxamides mediated by niobium pentachloride under mild conditions is described. The synthesis of the 4-aryl-1,2,3,4-tetrahydroisoquinoline alkaloid structures was accomplished via benzylic lithiation of N-methyl-3,4-dimethoxy-2-(4'-methoxybenzyl)benzamide.

  描述了一种在温和条件下由五氯化铌介导的将羧酸转化为相应羧酰胺的实用方法。4-aryl-1,2,3,4-四氢异喹啉生物碱结构的合成是通过 N-methyl-3,4-dimethoxy-2-(4'-methoxybenzyl)benzamide 的苄基锂化完成的。
• Tungsten-Catalyzed Transamidation of Tertiary Alkyl Amides
  作者：Fang-Fang Feng、Xuan-Yu Liu、Chi Wai Cheung、Jun-An Ma

  DOI：10.1021/acscatal.1c01840

  日期：2021.6.18

  chloride as a catalyst and chlorotrimethylsilane as an additive. The highly electrophilic and oxophilic tungsten catalyst enables the selective scission of a C–N bond of tertiary alkyl amides to effect transamidation of a myriad of structurally and electronically diverse tertiary alkyl amides and amines. Mechanistic study implies that the synergistic effect of the catalyst and the additive could pronouncedly

  转酰胺最近已成为使酰胺多样化的一种简单方便的方法。然而，臭名昭著的、完全烷基取代的叔酰胺的动力学和热力学要求的转酰胺化仍然是一个长期的挑战。在这里，我们描述了一种使用简单的氯化钨 (VI) 作为催化剂和三甲基氯硅烷作为添加剂来活化叔烷基酰胺以简化转酰胺化的方法。高度亲电和亲氧的钨催化剂能够选择性地切断叔烷基酰胺的 C-N 键，从而实现无数结构和电子不同的叔烷基酰胺和胺的转酰胺化。
• Iron-Catalyzed Oxidative Amidation of Tertiary Amines with Aldehydes
  作者：Yuanming Li、Fan Jia、Zhiping Li

  DOI：10.1002/chem.201203824

  日期：2013.1.2

  A new oxidative coupling protocol for amide bond formation has been developed (see scheme). The method provides an efficient and practical route for the synthesis of tertiary amides from readily available tertiary amines and aldehydes in the presence of a simple FeCl2 catalyst. Mechanistic studies indicated that a peroxide and an iminium ion act as the reactive intermediates in this oxidative amidation

  非常规偶合：已经开发了用于酰胺键形成的新的氧化偶合方案（参见方案）。该方法为在简单的FeCl 2催化剂存在下由容易获得的叔胺和醛合成叔酰胺提供了一种有效而实用的途径。机理研究表明，在该氧化酰胺化反应中，过氧化物和亚胺离子是反应性中间体。
• [EN] PROTECTED CARBOXYLIC ACID-BASED METABOLITES FOR THE TREATMENT OF MITOCHONDRIA-RELATED DISEASES<br/>[FR] MÉTABOLITES PROTÉGÉS À BASE D'ACIDE CARBOXYLIQUE POUR LE TRAITEMENT DES MALADIES LIÉES AUX MITOCHONDRIES
  申请人：NEUROVIVE PHARMACEUTICAL AB

  公开号：WO2017060418A1

  公开（公告）日：2017-04-13

  The present invention provides novel cell-permeable carboxylic acid-based metabolites and cell permeable precursors thereof aimed at increasing ATP-production in mitochondria and thus, for use in medicine. The main part of ATP produced and utilized in the eukaryotic cell originates from mitochondrial oxidative phosphorylation, a process to which high-energy electrons are provided by the Kreb's cycle. Not all Kreb's cycle intermediates are readily permeable to the cellular membrane, one of them being malonate. The provision of the novel cell permeable carboxylic acid- based metabolites is envisaged to allow passage over the cellular membrane and thus the cell permeable metabolite can be used to enhance mitochondrial ATP-output.

  本发明提供了一种新型的细胞可透过性的基于羧酸的代谢物及其细胞可透过性前体，旨在增加线粒体中的ATP产生，因此可用于医学。在真核细胞中产生和利用的ATP的主要部分来源于线粒体氧化磷酸化，这是一个由Kreb循环提供高能电子的过程。并非所有的Kreb循环中间体都能容易地透过细胞膜，其中之一就是丙二酸。提供这些新型的细胞可透过性的基于羧酸的代谢物预计将允许通过细胞膜，因此细胞可透过性的代谢物可用于增强线粒体的ATP产量。
• Rigidified Compounds for Modulating Heparanase Activity
  申请人：Gelder M. Van Joel

  公开号：US20080039456A1

  公开（公告）日：2008-02-14

  Disclosed are novel rigidified compounds having a rhodanine-like residue and at least one aryl or heteroaryl residue linked to the rhodanine-like residue, whereby a core structure of these compounds, as defined in the specification, is characterized as having one or zero free-to-rotate bonds. Also disclosed are pharmaceutical compositions containing these rigidified compounds and uses thereof for modulating the activity of heparanase and hence in the treatment of heparanase-associated diseases and disorders, and uses thereof for modulating the activity of heparin-binding proteins and hence in the treatment of heparin-binding proteins-associated diseases and disorders as well as in the treatment of medical conditions that are at least partially treatable by rhodanine or a rhodanine analog.

  揭示了一种新颖的刚性化合物，其具有类似罗丹啉的残基和至少一个连接到类似罗丹啉残基的芳基或杂芳基残基，其中这些化合物的核心结构，如规范中定义的那样，其特征是具有一个或零个可自由旋转的键。还披露了含有这些刚性化合物的药物组合物以及用于调节肝素酶活性的用途，从而治疗与肝素酶相关的疾病和紊乱，并用于调节肝素结合蛋白的活性以及治疗与肝素结合蛋白相关的疾病和紊乱，以及治疗至少部分可通过罗丹啉或罗丹啉类似物治疗的医疗状况的用途。

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