N-(1-乙酰基-2-氧代丙基) 乙酰胺 | 5440-23-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: N-(1-乙酰基-2-氧代丙基) 乙酰胺
• 中文别名: N-(1-乙酰基丙酮基)乙酰胺；N-(1-乙酰基-2-氧代丙基)乙酰胺
• 英文名称: 3-(N-acetylamido)pentane-2,4-dione
• 英文别名: N-(1-acetyl-2-oxo-propyl)-acetamide；N-(1-Acetyl-2-oxo-propyl)-acetamid；3-Acetylamino-pentan-2,4-dion；3-Acetamino-pentandion-(2.4)；3-Acetamino-acetylaceton；N-(1-acetyl-2-oxopropyl)acetamide；n-(2,4-Dioxopentan-3-yl)acetamide
• CAS: 5440-23-3
• 化学式: C₇H₁₁NO₃
• 分子量: 157.169
• InChiKey: BIEMZNVEFSZYKS-UHFFFAOYSA-N

物化性质

• 熔点：
  93-94 °C
• 沸点：
  330.6±32.0 °C(Predicted)
• 密度：
  1.086

计算性质

• 辛醇/水分配系数(LogP)：
  -0.8
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  63.2
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2924199090

反应信息

• 作为反应物：
  描述：

  N-(1-乙酰基-2-氧代丙基) 乙酰胺 、 copper(II) acetate monohydrate 以 乙醇 为溶剂， 以40%的产率得到Cu(3-(N-acetylamido)pentane-2,4-dionate)2
  参考文献：
  名称：

  钴（II），镍（II）和铜（II）与高度烯化的β-二酮3-（N-乙酰酰胺基）戊烷-2,4-二酮（= Hamac）的形成和酸解的动力学和机理）在水溶液中。

  摘要：

  β-二酮Hamac = 3-（N-乙酰氨基）戊烷-2,4-二酮的特征在于电位法，分光光度法和动力学方法。Hamac在水中非常易溶（2.45 M）并被强烈烯化，[enol] / [keton] = 2.4 +/- 0.1。Hamac的pK（a）为7.01 +/- 0.07，在298 K时烯醇化率k（e）和酮化率k（k）的速率常数为0.0172 +/- 0.0004 s（-1）和0.0074分别为+/- 0.0015 s（-1）。铜（II）配合物Cu（amac）（2）。甲苯（= C（21）H（28）CuN（2）O（6）;单斜晶，C2 / c; a = 20.434的X射线结构分析（6），b ＝ 11.674（4），c ＝ 19.278（6）；β＝ 100.75（1）度； Z ＝ 8； R（w）＝ 0.0596）。双齿阴离子amac（-）通过两个二酮氧基原子配位铜，从而形成稍微扭曲的平面CuO（4）配位芯。在可变pH和I

  DOI：

  10.1021/ic950272g
• 作为产物：
  描述：

  2,3,4-戊三酮肟 (6ci,7ci,8ci,9ci) 在 钯 乙酸酐 作用下， 以 乙酸乙酯 为溶剂， 生成 N-(1-乙酰基-2-氧代丙基) 乙酰胺
  参考文献：
  名称：

  EP1329160

  摘要：

  公开号：

文献信息

• 1,8-Naphthyridine compounds
  申请人：Merck & Co., Inc.

  公开号：US03993656A1

  公开（公告）日：1976-11-23

  There is described 1,8-naphthyridin-2(1H)-one compounds with bronchodilating and hypotensive properties prepared by reaction of 2,6-diaminopyridine with an appropriate .beta.-diketone providing a 2-aminonaphthyridine compound which upon treatment with nitrous acid is converted to the 2-oxo product. Alternatively, an appropriate .beta.-diketone can be reacted with an alkyl alkoxycarbonylacetimidate, the alkyl 2-aminonicotinate thus formed converted to the hydrazide, which upon treatment with a sulfonyl halide forms the N-sulfonyl hydrazide derivative. This intermediate is reacted with an alkali metal carbonate to provide the 2-aminonicotinaldehyde which upon reaction with an ester of a substituted aliphatic carboxylic acid provides the desired product. In some cases the aminonicotinaldehyde is generated in situ in the presence of the ester thereby giving the desired product in one step from the N-sulfonyl hydrazide derivative.

  描述了具有支气管扩张和降压特性的1,8-萘啶-2(1H)-酮化合物，通过将2,6-二氨基吡啶与适当的β-二酮反应制备，提供了一种2-氨基萘啶化合物，该化合物在与亚硝酸处理后转化为2-酮产物。或者，适当的β-二酮可以与烷基烷氧羰基乙酰亚胺反应，从而形成烷基2-氨基烟酸酯，将其转化为酰肼，然后经过与磺酰卤反应形成N-磺酰酰肼衍生物。将这种中间体与碱金属碳酸盐反应，提供2-氨基烟酸醛，再通过与取代脂肪族羧酸酯反应，提供所需的产物。在某些情况下，氨基烟酸醛在酯的存在下原位生成，从而从N-磺酰酰肼衍生物中一步得到所需的产物。
• 4-ACYLAMINOPYRAZOLE DERIVATIVES
  申请人：Sankyo Company, Limited

  公开号：EP1329160A2

  公开（公告）日：2003-07-23

  A 4-acylaminopyrazole derivative represented by the following general formula: wherein R1 is a hydrogen atom, an optionally substituted C1-C16 alkyl group or the like,    R2 and R3 are independently a hydrogen atom, a halogen atom, an optionally substituted C1-C6 alkyl group or the like, R4 is a hydrogen atom, a C1-C6 alkyl group or a cyano group, Z is an oxygen atom or a sulfur atom, Ar is an optionally substituted C6-C14 aryl group or an optionally substituted 5-6 membered unsaturated heterocyclic group, B is a hydrogen atom, a halogen atom, an optionally substituted C1-C16 alkyl group or the like.

  由以下通式代表的 4-酰氨基吡唑衍生物： 其中 R1 是氢原子、任选取代的 C1-C16 烷基或类似基团、 R2 和 R3 独立地为氢原子、卤素原子、任选取代的 C1-C6 烷基或类似基团、 R4 是氢原子、C1-C6 烷基或氰基、 Z 是氧原子或硫原子、 Ar 是任选取代的 C6-C14 芳基或任选取代的 5-6 位元不饱和杂环基团、 B 是氢原子、卤素原子、任选取代的 C1-C16 烷基或类似基团。
• Hellmann,H.; Dieterich,D., Justus Liebigs Annalen der Chemie, 1960, vol. 632, p. 73 - 85
  作者：Hellmann,H.、Dieterich,D.

  DOI：——

  日期：——
• Synthesis and Structure–Activity Relationship (SAR) of (5,7-Disubstituted 3-phenylsulfonyl-pyrazolo[1,5-<i>a</i>]pyrimidin-2-yl)-methylamines as Potent Serotonin 5-HT₆ Receptor (5-HT₆R) Antagonists
  作者：Alexandre V. Ivachtchenko、Elena S. Golovina、Madina G. Kadieva、Volodymyr M. Kysil、Oleg D. Mitkin、Sergey E. Tkachenko、Ilya M. Okun

  DOI：10.1021/jm201079g

  日期：2011.12.8

  Syntheses, biological evaluation as 5-HT6 receptor (5-HT6R) antagonists, and structure activity relationships for a series of novel 5,7-disubstituted (3-arylsulfonyl-pyrazolo[1,5-a]pyrimidins are disclosed. The molecule conformational flexibility in the series is restricted by formation of the intramolecular hydrogen bond between 3-sulfo and 2-methylamino groups, which renders high potency and high selectivity to block serotonin-induced responses in HEK-293 cells stably expressing human 5-HT6R. In this work, we tested the hypothesis if addition of a positively ionizable group (PI) to the pyrimidine ring of the scaffold members in positions 5, 6, or 7 could further increase their 5HT(6)R blocking potency. We show that the presence of the PI group with small substituents does not substantially affect either potency or selectivity of the ligands while causing substantial changes in their cLogP values. This provides a possibility for designing of the 5HT(6)R ligands with modified ADME characteristics without grossly affecting efficiency of their interaction with the receptor. In respect to the structure-activity relationship (SAR), among other physiochemical parameters, only the molecule size and shape (described by gyration radii) showed a clear tendency for more compact molecules to be more potent antagonists of this receptor.
• Hellmann,H. et al., Justus Liebigs Annalen der Chemie, 1962, vol. 656, p. 70 - 78
  作者：Hellmann,H. et al.

  DOI：——

  日期：——