N,N-dimethylbenzoylglycinamide | 4483-00-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N,N-dimethylbenzoylglycinamide
• 英文别名: N-[2-(dimethylamino)-2-oxoethyl]benzamide；Benzamide, N-((dimethylcarbamoyl)methyl)-
• CAS: 4483-00-5
• 化学式: C₁₁H₁₄N₂O₂
• mdl: MFCD01667487
• 分子量: 206.244
• InChiKey: KZKWBIDJHRIRRI-UHFFFAOYSA-N

物化性质

• 熔点：
  112-113 °C
• 沸点：
  424.7±28.0 °C(Predicted)
• 密度：
  1.122±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.272
• 拓扑面积：
  49.4
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2924299090

反应信息

• 作为反应物：
  描述：

  N,N-dimethylbenzoylglycinamide 在 三乙胺 、 二溴三苯基膦 作用下， 以 二氯甲烷 为溶剂， 以66%的产率得到Dimethyl-(2-phenyl-oxazol-5-yl)-amine
  参考文献：
  名称：

  An Efficient Synthesis ofN,N-Disubstituted 5-Aminooxazoles

  摘要：

  N,N-二取代的5-氨基噁唑，包括4-未取代的衍生物，通过一种新颖、便捷且高效的单锅法工艺，从相应的α-酰氨基酰胺出发，在回流二氯甲烷中使用二溴三苯基膦和三乙胺处理制备得到。

  DOI：

  10.1055/s-1992-26270
• 作为产物：
  描述：

  马尿酸 在 硫酸 作用下， 以 甲醇 为溶剂， 反应 6.0h， 生成 N,N-dimethylbenzoylglycinamide
  参考文献：
  名称：

  Synthesis, biological activity screening and molecular modeling study of acylaminoacetamide derivatives

  摘要：

  In this study, non-rigid analogs of thalidomide have been designed in order to develop potentially active, more effective and safer lead molecules for disorders caused or contributed by inflammation. Five different series of acylaminoacetamide compounds were synthesized, and the biological inhibitory potency of the title compounds has been determined by evaluating their effects on COX-2 isoenzyme expression and PGE(2) production in A549 (human lung adenocarcinoma) cell lines. Among the studied series, N-[2-(isopropylamino)-2-oxoethyl]isonicotinamide is the most active inhibitory compound on COX-2 isoenzyme expression, and N-[2-oxo-2-(pyrolydine-1-yl)etyl]isonicotinamide is the most active inhibitory compound on the biosynthesis of PGE(2). Molecular docking studies and molecular dynamics simulations were also applied to investigate non-covalent interactions of the most active compounds inside the active side of the crystal structure of murine cyclooxygenase 2 (mCOX-2) isoenzyme.

  DOI：

  10.1007/s00044-015-1419-4

文献信息

• OXO-IMIDAZOLIDINES AS MODULATORS OF CHEMOKINE RECEPTORS
  申请人：Zhang Penglie

  公开号：US20080269280A1

  公开（公告）日：2008-10-30

  Compounds are provided that act as potent antagonists of the CCR1 receptor, and have in vivo anti-inflammatory activity. The compounds are generally monocyclic and bicyclic compounds and are useful in pharmaceutical compositions, methods for the treatment of CCR1-mediated diseases, and as controls in assays for the identification of competitive CCR1 antagonists.

  提供了作为CCR1受体强效拮抗剂的化合物，并具有体内抗炎活性。这些化合物通常是单环和双环化合物，并且在制药组合物、用于治疗CCR1介导疾病的方法以及作为竞争性CCR1拮抗剂鉴定的控制物中很有用。
• Participation d'un groupe amide a la formation de sels de dioxolanne-1,3 ylium-2; Modele biomimetique de reaction de peptidation
  作者：Helene Mestdagh、Ange Pancrazi

  DOI：10.1016/s0040-4020(01)91488-7

  日期：1984.1
• Clerin,D.; Fleury,J.-P., Bulletin de la Societe Chimique de France, 1973, p. 3134 - 3142
  作者：Clerin,D.、Fleury,J.-P.

  DOI：——

  日期：——
• OBRECHT, D.;HEIMGARTNER, H., CHIMIA, 1982, 36, N 2, 78-81
  作者：OBRECHT, D.、HEIMGARTNER, H.

  DOI：——

  日期：——
• Synthesis, biological activity screening and molecular modeling study of acylaminoacetamide derivatives
  作者：Gunes Coban、Fadime Aydin Kose、Petek Ballar Kirmizibayrak、Varol Pabuccuoglu

  DOI：10.1007/s00044-015-1419-4

  日期：2015.10

  In this study, non-rigid analogs of thalidomide have been designed in order to develop potentially active, more effective and safer lead molecules for disorders caused or contributed by inflammation. Five different series of acylaminoacetamide compounds were synthesized, and the biological inhibitory potency of the title compounds has been determined by evaluating their effects on COX-2 isoenzyme expression and PGE(2) production in A549 (human lung adenocarcinoma) cell lines. Among the studied series, N-[2-(isopropylamino)-2-oxoethyl]isonicotinamide is the most active inhibitory compound on COX-2 isoenzyme expression, and N-[2-oxo-2-(pyrolydine-1-yl)etyl]isonicotinamide is the most active inhibitory compound on the biosynthesis of PGE(2). Molecular docking studies and molecular dynamics simulations were also applied to investigate non-covalent interactions of the most active compounds inside the active side of the crystal structure of murine cyclooxygenase 2 (mCOX-2) isoenzyme.