4-benzamido-1-benzylpyridin-1-ium chloride | 70979-92-9

• 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: 4-benzamido-1-benzylpyridin-1-ium chloride
• CAS: 70979-92-9
• 化学式: C₁₉H₁₇N₂O*Cl
• 分子量: 324.81
• InChiKey: KKCKRBMQGBHNRZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.28
• 重原子数：
  23.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  32.98
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  4-benzamido-1-benzylpyridin-1-ium chloride 生成 N-(1-benzylpyridin-4(1H)-ylidene)benzamide
  参考文献：
  名称：

  Extending the Range of Neutral N-Donor Ligands Available for Metal Catalysts: N-[1-Alkylpyridin-4(1H)-ylidene]amides in Palladium-Catalyzed Cross-Coupling Reactions

  摘要：

  N[1-Alkylpyridin-4(1H)-yliden]amides (PYAs) are a new class of easily prepared, neutral N-donor ligands that share some features in common with N-heterocyclic carbenes. They are strongly electron-donating toward metal centers, and a palladium(II) complex of one of these ligands has been shown to successfully catalyze both the Heck-Mizoroki and Suzuki-Miyaura cross-coupling reactions.

  DOI：

  10.1021/ic201527s

文献信息

• Pt(II) pyridinium amidate (PYA) complexes: Preparation and in vitro anticancer activity studies
  作者：Cheyenne M.A. Muller、Maria V. Babak、Mario Kubanik、Muhammad Hanif、Stephen M.F. Jamieson、Christian G. Hartinger、L. James Wright

  DOI：10.1016/j.ica.2016.05.025

  日期：2016.8

  N-[1-Alkylpyridin-4(1H)-ylidene] amides (PYAs), also known as pyridinium amidates, are a class of recently introduced ligands for transition metal ions. Herein we report the synthesis of the Pt(PYA) complexes [PtCl(DMSO)(HL)]Cl-2 (1), [Pt(CH3)(DMSO)(L)]Cl (2) and [Pt(CH3)(PPh3)(L)]Cl (3) (L= N-(1-benzylpyridin- 4(1H)-ylidene) picolinamide). L and [HL](+) act as bidentate ligands coordinating through the pendant pyridine and either the amidate oxygen or nitrogen atoms to give the corresponding N, O or N, N linkage isomers. DFT calculations were carried out to determine the most energetically favorable isomeric forms of these compounds. For 1 the N, O coordination mode was lower in energy, while for 2 and 3 hardly any difference was found. In vitro cytotoxicity studies of [HL] Cl and 1 in human colorectal carcinoma HCT116, non-small cell lung carcinoma NCI-H460, and cervical carcinoma SiHa cells showed that both compounds are cytotoxic in the low mu M range. (C) 2016 Elsevier B.V. All rights reserved.