2-(pyridin-2-yl-carbamoyl)phenyl acetate | 71924-70-4

• 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: 2-(pyridin-2-yl-carbamoyl)phenyl acetate
• 英文别名: 2-acetoxy-benzoic acid-[2]pyridylamide；2-Acetoxy-benzoesaeure-[2]pyridylamid；[2-(Pyridin-2-ylcarbamoyl)phenyl] acetate
• CAS: 71924-70-4
• 化学式: C₁₄H₁₂N₂O₃
• 分子量: 256.261
• InChiKey: IZNSOGTZAGJCSR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  68.3
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  dichlorotricarbonylruthenium(II) dimer 、 2-(pyridin-2-yl-carbamoyl)phenyl acetate 以 乙二醇二甲醚 为溶剂， 反应 6.0h， 以92.4%的产率得到Ru(CO)₃Cl₂-(2-(pyridin-2-yl-carbamoyl)phenylacetate)
  参考文献：
  名称：

  Syntheses and evaluation of drug-like properties of CO-releasing molecules containing ruthenium and group 6 metal

  摘要：

  In this paper, drug-like properties of two series of carbonyl metal CO-releasing molecules, Ru(CO)(3)ClnL (n = 1, L = amino acid or its derivatives 1-7, L=acetylacetone 8 or 2,2 '-bipyridyl 9; n = 2, L=aminopyridine derivatives 10-13; n = 0, L=salicylaldehyde Schiff base 14-15) and M(CO)(5)L(M = Cr, Mo, W; L = glycine methyl ester 16-18; L=N-methyl imidazole 19-21), were preliminarily evaluated from four aspects involving in cytotoxicity, in vivo toxicity, bio-distribution and metabolism. Cytotoxic effects of all complexes were assayed by mu. IC50 values of complexes 1-15 were 39.55-240.16 mg/l, and those of complexes 16 and 18 were 21.36-22.21 mg/l. Toxicity tests of mice used oral acute toxic class method and got LD50 values of some complexes; among them, LD50 of complex 1 was in 800-1000 mg/kg, complex 7 in 1100-1500 mg/kg and complex 18 in 75-125 mg/kg. After several consecutive administrations, tested complexes severely damaged liver and kidney in both functional and morphological aspects. And by metal ions measurements using ICP-AES, we found that the tested complexes were unevenly distributed in tissues and organs. In vivo, Ru-II in complexes was oxidized to Ru-III by P450 enzymes, and for Mo-0 and W-0 in complexes, part of them transformed into higher oxidation state, the others kept original state. (C) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.12.041
• 作为产物：
  描述：

  2-氨基吡啶 、 邻乙酰水杨酰氯 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以32.1%的产率得到2-(pyridin-2-yl-carbamoyl)phenyl acetate
  参考文献：
  名称：

  Syntheses and evaluation of drug-like properties of CO-releasing molecules containing ruthenium and group 6 metal

  摘要：

  In this paper, drug-like properties of two series of carbonyl metal CO-releasing molecules, Ru(CO)(3)ClnL (n = 1, L = amino acid or its derivatives 1-7, L=acetylacetone 8 or 2,2 '-bipyridyl 9; n = 2, L=aminopyridine derivatives 10-13; n = 0, L=salicylaldehyde Schiff base 14-15) and M(CO)(5)L(M = Cr, Mo, W; L = glycine methyl ester 16-18; L=N-methyl imidazole 19-21), were preliminarily evaluated from four aspects involving in cytotoxicity, in vivo toxicity, bio-distribution and metabolism. Cytotoxic effects of all complexes were assayed by mu. IC50 values of complexes 1-15 were 39.55-240.16 mg/l, and those of complexes 16 and 18 were 21.36-22.21 mg/l. Toxicity tests of mice used oral acute toxic class method and got LD50 values of some complexes; among them, LD50 of complex 1 was in 800-1000 mg/kg, complex 7 in 1100-1500 mg/kg and complex 18 in 75-125 mg/kg. After several consecutive administrations, tested complexes severely damaged liver and kidney in both functional and morphological aspects. And by metal ions measurements using ICP-AES, we found that the tested complexes were unevenly distributed in tissues and organs. In vivo, Ru-II in complexes was oxidized to Ru-III by P450 enzymes, and for Mo-0 and W-0 in complexes, part of them transformed into higher oxidation state, the others kept original state. (C) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.12.041

文献信息

• Versuche in der 2-Aminopyridinreihe II. (Einwirkung von Phthalsäureanhydrid und Salizylsäurechlorid auf 2-Aminopyridin.)
  作者：K. Feist、J. Schultz

  DOI：10.1002/ardp.19342725102

  日期：——
• Syntheses and evaluation of drug-like properties of CO-releasing molecules containing ruthenium and group 6 metal
  作者：Pengpeng Wang、Huapeng Liu、Quanyi Zhao、Yonglin Chen、Bin Liu、Baoping Zhang、Qian Zheng

  DOI：10.1016/j.ejmech.2013.12.041

  日期：2014.3

  In this paper, drug-like properties of two series of carbonyl metal CO-releasing molecules, Ru(CO)(3)ClnL (n = 1, L = amino acid or its derivatives 1-7, L=acetylacetone 8 or 2,2 '-bipyridyl 9; n = 2, L=aminopyridine derivatives 10-13; n = 0, L=salicylaldehyde Schiff base 14-15) and M(CO)(5)L(M = Cr, Mo, W; L = glycine methyl ester 16-18; L=N-methyl imidazole 19-21), were preliminarily evaluated from four aspects involving in cytotoxicity, in vivo toxicity, bio-distribution and metabolism. Cytotoxic effects of all complexes were assayed by mu. IC50 values of complexes 1-15 were 39.55-240.16 mg/l, and those of complexes 16 and 18 were 21.36-22.21 mg/l. Toxicity tests of mice used oral acute toxic class method and got LD50 values of some complexes; among them, LD50 of complex 1 was in 800-1000 mg/kg, complex 7 in 1100-1500 mg/kg and complex 18 in 75-125 mg/kg. After several consecutive administrations, tested complexes severely damaged liver and kidney in both functional and morphological aspects. And by metal ions measurements using ICP-AES, we found that the tested complexes were unevenly distributed in tissues and organs. In vivo, Ru-II in complexes was oxidized to Ru-III by P450 enzymes, and for Mo-0 and W-0 in complexes, part of them transformed into higher oxidation state, the others kept original state. (C) 2014 Elsevier Masson SAS. All rights reserved.