1-苄基-N,N-二甲基-4H-吡啶-3-甲酰胺 | 59547-43-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 中文名称: 1-苄基-N,N-二甲基-4H-吡啶-3-甲酰胺
• 英文名称: 1-benzyl-1,4-dihydro-pyridine-3-carboxylic acid dimethylamide
• 英文别名: 1-Benzyl-N,N-dimethyl-1,4-dihydropyridine-3-carboxamide；1-benzyl-N,N-dimethyl-4H-pyridine-3-carboxamide
• CAS: 59547-43-2
• 化学式: C₁₅H₁₈N₂O
• 分子量: 242.321
• InChiKey: WDQBKSDAKJWIFF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  23.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  环氧乙烷甲酰胺，3-苯基-，(2R，3S)-(9CI) 、 1-苄基-N,N-二甲基-4H-吡啶-3-甲酰胺 以 水 、 乙腈 为溶剂， 生成 1,2-dihydro-2-methyl-5-nitroisoquinoline 、 1-Benzyl-3-(N,N-dimethylcarbamoyl)pyridinium
  参考文献：
  名称：

  Kinetics of the reduction of isoquinolinium cations by 1,4-dihydronicotinamides

  摘要：

  DOI：

  10.1021/jo00133a014
• 作为产物：
  描述：

  1-benzyl-3-dimethylcarbamoylpyridinium bromide 在 sodium dithionite 、 水 、 sodium carbonate 作用下， 生成 1-苄基-N,N-二甲基-4H-吡啶-3-甲酰胺
  参考文献：
  名称：

  Kinetics of the reduction of isoquinolinium cations by 1,4-dihydronicotinamides

  摘要：

  DOI：

  10.1021/jo00133a014

文献信息

• Hydride Reduction of NAD(P)⁺ Model Compounds with a Ru(II)–Hydrido Complex
  作者：Kichitaro Koga、Yasuo Matsubara、Tatsumi Kosaka、Kazuhide Koike、Tatsuki Morimoto、Osamu Ishitani

  DOI：10.1021/acs.organomet.5b00713

  日期：2015.12.14

  In order to better understand the regioselective hydride transfer of metal hydrido complexes to NAD(P)(+) model compounds, reactions of [Ru(tpy)(bpy)H](+) (Ru-H: tpy = 2,2':6 '',2 ''-terpyridine, bpy = 2,2'-bipyridine) with various substituent NAD(P)(+) model compounds were investigated in detail. All of the NAD(P)(+) model compounds accepted hydride from Ru-H, yielding 1:1 adducts, where the dihydro form(s) of the model compounds coordinated with the carbamoyl group to the Ru(II) center of [Ru(tpy)(bpy)](2+), with very different reaction rates. Some reactions produced the adduct with only the 1,4-dihydro structure, whereas others produced a mixture of two adducts, with a 1,4- or 1,2-dihydro structure. In particular, temperature-dependent adduct formation kinetics studies provided important information on the transition state(s) of the hydride transfer reactions and factors for determining the regioselectivity. Most adducts were cleaved to the corresponding free dihydro product(s) with the same distribution of the regioisomers to the adduct(s).
• Biomimetic Oxidation of Aldehyde with NAD+ Models: Glycolysis-Type Hydrogen Transfer in an NAD+/NADH Model System
  作者：Nobuhiro Kanomata、Masayuki Suzuki、Mamiko Yoshida、Tadashi Nakata

  DOI：10.1002/(sici)1521-3773(19980605)37:10<1410::aid-anie1410>3.0.co;2-g

  日期：1998.6.5

  Just like in biological systems, the GAPDH-catalyzed oxidation of aldehyde to carboxylate proceeds in conjunction with 1,4-selective reduction of NAD+ to NADH model compounds [Eq. (1)]. The combination of GAPDH- and LDH-type transfer reactions is also described here as a system mimic for the NAD+ /NADH redox cycle in anaerobic glycolysis. GAPDH=D-glyceraldehyde-3-phosphate dehydrogenase, LDH=L-lactate dehydrogenase.