3-acetamido-6-phenylpyrazine | 19953-59-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 3-acetamido-6-phenylpyrazine
• 英文别名: 2-Acetamido-5-phenylpyrazin；2-Acetylamino-5-phenyl-pyrazin；N-(5-phenyl-pyrazin-2-yl)-acetamide；2-Acetamido-5-phenylpyrazine；N-(5-phenylpyrazin-2-yl)acetamide
• CAS: 19953-59-4
• 化学式: C₁₂H₁₁N₃O
• 分子量: 213.239
• InChiKey: MKESYFKWUNLRRQ-UHFFFAOYSA-N

物化性质

• 熔点：
  164-166 °C
• 沸点：
  430.0±45.0 °C(Predicted)
• 密度：
  1.223±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  54.9
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-methyl-6-phenylimidazo<1,2-a>pyrazin-3(7H)-one 在 gold 、 盐酸羟胺 、 dioxide titanium 、 1-萘胺 、 对氨基苯磺酸 作用下， 反应 3.5h， 生成 3-acetamido-6-phenylpyrazine
  参考文献：
  名称：

  基于反应性策略的SERS测定防晒霜产生的O2˙-

  摘要：

  一种新颖的表面增强拉曼散射（SERS）的基础上的反应性纳米探针的策略被设计用于在第一时间确定超氧阴离子自由基的浓度（O 2 ˙ - ）通过UV辐射过程从二氧化钛制成。检测限（LOD）O为2 ˙ - 9.0纳摩尔大号-1可以实现的。

  DOI：

  10.1039/d0cc07517e

文献信息

• COELENTERAMIDE ANALOGS
  申请人：Hosoya Takamitsu

  公开号：US20110288280A1

  公开（公告）日：2011-11-24

  There has been a need for coelenteramide analogs or the like that produce fluorescent proteins which exhibit different fluorescent characteristics from those of the existing fluorescent proteins. Disclosed is a compound represented by general formula (1) (wherein R 1 represents a substituted or unsubstituted aryl, a substituted or unsubstituted arylalkyl, a straight or branched alkyl which may optionally be substituted with an alicyclic group, an alicyclic group or a heterocyclic group; R 2 represents hydrogen or —(SO 2 )R 4 ; R 3 represents hydrogen, hydroxyl, methoxy or acetoxy; R 4 represents a substituted or unsubstituted aryl, a substituted or unsubstituted arylalkyl or a straight or branched alkyl which may optionally be substituted with an alicyclic group; and X 1 represents —C(═S)— or —SO 2 —).

  已经有了对产生发出与现有荧光蛋白不同荧光特性的珊瑚胺类似物等的需求。公开了一种由通式（1）表示的化合物（其中R1代表取代或未取代芳基，取代或未取代芳基烷基，可选择性地取代有脂环基的直链或支链烷基，脂环基或杂环基；R2代表氢或—(SO2)R4；R3代表氢，羟基，甲氧基或乙酰氧基；R4代表取代或未取代芳基，取代或未取代芳基烷基或可选择性地取代有脂环基的直链或支链烷基；X1代表—C(═S)—或—SO2—）。
• Substituent effects on the kinetics for the chemiluminescence reaction of 6-arylimidazo[1,2-a]pyrazin-3(7H)-ones (Cypridina luciferin analogues): support for the single electron transfer (SET)–oxygenation mechanism with triplet molecular oxygen
  作者：Hiroyuki Kondo、Takayuki Igarashi、Shojiro Maki、Haruki Niwa、Hiroshi Ikeda、Takashi Hirano

  DOI：10.1016/j.tetlet.2005.09.014

  日期：2005.11

  Kinetics of chemiluminescence reactions of 2-methyl-6-phenylimidazo[1,2-a]pyrazin-3(7H)-one (1c, Cypridina luciferin analogue) and substituent effects of the 6-aryl group of derivatives 1 strongly suggest that the rate-determining step is a single electron transfer from an anion derived from 1 to a triplet molecular oxygen (O2) in the oxygenation process.

  2-甲基-6-苯基咪唑并[1,2- a ]吡嗪-3（7 H）-one（1c，Cypridina luciferin类似物）化学发光反应的动力学和衍生物1的6-芳基的取代作用强烈表明速率确定步骤是在氧化过程中从1衍生的阴离子到三重态分子氧（O 2）的单电子转移。
• Fujimori, Ken; Nakajima, Hiromitsu; Akutsu, Katsuhisa, Journal of the Chemical Society. Perkin transactions II, 1993, # 12, p. 2405 - 2410
  作者：Fujimori, Ken、Nakajima, Hiromitsu、Akutsu, Katsuhisa、Mitani, Motohiro、Sawada, Hideo、Nakayama, Masaharu

  DOI：——

  日期：——
• Akutsu, Katsuhisa; Nakajima, Hiromitsu; Katoh, Takekatsu, Journal of the Chemical Society. Perkin transactions II, 1995, # 8, p. 1699 - 1706
  作者：Akutsu, Katsuhisa、Nakajima, Hiromitsu、Katoh, Takekatsu、Kino, Seiki、Fujimori, Ken

  DOI：——

  日期：——
• Reductive decyanation of pyrazinecarbonitriles
  作者：Jennifer Albaneze-Walker、Matthew Zhao、Melinda D Baker、Peter G Dormer、James McNamara

  DOI：10.1016/s0040-4039(02)01499-5

  日期：2002.9

  Pyrazinecarbonitriles can be decyanated by hydrogenation with platinum on carbon in the presence of activated carbon under acidic conditions. Pyrazine carbonitrile-N-oxides undergo a stepwise reduction to the deoxy-pyrazinecarbonitriles followed by decyanation to give pyrazines in good yields. (C) 2002 Published by Elsevier Science Ltd.