3-benzyl-5-(4-hydroxyphenyl)-2-[(4-methylphenyl)sulfonylamino]pyrazine | 1187951-72-9

• 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: 3-benzyl-5-(4-hydroxyphenyl)-2-[(4-methylphenyl)sulfonylamino]pyrazine
• 英文别名: N-[3-benzyl-5-(4-hydroxyphenyl)pyrazin-2-yl]-4-methylbenzenesulfonamide
• CAS: 1187951-72-9
• 化学式: C₂₄H₂₁N₃O₃S
• 分子量: 431.515
• InChiKey: JWJQWDXKDSHWMD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  31
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  101
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  对甲苯磺酰氯 、 4-(5-氨基-6-苄基吡嗪-2-基)苯酚 在 吡啶 、 4-二甲氨基吡啶 水 、 sodium hydroxide 、 碳酸氢钠 作用下， 以 甲醇 、 水 为溶剂， 反应 2.5h， 以37.1%的产率得到3-benzyl-5-(4-hydroxyphenyl)-2-[(4-methylphenyl)sulfonylamino]pyrazine
  参考文献：
  名称：

  COELENTERAMIDE ANALOGS

  摘要：

  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—）。

  公开号：

  US20110288280A1

文献信息

• Substituent Effect of Imino-<i>O</i>-arenesulfonates, a Coupling Partner in Suzuki–Miyaura Reaction for Substitution of the Pyrazine Ring: A Study for the Synthesis of Coelenterazine Analogs
  作者：Arthit Makarasen、Masaki Kuse、Toshio Nishikawa、Minoru Isobe

  DOI：10.1246/bcsj.82.870

  日期：2009.7.15

  Amino(aryl)pyrazines, a key intermediate in the synthesis of coelenterazine and its analogs, can be prepared in excellent yields by utilizing imino-O-tosylates in the Suzuki–Miyaura reaction. These imino-O-tosylates serve as a substitute for the corresponding imino-O-triflates, which are sometimes too unstable to be stored during the optimization of the reaction conditions. Aryltrifluoroborates, a coupling partner, worked well when arylboronic acids or arylboronate esters were less reactive. Aryltrifluoroborates also worked well when containing an electron-donating group attached to the aromatic ring. The study of the substituent effect of imino-O-arenesulfonates demonstrated a major difference in the rate of the reactions when changing from electron-donating groups to electron-withdrawing groups at the para position of arenesulfonates. Imino-O-arenesulfonate containing a para-bromo substituent only gave the desired coupling product leaving the para substituent of arenesulfonate untouched.

  氨基（芳基）吡嗪是合成海葵素及其类似物的重要中间体，可以通过利用亚胺-O-托磺酸酯在铃木–宫浦反应中以优良的收率制备。这些亚胺-O-托磺酸酯作为相应的亚胺-O-三氟甲烷磺酸酯的替代品，后者在反应条件优化过程中有时过于不稳定而无法储存。当芳基硼酸或芳基硼酸酯的反应活性较低时，芳基三氟硼酸盐作为耦合伙伴表现良好。含有电子给体基团的芳基三氟硼酸盐在反应中也表现良好。对亚胺-O-芳烃磺酸盐取代基效应的研究表明，在替换亚胺-O-芳烃磺酸盐对位的电子给体基团与电子吸引基团时，反应速率存在显著差异。含有对溴取代基的亚胺-O-芳烃磺酸盐仅给出了所需的耦合产物，而未触及芳烃磺酸盐的对位取代基。
• Coelenteramide analogs
  申请人：Hosoya Takamitsu

  公开号：US08431525B2

  公开（公告）日：2013-04-30

  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 R1 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; R2 represents hydrogen or —(SO2)R4; R3 represents hydrogen, hydroxyl, methoxy or acetoxy; R4 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 X1 represents —C(═S)— or —SO2—).

  有需要制备与coelenteramide类似的化合物或其他化合物，这些化合物能够产生不同于现有荧光蛋白的荧光特性。本发明揭示了一种化合物，其通式为（1）（其中，R1代表取代或未取代的芳基，取代或未取代的芳基烷基，可选地用含脂环基的直链或支链烷基取代的直链或支链烷基，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代表取代或未取代的芳基，取代或未取代的芳基烷基或可选地用含脂环基的直链或支链烷基取代的直链或支链烷基；X1代表—C（═S）—或—SO2—）。
• Calcium-binding photoprotein, gene encoding the same and use thereof
  申请人：Inouye Satoshi

  公开号：US20100311051A1

  公开（公告）日：2010-12-09

  The invention provides calcium-binding photoproteins which can detect light emission with a higher sensitivity. The proteins of the invention comprising the amino acid sequence of SEQ ID NO: 2 can be used for the detection and measurement of calcium ions. The proteins of the invention are useful as reporter proteins, luminescent markers, etc. The polynucleotides of the invention are useful as reporter genes, etc.
• US8431525B2
  申请人：——

  公开号：US8431525B2

  公开（公告）日：2013-04-30
• US8772452B2
  申请人：——

  公开号：US8772452B2

  公开（公告）日：2014-07-08