3-carbethoxymethyl-1,2,3-benzotriazin-4(3H)-one | 113169-47-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 3-carbethoxymethyl-1,2,3-benzotriazin-4(3H)-one
• 英文别名: (4-oxo-4H-benzo[d][1,2,3]triazin-3-yl)-acetic acid ethyl ester；(4-Oxo-4H-benzo[d][1,2,3]triazin-3-yl)-essigsaeure-aethylester；ethyl 2-(4-oxo-1,2,3-benzotriazin-3-yl)acetate
• CAS: 113169-47-4
• 化学式: C₁₁H₁₁N₃O₃
• mdl: MFCD11557112
• 分子量: 233.227
• InChiKey: SIPHBSBIZCLWFY-UHFFFAOYSA-N

物化性质

• 沸点：
  368.0±44.0 °C(Predicted)
• 密度：
  1.34±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.272
• 拓扑面积：
  71.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-carbethoxymethyl-1,2,3-benzotriazin-4(3H)-one 在 sodium hydroxide 作用下， 生成 (4-氧代-1,2,3-苯并三嗪-3(4H)-基)乙酸
  参考文献：
  名称：

  1,2,3-Benzotriazines

  摘要：

  DOI：

  10.1021/ja01629a042
• 作为产物：
  描述：

  邻氨基苯甲酸甲酯 生成 3-carbethoxymethyl-1,2,3-benzotriazin-4(3H)-one
  参考文献：
  名称：

  1,2,3-Benzotriazines

  摘要：

  DOI：

  10.1021/ja01629a042

文献信息

• One-pot synthesis of <i>N</i>-substituted benzannulated triazoles <i>via</i> stable arene diazonium salts
  作者：Rochelle McGrory、Réka J. Faggyas、Andrew Sutherland

  DOI：10.1039/d1ob00968k

  日期：——

  A mild and effective one-pot synthesis of 1,2,3-benzotriazin-4(3H)-ones and benzothiatriazine-1,1(2H)-dioxide analogues has been developed. The method involves the diazotisation and subsequent cyclisation of 2-aminobenzamides and 2-aminobenzenesulfonamides via stable diazonium salts, prepared using a polymer-supported nitrite reagent and p-tosic acid. The transformation was compatible with a wide range

  开发了一种温和有效的一锅法合成 1,2,3-benzotriazin-4(3 H )-ones 和 benzothiatriazine-1,1( 2H )-dioxide 类似物。该方法涉及通过使用聚合物负载的亚硝酸盐试剂和对甲苯磺酸制备的稳定的重氮盐对 2-氨基苯甲酰胺和 2-氨基苯磺酰胺进行重氮化和随后的环化。该转化与多种芳基官能团和酰胺/磺酰胺取代基相容，可用于合成药学上重要的靶标。通过制备含有 1,2,3-benzotriazin-4(3 H )-one的 α-氨基酸，进一步证明了一锅重氮环化过程的合成效用。
• Improved Palladium Catalysis in Suzuki‐Type Coupling of Benzotriazinones for o‐Aryl/Alkenyl Benzamides
  作者：Minling Xü、Ke Xü、Gang Zou

  DOI：10.1002/adsc.202400276

  日期：——

  A palladium catalyst system based on PdCl2(PPh3)2 or PdCl2(dppf) is reported for Suzuki-type coupling of both N-aryl and alkyl benzotriazinones with aryl/alkenyl boronic acids to afford a series of ortho-aryl/alkenyl benzamides in yields up to 99%, showing improvements on catalytic efficiency, substrate scope and practicality. Scope and limitations of the improved protocol have been demonstrated with

  据报道，基于 PdCl2(PPh3)2 或 PdCl2(dppf) 的钯催化剂体系可用于 N-芳基和烷基苯并三嗪酮与芳基/烯基硼酸的 Suzuki 型偶联，以产率提供一系列邻芳基/烯基苯甲酰胺高达 99%，显示出催化效率、底物范围和实用性方面的改进。改进方案的范围和局限性已通过 40 多个实例得到证明，包括活性邻联苯酰胺的多克规模合成。已经观察到硼酸对应物的大电子和空间效应，这意味着从硼到钯的金属转移应该参与催化循环中的速率决定步骤。
• Preparation and local anaesthetic activity of benzotriazinone and benzoyltriazole derivatives
  作者：Giuseppe Caliendo、Ferdinando Fiorino、Paolo Grieco、Elisa Perissutti、Vincenzo Santagada、Rosaria Meli、Giuseppina Mattace Raso、Angelina Zanesco、Gilberto De Nucci

  DOI：10.1016/s0223-5234(99)00126-9

  日期：1999.12

  Two sets of benzotriazinone and benzoyltriazole derivatives were prepared and tested for local anaesthetic activity in comparison with lidocaine. Several of the prepared compounds exhibited a fairly good activity comparable or superior to that of Lidocaine. The presence of a benzotriazinone or a benzoyltriazole moiety as an aromatic system was quite profitable for both the intensity and duration of activity. The acute toxicity in mice of the four most potent compounds of the series was also assessed. Compound Ib, which has an anaesthetic activity comparable to that of lidocaine, was also characterized by a more favourable therapeutic index. All compounds were tested in vitro to evaluate their negative chronotropic action in isolated rat right atria. (C) 1999 Editions scientifiques et medicales Elsevier SAS.
• SUSS. E, MANFRED;SCHAKS, ANGELA;JOHNE, SIEGFRIED
  作者：SUSS. E, MANFRED、SCHAKS, ANGELA、JOHNE, SIEGFRIED

  DOI：——

  日期：——
• 1,2,3-Benzotriazines
  作者：Earle Van Heyningen

  DOI：10.1021/ja01629a042

  日期：1955.12