amino-(2-nitro-phenylhydrazono)-acetic acid ethyl ester | 114098-35-0

• 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: amino-(2-nitro-phenylhydrazono)-acetic acid ethyl ester
• 英文别名: N'-(2-Nitro-phenyl)-oxalomonohydrazonsaeure-2-aethylester-1-amid；Amino-(2-nitro-phenylhydrazono)-essigsaeure-aethylester；Oxalsaeure-aethylester-[amid-(2-nitro-phenylhydrazon)]；ethyl 2-amino-2-[(E)-2-(2-nitrophenyl)hydrazono]acetate；ethyl (2E)-2-amino-2-[(2-nitrophenyl)hydrazinylidene]acetate
• CAS: 114098-35-0
• 化学式: C₁₀H₁₂N₄O₄
• 分子量: 252.23
• InChiKey: KPHZJJGJFUHJFK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  123
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  amino-(2-nitro-phenylhydrazono)-acetic acid ethyl ester 生成 [1,2,4]三唑并[1,5-a]喹喔啉-2-羧酸,4,5-二氢-4-羰基-,乙基酯
  参考文献：
  名称：

  摘要：

  DOI：
• 作为产物：
  描述：

  2-氯-2-[2-(2-硝基苯基)亚肼基]乙酸乙酯 生成 amino-(2-nitro-phenylhydrazono)-acetic acid ethyl ester
  参考文献：
  名称：

  摘要：

  DOI：

文献信息

• [EN] HETEROCYCLIC COMPOUNDS<br/>[FR] COMPOSÉS HÉTÉROCYCLIQUES
  申请人：PI INDUSTRIES LTD

  公开号：WO2018116072A1

  公开（公告）日：2018-06-28

  The present invention relates to compounds of the general formula (1) wherein the variables are defined as given in the description and claims. The invention further relates to uses of and to, processes and intermediates related to compounds of the general formula (I), wherein Q is wherein the substituents of I, Ia and Ib are as defined in description and claims.

  本发明涉及通式（1）的化合物，其中变量的定义如描述和权利要求中所述。本发明还涉及通式（I）的化合物的用途、相关的工艺和中间体，其中Q是I、Ia和Ib的取代基，如描述和权利要求中所定义的。
• 3-Substituted Benzo[<i>e</i>][1,2,4]triazines: Synthesis and Electronic Effects of the C(3) Substituent
  作者：Agnieszka Bodzioch、Dominika Pomikło、Małgorzata Celeda、Anna Pietrzak、Piotr Kaszyński

  DOI：10.1021/acs.joc.9b00716

  日期：2019.5.17

  morpholine), PO(OEt)2, sulfanyl (SBu-t), alkoxide (OEt, OMe), and CN. The synthesis of C(3)–CF3 derivative 1g via the Ruppert reaction with 1d and its 1-oxide analogue 2d led to the substitution followed by formal addition of HCF3 to the C═N bond. Pd-catalyzed carbonylation reactions of 1d and 2d did not give the corresponding C(3)-carboxylic acids. Therefore, acid 1f was obtained through hydrolysis

  一系列19结构不同的C（3） -取代的苯并衍生物的[ ë ] [1,2,4]三嗪从3-氯- （合成1C）和3-碘代苯并〔ë ] [1,2,4]由三硝基苯胺分三步获得的三嗪（1d），收率为37-55％。亲核芳香族取代和金属催化的（Pd，Cu）反应导致功能衍生物包括烷基（C 5 H 11），（杂）芳基（Ph，2-噻吩基，二茂铁基），ArC≡C，胺（NHPh和吗啉） ），PO（OEt）2，硫烷基（SBu- t），醇盐（OEt，OMe）和CN。通过Ruppert反应与1d合成C（3）–CF 3衍生物1g其一氧化物类似物2d导致取代，随后将HCF 3正式加至C═N键。1d和2d的Pd催化的羰基化反应没有得到相应的C（3）-羧酸。因此，通过CN的水解获得酸1f。苯并[ e ] [1,2,4]三嗪环的电子结构上的取代基效应是通过光谱方法（紫外可见和核磁共振）并结合密度泛函理论计算来研究的。结果表明，C（3）取代基对π–π
• Catarzi, Daniela; Cecchi, Lucia; Colotta, Vittoria, Journal of Heterocyclic Chemistry, 1992, vol. 29, # 5, p. 1161 - 1163
  作者：Catarzi, Daniela、Cecchi, Lucia、Colotta, Vittoria、Filacchioni, Guido、Melani, Fabrizio

  DOI：——

  日期：——
• 1,2,4-Triazolo[1,5-<i>a</i>]quinoxaline as a Versatile Tool for the Design of Selective Human A₃ Adenosine Receptor Antagonists:  Synthesis, Biological Evaluation, and Molecular Modeling Studies of 2-(Hetero)aryl- and 2-Carboxy-Substitued Derivatives
  作者：Daniela Catarzi、Vittoria Colotta、Flavia Varano、Ombretta Lenzi、Guido Filacchioni、Letizia Trincavelli、Claudia Martini、Christian Montopoli、Stefano Moro

  DOI：10.1021/jm0504149

  日期：2005.12.1

  A number of 4-oxo-substituted 1,2,4-triazolo[1,5-alquinoxaline derivatives bearing at position-2 the claimed (hetero)aryl moiety (compounds 1-15) but also a carboxylate group (16-28, 3236) or a hydrogen atom (29-31) were designed as human A(3) (hA(3)) adenosine receptor (AR) antagonists. This study produced some interesting compounds and among them the 2-(4methoxyphenyl)-1,2,4-triazolo[1,5-alquinoxalin-4-one (8), which can be considered one of the most potent and selective hA(3) adenosine receptor antagonists reported till now. Moreover, as a new finding, replacement of the classical 2-(hetero)aryl moiety with a 2-carboxylate function (compounds 16-28 and 32-36) maintained good hA(3) AR binding activity but, most importantly and interestingly, produced a large increase in bA(3) versus hA(1) selectivity. A receptor-based SAR analysis provided new interesting insights about the steric and electrostatic requirements that are important for the anchoring of these derivatives at the hA(3) receptor recognition site, thus highlighting the versatility of the triazoloquinoxaline scaffold for obtaining potent and selective hA(3) AR antagonists.
• Chattaway; Ashworth, Journal of the Chemical Society, 1933, p. 478
  作者：Chattaway、Ashworth

  DOI：——

  日期：——