2-((4-chlorophenyl)amino)-4H-benzo[d][1,3]oxazin-4-one | 54722-44-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶嗪类
• 英文名称: 2-((4-chlorophenyl)amino)-4H-benzo[d][1,3]oxazin-4-one
• 英文别名: 2-(4-Chloro-phenylamino)-benzo[d][1,3]oxazin-4-one；2-(4-Chlorophenylamino)-4H-3,1-benzoxazin-4-one；2-(4-chloro-phenyl)-4H-3,1-benzoxazin-4-one；2-(4-chloroanilino)-4H-3,1-benzoxazin-4-one；2-(4-chloroanilino)-3,1-benzoxazin-4-one
• CAS: 54722-44-0
• 化学式: C₁₄H₉ClN₂O₂
• 分子量: 272.691
• InChiKey: QBHHRJRBHXDCMO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  50.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  ethyl 2-(triphenylphosphoranylidene-amino)benzoate 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 生成 2-((4-chlorophenyl)amino)-4H-benzo[d][1,3]oxazin-4-one
  参考文献：
  名称：

  Tetrabutylammonium Fluoride Promoted Intramolecular Nucleophilic Attack of an Ester Group on a Carbodiimide: Preparation of 1,3-Oxazolin-5-ones and 3,1-Benzoxazin-4-ones

  摘要：

  在四丁基氟化铵（TBAF）的存在下，δ或δ位上带有酯基的官能化碳二亚胺在温和的条件下发生环化反应，生成 1,3-噁唑啉-5-酮或 3,1-苯并噁嗪-4-酮，合成产率高。

  DOI：

  10.1055/s-1996-4284

文献信息

• Solution-phase parallel synthesis of benzoxazines using a polymer-supported carbodiimide
  作者：Brad O. Buckman、Michael M. Morrissey、Raju Mohan

  DOI：10.1016/s0040-4039(98)00012-4

  日期：1998.3

  A diverse library of 2-aminobenzoxazines 3 has been synthesized using a two step approach. Addition of anthranilic acids to isocyanates affords ureas 2 that can be cyclized by polymer-supported EDC to give 2-aminobenzoxazines 3.

  使用两步方法已合成了多种多样的2-氨基苯并恶嗪3库。将邻氨基苯甲酸加到异氰酸酯中可得到脲2，该脲2可通过聚合物负载的EDC环化，得到2-氨基苯并恶嗪3。
• A Convenient Palladium-Catalyzed Carbonylative Synthesis of 2-Aminbenzoxazinones from 2-Bromoanilines and Isocyanates
  作者：Xiao-Feng Wu、Muhammad Sharif、Khurram Shoaib、Helfried Neumann、Anahit Pews-Davtyan、Peter Langer、Matthias Beller

  DOI：10.1002/chem.201300537

  日期：2013.5.10

  Mon ami(ne)! A general and convenient methodology for 2‐aminobenzoxazinone synthesis has been developed (see scheme). Readily available 2‐bromoanilines and isocyanates were used as substrates and various products have been prepared in good yields. Notably, [Mo(CO)6] as a solid CO source was applied instead of gas.

  星期一ami（ne）！已经开发了一种通用且方便的2-氨基苯并恶嗪酮合成方法（请参见方案）。现成的2-溴苯胺和异氰酸酯被用作底物，并且以高收率制备了各种产品。值得注意的是，应用[Mo（CO）6 ]作为固体CO源代替气体。
• Allosteric inhibitors of pyruvate kinase
  申请人：——

  公开号：US20010046997A1

  公开（公告）日：2001-11-29

  Chemical structures have been identified which allosterically modify pyrvate kinase and inhibit enzymatic activity. These compounds can be used as pharmaceuticals in the treatment of a wide variety of diseases and disorders where influencing metabolic processes is beneficial, such as the glycolytic pathway, all pathways which use ATP as an energy source, and all pathways which involve 2,3-diphosphoglycerate related to the delivery of oxygen by modifying hemoglobin's oxygen affinity, treatments of tumor and cancer and Alzheimer's disease (AD).

  已经鉴定出一些化学结构，可以使变构酶发生变异并抑制其酶活性。这些化合物可用作药物，用于治疗各种疾病和障碍，其中影响代谢过程有益的疾病，例如糖酵解途径，所有使用ATP作为能源的途径，以及所有涉及2,3-二磷酸甘油酸与通过修改血红蛋白的氧亲和力来传递氧的途径，肿瘤和癌症以及阿尔茨海默病（AD）的治疗。
• 2-amino-benzoxazinone derivatives for the treatment of obesity
  申请人：——

  公开号：US20030013707A1

  公开（公告）日：2003-01-16

  The use of a compound comprising formula (I): 1 (I) or a salt, ester, amide or prodrug therof in the inhibition of an enzyme whose preferred mode of action is to catalyse the hydrolysis of an ester functionality, e.g. in the control and inhibition of unwanted enzymes in products and processes. The compounds are also useful in medicine e.g. in the treatment of obesity and related conditions. The invention also relates to novel compounds within formula (I), to processes for preparing them and pharmaceutical compositions containing them. In formula (I) A is a 6-membered aromatic or heteroaromatic ring; and R 1 is a branched or unbranched alkyl (optionally interrupted by one or more oxygen atoms), alkenyl, alkynyl, cycloalkyl, cycloalkenyl, aryl, arylalkyl, reduced arylalkyl, arylalkenyl, heteroaryl, heteroarylalkyl, heteroarylalkenyl, reduced aryl, reduced heteroaryl, reduced heteroarylalkyl or a substituted derivative of any of the foregoing groups.

  使用化合物公式(I):1(I)或其盐、酯、酰胺或前药来抑制一种首选作用方式为催化酯官能团水解的酶的活性，例如在产品和过程中控制和抑制不需要的酶。该化合物在医学上也有用，例如在肥胖和相关疾病的治疗中。该发明还涉及公式(I)中的新化合物，制备它们的方法以及含有它们的药物组合物。在公式(I)中，A是6元芳香或杂芳香环；R1是支链或直链烷基（可以被一个或多个氧原子中断）、烯基、炔基、环烷基、环烯基、芳基、芳基烷基、还原芳基烷基、芳基烯基、杂芳基、杂芳基烷基、还原芳基、还原杂芳基烷基或任何上述基团的取代衍生物。
• Papadopoulos, E. P.; Torres, C. D., Journal of Heterocyclic Chemistry, 1982, vol. 19, p. 269 - 272
  作者：Papadopoulos, E. P.、Torres, C. D.

  DOI：——

  日期：——