2-[(4-甲氧基苯基)氨基]-4H-3,1-苯并恶嗪-4-酮 | 86672-55-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶嗪类
• 中文名称: 2-[(4-甲氧基苯基)氨基]-4H-3,1-苯并恶嗪-4-酮
• 英文名称: 2-((4-methoxyphenyl)amino)-4H-benzo[d][1,3]oxazin-4-one
• 英文别名: 2-(4-methoxyphenylamino)-4H-benzo[d][1,3]oxazin-4-one；2-(4-Methoxyphenylamino)-4H-3,1-benzoxazin-4-one；2-(4-Methoxyanilino)-3,1-benzoxazin-4-one
• CAS: 86672-55-1
• 化学式: C₁₅H₁₂N₂O₃
• 分子量: 268.272
• InChiKey: UHVKKDSXQJGPDB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  59.9
• 氢给体数：
  1
• 氢受体数：
  4

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-甲氧基苯基)氨基]-4H-3,1-苯并恶嗪-4-酮
  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

• Pd/C-Catalyzed Carbonylative Synthesis of 2-Aminobenzoxazinones from 2-Iodoaryl Azides and Amines
  作者：Youcan Zhang、Zhiping Yin、Hai Wang、Xiao-Feng Wu

  DOI：10.1021/acs.orglett.9b00966

  日期：2019.5.3

  palladium-catalyzed carbonylative procedure for the synthesis of 2-aminobenzoxazinones from 1-azido-2-iodobenzenes and amines has been developed. A broad range of 2-aminobenzoxazinone derivatives were prepared in moderate to excellent yields by using Pd/C as the catalyst under CO atmosphere. Notably, by using organic azides as the substrates, external oxidant usage can be successfully avoided and only forms

  已经开发了钯催化的由1-叠氮基-2-碘苯和胺合成2-氨基苯并恶嗪酮的羰基化方法。通过在CO气氛下使用Pd / C作为催化剂，以中等到极好的收率制备了各种各样的2-氨基苯并恶嗪酮衍生物。特别地，通过使用有机叠氮化物作为底物，可以成功地避免外部氧化剂的使用，并且仅形成副产物N 2。
• 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。
• Efficient Synthesis of 4h-Benzo[d][1,3]oxazin-4-ones from Anthranilic Acids and Aryl Isoselenocyanates
  作者：Yuanyuan Xie、Dongmei Zhu

  DOI：10.3184/174751913x13686242406479

  日期：2013.6

  A synthesis in good to excellent yields of 23 4H-benzo[d][1,3]oxazin-4-ones, 18 of which are novel, from monosubstituted anthranilic acids and variously substituted phenyl isoselenocyanates without using any harsh reagents has been developed. The Se powder precipitated during the reaction could be efficiently recycled for the preparation of the aryl isoselenocyanates.

  已经开发出一种从单取代邻氨基苯甲酸和不同取代的异硒氰酸苯基酯合成 23 4H-苯并[d][1,3]恶嗪-4-酮，其中 18 种是新型的，且不使用任何刺激性试剂的合成方法。反应过程中沉淀的硒粉可有效回收用于制备异硒氰酸芳基酯。
• 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。
• [EN] 2-AMINO-4H-3,1-BENZOXAZIN-4-ONE DERIVATIVES FOR THE TREATMENT OF OBESITY<br/>[FR] 2-AMINO-4H-3,1-BENZOXAZINE-4-ONES DESTINEES AU TRAITEMENT DE L'OBESITE
  申请人：ALIZYME THERAPEUTICS LTD

  公开号：WO2000040247A1

  公开（公告）日：2000-07-13

  The use of a compound comprising formula (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 R1 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.

  使用公式（I）或其盐、酯、酰胺或前药，以抑制一种首选作用模式是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。这些化合物还可用于医学，例如在肥胖和相关疾病的治疗中。本发明还涉及公式（I）内的新化合物，制备它们的过程以及含有它们的制药组合物。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（可选地由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。