2-乙氧基-6-甲基-4H-3,1-苯并恶嗪-4-酮 | 135498-43-0

• 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-乙氧基-6-甲基-4H-3,1-苯并恶嗪-4-酮
• 英文名称: 2-Ethoxy-6-methyl-3,1-benzoxazin-4-one
• CAS: 135498-43-0
• 化学式: C₁₁H₁₁NO₃
• 分子量: 205.213
• InChiKey: ZKWXJEXMJCTFIZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  47.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  半胱胺盐酸盐 、 2-乙氧基-6-甲基-4H-3,1-苯并恶嗪-4-酮 在 吡啶 作用下， 反应 0.25h， 以34%的产率得到3-(2-Mercaptoethyl)-6-methylchinazolin-2,4(1H,3H)-dion
  参考文献：
  名称：

  Gutschow; Tonew; Leistner, Pharmazie, 1995, vol. 50, # 10, p. 672 - 675

  摘要：

  DOI：
• 作为产物：
  描述：

  2-氨基-5-甲基苯甲酸 、 氯甲酸乙酯 在 吡啶 作用下， 反应 3.0h， 以91%的产率得到2-乙氧基-6-甲基-4H-3,1-苯并恶嗪-4-酮
  参考文献：
  名称：

  Inhibition of cathepsin G by 4H-3,1-benzoxazin-4-ones

  摘要：

  A series of 4H-3,1-benzoxazin-4-ones is reported that inhibit the serine proteases human cathepsin G and bovine chymotrypsin. The synthesis and kinetic parameters of the alkaline hydrolysis is described. These compounds act as acyl-enzyme inhibitors of both enzymes. The reaction of cathepsin G with 2-benzylamino-4H-3,1-benzoxazin-4-one (20) was studied in detail. A partition in deacylation of the initially formed acyl-enzyme was observed, leading to the formation of 2-(3-benzylureido)benzoic acid (26) and 3-benzylquinazoline-2,4-(1H,3H)-dione (27). A 6-methyl substitution strongly increased the acylation rate of both proteases. Introduction of an aryl moiety into the 2-substituent led to compounds with K-i values towards cathepsin G in the nanomolar range. Their inhibitory potency is stronger than that of other synthetic inhibitors of cathepsin G. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0968-0896(97)00128-4

文献信息

• Nickel-catalyzed Cycloadditions of Benzoxazinones with Alkynes: Synthesis of Quinolines and Quinolones
  作者：Nobuyoshi Maizuru、Tasuku Inami、Takuya Kurahashi、Seijiro Matsubara

  DOI：10.1246/cl.2011.375

  日期：2011.4.5

  A nickel-catalyzed cycloaddition has been developed where readily available benzoxazinones react with alkynes to afford substituted quinolines or quinolones. The specific cycloaddition can be achie...

  已经开发了镍催化的环加成反应，其中容易获得的苯并嗪酮与炔烃反应得到取代的喹啉或喹诺酮。具体的环加成可以实现...
• 2-Oxy-Benzoxazinone Derivatives for the Treatment of Obesity
  申请人：Hodson Harold Francis

  公开号：US20080161301A1

  公开（公告）日：2008-07-03

  The use of a compound comprising formula (I): or a salt, ester, amide or prodrug thereof 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.

  使用式(I)的化合物或其盐、酯、酰胺或前药在抑制一种首选模式为催化酯官能团水解的酶方面具有应用，例如在产品和过程中控制和抑制不需要的酶。该化合物也在医学上有用，例如在肥胖和相关疾病的治疗中。该发明还涉及式(I)内的新化合物，以及制备它们的过程和含有它们的药物组成物。 在式(I)中，A是6元芳香或杂芳香环；而R1是支链或非支链烷基（可选地被一个或多个氧原子打断）、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、杂芳基烯基、还原芳基、还原杂芳基、还原杂芳基烷基或上述任何基团的取代衍生物。
• 2-OXY-BENZOXAZINONE DERIVATIVES FOR THE TREATMENT OF OBESITY
  申请人：Hodson Harold Francis

  公开号：US20110065697A1

  公开（公告）日：2011-03-17

  The use of a compound comprising formula (I): or a salt, ester, amide or prodrug thereof 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.

  使用公式（I）的化合物或其盐，酯，酰胺或前药在抑制其首选作用方式为催化酯官能团水解的酶中的应用，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很有用，例如在肥胖和相关疾病的治疗中。该发明还涉及公式（I）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，杂芳基烯基，还原芳基，还原杂芳基，还原杂芳基烷基或任何上述基团的取代衍生物。
• Use of non-digestible polymeric foams to sequester ingested materials thereby inhibiting their absorption by the body
  申请人：The Procter & Gamble Company

  公开号：US20040091450A1

  公开（公告）日：2004-05-13

  This disclosure relates to compositions comprising an open-celled polymeric foam wherein the compositions are useful for sequestering lipophilic materials present in the gastrointestinal tract, thereby inhibiting the absorption of such lipophilic materials by the body. The disclosure further relates to compositions comprising the open-celled polymeric foam wherein the compositions are useful for ameliorating side effects associated with the use of lipase inhibitors. In a preferred embodiment, this disclosure relates to compositions comprising polymeric foam materials made from high internal phase emulsions, where such foams are useful for sequestering lipophilic materials. Further disclosed are compositions comprising open-celled polymeric foams wherein the compositions are useful for the purpose of sequestering aqueous and/or hydrophilic materials present in the gastrointestinal tract, thereby ameliorating diarrhea. Kits comprising the compositions and methods of using the compositions and kits are also described.

  本公开涉及包含开孔聚合泡沫的组合物，其中的组合物可用于封闭存在于胃肠道中的亲脂性物质，从而抑制人体对此类亲脂性物质的吸收。本公开进一步涉及包含开孔聚合物泡沫的组合物，其中该组合物可用于改善与使用脂肪酶抑制剂相关的副作用。在一个优选的实施方案中，本公开涉及包含由高内相乳液制成的聚合物泡沫材料的组合物，其中这种泡沫可用于封存亲脂材料。进一步公开的是由开孔聚合物泡沫组成的组合物，其中的组合物可用于封闭胃肠道中的水性和/或亲水性物质，从而改善腹泻。还描述了包含这些组合物的试剂盒以及使用这些组合物和试剂盒的方法。
• Compositions, methods, and kits useful for the alleviation of gastrointestinal effects
  申请人：——

  公开号：US20040126424A1

  公开（公告）日：2004-07-01

  This disclosure relates to compositions suitable for a variety of treatments, including ameliorating the undesirable side effects associated with compounds such as lipase inhibitors (e.g., anal leakage of undigested fat or oil). In particular, one embodiment of the present invention relates to compositions that are suitable for administration to an animal for the purpose of stiffening one or more lipophilic substances present in the gastrointestinal tract of the animal. The stiffening agents have a complete melting point of about 33° C. or greater. Various kits comprising the compositions are also described herein. Also disclosed are methods of stiffening lipophilic substances present in the gastrointestinal tract of an animal are provided, wherein the methods comprise administering a composition comprising a safe and effective amount of a stiffening agent to the animal, wherein the stiffening agent is described herein and has a complete melting point of about 33° C. or greater. The methods also include those selected from treating gastrointestinal distress, treating fecal urgency, treating obesity, treating hyperlipidemia, treating diarrhea, inhibiting anal leakage, reducing levels of toxic substances, reducing blood cholesterol levels, inducing satiety, effecting weight loss, effecting weight control, treating Type II Diabetes, delaying onset of Type II Diabetes, preventing Type II Diabetes, and combinations thereof, the methods comprising administering a composition comprising a safe and effective amount of the stiffening agent to the animal, as well as a safe and effective amount of a lipase inhibitor.

  本公开涉及适用于各种治疗的组合物，包括改善与脂肪酶抑制剂等化合物相关的不良副作用（如未消化脂肪或油的肛门渗漏）。特别是，本发明的一个实施方案涉及适用于动物的组合物，其目的是使动物胃肠道中的一种或多种亲脂物质变硬。硬化剂的完全熔点约为 33 摄氏度或更高。本文还描述了包含这些组合物的各种试剂盒。 还公开了使存在于动物胃肠道中的亲脂性物质变硬的方法，其中方法包括向动物施用包含安全有效量的变硬剂的组合物，其中变硬剂如本文所述，具有约33℃或更高的完全熔点。这些方法还包括选自治疗肠胃不适、治疗排便急迫症、治疗肥胖症、治疗高脂血症、治疗腹泻、抑制肛门渗漏、降低有毒物质水平、降低血液胆固醇水平、诱导饱腹感、减轻体重、控制体重、治疗 II 型糖尿病、延缓衰老、控制体重的方法、治疗 II 型糖尿病、延迟 II 型糖尿病的发病、预防 II 型糖尿病及其组合，这些方法包括向动物施用包含安全有效量的硬化剂以及安全有效量的脂肪酶抑制剂的组合物。