6-乙基-4-甲氧基-2H-吡喃-2-酮 | 106950-13-4

• 物质功能分类: 医药中间体 - 吡喃类化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• 中文名称: 6-乙基-4-甲氧基-2H-吡喃-2-酮
• 中文别名: 6-乙基-4-甲氧基-2-吡喃酮
• 英文名称: 6-ethyl-4-methoxy-2-pyrone
• 英文别名: 4-Methoxy-6-aethyl-2-pyron；6-ethyl-4-methoxy-pyran-2-one；6-Ethyl-4-methoxy-2-pyranone；6-ethyl-4-methoxypyran-2-one
• CAS: 106950-13-4
• 化学式: C₈H₁₀O₃
• mdl: MFCD09991688
• 分子量: 154.166
• InChiKey: CRYDMVQAZDVQSO-UHFFFAOYSA-N

物化性质

• 沸点：
  291.5±33.0 °C(Predicted)
• 密度：
  1.11±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.375
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2932999099
• 危险性防范说明：
  P264,P270,P301+P312,P330
• 危险性描述：
  H302

反应信息

• 作为反应物：
  描述：

  6-乙基-4-甲氧基-2H-吡喃-2-酮 、 2,4-二甲氧基-6-甲基苯甲酸甲酯 在 lithium diisopropyl amide 作用下， 生成 3-Ethyl-10-hydroxy-7,9-dimethoxy-benzo[g]isochromen-1-one
  参考文献：
  名称：

  Deshpande; Khan; Ayyanagar, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1996, vol. 35, # 8, p. 790 - 793

  摘要：

  DOI：
• 作为产物：
  描述：

  硫酸二甲酯 、 6-乙基-4-羟基-2H-吡喃-2-酮 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 3.5h， 以61%的产率得到6-乙基-4-甲氧基-2H-吡喃-2-酮
  参考文献：
  名称：

  WO2008/36379

  摘要：

  公开号：

文献信息

• 2-oxy-4H-3,1-benzoxazin-4-ones and related compounds and pharmaceutical
  申请人：Syntex (U.S.A.) Inc.

  公开号：US04745116A1

  公开（公告）日：1988-05-17

  2-Oxy-4H-3,1-benzoxazin-4-ones, useful as serine protease inhibitors, represented by the formula: ##STR1## and the pharmaceutically acceptable acid addition salts thereof, wherein: a is an integer of 1 to 4; A is a bond, or alkylene having one to eight carbon atoms; R is hydrogen, phenyl, imidazolyl or cycloalkyl having three to six carbon atoms, wherein the phenyl, imidazolyl or cycloalkyl ring is optionally substituted with 1 to 3 substituents independently selected from the group consisting of lower alkyl having one to four carbon atoms, lower alkoxy having one to four carbon atoms, --N(R.sup.1).sub.2, --NO.sub.2, halo or lower alkylthio having one to four carbon atoms, and, each R' is independently selected from the group consisting of hydroxy, benzyloxy, lower alkyl having one to six atoms, lower alkenyl having two to six carbon atoms, lower alkoxy having one to six carbon atoms, lower alkylthio or halo-lower alkyl having one to six carbon atoms, halo, --NO.sub.2, --N(R.sup.1).sub.2, --NR.sup.1 CO.sub.2 R.sup.2, --NR.sup.1 COR.sup.2, and --NR.sup.1 C(O)N(R.sup.1).sub.2, in which each R.sup.1 is independently hydrogen or lower alkyl having one to four carbon atoms, or together form a piperidine or a piperazine ring optionally substituted at the ring nitrogen by lower alkyl having one to four carbon atoms or --CH.sub.2 CH.sub.2 OH; each R.sup.2 is independently lower alkyl having one to four carbon atoms, A is an alkylene group if R is hydrogen, or a pharmaceutically acceptable acid addition salt thereof.

  2-氧基-4H-3,1-苯并噁嗪-4-酮是一种丝氨酸蛋白酶抑制剂，其化学式为：##STR1## 其中：a为1至4的整数；A为键或具有1至8个碳原子的烷基；R为氢、苯基、咪唑基或具有3至6个碳原子的环烷基，其中苯基、咪唑基或环烷基环上可选取1至3个取代基，所述取代基独立地选自于下列群组：具有1至4个碳原子的低烷基、具有1至4个碳原子的低烷氧基、--N(R.sup.1).sub.2、--NO.sub.2、卤素或具有1至4个碳原子的低烷基硫基，且每个R'独立地选自于下列群组：羟基、苄氧基、具有1至6个原子的低烷基、具有2至6个碳原子的低烯基、具有1至6个碳原子的低烷氧基、低烷基硫基或卤素-具有1至6个碳原子的低烷基、卤素、--NO.sub.2、--N(R.sup.1).sub.2、--NR.sup.1 CO.sub.2 R.sup.2、--NR.sup.1 COR.sup.2和--NR.sup.1 C(O)N(R.sup.1).sub.2，其中每个R.sup.1独立地为氢或具有1至4个碳原子的低烷基，或者共同形成一种哌啶或哌嗪环，所述环上的氮原子可选取具有1至4个碳原子的低烷基或--CH.sub.2 CH.sub.2 OH；每个R.sup.2独立地为具有1至4个碳原子的低烷基，如果R为氢，则A为烷基；或其药学上可接受的酸盐。
• Serine hydrolase inhibitors
  申请人：Shreder Kevin

  公开号：US20080161290A1

  公开（公告）日：2008-07-03

  Provided herein are benzoxazinone compounds of formula I and compositions containing the compounds. The compounds and compositions are useful in the methods of inhibiting the action of serine hydrolase, including neutrophil elastase. In certain embodiments, the compounds and compositions are useful in the prevention, amelioration or treatment of serine hydrolase-mediated diseases.

  本文提供了式I的苯并噁唑酮化合物和含有该化合物的组合物。该化合物和组合物在抑制丝氨酸水解酶的作用方法中有用，包括中性粒细胞弹性蛋白酶。在某些实施例中，该化合物和组合物在预防、改善或治疗丝氨酸水解酶介导的疾病方面有用。
• Synthesis and optimization of 2-pyridin-3-yl-benzo[d][1,3]oxazin-4-one based inhibitors of human neutrophil elastase
  作者：Kevin R. Shreder、Julia Cajica、Lingling Du、Allister Fraser、Yi Hu、Yasushi Kohno、Emme C.K. Lin、Steve J. Liu、Eric Okerberg、Lan Pham、Jiangyue Wu、John W. Kozarich

  DOI：10.1016/j.bmcl.2009.06.053

  日期：2009.8

  The hit-to-lead optimization of the HNE inhibitor 5-methyl-2-(2-phenoxy-pyridin-3-yl)-benzo[d][1,3]oxazin-4-one is described. A structure-activity relationship study that focused on the 5 and 7 benzoxazinone positions yielded the optimized 5-ethyl-7-methoxy-benzo[d][1,3]oxazin-4-one core structure. 2-[2-(4Methyl-piperazin-1-yl)-pyridin-3-yl] derivatives of this core were shown to yield HNE inhibitors of similar potency with significantly different stabilities in rat plasma. (C) 2009 Elsevier Ltd. All rights reserved.
• SERINE HYDROLASE INHIBITORS
  申请人：Activx Biosciences, Inc.

  公开号：EP2066662A2

  公开（公告）日：2009-06-10
• US4745116A
  申请人：——

  公开号：US4745116A

  公开（公告）日：1988-05-17