methyl 2-methyl-4-oxo-4,5-dihydrofuran-3-carboxylate | 1229043-19-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氢呋喃
• 英文名称: methyl 2-methyl-4-oxo-4,5-dihydrofuran-3-carboxylate
• 英文别名: Methyl 2-methyl-4-oxofuran-3-carboxylate；methyl 2-methyl-4-oxofuran-3-carboxylate
• CAS: 1229043-19-9
• 化学式: C₇H₈O₄
• 分子量: 156.138
• InChiKey: LWZWRIWPQYDVPV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl 2-methyl-4-oxo-4,5-dihydrofuran-3-carboxylate 在 盐酸羟胺 、 sodium acetate 、 对甲苯磺酸 作用下， 以 乙醇 、 水 、 苯 为溶剂， 反应 4.0h， 生成 methyl 5-(1-hydroxy-2-phenylvinyl)-3-methylisoxazole-4-carboxylate
  参考文献：
  名称：

  Synthesis and evaluation of the analgesic activity of some new isoxazolo[4,5-d]pyridazin-4(5H)-one derivatives

  摘要：

  研究人员合成了一些异恶唑并[4,5-d]哒嗪-4(5H)-酮衍生物，并对其镇痛活性进行了测试。 以吗啡和双氯芬酸为参照物，通过热板试验和醋酸蠕动试验确定了这些化合物的镇痛活性。化合物 4a、4f、4g 和 4i（25 毫克/千克）的镇痛效果与吗啡（5 毫克/千克）相似。

  DOI：

  10.3906/kim-1004-584
• 作为产物：
  描述：

  乙酰乙酸甲酯 、 氯乙酰氯 在 magnesium ethylate 作用下， 生成 methyl 2-methyl-4-oxo-4,5-dihydrofuran-3-carboxylate
  参考文献：
  名称：

  Synthesis and evaluation of the analgesic activity of some new isoxazolo[4,5-d]pyridazin-4(5H)-one derivatives

  摘要：

  研究人员合成了一些异恶唑并[4,5-d]哒嗪-4(5H)-酮衍生物，并对其镇痛活性进行了测试。 以吗啡和双氯芬酸为参照物，通过热板试验和醋酸蠕动试验确定了这些化合物的镇痛活性。化合物 4a、4f、4g 和 4i（25 毫克/千克）的镇痛效果与吗啡（5 毫克/千克）相似。

  DOI：

  10.3906/kim-1004-584

文献信息

• Preparation of 2-Substituted 3-Methoxycarbonyl-4-methoxyfurans that Allow Access to Highly Functionalized Naphthalenes via Regioselective Cycloaddition with Alkoxybenzyne
  作者：Shogo Sato、Takuma Kawada、Hiroshi Takikawa、Keisuke Suzuki

  DOI：10.1055/s-0036-1590825

  日期：2017.9

  A facile synthetic method of 2-substituted 3-methoxycarbonyl-4-methoxyfurans has been developed, allowing construction of highly functionalized naphthalene derivatives via (1) regioselective benzyne [4+2] cycloaddition with α-alkoxybenzyne and (2) reductive aromatization.

  已开发出一种简便的 2-取代 3-甲氧基羰基-4-甲氧基呋喃合成方法，允许通过 (1) 区域选择性苄基 [4+2] 与 α-烷氧基苄的环加成和 (2) 还原芳构化来构建高度官能化的萘衍生物。
• Synthesis and cyclooxygenase inhibitory activities of some N-acylhydrazone derivatives of isoxazolo[4,5-d]pyridazin-4(5H)-ones
  作者：Oya Ünsal-Tan、Kevser Özden、Arvi Rauk、Ayla Balkan

  DOI：10.1016/j.ejmech.2010.02.012

  日期：2010.6

  In this study, new isoxazolo[4,5-d]pyridazin-4(5H)-one derivatives having an N-acylhydrazone moiety were synthesized. The compounds were tested for their COX inhibitory activities using NS-398 and indomethacine as reference compounds. Although the compounds had an inhibitory profile against both COX-1 and COX-2, most were found to be more selective against COX-2 by a small percentage of inhibition, at the concentration of 50 mu M. Docking studies were clone to understand the interactions of the tested compounds with the active site of COX-2. It was observed that the compounds fit into, and interacted with, the hydrophobic parts which are common in the active pocket of COX-1 and COX-2 enzymes but could not fit to the area which is specific for COX-2 enzyme.