ethyl 7-methyl-4-oxo-4H-chromene-2-carboxylate | 33543-95-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: ethyl 7-methyl-4-oxo-4H-chromene-2-carboxylate
• 英文别名: 4H-1-Benzopyran-2-carboxylic acid, 7-methyl-4-oxo-, ethyl ester；ethyl 7-methyl-4-oxochromene-2-carboxylate
• CAS: 33543-95-2
• 化学式: C₁₃H₁₂O₄
• 分子量: 232.236
• InChiKey: DTYYWXDWSQOSNT-UHFFFAOYSA-N

物化性质

• 熔点：
  58-60 °C
• 沸点：
  355.3±42.0 °C(Predicted)
• 密度：
  1.252±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2918300090

反应信息

• 作为反应物：
  描述：

  ethyl 7-methyl-4-oxo-4H-chromene-2-carboxylate 在 palladium 10% on activated carbon 、 氢气 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 以99%的产率得到ethyl 7-methylchroman-2-carboxylate
  参考文献：
  名称：

  新型合成化合物MCAP通过抑制NF-kB和p38 MAPK途径在体外抑制LPS诱导的鼠小胶质细胞活化。

  摘要：

  目的：研究新型合成化合物7-甲基苯并-2-羧酸N-（2-三氟甲基）苯酰胺（MCAP）在体外对LPS诱导的小胶质细胞活化的抗神经炎症作用。方法：将原代小鼠小胶质细胞和BV2小胶质细胞暴露于LPS（50或100 ng / mL）。通过RT-PCR，Western blot和ELISA分析iNOS和COX-2，促炎细胞因子，NF-κB和p38 MAPK信号分子的表达。分别使用相差显微镜和荧光显微镜观察小胶质细胞的形态变化和NF-kB的核易位。结果：MCAP（0.1，1，10 mumol / L）预处理可剂量依赖性地抑制LPS诱导的BV2小胶质细胞中iNOS和COX-2的表达。用MCAP（0.1，0.5μmol/ L）预处理的原发性小胶质细胞获得了相似的结果。MCAP剂量依赖性地减轻LPS诱导的TNF-α，IL-6和IL-1beta的释放，并通过减少BV2小胶质细胞中IkappaBalpha的磷酸

  DOI：

  10.1038/aps.2015.138
• 作为产物：
  描述：

  在 polyphosphoric acid 作用下， 以 neat (no solvent) 为溶剂， 生成 ethyl 7-methyl-4-oxo-4H-chromene-2-carboxylate
  参考文献：
  名称：

  An Efficient Construction of 4-Oxo-4H-chromene-2-carboxylate Derivatives via One-Pot Cascade Reaction Under Solvent-Free Conditions

  摘要：

  An efficient synthetic strategy to chromone derivatives from commercially available diethyl acetylenedicarboxylate and phenols via a one-pot cascade reaction has been developed. Performing the reaction using pyridine and polyphosphoric acid as the catalyst at room temperature and 90 degrees C without any solvent gave the chromone derivatives in good to high yields at one time. A possible reaction pathway was also proposed and supported by the experiment. This protocol is environmentally friendly and metal-free, with advantages including short reaction times, convenient operation, and mild reaction conditions.

  DOI：

  10.3987/com-15-13191

文献信息

• [EN] SUBSTITUTED CYCLOLAKYLS AS MODULATORS OF THE INTEGRATED STRESS PATHWAY<br/>[FR] CYCLOLALKYLES SUBSTITUÉS EN TANT QUE MODULATEURS DE LA VOIE DE STRESS INTÉGRÉE
  申请人：CALICO LIFE SCIENCES LLC

  公开号：WO2020223536A1

  公开（公告）日：2020-11-05

  Provided herein are compounds, compositions, and methods useful for modulating the integrated stress response (ISR) and for treating related diseases, disorders and conditions.

  本文提供了用于调节综合应激反应（ISR）并治疗相关疾病、疾病和症状的化合物、组合物和方法。
• Quinolinyl-chromone derivatives and use for treatment of hypersensitive
  申请人：Rorer Pharmaceutical Corporation

  公开号：US04977162A1

  公开（公告）日：1990-12-11

  This invention relates to certain quinolinyl-chromone compounds and their use as valuable pharmaceutical agents, particularly as lipoxygenase inhibitors and/or leukotriene antagonists possessing anti-inflammatory and anti-allergic properties.

  这项发明涉及某些喹啉基-香豆素化合物及其作为有价值的药用剂的用途，特别是作为脂氧酶抑制剂和/或白三烯拮抗剂，具有抗炎和抗过敏性能。
• Quinolinyl-benzopyran derivatives as antagonists of leukotriene D4
  申请人：——

  公开号：US05082849A1

  公开（公告）日：1992-01-21

  This invention relates to certain quinolinyl-benzopyran compounds and their use as valuable pharmaceutical agents, particularly as lipoxygenase inhibitors and/or leukotriene antagonists and/or mediator release inhibitors possessing anti-inflammatory and anti-allergic properties.

  这项发明涉及某些喹啉基-苯并吡喁化合物及其作为有价值的药物代理的用途，特别是作为脂氧合酶抑制剂和/或白三烯拮抗剂和/或介质释放抑制剂，具有抗炎和抗过敏特性。
• Synthesis of helianane, an unusual marine sesquiterpene employing ring-expansion by flash vacuum thermolysis
  作者：Subir K. Sabui、Ramanathapuram V. Venkateswaran

  DOI：10.1016/j.tetlet.2004.10.101

  日期：2004.12

  A total synthesis of the marine sesquiterpene helianane 1 is described involving the thermal rearrangement of the benzoxabicyclo[4.2.0]octenone 4 to generate the dienone 5 incorporating the benzoxocane ring system of 1. This dienone was converted to the key ketone 11, which on interaction with methylmagnesium iodide followed by hydrogenation of the resulting alkene 18 furnished helianane 1.

  描述了海洋倍半萜烯lian烯1的全合成，涉及苯并氧杂双环[4.2.0]辛烯酮4的热重排以生成并入了苯并氧杂烷环系统1的二烯酮5。该二烯酮被转化为关键的酮11，其与甲基碘化镁相互作用后，将所得的烯烃18加氢得到furnished烯1。
• MODULATORS OF DOPAMINE NEUROTRANSMISSION
  申请人：Sonesson Clas

  公开号：US20110105461A1

  公开（公告）日：2011-05-05

  The present invention relates to novel 1-(2,3-dihydro-1,4-benzodioxin-2-yl)-methanamine derivatives, useful as modulators of dopamine neurotransmission, and more specifically as dopaminergic stabilizers. In other aspects the invention relates to the use of these compounds in a method for therapy and to pharmaceutical compositions comprising the compounds of the invention.

  本发明涉及一种新型的1-(2,3-二氢-1,4-苯并二氧杂环-2-基)-甲胺衍生物，可用作多巴胺神经递质的调节剂，更具体地说是多巴胺能稳定剂。在其他方面，本发明涉及使用这些化合物的疗法方法，以及包含本发明化合物的制药组合物。