ethyl 5,7-dimethoxyindan-1-one-2-glyoxalate | 71088-95-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: ethyl 5,7-dimethoxyindan-1-one-2-glyoxalate
• 英文别名: Ethyl-5,7-dimethoxy-1-oxoindan-2-glyoxylat；ethyl 2-(4,6-dimethoxy-3-oxo-1,2-dihydroinden-2-yl)-2-oxoacetate
• CAS: 71088-95-4
• 化学式: C₁₅H₁₆O₆
• 分子量: 292.288
• InChiKey: JFMTWVSMOWIWDF-UHFFFAOYSA-N

物化性质

• 熔点：
  192-193 °C(Solv: ethanol (64-17-5))
• 沸点：
  475.0±45.0 °C(Predicted)
• 密度：
  1.266±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.19
• 重原子数：
  21.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  78.9
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  ethyl 5,7-dimethoxyindan-1-one-2-glyoxalate 在 sodium tetrahydroborate 、 双氧水 、 乙酸酐 、 溶剂黄146 、 potassium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 水 、 甲苯 为溶剂， 反应 28.0h， 生成 6,8-dimethoxy-2-(3,4-difluorophenyl)isoquinolin-1(2H)-one
  参考文献：
  名称：

  Discovery of 2-aryl-8-hydroxy (or methoxy)-isoquinolin-1(2H)-ones as novel EGFR inhibitor by scaffold hopping

  摘要：

  2-Aryl-8-hydroxy (or methoxy)-isoquinolin-1(2H)-one has been proposed as a novel scaffold of EGFR inhibitor based on scaffold hoping. In the present study, a series of 2-aryl-8-hydroxy (or methoxy)-isoquinolin-1(2H)-one derivatives were synthesized. Their antiproliferative activities in vitro were evaluated via MTT assay against two human cancer cell lines, including A431 and A549. The SAR of the title compounds was preliminarily discussed. The compounds with ideal inhibition were evaluated through ELISA-based EGFR-TK assay. Compound 6c showed the best activity against A431 and EGFR tyrosine kinase. These findings suggest that title compounds are EGFR inhibitors with novel structures. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.09.027
• 作为产物：
  描述：

  3,5-二甲氧基肉桂酸 在 5%-palladium/activated carbon 、 氢气 、 sodium methylate 作用下， 以 四氢呋喃 、 甲醇 、 甲苯 为溶剂， 反应 35.0h， 生成 ethyl 5,7-dimethoxyindan-1-one-2-glyoxalate
  参考文献：
  名称：

  Synthesis and antitumor activity evaluation of 2-arylisoquinoline-1,3(2H,4H)-diones in vitro and in vivo

  摘要：

  Six 2-(2-acylaminobenzothiazol-6-yl)isoquinoline-1,3(2H,4H)-diones (1a-1f) and five 2-arylisoquinoline-1,3(2H,4H)-diones (1g-1k) were synthesized by refluxing homophthalic anhydrides with 2-acylaminobenzothiazolyl-6-amine or substituted aniline in glacial acetic acid. The cytotoxic activities of 1a-1k were evaluated via MTT method against A431, A549, and PC3. Compound 1b relatively displayed a higher cytotoxic activity than the others. The antitumor effect of 1b were evaluated in established nude mice PANC-1 xenograft model. The results suggest that compound 1b could potentially inhibit tumor growth.

  DOI：

  10.1007/s00044-013-0734-x

文献信息

• Bhakta, C.; Mukherjee, Sanat K., Journal of the Indian Chemical Society, 1980, vol. 57, # 6, p. 637 - 639
  作者：Bhakta, C.、Mukherjee, Sanat K.

  DOI：——

  日期：——
• BHAKTA C.; MUKHERJEE S. K., J. INDIAN CHEM. SOC., 1980, 57, NO 6, 637-639
  作者：BHAKTA C.、 MUKHERJEE S. K.

  DOI：——

  日期：——