8-(2-methoxycarbonyl-phenyl)-[1]naphthoic acid methyl ester | 10383-78-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 8-(2-methoxycarbonyl-phenyl)-[1]naphthoic acid methyl ester
• 英文别名: 8-(2-Methoxycarbonyl-phenyl)-[1]naphthoesaeure-methylester；8,2'-Bis-methoxycarbonyl-1-phenyl-naphthalin；methyl 8-(2-methoxycarbonylphenyl)naphthalene-1-carboxylate
• CAS: 10383-78-5
• 化学式: C₂₀H₁₆O₄
• 分子量: 320.345
• InChiKey: SAQDPSPEADSDAT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.08
• 重原子数：
  24.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  52.6
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  8-(2-methoxycarbonyl-phenyl)-[1]naphthoic acid methyl ester 在 sodium hydroxide 作用下， 以 甲苯 为溶剂， 生成 8-(2-carboxy-phenyl)-[1]naphthoic acid
  参考文献：
  名称：

  Craig,J.T., Australian Journal of Chemistry, 1966, vol. 19, p. 1927 - 1934

  摘要：

  DOI：
• 作为产物：
  描述：

  2-碘苯甲酸甲酯 、 alkaline earth salt of/the/ methylsulfuric acid 在 铜 作用下， 生成 8-(2-methoxycarbonyl-phenyl)-[1]naphthoic acid methyl ester
  参考文献：
  名称：

  230.乌尔曼法合成中观苯并蒽酮和蒽酮

  摘要：

  DOI：

  10.1039/jr9370001096

文献信息

• Synthesis and cytotoxic activity of N-[(alkylamino)alkyl]carboxamide derivatives of 7-oxo-7H-benz[de]anthracene, 7-oxo-7H-naphtho[1,2,3-de]quinoline, and 7-oxo-7H-benzo[e]perimidine
  作者：Xianyong Bu、Junjie Chen、Leslie W. Deady、Clare L. Smith、Bruce C. Baguley、Debra Greenhalgh、Shangjin Yang、William A. Denny

  DOI：10.1016/j.bmc.2005.03.033

  日期：2005.6

  7-Oxo-7H-naphtho[1,2,3-de]quinoline-11-carboxamides and analogues were prepared and evaluated for in vitro and in vivo antitumor activity. Chromophore variations included 'deaza' (7-oxo-7H-benz[de]anthracene) and 'diaza' (7-oxo-7H-benzo[e]perimidine) analogues, and side chain variations included chiral a-methyl compounds. The naphthoquinolines were the most cytotoxic, with IC50 values of 5-20 nM, and showed the strongest DNA binding, with high selectivity for G-C rich DNA. The chiral a-methyl analogues were 10-20-fold more cytotoxic than the parent des-methyl compound. Both enantiomers provided substantial growth delays against s.c. colon 38 tumors in mice, with the R-enantiomer more active than the S (tumor growth delays of >35 and 12 days, respectively). 2005 Elsevier Ltd. All rights reserved.
• 125. 1 : 9-Benzanthrone-8-carboxylic acid and dibenzanthronedicarboxylic acid from 8-bromo-1-naphthoic acid
  作者：H. Gordon Rule、William Pursell、A. John G. Barnett

  DOI：10.1039/jr9350000571

  日期：——
• 126. The cyclisation of 1 : 9-benzanthrone-8-carboxylic acid to 8 : 11-ketobenzanthrone, and of dibenzanthronedicarboxylic acid to diketo-dibenzanthrone
  作者：Lucius A. Bigelow、H. Gordon Rule

  DOI：10.1039/jr9350000573

  日期：——