Methyl 4-[4-(3,4-dichlorophenylmethyl)phenyl]-2,4-dioxo-1-butanoate | 82760-80-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Methyl 4-[4-(3,4-dichlorophenylmethyl)phenyl]-2,4-dioxo-1-butanoate
• 英文别名: methyl 4-[4-[(3,4-dichlorophenyl)methyl]phenyl]-2,4-dioxobutanoate
• CAS: 82760-80-3
• 化学式: C₁₈H₁₄Cl₂O₄
• 分子量: 365.213
• InChiKey: LTZIILXMVQEOKF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  60.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Methyl 4-[4-(3,4-dichlorophenylmethyl)phenyl]-2,4-dioxo-1-butanoate 在 sodium hydroxide 作用下， 以 1,4-二氧六环 、 乙醇 为溶剂， 生成 4-[4-(3,4-dichlorophenylmethyl)phenyl]-2,4-dioxo-1-butanoic acid
  参考文献：
  名称：

  Inhibitors of glycolic acid oxidase. 4-Substituted-2,4-dioxobutanoic acid derivatives

  摘要：

  Fourteen new 4-substituted 2,4-dioxobutanoic acids have been synthesized. These compounds, all of which contain lipophilic 4-substituents, are potent inhibitors in vitro of porcine liver glycolic acid oxidase. The I50 value of the two most potent representatives, 4-(4'-bromo[1,1'-biphenyl]-4-yl)-2, 4-dioxobutanoic acid (8) and 4-[4'-[[(3,4-dihydro-3-hydroxy-2H-1, 5-benzodioxepin-3-yl)methyl]thio][1,1'-biphenyl]-4-yl]-2, 4-dioxobutanoic acid (13) is 6 X 10(-8)M.

  DOI：

  10.1021/jm00362a020
• 作为产物：
  描述：

  1,2-dichloro-4-(phenylmethyl)benzene 在 三氯化铝 、 sodium methylate 作用下， 以 二氯甲烷 、 苯 为溶剂， 反应 3.0h， 生成 Methyl 4-[4-(3,4-dichlorophenylmethyl)phenyl]-2,4-dioxo-1-butanoate
  参考文献：
  名称：

  Inhibitors of glycolic acid oxidase. 4-Substituted-2,4-dioxobutanoic acid derivatives

  摘要：

  Fourteen new 4-substituted 2,4-dioxobutanoic acids have been synthesized. These compounds, all of which contain lipophilic 4-substituents, are potent inhibitors in vitro of porcine liver glycolic acid oxidase. The I50 value of the two most potent representatives, 4-(4'-bromo[1,1'-biphenyl]-4-yl)-2, 4-dioxobutanoic acid (8) and 4-[4'-[[(3,4-dihydro-3-hydroxy-2H-1, 5-benzodioxepin-3-yl)methyl]thio][1,1'-biphenyl]-4-yl]-2, 4-dioxobutanoic acid (13) is 6 X 10(-8)M.

  DOI：

  10.1021/jm00362a020

文献信息

• 2,4-Dioxo-4-substituted-1-butanoic acid derivatives useful in treating
  申请人：Merck & Co., Inc.

  公开号：US04336397A1

  公开（公告）日：1982-06-22

  2,4-Dioxo-4-substituted-1-butanoic acid derivatives of the formula: ##STR1## where R is hydrogen or C.sub.1-4 alkyl; and L is a lipophilic group consisting essentially of: ##STR2## where R.sup.1 and R.sup.2 are each independently selected from the group consisting of (a) hydrogen; (b) C.sub.4-12 straight or branched chain alkyl; (c) C.sub.4-7 cycloalkyl; and (d) tetrahydronaphthyl; provided that R.sup.1 and R.sup.2 may not both be hydrogen; and when one of R.sup.1 or R.sup.2 is tetrahydronaphthyl, the other must be some other substituent; and that positions 2 and 6 of the substituted phenyl moiety may not be substituted; and ##STR3## where R.sup.1, and R.sup.2 have the same meaning as above except tetrahydronaphthyl; R.sup.3 is bromine, chlorine, or fluorine; m is 0 to 3; or a pharmaceutically acceptable salt thereof.

  公式为：##STR1##其中，R为氢或C.sub.1-4烷基；L为一个亲脂性基团，基本上由以下组成：##STR2##其中，R.sup.1和R.sup.2各自独立选择自以下组：(a)氢；(b)C.sub.4-12直链或支链烷基；(c)C.sub.4-7环烷基；和(d)四氢萘基；但是要求R.sup.1和R.sup.2不能同时为氢；当R.sup.1或R.sup.2之一为四氢萘基时，另一个必须是其他取代基；并且取代苯基的2和6位不能被取代；以及##STR3##其中，R.sup.1和R.sup.2的含义与上述相同，除了四氢萘基；R.sup.3为溴、氯或氟；m为0到3；或其药学上可接受的盐。
• CRAGOE, E. J.;PATCHETT, A. A.;ROOROY, C. S.;WILLIAMS, H. W. R.
  作者：CRAGOE, E. J.、PATCHETT, A. A.、ROOROY, C. S.、WILLIAMS, H. W. R.

  DOI：——

  日期：——
• US4336397A
  申请人：——

  公开号：US4336397A

  公开（公告）日：1982-06-22
• Inhibitors of glycolic acid oxidase. 4-Substituted-2,4-dioxobutanoic acid derivatives
  作者：H. W. R. Williams、E. Eichler、W. C. Randall、C. S. Rooney、E. J. Cragoe、K. B. Streeter、H. Schwam、S. R. Michelson、A. A. Patchett、D. Taub

  DOI：10.1021/jm00362a020

  日期：1983.8

  Fourteen new 4-substituted 2,4-dioxobutanoic acids have been synthesized. These compounds, all of which contain lipophilic 4-substituents, are potent inhibitors in vitro of porcine liver glycolic acid oxidase. The I50 value of the two most potent representatives, 4-(4'-bromo[1,1'-biphenyl]-4-yl)-2, 4-dioxobutanoic acid (8) and 4-[4'-[[(3,4-dihydro-3-hydroxy-2H-1, 5-benzodioxepin-3-yl)methyl]thio][1,1'-biphenyl]-4-yl]-2, 4-dioxobutanoic acid (13) is 6 X 10(-8)M.