4,5-dimethyl-6-oxo-7-propylidene-7,8-dihydro-6H-indeno<5,4-b>furan-2-carboxylic acid | 57662-16-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 4,5-dimethyl-6-oxo-7-propylidene-7,8-dihydro-6H-indeno<5,4-b>furan-2-carboxylic acid
• 英文别名: 4,5-Dimethyl-6-oxo-7-propylidene-7,8-dihydro-6H-indeno[5,4-b]furan-2-carboxylic acid；(7E)-4,5-dimethyl-6-oxo-7-propylidene-8H-cyclopenta[e][1]benzofuran-2-carboxylic acid
• CAS: 57662-16-5
• 化学式: C₁₇H₁₆O₄
• 分子量: 284.312
• InChiKey: FQAZILXWJANBEV-BJMVGYQFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  67.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4,5-dimethyl-6-pentanoylbenzofuran-2-carboxylic acid 在 pyrrolidone hydrotribromide 、 硫酸 、 sodium acetate 、 溶剂黄146 、 lithium bromide 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 29.0h， 生成 4,5-dimethyl-6-oxo-7-propylidene-7,8-dihydro-6H-indeno<5,4-b>furan-2-carboxylic acid
  参考文献：
  名称：

  (Acylaryloxy)acetic acid diuretics. 4. Indeno[5,4-b]furan-2-carboxylic acids

  摘要：

  Investigation of the chemistry of the potent new uricosuric diuretic indacrinone (MK-196) led to a class of novel annulated derivatives, indeno[5,4-b]furan-2-carboxylic acids. The structural requirements for optimal diuretic and uricosuric activity of the tricyclic analogues differed from those of their (indanyloxy)acetic acids counterparts. Most notably, the tricyclic analogues were two to four times more natriuretic than the corresponding (indanyloxy)acetic acids when administered orally to rats, and in chimpanzees, uricosuria was observed only in those indenofurans having a nuclear aryl substituent.

  DOI：

  10.1021/jm00139a020

文献信息

• WOLTERSDORF, O. W. ,, JR;DESOLMS, S. J.;GRAGOE, E. J. ,, JR, J. MED. CHEM., 1981, 24, N 7, 874-878
  作者：WOLTERSDORF, O. W. ,, JR、DESOLMS, S. J.、GRAGOE, E. J. ,, JR

  DOI：——

  日期：——
• US3931239A
  申请人：——

  公开号：US3931239A

  公开（公告）日：1976-01-06
• (Acylaryloxy)acetic acid diuretics. 4. Indeno[5,4-b]furan-2-carboxylic acids
  作者：Otto W. Woltersdorf、S. Jane deSolms、Edward J. Cragoe

  DOI：10.1021/jm00139a020

  日期：1981.7

  Investigation of the chemistry of the potent new uricosuric diuretic indacrinone (MK-196) led to a class of novel annulated derivatives, indeno[5,4-b]furan-2-carboxylic acids. The structural requirements for optimal diuretic and uricosuric activity of the tricyclic analogues differed from those of their (indanyloxy)acetic acids counterparts. Most notably, the tricyclic analogues were two to four times more natriuretic than the corresponding (indanyloxy)acetic acids when administered orally to rats, and in chimpanzees, uricosuria was observed only in those indenofurans having a nuclear aryl substituent.