4,5-dimethyl-6-oxo-7-propyl-1,2,7,8-tetrahydro-6H-indeno<5,4-b>furan-2-carboxylic acid | 57662-18-7

• 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-propyl-1,2,7,8-tetrahydro-6H-indeno<5,4-b>furan-2-carboxylic acid
• 英文别名: 4,5-dimethyl-6-oxo-7-propyl-1,2,7,8-tetrahydro-6H-indeno-[5,4-b]furan-2-carboxylic acid；4,5-dimethyl-6-oxo-7-propyl-1,2,7,8-tetrahydrocyclopenta[e][1]benzofuran-2-carboxylic acid
• CAS: 57662-18-7
• 化学式: C₁₇H₂₀O₄
• 分子量: 288.343
• InChiKey: YFPVFXGNKSWLKA-UHFFFAOYSA-N

物化性质

• 熔点：
  161 °C
• 沸点：
  517.3±50.0 °C(predicted)
• 密度：
  1.232±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4,5-dimethyl-6-oxo-7-propyl-1,2,7,8-tetrahydro-6H-indeno<5,4-b>furan-2-carboxylic acid 生成 4,5-dimethyl-6-oxo-7-bromo-7-propyl-7,8-dihydro-6H-indeno<5,4-b>furan-2-carboxylic acid
  参考文献：
  名称：

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

  摘要：

  DOI：
• 作为产物：
  描述：

  4,5-dimethyl-6-pentanoylbenzofuran-2-carboxylic acid 在 chromium(VI) oxide 、 sodium amalgam 、 硫酸 、 sodium acetate 、 碳酸氢钠 、 溶剂黄146 作用下， 以 1,4-二氧六环 、 水 、 丙酮 为溶剂， 反应 46.0h， 生成 4,5-dimethyl-6-oxo-7-propyl-1,2,7,8-tetrahydro-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

• 6-Oxo-7-substituted-6H-indeno-[5,4-b]furan(and thiophene)-carboxylic
  申请人：Merck & Co., Inc.

  公开号：US03931239A1

  公开（公告）日：1976-01-06

  6-Oxo-7-substituted -6H-indeno-[5,4-b]furan(and thiophene)carboxylic acids; the 1,2,7,8-tetrahydro; 7,8-dihydro; and 1,2-dihydro derivatives; and the salt, ester and amide derivatives thereof are disclosed having diuretic-saluretic and antihypertensive activity.

  6-氧-7-取代-6H-茚并[5,4-b]呋喃（和噻吩）羧酸；其1,2,7,8-四氢基；7,8-二氢基；和1,2-二氢基衍生物；以及其盐、酯和酰胺衍生物具有利尿-排钠和降压活性。
• US3931239A
  申请人：——

  公开号：US3931239A

  公开（公告）日：1976-01-06
• US4394385A
  申请人：——

  公开号：US4394385A

  公开（公告）日：1983-07-19
• (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.
• 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：——