4-Allyl-6,7-dichloro-2-ethyl-5-hydroxy-3-phenyl-indan-1-one | 57662-11-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 4-Allyl-6,7-dichloro-2-ethyl-5-hydroxy-3-phenyl-indan-1-one
• 英文别名: 6,7-Dichloro-2-ethyl-5-hydroxy-3-phenyl-4-prop-2-enyl-2,3-dihydroinden-1-one
• CAS: 57662-11-0
• 化学式: C₂₀H₁₈Cl₂O₂
• 分子量: 361.268
• InChiKey: UKSSLNFYORWADK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-Allyl-6,7-dichloro-2-ethyl-5-hydroxy-3-phenyl-indan-1-one 反应 0.25h， 生成 4,5-Dichloro-7-ethyl-2-hydroxymethyl-8-phenyl-1,2,7,8-tetrahydro-indeno[5,4-b]furan-6-one
  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
• 作为产物：
  描述：

  5-Allyloxy-6,7-dichloro-2-ethyl-3-phenyl-indan-1-one 以 various solvent(s) 为溶剂， 反应 1.5h， 以37%的产率得到4-Allyl-6,7-dichloro-2-ethyl-5-hydroxy-3-phenyl-indan-1-one
  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.