2-(6,7-Dichloro-2-cyclopentyl-2-methyl-1-oxo-indan-5-yloxy)-2-methyl-propionic acid | 54197-27-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 2-(6,7-Dichloro-2-cyclopentyl-2-methyl-1-oxo-indan-5-yloxy)-2-methyl-propionic acid
• 英文别名: alpha,alpha-Dimethyl-(1-oxo-2-cyclopentyl-2-methyl-6,7-dichloro-5-indanyloxy)acetic acid；2-[(6,7-dichloro-2-cyclopentyl-2-methyl-1-oxo-3H-inden-5-yl)oxy]-2-methylpropanoic acid
• CAS: 54197-27-2
• 化学式: C₁₉H₂₂Cl₂O₄
• 分子量: 385.287
• InChiKey: RWMICFMYOFMCFY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-cyclopentyl-2-methyl-5-hydroxy-6,7-dichloro-1-indanone 在 盐酸 、 potassium carbonate 、 溶剂黄146 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 19.0h， 生成 2-(6,7-Dichloro-2-cyclopentyl-2-methyl-1-oxo-indan-5-yloxy)-2-methyl-propionic acid
  参考文献：
  名称：

  Agents for the treatment of brain injury. 1. (Aryloxy)alkanoic acids

  摘要：

  Blunt and ischemic injuries of the brain have been shown to result in swelling that is predominantly limited to a single cell type, the astrocyte, within the complex cellular mosiac of cerebral gray matter. Evaluation of various diuretic (aryloxy)acetic acids in vitro using incubating cat brain slices and primary astrocyte cultures identified compounds with marked ability to inhibit brain tissue swelling. Some of the compounds significantly reduced the mortality and morbidity following acceleration/deceleration brain injury in anesthesized cats. A variety of (indanyloxy)alkanoic acids were synthesized which were analogous to the dually active (indanyloxy)acetic acids. Some of the 4-(indanyloxy)butanoic acids were found to be devoid of diuretic activity but to possess equal or greater activity than the dually active compounds in the in vitro and in vivo brain assays. Selected examples from both the (indanyloxy)acetic and 4-(indanyloxy)butanoic acid series showed marked chiral effects, with one enantiomer generally exhibiting a much greater activity than the other. A clinical study of severely head-injured patients treated with ethacrynic acid demonstrated a significantly improved outcome when compared to controls. These data suggest a clinical advantage for the nondiuretic (aryloxy)alkanoic acids which possess in vitro and in vivo activities in the cat brain assays that are comparable or superior to dually active compounds.

  DOI：

  10.1021/jm00347a017

文献信息

• 1-Oxo-2,2-disubstituted-5-indanyloxy(or thio)alkanoic acids
  申请人：Merck & Co., Inc.

  公开号：US03984465A1

  公开（公告）日：1976-10-05

  1-Oxo-2,2-disubstituted-5-indanyloxy(or thio)alkanoic acids and their salt, ester, anhydride, amide and 5-tetrazolyl derivatives are disclosed. The products display a dual pharmaceutical utility in that they exhibit diuretic, saluretic and uricosuric activity. The acid products are prepared by treating a 2,2-disubstituted-5-hydroxy(or mercapto)-1-indanone with an haloalkanoic acid or ester thereof and, if the ester is employed, hydrolyzing the ester.

  披露了1-氧代-2,2-二取代-5-茚氧基（或硫代）脂肪酸及其盐、酯、酸酐、酰胺和5-四唑基衍生物。该产品具有双重药用功能，表现出利尿、盐利和尿酸排泄活性。通过将2,2-二取代-5-羟基（或巯基）-1-茚酮与卤代脂肪酸或其酯进行处理，并在使用酯时水解酯来制备酸产品。
• [1-Hydroxy-5-indanyloxy (or thio)]-alkanoic acids
  申请人：Merck & Co., Inc.

  公开号：US04012524A1

  公开（公告）日：1977-03-15

  [1-Hydroxy-5-indanyloxy (or thio)]alkanoic acids and their salts, esters and amides are disclosed. The products display a dual pharmaceutical utility in that they exhibit diuretic, saluretic and hypouricemic activity. The acid products are prepared by several synthetic methods.

  本文披露了1-羟基-5-茚氧（或硫）基烷酸及其盐、酯和酰胺。这些产物具有双重药物作用，表现出利尿、盐利和降尿酸的活性。这些酸性产物可以通过多种合成方法制备。
• 1-Oxo-2,2-disubstituted-5-indanyloxy(or thio)alkano acids
  申请人：Merck & Co., Inc.

  公开号：US04081554A1

  公开（公告）日：1978-03-28

  1-Oxo-2,2-disubstituted-5-indanyloxy(or thio)alkanoic acids and their salt, ester, anhydride, amide and 5-tetrazolyl derivatives are disclosed. The products display a dual pharmaceutical utility in that they exhibit diuretic, saluretic and uricosuric activity. The acid products are prepared by treating a 2,2-disubstituted-5-hydroxy(or mercapto)-1-indanone with an haloalkanoic acid or ester thereof and, if the ester is employed, hydrolyzing the ester.

  本发明揭示了1-氧代-2,2-二取代-5-吲哚氧（或硫）代烷酸及其盐、酯、酐、酰胺和5-四唑基衍生物。这些产物具有双重药用价值，因为它们表现出利尿、排盐和尿酸排泄活性。酸类产物是通过将2,2-二取代-5-羟基（或巯基）-1-吲哚酮与卤代烷酸或其酯进行处理，并且如果使用酯，则水解酯来制备的。
• CRAGOE, E. J. ,, JR;GOULD, N. P.;WOLTERSDORF, O. W. ,, JR;ZIEGLER, C., J. MED. CHEM., 1982, 25, N 5, 567-579
  作者：CRAGOE, E. J. ,, JR、GOULD, N. P.、WOLTERSDORF, O. W. ,, JR、ZIEGLER, C.

  DOI：——

  日期：——
• US3984465A
  申请人：——

  公开号：US3984465A

  公开（公告）日：1976-10-05