[(6,7-二氯-2-乙基-2,3-二氢-1-氧代-1H-茚-5-基)氧基]乙酸 | 27366-21-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 中文名称: [(6,7-二氯-2-乙基-2,3-二氢-1-氧代-1H-茚-5-基)氧基]乙酸
• 英文名称: (6,7-Dichlor-2-ethyl-1-oxo-5-indanyloxy)-essigsaeure
• 英文别名: [(6,7-dichloro-2-ethyl-1-oxo-2,3-dihydro-1H-inden-5-yl)oxy]acetic acid；(1-oxo-2-ethyl-6,7-dichloro-5-indanyloxy)-acetic acid；(1-oxo-2-ethyl-6,7-dichloro-5-indanyloxy)acetic acid；6,7-Dichloro-2-ethyl-1-oxo-5-indanyloxyacetic acid；2-[(6,7-dichloro-2-ethyl-1-oxo-2,3-dihydroinden-5-yl)oxy]acetic acid
• CAS: 27366-21-8
• 化学式: C₁₃H₁₂Cl₂O₄
• 分子量: 303.142
• InChiKey: SZOLGWAHEZEMMN-UHFFFAOYSA-N

物化性质

• 熔点：
  169-171 °C(Solv: acetonitrile (75-05-8))
• 沸点：
  505.3±50.0 °C(Predicted)
• 密度：
  1.432±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2918990090

反应信息

• 作为反应物：
  描述：

  [(6,7-二氯-2-乙基-2,3-二氢-1-氧代-1H-茚-5-基)氧基]乙酸 在 四氢吡咯 、 硫酸 、 1,5-二氮杂双环[4.3.0]壬-5-烯 、 溶剂黄146 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 19.5h， 生成 methyl [(5,6-dichloro-9a-ethyl-3-oxo-1,2,9,9a-tetrahydro-3H-fluoren-7-yl)oxy]acetate
  参考文献：
  名称：

  Agents for the treatment of brain edema. 2. [(2,3,9,9a-Tetrahydro-3-oxo-9a-substituted-1H-fluoren-7-yl)oxy]alkanoic acids and some of their analogs

  摘要：

  Our initial paper discussed brain edema resulting from traumatic head injury and the need for specific and effective agents to treat the disorder and disclosed a novel approach for the discovery of a drug of this kind. The current study describes the synthesis of a series of [(2,3,9,9a-tetrahydro-3-oxo-9a-substituted-1H-fluoren-7-yl)oxy]alk anoic acids and their analogues. These compounds were evaluated in an in vitro cerebrocortical tissue slice assay for their relative potencies in inhibiting K+ + HCO3- induced swelling. Structural modification at a number of sites in the "lead" compound revealed that significant biological activity was inherent only within a very narrow range of structural types. The observation that nearly all the biological activity resided in one of the two enantiomers demonstrated the marked stereospecificity of the most active compounds. One of the most potent compounds, (R)-(+)-[(5,6-dichloro-2,3,9,9a-tetrahydro-3-oxo-9a-propyl-1H-fluoren -7-yl) oxy]acetic acid ((+)-5c), exhibited a dose-response relationship in the in vivo acceleration/deceleration brain edema assay, and the data from the two highest doses were statistically significant. Electron microscopic examination demonstrated that the perivascular astroglial swelling that arises from this procedure is abolished in the animals treated with (+)-5c. This compound is currently being evaluated for its clinical efficacy and safety in the treatment of traumatic head injury.

  DOI：

  10.1021/jm00155a038
• 作为产物：
  描述：

  利尿酸 在 PPA 作用下， 反应 3.0h， 以58%的产率得到[(6,7-二氯-2-乙基-2,3-二氢-1-氧代-1H-茚-5-基)氧基]乙酸
  参考文献：
  名称：

  (8-Chloro-3-ethyl-4-oxo-1,4-dihydro-7-quinolyloxy)-乙酸，依其酸与羟胺的反应产物

  摘要：

  对于欧洲药典第 2 版，提出了对依他酸 (1) 的特定身份测试，其中形成了荧光标题化合物 7B。7B的结构通过光谱方法和4-氯喹啉8的形成得到证实。

  DOI：

  10.1002/ardp.19813140207

文献信息

• [(5,6,9a-substituted-3-oxo-1,2,9,9a-tet
  申请人：Merck & Co., Inc.

  公开号：US04356313A1

  公开（公告）日：1982-10-26

  The invention relates to novel [(5,6,9a-substituted-3-oxo-1,2,9,9a-tetrahydro-3H-fluoren-7-yl)oxy]alkanoi c and cycloalkanoic acids and their analogs, esters, salts and derivatives. These compounds are synthesized by methods selected from a number of synthetic routes depending on the particular structure, choice of intermediate or preferred reaction sequence. The compounds are useful in the treatment and prevention of injury to the brain and spinal chord due to accidents, ischemic stroke and hydrocephalus; compositions for such uses are also disclosed.

  该发明涉及新型[(5,6,9a-取代-3-氧代-1,2,9,9a-四氢-3H-芴-7-基)氧基]烷酸和环烷酸以及它们的类似物、酯、盐和衍生物。这些化合物通过从多种合成途径中选择的方法合成，具体取决于特定结构、中间体选择或首选反应顺序。这些化合物在治疗和预防由事故、缺血性中风和脑积水导致的大脑和脊髓损伤方面具有用途；还公开了用于这些用途的组合物。
• [5,6,9A-Substituted-3-oxo-1,2,9,9a-tetrahydro-3H-fluoren-7-yl)oxy]alkanoi
  申请人：Merck & Co., Inc.

  公开号：US04356314A1

  公开（公告）日：1982-10-26

  The invention relates to novel [(5,6,9a-substituted-3-oxo-1,2,9,9a-tetrahydro-3H-fluoren-7-yl)oxy]alkanoi c and cycloalkanoic acids, and their analogs, esters, salts and derivatives. These compounds are synthesized by methods selected from a number of synthetic routes depending on the particular structure, choice of intermediate or preferred reaction sequence. The compounds are useful in the treatment and prevention of injury to the brain and spinal chord due to accidents, ischemic stroke and hydrocephalus; compositions for such uses are also disclosed.

  该发明涉及新型[(5,6,9a-取代-3-氧代-1,2,9,9a-四氢-3H-芴-7-基)氧基]烷酸和环烷酸，以及它们的类似物、酯、盐和衍生物。这些化合物通过从多种合成途径中选择的方法合成，具体取决于特定结构、中间体的选择或首选反应顺序。这些化合物在治疗和预防因事故、缺血性中风和脑积水导致的脑部和脊髓损伤方面具有用途；也公开了用于此类用途的组合物。
• [(5,6,9a-Substituted-3-oxo-1,2,9,9a-tetrahydro-3H-fluoren-7-yl)oxy]alka
  申请人：Merck & Co., Inc.

  公开号：US04316043A1

  公开（公告）日：1982-02-16

  The invention relates to novel [(5,6,9a-substituted-3-oxo-1,2,9,9a-tetrahydro-3H-fluoren-7-yl)-oxy]alkano ic and cycloalkanoic acids and their analogs, esters, salts and derivatives. These compounds are synthesized by methods selected from a number of synthetic routes depending on the particular structure, choice of intermediate or preferred reaction sequence. The compounds are useful in the treatment and prevention of injury to the brain and spinal chord due to accidents, ischemic stroke and hydrocephalus; compositions for such uses are also disclosed.

  本发明涉及新型[(5,6,9a-取代-3-氧代-1,2,9,9a-四氢-3H-氟烯-7-基)-氧基]烷基和环烷基酸及其类似物、酯、盐和衍生物。这些化合物通过从多种合成路线中选择的方法合成，具体取决于特定结构、中间体的选择或优选反应顺序。这些化合物在治疗和预防由事故、缺血性中风和脑积水引起的脑部和脊髓损伤方面具有用途；同时还公开了用于此类用途的组合物。
• [(5,6,9a-Substituted-3-oxo-1,2,9,9a-tetrahydro-3H-fluoren-7-yl)oxy]alkano
  申请人：Merck & Co., Inc.

  公开号：US04337354A1

  公开（公告）日：1982-06-29

  The invention relates to novel [(5,6,9a-substituted-3-oxo-1,2,9,9a-tetrahydro-3H-fluoren-7-yl)oxy]alkanoi c and cycloalkanoic acid and their analogs, esters, salts and derivatives. These compounds are synthesized by methods selected from a number of synthetic routes depending on the particular structure, choice of intermediate or preferred reaction sequence. The compounds are useful in the treatment and prevention of injury to the brain and spinal chord due to accidents, ischemic stroke and hydrocephalus; compositions for such uses are also disclosed.

  该发明涉及新型[(5,6,9a-取代-3-氧代-1,2,9,9a-四氢-3H-芴-7-基)氧基]烷酸和环烷酸以及它们的类似物、酯、盐和衍生物。这些化合物通过选择多种合成途径中的方法合成，具体取决于特定结构、中间体的选择或首选反应顺序。这些化合物可用于治疗和预防因事故、缺血性中风和脑积水而导致的脑部和脊髓损伤；也公开了用于这些用途的组合物。
• 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。