2-cyclopentyl-2-methyl-5-hydroxy-6,7-dichloro-1-indanone | 81182-16-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 2-cyclopentyl-2-methyl-5-hydroxy-6,7-dichloro-1-indanone
• 英文别名: 2-Cyclopentyl-2-methyl-5-hydroxy-6,7-dichlor-1-indanon；(+)-6,7-dichloro-2-cyclopentyl-2,3-dihydro-5-hydroxy-2-methyl-1H-inden-1-one；6,7-dichloro-2-cyclopentyl-5-hydroxy-2-methyl-3H-inden-1-one
• CAS: 81182-16-3
• 化学式: C₁₅H₁₆Cl₂O₂
• 分子量: 299.197
• InChiKey: NEGJEZLOXPYCLC-UHFFFAOYSA-N

物化性质

• 沸点：
  446.7±45.0 °C(Predicted)
• 密度：
  1.371±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.53
• 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：

  2-cyclopentyl-2-methyl-5-hydroxy-6,7-dichloro-1-indanone 在 lithium hydroxide 、 草酰氯 、 potassium carbonate 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 生成 4-(6,7-dichloro-2-cyclopentyl-2-methyl-1-oxo-indan-5-yloxymethyl)-benzoic acid chloride
  参考文献：
  名称：

  Allosteric potentiators of the metabotropic glutamate receptor 2 (mGlu2). Part 3: Identification and biological activity of indanone containing mGlu2 receptor potentiators

  摘要：

  We have identified and synthesized a series of phenyl-tetrazolyl and 4-thiopyridyl indanones as allosteric potentiators of the metabotropic glutamate receptor 2. Structure activity relationship studies directed toward improving the potency and level of potentiation, as well as PK properties, led to the discovery of 28 (EC50 = 186 nM), which displayed activity in a rodent model for schizophrenia. © 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.01.077
• 作为产物：
  描述：

  2,3-二氯茴香醚 在 三氯化铝 盐酸 、 硫酸 、 paraformaldehyde 作用下， 以 1,4-二氧六环 、 乙二醇二甲醚 、 (2S)-N-methyl-1-phenylpropan-2-amine hydrate 、 正庚烷 、 二氯甲烷 、 硫酸 、 水 、 mineral oil 为溶剂， 生成 2-cyclopentyl-2-methyl-5-hydroxy-6,7-dichloro-1-indanone
  参考文献：
  名称：

  [1-Hydroxy-5-indanyloxy (or thio)]-alkanoic acids

  摘要：

  揭示了1-羟基-5-茚氧（或硫）烷酸及其盐、酯和酰胺。这些产品在药用上具有双重作用，表现出利尿、排钠和降尿酸活性。这些酸产品可以通过几种合成方法制备。

  公开号：

  US04012524A1
• 作为试剂：
  描述：

  (2-cyclopentyl-6,7-dichloro-2-methyl-1-oxo-5-indanyloxy)acetic acid 、 吡啶盐酸盐 在 2-cyclopentyl-2-methyl-5-hydroxy-6,7-dichloro-1-indanone 、 水 作用下， 以 ice water 为溶剂， 反应 1.0h， 生成 2-cyclopentyl-2-methyl-5-hydroxy-6,7-dichloro-1-indanone
  参考文献：
  名称：

  Treatment of brain injury due to gray matter edema with (indanyloxy)

  摘要：

  本发明涉及通过给予（indanyloxy）丁酸、其衍生物、类似物和盐来治疗和预防由事故、缺血性中风、心脏停止、呼吸停止、Reye综合症和脑积水引起的大脑灰质和脊髓损伤。

  公开号：

  US04465850A1

文献信息

• [EN] INDANONE POTENTIATORS OF METABOTROPIC GLUTAMATE RECEPTORS<br/>[FR] FACTEURS DE POTENTIALISATION D'INDANONE DE RÉCEPTEURS MÉTABOTROPIQUES DE GLUTAMATES
  申请人：MERCK & CO INC

  公开号：WO2006015158A1

  公开（公告）日：2006-02-09

  The present invention is directed to compounds which are potentiators of metabotropic glutamate receptors, including the mGluR2 receptor, and which are useful in the treatment or prevention of neurological and psychiatric disorders associated with glutamate dysfunction and diseases in which metabotropic glutamate receptors are involved. The invention is also directed to pharmaceutical compositions comprising these compounds and the use of these compounds and compositions in the prevention or treatment of such diseases in which metabotropic glutamate receptors are involved.

  本发明涉及一类潜在激活代谢型谷氨酸受体的化合物，包括mGluR2受体，这些化合物在治疗或预防与谷氨酸功能障碍相关的神经系统和精神疾病以及代谢型谷氨酸受体参与的疾病中具有用途。该发明还涉及包含这些化合物的药物组合物以及这些化合物和组合物在预防或治疗代谢型谷氨酸受体参与的疾病中的用途。
• [1-Hydroximino-2,2-disubstituted-5-indanyloxy-(or thio)]alkanoic acids
  申请人：Merck & Co., Inc.

  公开号：US03974212A1

  公开（公告）日：1976-08-10

  [1-Hydroximino-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 1-oxo-2,2-disubstituted-5-indanyloxy(or thio)alkanoic acids or derivatives thereof with hydroxylamine in the presence of a base.

  1-羟基亚胺基-2,2-二取代-5-茚氧基（或硫代）烷酸及其盐、酯、酐、酰胺和5-四唑基衍生物已被披露。这些产品具有双重药用功能，因为它们表现出利尿、排盐和尿酸排泄活性。酸性产物是通过将1-氧代-2,2-二取代-5-茚氧（或硫代）烷酸或其衍生物与羟胺在碱的存在下处理而制备的。
• 3-(indian-5-yloxy (or thio)) cyclopentanecarboxylic acid analogues
  申请人：Ono Pharmaceutical Co., Ltd.

  公开号：US04640931A1

  公开（公告）日：1987-02-03

  The present invention relates to novel compounds of the general formula: ##STR1## wherein X represent an oxygen atom or a sulfur atom and R represents a hydrogen atom or an alkyl group of 1-4 carbon atoms, and non-toxic salts thereof when R represents a hydrogen atom, possessing an inhibitory effect on cerebral edema.

  本发明涉及一种新型化合物，其通式为：##STR1## 其中X表示氧原子或硫原子，R表示氢原子或1-4个碳原子的烷基，当R表示氢原子时，所述化合物的非毒性盐具有抑制脑水肿的作用。
• Treatment of gray matter edema with
  申请人：Merck & Co., Inc.

  公开号：US04596821A1

  公开（公告）日：1986-06-24

  The invention relates to novel substituted-3-(2,3-dihydro-1H-inden-5-yl)-4-hydroxy-1H-pyrrole-2,5-diones, their analogs and their salts. 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 for the treatment and prevention of injury to the brain and of edema due to head trauma, stroke (particularly ischemic), arrested breathing, cardiac arrest, Reye's syndrome, cerebral thrombosis, cerebral embolism, cerebral hemorrhage, cerebral tumors, encephalomyelitis, spinal cord injury, hydrocephalus, post-operative brain injury trauma, edema due to cerebral infections and various brain concussions.

  本发明涉及一种新型的取代-3-(2,3-二氢-1H-茚-5-基)-4-羟基-1H-吡咯-2,5-二酮及其类似物和盐。这些化合物通过选择不同的合成路线，根据特定的结构、中间体的选择或首选反应序列进行合成。这些化合物可用于治疗和预防由于头部创伤、中风（特别是缺血性中风）、呼吸停止、心脏骤停、Reye综合症、脑血栓形成、脑栓塞、脑出血、脑肿瘤、脑炎髓膜炎、脊髓损伤、脑积水、术后脑损伤创伤、由脑部感染引起的水肿和各种脑震荡等所致的脑损伤和水肿。
• Indanacetic acid compounds
  申请人：Merck & Co., Inc.

  公开号：US04249021A1

  公开（公告）日：1981-02-03

  Substituted 1-oxo-2,2-disubstituted-5-indanacetic acids and their salts, esters and amides are disclosed. The products display a dual pharmaceutical utility in that they exhibit diuretic, saluretic and uricosuric activity.

  本文披露了1-氧代-2,2-二取代-5-茚烷乙酸及其盐、酯和酰胺的替代物。这些产品具有双重药物效用，表现出利尿、排钠和尿酸排泄活性。