spiro[cyclohexane-1,9’-(3,7-diazabicycle-[3.3.1]nonane)]-2’,4’,6’,8’-tetraone | 90961-78-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氮杂螺癸烷衍生物
• 英文名称: spiro[cyclohexane-1,9’-(3,7-diazabicycle-[3.3.1]nonane)]-2’,4’,6’,8’-tetraone
• 英文别名: spiro[cyclohexane-1,9'-(3,7-diaza-bicyclo[3.3.1]nonane)]-2',4',6',8'-tetraone；Spiro[cyclohexan-1,9'-(3,7-diaza-bicyclo[3.3.1]nonan)]-2',4',6',8'-tetraon；Spiro[3,7-diazabicyclo[3.3.1]nonane-9,1'-cyclohexane]-2,4,6,8-tetrone
• CAS: 90961-78-7
• 化学式: C₁₂H₁₄N₂O₄
• 分子量: 250.254
• InChiKey: CVLJNRXJLADZPU-UHFFFAOYSA-N

物化性质

• 沸点：
  576.3±50.0 °C(Predicted)
• 密度：
  1.42±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  92.3
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  spiro[cyclohexane-1,9’-(3,7-diazabicycle-[3.3.1]nonane)]-2’,4’,6’,8’-tetraone 生成 3',7'-dibut-3-enylspiro[cyclohexane-1,9'-[3,7]-diazabicyclo[3.3.1]nonane]-2',4',6',8'-tetraone
  参考文献：
  名称：

  SCHOEN, U.;HACHMEISTER, B.;KEHRBACH, W.;KUEHL, U.;BUSCHMANN, G.

  摘要：

  DOI：
• 作为产物：
  描述：

  4',8'-diamino-spiro[cyclopentane-1,9'-(3,7-diaza-bicyclo[3.3.1]nona-3,7-diene)]-2',6'-dione 在 盐酸 作用下， 生成 spiro[cyclohexane-1,9’-(3,7-diazabicycle-[3.3.1]nonane)]-2’,4’,6’,8’-tetraone
  参考文献：
  名称：

  Thole; Thorpe, Journal of the Chemical Society, 1911, vol. 99, p. 440

  摘要：

  DOI：

文献信息

• Process for the preparation of gabapentin
  申请人：Divi's Laboratories Ltd.

  公开号：US10399926B1

  公开（公告）日：2019-09-03

  The present invention relates to an improved process for the preparation of Gabapentin. The process also relates to a new process for the preparation of 1, 1-cyclohexane diaceitic acid monoamide (CDMA), which is a key intermediate for the preparation of Gabapentin.

  本发明涉及一种改进的加巴喷丁制备工艺。该工艺还涉及一种新的1,1-环己烷二乙酸单酰胺（CDMA）制备工艺，该工艺是制备加巴喷丁的关键中间体。
• PROCESS FOR THE PREPARATION OF GABAPENTIN
  申请人：Divi's Laboratories Limited

  公开号：EP3604272A1

  公开（公告）日：2020-02-05

  The present invention relates to an improved process for the preparation of Gabapentin. The process also relates to a new process for the preparation of 1, 1-cyclohexane diacetic acid monoamide (CDMA), which is a key intermediate for the preparation of Gabapentin.

  本发明涉及一种改进的加巴喷丁制备工艺。该工艺还涉及一种制备 1，1-环己烷二乙酸单酰胺（CDMA）的新工艺，CDMA 是制备加巴喷丁的关键中间体。
• Thorpe; Wood, Journal of the Chemical Society, 1913, vol. 103, p. 1575
  作者：Thorpe、Wood

  DOI：——

  日期：——
• Synthesis, Pharmacological Characterization, and Quantitative Structure−Activity Relationship Analyses of 3,7,9,9-Tetraalkylbispidines:  Derivatives with Specific Bradycardic Activity
  作者：Uwe Schön、Jochen Antel、Reinhard Brückner、Josef Messinger、Rainer Franke、Andreas Gruska

  DOI：10.1021/jm970120q

  日期：1998.1.1

  A series of 3,7,9,9-tetraalkyl-3,7-diazabicyclo[3.3.1]nonane derivatives (bispidines) was synthesized and identified as potential antiischemic agents. Pharmacological experiments in vitro as well as in vivo are described, and the results are listed. For selection of those compounds fitting best to the desired profile of a specific bradycardic antianginal agent-decrease in heart rate without affecting contractility and blood pressure-these results were scored and ranked. Quantitative structure-activity relationship (QSAR) analyses were performed and discussed a posteriori by means of Hansch, nonelementary discriminant and factor analysis to get insight into the molecular features determining the biological profile. Highly significant equations were obtained, indicating hydrophobic and steric effects. Both pharmacological ranking and QSAR considerations showed compound 6 as the optimum within the structural class under investigation. Compound 6 (tedisamil, KC8857) has been selected as the most promising compound and was chosen for further pharmacological and clinical investigations as an antiischemic drug.
• Synthesis of New Tricyclic Spirobispidines via Ring Closing Metathesis Reaction
  作者：Christian Hametner、Daniel Dangl、Kurt Mereiter、Martina Marchetti、Johannes Fröhlich

  DOI：10.3987/com-07-11063

  日期：——

  New tricyclic spiro compounds based on 3,7-diazabicyclo[3.3.1]-nonane (bispidine) were synthesized by ruthenium-catalyzed ring closing metathesis reactions. The constitution of the newly formed double bond depending on the chain length and various conditions of the RCM reaction was analyzed.