9-fluoro-2,2,4-trimethyl-5-methoxy-1,2-dihydro-5H-chromeno[3,4-f]quinoline | 179896-53-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 9-fluoro-2,2,4-trimethyl-5-methoxy-1,2-dihydro-5H-chromeno[3,4-f]quinoline
• 英文别名: 9-Fluoro-5-methoxy-2,2,4-trimethyl-2,5-dihydro-1H-6-oxa-1-aza-chrysene；9-fluoro-5-methoxy-2,2,4-trimethyl-1,5-dihydrochromeno[3,4-f]quinoline
• CAS: 179896-53-8
• 化学式: C₂₀H₂₀FNO₂
• 分子量: 325.383
• InChiKey: OJNSFFIREDVKLU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  24
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  30.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  9-fluoro-2,2,4-trimethyl-5-methoxy-1,2-dihydro-5H-chromeno[3,4-f]quinoline 、 1-(dimethylphenylsilyl)-1-methylcyclohex-2-ene 在 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 生成 (+/-)-(5l,1'l)-5-(3-methyl-2-cyclohexenyl)-9-fluoro-1,2-dihydro-2,2,4-trimethyl-5H-chromeno[3,4-f]quinoline 、 (+/-)-(5l,1'l)-5-(3-methyl-2-cyclohexenyl)-9-fluoro-1,2-dihydro-2,2,4-trimethyl-5H-chromeno[3,4-f]quinoline
  参考文献：
  名称：

  [EN] 5-CYCLOALKENYL 5H-CHROMENO[3,4-F]QUINOLINE DERIVATIVES AS SELECTIVE PROGESTERONE RECEPTOR MODULATOR COMPOUNDS
  [FR] DERIVES DE 5-CYCLOALCENYLE 5H-CHROMENO[3,4-F]QUINOLINE SERVANT DE COMPOSES MODULATEURS SELECTIFS DU RECEPTEUR DE LA PROGESTERONE

  摘要：

  本发明涉及化合物、药物组合物和调节

  公开号：

  WO2004033460A1
• 作为产物：
  描述：

  9-fluoro-2,2,4-trimethyl-1H-chromeno[3,4-f]quinolin-5-one 在 二异丁基氢化铝 、 对甲苯磺酸 作用下， 以 二氯甲烷 为溶剂， 生成 9-fluoro-2,2,4-trimethyl-5-methoxy-1,2-dihydro-5H-chromeno[3,4-f]quinoline
  参考文献：
  名称：

  5-Alkyl 1,2-dihydrochromeno[3,4-f]quinolines: a novel class of nonsteroidal progesterone receptor modulators

  摘要：

  A series of nonsteroidal human progesterone receptor (hPR) agonists, 5-alkyl 1,2-dihydrochromeno[3,4-f]quinolines, was synthesized and evaluated in cotransfection and competitive receptor binding assays. The 5-alkyl substitution was shown to be responsible for the agonist activity and substitution at C9 dramatically enhanced the potency. A number of analogues in this series showed activities similar to or better than progesterone in the cotransfection and binding assays and analogue 15 exhibited similar in vivo activity as medroxyprogesterone acetate (MPA) in murine uterine wet weight/mammary gland morphology assays. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00608-8

文献信息

• 5-cycloalkenyl 5H-chromeno[3,4-f]quinoline derivatives as selective progesterone receptor modulator compounds
  申请人：——

  公开号：US20040152718A1

  公开（公告）日：2004-08-05

  The present invention is directed to compounds, pharmaceutical compositions, and methods for modulating processes mediated by Progesterone Receptor. Also provided are methods of making such compounds and pharmaceutical compositions.

  本发明涉及调节由孕酮受体介导的过程的化合物、药物组合物和方法。还提供了制造此类化合物和药物组合物的方法。
• 5-Cycloalkenyl 5H-chromeno[3,4-f]quinoline derivatives as selective progesterone receptor modulator compounds
  申请人：Zhi Lin

  公开号：US20060194827A1

  公开（公告）日：2006-08-31

  The present invention relates to methods for modulating processes mediated by progesterone receptor using nonsteroidal compounds and compositions which may be high affinity, high specificity agonists, partial agonists (i.e., partial activators and/or tissue-specific activators) and/or antagonists for progesterone receptors.
• US7071205B2
  申请人：——

  公开号：US7071205B2

  公开（公告）日：2006-07-04
• 5-Alkyl 1,2-dihydrochromeno[3,4-f]quinolines: a novel class of nonsteroidal progesterone receptor modulators
  作者：Lin Zhi、Christopher M Tegley、James P Edwards、Sarah J West、Keith B Marschke、Marco M Gottardis、Dale E Mais、Todd K Jones

  DOI：10.1016/s0960-894x(98)00608-8

  日期：1998.12

  A series of nonsteroidal human progesterone receptor (hPR) agonists, 5-alkyl 1,2-dihydrochromeno[3,4-f]quinolines, was synthesized and evaluated in cotransfection and competitive receptor binding assays. The 5-alkyl substitution was shown to be responsible for the agonist activity and substitution at C9 dramatically enhanced the potency. A number of analogues in this series showed activities similar to or better than progesterone in the cotransfection and binding assays and analogue 15 exhibited similar in vivo activity as medroxyprogesterone acetate (MPA) in murine uterine wet weight/mammary gland morphology assays. (C) 1998 Elsevier Science Ltd. All rights reserved.
• [EN] 5-CYCLOALKENYL 5H-CHROMENO[3,4-F]QUINOLINE DERIVATIVES AS SELECTIVE PROGESTERONE RECEPTOR MODULATOR COMPOUNDS<br/>[FR] DERIVES DE 5-CYCLOALCENYLE 5H-CHROMENO[3,4-F]QUINOLINE SERVANT DE COMPOSES MODULATEURS SELECTIFS DU RECEPTEUR DE LA PROGESTERONE
  申请人：LIGAND PHARM INC

  公开号：WO2004033460A1

  公开（公告）日：2004-04-22

  The present invention is directed to compounds, pharmaceutical compositions, and methods for modulating processes mediated by Progesterone Receptor. Also provided are methods of making such compounds and pharmaceutical compositions.

  本发明涉及化合物、药物组合物和调节