(Rac)-5-Ethyl-4-trifluoromethyl-5,6,7,8-tetrahydro-1-oxa-8-aza-anthracen-2-one | 269391-66-4

• 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: (Rac)-5-Ethyl-4-trifluoromethyl-5,6,7,8-tetrahydro-1-oxa-8-aza-anthracen-2-one
• 英文别名: LG121011；(+)-5-Ethyl-4-trifluoromethyl-5,6,7,8-tetrahydro-1-oxa-8-aza-anthracen-2-one；(+/-)-6,7-Dihydro-6-ethyl-4-trifluoromethyl-8H-pyrano[3,2-g]quinolin-2(1H)-one；5-Ethyl-4-trifluoromethyl-5,6,7,8-tetrahydro-1-oxa-8-aza-anthracen-2-one；6-ethyl-4-(trifluoromethyl)-6,7,8,9-tetrahydropyrano[3,2-g]quinolin-2-one
• CAS: 269391-66-4；269391-67-5；179897-40-6
• 化学式: C₁₅H₁₄F₃NO₂
• 分子量: 297.277
• InChiKey: FVNZFSAGJPHSHT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  聚合甲醛 、 (Rac)-5-Ethyl-4-trifluoromethyl-5,6,7,8-tetrahydro-1-oxa-8-aza-anthracen-2-one 在 sodium cyanoborohydride 、 溶剂黄146 作用下， 生成 5-Ethyl-8-methyl-4-trifluoromethyl-5,6,7,8-tetrahydro-1-oxa-8-aza-anthracen-2-one
  参考文献：
  名称：

  Nonsteroidal androgen receptor agonists based on 4-(trifluoromethyl)-2H-pyrano[3,2-g]quinolin-2-one

  摘要：

  A series of 2H-pyrano[3,2-g]quinolin-2-ones was prepared and tested for the ability to modulate the transcriptional activity of the human androgen receptor (hAR). The parent compound, 4-(trifluoromethyl)-2H-pyrano[3,2-g]quinolin-2-one, displayed moderate interaction with hAR, but substituted analogues were potent hAR modulators in vitro as mesaured by an hAR cotransfection assay in CV-I cells and bound to hAR with high affinity in a whole cell assay. Several analogues were able to activate hAR-mediated gene transcription more potently and efficaciously than dihydrotestosterone. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00118-3
• 作为产物：
  描述：

  7-甲氧基-2,3-二氢喹啉-4-酮 在 palladium on activated charcoal 4-二甲氨基吡啶 、 氢气 、 三溴化硼 、 溶剂黄146 、 zinc(II) chloride 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 为溶剂， 生成 (Rac)-5-Ethyl-4-trifluoromethyl-5,6,7,8-tetrahydro-1-oxa-8-aza-anthracen-2-one
  参考文献：
  名称：

  Nonsteroidal androgen receptor agonists based on 4-(trifluoromethyl)-2H-pyrano[3,2-g]quinolin-2-one

  摘要：

  A series of 2H-pyrano[3,2-g]quinolin-2-ones was prepared and tested for the ability to modulate the transcriptional activity of the human androgen receptor (hAR). The parent compound, 4-(trifluoromethyl)-2H-pyrano[3,2-g]quinolin-2-one, displayed moderate interaction with hAR, but substituted analogues were potent hAR modulators in vitro as mesaured by an hAR cotransfection assay in CV-I cells and bound to hAR with high affinity in a whole cell assay. Several analogues were able to activate hAR-mediated gene transcription more potently and efficaciously than dihydrotestosterone. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00118-3

文献信息

• Tricyclic androgen receptor modulator compounds and methods
  申请人：Ligand Pharmaceuticals Incorporated

  公开号：US20020183346A1

  公开（公告）日：2002-12-05

  This invention relates to non-steroidal tricyclic compounds that are modulators of androgen receptors and to methods for making and using such compounds.

  这项发明涉及非甾体三环化合物，这些化合物是雄激素受体的调节剂，并涉及制备和使用这些化合物的方法。
• Optically pure androgen mediator
  申请人：Pfizer Products Inc.

  公开号：EP1002799A1

  公开（公告）日：2000-05-24

  This invention relates to an optically pure androgen mediator, pharmaceutical compositions containing the stereoisomer and the use of the stereoisomer to aid in the prevention and restoration of for example, age-related decline in muscle mass and strength and the treatment of conditions which present with low bone mass in mammals, including humans.

  本发明涉及一种光学纯雄激素介质、 本发明涉及一种光学纯雄性激素介质，含有该立体异构体的药物组合物，以及使用该立体异构体帮助预防和恢复与年龄相关的肌肉质量和力量下降，以及治疗哺乳动物（包括人类）骨量低的病症。
• TRICYCLIC ANDROGEN RECEPTOR MODULATOR COMPOUNDS
  申请人：LIGAND PHARMACEUTICALS INCORPORATED

  公开号：EP1363909A2

  公开（公告）日：2003-11-26
• ANDROGEN RECEPTOR MODULATORS AND METHODS OF USE THEREOF
  申请人：Merck & Co., Inc.

  公开号：EP1439841B1

  公开（公告）日：2007-09-19
• US6083956A
  申请人：——

  公开号：US6083956A

  公开（公告）日：2000-07-04