Methyl 4-trifluromethanesulfonyloxy-8-isopropylquinoline-2-carboxylate | 187401-27-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: Methyl 4-trifluromethanesulfonyloxy-8-isopropylquinoline-2-carboxylate
• 英文别名: Methyl 8-isopropyl-4-(((trifluoromethyl)sulfonyl)oxy)quinoline-2-carboxylate；methyl 8-propan-2-yl-4-(trifluoromethylsulfonyloxy)quinoline-2-carboxylate
• CAS: 187401-27-0
• 化学式: C₁₅H₁₄F₃NO₅S
• 分子量: 377.341
• InChiKey: KHFDCTZSWXQTQM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  90.9
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  Methyl 4-trifluromethanesulfonyloxy-8-isopropylquinoline-2-carboxylate 在 四(三苯基膦)钯 、 二异丁基氢化铝 、 zinc(II) chloride 作用下， 以 四氢呋喃 为溶剂， 生成 8-isopropyl-4-methylquinoline-2-methanol
  参考文献：
  名称：

  Syntheses and evaluation of quinoline derivatives as novel retinoic acid receptor α antagonists

  摘要：

  In the course of studies on novel retinoids, we have designed and synthesized a series of quinoline derivatives. One of them, 4-[5-[8-(1-methylethyl)-4-phenyl-2-quinolinyl]-1H-2-pyrrolyl]benzoic acid (12f) shows potent RAR alpha -selective antagonistic activity. (C) 2001 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(01)00177-9
• 作为产物：
  描述：

  2-异丙基苯胺 在 2,6-二甲基吡啶 、 4-二甲氨基吡啶 、 Eaton's reagent 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 6.0h， 生成 Methyl 4-trifluromethanesulfonyloxy-8-isopropylquinoline-2-carboxylate
  参考文献：
  名称：

  选择性视黄酸受体α拮抗剂ER-50891及相关类似物用于男性避孕的研究

  摘要：

  制备视黄酸受体 α (RARα) 拮抗剂 ER-50891 和 15 种类似物，并使用反式激活测定在体外测试对 RARα、RARβ 和 RARγ 的效力和选择性。对母体分子进行细微修饰，例如引入 C4 甲苯基取代喹啉部分上的 C4 苯基，略微提高了 RARα 的选择性，但较大的取代基显着降低了效力。用三唑、酰胺或双键取代 ER-50891 的吡咯部分，产生非活性化合物。 ER-50891被发现在雄性小鼠肝微粒体中稳定，并在雄性小鼠中进行了测试，以评估其对精子发生的影响。观察到对精子发生的特征性影响，尽管是适度且短暂的。

  DOI：

  10.1002/ardp.202300031

文献信息

• Heterocycle-containing carboxylic acid derivative and drug containing
  申请人：Eisai Co., Ltd

  公开号：US05977108A1

  公开（公告）日：1999-11-02

  Described is a heterocycle-containing carboxylic acid derivative represented by the following formula (I): ##STR1## wherein A represents, for example, a heteroaryl group which contains at least one nitrogen atom and may have a substituent, B represents, for example, a heteroarylene group, a --CONH-- group or a group represented by the formula --CR.sup.6 .dbd.CR.sup.7 -- in which R.sup.6 and R.sup.7 represents H, a lower alkyl group or the like, D represents an arylene group, a heteroarylene group or the like, n1 stands for 0 or 1, M represents, for example, a hydroxyl group or a lower alkoxy group; or a physiologically acceptable salt thereof. As a retinoic-related compound replacing retinoic acid, it permits the provision of a preventive and/or therapeutic for various diseases.

  描述了一种含杂环的羧酸衍生物，其化学式如下所示（I）：##STR1## 其中A代表例如含有至少一个氮原子并且可能具有取代基的杂芳基，B代表例如杂芳基、--CONH--基团或由化学式--CR.sup.6 .dbd.CR.sup.7--表示的基团，其中R.sup.6和R.sup.7代表H、较低的烷基基团或类似物，D代表芳基、杂芳基或类似物，n1代表0或1，M代表例如羟基或较低的烷氧基；或其生理上可接受的盐。作为替代维甲酸的一种类维甲酸相关化合物，它可以提供用于各种疾病的预防和/或治疗。
• Heterocycle-containing carboxylic acid derivative and drug containing the same
  申请人：Eisai Co. Ltd.

  公开号：US20020032202A1

  公开（公告）日：2002-03-14

  Described is a heterocycle-containing carboxylic acid derivative represented by the following formula (I): 1 wherein A represents, for example, a heteroaryl group which contains at least one nitrogen atom and may have a substituent, B represents, for example, a heteroarylene group, a —CONH— group or a group represented by the formula —CR 6 ═CR 7 — in which R 6 and R 7 represents H, a lower alkyl group or the like, D represents an arylene group, a heteroarylene group or the like, n1 stands for 0 or 1, M represents, for example, a hydroxyl group or a lower alkoxy group; or a physiologically acceptable salt thereof. As a retinoic-related compound replacing retinoic acid, it permits the provision of a preventive and/or therapeutic for various diseases.

  描述了一种含有杂环的羧酸衍生物，其化学式如下（I）：1其中A代表含有至少一个氮原子和可能具有取代基的杂芳基团，B代表例如杂芳烷基团，—CONH—基团或由公式—CR6═CR7—所表示的基团，其中R6和R7代表H、低碳基团或类似物，D代表芳基团、杂芳基团或类似物，n1代表0或1，M代表例如羟基或低碳氧基团；或其生理上可接受的盐。作为替代视黄酸的视黄酸相关化合物，它可以提供预防和/或治疗各种疾病的方法。
• Heterocycl-containing carboxylic acid derivative and drug containing the same
  申请人：Eisai Co. Ltd.

  公开号：US20020103234A1

  公开（公告）日：2002-08-01

  Described is a heterocycle-containing carboxylic acid derivative represented by the following formula (I): 1 wherein A represents, for example, a heteroaryl group which contains at least one nitrogen atom and may have a substituent, B represents, for example, a heteroarylene group, a —CONH— group or a group represented by the formula —CR 6 ═CR 7 — in which R 6 and R 7 represents H, a lower alkyl group or the like, D represents an arylene group, a heteroarylene group or the like, n1 stands for 0 or 1, M represents, for example, a hydroxyl group or a lower alkoxy group; or a physiologically acceptable salt thereof. As a retinoic-related compound replacing retinoic acid, it permits the provision of a preventive and/or therapeutic for various diseases.

  描述了一种含杂环的羧酸衍生物，其化学式为（I）：1，其中A代表例如至少含有一个氮原子并且可能具有取代基的杂芳基团，B代表例如杂芳烃基团，-CONH-基团或由式子-CR6═CR7-表示的基团，其中R6和R7代表H、低碳基或类似物，D代表芳烃基团、杂芳烃基团或类似物，n1代表0或1，M代表例如羟基或低碳氧基基团；或其生理上可接受的盐。作为替代视黄酸的视黄酸相关化合物，它可以提供预防和/或治疗各种疾病的方法。
• HETEROCYCLIC CARBOXYLIC ACID DERIVATIVES AND DRUGS CONTAINING THE SAME
  申请人：Eisai Co., Ltd.

  公开号：EP0838453A1

  公开（公告）日：1998-04-29

  Described is a heterocycle-containing carboxylic acid derivative represented by the following formula (I): wherein A represents, for example, a heteroaryl group which contains at least one nitrogen atom and may have a substituent, B represents, for example, a heteroarylene group, a -CONH- group or a group represented by the formula -CR6=CR7- in which R6 and R7 represents H, a lower alkyl group or the like, D represents an arylene group, a heteroarylene group or the like, n1 stands for 0 or 1, M represents, for example, a hydroxyl group or a lower alkoxy group; or a physiologically acceptable salt thereof. As a retinoic-related compound replacing retinoic acid, it permits the provision of a preventive and/or therapeutic for various diseases.

  所述的是由下式(I)代表的含杂环的羧酸衍生物： 其中 A 代表例如含有至少一个氮原子并可具有取代基的杂芳基，B 代表例如杂芳基、-CONH- 基团或由式 -CR6=CR7- 代表的基团，其中 R6 和 R7 代表 H、低级烷基或类似基团，D 代表芳基、杂芳基或类似基团，n1 代表 0 或 1，M 代表例如羟基或低级烷氧基；或其生理学上可接受的盐。作为替代维甲酸的维甲酸相关化合物，它可以预防和/或治疗各种疾病。
• US5977108A
  申请人：——

  公开号：US5977108A

  公开（公告）日：1999-11-02