4-methyl-N-(3-morpholinopropyl)benzenesulfonamide | 330560-60-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-methyl-N-(3-morpholinopropyl)benzenesulfonamide
• 英文别名: Cambridge id 5176382；4-methyl-N-(3-morpholin-4-ylpropyl)benzenesulfonamide
• CAS: 330560-60-6
• 化学式: C₁₄H₂₂N₂O₃S
• 分子量: 298.406
• InChiKey: MLSGMPUVRSQCIN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  67
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-methyl-N-(3-morpholinopropyl)benzenesulfonamide 在 potassium tert-butylate 作用下， 以 二甲基亚砜 、 萘烷 、 叔丁醇 为溶剂， 反应 8.5h， 生成 4-methyl-N-(3-morpholin-4-ylpropyl)-N-[(E)-3,3,3-trifluoroprop-1-enyl]benzenesulfonamide
  参考文献：
  名称：

  Stereoselective synthesis of (Z)-trifluoromethyl enamines and their Lewis acid-mediated conversion into (E)-isomers

  摘要：

  (Z)-beta-Trifluoromethyl enamines were prepared in high yield stereoselectively by reaction of 2-bromo-3,3,3-trifluoropropene with N-alkyl toluenesulfonamides and potassium t-butoxide in one pot via Michael addition and elimination processes. The (Z)-beta-trifluoromethyl enamines could be converted to the corresponding thermodynamically stable (E)-isomers promoted by Lewis acid catalysts at room temperature or thermal isomerization. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)01157-7
• 作为产物：
  描述：

  N-(3-氨丙基)吗啉 、 对甲苯磺酰氯 在 三乙胺 作用下， 以 氯仿 为溶剂， 反应 2.0h， 以78%的产率得到4-methyl-N-(3-morpholinopropyl)benzenesulfonamide
  参考文献：
  名称：

  苯和异喹啉磺酰胺衍生物的设计，合成及抗疟活性。

  摘要：

  通过取代胺（伯胺和仲胺）在苯和异喹啉磺酰氯上的亲核取代反应，合成了一系列新的苯和异喹啉磺酰胺衍生物。评价了标题化合物在体外对恶性疟原虫的抗疟活性，并且其MIC在2-50μg/ mL的范围内。

  DOI：

  10.1016/j.bmcl.2007.11.038

文献信息

• SUBSTITUTED SULPHONAMIDES, PROCESS FOR THEIR PREPARATION, PHARMACEUTICAL COMPOSITION COMPRISING THEREOF AND THEIR USE
  申请人：Gregan Fridrich

  公开号：US20100125076A1

  公开（公告）日：2010-05-20

  Substituted sulphonamides having the general formula (I) and salts, hydrates and solvates thereof were prepared and described, wherein R 1 is CO or SO 2 and R 2 is NH or O and where R represents linear or cyclic aliphatic chain and n represents number of linking aliphatic chain carbons (n can be 0, 1, 2 or 3), which are useful in the manufacture of the medicaments due to the carboanhydrase inhibition. These compounds are prepared by nucleophilic reaction of an amine with 4-sulfamoylbenzenesulphonyl chloride in the presence of triethylamine excess in tetrahydrofurane or in ether at temperature 0 to 20° C. The compounds show an antiglaucomatic activity.

  制备并描述了具有通式（I）及其盐、水合物和溶剂化合物的取代磺酰胺，其中R1为CO或SO2，R2为NH或O，R代表线性或环状脂肪链，n代表连接脂肪链碳数（n可以为0、1、2或3），由于碳酸酐酶抑制作用，这些化合物在药物制造中非常有用。这些化合物通过在四氢呋喃或醚中以0至20°C的温度下，在三乙胺过量存在下的氨与4-磺酰基苯磺酰氯的亲核反应制备而成。这些化合物表现出抗青光眼活性。
• MODULATORS OF ATP-BINDING CASSETTE TRANSPORTERS
  申请人：Hadida-Ruah Sara

  公开号：US20110172229A1

  公开（公告）日：2011-07-14

  Compounds of the present invention, and pharmaceutically acceptable compositions thereof, are useful as modulators of ATP-Binding Cassette (“ABC”) transporters or fragments thereof, including Cystic Fibrosis Transmembrane Conductance Regulator (“CFTR”). The present invention also relates to methods of treating ABC transporter mediated diseases using compounds of the present invention.

  本发明的化合物及其药学上可接受的组合物，可用作ATP结合盒（“ABC”）转运蛋白或其片段的调节剂，包括囊性纤维化跨膜导电调节器（“CFTR”）。本发明还涉及使用本发明的化合物治疗ABC转运蛋白介导的疾病的方法。
• Modulators of ATP-Binding Cassette Transporters
  申请人：Hadida-Ruah Sara

  公开号：US20120232059A1

  公开（公告）日：2012-09-13

  Compounds of the present invention, and pharmaceutically acceptable compositions thereof, are useful as modulators of ATP-Binding Cassette (“ABC”) transporters or fragments thereof, including Cystic Fibrosis Transmembrane Conductance Regulator (“CFTR”). The present invention also relates to methods of treating ABC transporter mediated diseases using compounds of the present invention.

  本发明的化合物及其药学上可接受的组合物，可用作ATP结合盒（“ABC”）转运蛋白或其片段的调节剂，包括囊性纤维化跨膜电导调节因子（“CFTR”）。本发明还涉及使用本发明的化合物治疗ABC转运蛋白介导的疾病的方法。
• MODULATORS OF ATP-BINDING CASSETTE-TRANSPORTERS
  申请人：Hadida Ruah Sara S.

  公开号：US20130296364A1

  公开（公告）日：2013-11-07

  Compounds of the present invention, and pharmaceutically acceptable compositions thereof, are useful as modulators of ATP-Binding Cassette (“ABC”) transporters or fragments thereof, including Cystic Fibrosis Transmembrane Conductance Regulator (“CFTR”). The present invention also relates to methods of treating ABC transporter mediated diseases using compounds of the present invention.

  本发明的化合物及其药学上可接受的组合物可用作ATP结合盒（“ABC”）转运蛋白或其片段的调节剂，包括囊性纤维化跨膜传导调节因子（“CFTR”）。本发明还涉及使用本发明的化合物治疗ABC转运蛋白介导的疾病的方法。
• Modulators of ATP-binding cassette transporters
  申请人：Vertex Pharmaceuticals Incorporated

  公开号：US10626111B2

  公开（公告）日：2020-04-21

  Compounds of the present invention, and pharmaceutically acceptable compositions thereof, are useful as modulators of ATP-Binding Cassette (“ABC”) transporters or fragments thereof, including Cystic Fibrosis Transmembrane Conductance Regulator (“CFTC”). The present invention also relates to methods of treating ABC transporter mediated diseases using compounds of the present invention.

  本发明的化合物及其药学上可接受的组合物可用作 ATP 结合盒（"ABC"）转运体或其片段（包括囊性纤维化跨膜传导调节剂（"CFTC"））的调节剂。本发明还涉及使用本发明化合物治疗 ABC 转运体介导的疾病的方法。