N-(4-bromo-3-methyl-5-isoxazolyl)-3-(4-iso-propylphenyl)thiophene-2-sulfonamide

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: N-(4-bromo-3-methyl-5-isoxazolyl)-3-(4-iso-propylphenyl)thiophene-2-sulfonamide
• 英文别名: 3-(4-Isopropyl-phenyl)-thiophene-2-sulfonic acid (4-bromo-3-methyl-isoxazol-5-yl)-amide；N-(4-bromo-3-methyl-1,2-oxazol-5-yl)-3-(4-propan-2-ylphenyl)thiophene-2-sulfonamide
• 化学式: C₁₇H₁₇BrN₂O₃S₂
• 分子量: 441.37
• InChiKey: QDXPMETWGQNDRO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  109
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  4-溴异丙苯 在 四(三苯基膦)钯 sodium hydroxide 、 硼酸三异丙酯 、 五氯化磷 、 sodium hydride 、 sodium carbonate 、 三氯氧磷 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 生成 N-(4-bromo-3-methyl-5-isoxazolyl)-3-(4-iso-propylphenyl)thiophene-2-sulfonamide
  参考文献：
  名称：

  Thiophenesulfonamides as endothelin receptor antagonists

  摘要：

  The synthesis and in vitro binding affinities of a series of thiophenesulfonamides as ET(A) selective endothelin receptor antagonists is described. The most potent inhibitor displayed an IC50 of 43 nM and 3 mu M to ET(A) and ET(B) receptors, respectively. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/s0960-894x(96)00496-9

文献信息

• Biphenylsulfonamides and derivatives thereof that modulate the activity of endothelin
  申请人：——

  公开号：US20020095041A1

  公开（公告）日：2002-07-18

  Biphenylsulfonamides and methods for modulating or altering the activity of the endothelin family of peptides are provided. In particular, bicyclic or tricyclic carbon or heterocyclic ring biphenylsulfonamides and methods using these sulfonamides for inhibiting the binding of an endothelin peptide to an endothelin receptor by contacting the receptor with the sulfonamide are provided. Methods for treating endothelin-mediated disorders by administering effective amounts of one or more of these sulfonamides or prodrugs thereof that inhibit or increase the activity of endothelin are also provided.

  提供了二苯基磺胺类化合物和调节或改变内皮素家族肽活性的方法。具体包括使用双环或三环碳或杂环环二苯基磺胺类化合物的方法，通过将该磺胺类化合物与内皮素受体接触来抑制内皮素肽与内皮素受体的结合。还提供了通过给予有效剂量的这些磺胺类化合物或其前药来治疗内皮素介导的疾病的方法，这些化合物能够抑制或增加内皮素的活性。
• N-aryl thienyl-, furyl-, and pyrrolyl-sulfonamides and derivatives thereof that modulate the activity of endothelin
  申请人：Texas Biotechnology Corp.

  公开号：US06342610B2

  公开（公告）日：2002-01-29

  Thienyl-, furyl- and pyrrolyl-sulfonamides and methods for modulating or altering the activity of the endothelin family of peptides are provided. In particular, N-(isoxazolyl)thienylsulfonamides, N-(isoxazolyl)furylsulfonamides and N-(isoxazolyl)pyrrolylsulfonamides and methods using these sulfonamides for inhibiting the binding of an endothelin peptide to an endothelin receptor by contacting the receptor with the sulfonamide are provided. Methods for treating endothelin-mediated disorders by administering effective amounts of one or more of these sulfonamides or prodrugs thereof that inhibit or increase the activity of endothelin are also provided.

  提供了噻吩基、呋喃基和吡咯基磺酰胺以及用于调节或改变内皮素肽家族活性的方法。特别是，提供了N-(异恶唑基)噻吩磺酰胺、N-(异恶唑基)呋喃磺酰胺和N-(异恶唑基)吡咯磺酰胺以及使用这些磺酰胺通过将受体与磺酰胺接触来抑制内皮素肽与内皮素受体结合的方法。还提供了通过施用有效量的一个或多个这些磺酰胺或其前药来治疗内皮素介导的疾病的方法，这些磺酰胺或其前药抑制或增加内皮素的活性。
• Formulation of sulfonamides for treatment of endothelin-mediated disorders
  申请人：——

  公开号：US20010039289A1

  公开（公告）日：2001-11-08

  Formulations of pharmaceutically-acceptable salts of thienyl-, furyl- and pyrrolyl-sulfonamides and methods for modulating or altering the activity of the endothelin family of peptides using the formulations are provided. In particular, formulations of sodium salts of N-(isoxazolyl)-thienylsulfonamides, N-(isoxazolyl)furylsulfonamides and N-(isoxazolyl)-pyrrolylsulfonamides and methods using these sulfonamide salts for inhibiting the binding of an endothelin peptide to an endothelin receptor by contacting the receptor with the sulfonamide salt are provided. Methods for treating endothelin-mediated disorders by administering effective amounts of one or more of these sulfonamide salts or prodrugs thereof that inhibit or increase the activity of endothelin are also provided.

  本发明提供了苯并噻唑基、呋喃基和吡咯基磺酰胺的药用可接受盐的配方以及使用这些配方调节或改变内皮素家族肽的活性的方法。具体而言，本发明提供了N-(异噁唑基)-苯并噻唑磺酰胺、N-(异噁唑基)-呋喃磺酰胺和N-(异噁唑基)-吡咯磺酰胺的钠盐配方，以及使用这些磺酰胺盐通过与受体接触来抑制内皮素肽与内皮素受体的结合的方法。本发明还提供了通过给予这些磺酰胺盐或其前药的有效量来治疗内皮素介导的疾病的方法，这些疾病可以抑制或增加内皮素的活性。
• Process for preparing alkali metal salts of hydrophobic sulfonamides
  申请人：ENCYSIVE PHARMACEUTICALS INC.

  公开号：EP1498419A1

  公开（公告）日：2005-01-19

  Thienyl-, furyl- and pyrrolyl-sulfonamides, pharmaceutically-acceptable salts of sulfonamides, formulations of salts and the sulfonamides, and methods of altering the activity of the endothelin family of peptides using the formulations and sulfonamides are provided. In particular, formulations of sodium salts of N-(isoxazolyl)thienylsulfonamides, N-(isoxazolyl)furylsulfonamides and N-(isoxazolyl)pyrrolysulfonamides are provided. A process of preparing an alkali metal salt of a hydrophobic sulfonamide is provided. The process includes the step of dissolving a free sulfonamide in an organic solvent in the presence of a saturated alkali metal salt solution and recovering the formed sulfonamide salt from the organic plant.

  本发明提供了噻吩基、呋喃基和吡咯基磺酰胺类化合物、磺酰胺类化合物的药学上可接受的盐、盐和磺酰胺类化合物的制剂，以及使用这些制剂和磺酰胺类化合物改变内皮素族肽活性的方法。特别是提供了 N-(异恶唑基)噻吩基磺酰胺、N-(异恶唑基)呋喃基磺酰胺和 N-(异恶唑基)吡咯基磺酰胺的钠盐制剂。提供了一种制备疏水磺酰胺碱金属盐的工艺。该工艺包括在有饱和碱金属盐溶液存在的情况下，将游离磺酰胺溶解在有机溶剂中，并从有机植物中回收形成的磺酰胺盐。
• Sulfonamides for treatment of endothelin-mediated disorders
  申请人：ENCYSIVE PHARMACEUTICALS INC.

  公开号：EP1498418A1

  公开（公告）日：2005-01-19

  Thienyl-, furyl- and pyrrolyl-sulfonamides, pharmaceutically-acceptable salts of sulfonamides, formulations of salts and the sulfonamides, and methods of altering the activity of the endothelin family of peptides using the formulations and sulfonamides are provided. In particular, formulations of sodium salts of N-(isoxazolyl)thienylsulfonamides, N-(isoxazolyl)furylsulfonamides and N-(isoxazolyl)pyrrolysulfonamides are provided. A process of preparing an alkali metal salt of a hydrophobic sulfonamide is provided. The process includes the step of dissolving a free sulfonamide in an organic solvent in the presence of a saturated alkali metal salt solution and recovering the formed sulfonamide salt from the organic plant.

  本发明提供了噻吩基、呋喃基和吡咯基磺酰胺类化合物、磺酰胺类化合物的药学上可接受的盐、盐和磺酰胺类化合物的制剂，以及使用这些制剂和磺酰胺类化合物改变内皮素族肽活性的方法。特别是提供了 N-(异恶唑基)噻吩基磺酰胺、N-(异恶唑基)呋喃基磺酰胺和 N-(异恶唑基)吡咯基磺酰胺的钠盐制剂。提供了一种制备疏水磺酰胺碱金属盐的工艺。该工艺包括在有饱和碱金属盐溶液存在的情况下，将游离磺酰胺溶解在有机溶剂中，并从有机植物中回收形成的磺酰胺盐。