6-chloro-N-{3-[2-(diethylamino)ethoxy]-2-methyl-1H-indol-5-yl}imidazo[2,1-b]thiazole-5-sulfonamide | 1110776-55-0

• 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: 6-chloro-N-{3-[2-(diethylamino)ethoxy]-2-methyl-1H-indol-5-yl}imidazo[2,1-b]thiazole-5-sulfonamide
• 英文别名: 6-Chloro-imidazo[2,1-b]thiazole-5-sulfonic acid [3-(2-diethylamino-ethoxy)-2-methyl-1H-indol-5-yl]-amide；6-chloro-N-[3-[2-(diethylamino)ethoxy]-2-methyl-1H-indol-5-yl]imidazo[2,1-b][1,3]thiazole-5-sulfonamide
• CAS: 1110776-55-0
• 化学式: C₂₀H₂₄ClN₅O₃S₂
• 分子量: 482.027
• InChiKey: ZIMLRIRVPRBBDW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  31
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  128
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  tert-butyl 5-{[(6-chloroimidazo[2,1-b][1,3]thiazol-5-yl)sulfonyl]amino}-3-[2-(diethylamino)ethoxy]-2-methyl-1H-indole-1-carboxylate 反应 3.0h， 以88%的产率得到6-chloro-N-{3-[2-(diethylamino)ethoxy]-2-methyl-1H-indol-5-yl}imidazo[2,1-b]thiazole-5-sulfonamide
  参考文献：
  名称：

  钯催化的 5-Bromo-3-[2-(二乙氨基) 乙氧基]吲哚胺化和磺酰化成潜在的 5-HT6 受体配体

  摘要：

  5-溴-3-[2-(二乙氨基)乙氧基]吲哚的通用且有效的钯催化胺化已被开发。在 Pd(OAc)2 和 2-[二(1-金刚烷基)膦酰基]-1-苯基吡咯作为配体存在时获得最佳结果。随后的磺酰化产生了新的吲哚衍生物，它们作为潜在的生物活性 5-HT6 受体配体很受关注。（© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008）

  DOI：

  10.1002/ejoc.200800638

文献信息

• Substituted indole sulfonamide compounds their preparation and use as medicaments
  申请人：Laboratorios Del. Dr. Esteve, S.A.

  公开号：EP2149573A1

  公开（公告）日：2010-02-03

  The present invention relates to indole sulfonamide compounds of general formula (I), a process for their preparation, a medicament comprising these compounds and the use of the indole sulfonamide compounds for the preparation of medicaments for 5-HT6 receptor regulation as well as for the treatment of disorders related thereto.

  本发明涉及一般式(I)的吲哚磺胺化合物，其制备方法，包含这些化合物的药物以及利用吲哚磺胺化合物制备用于5-HT6受体调节和相关疾病治疗的药物。
• SUBSTITUTED INDOLE SULFONAMIDE COMPOUNDS, THEIR PREPARATION AND USE AS MEDICAMENTS
  申请人：Laboratorios del. Dr. Esteve, S.A.

  公开号：EP2318397A2

  公开（公告）日：2011-05-11
• [EN] SUBSTITUTED INDOLE SULFONAMIDE COMPOUNDS, THEIR PREPARATION AND USE AS MEDICAMENTS<br/>[FR] COMPOSÉS D'INDOLE-SULFONAMIDES SUBSTITUÉS, LEUR PRÉPARATION ET LEUR UTILISATION COMME MÉDICAMENTS
  申请人：ESTEVE LABOR DR

  公开号：WO2010012806A2

  公开（公告）日：2010-02-04

  The present invention relates to indole sulfonamide compounds of general formula (I), a process for their preparation, a medicament comprising these compounds and the use of the indole sulfonamide compounds for the preparation of medicaments for 5- HT6 receptor regulation as well as for the treatment of disorders related thereto.
• Palladium-Catalyzed Amination and Sulfonylation of 5-Bromo-3-[2-(diethylamino)ethoxy]indoles to Potential 5-HT₆Receptor Ligands
  作者：Nicolle Schwarz、Anahit Pews-Davtyan、Dirk Michalik、Annegret Tillack、Karolin Krüger、Antoni Torrens、José Luis Diaz、Matthias Beller

  DOI：10.1002/ejoc.200800638

  日期：2008.11

  A general and efficient palladium-catalyzed amination of 5-bromo-3-[2-(diethylamino)ethoxy]indoles has been developed. Best results are obtained in the presence of Pd(OAc)2 and 2-[di(1-adamantyl)phosphanyl]-1-phenylpyrrole as ligand. Subsequent sulfonylation gave novel indole derivatives, which are of interest as potentially biological active 5-HT6 receptor ligands.(© Wiley-VCH Verlag GmbH & Co. KGaA

  5-溴-3-[2-(二乙氨基)乙氧基]吲哚的通用且有效的钯催化胺化已被开发。在 Pd(OAc)2 和 2-[二(1-金刚烷基)膦酰基]-1-苯基吡咯作为配体存在时获得最佳结果。随后的磺酰化产生了新的吲哚衍生物，它们作为潜在的生物活性 5-HT6 受体配体很受关注。（© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008）