3-[5-bromo-2-(piperidine-1-carbonyl)-phenylsulfamoyl]-thiophene-2-carboxylic acid methyl ester

• 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: 3-[5-bromo-2-(piperidine-1-carbonyl)-phenylsulfamoyl]-thiophene-2-carboxylic acid methyl ester
• 英文别名: Methyl 3-[[5-bromo-2-(piperidine-1-carbonyl)phenyl]sulfamoyl]thiophene-2-carboxylate
• 化学式: C₁₈H₁₉BrN₂O₅S₂
• 分子量: 487.395
• InChiKey: ASIDPENANBAGQB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  129
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  4-bromo-2-aminobenzoic acid piperidine amide 、 3-氯磺酰基-2-噻吩甲酸甲酯 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 以89%的产率得到3-[5-bromo-2-(piperidine-1-carbonyl)-phenylsulfamoyl]-thiophene-2-carboxylic acid methyl ester
  参考文献：
  名称：

  Synthesis and solid-phase purification of anthranilic sulfonamides as CCK-2 ligands

  摘要：

  A novel strategy for the synthesis of cholecystokinin-2 receptor ligands was developed. The route employs a solution-phase synthesis of a series of anthranilic sulfonamides followed by a resin capture purification strategy to produce multi-milligram quantities of compounds for bioassay. The synthesis was used to produce >100 compounds containing various functional groups, highlighting the general applicability of this strategy and to address specific metabolism issues in our CCK-2 program. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.09.087

文献信息

• [EN] ARYL SULFONAMIDE COMPOUNDS AS MODULATORS OF THE CCK2 RECEPTOR<br/>[FR] COMPOSÉS DE SULFONAMIDE D'ARYLE COMME MODULATEURS DE RÉCEPTEUR CCK2
  申请人：JANSSEN PHARMACEUTICA NV

  公开号：WO2008124524A2

  公开（公告）日：2008-10-16

  [EN] Certain aryl sulfonamide compounds are CCK2 receptor modulators useful in the treatment of CCK2 receptor-mediated diseases.
  [FR] Certains composés de sulfonamide d'aryle comme modulateurs de récepteur CCK2, utiles pour le traitement de maladies dont la médiation est assurée par ce type de récepteur.
• Synthesis and solid-phase purification of anthranilic sulfonamides as CCK-2 ligands
  作者：Craig R. Woods、Michael D. Hack、Brett D. Allison、Victor K. Phuong、Mark D. Rosen、Magda F. Morton、Clodagh E. Prendergast、Terrance D. Barrett、Nigel P. Shankley、Michael H. Rabinowitz

  DOI：10.1016/j.bmcl.2007.09.087

  日期：2007.12

  A novel strategy for the synthesis of cholecystokinin-2 receptor ligands was developed. The route employs a solution-phase synthesis of a series of anthranilic sulfonamides followed by a resin capture purification strategy to produce multi-milligram quantities of compounds for bioassay. The synthesis was used to produce >100 compounds containing various functional groups, highlighting the general applicability of this strategy and to address specific metabolism issues in our CCK-2 program. (c) 2007 Elsevier Ltd. All rights reserved.