5-氯-2-甲氧基-N-[2-[4-(磷酰氧基)苯基]乙基]苯甲酰胺 | 594854-55-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磷酸及其衍生物
• 中文名称: 5-氯-2-甲氧基-N-[2-[4-(磷酰氧基)苯基]乙基]苯甲酰胺
• 英文名称: {4-[2-(5-chloro-2-methoxybenzamido)ethyl]phenyl} phosphate
• 英文别名: 5-Chloro-2-methoxy-N-[2-[4-(phosphonooxy)phenyl]ethyl]benzamide；[4-[2-[(5-chloro-2-methoxybenzoyl)amino]ethyl]phenyl] dihydrogen phosphate
• CAS: 594854-55-4
• 化学式: C₁₆H₁₇ClNO₆P
• 分子量: 385.741
• InChiKey: RHSICLBXTJYWMY-UHFFFAOYSA-N

物化性质

• 密度：
  1.430±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  105
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  5-氯-2-甲氧基苯甲酰氯 在 三氯氧磷 作用下， 生成 5-氯-2-甲氧基-N-[2-[4-(磷酰氧基)苯基]乙基]苯甲酰胺
  参考文献：
  名称：

  Inhibition of ATP-sensitive K+-channels by a sulfonylurea analogue with a phosphate group

  摘要：

  Hypoglycaemic sulfortylureas initiate insulin secretion by direct inhibition of ATP-sensitive K--channels in the pancreatic beta-cells. These channels are composed of two proteins, a pore-forming subunit (K(IR)6.2 in the case of beta-cells) and a regulatory subunit, the sulfonylurea receptor (SUR). In the present study we characterised the interaction with SURs of the new sulfonylurea analogues 5-chloro-N-[2-(4-hydroxyphenyl)ethyl]-2-methoxvbenzamide (compound I) and {4-[2-(5-chloro-2-methoxybenzamido)ethyl]phenyl}phosphate (compound I). Compounds I and II differ from the sulfonylurea analogue meglitinide only in so far as the carboxylic group of meglitinide is replaced by a hydroxyl group or a phosphate group. respectively. The binding affinities of compound II for the SUR subtypes SUR1 (identified in beta-cells) and SUR2A (identified in heart and skeletal muscle) were higher by 55 or 21-fold, respectively, than the corresponding affinities for compound I. In inside-out patch-clamp experiments compound II inhibited ATP-sensitive K-channels of the SUR1/K(IR)6.2-type (characteristic of beta-cells) with an IC50 value of 0.16 muM which is 6-fold lower than the corresponding value for meglitinide. These findings strongly support the conclusion that the interaction of sulfortylureas and acidic analogues with SURs is favoured by the anionic group of these drugs and that a phosphate group allows more efficient ligand interaction with SUR1 than a carboxylic group. (C) 2002 Elsevier Science Inc. All rights reserved.

  DOI：

  10.1016/s0006-2952(02)01566-6

文献信息

• Ligand-coupled initiator polymers and methods of use
  申请人：SurModics, Inc.

  公开号：US20040203075A1

  公开（公告）日：2004-10-14

  Initiator polymers having an initiator group and a ligand group are provided. The initiator polymers are capable of specifically binding to a receptor on a surface. Using a macromer system, the initiator polymers are useful for the formation of a polymeric matrix on the surface of a material. In particular, initiator polymers are provided that have specificity to pancreatic &bgr; cells and can be used to encapsulate cells for transplantation and the treatment of diabetes.

  本发明提供了具有引发基团和配体基团的引发聚合物。这些引发聚合物能够特异性地结合到表面上的受体上。利用一种大分子体系，这些引发聚合物可用于在材料表面形成聚合物基质。特别地，本发明提供了具有对胰岛素β细胞特异性的引发聚合物，可用于包埋细胞进行移植和治疗糖尿病。
• LIGAND-COUPLED INITIATOR POLYMERS AND METHODS OF USE
  申请人：Chudzik Stephen J.

  公开号：US20110040057A1

  公开（公告）日：2011-02-17

  Initiator polymers having an initiator group and a ligand group are provided. The initiator polymers are capable of specifically binding to a receptor on a surface. Using a macromer system, the initiator polymers are useful for the formation of a polymeric matrix on the surface of a material. In particular, initiator polymers are provided that have specificity to pancreatic β cells and can be used to encapsulate cells for transplantation and the treatment of diabetes.

  本发明提供了具有引发基团和配体基团的引发聚合物。该引发聚合物能够特异性地结合到表面上的受体。使用大分子体系，该引发聚合物可用于在材料表面形成聚合物基质。特别地，本发明提供了具有对胰岛素β细胞特异性的引发聚合物，可用于包埋细胞进行移植和治疗糖尿病。
• EP1613749A2
  申请人：——

  公开号：EP1613749A2

  公开（公告）日：2006-01-11
• US7820158B2
  申请人：——

  公开号：US7820158B2

  公开（公告）日：2010-10-26
• [EN] LIGAND-COUPLED INITIATOR POLYMERS AND METHODS OF USE<br/>[FR] POLYMERES D'INITIATEUR COUPLE A UN LIGAND ET PROCEDES D'UTILISATION
  申请人：SURMODICS INC

  公开号：WO2004093845A2

  公开（公告）日：2004-11-04

  Initiator polymers having an initiator group and a ligand group are provided. The initiator polymers are capable of specifically binding to a receptor on a surface. Using a macromer system, the initiator polymers are useful for the formation of a polymeric matrix on the surface of a material. In particular, initiator polymers are provided that have specificity to pancreatic β cells and can be used to encapsulate cells for transplantation and the treatment of diabetes.