2-[4-(4-Bromo-phenyl)-pyridin-3-yl]-3-isobutyl-thiazolidin-4-one | 663950-53-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2-[4-(4-Bromo-phenyl)-pyridin-3-yl]-3-isobutyl-thiazolidin-4-one
• 英文别名: 2-[4-(4-Bromophenyl)pyridin-3-yl]-3-(2-methylpropyl)-1,3-thiazolidin-4-one
• CAS: 663950-53-6
• 化学式: C₁₈H₁₉BrN₂OS
• 分子量: 391.332
• InChiKey: RVHDQCOFRZYBFK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  58.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-羟基-2-(4-溴苯基)丙烷 在 三氯氧磷 作用下， 以 苯 为溶剂， 反应 36.0h， 生成 2-[4-(4-Bromo-phenyl)-pyridin-3-yl]-3-isobutyl-thiazolidin-4-one
  参考文献：
  名称：

  Synthesis and SAR of novel 2-arylthiazolidinones as selective analgesic N-type calcium channel blockers

  摘要：

  A series of new N-type (Ca(v)2.2) calcium channel blockers derived from the 'hit' structures 2-(3-bromo-4-fluorophenyl)-3(2-pyridin-2-yiethyl)thiazolidin-4-one 9 and its 2-[4-(4-bromophenyl)pyridin-3-yl]-3-isobutyI analogue 10 is described. Extensive SAR studies using a range of synthetic approaches resulted in novel, patented compounds with IC50 values of up to 0.2 mu M in an in vitro IMR32 assay, and selectivities for N/L of up to 30-fold. The new compounds described have potential in treatment of neuropathic pain. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.10.098

文献信息

• Thiazolidinone, oxazolidinone, and imidazolone derivatives for treating non-inflammatory gastrointestinal tract disorders
  申请人：Fraser Oliver Matthew

  公开号：US20050113421A1

  公开（公告）日：2005-05-26

  A method is provided for using Cav2.2 subunit calcium channel modulators, particularly thiazolidinone, oxazolidinone, and imidazolone derivatives, to treat non-inflammatory gastrointestinal tract disorders.

  提供了一种方法，用于使用Cav2.2亚单位钙通道调节剂，特别是噻唑啉酮、噁唑啉酮和咪唑啉酮衍生物，来治疗非炎症性胃肠道疾病。
• Thiazolidinone, oxazolidinone, and imidazolone derivatives for treating lower urinary tract and related disorders
  申请人：Fraser Oliver Matthew

  公开号：US20050148587A1

  公开（公告）日：2005-07-07

  The invention relates to methods of using Cav2.2 subunit calcium channel modulators, particularly thiazolidinone, oxazolidinone, and imidazolone derivatives, to treat lower urinary tract and related disorders.

  本发明涉及使用 Cav2.2 亚基钙通道调节剂，特别是噻唑烷酮、噁唑烷酮和咪唑烷酮衍生物治疗下尿路及相关疾病的方法。
• US7223754B2
  申请人：——

  公开号：US7223754B2

  公开（公告）日：2007-05-29
• [EN] 1,3-THIAZOLIN-4-ONES AS THERAPEUTIC COMPOUNDS IN THE TREATMENT OF PAIN<br/>[FR] 1,3-THIAZOLIN-4-ONES UTILISEES COMME COMPOSES THERAPEUTIQUES DANS LE TRAITEMENT DE LA DOULEUR
  申请人：IONIX PHARMACEUTICALS LTD

  公开号：WO2004017965A1

  公开（公告）日：2004-03-04

  Compounds of formulae (I) and (I’) channels wherein R1, R2 and R3 are organic residues, Y is a linker and R3 is aryl, heteroaryl, carbocyclyl or heterocyclyl are N-type calcium channel antagonists and are therefore useful in the treatment of pain.
• [EN] FIVE-MEMBERED HETEROCYCLIC COMPOUNDS IN THE TREATMENT OF CHRONIC AND ACUTE PAIN<br/>[FR] COMPOSES HETEROCYCLIQUES A CINQ CHAINONS UTILISES DANS LE TRAITEMENT DE DOULEURS CHRONIQUES ET AIGUES
  申请人：IONIX PHARMACEUTICALS LTD

  公开号：WO2004017966A1

  公开（公告）日：2004-03-04

  Compounds of formula (I) are found to antagonise N-type calcium channels F(I) wherein R1, R2 and R4 are organic residues, Y is a linker and R3 is aryl, heteroaryl, carbocyclyl a heterocyclyl are N-type calcium channel antagonists and are therefore useful in the treatment of both chronic and acute pain.