(R)-3-((6,7,8,9-四氢-5H-苯并[7]annulen-5-基)硫代)-5-脲啶异噻唑-4-羧酰胺 | 900525-26-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: (R)-3-((6,7,8,9-四氢-5H-苯并[7]annulen-5-基)硫代)-5-脲啶异噻唑-4-羧酰胺
• 英文名称: 3-[(R)-(6,7,8,9-Tetrahydro-5H-benzocyclohepten-5-yl)sulfanyl]-5-ureido-isothiazole-4-carboxylic acid amide
• 英文别名: (R)-3-((6,7,8,9-Tetrahydro-5H-benzo[7]annulen-5-yl)thio)-5-ureidoisothiazole-4-carboxamide；5-(carbamoylamino)-3-[[(5R)-6,7,8,9-tetrahydro-5H-benzo[7]annulen-5-yl]sulfanyl]-1,2-thiazole-4-carboxamide
• CAS: 900525-26-0
• 化学式: C₁₆H₁₈N₄O₂S₂
• 分子量: 362.477
• InChiKey: ZATWYMPHUYHZKA-LLVKDONJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  165
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (4-cyano-3-mercapto-isothiazol-5-yl)-carbamic acid phenyl ester 在 硫酸 、 氨 、 N,N-二异丙基乙胺 作用下， 生成 (R)-3-((6,7,8,9-四氢-5H-苯并[7]annulen-5-基)硫代)-5-脲啶异噻唑-4-羧酰胺
  参考文献：
  名称：

  Discovery of novel isothiazole inhibitors of the TrkA kinase: Structure–activity relationship, computer modeling, optimization, and identification of highly potent antagonists

  摘要：

  The design, synthesis, and biological evaluation of potent inhibitors of the TrkA kinase is presented. A homology model is created to aid in the enhancement of potency and selectivity of isothiazole inhibitors found during a high-throughput screen. Three different syntheses are utilized to make diverse analogs within this series. Aminoheterocycles are found to be good urea surrogates, whereas bicyclic substituents on the C3 thio group were found to be extremely potent TrkA inhibitors in kinase and cell assays. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.04.003

文献信息

• NOVEL NTRK1 FUSION MOLECULES AND USES THEREOF
  申请人：FOUNDATION MEDICINE, INC.

  公开号：US20150073036A1

  公开（公告）日：2015-03-12

  Novel NTRK1 fusion molecules, detection reagents, and uses and kits for evaluating, identifying, assessing and/or treating a subject having a cancer are disclosed.