4-Acetyl-1-[3-[[2-[N-(2-pyridinyl)amino]thiazol-5-yl]thio]benzoyl]piperazine

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 4-Acetyl-1-[3-[[2-[N-(2-pyridinyl)amino]thiazol-5-yl]thio]benzoyl]piperazine
• 英文别名: 1-(4-(3-(2-(Pyridin-2-ylamino)thiazol-5-ylthio)benzoyl)piperazin-1-yl)ethanone；1-[4-[3-[[2-(pyridin-2-ylamino)-1,3-thiazol-5-yl]sulfanyl]benzoyl]piperazin-1-yl]ethanone
• 化学式: C₂₁H₂₁N₅O₂S₂
• 分子量: 439.562
• InChiKey: ORLXLKYURVKUJC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  132
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  1-苯甲酰-3-(2-吡啶基)-2-硫脲 在 sodium hydroxide 、 N-羟基-7-氮杂苯并三氮唑 、 溴 、 sodium methylate 、 溶剂黄146 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 为溶剂， 生成 4-Acetyl-1-[3-[[2-[N-(2-pyridinyl)amino]thiazol-5-yl]thio]benzoyl]piperazine
  参考文献：
  名称：

  Discovery and SAR of 2-amino-5-(thioaryl)thiazoles as potent and selective Itk inhibitors

  摘要：

  A series of structurally novel aminothiazole based small molecule inhibitors of Itk were prepared to elucidate their structure-activity relationships (SARs), selectivity, and cell activity in inhibiting IL-2 secretion in a Jurkat T-cell assay. Compound 3 is identified as a potent and selective Itk inhibitor which inhibits anti-TCR antibody induced IL-2 production in mice in vivo and was previously reported to reduce lung inflammation in a mouse model of ovalbumin induced allergy/asthma. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.04.060

文献信息

• Thiazolyl inhibitors of Tec family tyrosine kinases
  申请人：——

  公开号：US20030069238A1

  公开（公告）日：2003-04-10

  Novel thiazolyl compounds and salts thereof, pharmaceutical compositions containing such compounds, and methods of using such compounds in the treatment of Tec family tyrosine kinase-associated disorders such as cancer, immunologic disorders and allergic disorders.

  新型噻唑基化合物及其盐，含有这种化合物的药物组合物，以及在治疗 Tec 家族酪氨酸激酶相关疾病（如癌症、免疫性疾病和过敏性疾病）中使用这种化合物的方法。
• Thiazolyl inhibitors of tec family tyrosine kinases
  申请人：Bristol-Myers Squibb Company

  公开号：EP1671969A2

  公开（公告）日：2006-06-21

  Thiazolyl compounds and salts thereof, pharmaceutical compositions containing such compounds, and use of such compounds in the treatment of Tec family tyrosine kinase-associated disorders such as cancer, immunologic disorders and allergic disorders.

  噻唑基化合物及其盐类、含有此类化合物的药物组合物，以及此类化合物在治疗 Tec 家族酪氨酸激酶相关疾病（如癌症、免疫性疾病和过敏性疾病）中的用途。
• Identification of 2-amino-5-(thioaryl)thiazoles as inhibitors of nerve growth factor receptor TrkA
  作者：Soong-Hoon Kim、John S. Tokarski、Kenneth J. Leavitt、Brian E. Fink、Mark E. Salvati、Robert Moquin、Mary T. Obermeier、George L. Trainor、Gregory G. Vite、Linda K. Stadnick、Jonathan S. Lippy、Dan You、Matthew V. Lorenzi、Ping Chen

  DOI：10.1016/j.bmcl.2007.11.076

  日期：2008.1

  2-Amino-5-(thioaryl)thiazoles are potent inhibitors of TrkA (e.g., 20h, TrkA IC50 = 0.6 nM) that show anti-proliferative effect in cellular assays. A proposed inhibitor binding mode to TrkA active site is consistent with key SAR observations. (c) 2007 Elsevier Ltd. All rights reserved.
• THIAZOLYL INHIBITORS OF TEC FAMILY TYROSINE KINASES
  申请人：Bristol-Myers Squibb Company

  公开号：EP1347971B1

  公开（公告）日：2006-03-01
• US6706717B2
  申请人：——

  公开号：US6706717B2

  公开（公告）日：2004-03-16