[5-[(2-Amino-1,3-thiazol-5-yl)sulfanyl]-2-methoxy-4-methylphenyl]-morpholin-4-ylmethanone | 439579-05-2

• 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: [5-[(2-Amino-1,3-thiazol-5-yl)sulfanyl]-2-methoxy-4-methylphenyl]-morpholin-4-ylmethanone
• CAS: 439579-05-2
• 化学式: C₁₆H₁₉N₃O₃S₂
• 分子量: 365.477
• InChiKey: NIDGKZMCOXXALD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  131
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  5-Methylaminomethyl-1H-pyrrole-2-carbonyl chloride 、 [5-[(2-Amino-1,3-thiazol-5-yl)sulfanyl]-2-methoxy-4-methylphenyl]-morpholin-4-ylmethanone 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 生成 N-(5-(4-methoxy-2-methyl-5-(morpholine-4-carbonyl)phenylthio)thiazol-2-yl)-5-((methylamino)methyl)-1H-pyrrole-2-carboxamide
  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
• 作为产物：
  描述：

  2-Amino-5-[(5-carbomethoxy-4-methoxy-2-methylphenyl)thio]thiazole 在 4-二甲氨基吡啶 、 sodium hydroxide 、 N-羟基-7-氮杂苯并三氮唑 、 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 、 三氟乙酸 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 [5-[(2-Amino-1,3-thiazol-5-yl)sulfanyl]-2-methoxy-4-methylphenyl]-morpholin-4-ylmethanone
  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

• US7241781B2
  申请人：——

  公开号：US7241781B2

  公开（公告）日：2007-07-10