5-[(2-Amino-1,3-thiazol-5-yl)sulfanylmethyl]-2,3-dimethylbenzoic acid | 745074-49-1

• 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)sulfanylmethyl]-2,3-dimethylbenzoic acid
• CAS: 745074-49-1
• 化学式: C₁₃H₁₄N₂O₂S₂
• 分子量: 294.398
• InChiKey: MQBIMTNAORMRJW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  130
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  5-[(2-Amino-1,3-thiazol-5-yl)sulfanylmethyl]-2,3-dimethylbenzoic acid 在 N-甲基吗啉 、 吡啶 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 21.0h， 生成 N-(5-(3-(1-acetylpiperazine-4-carbonyl)-4,5-dimethylbenzylthio)thiazol-2-yl)-4-((1-hydroxy-3-methylbutan-2-ylamino)methyl)benzamide
  参考文献：
  名称：

  Discovery and SAR of 2-amino-5-[(thiomethyl)aryl]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 2 is identified as a potent and selective Ilk inhibitor which inhibits anti-TCR antibody induced IL-2 production in mice in vivo. (C) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.01.115
• 作为产物：
  描述：

  methyl 5-(chloromethyl)-2,3-dimethylbenzoate 在 sodium hydroxide 、 sodium tetrahydroborate 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 18.0h， 生成 5-[(2-Amino-1,3-thiazol-5-yl)sulfanylmethyl]-2,3-dimethylbenzoic acid
  参考文献：
  名称：

  Discovery and SAR of 2-amino-5-[(thiomethyl)aryl]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 2 is identified as a potent and selective Ilk inhibitor which inhibits anti-TCR antibody induced IL-2 production in mice in vivo. (C) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.01.115

文献信息

• Compounds and methods for modulating interleukin-2-inducible t-cell kinase
  申请人：CORVUS PHARMACEUTICALS, INC.

  公开号：US11008314B2

  公开（公告）日：2021-05-18

  Provided herein, inter alia, are methods and compounds for modulating Interleukin-2-inducible T-cell kinase.

  本文特别提供了调节白细胞介素-2 诱导的 T 细胞激酶的方法和化合物。
• COMPOUNDS AND METHODS FOR MODULATING INTERLEUKIN-2-INDUCIBLE T-CELL KINASE
  申请人：Corvus Pharmaceuticals, Inc.

  公开号：EP3534899B1

  公开（公告）日：2022-06-01
• [EN] COMPOUNDS AND METHODS FOR MODULATING INTERLEUKIN-2-INDUCIBLE T-CELL KINASE<br/>[FR] COMPOSÉS ET MÉTHODES DE MODULATION DE KINASE DE LYMPHOCYTES T INDUCTIBLE PAR L'INTERLEUKINE 2
  申请人：CORVUS PHARMACEUTICALS INC

  公开号：WO2018089261A2

  公开（公告）日：2018-05-17

  Provided herein, inter alia, are methods and compounds for modulating Interleukin-2-inducible T-cell kinase.