RH-06 | 1260364-43-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: RH-06
• 英文别名: 4-(pyrrolidin-1-ylsulfonyl)-N-(thiophen-2-ylmethyl)-5-p-tolylthiophene-2-carboxamide；5-(4-methylphenyl)-4-pyrrolidin-1-ylsulfonyl-N-(thiophen-2-ylmethyl)thiophene-2-carboxamide
• CAS: 1260364-43-9
• 化学式: C₂₁H₂₂N₂O₃S₃
• 分子量: 446.615
• InChiKey: NVANVFNPZWSWRM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  131
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  5-bromo-4-(pyrrolidin-1-ylsulfonyl)-N-(thiophen-2-ylmethyl)thiophene-2-carboxamide 、 4-甲苯硼酸 在 四(三苯基膦)钯 、 potassium carbonate 作用下， 以 水 、 乙腈 为溶剂， 以75%的产率得到RH-06
  参考文献：
  名称：

  A novel small-molecule inhibitor of IL-6 signalling

  摘要：

  A small library of pyrrolidinesulphonylaryl molecules has been synthesized via an efficient 4-step route, and members evaluated for their ability to inhibit IL-6 signalling. One molecule (6a) was found to have promising activity against IL-6/STAT3 signalling at the low micromolar level, and to selectively inhibit phosphorylation of STAT3 (but not STAT1) in IL-6 stimulated MDA-MB-231 breast cancer and HeLa cell lines. It was also selectively cytostatic in MDA-MB-231 (STAT3-dependent) versus A4 (STAT3-null) cells suggesting STAT3-specific inhibitory properties. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.09.117

文献信息

• [EN] SULFONAMIDE DERIVATIVES AS STAT3 INHIBITORS FOR THE TREATMENT OF PROLIFERATIVE DISEASES<br/>[FR] DÉRIVÉS DE SULFONAMIDE EN TANT QU'INHIBITEURS DE STAT3 POUR LE TRAITEMENT DE MALADIES PROLIFÉRANTES
  申请人：KING S COLLEGE LONDON

  公开号：WO2019030538A1

  公开（公告）日：2019-02-14

  The invention relates to derivatives of formula (I) where R1, R2, R3, R4, R5, X and m are as defined in the specification. These compounds which have therapeutic activity, in particular, as STAT3 inhibitors and so are useful in the treatment of proliferative diseases or conditions such as cancer. Methods for producing these compounds, novel intermediates used in the methods, pharmaceutical compositions containing them and their use in therapy form further aspects of the invention.

  该发明涉及到公式(I)的衍生物，其中R1、R2、R3、R4、R5、X和m的定义如规范中所述。这些化合物具有治疗活性，特别是作为STAT3抑制剂，在治疗增殖性疾病或状况，如癌症方面具有用途。制备这些化合物的方法，方法中使用的新型中间体，含有它们的药物组合物以及它们在治疗中的使用等方面也是该发明的进一步方面。
• SULFONAMIDE DERIVATIVES AS STAT3 INHIBITORS FOR THE TREATMENT OF PROLIFERATIVE DISEASES
  申请人：King's College London

  公开号：US20200216432A1

  公开（公告）日：2020-07-09

  The invention relates to novel derivatives of formula (I) where R 1 , R 2 , R 3 , R 4 , R 5 , X and m are as defined in the specification. These compounds which have therapeutic activity, in particular, as STAT3 inhibitors and so are useful in the treatment of proliferative diseases or conditions such as cancer. Methods for producing these compounds, novel intermediates used in the methods, pharmaceutical compositions containing them and their use in therapy form further aspects of the invention.