7-N-acetamide-4-methoxy-2-aminobenzothiazole 4-fluorobenzamide

• 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: 7-N-acetamide-4-methoxy-2-aminobenzothiazole 4-fluorobenzamide
• 英文别名: N-(7-Acetylamino-4-methoxy-benzothiazol-2-yl)-4-fluoro-benzamide；N-(7-acetamido-4-methoxybenzo[d]thiazol-2-yl)-4-fluorobenzamide；N-(7-acetamido-4-methoxy-1,3-benzothiazol-2-yl)-4-fluorobenzamide
• 化学式: C₁₇H₁₄FN₃O₃S
• 分子量: 359.381
• InChiKey: BAHHPLVRJISHAN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  109
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  7-N-acetamide-4-methoxy-2-aminobenzothiazole 4-fluorobenzamide 、 alkaline earth salt of/the/ methylsulfuric acid 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 N-{7-[acetyl-(2-methoxy-ethyl)-amino]-4-methoxy-benzothiazol-2-yl}-4-fluoro-benzamide
  参考文献：
  名称：

  4-Substituted-7-N-alkyl-N-acetyl 2-aminobenzothiazole amides: Drug-like and non-xanthine based A2B adenosine receptor antagonists

  摘要：

  7-N-Acetamide-4-methoxy-2-aminobenzothiazole 4-fluorobenzamide (compound 1) was chosen as a drug-like and non-xanthine based starting point for the discovery of A(2B) receptor antagonists because of its slight selectivity against A(1) and A(2A) receptors and modest A(2B) potency. SAR exploration of compound 1 described herein included modi. cations to the 7-N-acetamide group, substitution of the 4-methoxy group by halogens as well as replacement of the p-flouro-benzamide side chain. This work culminated in the identification of compound 37 with excellent A(2B) potency, modest selectivity versus A(2A) and A(1) receptors, and good rodent PK properties. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.05.056
• 作为产物：
  描述：

  7-acetylamino-4-methoxy-benzothiazol-2-ylamine 以25%的产率得到7-N-acetamide-4-methoxy-2-aminobenzothiazole 4-fluorobenzamide
  参考文献：
  名称：

  Benzothiazole derivatives with activity as adenosine receptor ligands

  摘要：

  本发明涉及替代苯并噻唑衍生物及其药用可接受的盐，用于治疗与腺苷受体相关的疾病。

  公开号：

  US20020045615A1

文献信息

• Benzothiazole derivatives with actitvity as adenosine receptor ligands
  申请人：Alanine Alexander

  公开号：US20050026906A1

  公开（公告）日：2005-02-03

  The present invention relates to substituted benzothiazole derivatives and to their pharmaceutically acceptable salts useful for the treatment of diseases related to the adenosine receptor.

  本发明涉及取代苯并噻唑衍生物及其药学上可接受的盐，用于治疗与腺苷受体相关的疾病。
• BENZOTHIAZOLE DERIVATIVES WITH ACTIVITY AS ADENOSINE RECEPTOR LIGANDS
  申请人：Alanine Alexander

  公开号：US20080108809A1

  公开（公告）日：2008-05-08

  The present invention relates to substituted benzothiazole derivitives and to their pharmaceutically acceptable salts useful for the treatment of diseases related to the adenosine receptor.

  本发明涉及取代苯并噻唑衍生物及其药学上可接受的盐，用于治疗与腺苷受体相关的疾病。
• Benzothiazole derivatives
  申请人：F. HOFFMANN-LA ROCHE AG

  公开号：EP1797878A2

  公开（公告）日：2007-06-20

  The present invention relates to compounds of the general formula and to their pharmaceutically acceptable salts for the treatment of diseases related to the adenosine receptor.

  本发明涉及通式如下的化合物 及其药学上可接受的盐类，用于治疗与腺苷受体有关的疾病。
• BENZOTHIAZOLE DERIVATIVES
  申请人：F. HOFFMANN-LA ROCHE AG

  公开号：EP1303272A2

  公开（公告）日：2003-04-23
• BENZOTHIAZOLE DERIVATIVES FOR THE TREATMENT OF ALZHEIMER'S DISEASE AND PARKINSON'S DISEASE
  申请人：F. HOFFMANN-LA ROCHE AG

  公开号：EP1303272B1

  公开（公告）日：2008-02-13