2-(hydroxymethyl)-N-[2-(4-methylphenyl)ethyl]-1,3-benzothiazole-5-carboxamide | 895131-40-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 英文名称: 2-(hydroxymethyl)-N-[2-(4-methylphenyl)ethyl]-1,3-benzothiazole-5-carboxamide
• CAS: 895131-40-5
• 化学式: C₁₈H₁₈N₂O₂S
• 分子量: 326.419
• InChiKey: FRARKFJBABSJRI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  90.5
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  5-碘-2-甲基苯并[d]噻唑 在 盐酸 、 4-二甲氨基吡啶 、 selenium(IV) oxide 、 sodium tetrahydroborate 、 四(三苯基膦)钯 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 1,4-二氧六环 、 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 2-(hydroxymethyl)-N-[2-(4-methylphenyl)ethyl]-1,3-benzothiazole-5-carboxamide
  参考文献：
  名称：

  Potent and orally efficacious benzothiazole amides as TRPV1 antagonists

  摘要：

  Benzothiazole amides were identified as TRPV1 antagonists from high throughput screening using recombinant human TRPV1 receptor and structure-activity relationships were explored to pinpoint key pharmacophore interactions. By increasing aqueous solubility, through the attachment of polar groups to the benzothiazole core, and enhancing metabolic stability, by blocking metabolic sites, the drug-like properties and pharmokinetic profiles of benzothiazole compounds were sufficiently optimized such that their therapeutic potential could be verified in rat pharmacological models of pain. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.08.018

文献信息

• Benzothiazolecarboxamides
  申请人：Brown William

  公开号：US20080108676A1

  公开（公告）日：2008-05-08

  The present invention relates to new compounds of formula I, (I) wherein R 1 to R 4 , m, n and p, are as defined as in formula I, or salts, solvates or solvated salts thereof, processes for their preparation and to a new intermediate used in the preparation thereof, pharmaceutical formulations containing said compounds and to the use of said compounds in therapy.

  本发明涉及一种新的化合物I，其化学式为（I），其中R1至R4，m，n和p如化学式I中所定义，或其盐，溶剂合物或溶剂化盐，其制备方法以及用于其制备的新中间体，含有该化合物的药物制剂以及该化合物在治疗中的应用。
• NEW BENZOTHIAZOLECARBOXAMIDES
  申请人：AstraZeneca AB

  公开号：EP1833809A1

  公开（公告）日：2007-09-19
• [EN] NEW BENZOTHIAZOLECARBOXAMIDES<br/>[FR] NOUVEAUX BENZOTHIAZOLECARBOXAMIDES
  申请人：ASTRAZENECA AB

  公开号：WO2006068592A1

  公开（公告）日：2006-06-29

  [EN] The present invention relates to new compounds of formula I, (I) wherein R¹ to R⁴, m, n and p, are as defined as in formula I, or salts, solvates or solvated salts thereof, processes for their preparation and to a new intermediate used in the preparation thereof, pharmaceutical formulations containing said compounds and to the use of said compounds in therapy.
  [FR] La présente invention concerne de nouveaux composés de formule I, (I) où R¹ à R⁴, m, n et p sont tels que définis dans la formule I, ou des sels, des solvates ou des sels solvatés desdits composés, ainsi que des procédés pour leur synthèse et un nouvel intermédiaire employé dans leur synthèse, des formules pharmaceutiques contenant lesdits composés et les applications thérapeutiques desdits composés.