allyl (5-amino-1,3-benzothiazol-2-yl)methyl carbonate | 790689-68-8

• 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: allyl (5-amino-1,3-benzothiazol-2-yl)methyl carbonate
• 英文别名: (5-amino-1,3-benzothiazol-2-yl)methyl prop-2-enyl carbonate
• CAS: 790689-68-8
• 化学式: C₁₂H₁₂N₂O₃S
• 分子量: 264.305
• InChiKey: LUEHSOZYQPCVKH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  103
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  allyl (5-amino-1,3-benzothiazol-2-yl)methyl carbonate 在 盐酸 、 碳酸氢钠 、 sodium nitrite 作用下， 以 四氢呋喃 、 水 为溶剂， 生成 2-(hydroxymethyl)-N-[3-(trifluoromethyl)benzyl]-1,3-benzothiazole-5-sulfonamide
  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
• 作为产物：
  描述：

  tert-butyl [2-(hydroxymethyl)-1,3-benzothiazol-5-yl]carbamate 在 4-二甲氨基吡啶 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 allyl (5-amino-1,3-benzothiazol-2-yl)methyl carbonate
  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

• [EN] NEW HYDROXYMETHYLBENZOTHIAZOLES AMIDES<br/>[FR] NOUVEAUX AMIDES HYDROXYMETHYLBENZOTHIAZOLES
  申请人：ASTRAZENECA AB

  公开号：WO2006038871A1

  公开（公告）日：2006-04-13

  The present invention relates to new compounds, or salts, solvates or solvated salts thereof, processes for their preparation and to new intermediates used in the preparation thereof, pharmaceutical compositions containing said compounds and to the use of said compounds in therapy.

  本发明涉及新化合物，或其盐、溶剂合物或溶剂化盐，其制备方法以及用于制备的新中间体，含有所述化合物的药物组合物以及所述化合物在治疗中的应用。
• [EN] NEW HETEROCYCLIC AMIDES EXHIBITING AN INHIBITORY ACTIVITY AT THE VANILLOID RECEPTOR 1 (VR1).<br/>[FR] NOUVEAUX AMIDES HETEROCYCLIQUES
  申请人：ASTRAZENECA AB

  公开号：WO2004096784A1

  公开（公告）日：2004-11-11

  The present invention relates to new compounds of formula I, wherein R1 to R8 are as defined as in formula I, or salts, solvates or solvated salts thereof, processes for their preparation and to new intermediates used in the preparation thereof, pharmaceutical compositions containing said compounds and to the use of said compounds in therapy.

  本发明涉及公式I的新化合物，其中R1至R8如公式I中所定义，或其盐、溶剂合物或溶剂化合盐，以及用于其制备的新中间体，含有所述化合物的药物组合物以及所述化合物在治疗中的用途。
• Heterocyclic amides exhibiting and inhibitory activity at the vanilloid receptor 1(vr1)
  申请人：Besidski Yevgeni

  公开号：US20060223868A1

  公开（公告）日：2006-10-05

  Compounds of formula I, wherein R 1 , n, R 3 , R 4 , R 7 , R 8 and P are as defined in the specification, salts, solvates or solvated salts thereof, processes for their preparation, new intermediates used in the preparation thereof, pharmaceutical compositions containing said compounds and the use of said compounds in therapy.

  本发明涉及公式I的化合物，其中R1，n，R3，R4，R7，R8和P如规范中所定义，以及其盐，溶剂合物或溶剂化盐，制备它们的方法，用于制备中使用的新中间体，含有上述化合物的制药组合物以及上述化合物在治疗中的使用。
• Benzothiazolesulfonamides
  申请人：Brown William

  公开号：US20080114041A1

  公开（公告）日：2008-05-15

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

  本发明涉及公式I的新化合物，其中R1至R4如公式I所定义，或其盐、溶剂合物或溶剂化盐，其制备过程以及用于制备中的新中间体，包含该化合物的制药配方以及在治疗中使用该化合物的用途。
• WO2006/68593
  申请人：——

  公开号：——

  公开（公告）日：——