tert-Butyl 4-(2-methoxy-2-oxoethyl)-5-methyl-6H-thieno[2,3-b]pyrrole-6-carboxylate | 1179808-94-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩并吡咯类
• 英文名称: tert-Butyl 4-(2-methoxy-2-oxoethyl)-5-methyl-6H-thieno[2,3-b]pyrrole-6-carboxylate
• 英文别名: tert-butyl 4-(2-methoxy-2-oxoethyl)-5-methylthieno[2,3-b]pyrrole-6-carboxylate
• CAS: 1179808-94-6
• 化学式: C₁₅H₁₉NO₄S
• 分子量: 309.386
• InChiKey: MCWKDIJSGPWCEO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  85.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  tert-Butyl 4-(2-methoxy-2-oxoethyl)-5-methyl-6H-thieno[2,3-b]pyrrole-6-carboxylate 在 silica gel 作用下， 以46%的产率得到methyl 2-(5-methyl-6H-thieno[2,3-b]pyrrol-4-yl)acetate
  参考文献：
  名称：

  Thienopyrrole acetic acids as antagonists of the CRTH2 receptor

  摘要：

  The bioisosteric replacement of the indole core of CRTH2 antagonists using thienopyrroles was investigated, resulting in potent antagonists with good selectivity over DP1. Early ADME/PK assessment of this chemotype demonstrated bioavailability in mice. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.01.008
• 作为产物：
  描述：

  N-Boc-2-氨基-3-溴噻吩 在 palladium diacetate 、 potassium carbonate 、 三苯基膦 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 tert-Butyl 4-(2-methoxy-2-oxoethyl)-5-methyl-6H-thieno[2,3-b]pyrrole-6-carboxylate
  参考文献：
  名称：

  Thienopyrrole acetic acids as antagonists of the CRTH2 receptor

  摘要：

  The bioisosteric replacement of the indole core of CRTH2 antagonists using thienopyrroles was investigated, resulting in potent antagonists with good selectivity over DP1. Early ADME/PK assessment of this chemotype demonstrated bioavailability in mice. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.01.008

文献信息

• Thienopyrroles and pyrrolothiazoles as new therapeutic agents
  申请人：Bonafoux Dominique F.

  公开号：US20090209609A1

  公开（公告）日：2009-08-20

  The present invention is directed to novel compounds of Formula (I) wherein the variables are defined as herein. The compounds of Formula (I) are useful as CRTH2 antagonists and as such would be useful in treating certain conditions and diseases, especially asthma, allergic asthma, allergic inflammation, rhinitis, allergic rhinitis or atopic dermatitis.

  本发明涉及一种新型化合物，其化学式为（I），其中变量如本文所定义。化合物（I）可用作CRTH2拮抗剂，因此在治疗某些疾病和疾病方面非常有用，尤其是哮喘、过敏性哮喘、过敏性炎症、鼻炎、过敏性鼻炎或特应性皮炎。
• US8101645B2
  申请人：——

  公开号：US8101645B2

  公开（公告）日：2012-01-24
• [EN] THIENOPYRROLES AND PYRROLOTHIAZOLES AS NEW THERAPEUTIC AGENTS<br/>[FR] THIÉNOPYRROLES ET PYRROLOTHIAZOLES UTILISÉS COMME NOUVEAUX AGENTS THÉRAPEUTIQUES
  申请人：ABBOTT LAB

  公开号：WO2009102462A1

  公开（公告）日：2009-08-20

  The present invention is directed to novel compounds of Formula (I), wherein the variables are defined as herein. The compounds of Formula (I) are useful as CRTH2 antagonists and as such would be useful in treating certain conditions and diseases, especially asthma, allergic asthma, allergic inflammation, rhinitis, allergic rhinitis or atopic dermatitis.
• Thienopyrrole acetic acids as antagonists of the CRTH2 receptor
  作者：Dominique Bonafoux、Ayome Abibi、Brian Bettencourt、Andrew Burchat、Anna Ericsson、Christopher M. Harris、Tegest Kebede、Michael Morytko、Michael McPherson、Grier Wallace、Xiaoyun Wu

  DOI：10.1016/j.bmcl.2011.01.008

  日期：2011.3

  The bioisosteric replacement of the indole core of CRTH2 antagonists using thienopyrroles was investigated, resulting in potent antagonists with good selectivity over DP1. Early ADME/PK assessment of this chemotype demonstrated bioavailability in mice. (C) 2011 Elsevier Ltd. All rights reserved.