6-methyl-5-nitrobenzo[d]thiophene | 159730-74-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻吩类
• 英文名称: 6-methyl-5-nitrobenzo[d]thiophene
• 英文别名: 6-Methyl-5-nitro-1-benzothiophene
• CAS: 159730-74-2
• 化学式: C₉H₇NO₂S
• 分子量: 193.226
• InChiKey: ZQOGSCJHEVKOPY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  74.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-methyl-5-nitrobenzo[d]thiophene 在 四氢吡咯 、 盐酸 、 sodium tetrahydroborate 、 三乙胺 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 5.5h， 生成 2-(5-Nitro-1-benzothiophen-6-yl)ethyl methanesulfonate
  参考文献：
  名称：

  Synthesis, Biological Activity, and Molecular Modeling Studies of Selective 5-HT_2C/2B Receptor Antagonists

  摘要：

  The synthesis and biological activity are reported for a series of analogues of the previously published indole urea 2 (SB-206553), designed to probe the 5-HT2C receptor binding site. Small molecule modeling studies have been used to define a region in space which is allowed at the 5-HT2C receptor but disallowed at the 5-HT2A receptor. In a complementary approach, docking of 2 into our model of the 5-HT2C receptor has allowed us to propose a novel primary binding interaction for this series of diaryl ureas, involving a potential double hydrogen-bonding interaction between the urea carbonyl oxygen of the ligand and two serine residues in the receptor. The difference of two valine residues in the 5-HT2C receptor for leucine residues in the 5-HT2A receptor is believed to account for the observed 5-HT2C/5-HT2A selectivity with 2.

  DOI：

  10.1021/jm960571v
• 作为产物：
  描述：

  2-溴-4-甲基苯甲醛 在 水 、 硝酸 、 sodium 、 铜 、 sodium hydroxide 作用下， 以 喹啉 、 乙醇 、 硫酸 为溶剂， 反应 8.5h， 生成 6-methyl-5-nitrobenzo[d]thiophene
  参考文献：
  名称：

  苯基取代的稠合三环类化合物及其用途

  摘要：

  本发明涉及一种苯基取代的稠合三环类化合物及其用途，进一步涉及包含所述化合物的药物组合物。本发明所述化合物或所述药物组合物可以用作盐皮质激素受体拮抗剂。

  公开号：

  CN109721536B

文献信息

• 苯基取代的稠合三环类化合物及其用途
  申请人：广东东阳光药业有限公司

  公开号：CN109721536B

  公开（公告）日：2020-11-24

  本发明涉及一种苯基取代的稠合三环类化合物及其用途，进一步涉及包含所述化合物的药物组合物。本发明所述化合物或所述药物组合物可以用作盐皮质激素受体拮抗剂。
• THIENO-INDOLE DERIVATIVES AS 5HT2c AND 5HT2b ANTAGONISTS
  申请人：SMITHKLINE BEECHAM PLC

  公开号：EP0691973A1

  公开（公告）日：1996-01-17
• [EN] THIENO-INDOLE DERIVATIVES AS 5HT2c AND 5HT2b ANTAGONISTS<br/>[FR] DERIVES THIENO-INDOLIQUES UTILISES COMME ANTAGONISTES DE 5HT2c ET DE 5HT2b
  申请人：SMITHKLINE BEECHAM PLC

  公开号：WO1994022871A1

  公开（公告）日：1994-10-13

  (EN) Novel thieno-indole compounds being 5HT2c and 5HT2b antagonists, processes for their preparation, compositions containing them and their use in the treatment of mammals.(FR) Nouveaux composés thiéno-indoliques utilisables comme antagonistes de 5HT2c et 5HT2b, leurs procédés de préparation, compositions les renfermant, et leur utilisation dans le traitement des mammifères.
• Synthesis, Biological Activity, and Molecular Modeling Studies of Selective 5-HT_2C/2B Receptor Antagonists
  作者：Ian T. Forbes、Steven Dabbs、D. Malcolm Duckworth、Peter Ham、Graham E. Jones、Frank D. King、Damian V. Saunders、Frank E. Blaney、Christopher B. Naylor、Gordon S. Baxter、Thomas P. Blackburn、Guy A. Kennett、Martyn D. Wood

  DOI：10.1021/jm960571v

  日期：1996.1.1

  The synthesis and biological activity are reported for a series of analogues of the previously published indole urea 2 (SB-206553), designed to probe the 5-HT2C receptor binding site. Small molecule modeling studies have been used to define a region in space which is allowed at the 5-HT2C receptor but disallowed at the 5-HT2A receptor. In a complementary approach, docking of 2 into our model of the 5-HT2C receptor has allowed us to propose a novel primary binding interaction for this series of diaryl ureas, involving a potential double hydrogen-bonding interaction between the urea carbonyl oxygen of the ligand and two serine residues in the receptor. The difference of two valine residues in the 5-HT2C receptor for leucine residues in the 5-HT2A receptor is believed to account for the observed 5-HT2C/5-HT2A selectivity with 2.