5-Butyl-7-methoxy-benzo(b)thiophen-4-ol | 99107-51-4

• 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: 5-Butyl-7-methoxy-benzo(b)thiophen-4-ol
• 英文别名: Benzo(b)thiophene-4-ol, 5-butyl-7-methoxy-；5-butyl-7-methoxy-1-benzothiophen-4-ol
• CAS: 99107-51-4
• 化学式: C₁₃H₁₆O₂S
• 分子量: 236.335
• InChiKey: NIYUQHLFECQAAU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  57.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-Butyl-7-methoxy-benzo(b)thiophen-4-ol 在 ammonium cerium(IV) nitrate 作用下， 以 水 、 乙腈 为溶剂， 反应 2.0h， 生成 5-Butyl-benzo[b]thiophene-4,7-dione
  参考文献：
  名称：

  1,4-Dihydronaphthoquinones, hydroindoloquinones, benzofurans, and benzothiophenes as inhibitors of 5-lipoxygenase. Synthesis and structure-activity studies

  摘要：

  A series of substituted 1,4-dihydronaphthoquinones, hydroindoloquinones, benzofuran-4,7-dihydroquinones, and benzothiophene-4,7-dihydroquinones were synthesized and evaluated for inhibitory activity against 5-lipoxygenase. These compounds were found to be active in vitro for LTC4/D4 inhibition with the potencies (IC50's) ranging from 0.2 to 85 microM. Active 1,4-dihydronaphthoquinone acetates (IC50 less than 20 microM) were evaluated in an ex vivo LTB4 inhibition assay. The acetates of 1,4-dihydronaphthoquinones containing the alkyl substituent(s) (2-n-butyl, 11, and 2,3-diethyl, 15) exhibited the best activity in LTC4/D4 inhibition (IC50 = 0.2-0.4 microM, in vitro) as well as in LTB4 inhibition (60-75% inhibition).

  DOI：

  10.1021/jm00164a050
• 作为产物：
  描述：

  1-己炔 、 alkaline earth salt of/the/ methylsulfuric acid 以 四氢呋喃 为溶剂， 反应 2.0h， 生成 5-Butyl-7-methoxy-benzo(b)thiophen-4-ol
  参考文献：
  名称：

  1,4-Dihydronaphthoquinones, hydroindoloquinones, benzofurans, and benzothiophenes as inhibitors of 5-lipoxygenase. Synthesis and structure-activity studies

  摘要：

  A series of substituted 1,4-dihydronaphthoquinones, hydroindoloquinones, benzofuran-4,7-dihydroquinones, and benzothiophene-4,7-dihydroquinones were synthesized and evaluated for inhibitory activity against 5-lipoxygenase. These compounds were found to be active in vitro for LTC4/D4 inhibition with the potencies (IC50's) ranging from 0.2 to 85 microM. Active 1,4-dihydronaphthoquinone acetates (IC50 less than 20 microM) were evaluated in an ex vivo LTB4 inhibition assay. The acetates of 1,4-dihydronaphthoquinones containing the alkyl substituent(s) (2-n-butyl, 11, and 2,3-diethyl, 15) exhibited the best activity in LTC4/D4 inhibition (IC50 = 0.2-0.4 microM, in vitro) as well as in LTB4 inhibition (60-75% inhibition).

  DOI：

  10.1021/jm00164a050

文献信息

• Reaction of aryl chromium carbene complexes with 1-hexyne; formation of unusual diels-alder cycloaddition products
  作者：A. Yamashita、J.M. Timko、W. Watt

  DOI：10.1016/s0040-4039(00)86099-2

  日期：1988.1

  The reaction of an aryl chromium carbene complex with 1-hexyne provided a benzannulated product as a major component along with unusual Diels-Alder cycloaddition products.

  芳基铬卡宾配合物与1-己炔的反应提供了苯甲环化产物作为主要成分，以及不寻常的Diels-Alder环加成产物。
• Substituted naphthalenes, indoles, benzofurans and benzothiophenes as lipoxygenase inhibitors
  申请人：THE UPJOHN COMPANY

  公开号：EP0146348B1

  公开（公告）日：1991-07-31
• YAMASHITA, A.;TIMKO, J. M.;WATT, W., TETRAHEDRON LETT., 29,(1988) N 21, C. 2513-2516
  作者：YAMASHITA, A.、TIMKO, J. M.、WATT, W.

  DOI：——

  日期：——
• US4737519A
  申请人：——

  公开号：US4737519A

  公开（公告）日：1988-04-12