diethyl (R,S)-2-amino-4,5,6,7-tetrahydrobenzothiophene-3,4-dicarboxylate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: diethyl (R,S)-2-amino-4,5,6,7-tetrahydrobenzothiophene-3,4-dicarboxylate
• 英文别名: diethyl 2-amino-4,5,6,7-tetrahydro-1-benzothiophene-3,4-dicarboxylate
• 化学式: C₁₄H₁₉NO₄S
• 分子量: 297.375
• InChiKey: FEIDYTOTIZOYOH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  107
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  diethyl (R,S)-2-amino-4,5,6,7-tetrahydrobenzothiophene-3,4-dicarboxylate 在 盐酸 作用下， 以 1,4-二氧六环 、 乙腈 为溶剂， 反应 24.0h， 以75%的产率得到ethyl 2-methyl-4-oxo-3,4,5,6,7,8-hexahydrobenzo[4,5]thieno[2,3-d]pyrimidine-5-carboxylate
  参考文献：
  名称：

  噻吩并[2,3-e] [1,4]二氮杂derivatives衍生物的合成

  摘要：

  DOI：

  10.1134/s1070428014030282
• 作为产物：
  描述：

  ethyl 2-(2-oxo-1-cyano-2-ethoxyethylidene)-cyclohexanecarboxylate 在 sulfur 、 二乙胺 作用下， 以 乙醇 为溶剂， 以74%的产率得到diethyl (R,S)-2-amino-4,5,6,7-tetrahydrobenzothiophene-3,4-dicarboxylate
  参考文献：
  名称：

  噻吩并[2,3-e] [1,4]二氮杂derivatives衍生物的合成

  摘要：

  DOI：

  10.1134/s1070428014030282

文献信息

• Synthesis and binding properties of novel selective 5-HT3 receptor ligands
  作者：Maria Modica、Giuseppe Romeo、Luisa Materia、Filippo Russo、Alfredo Cagnotto、Tiziana Mennini、Róbert Gáspár、George Falkay、Ferenc Fülöp

  DOI：10.1016/j.bmc.2004.04.043

  日期：2004.7

  reports on the synthesis and affinities for the 5-HT(3) versus the 5-HT(4) receptor of new piperazinyl-substituted thienopyrimidine derivatives 20-45 with a view to identify potent and selective ligands for the 5-HT(3) receptor. Some of the new compounds show good affinity for the 5-HT(3) receptor and, notably, do not display any affinity for the 5-HT(4) receptor. 4-(4-Methyl-1-piperazinyl)-2-methylthio-6

  这项工作报告了新的哌嗪基取代的噻吩并嘧啶衍生物20-45的5-HT（3）与5-HT（4）受体的合成和亲和力，以期确定5-HT（ 3）受体。一些新化合物对5-HT（3）受体显示出良好的亲和力，并且特别是对5-HT（4）受体没有显示任何亲和力。4-（4-甲基-1-哌嗪基）-2-甲硫基-6,7-二氢-5H-环戊基[4,5]噻吩并[2,3-d]嘧啶31对5-HT（ 3）受体（Ki = 33 nM），表现为非竞争性拮抗剂。
• Naumann; Bohm; Fuloep, Pharmazie, 1996, vol. 51, # 1, p. 4 - 6
  作者：Naumann、Bohm、Fuloep、Bernath

  DOI：——

  日期：——
• A Simple Synthesis of Alkyl 2-Aminobenzo[b]thiophene-3-carboxylates via an Unexpected Dehydrogenation of Alkyl 2-Amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylates
  作者：Mehdi Adib、Maryam Bayanati、Mehdi Soheilizad、Helia Ghazvini、Mahmood Tajbakhsh、Massoud Amanlou

  DOI：10.1055/s-0034-1379475

  日期：——

  A simple method for the preparation of alkyl 2-aminobenzo[b]thiophene-3-carboxylates is described. Alkyl 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylates, generated from the Gewald three-component reaction between cyclohexanones, alkyl cyanoacetates and sulfur, undergo dehydrogenation in benzonitrile under an air atmosphere to afford alkyl 2-aminobenzo[b]thiophene-3-carboxylates in good to excellent yields.
• Heterotricyclic metalloprotease inhibitors
  申请人：Gege Christian

  公开号：US20080207607A1

  公开（公告）日：2008-08-28

  The present invention relates generally to azatriocyclic containing pharmaceutical agents, and in particular, to azatricyclic metalloprotease inhibiting compounds. More particularly, the present invention provides a new class of azatricyclic MMP-3, MMP-8 and/or MMP-13 inhibiting compounds, that exhibit an increased potency and selectivity in relation to currently known MMP-13, MMP-8 and MMP-3 inhibitors.
• Heterotricyclic Metalloprotease Inhibitors
  申请人：Gege Christian

  公开号：US20100087420A1

  公开（公告）日：2010-04-08

  The present invention relates generally to azatriocyclic containing pharmaceutical agents, and in particular, to azatricyclic metalloprotease inhibiting compounds. More particularly, the present invention provides a new class of azatricyclic MMP-3, MMP-8 and/or MMP-13 inhibiting compounds, that exhibit an increased potency and selectivity in relation to currently known MMP-13, MMP-8 and MMP-3 inhibitors.