3-苯基-2-磺酰基-3,5,6,7-四氢-4h-环戊基[4,5]噻吩并[2,3-d]嘧啶-4-酮 | 300557-77-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩并嘧啶酮衍生物
• 中文名称: 3-苯基-2-磺酰基-3,5,6,7-四氢-4h-环戊基[4,5]噻吩并[2,3-d]嘧啶-4-酮
• 中文别名: 2-巯基-3-苯基-3,5,6,7-四氢-4H-环戊烷[4,5]噻吩并[2,3-D]吡啶-4-酮
• 英文名称: 3-phenyl-2-thioxo-2,3,6,7-tetrahydro-1H-cyclopenta[4,5]thieno[2,3-d]pyrimidin-4-one
• 英文别名: 11-phenyl-10-sulfanylidene-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6)-dien-12-one
• CAS: 300557-77-1
• 化学式: C₁₅H₁₂N₂OS₂
• mdl: MFCD00698510
• 分子量: 300.405
• InChiKey: LLFBYHAEKFMVIS-UHFFFAOYSA-N

物化性质

• 熔点：
  >250℃

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  92.7
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2934999090

反应信息

• 作为反应物：
  描述：

  3-苯基-2-磺酰基-3,5,6,7-四氢-4h-环戊基[4,5]噻吩并[2,3-d]嘧啶-4-酮 在 氨 、 水 、 potassium carbonate 作用下， 以 甲醇 、 水 、 乙腈 为溶剂， 生成 3-phenyl-2-α-lactosylthio-2,3,6,7-tetrahydro-1H-cyclopenta[4,5]thieno[2,3-d]pyrimidin-4(3H)-one
  参考文献：
  名称：

  Synthesis of Novel Substituted 2-Lactosylthiothieno[2,3-d]pyrimidin-4(3H)-one Derivatives

  摘要：

  The title compounds substituted 2‐lactosylthiothieno[2,3‐d]pyrimidin‐4‐ones 6 were synthesized by the glycosyl reaction and alcoholysis reaction of substituted 2‐thioxo‐thieno[2,3‐d]pyrimidin‐4‐ones 4,which is formed by the base catalytic and acetic acidify reaction of amino esters 2 with alkyl or arylisothiocyanates and hepta‐O‐acetyl‐lactosyl bromide in good yields. All of the compounds were confirmed by NMR, ESI‐MS, and elemental analysis.

  DOI：

  10.1002/jhet.1794
• 作为产物：
  描述：

  2-氨基-5,6-二氢-4H-环戊并[b]噻吩-3-甲酸乙酯 在 potassium carbonate 、 三乙胺 作用下， 以 甲醇 为溶剂， 反应 3.0h， 生成 3-苯基-2-磺酰基-3,5,6,7-四氢-4h-环戊基[4,5]噻吩并[2,3-d]嘧啶-4-酮
  参考文献：
  名称：

  Synthesis of Novel Substituted 2-Lactosylthiothieno[2,3-d]pyrimidin-4(3H)-one Derivatives

  摘要：

  The title compounds substituted 2‐lactosylthiothieno[2,3‐d]pyrimidin‐4‐ones 6 were synthesized by the glycosyl reaction and alcoholysis reaction of substituted 2‐thioxo‐thieno[2,3‐d]pyrimidin‐4‐ones 4,which is formed by the base catalytic and acetic acidify reaction of amino esters 2 with alkyl or arylisothiocyanates and hepta‐O‐acetyl‐lactosyl bromide in good yields. All of the compounds were confirmed by NMR, ESI‐MS, and elemental analysis.

  DOI：

  10.1002/jhet.1794

文献信息

• Stereoselective synthesis of (<i>E</i>)-halomethylidene[1,3]thiazolo[3,2-<i>a</i>]thieno[3,2-<i>e</i>]pyrimidinium and analogous [1,3]oxazolo[3,2-<i>a</i>]thieno[3,2-<i>e</i>]pyrimidinium halides starting from 3-<i>N</i>-substituted 2-propargylthio(oxy)thieno[2,3-<i>d</i>]pyrimidin-4-ones
  作者：Marina Slivka、Andrej Krivovjaz、Mikhailo Slivka、Vasil Lendel

  DOI：10.1515/hc-2013-0036

  日期：2013.6.1

  Abstract A convenient procedure for the stereoselective synthesis of [1,3]thiazolo[3,2-a]thieno[3,2-e]pyrimidinium halides and analogous [1,3]oxazolo[3,2-a]thieno[3,2-e]pyrimidinium halides 5 and 6 is reported. 2-Propargylthio-3-R-thieno[2,3-d]pyrimidin-4-ones and 2-propargyloxy-3-R-thieno[2,3-d]pyrimidin-4-ones were treated with bromine or iodine in AcOH to afford (E)-halomethylidene[1,3]thiazolo[3

  摘要 [1,3]噻唑并[3,2-a]噻吩并[3,2-e]嘧啶鎓卤化物和类似物[1,3]恶唑并[3,2-a]噻吩并[3]的立体选择性合成方法,2-e]嘧啶鎓卤化物 5 和 6 被报道。2-Propargylthio-3-R-thieno[2,3-d]pyrimidin-4-ones 和 2-propargyloxy-3-R-thieno[2,3-d]pyrimidin-4-ones 用溴或碘处理AcOH得到(E)-卤代亚甲基[1,3]噻唑并[3,2-a]噻吩并[3,2-e]嘧啶鎓和(E)-卤代亚甲基-[1,3]恶唑并[3,2-a]噻吩并[3,2-e]嘧啶鎓卤化物，分别。
• Structure–activity relationship analysis of a novel necroptosis inhibitor, Necrostatin-5
  作者：Ke Wang、Jinfeng Li、Alexei Degterev、Emily Hsu、Junying Yuan、Chengye Yuan

  DOI：10.1016/j.bmcl.2006.11.056

  日期：2007.3

  Necrostatin-5 (Nec-5) is a novel potent small-molecule inhibitor of necroptosis structurally distinct from previously described Necrostatin-1 (Nec-1), and therefore, represents a new direction for the inhibition of this cellular caspase-independent necrotic cell death mechanism. Here, we describe a series of structural modifications of Nec-5 and the structure-activity relationship (SAR) of Nec-5 series in inhibiting necroptosis.
• Synthesis of Novel Substituted 2-Lactosylthiothieno[2,3-<i>d</i>]pyrimidin-4(3<i>H</i>)-one Derivatives
  作者：Qiu-hong Dai、Kai Yan、Ming-guo Liu

  DOI：10.1002/jhet.1794

  日期：2014.9

  The title compounds substituted 2‐lactosylthiothieno[2,3‐d]pyrimidin‐4‐ones 6 were synthesized by the glycosyl reaction and alcoholysis reaction of substituted 2‐thioxo‐thieno[2,3‐d]pyrimidin‐4‐ones 4,which is formed by the base catalytic and acetic acidify reaction of amino esters 2 with alkyl or arylisothiocyanates and hepta‐O‐acetyl‐lactosyl bromide in good yields. All of the compounds were confirmed by NMR, ESI‐MS, and elemental analysis.