2-allylmercapto-3-phenyl-4-oxo-3,4,5,6,7,8-hexahydrobenzothieno<2,3-d>pyrimidine | 123971-77-7

• 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
• 英文名称: 2-allylmercapto-3-phenyl-4-oxo-3,4,5,6,7,8-hexahydrobenzothieno<2,3-d>pyrimidine
• 英文别名: 2-(prop-2-en-1-ylsulfanyl)-3-phenyl-5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidin-4(3H)-one；3-Phenyl-2-prop-2-enylthio-3,5,6,7,8-pentahydrobenzo[b]thiopheno[2,3-d]pyrimid in-4-one；3-phenyl-2-prop-2-enylsulfanyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-one
• CAS: 123971-77-7
• 化学式: C₁₉H₁₈N₂OS₂
• mdl: MFCD00519030
• 分子量: 354.497
• InChiKey: HQEXYIMFVGUXDX-UHFFFAOYSA-N

物化性质

• 熔点：
  185-186 °C(Solv: ethanol (64-17-5))
• 沸点：
  547.8±60.0 °C(Predicted)
• 密度：
  1.33±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  86.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-allylmercapto-3-phenyl-4-oxo-3,4,5,6,7,8-hexahydrobenzothieno<2,3-d>pyrimidine 在 溴 作用下， 以 溶剂黄146 为溶剂， 反应 24.0h， 以100%的产率得到1-bromomethyl-4-phenyl-5-oxo-1,2,6,7,8,9-hexahydrobenzothieno<3,2-e>thiazolo<3,2-a>pyrimidinium tribromide
  参考文献：
  名称：

  Thiazolo(oxazolo)thieno[b]pyrimidines. Preparation from 2-allylthio(oxy)thieno[2,3-d]pyrimidines and hydrolysis

  摘要：

  DOI：

  10.1007/bf00472400
• 作为产物：
  描述：

  ethyl 2-(3-phenylthioureido)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate 在 盐酸 、 氢氧化钾 作用下， 以 乙醇 为溶剂， 生成 2-allylmercapto-3-phenyl-4-oxo-3,4,5,6,7,8-hexahydrobenzothieno<2,3-d>pyrimidine
  参考文献：
  名称：

  Structure–activity relationship analysis of a novel necroptosis inhibitor, Necrostatin-5

  摘要：

  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.

  DOI：

  10.1016/j.bmcl.2006.11.056

文献信息

• Regioselectivity of Intramolecular Electrophilic Cyclization of 2-(Alkenylsulfanyl)thieno[2,3-d]pyrimidin-4(3H)-ones with p-Methoxyphenyltellurium Trichloride
  作者：M. M. Kut、M. Yu. Onysko、S. Yu. Suikov、V. G. Lendel

  DOI：10.1134/s1070428020100061

  日期：2020.10

  Abstract 3-Phenyl-2-(prop-2-en-1-ylsulfanyl)-5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidin-4(3H)-one reacted with 4-methoxyphenyltellurium trichloride in a regioselective manner to give angularly fused 1-[dichloro(4-methoxyphenyl)-λ4-tellanyl]methyl}-4-oxo-5-phenyl-1,2,4,5,6,7,8,9-octahydrobenzo[4,5]thieno[3,2-e][1,3]thiazolo[3,2-a]pyrimidinium chloride. Electrophilic cyclization of 2-(prop-2-en-1-ylsulfanyl)-

  摘要 3-苯基-2-（丙-2-烯-1-基硫烷基）-5,6,7,8-四氢苯并[4,5]噻吩并[2,3 - d ]嘧啶-4（3 H）-反应了与三氯化以区域选择性的方式4 methoxyphenyltellurium，得到稠合的角度1 - [二氯（4-甲氧基苯基）-λ 4 -tellanyl]甲基} -4-氧代-5-苯基- 1,2,4,5,6， 7,8,9-八氢苯并[4,5]噻吩并[3,2- e ] [1,3]噻唑并[3,2- a ]氯化嘧啶鎓。2-（prop-2-en-1-ylsulfanyl）-和2-（2-methylprop-2-en-1-ylsulfanyl）-5,6,7,8-tetrahydrobenzo [4,5] thieno [的亲电环化[ 2,3- d ]嘧啶-4（3 H ^） -酮与4- methoxyphenyltellurium三氯化，得到线性稠合3 - [二氯（4-甲氧基苯基）-λ
• XRIPAK, S. M.;YAKUBETS, V. I.;MIGALINA, YU. V.;KOZMIN, A. S.;ZEFIROV, N. +, XIMIYA GETEROTSIKL. SOED.,(1989) N, S. 413-418
  作者：XRIPAK, S. M.、YAKUBETS, V. I.、MIGALINA, YU. V.、KOZMIN, A. S.、ZEFIROV, N. +

  DOI：——

  日期：——
• 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.
• Thiazolo(oxazolo)thieno[b]pyrimidines. Preparation from 2-allylthio(oxy)thieno[2,3-d]pyrimidines and hydrolysis
  作者：S. M. Khripak、V. I. Yakubets、Yu. V. Migalina、A. S. Koz'min、N. S. Zefirov

  DOI：10.1007/bf00472400

  日期：1989.3