3-amino-5,6,7,8-tetrahydro-3H-benzo[4,5]thieno[2,3-d]pyrimidin-4-ylideneamine | 58125-43-2

• 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: 3-amino-5,6,7,8-tetrahydro-3H-benzo[4,5]thieno[2,3-d]pyrimidin-4-ylideneamine
• 英文别名: 4-imino-5,6,7,8-tetrahydro[1]benzothieno[2,3-d]pyrimidin-3(4H)-amine；4-imino-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-3-amine
• CAS: 58125-43-2
• 化学式: C₁₀H₁₂N₄S
• 分子量: 220.298
• InChiKey: OEDAHEWFTDTPNZ-UHFFFAOYSA-N

物化性质

• 溶解度：
  >33 [ug/mL]

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  93.7
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  苯甲醛 、 3-amino-5,6,7,8-tetrahydro-3H-benzo[4,5]thieno[2,3-d]pyrimidin-4-ylideneamine 以 甲醇 为溶剂， 以66%的产率得到2-phenyl-8,9,10,11-tetrahydro[1]benzothieno[3,2-e][1,2,4]triazolo[1,5-c]pyrimidine
  参考文献：
  名称：

  Simple oxidation of pyrimidinylhydrazones to triazolopyrimidines and their inhibition of Shiga toxin trafficking

  摘要：

  The oxidative cyclisation of a range of benzothieno[2,3-d]pyrimidine hydrazones (7a-j) to the 1,2,4-triazolo[4,3-c]pyrimidines (8a-j) catalysed by lithium iodide or to the 1,2,4-triazolo[1,5-c]pyrimidines (10a-j) with sodium carbonate is presented. A complementary synthesis of the 1,2,4-triazolo[1,5-c]pyrimidines starting from the amino imine 11 is also reported. The effect of these compounds on Shiga toxin (STx) trafficking in HeLa cells and comparison to the previously reported Exo2 is also detailed (C) 2009 Elsevier Masson SAS. All rights reserved

  DOI：

  10.1016/j.ejmech.2009.10.007
• 作为产物：
  描述：

  2-(ethoxymethylenimino)-3-cyano-4,5,6,7-tetrahydrobenzo[b]thiophene 在 一水合肼 作用下， 以 苯 为溶剂， 生成 3-amino-5,6,7,8-tetrahydro-3H-benzo[4,5]thieno[2,3-d]pyrimidin-4-ylideneamine
  参考文献：
  名称：

  Synthese neuer Derivate des 2-Amino-4,5,6,7-tetrahydro-benzo[b]thiophen-3-carbonitrils: basische Substitutions-produkte und anellierte Thieno-[1,2,4]-triazolo-pyrimidine

  摘要：

  DOI：

  10.1007/bf00906224

文献信息

• SAUTER F.; STANETTY P., MONATSH. CHEM. <MOCH-AP>, 1975, 106, NO 5, 1111-1116
  作者：SAUTER F.、 STANETTY P.

  DOI：——

  日期：——
• Synthese neuer Derivate des 2-Amino-4,5,6,7-tetrahydro-benzo[b]thiophen-3-carbonitrils: basische Substitutions-produkte und anellierte Thieno-[1,2,4]-triazolo-pyrimidine
  作者：F. Sauter、P. Stanetty

  DOI：10.1007/bf00906224

  日期：1975.9
• Simple oxidation of pyrimidinylhydrazones to triazolopyrimidines and their inhibition of Shiga toxin trafficking
  作者：Lucie J. Guetzoyan、Robert A. Spooner、J. Michael Lord、Lynne M. Roberts、Guy J. Clarkson

  DOI：10.1016/j.ejmech.2009.10.007

  日期：2010.1

  The oxidative cyclisation of a range of benzothieno[2,3-d]pyrimidine hydrazones (7a-j) to the 1,2,4-triazolo[4,3-c]pyrimidines (8a-j) catalysed by lithium iodide or to the 1,2,4-triazolo[1,5-c]pyrimidines (10a-j) with sodium carbonate is presented. A complementary synthesis of the 1,2,4-triazolo[1,5-c]pyrimidines starting from the amino imine 11 is also reported. The effect of these compounds on Shiga toxin (STx) trafficking in HeLa cells and comparison to the previously reported Exo2 is also detailed (C) 2009 Elsevier Masson SAS. All rights reserved