diacetyl-2-(4-N-methyl-3-thiosemicarbazone)-3-(4-N-amino-3-thiosemicarbazone)

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: diacetyl-2-(4-N-methyl-3-thiosemicarbazone)-3-(4-N-amino-3-thiosemicarbazone)
• 英文别名: 2-(3-(2-(Hydrazinecarbonothioyl)hydrazono)butan-2-ylidene)-N-methylhydrazinecarbothioamide；1-amino-3-[(E)-[(3E)-3-(methylcarbamothioylhydrazinylidene)butan-2-ylidene]amino]thiourea
• 化学式: C₇H₁₅N₇S₂
• 分子量: 261.375
• InChiKey: CGTLSIBVVAHATQ-JLYPQOKGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.7
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  163
• 氢给体数：
  5
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  diacetyl-2-(4-N-methyl-3-thiosemicarbazone)-3-(4-N-amino-3-thiosemicarbazone) 、 (+)生物素-N-琥珀酰亚胺基酯 在 N,N-二异丙基乙胺 作用下， 以 乙腈 为溶剂， 反应 0.5h， 以75%的产率得到(E)-N-methyl-2-(E)-3-(2-(2-(5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanoyl)hydrazinecarbono-thioyl)hydrazonobutan-2-ylidene)hydrazinecarbothioamide
  参考文献：
  名称：

  Comparative evaluation of Bis(thiosemicarbazone)- Biotin and Met-ac-TE3A for tumor imaging

  摘要：

  2,2',2 ''-(11-(2-((4-mercapto-1-methoxy-1-oxobutan-2-yl)amino)-2-oxoethyl)-1,4,8,11-tetraaza cyclotetradecane-1,4,8-triyl)triacetic acid, Met-ac-TE3A and (E)-N-methyl-24(E)-3-(2-(2-(5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanoyphydrazinecarbono-thioyl)hydrazonobutan-2-yl-idene)hydrazinecarbothioamide, Bis(thiosemicarbazone)- Biotin were synthesized and evaluated for imaging application. The pharmacokinetics of these ligands were determined by tracer methods. In vitro human serum stability of Tc-99m Met-ac-TE3A/Tc-99m Bis(thiosemicarbazone)-Biotin after 24h was found to be 96.5% and 97.0% respectively. Blood kinetics of both ligands in normal rabbits showed biphasic clearance pattern. Ex vivo biodistribution study revealed significant initial tumor uptake and high tumor/muscles ratio which is a pre-requisite condition for a ligand to work as SPECT-radiopharmaceutical for tumor imaging. (C) 2015 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2015.08.054
• 作为产物：
  描述：

  硫代卡巴肼 、 mono-keto-(4-methylthiosemicarbazone) 在 盐酸 作用下， 以 乙醇 为溶剂， 反应 4.0h， 以77%的产率得到diacetyl-2-(4-N-methyl-3-thiosemicarbazone)-3-(4-N-amino-3-thiosemicarbazone)
  参考文献：
  名称：

  New bimetallic compounds based on the bis(thiosemicarbazonato) motif

  摘要：

  我们制备了含有一个以上金属中心的双硫代氨基甲酸锌和铜络合物，以研究它们在分子成像中的应用。锌络合物在相对较长的波长下激发和发射荧光。双核铜配合物经历了两次连续的准可逆还原。

  DOI：

  10.1039/b612907b

文献信息

• New bimetallic compounds based on the bis(thiosemicarbazonato) motif
  作者：Martin Christlieb、Andrew R. Cowley、Jonathan R. Dilworth、Paul S. Donnelly、Brett M. Paterson、Harriet S. R. Struthers、Jonathan M. White

  DOI：10.1039/b612907b

  日期：——

  Zinc and copper bis(thiosemicarbazonato) complexes containing more than one metal centre have been prepared with a view to examining their application for molecular imaging. The zinc complexes are fluorescent with excitation and emission at relatively long wavelengths. The dinuclear copper complex undergoes two sequential, quasi-reversible reductions.

  我们制备了含有一个以上金属中心的双硫代氨基甲酸锌和铜络合物，以研究它们在分子成像中的应用。锌络合物在相对较长的波长下激发和发射荧光。双核铜配合物经历了两次连续的准可逆还原。
• Compounds for Imaging and Therapy
  申请人：Dilworth Jonathan Robin

  公开号：US20110098353A1

  公开（公告）日：2011-04-28

  A metal complex of formula (III) wherein: M is a transition metal and A1, A2, X, X′, Y, L1′, R1′ and R2′ are as defined herein, is useful in medical imaging and therapy.

  公式（III）的金属配合物，其中：M是过渡金属，A1，A2，X，X'，Y，L1'，R1'和R2'的定义如本文所述，可用于医学成像和治疗。
• US8299285B2
  申请人：——

  公开号：US8299285B2

  公开（公告）日：2012-10-30
• Comparative evaluation of Bis(thiosemicarbazone)- Biotin and Met-ac-TE3A for tumor imaging
  作者：Sweta Singh、Anjani K. Tiwari、Raunak Varshney、R. Mathur、Gauri Shukla、N. Bag、B. Singh、Anil K. Mishra

  DOI：10.1016/j.saa.2015.08.054

  日期：2016.1

  2,2',2 ''-(11-(2-((4-mercapto-1-methoxy-1-oxobutan-2-yl)amino)-2-oxoethyl)-1,4,8,11-tetraaza cyclotetradecane-1,4,8-triyl)triacetic acid, Met-ac-TE3A and (E)-N-methyl-24(E)-3-(2-(2-(5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanoyphydrazinecarbono-thioyl)hydrazonobutan-2-yl-idene)hydrazinecarbothioamide, Bis(thiosemicarbazone)- Biotin were synthesized and evaluated for imaging application. The pharmacokinetics of these ligands were determined by tracer methods. In vitro human serum stability of Tc-99m Met-ac-TE3A/Tc-99m Bis(thiosemicarbazone)-Biotin after 24h was found to be 96.5% and 97.0% respectively. Blood kinetics of both ligands in normal rabbits showed biphasic clearance pattern. Ex vivo biodistribution study revealed significant initial tumor uptake and high tumor/muscles ratio which is a pre-requisite condition for a ligand to work as SPECT-radiopharmaceutical for tumor imaging. (C) 2015 Elsevier B.V. All rights reserved.