fac-triaquatricarbonylrhenium(I) | 159542-56-0

• 英文名称: fac-triaquatricarbonylrhenium(I)
• 英文别名: fac-[Re(CO)3(H2O)3](1+)；fac-Re(CO)3(H2O)3(1+)；fac-[Re(H₂O)₃(CO)₃]⁺；fac-[Re(OH₂)₃(CO)₃]⁺；(186/188)Re(CO)3(H2O)3(1+)；fac-[(CO)3Re(I)(H2O)3](1-)
• CAS: 159542-56-0；627528-38-5；912279-97-1
• 化学式: C₃H₆O₆Re
• 分子量: 324.284
• InChiKey: LCFDJDJVODTZLU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  2,2'-联吡啶 、 fac-triaquatricarbonylrhenium(I) 反应 0.1h， 生成 tricarbonyl(2,2'-bipyridine)chlororhenium(I)
  参考文献：
  名称：

  制备含四嗪的99mTc [2 +1]配合物并使用生物正交逆电子需求Diels-Alder化学方法进行体内靶向

  摘要：

  这项工作的目的是合成和评估[2 + 1]含四嗪的99mTc（I）聚吡啶配合物，它与相应的Re（I）配合物一起代表了一类新的同构核和开启式发光探针，使用生物正交化学进行衍生和靶向。为此，[2 + 1]种类型为[99mTc（CO）3（N ^ N）（L）]的99mTc（I）络合物（N ^ N =邻菲咯啉二磺酸二磺酸盐（BPS）或2,2'-联吡啶（bipy）），其中单齿配体（L）是通过咪唑衍生物与金属连接的四嗪。通过将[99mTc（CO）3（N ^ N）（OH2）] n添加到咪唑-四嗪配体中并在60°C加热30分钟，可以以几乎定量的放射化学产率获得所需产物。在四嗪与（E）-环辛-4-烯醇之间的反应动力学的测量表明，在37°C下的二级速率常数为8.6×103 M-1s-1，适用于需要快速偶联的体内应用。稳定性研究表明，该金属配合物具有抗配体攻击的能力，并在体外具有合理的蛋白质结合能力。施用反式环辛烯

  DOI：

  10.1039/c7dt01497j
• 作为产物：
  描述：

  (NEt4)2[rhenium(I)(bromide)3(carbonyl)3] 在 silver nitrate 作用下， 以 水 为溶剂， 反应 1.0h， 生成 fac-triaquatricarbonylrhenium(I)
  参考文献：
  名称：

  Effect of the triphenylphosphonium cation on the biological properties of new rhenium and technetium-99m fac-[M(CO)3(NSN)]±-type complexes: Synthesis, structural characterization, in vitro and in vivo studies

  摘要：

  Triphenylphosphonium (TPP) cations have been used for the development of tumor or myocardial diagnostic radiopharmaceuticals. In this work, the development of new [Tc-99m][Tc(CO)(3)(N,S,N)](+) complexes of the (N,S,N) tridentate chelator benzimidazol-2-yl-methylthioethylamine (L), and its triphenylphosphonium (TPP) cation derivative L-TPP is described. The TPP-moiety was conjugated at the N-tau-benzimidazol position of L. The reaction of the chelators L and L-TPP with a suitable precursor [Re(sol)(3)(CO)(3)](+) yielded single products of ReL+ and ReL-TPP2+. The complexes were characterized by spectroscopic methods and furthermore the structure of ReL was elucidated by X-ray crystallography. The respective Tc-99m-radiotracers were synthesized in high yield, their lipophilicity was measured and both exhibited high stability in cysteine, histidine solutions as well as in rat plasma. The in vitro cell studies in human erythroleukemia K-562 and glioblastoma U-87MG tumor cells showed that the tracer (TcL+)-Tc-99m exhibited significantly higher cellular uptake, while (TcL)-Tc-99m-TPP2+ exhibited sig-nificantly higher mitochondrial accumulation. The tracers (TcL+)-Tc-99m and 99mTcL-TPP2+ exhibited fast blood elimination and excretion via the hepatobiliary and the renal routes after intravenous administration in healthy mice. Tracer (TcL+)-Tc-99m exhibited higher myocardial uptake and renal excretion, while (TcL)-Tc-99m-TPP2+ exhibited primarily hepatobiliary excretion. These data confirm the high mitochondrial accumulation of (TcL)-Tc-99m-TPP2+ in vitro and show its potential as a candidate for tumor imaging.

  DOI：

  10.1016/j.ica.2020.119807

文献信息

• Synthesis, characterization and substitution reactions of fac-[Re(O,O′-bid)(CO)3(P)] complexes, using the “2+1” mixed ligand model
  作者：Amanda-Lee Manicum、Orbett Alexander、Marietjie Schutte-Smith、Hendrik G. Visser

  DOI：10.1016/j.molstruc.2020.127953

  日期：2020.6

  were synthesised in high yield and purity, using the “2 + 1” mixed ligand concept and the characterisation was done by spectroscopic methods IR, NMR, UV/Vis and elemental analysis. A kinetic study of the methanol substitution of fac-[Re(CO)3(Acac)(CH3OH)] (2), fac-[Re(CO)3(Benzac)(CH3OH)] (6) fac-[Re(CO)3(Tfaa)(CH3OH)] (9) and fac-[Re(CO)3(Hfaa)(CH3OH)] (12), by triphenylphosphine - PPh3, cyclohexyl diphenylphosphine

  摘要 六种配合物的固态结构 fac-[Re(Acac)(CO)3(PPhCy2)] (3), fac-[Re(Acac)(CO)3(PCy3)] (4), fac-[ Re(Benzac)(CO)3(PPh3)] (7), fac-[Re(Tfaa)(CO)3(PPh3)] (10), fac-[Re(Hfaa)(CO)3(PPh3)] (13) 和 fac-[Re(Trop)(CO)3(PTA)] (15)}；据报道，乙酰丙酮 = Acac、三氟乙酰丙酮 = Tfaa、苯甲酰丙酮 = Benzac、六氟乙酰丙酮 = Hfaa 和 tropolone = Trop。使用“2 + 1”混合配体概念以高产率和纯度合成配合物，并通过光谱方法 IR、NMR、UV/Vis 和元素分析进行​​表征。fac-[Re(CO)3(Acac)(CH3OH)] (2), fac-[Re(CO)3(Benzac)(CH3OH)]
• The synthesis and structural comparison of fac-[Re(CO)3]+ containing complexes with altered β-diketone and phosphine ligands
  作者：Amanda-Lee E. Manicum、Marietjie Schutte-Smith、Hendrik G. Visser

  DOI：10.1016/j.poly.2018.01.022

  日期：2018.5

  2)] (3), fac-[Re(Tfaa)(CO)3(PPh2Cy)] (5), fac-[Re(Tfaa)(CO)3(PPhCy2)] (6), fac-[Re(Hfaa)(CO)3(PPh2Cy)] (8) and fac-[Re(Hfaa)(CO)3(PPhCy2)] (9) were synthesized by using the ‘2 + 1’ mixed ligand approach and characterized by means of IR, UV–Vis, 1H, 13C and 31P NMR and also X-ray diffraction, clearly showing the increase in the carbonyl stretching frequencies and downfield shifts in the 31P NMR as the

  摘要比较了六种rh（I）配合物的结构，比较了不同的β-二酮（苯甲酰丙酮-Benzac，三氟乙酰丙酮-Tfaa和六氟乙酰丙酮-Hfaa）和膦配体（环己基二苯基膦-PPh2Cy和二环己基苯基膦）对空间和电子的影响。 PPhCy2）。配合物fac- [Re（Benzac）（CO）3（PPh2Cy）]（2），fac- [Re（Benzac）（CO）3（PPhCy2）]（3），fac- [Re（Tfaa）（CO） 3（PPh2Cy）]（5），fac- [Re（Tfaa）（CO）3（PPhCy2）]（6），fac- [Re（Hfaa）（CO）3（PPh2Cy）]（8）和fac- [ Re（Hfaa）（CO）3（PPhCy2）]（9）是使用“ 2 +1”混合配体方法合成的，并通过IR，UV-Vis，1H，13C和31P NMR以及X射线进行了表征衍射，清楚地表明，随着配体主链上氟原子的增加，羰基拉伸频率和31P
• fac-[Re(CO)3(dmso-O)3](CF3SO3): a new versatile and efficient Re(i) precursor for the preparation of mono and polynuclear compounds containing fac-[Re(CO)3]+ fragments
  作者：Massimo Casanova、Ennio Zangrando、Fabio Munini、Elisabetta Iengo、Enzo Alessio

  DOI：10.1039/b609853c

  日期：——

  BF4, ClO4) species. Compound 1 is the first example of a Re(I)–dmso complex structurally characterized and confirms the rule that dmso is always O-bonded when trans to CO. The reactivity of 1 was tested in the one-step preparation of several new and known complexes. The O-bonded sulfoxides of 1 are replaced under mild conditions by tri- (L3) and bidentate ligands (L2) to produce fac-[Re(CO)3(L3)]+ and

  我们在这里显示了新的复合物fac- [Re（CO）3（dmso-O）3 ]（CF 3 SO 3）（1），它是从[ReBr（CO）5 ]一步制备得到的，具有广泛的应用范围通常，与通常使用的（NEt 4）2 fac- [ReBr ]相比，溶解度通常是更好的一步合成包含fac- [Re（CO）3 ] +片段的单核和多核无机化合物的前体3（CO）3 ]和fac- [Re（CO）3（CH 3 CN）3 ]（Y）（Y = PF 6，BF 4，ClO 4）物种。化合物1是Re（ I）-dmso配合物结构表征的第一个例子，并证实了以下规则：dmso当总是被O形接合反式到CO。的反应1中的几个新的和已知的复合物中的一步制备进行了测试。O键亚砜的1是由三- （L温和的条件下被取代3）和二齿配体（L 2）分别产生fac- [Re（CO）3（L 3）] +和fac- [Re（CO）3（L 2）（dmso-O）]
• Expedient Multi-Step Synthesis of Organometallic Complexes of Tc and Re in High Effective Specific Activity. A New Platform for the Production of Molecular Imaging and Therapy Agents
  作者：Patrick W. Causey、Travis R. Besanger、Paul Schaffer、John F. Valliant

  DOI：10.1021/ic800775w

  日期：2008.9.15

  therapeutic analogues was developed. Beginning with MO4(-) (M = (99m)Tc, (186/188)Re), the carbonyl precursor [M(CO)3(H2O)3](+) was synthesized in 3 min in quantitative yield in a microwave reactor. A dipicolyl ligand was added and the chelate complex was formed in high yield in 2 min using microwave heating at 150 degrees C. This was followed by a new purification strategy to remove unlabeled ligand which

  三十多年来，不涉及纯化步骤的即时标记试剂盒一直是制备（99m）Tc放射性药物用于临床研究的唯一方法。为了解决即时试剂盒所带来的局限性，该局限性阻碍了分子靶向Tc和Re基成像和治疗剂的发展，这是一种快速多步合成和纯化有机金属tech基分子探针和相应rh基的新策略。开发了治疗类似物。从MO4（-）（M =（99m）Tc，（186/188）Re）开始，在微波中3分钟内以定量收率合成了羰基前体[M（CO）3（H2O）3]（+）反应堆。添加二聚烯丙基配体并使用150摄氏度的微波加热在2分钟内以高收率形成螯合物。随后是新的纯化策略，以去除未标记的配体，该策略需要使用铜树脂/ C18固相萃取方案，从而以大于78％的衰减校正后的收率（dcy）得到所需的产物。在120°C微波辐射5分钟后，以60％dcy进行C18固相萃取纯化后，转化为相应的琥珀酰亚胺基活性酯。随后通过在120℃下微波加热5分钟来制备一系列酰
• Mechanistic Changeover for the Water Substitution on <i>f</i><i>ac</i>-[(CO)₃Re(H₂O)₃]⁺ Revealed by High-Pressure NMR
  作者：Pascal V. Grundler、Bernadette Salignac、Sonia Cayemittes、Roger Alberto、André E. Merbach

  DOI：10.1021/ic034969a

  日期：2004.2.1

  The complex formation in water between the stable tricarbonyltriaqua fac-[(CO)(3)Re(H(2)O)(3)](+) (1) complex and N- and S-donor ligands has been studied by high-pressure (1)H NMR. Rate and equilibrium constants for the formation of [(CO)(3)Re(Pyz)(H(2)O)(2)](+), [(CO)(3)(H(2)O)(2)Re(mu-Pyz)Re(H(2)O)(2)(CO)(3)](2+), [(CO)(3)Re(THT)(H(2)O)(2)](+), and [(CO)(3)Re(DMS)(n)()(H(2)O)(3-n)](+) (n = 1-3) (Pyz

  高浓度研究了稳定的三羰基Triaqua fac-[（CO）（3）Re（H（2）O]（3）]（+）（1）配合物与N-和S-供体配体之间在水中的配合物形成。压（1）H NMR。形成[（CO）（3）Re（Pyz）（H（2）O）（2）]（+），[（CO）（3）（H（2）O）（2）的速率和平衡常数）Re（mu-Pyz）Re（H（2）O）（2）（CO）（3）]（2+），[（CO）（3）Re（THT）（H（2）O）（2 ）]（+）和[（CO）（3）Re（DMS）（n）（）（H（2）O）（3-n）]（+）（n = 1-3）（Pyz =吡嗪，已确定THT =四氢噻吩，DMS =二甲基硫醚，并与先前的结果一致（Salignac，B .; Grundler，PV; Cayemittes，S .; Frey，U .; Scopelliti，R .; Merbach，AE; Hedinger ； R.； Hegetschweiler，K。；