4,8-diaza-3,3,9,9-tetramethyl-undeca-2,10-dione dioxime | 17023-02-8

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 4,8-diaza-3,3,9,9-tetramethyl-undeca-2,10-dione dioxime
• 英文别名: 3,3,9,9-tetramethyl-4,8-diazaundecane-2,10-dione dioxime；N-[3-[3-[(3-hydroxyimino-2-methylbutan-2-yl)amino]propylamino]-3-methylbutan-2-ylidene]hydroxylamine
• CAS: 17023-02-8
• 化学式: C₁₃H₂₈N₄O₂
• 分子量: 272.391
• InChiKey: CBZKJIFDOVBYKP-UHFFFAOYSA-N

物化性质

• 沸点：
  433.0±40.0 °C(Predicted)
• 密度：
  1.04±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  19
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  89.2
• 氢给体数：
  4
• 氢受体数：
  6

安全信息

• 海关编码：
  2928000090

反应信息

• 作为反应物：
  描述：

  ammonium pertechnetate 、 4,8-diaza-3,3,9,9-tetramethyl-undeca-2,10-dione dioxime 在 NaCl 、 NaHCO₃ 、 stannous tartrate 作用下， 以 水 为溶剂， 以70-90的产率得到oxo(3,3,9,9-tetramethyl-4,8-diazaundecane-2,10-dione dioximato(3-)-N,N',N'',N''')technetium(V)
  参考文献：
  名称：

  Jurisson; Schlemper; Troutner, Inorganic Chemistry, 1986, vol. 25, # 4, p. 543 - 549

  摘要：

  DOI：
• 作为产物：
  描述：

  3-溴-3-甲基-2-丁酮 在 盐酸羟胺 、 potassium carbonate 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 36.0h， 生成 4,8-diaza-3,3,9,9-tetramethyl-undeca-2,10-dione dioxime
  参考文献：
  名称：

  An efficient synthesis of some 6-substituted 4,8-diaza-3,3,9,9- tetramethylundeca-2,10-dione dioximes (propylene amine oximes, PnAOs): Ligands for 99mTc complexes used in structure distribution relationship (SDR) studies

  摘要：

  Technetium complexes of the ligand PnAO [4,8-diaza-3,3,9,9-fetramethylundeca-2,10-dione dioximes (3)] are of interest as commercial radiopharmaceuticals. In general, PnAOs are synthesized by alkylation of a propylenediamine derivative with 3-chloro-3-methyl-2-nitrosobutane (2). This alkylation reaction proved to be low yielding. With modestly bulky substituents at the 2-position of 1,3-diaminopropane, little or none of the required PnAO was obtained. As a result, an alternative approach of the synthesis of PnAO was developed. This method involved the alkylation of the propylenediamine with 3-bromo-3-methylbutan-2-one (18) followed by oximation of the resulting diamine-diketone (19). By this method, PnAOs were prepared in goad yield, even with bulky C-2 substituents. Fourteen PnAO derivatives were prepared by this method. We also describe the syntheses of several new propylenediamine derivatives.

  DOI：

  10.1016/s0040-4020(01)85336-9

文献信息

• Kinetics and mechanism of the complexation reaction of copper(II) with diazadioximes
  作者：Yun-Ming Wang、Chung-Sun Chung、Jem-Mau Lo、Ya-Ling Wu

  DOI：10.1016/s0277-5387(99)00087-x

  日期：1999.5

  formation of their copper(II) complexes and the deprotonation reactions at the two oxime sites of these complexes have been investigated quantitatively by the potentiometric technique and by the measurement of their electronic spectra. The kinetics of complexation obtained by using the stopped-flow technique indicate that the first copper(II)–amino nitrogen bond formation between copper(II) and the unprotonated

  四个重氮二肟，3,3,8,8-四甲基-4,7-二氮杂十二烷-2,9-二酮二肟（L 1），3,3,9,9-四甲基-4,8-二氮杂十二烷-的质子化常数2,10-二酮二肟（L 2），3,3,6,6,9,9-六甲基-4,8-​​二氮杂十一烷-2,10-二酮二肟（L 3）和3,3,10,10 -四甲基-4,9-二氮十二烷-2,11-二酮二肟（L 4）已在0.10 mol dm -3 NaClO 4中进行了电位测定。在25.0±0.1°C下。通过电位测定技术和电子光谱的测量，定量研究了它们的铜（II）配合物的形成以及在这些配合物的两个肟位点处的去质子反应。使用停止流技术获得的络合动力学表明，铜（II）和未质子化的配体之间形成的第一个铜（II）-氨基氮键是决定速率的步骤，质子损失是限制速率的步骤。铜（II）与单质子化的配体反应的步骤 结合空间，感应和环应变效应，讨论了热力学，光谱和动力学数据。
• Computer simulation of nickel in blood-plasma following the in vitro investigations of complex formation chemistry with polyamine(amide) ligands
  作者：Edmund T. Nomkoko、Graham E. Jackson、Bandile S. Nakani、Susan A. Bourne

  DOI：10.1039/b405756m

  日期：——

  In- and out-of-cell potentiometric techniques have been used to determine the formation constants for nickel(II) with 3,3,9,9-tetramethyl-4,8-diazaundecane-2,10-dione dioxime (L1), N,N′-bis(2-hydroxyiminopropionyl)propane-1,3-diamine (L2) and 1,15-bis(N,N-dimethyl)-5,11-dioxo-8-(N-benzyl)-1,4,8,12,15-pentaazapentadecane (L3) at 25 °C and an ionic strength of 0.15 mol dm−3. Nickel(II) forms stable complexes with L1 and L2 where square-planar [NiLH−1] and [NiLH−2] species predominate under alkaline conditions. The square-planar coordination of nickel by L1 has been confirmed by a single-crystal X-ray structure, UV/Vis spectrometry and molecular mechanics calculations of the [NiL1H−1] complex. The introduction of a third amine group into L3 dramatically decreases the ligand's ability to complex Ni(II). This results from a change in structure of the complex which decreases the ability of the metal ion to promote the dissociation of the amide protons. Using a model of blood plasma, the high binding ability of L1 towards Ni(II) is calculated to decrease the mobilisation of Cu(II) in plasma by approximately 65%. [CuL1H−1] is currently under investigation as an anti-inflammatory agent.

  使用电池内和电池外电位测定技术确定了镍(II)与 3,3,9,9-四甲基-4,8-二氮杂十一烷-2,10-二酮二氧肟（L1）、N、N′-双(2-羟基亚氨基丙酰基)丙烷-1,3-二胺(L2) 和 1,15-双(N,N-二甲基)-5,11-二氧代-8-(N-苄基)-1,4,8,12,15-五氮杂十烷(L3)在 25 °C 和离子强度为 0.15 摩尔 dm-3。镍（II）与 L1 和 L2 形成稳定的配合物，其中方平面 [NiLH-1] 和 [NiLH-2] 物种在碱性条件下占主导地位。单晶 X 射线结构、紫外/可见光谱和 [NiL1H-1] 复合物的分子力学计算证实了 L1 对镍的方平面配位。在 L3 中引入第三个胺基后，配体与 Ni（II）的络合能力大大降低。这是因为络合物的结构发生了变化，降低了金属离子促进酰胺质子解离的能力。利用血浆模型计算得出，L1 与 Ni（II）的高结合能力可将血浆中铜（II）的迁移率降低约 65%。[CuL1H-1]目前正在作为一种抗炎剂进行研究。
• Technetium diazenido-complexes. Part 2. Substitution chemistry of [TcCl(NNC6H4Cl-4)2(PPh3)2] and the synthesis of technetium diazenido-complexes directly from [NH4][TcO4]
  作者：Jonathan R. Dilworth、Panna Jobanputra、Russell M. Thompson、David C. Povey、Colin M. Archer、J. Duncan Kelly

  DOI：10.1039/dt9940001251

  日期：——

  The bis(diazenido)technetium(III) complex [TcCl(NNR)2(PPh3)2] (R = C6H4Cl-4) reacted with bidentate ligands L with loss of one diazenide ligand to give [Tc(NNR)L2(PPh3)] (L = S2CNR2) and (TcCl(NNR)L(PPh3)2] (HL = maltol) in high yield. With dianionic tetradentate ligands L' complexes of the type cis-[Tc(NNR)L'(PPh3)] [L' = dianion of N,N'-bis(salicylidene)ethane-1,2-diamine (salen), S(CH2)2NMe(CH2)2NMe(CH2)2S or O2S(CH2)2NMe(CH2)2NMe(CH2)2SO2] were obtained. The crystal structure of the complex with L' = salen has been determined. It shows pseudo-octahedral co-ordination about the Tc with the NNR and PPh3 ligands cis. Direct reaction of [TcO4]- with arylhydrazine hydrochlorides generated a diazenide species in situ which reacts with S2CNR2 to give [TcCl(NNR)2(S2CNR2)2] and 2.2'-bipyridine (bipy) to give [TcCl(NNR)(bipy)2]+ isolated as a BPh4- salt.
• Kani, Yuko; Takayama, Tsutomu; Sekine, Tsutomu, Journal of the Chemical Society, Dalton Transactions, 1999, # 2, p. 209 - 213
  作者：Kani, Yuko、Takayama, Tsutomu、Sekine, Tsutomu、Kudo, Hiroshi

  DOI：——

  日期：——
• Lee, Tsong-Jen; Lee, Tseng-Yuh; Chung, Chung-Sun, Acta Crystallographica, Section C: Crystal Structure Communications, 1991, vol. 47, p. 711 - 714
  作者：Lee, Tsong-Jen、Lee, Tseng-Yuh、Chung, Chung-Sun、Wang, Yun-Ming

  DOI：——

  日期：——