5-(1-咪唑基)戊酸盐酸盐 | 74706-69-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 5-(1-咪唑基)戊酸盐酸盐
• 英文名称: 5-(Imidazolyl)valeric acid hydrochloride
• 英文别名: 5-(1-imidazolyl)pentanoic acid hydrochloride；5-(N-imidazolyl)valeric acid hydrochloride；5-(1H-imidazol-3-ium-3-yl)pentanoic acid;chloride
• CAS: 74706-69-7
• 化学式: C₈H₁₂N₂O₂*ClH
• mdl: MFCD25966877
• 分子量: 204.656
• InChiKey: HAEKKZYPJPHQOP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.25
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  55.1
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-(1-咪唑基)戊酸盐酸盐 在 氯化亚砜 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.42h， 生成 meso-monotriphenylporphyrin
  参考文献：
  名称：

  Synthesis and characterization of "tailed picket fence" porphyrins

  摘要：

  DOI：

  10.1021/ja00532a033
• 作为产物：
  描述：

  5-溴戊酸 在 盐酸 、 正丁基锂 、 草酰氯 、 三苯基甲烷 、 三乙胺 作用下， 以 四氢呋喃 、 六甲基磷酰三胺 、 乙醚 、 溶剂黄146 、 苯 为溶剂， 反应 5.0h， 生成 5-(1-咪唑基)戊酸盐酸盐
  参考文献：
  名称：

  Synthesis and characterization of "tailed picket fence" porphyrins

  摘要：

  DOI：

  10.1021/ja00532a033

文献信息

• O₂-Binding Properties of Double-Sided Porphinatoiron(II)s with Polar Substituents and Their Human Serum Albumin Hybrids
  作者：Teruyuki Komatsu、Tomoyuki Okada、Miho Moritake、Eishun Tsuchida

  DOI：10.1246/bcsj.74.1695

  日期：2001.9

  Double-sided porphinatoiron(II)s with polar substituents [R; hydroxy (FeDP(OH)), methoxy (FeDP(OMe)), and acetoxy (FeDP(OAc))] on the 2,2-dimethylpropanoyloxy-fence groups have been synthesized. FeDP(OMe) and FeDP(OAc) formed five-N-coordinated high-spin Fe2+ complexes with an intramolecularly bound axial imidazole in toluene (or CH2Cl2) under an N2 atmosphere. Upon the addition of O2, they produced stable O2 adducts at 25 °C; their half-lives in water-saturated toluene (50–77 h) are 2–3 fold longer compared to that of the single-face encumbered porphinatoiron(II) (FeP). Their O2-binding parameters are almost identical to that of FeDP(H), which has nonpolar substituents on the fences. In contrast, FeDP(OH) showed a significantly low O2-binding affinity and was immediately oxidized to the Fe3+ state after contact with bubbling O2 gas. The incorporation of these FeDPs into the human serum albumin (HSA) provided artificial hemoproteins, which can reversibly bind and release O2 under physiological conditions (in aqueous media, pH 7.3, 37 °C) like hemoglobin and myoglobin. The half-life of the dioxygenated HSA–FeDP(H) reached 5 h (37 °C). This corresponded to a 2.5-fold increase compared to that of HSA–FeP. The time dependences of the absorption changes accompanying the O2- and CO-rebindings to the HSA–FeDPs after laser flash photolysis were composed of two phases. These observations indicate that the recombination of O2 and CO to the central Fe2+ ion is affected by the microenvironments around the FeDPs in the HSA structure, e.g. a steric hindrance of the amino acid residue and a difference in polarity. Furthermore, FeDP(H) incorporated into HSA showed a high stability against H2O2.

  具有极性取代基（R；羟基（FeDP(OH)）、甲氧基（FeDP(OMe)）和乙酰氧基（FeDP(OAc)））的双面卟啉铁（II）已被合成。这些化合物在惰性气体（N₂）气氛下，在甲苯（或二氯甲烷）中形成了五配位高自旋的Fe²⁺复合物，并且具有内聚成键的轴向咪唑。在加入O₂后，它们在25°C时产生了稳定的O₂加合物；其在水饱和甲苯中的半衰期为50-77小时，相比于单面受阻卟啉铁（II）（FeP）延长了2-3倍。它们的O₂结合参数几乎与具有非极性取代基的FeDP(H)相同。相反，FeDP(OH)的O₂结合亲和力显著降低，并且在与冒泡O₂气体接触后立即被氧化为Fe³⁺状态。这些FeDP的引入使人血清白蛋白（HSA）形成了人工含铁蛋白，可以在生理条件下（在水相，pH 7.3，37°C）可逆地结合和释放O₂，类似于血红蛋白和肌红蛋白。去氧合的HSA–FeDP(H)的半衰期达到5小时（37°C），与HSA–FeP相比增加了2.5倍。激光光解后，HSA–FeDPs向O₂和CO的再结合伴随的吸收变化的时间依赖性由两个阶段组成。这些观察表明，O₂和CO向中心Fe²⁺离子的再结合受到HSA结构中FeDP周围微环境的影响，例如氨基酸残基的立体障碍和极性差异。此外，嵌入HSA的FeDP(H)显示出对H₂O₂的高稳定性。
• 质子化羧基咪唑类离子液体及用其催化合成 环状碳酸酯的方法
  申请人：河南大学

  公开号：CN108129392B

  公开（公告）日：2020-12-18

  本发明涉及一类质子化羧基咪唑类离子液体，其具有如下所示的结构式：；式中，n=1、2、3或4，X为Cl、Br或I。本发明还公开了利用其催化合成环状碳酸酯的方法：将质子化羧基咪唑类离子液体与环氧化合物按照1∶100~500的摩尔比加入反应釜中，通入CO2至压力为0.5~3.0MPa，然后在温度90~130℃的条件下恒温恒压反应0.5~3.0 h，反应结束后经后处理得到环状碳酸酯。本发明方法反应条件温和，催化过程中没有使用任何有机溶剂和助催化剂，是一个环境友好型的催化反应过程。本发明方法的合成工艺简单，催化剂反应活性高。
• Synthesis and dioxygen-binding properties of double-sided porphyrinatoiron(II) complexes bearing covalently bound axial imidazole
  作者：Eishun Tsuchida、Teruyuki Komatsu、Kenji Arai、Hiroyuki Nishide

  DOI：10.1039/dt9930002465

  日期：——

  Double-sided porphyrinatoiron(II) complexes bearing covalently bound axial imidazole, 5-[2-(5-imidazolylvaleryloxy)-6-(pivaloyloxy)phenyl]-10,15,20-tris[2,6-bis(pivaloyloxy)phenyl]porphyrinato-iron(II) and 5-[2-(3,3-dimethylbutyryloxy)-6-(5-imidazolylvaleryloxy)phenyl]-10,15,20-tris[2,6-bis(3,3-dimethylbutyryloxy)phenyl]porphyrinatoiron(II), have been synthesized. On the basis of their absorption and H-1 NMR spectra, the axial imidazole group is co-ordinated. The complexes reversibly form stable dioxygen adducts in toluene at 25-degrees-C, and the kinetics of binding of 02 and CO has been investigated. When embedded in phospholipid unilamellar vesicles, the complexes possess the ability to transport dioxygen in an aqueous medium. The binding affinity of the pivaloyloxy derivative [P1/2(O2) = 27 Torr] is equal to that of a red blood cell suspension and the half-life of the dioxygen adduct formed was 1.5 d under physiological conditions (pH 7.4, 37-degrees-C).
• PALLADIUM CATALYST SYSTEM COMPRISING ZWITTERION OR ACID-FUNCTIONALIZED IONIC LIQUID
  申请人：Technical University of Denmark

  公开号：EP2473277B1

  公开（公告）日：2019-07-03
• JPS54112863A
  申请人：——

  公开号：JPS54112863A

  公开（公告）日：1979-09-04