potassium [14C]cyanate | 67877-97-8

• 分子结构分类: 无机化合物 - 混合金属/非金属化合物 - 类金属有机物
• 英文名称: potassium [14C]cyanate
• 英文别名: Potassium cyanate, [14C]；potassium;azanylidyne(114C)methanolate
• CAS: 67877-97-8
• 化学式: CNO*K
• 分子量: 83.1044
• InChiKey: GKKCIDNWFBPDBW-DEQYMQKBSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -4.17
• 重原子数：
  4
• 可旋转键数：
  0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  46.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  potassium [14C]cyanate 在 溶剂黄146 、 硫酸肼 作用下， 以 水 为溶剂， 反应 12.0h， 以82%的产率得到(aminocarbonylamino)(14C)urea
  参考文献：
  名称：

  Synthesis of [14C]Azodicarbonamide

  摘要：

  [C-14]Azodicarbonamide, a potent inhibitor of HIV-1 and HIV-2 was prepared by reaction of hydrazine sulfate with potassium [C-14]cyanate, followed by oxidation of the resulting biurea. The overall radiochemical yield was 57% and the specific activity of the product was 1.48 GBq/mmol (39.9 mCi/mmol).

  DOI：

  10.1002/(sici)1099-1344(199902)42:2<203::aid-jlcr183>3.0.co;2-0
• 作为产物：
  描述：

  potassium [14C]cyanide 在 氧气 、 臭氧 作用下， 以 水 为溶剂， 生成 potassium [14C]cyanate
  参考文献：
  名称：

  Straightforward preparation of labeled potassium cyanate by ozonation and application to the synthesis of [¹³C] or [¹⁴C]ureidocarboxylic acids

  摘要：

  开发新的高效合成标记试剂的合成路线是一项巨大挑战。在选择合成路径时，避免过于复杂的程序、起始材料的可用性和成本是重要的考虑因素。在本报告中，我们描述了一种通过臭氧化氰化物（基本前体）快速简便地制备标记氰酸盐的方法。粗制氰酸盐在未经过纯化的情况下被用于合成各种[13C]或[14C]氨基羧酸（从氰化钾的产率为20-68%）。根据这些结果，氰化物臭氧化可能成为传统标记氰酸盐制备的有前景的替代方法。

  DOI：

  10.1002/jlcr.3041

文献信息

• A short synthesis of [14C]-labelled levamisole and its major metabolite
  作者：Cor G.M. Janssen、Jos B.A. Thijssen、Willy L.M. Verluyten

  DOI：10.1002/jlcr.573

  日期：2002.6

  the levo isomer of tetramisole. It is a broad spectrum anthelmintic which is used extensively as a veterinary drug for food producing animals. Metabolism and environmental studies necessitated the synthesis of 14C-labelled levamisole (6) and of its major metabolite (12). 14C-Tetramisole was obtained in two steps from 14C-thiourea. Resolution via salt formation and crystallization afforded 14C-levamisole

  左旋咪唑 (I) 是四咪唑的左旋异构体。它是一种广谱驱虫药，广泛用作食用动物的兽药。代谢和环境研究需要合成 14C 标记的左旋咪唑 (6) 及其主要代谢物 (12)。从 14C-硫脲分两步获得 14C-Tetramisole。通过盐形成和结晶进行拆分，得到 14C-左旋咪唑和 14C-右旋咪唑。消旋化后再次拆分使得 14C-左旋咪唑的总放射化学产率提高到 51.0% 成为可能。该化合物的比活为73.6 MBq/mmol，HPLC纯度为99.8%，对映体过量为99.4%。左旋咪唑 (II) 的 14C 标记代谢物是从 14C-氰酸钾中连续 4 个步骤获得的。通过手性 HPLC 进行拆分，以 16.2% 的总放射化学产率得到所需化合物。它的比活为 895 MBq/mmol，HPLC 纯度为 98.7%，对映体过量为 100%。版权所有 © 2002 John Wiley & Sons, Ltd
• Efficient syntheses of 13C- and 14C-labelled 5-benzyl and 5-indolylmethyl L-hydantoins
  作者：Simon G. Patching

  DOI：10.1002/jlcr.1827

  日期：——

  Robust and straightforward methods are described for the first syntheses of highly pure 13C- and 14C-labelled L-5-benzylhydantoin (L-BH) and L-5-indolylmethylhydantoin (L-IMH) by cyclizing the amino acids L-phenylalanine and L-tryptophan, respectively, with potassium cyanate. [3-13C]-L-phenylalanine was used to prepare [6-13C]-L-BH and [indole-2-13C]-L-tryptophan was used to prepare [indole-2-13C]-L-IMH, which we required for solid-state NMR experiments with a hydantoin transport protein. The successful incorporation and integrity of the 13C labels was confirmed by solution-state NMR spectroscopy. [14C]Potassium cyanate was used to prepare [2-14C]-L-BH and [2-14C]-L-IMH, which we required for transport assays with the protein. Copyright © 2010 John Wiley & Sons, Ltd.

  本文介绍了通过用氰酸钾环化氨基酸 L-苯丙氨酸和 L-色氨酸，首次合成高纯度 13C 和 14C 标记的 L-5- 苄基海因（L-BH）和 L-5- 吲哚甲基海因（L-IMH）的可靠而简单的方法。[3-13C]-L-苯丙氨酸被用来制备[6-13C]-L-BH，而[吲哚-2-13C]-L-色氨酸被用来制备[吲哚-2-13C]-L-IMH，这是我们用海因转运蛋白进行固态核磁共振实验所需要的。溶液态核磁共振光谱证实了 13C 标记的成功掺入和完整性。[14C]氰酸钾被用来制备[2-14C]-L-BH 和 [2-14C]-L-IMH，这是我们用该蛋白进行转运实验所需的。Copyright © 2010 John Wiley & Sons, Ltd. All Rights Reserved.
• Synthesis of [³H], [¹³C₃,¹⁵N], and [¹⁴C]SCH 900567: an inhibitor of TNF-<i>α</i>(tumor necrosis factor alpha) converting enzyme (TACE)
  作者：Sumei Ren、David Hesk、Paul McNamara、David Koharski、Scott Borges

  DOI：10.1002/jlcr.3229

  日期：2014.9

  SCH 900567 is a specific inhibitor of tumor necrosis factor-alpha converting enzyme and is a potential candidate for the treatment of rheumatoid arthritis. [3H]SCH 900567 was synthesized to support the initial drug metabolism and pharmacokinetics studies. Stable isotope-labeled [13C3, 15N]SCH 900567 was requested by the bioanalytical group as an internal standard for Liquid chromatography-tandem mass spectrometry (LC-MS/MS) method development as well as by the drug metabolism and pharmacokinetics group for a potential microdose study. [13C3, 15N]SCH 900567 is synthesized via a linear sequence of seven steps from commercially available materials in 2.6% overall yield. [14C]SCH 900567 was needed for a quantitative whole body autoradiography studies and was prepared from unlabeled Active Pharmaceutical Ingredient (API) via hydrolysis of the hydantoin moiety followed by rebuilding the hydantoin ring using potassium [14C]cyanate to give the desired product in 42.8% overall yield. Activation of the hydantoin moiety of SCH 900567 to achieve hydrolysis followed by derivatization of the resulting amino acid to avoid decarboxylation during cyclization is also discussed.

  SCH 900567 是肿瘤坏死因子-α 转换酶的特异性抑制剂，是治疗类风湿性关节炎的潜在候选药物。[3H]SCH 900567 的合成是为了支持最初的药物代谢和药代动力学研究。生物分析小组要求将稳定同位素标记的[13C3, 15N]SCH 900567作为液相色谱-串联质谱（LC-MS/MS）方法开发的内标，药物代谢和药代动力学小组则要求将其用于潜在的微剂量研究。[13C3，15N]SCH 900567 是由市售材料通过七个步骤的线性序列合成的，总产率为 2.6%。[14C]SCH900567是定量全身自显影研究的必需品，由未标记的活性药物成分（API）通过水解海因分子制备而成，然后使用[14C]氰酸钾重建海因环，得到所需的产品，总产率为42.8%。此外，还讨论了如何活化 SCH 900567 的海因分子以实现水解，然后对得到的氨基酸进行衍生处理，以避免在环化过程中发生脱羧反应。
• An alternative and simple synthesis of [¹⁴C]potassium cyanate
  作者：Crist N. Filer、C.T. Peng

  DOI：10.1002/jlcr.3829

  日期：2020.5.15

  The one-step synthesis of [14 C]potassium cyanate from [14 C]urea is described with product characterization by gravimetric specific activity as well as a novel TLC system. The storage, stability, and repurification of [14 C]potassium cyanate are also discussed.

  描述了从 [14 C] 尿素一步合成 [14 C] 氰酸钾的过程，通过重量比活性和新型 TLC 系统对产品进行表征。还讨论了[ 14 C] 氰酸钾的储存、稳定性和再纯化。
• Micro Syntheses with Tracer Elements. VI. The Synthesis of Silver Cyanate Labeled with C¹⁴ and of Urea Labeled with C¹⁴ and N^{15 1}
  作者：D. Lloyd Williams、Anthony R. Ronzio

  DOI：10.1021/ja01129a069

  日期：1952.5