[¹⁴C]cyanamide | 21420-36-0

• 分子结构分类: 无机化合物 - 均质非金属化合物 - 其他非金属有机物
• 英文名称: [¹⁴C]cyanamide
• 英文别名: (14)C-labeled cyanamide；[(14)C]-cyanamide；(14)C-cyanamide；[¹⁴C]cyanamide；[¹⁴C]carbamonitrile；[¹⁴C]Carbamonitril；Cyanamide, [14C]；aminoformonitrile
• CAS: 21420-36-0
• 化学式: CH₂N₂
• 分子量: 44.0293
• InChiKey: XZMCDFZZKTWFGF-NJFSPNSNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  3
• 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：
  49.8
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  [¹⁴C]cyanamide 以60%的产率得到
  参考文献：
  名称：

  BUBNER, M.;GUETHERT, I., ZENTRALINST. KERNFORSCH. ROSSENDORF DRESDEN /BER./, 1984, N 538: JAHRESBE+

  摘要：

  DOI：
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 氨 作用下， 生成 [¹⁴C]cyanamide
  参考文献：
  名称：

  Zbarsky; Fischer, Canadian Journal of Research, Section B: Chemical Sciences, 1949, vol. 27, p. 84

  摘要：

  DOI：

文献信息

• Synthesis of three isotopically labeled versions and a metabolite of Aurora A kinase inhibitor
  作者：Yuexian Li、Shimoga R. Prakash

  DOI：10.1002/jlcr.1607

  日期：2009.7

  Sodium ring-[14C]-4-[[9-chloro-7-(2,6-difluorophenyl)-5H-pyrimido[5,4-d][2]benzazepin-2-yl]amino]-benzoate (1A, MLN8054), an Aurora A kinase inhibitor, was synthesized from [14C]-cyanamide in two steps in an overall radiochemical yield of 7%. The intermediate, [14C]-4-guanidinobenzoic acid, was prepared by coupling [14C]-cyanamide with 4-aminobenzoic acid. Sodium carboxyl-[14C]-4-[[9-chloro-7-(2,6-difluorophenyl)-5H-pyrimido[5,4-d][2]benzazepin-2-yl]amino]-benzoate (1B) was synthesized from carboxyl-[14C]-4-guanidinobenzoic acid in one step in a radiochemical yield of 35%. [D4,15N]-4-[[9-chloro-7-(2,6-difluorophenyl)-5H-pyrimido[5,4-d][2]benzazepin-2-yl]amino]-benzoic acid (1C) was synthesized from [15N2]-cyanamide and [D4]-4-aminobenzoic acid in two steps in an overall yield of 37%. The major metabolite, β-acyl glucuronide of 4-[[9-chloro-7-(2,6-difluorophenyl)-5H-pyrimido[5,4-d][2]benzazepin-2-yl]amino]-benzoic acid (14), was synthesized from D-glucuronic acid in three steps in an overall yield of 1%. The key intermediate for synthesis of glucuronide was prepared by HATU catalyzed coupling of 4-[[9-chloro-7-(2,6-difluorophenyl)-5H-pyrimido[5,4-d][2]benzazepin-2-yl]amino]-benzoic acid with allyl glucuronate. Copyright © 2009 John Wiley & Sons, Ltd.

  环-[14C]-4-[[9-氯-7-(2,6-二氟苯基)-5H-嘧啶并[5,4-d][2]苯并氮杂卓-2-基]氨基]-苯甲酸钠（1A，MLN8054）是一种极光 A 激酶抑制剂，由[14C]-氰酰胺分两步合成，总放射化学收率为 7%。中间体[14C]-4-胍基苯甲酸是通过将[14C]-氰酰胺与 4-氨基苯甲酸偶联制备的。羧基-[14C]-4-[[9-氯-7-(2,6-二氟苯基)-5H-嘧啶并[5,4-d][2]苯并氮杂卓-2-基]氨基]-苯甲酸钠（1B）由羧基-[14C]-4-胍基苯甲酸一步合成，放射化学收率为 35%。[D4,15N]-4-[[9-氯-7-(2,6-二氟苯基)-5H-嘧啶并[5,4-d][2]苯并氮杂卓-2-基]氨基]-苯甲酸（1C）由[15N2]-氰酰胺和[D4]-4-氨基苯甲酸分两步合成，总产率为 37%。主要代谢物 4-[[9-氯-7-（2,6-二氟苯基）-5H-嘧啶并[5,4-d][2]苯并氮杂卓-2-基]氨基]-苯甲酸的 β-酰基葡萄糖醛酸（14）由 D-葡萄糖醛酸经三个步骤合成，总产率为 1%。合成葡萄糖醛酸的关键中间体是由 4-[[9-氯-7-(2,6-二氟苯基)-5H-嘧啶并[5,4-d][2]苯并氮杂卓-2-基]氨基]-苯甲酸与葡萄糖醛酸烯丙基酯在 HATU 催化下偶联制备的。Copyright © 2009 John Wiley & Sons, Ltd. 版权所有。
• Syntheses of³H-labeled,¹⁴C-labeled, and²H₄-labeled SCH 444877, phosphodiesterase type 5 inhibitors
  作者：Sumei Ren、David Hesk、Paul McNamara、David Koharski、Sharon Hendershot

  DOI：10.1002/jlcr.3080

  日期：2013.7

  The syntheses of [3H]SCH 444877, [2H4]SCH 444877, and [14C]SCH 444877 are described. [3H]SCH 444877 was prepared in three steps from tritium gas. [2H4]SCH 444877 was synthesized from [2H4]ethanolamine in four steps with an overall yield of 40%. [14C]SCH 444877 was prepared from barium [14C]cyanamide in 10 steps with an overall yield of 8.1%.Copyright © 2013 John Wiley & Sons, Ltd.

  本文介绍了[3H]SCH 444877、[2H4]SCH 444877 和[14C]SCH 444877 的合成。[3H]SCH 444877 由氚气分三步制备而成。以[2H4]乙醇胺为原料，分四个步骤合成了[2H4]SCH 444877，总收率为 40%。[14C]SCH44877由钡[14C]氰酰胺经10个步骤制备而成，总产率为8.1%。
• 10th international symposium on the synthesis and applications of isotopes and isotopically labelled compounds - poster presentations Session 19, Sunday, June 14 to Thursday, June 18, 2009
  作者：William Wheeler

  DOI：10.1002/jlcr.1776

  日期：——

  The poster session is a series of papers dealing with a conglomeration of all of the previous sessions. Cristian Postolache, the fourth of the Wiley Young Scientist Award winners gave a Poster in this session. Copyright © 2010 John Wiley & Sons, Ltd.

  海报展示环节由一系列论文组成，涵盖了之前所有环节的内容。第四位威利青年科学家奖获得者克里斯蒂安-波斯托拉奇（Cristian Postolache）在此环节发表了一篇海报。Copyright © 2010 John Wiley & Sons, Ltd. 版权所有。
• Synthesis of [¹⁴C] labeled 2-methoxypyrimidine-5-carboxylic acid
  作者：Akula Murthy、Giliyar Ullas

  DOI：10.1002/jlcr.1577

  日期：2009.4

  A versatile method for 14C labeling of 2-methoxypyrimidine-5-carboxylic acid at the 2-position has been developed after encountering difficulties with traditional approaches to label the carboxyl function. The method developed can also be used for 14C labeling other positions of the pyrimidine ring system. Copyright © 2009 John Wiley & Sons, Ltd.

  在遇到传统方法标记羧基功能的困难后，开发了一种通用的方法，用于 2-位 2-甲氧基嘧啶-5-羧酸的 14C 标记。开发的方法也可用于 14C 标记嘧啶环系统的其他位置。版权所有 © 2009 John Wiley & Sons, Ltd.
• WO2006/133904
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  公开号：——

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