diphenylcarbamoyl azide | 17223-83-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: diphenylcarbamoyl azide
• 英文别名: Diphenyl-carbamoylazid；(3E)-3-diazo-1,1-diphenylurea
• CAS: 17223-83-5
• 化学式: C₁₃H₁₀N₄O
• 分子量: 238.249
• InChiKey: FTGQOWKFJNMITD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  34.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  diphenylcarbamoyl azide 在 1,2,3,4-四氢萘 作用下， 生成 1-苯基-1H-吲唑-3-醇
  参考文献：
  名称：

  Stolle, Chemische Berichte, 1924, vol. 57, p. 1065

  摘要：

  DOI：
• 作为产物：
  描述：

  1,1-二苯基脲 在 乙醇 、 一水合肼 、 溶剂黄146 、 sodium nitrite 作用下， 生成 diphenylcarbamoyl azide
  参考文献：
  名称：

  Art As Religious Commitment: Kafka’s Debt to Kierkegaardian Ideas and their Impact on his Late Stories

  摘要：

  Although Kafka’s reception of Kierkegaardian ideas has received much critical attention the critics have so far paid little heed to similarities between Kierke‐gaard’s religious and Kafka’s aesthetic views. My intention in the following is to show that in spite of Kafka’s critical remarks on his philosophy, Kierkegaard’s definition of a religious person influenced his description of the artist’s existence in Erstes Leid (1922), Ein Hungerkünstler (1922) and Josefine, die Sängerin oder das Volk der Mäuse (1924). In these stories Kafka turns Kierkegaard’s ideas about spiritual inwardness and passionate attitude towards religious life into artistic inwardness and passionate attitude towards art. He also describes how devotion that these artists feel towards their art leads to their solitude and how their lives reflect suffering, doubt and despair which is similar to Kierkegaard’s description of religious suffering. Kafka’s critical remarks on Kierkegaard’s philosophy should therefore be understood as a clear rejection of Kierkegaard’s Protestant theology, although these same ideas gave him inspiration to formulate his views on the artist’s existence.

  DOI：

  10.1111/1468-0483.00182

文献信息

• A Synthetic Approach to <i>N</i>-Aryl Carbamates via Copper-Catalyzed Chan–Lam Coupling at Room Temperature
  作者：Soo-Yeon Moon、U. Bin Kim、Dan-Bi Sung、Won-Suk Kim

  DOI：10.1021/jo502828r

  日期：2015.2.6

  catalyst. The reaction proceeds readily in an open flask at room temperature without additional base, ligand, or additive. Rapid access to urea analogues via a two-step one-pot procedure is enabled by reacting N-arylcarbamates with aluminum–amine complexes. In addition, among several boronic acid derivatives prepared, dimethylphenyl boronate was found to react rapidly in its reaction with benzyl azidoformate

  N-芳基氨基甲酸酯的温和有效合成是通过在10 mol％氯化铜催化剂存在下使叠氮基甲酸酯与硼酸反应实现的。该反应在室温下在开放烧瓶中容易进行，无需额外的碱，配体或添加剂。通过使N-芳基氨基甲酸酯与铝-胺络合物反应，可以通过两步一锅法快速获得尿素类似物。另外，在制备的几种硼酸衍生物中，发现二甲基苯基硼酸酯在其与叠氮基甲酸苄酯的反应中快速反应，从而在催化循环中原位生成该物种。
• Ir-Catalyzed C–H Amidation Using Carbamoyl Azides for the Syntheses of Unsymmetrical Ureas
  作者：Kwangho Yoo、Jooyeon Lee、Myung Hwan Park、Youngjo Kim、Hyun Jin Kim、Min Kim

  DOI：10.1021/acs.joc.0c00659

  日期：2020.5.1

  An iridium-catalyzed C-H amidation for the syntheses of unsymmetrical urea was developed using carbamoyl azides (R(R')N-C(O)-N3) as the nitrogen source. A combination of iridium and silver gave an active catalyst for C-N bond formation. A variety of urea derivatives were synthesized using carbamoyl azides with only dinitrogen byproducts. Finally, the use of the transient directing group strategy with

  使用氨基甲酰叠氮化物 (R(R')NC(O)-N3) 作为氮源，开发了一种用于合成不对称尿素的铱催化 CH 酰胺化。铱和银的组合为CN键的形成提供了活性催化剂。使用仅含二氮副产物的氨基甲酰基叠氮化物合成了多种脲衍生物。最后，使用具有氨基甲酰叠氮化物的瞬态导向基团策略扩展了催化 CH 酰胺化的底物范围，以产生含醛的不对称脲。
• 1,2,3-Triazoles from carbonyl azides and alkynes: filling the gap
  作者：Estela Haldón、Eleuterio Álvarez、M. Carmen Nicasio、Pedro J. Pérez

  DOI：10.1039/c4cc03614j

  日期：——

  Electron deficient azides are challenging substrates in CuAAC reactions. Particularly, when N-carbonyl azides are applied the formation of N-carbonyl triazoles has not yet been observed. We report herein the first example of this class of reaction, with a copper-based system that efficiently enables the synthesis of N-carbamoyl 1,2,3-triazoles by [3+2] cycloaddition of N-carbamoyl azides and alkynes.

  缺电子叠氮化物是 CuAAC 反应中具有挑战性的底物。特别地，当应用N-羰基叠氮化物时，尚未观察到N-羰基三唑的形成。我们在此报告了此类反应的第一个例子，使用铜基系统，通过 N-氨基甲酰叠氮化物和炔烃的 [3+2] 环加成，有效地合成 N-氨基甲酰基 1,2,3-三唑。
• [EN] ACTIVATORS OF SOLUBLE GUANYLATE CYCLASE<br/>[FR] ACTIVATEURS DE GUANYLATE CYCLASE SOLUBLE
  申请人：UNIV LONDON

  公开号：WO2000027394A1

  公开（公告）日：2000-05-18

  The present invention describes the use of pyrazole or indazole derivates as activators of soluble guanylate cyclase. Some compounds disclosed are novel. All activators are vasodilators and/or inhibit platelet aggregation and are therefore useful in the treatment of peripheral vascular diseases such as hypertension, angina pectoris or atherosclerosis, or in the treatment of prevention of glaucoma, preeclampsia, Raynaud's syndrome, stroke or erectile disfunctions.

  本发明描述了将吡唑或吲唑衍生物用作可溶性鸟苷酸环化酶的激活剂。其中一些化合物是新颖的。所有激活剂均为血管扩张剂和/或抑制血小板聚集剂，因此可用于治疗外周血管疾病，如高血压、心绞痛或动脉粥样硬化，或用于预防青光眼、先兆子痫、雷诺综合征、中风或勃起功能障碍。
• Synthesis and Biological Evaluation of Novel Pyrazoles and Indazoles as Activators of the Nitric Oxide Receptor, Soluble Guanylate Cyclase
  作者：David L. Selwood、David G. Brummell、Joanna Budworth、Guillaume E. Burtin、Richard O. Campbell、Surinder S. Chana、Ian G. Charles、Patricia A. Fernandez、Robert C. Glen、Maria C. Goggin、Adrian J. Hobbs、Marcel R. Kling、Qian Liu、David J. Madge、Sylvie Meillerais、Kenneth L. Powell、Karen Reynolds、Graham D. Spacey、Jeremy N. Stables、Mark A. Tatlock、Kerry A. Wheeler、Grant Wishart、Chi-Kit Woo

  DOI：10.1021/jm001034k

  日期：2001.1.1

  Database searching and compound screening identified 1-benzyl-3-(3-dimethylaminopropyloxy)-indazole (benzydamine, 3) as a potent activator of the nitric oxide receptor, soluble guanylate cyclase. A comprehensive structure-activity relationship study surrounding 3 clearly showed that the indazole C-3 dimethylaminopropyloxy substituent was critical for enzyme activity. However replacement of the indazole ring of 3 by appropriately substituted pyrazoles maintained enzyme activity. Compounds were evaluated for inhibition of platelet aggregation and showed a general lipophilicity requirement. Aryl-substituted pyrazoles 32, 34, and 43 demonstrated potent activation of soluble guanylate cyclase and potent inhibition of platelet aggregation. Pharmacokinetic studies in rats showed that compound 32 exhibits modest oral bioavailability (12%). Furthermore 32 has an excellent selectivity profile notably showing no significant inhibition of phosphodiesterases or nitric oxide synthases.

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