2,2-diethylhydrazinecarboxylic acid 1,1-dimethylethyl ester | 55741-06-5

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2,2-diethylhydrazinecarboxylic acid 1,1-dimethylethyl ester
• 英文别名: 2,2-Diethylhydrazincarbonsaeure-tert-butylester；tert-butyl 2,2-diethylhydrazinecarboxylate；Tert-butyl 2,2-diethylhydrazinecarboxylate；tert-butyl N-(diethylamino)carbamate
• CAS: 55741-06-5
• 化学式: C₉H₂₀N₂O₂
• 分子量: 188.27
• InChiKey: RJWYFEWGQALZHO-UHFFFAOYSA-N

物化性质

• 密度：
  0.957±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  41.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,2-diethylhydrazinecarboxylic acid 1,1-dimethylethyl ester 在 盐酸 作用下， 以 乙醚 为溶剂， 反应 2.0h， 以95%的产率得到1,1-二乙基-肼
  参考文献：
  名称：

  Design, synthesis, and evaluation of novel 3-amino-4-hydrazine-cyclobut-3-ene-1,2-diones as potent and selective CXCR2 chemokine receptor antagonists

  摘要：

  We describe herein a novel series of 3-amino-4-hydrazine-cyclobut-3-ene-1,2-diones as potent and selective inhibitors against the CXCR2 chemokine receptor and IL-8-mediated chemotaxis of a CXCR2-expressing cell line. Furthermore, these alkyl-hydrazine series inhibitors such as 5b demonstrated acceptable metabolic stability when incubated in human and rat microsomes. (C) 2009 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2009.08.014
• 作为产物：
  描述：

  diethylcarbamoyl azide 、 叔丁醇 生成 2,2-diethylhydrazinecarboxylic acid 1,1-dimethylethyl ester
  参考文献：
  名称：

  Curtius and Lossen rearrangements. III. Photolysis of certain carbamoyl azides

  摘要：

  DOI：

  10.1021/jo00906a008

文献信息

• Synthesis of multi-substituted 1,2,4-triazoles utilising the ambiphilic reactivity of hydrazones
  作者：Haruo Matsuzaki、Norihiko Takeda、Motohiro Yasui、Mayuko Okazaki、Seishin Suzuki、Masafumi Ueda

  DOI：10.1039/d1cc05326d

  日期：——

  The synthesis of N-alkyl-1H-1,2,4-triazoles from N,N-dialkylhydrazones and nitriles via formal [3+2] cycloaddition including the C-chlorination/nucleophilic addition/cyclisation/dealkylation sequence was developed. This sequential reaction utilising the in situ generation of hydrazonoyl chloride based on the ambiphilic reactivity of hydrazones afforded a variety of multi-substituted N-alkyl-triazoles

  合成ñ -烷基-1 ħ从-1,2,4-三唑Ñ，Ñ -dialkylhydrazones和腈经由正式[3 + 2]环加成，包括Ç -chlorination /亲核加成/环化/脱烷基化序列被开发。这种基于腙的双亲反应性原位生成腙酰氯的连续反应以高产率提供了多种多取代的N-烷基-三唑。多取代三唑的合成效用也通过进一步的转化得到了证明。
• [EN] NOVEL HYDRAZINO-CYCLOBUT-3-ENE-1, 2-DIONE DERIVATIVES AS CXCR2 ANTAGONISTS<br/>[FR] NOUVEAUX DÉRIVÉS D'HYDRAZINOCYCLOBUT-3-ÈNE-1,2-DIONE COMME ANTAGONISTES DE CXCR2
  申请人：MERCK SHARP & DOHME

  公开号：WO2010091543A1

  公开（公告）日：2010-08-19

  The present invention relates to novel hydrazino-cyclobut-3-ene-1,2-dione compounds of Formula (I) as selective CXCR2 antagonists, pharmaceutical compositions containing the novel compounds, as well as methods for treating or preventing chemokine mediated diseases or conditions in human and non-human animals using the novel compounds (I).

  本发明涉及一种新型的Formula (I)的肼基环丁-3-烯-1,2-二酮化合物，作为选择性CXCR2拮抗剂，含有这种新化合物的药物组合物，以及使用这种新化合物(I)治疗或预防人类和非人类动物中的趋化因子介导的疾病或症状的方法。
• Design, synthesis, and evaluation of novel 3-amino-4-hydrazine-cyclobut-3-ene-1,2-diones as potent and selective CXCR2 chemokine receptor antagonists
  作者：Shilan Liu、Yinhui Liu、Hongmei Wang、YiLi Ding、Hao Wu、Jingchao Dong、Angela Wong、Shu-Hui Chen、Ge Li、Manuel Chan、Nicole Sawyer、Francois G. Gervais、Martin Henault、Stacia Kargman、Leanne L. Bedard、Yongxin Han、Rick Friesen、Robert B. Lobell、David M. Stout

  DOI：10.1016/j.bmcl.2009.08.014

  日期：2009.10

  We describe herein a novel series of 3-amino-4-hydrazine-cyclobut-3-ene-1,2-diones as potent and selective inhibitors against the CXCR2 chemokine receptor and IL-8-mediated chemotaxis of a CXCR2-expressing cell line. Furthermore, these alkyl-hydrazine series inhibitors such as 5b demonstrated acceptable metabolic stability when incubated in human and rat microsomes. (C) 2009 Published by Elsevier Ltd.
• Curtius and Lossen rearrangements. III. Photolysis of certain carbamoyl azides
  作者：Walter Lwowski、Richard A. De Mauriac、Margaret Thompson、Richard E. Wilde、Sis-Yu Chen

  DOI：10.1021/jo00906a008

  日期：1975.9