N-己基氨基甲酰肼 | 79353-76-7

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: N-己基氨基甲酰肼
• 英文名称: N₄-hexylsemicarbazide
• 英文别名: N-hexylhydrazinecarboxamide；4-hexyl semicarbazide；1-amino-3-hexylurea
• CAS: 79353-76-7
• 化学式: C₇H₁₇N₃O
• 分子量: 159.231
• InChiKey: ZIYBPYRAONBVCP-UHFFFAOYSA-N

物化性质

• 密度：
  0.979±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  11
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  67.2
• 氢给体数：
  3
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-phenylfuroxan-3-carboxaldehyde 、 N-己基氨基甲酰肼 在 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 以43%的产率得到4-hexyl-1-<(4-phenyl-1,2,5-oxadiazol-3-yl N₂-oxide)methylidene>semicarbazide
  参考文献：
  名称：

  1,2,5-Oxadiazole N-Oxide Derivatives and Related Compounds as Potential Antitrypanosomal Drugs:  Structure−Activity Relationships

  摘要：

  The syntheses of a new series of derivatives of 1,2,5-oxadiazole N-oxide, benzo[1,2-c]1,2,5-oxadiazole N-oxide, and quinoxaline di-hr-oxide are described. In vitro antitrypanosomal activity of these compounds was tested against epimastigote forms of Trypanosoma cruzi. For the most effective drugs, derivatives IIIe and IIIf, the 50% inhibitory dose (ID50) was determined as well as their cytotoxicity against mammalian fibroblasts. Electrochemical studies and ESR spectroscopy show that the highest activities observed are associated with the facile mono-electronation of the N-oxide moiety. Lipophilic-hydrophilic balance of the compounds could also play an important role in their effectiveness as antichagasic drugs.

  DOI：

  10.1021/jm9805790
• 作为产物：
  描述：

  phenyl hexylcarbamate 在 hydrazine hydrate 作用下， 以 乙腈 为溶剂， 反应 12.0h， 以92%的产率得到N-己基氨基甲酰肼
  参考文献：
  名称：

  通过氨基甲酸苯酯由相应的胺和肼制备取代的氨基脲

  摘要：

  开发了一种简单的合成方法，用于将胺和肼转化为取代的氨基脲。所需的胺和氯甲酸苯酯之间最初的缩合成氨基甲酸苯酯，然后在碱性条件下加入肼。该反应可耐受各种官能团，条件温和，收率高。

  DOI：

  10.1016/j.tetlet.2014.01.052

文献信息

• Cascade reactions of nitrogen-substituted isocyanates: a new tool in heterocyclic chemistry
  作者：Jean-François Vincent-Rocan、Ryan A. Ivanovich、Christian Clavette、Kyle Leckett、Julien Bejjani、André M. Beauchemin

  DOI：10.1039/c5sc03197d

  日期：——

  In contrast to normal C-substituted isocyanates, nitrogen-substituted isocyanates (N-isocyanates) are rare. Their high reactivity and amphotheric nature has prevented the scientific community from exploiting their synthetic potential. Recently, we have...

  与普通的碳取代异氰酸酯相比，氮取代异氰酸酯（N-异氰酸酯）很少见。它们的高反应性和两性性质阻碍了科学界开发它们的合成潜力。最近，我们有...
• Prostaglandins
  申请人：NATIONAL RESEARCH DEVELOPMENT CORPORATION

  公开号：EP0231078A2

  公开（公告）日：1987-08-05

  Novel compounds have the formula (I) the letters a and b indicating in each case the points of attach­ment of the substituents R¹ and CV(R²)-NVʹR, respectively; R¹ is a group -(CH₂)b-(A)a-(CH₂)c-B-CH₂-CO₂Rʹ in which A and B are each separately oxygen or sulphur, a is 0, b is 0 and c is an integer from 3 to 10, or a is 1, b is 0 or an integer from 1 to 7 and c is an integer from 2 to 9 with the sum of b and c being from 2 to 9, and CO₂Rʹ is a carboxy group or an amide, ester or salt derivative thereof; V and Vʹ either each separately is hydrogen or together are the second bond of a carbon-nitrogen double bond; R² is hydrogen, an aliphatic hydrocarbon group or an aliphatic hydro­carbon group substituted by an aromatic group directly or through an oxygen or sulphur atom; and R is a group -OR³, -OR⁴, -D-R³, -N=R⁵ or -NW.G.Wʹ in which D is -NH-, -NH.CS-, -NH.CO-, -NH.CO.CH₂N(R⁶)-, -NH.SO₂-, -NH.CO.NH-, -NH.CS.NH-, -NH.CO.O-­or -NH.CS.O-, G is -CO- or -CS- and W and Wʹ together are a group -(CH₂)d- in which d is 3, 4, or 5, R³ is an aliphatic hydrocarbon group, an aromatic group or an aliphatic hydrocarbon group substituted by one or more aromatic groups directly or through an oxygen or sulphur atom, R⁴ is an aliphatic hydrocarbon group which is substituted through an oxygen atom by an aliphatic hydrocarbon group which is itself substituted directly by one or more aromatic groups, R⁵ is an aliphatic hydrocarbon group, an aromatic group in which the π-electron system is not fully delocalised over the entire ring system, or an aliphatic hydro­carbon group substituted by one or more aromatic groups directly or through an oxygen or sulphur atom, and R⁶ is hydrogen, an aliphatic hydrocarbon group, an aromatic group or an aliphatic hydrocarbon group substituted by one or more aromatic groups directly or through an oxygen or sulphur atom. The compounds are of value for use in pharmaceutical compositions particularly in the context of the inhibition of thromboxane activity.

  新型化合物具有式 (I) 字母 a 和 b 在每种情况下分别表示取代基 R¹ 和 CV(R²)-NVʹR 的连接点；R¹ 是基团-(CH₂)b-(A)a-(CH₂)c-B-CH₂-CO₂Rʹ，其中 A 和 B 分别为氧或硫，a 为 0，b 为 0，c 为 3 至 10 的整数，或 a 为 1、b 为 0 或 1 至 7 的整数，c 为 2 至 9 的整数，其中 b 和 c 之和为 2 至 9，且 CO₂Rʹ 为羧基或其酰胺、酯或盐衍生物；V和Vʹ各自单独为氢或共同为碳氮双键的第二键；R²为氢、脂肪族烃基或直接或通过氧原子或硫原子被芳香族基取代的脂肪族烃基；R为基团-OR³、-OR⁴、-D-R³、-N=R⁵或-NW。G.Wʹ，其中D是-NH-、-NH.CS-、-NH.CO-、-NH.CO.CH₂N(R⁶)-、-NH.SO₂-、-NH.CO.NH-、-NH.CS.NH-、-NH.CO.O-或-NH.CS.NH-。CS.O-或 -NH.O-，G 是-CO-或-CS-，W 和 Wʹ 合在一起是一个基团-(CH₂)d-，其中 d 是 3、4 或 5，R³ 是脂肪烃基、芳香基或被一个或多个芳香基直接或通过氧原子或硫原子取代的脂肪烃基、R⁴ 是通过氧原子被脂肪烃基取代的脂肪烃基，该脂肪烃基本身被一个或多个芳香族基团直接取代、R⁵ 是脂肪族烃基、π 电子系统未在整个环系统中完全离位的芳香族基团或被一个或多个芳香族基团直接或通过氧原子或硫原子取代的脂肪族烃基；以及 R⁶ 是氢、脂肪族烃基、芳香族基团或被一个或多个芳香族基团直接或通过氧原子或硫原子取代的脂肪族烃基。这些化合物具有药物组合物的使用价值，特别是在抑制血栓素活性方面。
• Synthesis and anti-trypanosomal activity of novel 5-nitro-2-furaldehyde and 5-nitrothiophene-2-carboxaldehyde semicarbazone derivatives
  作者：Hugo Cerecetto、Rossanna Di Maio、Gerardo Ibarruri、Gustavo Seoane、Ana Denicola、Gonzalo Peluffo、Celia Quijano、Margot Paulino

  DOI：10.1016/s0014-827x(97)00011-6

  日期：1998.2

  Several novel semicarbazones derivatives were prepared from 5-nitro-2-furaldehyde or 5-nitrothiophene-2-carboxaldehyde, and tested in vitro as potential anti trypanosomal agents. The compounds were prepared in good to excellent yields in 2-3 steps from readily available starting materials. Some derivatives were found to be active against Trypanosoma cruzi with an activity similar to that of Nifurtimox. (C) 1998 Elsevier Science S.A. All rights reserved.
• Monge; Lopez de Cerain; Ezpeleta, Pharmazie, 1998, vol. 53, # 11, p. 758 - 764
  作者：Monge、Lopez de Cerain、Ezpeleta、Cerecetto、Dias、Di Maio、Gonzalez、Onetto、Seoane、Suescun、Mariezcurrena

  DOI：——

  日期：——
• Kramer, Claus-Ruediger; Beck, Lothar, Zeitschrift fur Chemie, 1981, vol. 21, # 7, p. 267 - 268
  作者：Kramer, Claus-Ruediger、Beck, Lothar

  DOI：——

  日期：——