N-butyl-N',N'-diethylurea | 1783-46-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机碳酸及其衍生物
• 英文名称: N-butyl-N',N'-diethylurea
• 英文别名: N,N-diethyl-N'-butylurea；3-butyl-1,1-diethylurea
• CAS: 1783-46-6
• 化学式: C₉H₂₀N₂O
• mdl: MFCD06088016
• 分子量: 172.271
• InChiKey: JLVNXPRVQXNQBM-UHFFFAOYSA-N

物化性质

• 沸点：
  104-105 °C(Press: 0.001 Torr)
• 密度：
  0.905±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  12
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.888
• 拓扑面积：
  32.3
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-butyl-N',N'-diethylurea 生成 丁基甲酰胺
  参考文献：
  名称：

  吡啶中取代脲与硼氢化钠的反应

  摘要：

  DOI：

  10.1016/s0040-4039(01)87786-8
• 作为产物：
  描述：

  N,N-二乙基氯甲酰胺 、 正丁胺 以 1,4-二氧六环 为溶剂， 生成 N-butyl-N',N'-diethylurea
  参考文献：
  名称：

  Perveen, Shahnaz; Fatima, Nasreen; Khan, Khalid Mohammed, Journal of the Chemical Society of Pakistan, 2010, vol. 32, # 3, p. 338 - 343

  摘要：

  DOI：

文献信息

• C7- substituted camptothecin analogs
  申请人：Narkunan Kesavaram

  公开号：US20090099224A1

  公开（公告）日：2009-04-16

  The novel C7-modified camptothecin analogs, and pharmaceutically-acceptable salts thereof, of the present invention: (i) possess potent antitumor activity (i.e., in nanomolar or subnanomolar concentrations) for inhibiting the growth of human and animal tumor cells in vitro; (ii) are potent inhibition of Topoisomerase I; (iii) lack of susceptibility to MDR/MRP drug resistance; (iv) require no metabolic drug activation: (v) lack glucuronidation of the A-ring or B-ring; (vi) reduce drug-binding affinity to plasma proteins; (vii) maintain lactone stability; (viii) maintain drug potency; and (ix) possess a low molecular weight (e.g., MW<600).

  本发明的C7修饰的紫杉醇类似物及其药用盐具有以下特点：(i) 在体外对人类和动物肿瘤细胞的生长具有强大的抗肿瘤活性（即在纳摩尔或亚纳摩尔浓度下）；(ii) 对拓扑异构酶I有强大的抑制作用；(iii) 不易受到MDR/MRP药物耐药性的影响；(iv) 无需代谢激活；(v) 不发生A环或B环的葡萄糖醛酸化；(vi) 减少药物与血浆蛋白的结合亲和力；(vii) 保持内酯稳定性；(viii) 保持药效；以及(ix) 具有较低的分子量（例如，分子量<600）。
• Synthesis of urea derivatives from amines and CO2 in the absence of catalyst and solvent
  作者：Chaoyong Wu、Haiyang Cheng、Ruixia Liu、Qiang Wang、Yufen Hao、Yancun Yu、Fengyu Zhao

  DOI：10.1039/c0gc00059k

  日期：——

  Urea derivatives are obtained in mild to good yield from the reactions of primary aliphatic amines with CO2 in the absence of any catalysts, organic solvents or other additives. To optimize reaction conditions, experimental variables including temperature, pressure, the concentration of amine, reaction time etc. were studied. Satisfactory yields were obtained at the optimized conditions that are comparable

  尿素 从 脂肪族伯胺用CO 2在没有任何催化剂， 有机的 溶剂或其他添加剂。为了优化反应条件，研究了温度，压力，胺浓度，反应时间等实验变量。在优化的条件下获得了令人满意的产量，与存在下的可比性相当。催化剂 和 溶剂。对反应机理的初步研究表明，烷基氨基甲酸烷基铵迅速形成了中间体，然后通过分子内脱水形成了最终产物。
• Conversion of carbonimidodithioates into unsymmetrical Di- and Tri- substituted ureas including urea dipeptides
  作者：Mariappan Anbazhagan、Abdul Rakeeb A.S. Deshmukh、Srinivasachari Rajappa

  DOI：10.1016/s0040-4039(98)00561-9

  日期：1998.5

  Selective hydrolysis of carbonimidodithioates (3) leads to the thiocarbamates (4), which can be easily transformed to the unsymmetrical ureas (5) by treatment with the appropriate amines. This constitutes a synthesis of ureas without the use of phosgene or carbon monoxide.

  碳亚氨基二硫代碳酸酯（3）的选择性水解会生成硫代氨基甲酸酯（4），通过用适当的胺处理，硫代氨基甲酸酯（4）可以轻松转化为不对称脲（5）。这构成了不使用光气或一氧化碳的脲的合成。
• Reaction of trisubstituted ureas with amino-containing compounds
  作者：I. Veis、E. Ruff、L. Otvosh

  DOI：10.1007/bf00949748

  日期：1981.4
• Carbonylation of amines by carbon dioxide in the presence of an organoantimony catalyst
  作者：Ryoki Nomura、Yasuhiro Hasegawa、Mikio Ishimoto、Takayuki Toyosaki、Haruo Matsuda

  DOI：10.1021/jo00052a060

  日期：1992.12

  1,3-Dialkylureas (RNHCONHR, where R = Bu, i-Bu, s-Bu, t-Bu, allyl, Ph) and tetramethylurea were successfully prepared at 80-degrees-C under an initial CO2 pressure of 4.9 MPa, from the corresponding amines and carbon dioxide with catalysis by triphenylstibine oxide and assistance from tetraphosphorus decasulfide (Ph3SbO/P4S10). Monitoring of the reaction by C-13 NMR revealed that the successive thiolation of carbamic acid to an intermediate antimony carbamate species and aminolysis of the carbamothioic acid thus formed constitute the reaction course. Cyclic ureas can also be synthesized by similar carbonylations of diamines (RNHCH2CH2NHR'; where R, R' = H, H; Me, H; Ph, H; HOCH2CH2, H; HOCHMeCH2, H; Me, Me). Furthermore, the Ph3SbO/P4S10 catalyst system enabled the preparation of trisubstituted ureas such as 1-butyl-3,3-diethylurea by a selective cocarbonylation of butylamine and diethylamine.