N-butyl-N'-(3-nitrophenyl)urea | 83963-51-3

• 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: N-butyl-N'-(3-nitrophenyl)urea
• 英文别名: 1-Butyl-3-(3-nitrophenyl)urea
• CAS: 83963-51-3
• 化学式: C₁₁H₁₅N₃O₃
• mdl: MFCD00024343
• 分子量: 237.258
• InChiKey: LQLMQZRSOZCTAV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.363
• 拓扑面积：
  87
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-butyl-N'-(3-nitrophenyl)urea 在 palladium 10% on activated carbon 、 氢气 作用下， 以 甲醇 为溶剂， 20.0 ℃ 、500.01 kPa 条件下， 以87 %的产率得到1-(3-Amino-phenyl)-3-butyl-urea
  参考文献：
  名称：

  METHODS OF TREATING OBESITY WITH AN MC4R AGONIST

  摘要：

  The disclosure is related to a method of treating a disease, disorder, or condition (e.g., obesity, such as hypothalamic obesity) in a subject using a melanocortin-4 receptor (MC4R) agonist.

  公开号：

  WO2024108198A2
• 作为产物：
  描述：

  间硝基苯胺 在 吡啶 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 、 乙酸乙酯 为溶剂， 反应 32.0h， 生成 N-butyl-N'-(3-nitrophenyl)urea
  参考文献：
  名称：

  METHODS OF TREATING OBESITY WITH AN MC4R AGONIST

  摘要：

  The disclosure is related to a method of treating a disease, disorder, or condition (e.g., obesity, such as hypothalamic obesity) in a subject using a melanocortin-4 receptor (MC4R) agonist.

  公开号：

  WO2024108198A2

文献信息

• Substituted Urea Derivatives: A Potent Class of Antidepressant Agents
  作者：Shahnaz Perveen、Sana Mustafa、Muhammad A. Khan、Ahsana Dar、Khalid M. Khan、Wolfgang Voelter

  DOI：10.2174/157340612800786615

  日期：2012.5.1

  A series of fourteen (14) N-nitrophenyl-N'-(alkyl/aryl)urea and symmetrical 1,3-disubstituted urea derivatives were synthesized and evaluated for their antidepressant activity in mice. Among them, N-(4-nitrophenyl)-N'-(1'-phenylethyl)urea (1), demonstrated profound antidepressant property as reflected by significant reduction in the immobility time (89.83%), whereas compounds 2-6 showed activity values

  合成了一系列十四（14）种N-硝基苯基-N'-（烷基/芳基）脲和对称的1,3-二取代的脲衍生物，并评估了它们在小鼠中的抗抑郁活性。其中，N-（4-硝基苯基）-N'-（1'-苯乙基）脲（1）具有很强的抗抑郁作用，其固定时间显着减少（89.83％），而化合物2-6具有活性值在36％至59％之间，也比标准苯乙嗪大。化合物7-9在将小鼠的不动周期减少26.20至31.01％方面不太有效。抗抑郁活性的这种变化幅度似乎与硝基相对于母体分子1、2和8的位置有关。硝基处在对位的化合物1被证明是最有效的抗抑郁剂。但是，活动减少了
• Perveen, Shahnaz; Mustafa, Sana; Khan, Khalid Mohammed, Journal of the Chemical Society of Pakistan, 2010, vol. 32, # 2, p. 229 - 234
  作者：Perveen, Shahnaz、Mustafa, Sana、Khan, Khalid Mohammed

  DOI：——

  日期：——
• Antiproliferative effects of novel urea derivatives against human prostate and lung cancer cells; and their inhibition of β-glucuronidase activity
  作者：Shahnaz Perveen、Sana Mustafa、Kehkashan Qamar、Ahsana Dar、Khalid M. Khan、Muhammad Iqbal Choudhary、Ajmal Khan、Wolfgang Voelter

  DOI：10.1007/s00044-013-0702-5

  日期：2014.3

  Twenty-one novel urea derivatives were synthesized and their structures characterized by mass, NMR, IR, and UV spectroscopy. These compounds were evaluated for their antiproliferative profile against human PC-3 (prostate) and NCI-H460 (lung) cancer cell lines. Among them, compound 21 N-(3-nitrophenyl)-N'-(1-phenylethyl)urea was found to be active against both PC-3 (IC50 +/- A SEM: 20.13 +/- A 0.91 mu M) and NCI-H460 (GI(50): 22 +/- A 2.6 mu M) cell lines; hence has the potential to be further studied as anticancer agent. These compounds were also investigated for their ability to inhibit urease, beta-glucuronidase, and phosphodiesterase enzymes. N-(2,6-Dimethylphenyl)-N'-(4'-nitrophenyl)urea (1) demonstrated 90 % inhibition of beta-glucuronidase enzyme (IC50 +/- A SEM: 3.38 +/- A 0.043 mu M).
• Perveen, Shahnaz; Mustafa, Sana; Khan, Khalid Mohammed, Journal of the Chemical Society of Pakistan, 2013, vol. 35, # 6, p. 1603 - 1611
  作者：Perveen, Shahnaz、Mustafa, Sana、Khan, Khalid Mohammed、Choudhary, Muhammad Iqbal

  DOI：——

  日期：——
• MICICH, T. J., J. AMER. OIL CHEM. SOC., 1982, 59, N 10, 448-452
  作者：MICICH, T. J.

  DOI：——

  日期：——