N-(2,6-dimethylphenyl)-N'-(4'-nitrophenyl)urea | 108717-64-2

• 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-(2,6-dimethylphenyl)-N'-(4'-nitrophenyl)urea
• 英文别名: N-(2,6-dimethylphenyl)-N'-(4-nitrophenyl)urea；N-(2,6-dimethyl-phenyl)-N'-(4-nitro-phenyl)-urea；N-(2,6-Dimethyl-phenyl)-N'-(4-nitro-phenyl)-harnstoff；1-(4-Nitrophenyl)-3-(2,6-xylyl)urea；1-(2,6-dimethylphenyl)-3-(4-nitrophenyl)urea
• CAS: 108717-64-2
• 化学式: C₁₅H₁₅N₃O₃
• 分子量: 285.302
• InChiKey: SKNZLXGUBQBATO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  87
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  异氰酸对硝基苯 、 2,6-二甲基苯胺 以 1,4-二氧六环 为溶剂， 以93%的产率得到N-(2,6-dimethylphenyl)-N'-(4'-nitrophenyl)urea
  参考文献：
  名称：

  取代的尿素衍生物：一类有效的抗抑郁药

  摘要：

  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

  DOI：

  10.2174/157340612800786615

文献信息

• Carboxylesterase inhibitors
  申请人：Potter M. Philip

  公开号：US20050054691A1

  公开（公告）日：2005-03-10

  This disclosure relates to amides, aryl sulphonamides, aryl ureas, and α,β-diketones derivatives useful as carboxylesterase esterase inhibitors. The disclosure is also directed to the use of these compounds as selective human intestinal carboxylesterase inhibitors and insect carboxylesterase inhibitors. The disclosure is also directed to pharmaceutical compositions and pesticide formulations containing these compounds, and to methods for treating or ameliorating the toxic effects following administration of drugs such as cancer therapy drugs, treating or ameliorating the effects of a drug overdose, and to the use of the compounds for increasing the effectiveness of insecticides and pesticides.

  本公开涉及可用作羧酸酯酶抑制剂的酰胺类、芳基磺酰胺类、芳基脲类和 α,β-二酮衍生物。本发明还涉及这些化合物作为选择性人体肠道羧酯酶抑制剂和昆虫羧酯酶抑制剂的用途。本发明还涉及含有这些化合物的药物组合物和杀虫剂制剂，以及治疗或改善给药后的毒性效应（如癌症治疗药物）、治疗或改善药物过量效应的方法，以及使用这些化合物提高杀虫剂和杀虫剂效力的方法。
• N-Phenyl-N'-pyridinylureas as anticonvulsant agents
  作者：Michael R. Pavia、Sandra J. Lobbestael、Charles P. Taylor、Fred M. Hershenson、David L. Miskell

  DOI：10.1021/jm00164a061

  日期：1990.2

  A series of N-phenyl-N'-pyridinylureas was examined for anticonvulsant activity. Extensive structure/activity investigations revealed optimal activity in the N-(2,6-disubstituted-phenyl)-N'-(4-pyridinyl)urea series, with 37 exhibiting the best overall anticonvulsant profile. Compound 37 was effective against seizures induced by maximal electroshock but did not protect mice from clonic seizures produced by the convulsant pentylenetetrazol. The overall pharmacological profile suggests that 37 would be of therapeutic use in the treatment of generalized tonic-clonic and partial seizures. Compound 37 was selected for Phase 1 clinical trials.
• 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：——
• AMIDE, ARYL SULFONAMIDE, ARYL UREA, AND a,b-DIKETONE DERIVED CARBOXYLESTERASE INHIBITORS, AND THEIR METHODS OF USE
  申请人：Potter Philip M.

  公开号：US20080146548A1

  公开（公告）日：2008-06-19

  This disclosure relates to amides, aryl sulphonamides, aryl ureas, and α,β-diketones derivatives useful as carboxylesterase esterase inhibitors. The disclosure is also directed to the use of these compounds as selective human intestinal carboxylesterase inhibitors and insect carboxylesterase inhibitors. The disclosure is also directed to pharmaceutical compositions and pesticide formulations containing these compounds, and to methods for treating or ameliorating the toxic effects following administration of drugs such as cancer therapy drugs, treating or ameliorating the effects of a drug overdose, and to the use of the compounds for increasing the effectiveness of insecticides and pesticides.