1-Methyl-1-(4-nitrophenyl)-3-phenylurea | 86504-26-9

• 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: 1-Methyl-1-(4-nitrophenyl)-3-phenylurea
• CAS: 86504-26-9
• 化学式: C₁₄H₁₃N₃O₃
• 分子量: 271.276
• InChiKey: DWFXFJIBHRWLHF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  78.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-Methyl-1-(4-nitrophenyl)-3-phenylurea 在 5%-palladium/activated carbon 、 氢气 、 sodium cyanoborohydride 作用下， 以 甲醇 为溶剂， 反应 4.0h， 生成 ethyl 3-[({4-[methyl(phenylcarbamoyl)amino]phenyl}amino)methyl]benzoate
  参考文献：
  名称：

  Discovery of 1-[4-(N-benzylamino)phenyl]-3-phenylurea derivatives as non-peptidic selective SUMO-sentrin specific protease (SENP)1 inhibitors

  摘要：

  We developed 1-[4-(N-benzylamino)phenyl]-3-phenylurea derivative 4 (GN6958) as a non-peptidic selective SUMO-sentrin specific protease (SENP) 1 protease inhibitor based on the hypoxia inducible factor (HIF)-1 alpha inhibitor 1 (GN6767). The direct interaction of compound 1 with SENP1 protein in cells was observed by the pull-down experiments using the biotin-tagged compound 2 coated on the streptavidin affinity column. Among the various 1-[4-(N-benzylamino)phenyl]-3-phenylurea derivatives tested, compounds 3 and 4 suppressed HIF-1 alpha accumulation in a concentration-dependent manner without affecting the expression level of tubulin protein in HeLa cells. Both compounds inhibited SENP1 protease activity in a concentration-dependent manner, and compound 4 exhibited more potent inhibition than compound 3. Compound 4 exhibited selective inhibition against SENP1 protease activity without inhibiting other protease enzyme activities in vitro. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.06.084
• 作为产物：
  描述：

  4-硝基苯胺 在 三乙胺 作用下， 以 乙醇 、 甲苯 为溶剂， 反应 1.5h， 生成 1-Methyl-1-(4-nitrophenyl)-3-phenylurea
  参考文献：
  名称：

  Discovery of 1-[4-(N-benzylamino)phenyl]-3-phenylurea derivatives as non-peptidic selective SUMO-sentrin specific protease (SENP)1 inhibitors

  摘要：

  We developed 1-[4-(N-benzylamino)phenyl]-3-phenylurea derivative 4 (GN6958) as a non-peptidic selective SUMO-sentrin specific protease (SENP) 1 protease inhibitor based on the hypoxia inducible factor (HIF)-1 alpha inhibitor 1 (GN6767). The direct interaction of compound 1 with SENP1 protein in cells was observed by the pull-down experiments using the biotin-tagged compound 2 coated on the streptavidin affinity column. Among the various 1-[4-(N-benzylamino)phenyl]-3-phenylurea derivatives tested, compounds 3 and 4 suppressed HIF-1 alpha accumulation in a concentration-dependent manner without affecting the expression level of tubulin protein in HeLa cells. Both compounds inhibited SENP1 protease activity in a concentration-dependent manner, and compound 4 exhibited more potent inhibition than compound 3. Compound 4 exhibited selective inhibition against SENP1 protease activity without inhibiting other protease enzyme activities in vitro. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.06.084

文献信息

• SHAXIDOYATOV, X. M.;RAXIMOV, D. N.;ABDULLAEV, N. P., UZB. XIM. ZH.,(1989) N, S. 24-26
  作者：SHAXIDOYATOV, X. M.、RAXIMOV, D. N.、ABDULLAEV, N. P.

  DOI：——

  日期：——
• CHICU, A.;CSUNDERLIK, C.;BACALOGLU, R., BUL. STI. SI TEHN. POLITEHN. TIMISOARA. CHIM., 1981, 26, N 1, 107-114
  作者：CHICU, A.、CSUNDERLIK, C.、BACALOGLU, R.

  DOI：——

  日期：——