4-(benzyloxy)benzene-1,3-diamine

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-(benzyloxy)benzene-1,3-diamine
• 英文别名: 2,4-diaminophenyl benzyl ether；4(5)-benzyloxy-o-phenylene diamine；4-(Benzyloxy)-1,3-benzenediamine；4-phenylmethoxybenzene-1,3-diamine
• 化学式: C₁₃H₁₄N₂O
• 分子量: 214.267
• InChiKey: HEIAWVGNBAWVCE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  61.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(benzyloxy)benzene-1,3-diamine 在 乌洛托品 、 三乙胺 、 三氟乙酸 作用下， 以 四氢呋喃 为溶剂， 反应 7.0h， 生成 1-(6-(benzyloxy)quinazolin-7-yl)-3-(3-fluorophenyl)urea
  参考文献：
  名称：

  Novel quinazoline-urea analogues as modulators for Aβ-induced mitochondrial dysfunction: Design, synthesis, and molecular docking study

  摘要：

  A novel series of twenty-six quinazoline-urea derivatives was designed and synthesized. Their blocking activities against β-amyloid peptide (Aβ) induced mitochondrial permeability transition pore (mPTP) opening were evaluated by JC-1 assay which measured the change of mitochondrial membrane potential. Seven compounds showed better inhibitory activities than the standard Cyclosporin A (CsA). The most active analogues were tested by MTT assay to evaluate their toxicity on the cellular survival; they revealed excellent cellular viability. To explain the difference in inhibitory activity, molecular docking study using (GOLD) program was performed for selected sets of the most active and inactive compounds on cyclophilin D (CypD) receptor as a major component of mPTP. Moreover, ADME profiling, in silico toxicity, drug-likeness, and drug-score studies were discussed. From these results, we report compound 31 as the most active nonpeptidyl mPTP blocker possessing quinazoline-urea scaffold; 2 folds of CsA activity, which would constitute a new direction for the design of novel mPTP modulators.

  DOI：

  10.1016/j.ejmech.2014.07.027
• 作为产物：
  描述：

  2,4-二硝基酚 在 10% Pt/activated carbon 、 氢气 、 potassium carbonate 作用下， 以 甲醇 、 乙腈 为溶剂， 反应 14.5h， 生成 4-(benzyloxy)benzene-1,3-diamine
  参考文献：
  名称：

  항암활성을 가지는 6-벤질옥시퀴나졸린-7-일유레아 유도체

  摘要：

  这项发明涉及具有抗癌活性的6-苄氧基喹诺酮-7-异脲衍生物。

  公开号：

  KR101589632B1

文献信息

• Selective reduction of aromatic nitro compounds containing o- and n-benzyl groups with hydrazine and raney nickel
  作者：Francisco Yuste、Manuel Saldaña、Fernando Walls

  DOI：10.1016/s0040-4039(00)86770-2

  日期：1982.1

  The selectiity in the catalytic reduction of aromatic nitro compounds containing O-benzyl, N-benzyl or chlorine with hydrazine and Raney nickel was studied.

  研究了用肼和阮内镍催化还原含O-苄基，N-苄基或氯的芳族硝基化合物的选择性。
• Sulfur-containing benzimidazole derivatives
  申请人：Chinoin Gyogyszer es Vegyeszeti Termekek Gyara R.T.

  公开号：US04259344A1

  公开（公告）日：1981-03-31

  A process for the preparation of anthelmintic compounds of the formula: ##STR1## wherein R.sup.1 is hydrogen or --COOR; R.sup.5 is C.sub.1 to C.sub.4 alkyl; R.sup.2 is halogen, alkyl, trifluoromethyl, alkoxy, aryloxy, or aralkoxy; and R.sup.4 is hydrogen, alkyl, cycloalkyl; alkenyl, alkynyl or aralkyl; or pharmaceutically acceptable salts thereof comprises subjecting a bis compound of the formula: ##STR2## to reduction to cleave the disulfide linkage and where R.sup.4 is other then hydrogen, subsequent reaction of the mercapto group. Intermediate compounds and a process for preparing same are also disclosed.

  一种制备抗寄生虫化合物的方法，其化学式为：##STR1## 其中，R1为氢或--COOR；R5为C1至C4烷基；R2为卤素、烷基、三氟甲基、烷氧基、芳氧基或芳基烷氧基；R4为氢、烷基、环烷基、烯基、炔基或芳基烷基；或其药学上可接受的盐，包括将化合物的双硫键裂解的还原反应，其中R4不是氢时，随后进行巯基反应。还公开了中间体化合物及其制备方法。
• MONOCYCLIC PYRIDINE DERIVATIVE
  申请人：Eisai R&D Management Co., Ltd.

  公开号：EP2960238B1

  公开（公告）日：2017-04-05
• US4259344A
  申请人：——

  公开号：US4259344A

  公开（公告）日：1981-03-31