N-亚苄基-(2-羟基-1-萘)苄胺 | 53983-76-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: N-亚苄基-(2-羟基-1-萘)苄胺
• 中文别名: N-亚苄基-Α-(2-羟基-1-萘)苄胺
• 英文名称: 1-(α-benzylidenamino-benzyl)-[2]naphthol
• 英文别名: N-Benzyliden-α-<2-hydroxy-naphthyl-(1)>-benzylamin；N-Benzylidene-(2-hydroxy-1-naphthyl)benzylamine；1-[(benzylideneamino)-phenylmethyl]naphthalen-2-ol
• CAS: 53983-76-9
• 化学式: C₂₄H₁₉NO
• 分子量: 337.421
• InChiKey: IBKFPODMQLEYRC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  32.6
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2925290090

反应信息

• 作为反应物：
  描述：

  N-亚苄基-(2-羟基-1-萘)苄胺 在 碘苯二乙酸 作用下， 以 甲醇 为溶剂， 以73%的产率得到1,3-diphenyl-1H-naphtho[1,2-e][1,3]oxazine
  参考文献：
  名称：

  Synthesis, antimicrobial and cytotoxicity study of 1,3-disubstituted-1H-naphtho[1,2-e][1,3]oxazines

  摘要：

  A series of new 1,3-disubstituted-1H-naphtho[1,2-e][1,3]oxazines (3 and 7) was synthesized in good yields and the structure was determined with the help of NMR, 2D-NMR, HRMS studies and X-ray crystallography. These compounds were tested in vitro for their antibacterial activity against Gram-positive and Gram-negative bacteria and as well as for antifungal activity. The compounds 3c, 3e, 7a, 7d and 7k showed significant antibacterial activity and 71 showed moderate antifungal activity. The cytotoxicity of 1,3-disubstituted-1H-naphtho[1,2-e][1,3]oxazines showed that 3e and 7e are more effective against breast, lung and colon cell proliferation. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.08.018
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 氢氧化钾 作用下， 生成 N-亚苄基-(2-羟基-1-萘)苄胺
  参考文献：
  名称：

  Betti, Gazzetta Chimica Italiana, 1903, vol. 33 I, p. 3

  摘要：

  DOI：

文献信息

• 1-(α-Aminobenzyl)-2-naphthol: A New Chiral Auxiliary for the Synthesis of Enantiopure α-Aminophosphonic Acids
  作者：Kirill E. Metlushka、Boris A. Kashemirov、Viktor F. Zheltukhin、Dilyara N. Sadkova、Bernd Büchner、Christian Hess、Olga N. Kataeva、Charles E. McKenna、Vladimir A. Alfonsov

  DOI：10.1002/chem.200802540

  日期：2009.7.6

  Ooh Betti! A new diastereoselective synthesis of α‐aminophosphonates has been developed based on the reaction of trialkyl phosphites with chiral imines derived from (R)‐ or (S)‐1‐(α‐aminobenzyl)‐2‐naphthol (Betti base; see scheme, X=H, CH3, or Br). The reaction proceeds with high diastereoselectivity. Treatment with HCl results in the formation of the desired α‐aminophosphonic acids.

  哦，贝蒂！基于亚磷酸三烷基酯与衍生自（R）-或（S）-1-（α-氨基苄基）-2-萘酚的手性亚胺的反应，开发了一种新的非对映选择性的α-氨基膦酸酯合成（贝蒂碱;参见图式， X = H，CH 3或Br）。反应以高非对映选择性进行。用HCl处理可形成所需的α-氨基膦酸。
• Synthesis, characterization, thermal and biological evaluation of Cu (II), Co (II) and Ni (II) complexes of azo dye ligand containing sulfamethaxazole moiety
  作者：N.M. Mallikarjuna、J. Keshavayya、M.R. Maliyappa、R.A. Shoukat Ali、Talavara Venkatesh

  DOI：10.1016/j.molstruc.2018.03.094

  日期：2018.8

  Abstract A novel bioactive Cu (II), Co (II) and Ni (II) complexes of the azo dye ligand (L) derived from sulfamethoxazole were synthesized. The structures of the newly synthesized compounds were characterized by elemental analysis, molar conductance, magnetic susceptibility, FTIR, UV–visible, 1H NMR, mass, thermal and powder XRD spectral techniques. Molar conductivity measurements in DMSO solution

  摘要 合成了磺胺甲恶唑衍生的偶氮染料配体(L) 的新型生物活性Cu (II)、Co (II) 和Ni (II) 配合物。新合成化合物的结构通过元素分析、摩尔电导、磁化率、FTIR、UV-可见光、1H NMR、质量、热和粉末XRD光谱技术表征。DMSO 溶液中的摩尔电导率测量证实了复合物的非电解性质。发现所有合成的金属配合物都是单体并显示方形平面几何形状，除了具有六坐标八面体环境的 Co (II) 配合物。与游离配体相比，金属配合物对测试的细菌菌株表现出潜在的生长抑制作用。配体和复合物还显示出显着的抗氧化和小牛胸腺 DNA 切割活性。此外，还进行了计算机分子对接研究，以预测配体 (L) 及其金属配合物与靶标受体 Glu-6P 的可能结合位点。
• Efficient Synthesis of Naphtho[1,2-<i>e</i>][1,3]oxazine Derivatives via a Chemoselective Reaction with the Aid of Low-Valent Titanium Reagent
  作者：Daqing Shi、Shaofeng Rong、Guolan Dou、Manman Wang

  DOI：10.1021/cc900073w

  日期：2010.1.11

  A series of new naphtho[1,2-e][1,3]oxazine derivatives such as trans-1,3-diaryl-1H-naphtho[1,2-e][1,3]oxazine-2(3H)-carbonyl chloride, 1-aryl-2-benzyl-1,2- dihydronaphtho[1,2-e][1,3]oxazine-3-one, and trans-1,3-diaryl-1H-naphtho[1,2-e] [1,3]oxazine-2(3H)-carbaldehyde were selectively synthesized via a chemoselective reaction of 1,3-diaryl-2,3-dihydro-1H-naphtho[1,2-e][1,3]oxazines and triphosgene or

  一系列新的萘并[1,2- e ] [1,3]恶嗪衍生物，例如反式-1,3-二芳基-1 H-萘并[1,2- e ] [1,3]恶嗪-2（3 H）-羰基氯，1-芳基-2-苄基-1,2-二氢萘并[1,2- e ] [1,3]恶嗪-3-酮和反式-1,3-二芳基-1 H-萘并通过1,2-三芳基-2,3-二氢-1H-萘[1,2- ]的化学选择反应选择性合成[1,2- e ] [1,3]恶嗪-2（3 H）-甲醛。Ë] [1,3]恶嗪和三光气或原甲酸三乙酯分别由不同的低价钛系统诱导。该方法具有反应时间短（15分钟），操作方便，化学选择性高的优点。
• Application of chiral Betti base-copper complexes in enantioselective allylic oxidation of olefins, computational studies of the Betti bases, and docking of the resulting chiral allylic esters
  作者：Zahra Sehhat、Sirwan Mansoori、Hamid Arvinnezhad、Yunes Naghdi、Saadi Samadi

  DOI：10.1016/j.mcat.2023.113011

  日期：2023.3

  Chiral (R)- and (S)-Betti bases have been initially synthesized from resolution of the corresponding racemic mixture by diastereomeric recrystallization method using l-(+)-tartaric acid, and then the copper complexes of the Betti bases have been studied in enantioselective allylic CH bond oxidation of olefins. This kind of ligands gave enantioenriched allylic esters with good to high yields and satisfactory

  手性( R )-和( S )-Betti碱通过非对映异构重结晶法使用l -(+)-酒石酸拆分相应的外消旋混合物初步合成，然后研究了Betti碱的铜配合物烯烃的对映选择性烯丙基 C H 键氧化。这种配体在优化条件下产生了具有良好到高产率和令人满意的对映选择性的对映体富集的烯丙基酯。此外，使用M06–2X方法和6–311 ++ G ( d ,p）基组。此外，已使用 AutoDock Vina 研究了合成的手性烯丙基酯对 PI3Kα 酶的生物活性。
• Periasamy, Mariappan; Anwar, Shaik; Reddy, Meda Narsi, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2009, vol. 48, # 9, p. 1261 - 1273
  作者：Periasamy, Mariappan、Anwar, Shaik、Reddy, Meda Narsi

  DOI：——

  日期：——