2-Isopropyl-3-nitronaphthalene | 1450995-53-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-Isopropyl-3-nitronaphthalene
• 英文别名: 2-nitro-3-propan-2-ylnaphthalene
• CAS: 1450995-53-5
• 化学式: C₁₃H₁₃NO₂
• 分子量: 215.252
• InChiKey: LWJQBNCHHOJNHC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  45.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-Nitro-2-propan-2-yl-1,2-dihydronaphthalene 在 N-溴代丁二酰亚胺(NBS) 、 过氧化苯甲酰 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 10.0h， 以96%的产率得到2-Isopropyl-3-nitronaphthalene
  参考文献：
  名称：

  Regiospecific Synthesis of Novel Cyclic Nitrostyrenes and 3-Substituted 2-Nitronaphthalenes

  摘要：

  A two-step, practical, regiospecific, and readily scalable benzannulation protocol for the preparation of novel 3-alkyl- and 3-aryl-substituted 2-nitronaphthalenes is disclosed. Addition of a beta-nitrostyrene or nitroalkene to a solution of freshly prepared lithiated o-tolualdehyde tert-butyl imine first leads to the formation of a nitronate, via rapid 1,4-addition, then an intramolecular aza-Henry reaction takes place to afford a six-membered carbocycle. Subsequent treatment of the reaction mixture with aqueous acid affords novel substituted cyclic nitrostyrenes that can be conveniently aromatized via a one-pot radical-induced bromination and elimination sequence to furnish the corresponding 3-alkyl- or 3-aryl-2-nitronaphthalenes in excellent yields. The straightforward syntheses of 2-aminonaphthalenes, substituted BINAMs, 2-naphthols as well as tricyclic fused 1,2,3-triazoles are also described.

  DOI：

  10.1055/s-0033-1338867

文献信息

• TARGETING AN HIV-1 NEF-HOST CELL KINASE COMPLEX
  申请人：University of Pittsburgh - Of the Commonwealth System of Higher Education

  公开号：US20140128388A1

  公开（公告）日：2014-05-08

  Drug candidates for inhibition of HIV-1 replication can target Src family kinases (SFK), such as Hck, that interact with Nef protein of the virus. Compounds characterized by such inhibitory activity were identified via an assay for kinase activity of an SFK in a Nef:SFK complex. Illustrative of inhibitors identified using the kinase assay are various 2,3-diaminoquinaxolines and furo[2,3-d]pyrimidines. The inventive inhibitors were found to arrest HIV-1 viral replication in vitro.

  针对HIV-1复制的药物候选物可以针对Src家族激酶（SFK），例如与病毒的Nef蛋白相互作用的Hck。通过对Nef:SFK复合物中SFK的激酶活性进行测定，鉴定了具有这种抑制活性的化合物。使用激酶测定鉴定的抑制剂的例子包括各种2,3-二氨基喹啉和呋喃[2,3-d]嘧啶。发明的抑制剂被发现可以在体外阻止HIV-1病毒复制。
• US8541415B2
  申请人：——

  公开号：US8541415B2

  公开（公告）日：2013-09-24
• US9593197B2
  申请人：——

  公开号：US9593197B2

  公开（公告）日：2017-03-14
• Regiospecific Synthesis of Novel Cyclic Nitrostyrenes and 3-Substituted 2-Nitronaphthalenes
  作者：László Kürti、Craig Keene

  DOI：10.1055/s-0033-1338867

  日期：——

  A two-step, practical, regiospecific, and readily scalable benzannulation protocol for the preparation of novel 3-alkyl- and 3-aryl-substituted 2-nitronaphthalenes is disclosed. Addition of a beta-nitrostyrene or nitroalkene to a solution of freshly prepared lithiated o-tolualdehyde tert-butyl imine first leads to the formation of a nitronate, via rapid 1,4-addition, then an intramolecular aza-Henry reaction takes place to afford a six-membered carbocycle. Subsequent treatment of the reaction mixture with aqueous acid affords novel substituted cyclic nitrostyrenes that can be conveniently aromatized via a one-pot radical-induced bromination and elimination sequence to furnish the corresponding 3-alkyl- or 3-aryl-2-nitronaphthalenes in excellent yields. The straightforward syntheses of 2-aminonaphthalenes, substituted BINAMs, 2-naphthols as well as tricyclic fused 1,2,3-triazoles are also described.