N,N-dihexyl-4-nitroaniline | 94208-21-6

• 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,N-dihexyl-4-nitroaniline
• 英文别名: N,N-dihexyl-p-nitroaniline；N.N-Dihexyl-p-nitro-anilin；N,N-di-n-hexyl-N-(4-nitrophenyl)amine
• CAS: 94208-21-6
• 化学式: C₁₈H₃₀N₂O₂
• 分子量: 306.448
• InChiKey: YOFQXQAITJEOEA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  22
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  49.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N,N-dihexyl-4-nitroaniline 在 钯 作用下， 以 乙酸乙酯 为溶剂， 反应 1.5h， 以to yield 23.2 grams of product as a colorless oil的产率得到N, N-di-n-hexylbenzene-1,4-diamine
  参考文献：
  名称：

  SYNERGISTIC LUBRICATING OIL COMPOSITION CONTAINING A MIXTURE OF A NITRO-SUBSTITUTED DIARYLAMINE AND A DAIRYLAMINE

  摘要：

  公开了一种润滑油组合物，包含具有润滑粘度的油和一种特别有效的硝基取代二苯胺和二芳胺混合物，二者共同提供卓越的氧化抑制作用。

  公开号：

  US20080318815A1
• 作为产物：
  描述：

  二已胺 、 对氟硝基苯 在 氮气 、 乙醚 、 水 、 magnesium sulfate 作用下， 以 二甲基亚砜 为溶剂， 反应 20.0h， 以to yield 25.0 grams of product as a yellow oil的产率得到N,N-dihexyl-4-nitroaniline
  参考文献：
  名称：

  SYNERGISTIC LUBRICATING OIL COMPOSITION CONTAINING A MIXTURE OF A NITRO-SUBSTITUTED DIARYLAMINE AND A DAIRYLAMINE

  摘要：

  公开了一种润滑油组合物，包含具有润滑粘度的油和一种特别有效的硝基取代二苯胺和二芳胺混合物，二者共同提供卓越的氧化抑制作用。

  公开号：

  US20080318815A1

文献信息

• Synergistic lubricating oil composition containing a mixture of a nitro-substituted diarylamine and a diarylamine
  申请人：Chevron Oronite Company LLC

  公开号：US07683017B2

  公开（公告）日：2010-03-23

  Disclosed is a lubricating oil composition containing an oil of lubricating viscosity and a particularly effective mixture of a nitro-substituted diphenylamine and a diarylamine which together provide superior oxidation inhibition.

  公开了一种润滑油组合物，包含具有润滑黏度的油和一种特别有效的硝基取代二苯胺和二芳胺的混合物，二者共同提供卓越的氧化抑制作用。
• Structure−Activity Relationships for the Antileishmanial and Antitrypanosomal Activities of 1‘-Substituted 9-Anilinoacridines
  作者：Swarna A. Gamage、David P. Figgitt、Stanley J. Wojcik、Raymond K. Ralph、Adriana Ransijn、Jacques Mauel、Vanessa Yardley、Diane Snowdon、Simon L. Croft、William A. Denny

  DOI：10.1021/jm970232h

  日期：1997.8.1

  Members of the class of 9-anilinoacridine topoisomerase II inhibitors bearing lipophilic electron-donating 1'-anilino substituents are active against both the promastigote and amastigote forms of the parasite Leishmania major. A series of analogues of the known 1'-NHhexyl lead compound were prepared and evaluated against L. major in macrophage culture to further develop structure-activity relationships (SAR). Toxicity toward mammalian cells was measured in a human leukemia cell line, and the ratio of the two IC50 values (IC50(J)/IC50(L)) was used as a measure of the in vitro therapeutic index (IVTI). A 3,6-diNMe(2) substitution pattern on the acridine greatly increased toxicity to L. major without altering mammalian toxicity, increasing IVTIs over that of the lead compound. The 2-OMe, 6-Cl acridine substitution pattern used in the antimalarial drug mepacrine also resulted in potent antileishmanial activity and high IVTIs. Earlier suggestions of the utility of 2'-OR groups in lowering mammalian cytotoxicity were not borne out in this wider study. A series of very lipophilic 1'-NRR (symmetric dialkylamino)-substituted analogues showed relatively high antileishmanial potency, but no clear trend was apparent across the series, and none were superior to the 1'-NH(CH2)(5)Me subclass. Subsets of the most active 1'-N(R)(CH2)(5)Me- and 1'-N(alkyl)(2)-substituted compounds against L. major were also evaluated against Leishmania donovani, Trypanosoma cruzi, and Trypanosoma brucei, but no consistent SAR could be discerned in these physiologically diverse test systems. The present study has confirmed earlier conclusions that lipophilic electron-donating groups at the 1'-position of 9-anilinoacridines provide high activity against L. major, but the SAR patterns observed do not carry over to the other parasites studied.
• Synthesis and Physical Characterization of Some New Hydrophobic Forms of the Solvatochromic <i>N</i>,<i>N</i>-Dialkyl-<i>p</i>-nitroanilines
  作者：G. Mansour、W. Creedon、P. C. Dorrestein、J. Maxka、J. C. MacDonald、R. Helburn

  DOI：10.1021/jo0014764

  日期：2001.6.1
• US7683017B2
  申请人：——

  公开号：US7683017B2

  公开（公告）日：2010-03-23