4-溴-2-硝基苯肼盐酸盐 | 100032-79-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 4-溴-2-硝基苯肼盐酸盐
• 英文名称: 4-bromo-2-nitrophenylhydrazine hydrochloride
• 英文别名: (4-bromo-2-nitrophenyl)hydrazine;hydrochloride
• CAS: 100032-79-9
• 化学式: C₆H₆BrN₃O₂*ClH
• 分子量: 268.497
• InChiKey: SIBURLORIWZQNT-UHFFFAOYSA-N

物化性质

• 熔点：
  184-185°C

计算性质

• 辛醇/水分配系数(LogP)：
  2.06
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  83.9
• 氢给体数：
  3
• 氢受体数：
  4

安全信息

• 危险等级：
  IRRITANT, KEEP COLD
• 危险品标志：
  Xi
• 海关编码：
  2928000090

反应信息

• 作为反应物：
  描述：

  4-溴-2-硝基苯肼盐酸盐 在 PPA 作用下， 以 乙醇 为溶剂， 反应 4.17h， 生成 7-nitro-5-bromo-1H-indole-2-carboxylic acid ethyl ester
  参考文献：
  名称：

  Design, synthesis and biological evaluation of 7-nitro-1H-indole-2-carboxylic acid derivatives as allosteric inhibitors of fructose-1,6-bisphosphatase

  摘要：

  A series of novel indole derivatives was synthesized as inhibitors of fructose-1,6-bisphosphatase (FBPase). Extensive structure-activity relationships were conducted and led to a potent FBPase inhibitor 3.9 with an IC50 of 0.99 mu M. The binding mode of this series of indoles was predicted using CDOCKER algorithm. The results of this research will shed light on the further design and optimization of novel small molecules as FBPase inhibitors. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2014.01.047
• 作为产物：
  描述：

  4-溴-2-硝基苯胺 在 盐酸 、 sodium nitrite 、 tin(ll) chloride 作用下， 以 水 为溶剂， 反应 4.0h， 以97%的产率得到4-溴-2-硝基苯肼盐酸盐
  参考文献：
  名称：

  Design, synthesis and biological evaluation of 7-nitro-1H-indole-2-carboxylic acid derivatives as allosteric inhibitors of fructose-1,6-bisphosphatase

  摘要：

  A series of novel indole derivatives was synthesized as inhibitors of fructose-1,6-bisphosphatase (FBPase). Extensive structure-activity relationships were conducted and led to a potent FBPase inhibitor 3.9 with an IC50 of 0.99 mu M. The binding mode of this series of indoles was predicted using CDOCKER algorithm. The results of this research will shed light on the further design and optimization of novel small molecules as FBPase inhibitors. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2014.01.047

文献信息

• [EN] LXR MODULATORS<br/>[FR] MODULATEURS DE LXR
  申请人：BRISTOL MYERS SQUIBB CO

  公开号：WO2014152738A1

  公开（公告）日：2014-09-25

  The present invention provides compounds of Formula I and Formula II: or pharmaceutically acceptable salts or solvates thereof, as modulators of liver X receptors (LXRs), and compositions comprising any of such novel compounds and methods of use thereof. These compounds are useful as medicaments for treatment and/or prophylaxis for diseases or conditions related to activity of LXRs.

  本发明提供了Formula I和Formula II的化合物：或其药学上可接受的盐或溶剂，作为肝X受体（LXRs）的调节剂，以及包含任何此类新化合物的组合物和使用方法。这些化合物可用作治疗和/或预防与LXRs活性相关的疾病或病况的药物。
• A biosynthetically inspired synthesis of (−)-berkelic acid and analogs
  作者：Christopher F. Bender、Christopher L. Paradise、Vincent M. Lynch、Francis K. Yoshimoto、Jef K. De Brabander

  DOI：10.1016/j.tet.2018.01.021

  日期：2018.3

  cycloaddition to deliver the tetracyclic core of berkelic acid. Our studies confirm that the original assigned berkelic acid structure is not stable and equilibrates into a mixture of 4 diastereomers, fully characterized by X-ray crystallography. In addition to berkelic acid, C22-epi-berkelic acid, and nor-berkelic acids, we synthesized C26-oxoberkelic acid analogs that were evaluated against human cancer cell

  我们描述了我们对（-）-伯酸和类似物的总合成和生物学评估的完整说明。我们描述了一种合成策略，该策略受到天然产物spicifernin和pulvilloric酸之间潜在的仿生结合的启发。定义最佳参数后，我们进行了一锅银介导的异色满乳糖醇的原位脱水，制成了pulvillorate甲酯，将spicifernin样炔醇进行了环异构化为相应的环外烯醇醚，随后进行了环加成反应，从而得到了铍酸。我们的研究证实，最初分配的铍酸结构不稳定，并且会平衡为4个非对映异构体的混合物，并通过X射线晶体学对其进行了充分表征。除了铍酸，C22-表-伯酸和也不-berkelic酸，我们合成了被针对人癌细胞系评价C26-oxoberkelic酸类似物。与报道的天然铍酸的数据相反，我们的合成材料和类似物被发现没有活性。
• Dynamic resolution of 2-cyclohexylidene acetaldehydes through organocatalytic dienamine [4+2] cycloaddition
  作者：Jakob Blom、Tore Kiilerich Johansen、Frank Jensen、Karl Anker Jørgensen

  DOI：10.1039/c6cc02019d

  日期：——

  Organocatalytic formed dienamines are shown to be involved in dynamic resolution of 2-cyclohexylidene acetaldehydes. By reaction of racemic 2-cyclohexylidene acetaldehydes with benzoquinones in the presence of a diarylprolinol-silyl ether catalyst,...

  已显示有机催化形成的二烯胺参与了2-环己叉乙醛的动态拆分。在二芳基脯氨醇-甲硅烷基醚催化剂的存在下，通过外消旋2-环己叉基乙醛与苯醌的反应，...
• A Direct Organocatalytic Enantioselective Route to Functionalized <i>trans</i> ‐Diels–Alder Products Having the Norcarane Scaffold
  作者：Casper L. Barløse、Niklas L. Østergaard、René S. Bitsch、Marc V. Iversen、Karl Anker Jørgensen

  DOI：10.1002/anie.202106598

  日期：2021.8.9

  organocatalysis with excellent selectivity, high yield and up to five contiguous stereocenters is presented. The reaction concept integrates the halogen effect and a novel discovered pseudo-halogen effect to direct an endo-selective, secondary-amine catalyzed Diels–Alder reaction allowing for the subsequent formation of trans-Diels–Alder cycloadducts featuring the norcarene scaffold. The methodology relies on

  提出了一种通过有机催化构建 trans-Diels-Alder 支架的对映选择性方法，具有优异的选择性、高产率和多达五个连续的立体中心。该反应概念整合了卤素效应和新发现的拟卤素效应，以指导内选择性、仲胺催化的 Diels-Alder 反应，从而允许随后形成具有降蒎烯骨架的反式 Diels-Alder 环加合物。该方法依赖于原位生成的三烯胺与 α-溴化或 α-伪卤化烯酮之间的反应，以形成短暂的顺式 Diels-Alder 中间体。由（伪）卤素效应增强的内过渡态设置了立体化学，允许随后的 S N在三级中心进行类似 2 的反应以获得 trans-Diels-Alder 支架。该机制得到了实验结果和计算研究的研究和支持。
• Enantioselective Intramolecular Hydroarylation of Alkenes via Directed C−H Bond Activation
  作者：Hitoshi Harada、Reema K. Thalji、Robert G. Bergman、Jonathan A. Ellman

  DOI：10.1021/jo801098z

  日期：2008.9.1

  Highly enantioselective catalytic intramolecular ortho-alkylation of aromatic imines containing alkenyl groups tethered at the meta position relative to the imine directing group has been achieved using [RhCl(coe)2]2 and chiral phosphoramidite ligands. Cyclization of substrates containing 1,1- and 1,2-disubstituted as well as trisubstituted alkenes were achieved with enantioselectivities >90% ee for

  已经使用 [RhCl(coe)2]2 和手性亚磷酰胺配体实现了含有链烯基的芳族亚胺的高度对映选择性催化分子内邻位烷基化，该烯基系在相对于亚胺导向基团的间位。对含有 1,1- 和 1,2- 二取代以及三取代烯烃的底物进行环化，每种底物类别的对映选择性 > 90% ee。具有 Z-烯烃异构体的底物环化比具有 E-烯烃异构体的底物更有效。这进一步使含有 Z/E-烯烃混合物的某些底物通过 Rh 催化的烯烃异构化和 Z-异构体的优先环化实现高度立体选择性的分子内烷基化。