1-苯基-2-硝基-1-戊烯 | 1205-53-4

• 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: 1-苯基-2-硝基-1-戊烯
• 英文名称: 1-phenyl-2-nitro-1-pentene
• 英文别名: 1-Phenyl-2-nitro-penten；2-nitro-1ξ-phenyl-pent-1-ene；2-Nitro-1ξ-phenyl-pent-1-en；2-Nitropent-1-enylbenzene
• CAS: 1205-53-4
• 化学式: C₁₁H₁₃NO₂
• 分子量: 191.23
• InChiKey: MONQDRFENCUHQY-UHFFFAOYSA-N

物化性质

• 沸点：
  133-135 °C(Press: 6 Torr)
• 密度：
  1.083 g/cm3(Temp: 25 °C)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  45.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-苯基-2-硝基-1-戊烯 在 lithium aluminium tetrahydride 、 乙醚 作用下， 生成 1-苯基-2-戊酮
  参考文献：
  名称：

  Reverse Addition of Lithium Aluminum Hydride to Nitroölefins

  摘要：

  DOI：

  10.1021/ja01127a064
• 作为产物：
  描述：

  1-硝基丁烷 、 苯甲醛 在 ammonium acetate 作用下， 以 溶剂黄146 为溶剂， 反应 18.0h， 以38%的产率得到1-苯基-2-硝基-1-戊烯
  参考文献：
  名称：

  Hybrid Dopamine Uptake Blocker–Serotonin Releaser Ligands: A New Twist on Transporter-Focused Therapeutics

  摘要：

  As part of our program to study neurotransmitter releasers, we report herein a class of hybrid dopamine reuptake inhibitors that display serotonin releasing activity. Hybrid compounds are interesting since they increase the design. potential of transporter related compounds and hence represent a novel and unexplored strategy for therapeutic drug discovery. A series of N-alkylpropiophenones was synthesized and assessed for uptake inhibition and release activity using rat brain synaptosomes. Substitution on the aromatic ring yielded compounds that maintained hybrid activity, with the two disubstituted analogues (PAL-787 and PAL-820) having the most potent hybrid activity.

  DOI：

  10.1021/ml500113s

文献信息

• Structure–activity studies leading to (−)1-(Benzofuran-2-yl)-2-propylaminopentane, ((−)BPAP), a highly potent, selective enhancer of the impulse propagation mediated release of Catecholamines and Serotonin in the brain
  作者：F Yoneda

  DOI：10.1016/s0968-0896(01)00002-5

  日期：2001.5

  The catecholaminergic and serotoninergic neurons in the brain change their performance according to the physiological need via a catecholaminergic/serotoninergic activity enhancer (CAE/SAE) mechanism. Phenylethylamine (PEA), tyramine and tryptamine are the presently known endogenous CAE/SAE substances which enhance the impulse propagation mediated release of catecholamines and serotonin in the brain. A PEA derivative, (-)deprenyl (selegiline), known as a selective inhibitor of MAO-B, is for the time being the only CAE/SAE substance in clinical use. Aiming to develop a selective CAE/SAE substance much more potent than (-)deprenyl, a series of new 1-aryl-2-alkylaminoalkanes, structurally unrelated to PEA and the amphetamines, was designed and prepared. Among them, (-)1-(benzofuran-2-yl)-2-propylaminopentane ((-)BPAP) was selected as a promising candidate substance for further studies. (-)BPAP significantly enhanced in rats the impulse propagation mediated release of catecholamines and serotonin in the brain 30 min after acute injection of 0.36 nmol/kg sc. In the shuttle box, (-)BPAP was in rats about 130 times more potent than (-)deprenyl in antagonizing tetrabenazine induced inhibition of performance. (-)BPAP protected cultured hippocampal neurons from the neurotoxic effect of P-amyloid in 10(-14)-10(-15) concentration. (C) 2001 Elsevier Science Ltd. All rights reserved.
• NITRO ALKENE DERIVATIVES¹
  作者：H. B. HASS、A. G. SUSIE、R. L. HEIDER

  DOI：10.1021/jo01147a002

  日期：1950.1
• Process for the selective hydrogenation of arylnitroolefins and products thereof
  申请人：COMMERCIAL SOLVENTS CORP

  公开号：US02483201A1

  公开（公告）日：1949-09-27