1-(4-methoxyphenyl)-4-piperidinone oxime | 259663-87-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 1-(4-methoxyphenyl)-4-piperidinone oxime
• 英文别名: 1-(4-methoxy-phenyl)-piperidin-4-one oxime；N-[1-(4-methoxyphenyl)piperidin-4-ylidene]hydroxylamine
• CAS: 259663-87-1
• 化学式: C₁₂H₁₆N₂O₂
• 分子量: 220.271
• InChiKey: QPOPYKYNWDOOAL-UHFFFAOYSA-N

物化性质

• 沸点：
  416.3±40.0 °C(Predicted)
• 密度：
  1.17±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  45.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(4-methoxyphenyl)-4-piperidinone oxime 生成 1-苯基哌嗪
  参考文献：
  名称：

  Stepwise versus Direct Long-Range Charge Separation in Molecular Triads

  摘要：

  Trifunctional electron donor-donor-acceptor molecules are described in which photoinduced charge separation, D-2-D-1-A* --> D-2-D-1(+)-A(-), is followed by a charge migration step D-2-D-1(+)-A(-) (CS1) --> D-2(+)-D-1-A- (CS2), leading to a relatively long-lived charge-separated state. The rate of the charge migration process could be determined in a range of solvents of low polarity. In benzene and dioxane, reversibility of the process allowed the determination of the free energy difference between CS1 and CS2. The relative energy of the CS2 state is much lower than expected from simple electrostatic models. An increase of the charge migration rate was found with increasing solvent polarity within a series of alkyl ethers or alkyl acetates. However, an apparent preferential stabilization of the CS1 state in acetates relative to ethers leads to discontinuities in the solvatochromic shift behavior of the CT fluorescence from the CS1 state, and in the increase of the charge migration rate as a function of dielectric constant. In a reference compound lacking the intermediate redox unit, direct long-range charge separation yielding a D-2(+)-bridge-A(-) charge-separated state can occur, but the yield is significantly lower than in the triads.

  DOI：

  10.1021/ja983716r
• 作为产物：
  描述：

  1-(4-甲氧基苯基)哌啶-4-酮 在 盐酸羟胺 、 potassium carbonate 作用下， 以 乙醇 、 水 为溶剂， 以84%的产率得到1-(4-methoxyphenyl)-4-piperidinone oxime
  参考文献：
  名称：

  Stepwise versus Direct Long-Range Charge Separation in Molecular Triads

  摘要：

  Trifunctional electron donor-donor-acceptor molecules are described in which photoinduced charge separation, D-2-D-1-A* --> D-2-D-1(+)-A(-), is followed by a charge migration step D-2-D-1(+)-A(-) (CS1) --> D-2(+)-D-1-A- (CS2), leading to a relatively long-lived charge-separated state. The rate of the charge migration process could be determined in a range of solvents of low polarity. In benzene and dioxane, reversibility of the process allowed the determination of the free energy difference between CS1 and CS2. The relative energy of the CS2 state is much lower than expected from simple electrostatic models. An increase of the charge migration rate was found with increasing solvent polarity within a series of alkyl ethers or alkyl acetates. However, an apparent preferential stabilization of the CS1 state in acetates relative to ethers leads to discontinuities in the solvatochromic shift behavior of the CT fluorescence from the CS1 state, and in the increase of the charge migration rate as a function of dielectric constant. In a reference compound lacking the intermediate redox unit, direct long-range charge separation yielding a D-2(+)-bridge-A(-) charge-separated state can occur, but the yield is significantly lower than in the triads.

  DOI：

  10.1021/ja983716r
• 作为试剂：
  描述：

  1-(4-甲氧基苯基)哌啶-4-酮 、 potassium carbonate 、 盐酸羟胺 、 乙醇 在 1-(4-methoxyphenyl)-4-piperidinone oxime 作用下， 以 水 为溶剂， 反应 0.33h， 生成 1-(4-methoxyphenyl)-4-piperidinone oxime
  参考文献：
  名称：

  US06184236B2

  摘要：

  公开号：

文献信息

• Use of aryl-cyclohexylamine derivatives in the manufacture of NMDA receptor blockers
  申请人：F. HOFFMANN-LA ROCHE AG

  公开号：EP0982026A2

  公开（公告）日：2000-03-01

  The present invention relates to the use of compounds of the general formula wherein Ar1is phenyl, naphthyl or tetrahydronaphthyl, optionally substituted by hydroxy, lower alkoxy, nitro, amino or methanesulfonamide; Ar2is phenyl, naphthyl or tetrahydronaphthyl, optionally substituted by lower alkyl or halogen; Xis C, CH, C(OH) or N; Yis -CH2-, CH or O Z-CH2-, -CH(CH3)- or -C(CH3)2-; R1is hydrogen, lower alkyl or acetyl; Ais C=O or -(CHR2)n-, wherein R2 is hydrogen, lower alkyl or hydroxy-lower alkyl; Bis -(CH2)n-, O, -CH(OH)(CH2)n-, -CH(CH2OH)(CH2)n-, -(CH2)n CH(OH)- or -CH(CH2OH)-; ---may be a bond and nis 0-4 and to pharmaceutically acceptable acid addition salts thereof for the manufacture of medicaments which represent therapeutic indications for NMDA receptor subtype specific blockers.

  本发明涉及通式化合物的用途 式中 Ar1 是苯基、萘基或四氢萘基，可选择被羟基、低级烷氧基、硝基、氨基或甲磺酰胺取代； Ar2 是苯基、萘基或四氢萘基，可选择被低级烷基或卤素取代； X 是 C、CH、C(OH) 或 N； Y 是-CH2-、CH 或 O Z-CH2-、-CH(CH3)- 或 -C(CH3)2-； R1 是氢、低级烷基或乙酰基； A 是 C=O 或 -(CHR2)n-，其中 R2 是氢、低级烷基或羟基低级烷基； 双-(CH2)n-、O、-CH(OH)(CH2)n-、-CH(CH2OH)(CH2)n-、-(CH2)n CH(OH)-或-CH(CH2OH)-； ---可为键且 n 为 0-4 及其药学上可接受的酸加成盐，用于制造代表 NMDA 受体亚型特异性阻断剂治疗适应症的药物。
• US6184236
  申请人：——

  公开号：——

  公开（公告）日：——
• US6184236B1
  申请人：——

  公开号：US6184236B1

  公开（公告）日：2001-02-06
• Stepwise versus Direct Long-Range Charge Separation in Molecular Triads
  作者：R. J. Willemse、J. J. Piet、J. M. Warman、F. Hartl、J. W. Verhoeven、A. M. Brouwer

  DOI：10.1021/ja983716r

  日期：2000.4.1

  Trifunctional electron donor-donor-acceptor molecules are described in which photoinduced charge separation, D-2-D-1-A* --> D-2-D-1(+)-A(-), is followed by a charge migration step D-2-D-1(+)-A(-) (CS1) --> D-2(+)-D-1-A- (CS2), leading to a relatively long-lived charge-separated state. The rate of the charge migration process could be determined in a range of solvents of low polarity. In benzene and dioxane, reversibility of the process allowed the determination of the free energy difference between CS1 and CS2. The relative energy of the CS2 state is much lower than expected from simple electrostatic models. An increase of the charge migration rate was found with increasing solvent polarity within a series of alkyl ethers or alkyl acetates. However, an apparent preferential stabilization of the CS1 state in acetates relative to ethers leads to discontinuities in the solvatochromic shift behavior of the CT fluorescence from the CS1 state, and in the increase of the charge migration rate as a function of dielectric constant. In a reference compound lacking the intermediate redox unit, direct long-range charge separation yielding a D-2(+)-bridge-A(-) charge-separated state can occur, but the yield is significantly lower than in the triads.
• US06184236B2
  申请人：——

  公开号：——

  公开（公告）日：——