1-[2-(3-溴苯基)丙基]-2-(环己基甲基)哌啶 | 60601-82-3

• 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-[2-(3-溴苯基)丙基]-2-(环己基甲基)哌啶
• 英文名称: 2-cyclohexylmethyl-1-[2-(3-bromophenyl)propyl]-piperidine
• 英文别名: 2-(cyclohexylmethyl)-1-<2-(3-bromophenyl)propyl>piperidine；2-cyclohexylmethyl-1-[2-(3-bromophenyl)propyl]piperidine；1-[2-(3-Bromophenyl)propyl]-2-(cyclohexylmethyl)piperidine
• CAS: 60601-82-3
• 化学式: C₂₁H₃₂BrN
• 分子量: 378.396
• InChiKey: KMDIIHNVFDJGIO-UHFFFAOYSA-N

物化性质

• 沸点：
  438.1±20.0 °C(Predicted)
• 密度：
  1.149±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-[2-(3-溴苯基)丙基]-2-(环己基甲基)哌啶 在 正丁基锂 作用下， 生成 2-cyclohexylmethyl-1-[2-(3-benzoylphenyl)propyl]piperidine
  参考文献：
  名称：

  Anti-inflammatory phenyl-lower-alkylamines

  摘要：

  具有抗炎活性的N-{3-[R₁-(苯基)-C(=X)]-苯基-低碳烷基}胺可以通过以下方式制备：还原3-[R₁-(苯基)-CO]-苯基-低碳烷酰胺；通过苯甲酰化苯基-低碳烷基胺；通过3-锂代苯基-低碳烷基胺与R₁-(苯基)-甲酰甲醛、R₁-(苯基)低碳烷基酮或R₁-(苯基)-碳氰化物的反应；或者通过涉及羰基或甲醇基团操作的转换过程。

  公开号：

  US04069256A1
• 作为产物：
  描述：

  2-cyclohexylmethyl-1-[2-(3-bromophenyl)-1-propenyl]piperidine 生成 1-[2-(3-溴苯基)丙基]-2-(环己基甲基)哌啶
  参考文献：
  名称：

  ZENITZ, B. L.

  摘要：

  DOI：

文献信息

• 4-[[3-[.alpha.-Aminobenzyl]phenyl]methyl]morpholine and
  申请人：Sterling Drug Inc.

  公开号：US04308382A1

  公开（公告）日：1981-12-29

  N-2, 3- and 4-[R.sub.1 -(phenyl)-C(=X)]-phenyl-lower-alkyl}amines, useful as anti-inflammatory agents, are prepared either by reduction of 2-, 3- or 4-[R.sub.1 -(phenyl)-CO]-phenyl-lower-alkanoylamines, which are also useful as anti-inflammatory agents; by benzoylating a phenyl-lower-alkylamine; by reaction of a 2-, 3- or 4-lithiophenyl-lower-alkylamine with a R.sub.1 -(phenyl)-carboxaldehyde, a R.sub.1 -(phenyl)-lower-alkyl ketone or a R.sub.1 -(phenyl)-carbonitrile; by reaction of a 2-, 3- or 4-[R.sub.1 -(phenyl)-CO]-phenyl-lower-alkyl tosylate with an appropriate amine; or by transformations involving manipulations of a carbonyl or carbinol group.

  N-2, 3-和4-[R1-(苯基)-C(=X)]-苯基-低碳烷基}胺，作为抗炎药很有用，可以通过还原2-, 3-或4-[R1-(苯基)-CO]-苯基-低碳烷酰胺来制备，这些低碳烷酰胺作为抗炎药也很有效；通过苯甲酰化苯基-低碳烷基胺；通过与R1-(苯基)-甲酰甲醛、R1-(苯基)-低碳烷基酮或R1-(苯基)-腈的2-, 3-或4-锂苯基-低碳烷基胺反应；通过与适当胺的2-, 3-或4-[R1-(苯基)-CO]-苯基-低碳烷基甲磺酸酯反应；或者通过涉及羰基或甲醇基团操纵的转化来制备。
• Intermediates for preparing anti-inflammatory phenyl-lower-alkylamines
  申请人：Sterling Drug Inc.

  公开号：US04216326A1

  公开（公告）日：1980-08-05

  N-3- and 4-[R.sub.1 -(phenyl)-C(.dbd.X)]-phenyl-lower-alkyl}amines, useful as anti-inflammatory agents, are prepared either by reduction of 3- or 4-[R.sub.1 -(phenyl)-CO]-phenyl-lower-alkanoylamines, which are also useful as anti-inflammatory agents; by benzoylating a phenyl-lower-alkylamine; by reaction of a 3- or 4-lithiophenyl-lower-alkylamine with a R.sub.1 -(phenyl)-carboxaldehyde, a R.sub.1 -(phenyl)-lower-alkyl ketone or a R.sub.1 -(phenyl)-carbonitrile or by transformations involving manipulations of a carbonyl or carbinol group.

  N-3-和4-[R1-(苯基)-C(=X)]-苯基-低碳烷基}胺，作为抗炎药有效，可以通过还原3-或4-[R1-(苯基)-CO]-苯基-低碳烷酰胺制备，后者也作为抗炎药有效；通过苯甲酰化苯基-低碳烷基胺；通过与R1-(苯基)-甲醛、R1-(苯基)-低碳烷基酮或R1-(苯基)-腈的3-或4-锂苯基-低碳烷基胺反应，或者通过涉及羰基或甲醇基团操纵的转化来制备。
• Bulky amine analogs of ketoprofen: potent antiinflammatory agents
  作者：Donald C. Schlegel、Bernard L. Zenitz、Constance A. Fellows、Stanley C. Laskowski、D. Craig Behn、Donald K. Phillips、Irving Botton、Phyllis T. Speight

  DOI：10.1021/jm00378a027

  日期：1984.12

  Replacement of the carboxyl group of 2-(3-benzoylphenyl)propionic acid (Ketoprofen) with various bulky amines has produced a series of highly active antiinflammatory agents that have reduced intestinal ulcerogenicity and have better therapeutic ratios in the 21-day adjuvant arthritis assay in rats than currently marketed nonsteroidal antiinflammatory drugs. Activity is maintained on reduction of these 2-(3

  用各种笨重的胺取代2-（3-苯甲酰基苯基）丙酸（酮洛芬）的羧基已产生了一系列高活性抗炎药，这些药物在21天的佐剂性关节炎试验中具有降低的肠溃疡性和更好的治疗率。大鼠比目前市售的非甾体类抗炎药。将这些2-（3-苯甲酰基苯基）丙基大分子胺还原为相应的醇或亚甲基类似物，将酮官能团转化为伯胺或肟，以及引入4-卤代取代基（Cl或F）在芳环末端。去除α-CH3基团大大降低了该系列的抗炎活性。
• Phenyl-lower-alkylamines
  申请人：Sterling Drug Inc.

  公开号：US03965105A1

  公开（公告）日：1976-06-22

  Phenyl-lower-alkylamines having anti-inflammatory activity are prepared either by reductive alkylation of an amine with a phenyl-lower-alkanaldehyde; by condensation of a phenyl-lower-alkanaldehyde with a secondary amine, conversion of the resulting phenylvinylamine to the corresponding iminium salt, and reduction of the latter with an alkali metal borohydride; or by reaction of a phenyl-lower-alkanoyl halide with an amine and reduction of the resulting amide with a reagent effective to reduce an amide to an amine.

  具有抗炎活性的苯基-低烷基胺可通过以下方法制备：将胺与苯基-低烷基醛还原烷基化；将苯基-低烷基醛与二级胺缩合，将生成的苯基乙烯胺转化为相应的亚胺盐，然后用碱金属硼氢化物还原；或者通过苯基-低烷酰卤与胺反应，将生成的酰胺用有效还原酰胺为胺的试剂还原。
• Phenyl-lower-alkyl piperidines and pyrrolidines
  申请人：Sterling Drug Inc.

  公开号：US04417052A1

  公开（公告）日：1983-11-22

  N-2, 3- and 4-[R.sub.1 -(phenyl)-C(.dbd.X)]-phenyl-loweralkyl} amines, useful as anti-inflammatory agents, are prepared either by reduction of 2-, 3- or 4-[R.sub.1 -(phenyl)CO]-phenyl-lower-alkanoylamines, which are also useful as anti-inflammatory agents; by benzoylating a phenyl-loweralkylamine; by reaction of a 2-, 3- or 4-lithiophenyl-loweralkylamine with a R.sub.1 -(phenyl)-carboxaldehyde, a R.sub.1 -(phenyl)-lower-alkyl ketone or a R.sub.1 -(phenyl)-carbonitrile; by reaction of a 2-, 3- or 4-[R.sub.1 -(phenyl)-CO]-phenyl-lower-alkyl tosylate with an appropriate amine; or by transformations involving manipulations of a carbonyl or carbinol group.

  N-2, 3-和4-[R.sub.1-(苯基)-C(.dbd.X)]-苯基-低碳基}胺是一种有用的抗炎药物，可以通过还原2-, 3-或4-[R.sub.1-(苯基)CO]-苯基-低脂肪酰胺制备，该化合物也是一种有用的抗炎药物；通过苯甲酰化苯基-低碳基胺；通过2-, 3-或4-锂苯基-低碳基胺与R.sub.1-(苯基)-羰基代、R.sub.1-(苯基)-低脂肪基酮或R.sub.1-(苯基)-碳氰反应；通过2-, 3-或4-[R.sub.1-(苯基)-CO]-苯基-低碳基对甲苯磺酸酯与适当的胺反应；或通过对羰基或羟基基团进行操作的转化反应制备。