N-cyclohexyl-2-bromo-2-phenylethanamide | 2306-53-8

• 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-cyclohexyl-2-bromo-2-phenylethanamide
• 英文别名: N-(α-Bromphenylacetyl)cyclohexylamin；N-<α-Brom-α-phenylacetyl>-cyclohexylamin；N-cyclohexyl-α-bromophenylacetamide；N-cyclohexyl-alpha-bromophenylacetamide；2-bromo-N-cyclohexyl-2-phenylacetamide
• CAS: 2306-53-8
• 化学式: C₁₄H₁₈BrNO
• 分子量: 296.207
• InChiKey: ZKRVOMGXPODZOM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-cyclohexyl-2-bromo-2-phenylethanamide 在 1,5,7-三氮杂双环[4.4.0]癸-5-烯 、 zinc trifluoromethanesulfonate 、 tetramethylammonium [18F]fluoride 作用下， 以 乙腈 为溶剂， 生成 N-cyclohexyl-2-(fluoro-¹⁸F)-2-phenylacetamide
  参考文献：
  名称：

  未保护的氟 18 标记的 α-叔酰胺的锌介导放射合成

  摘要：

  描述了未受保护的 α-叔卤代酰胺的高产率放射性氟化。该方法为放射化学家将氟 18 安装到空间保护环境中进行正电子发射断层扫描成像提供了一种新策略。利用初步的机理研究开发了一种新型的N-磺酰氧基酰胺的 C−H 放射性氟化反应。

  DOI：

  10.1002/anie.202316365
• 作为产物：
  描述：

  N-环己基羟基胺盐酸盐 在 三乙胺 、 lithium bromide 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 生成 N-cyclohexyl-2-bromo-2-phenylethanamide
  参考文献：
  名称：

  Base-promoted reaction of O-sulfonylated hydroxamic acids with nucleophiles. A new method for the synthesis of .alpha.-substituted amides

  摘要：

  Treatment of a series of hydroxamic acids 2 with mesyl chloride in the presence of 2 equiv of triethylamine at 0-degrees-C gives 2-chloroamides 3 in good yields. Use of a single equivalent of triethylamine gives the (N-mesyl-oxy)amides 1, which are versatile synthetic intermediates as they can be readily converted to 2-bromoamides 4 with lithium bromide and triethylamine and to 2-hydroxyamides 5 with triethylamine in aqueous acetonitrile.

  DOI：

  10.1021/jo00047a024

文献信息

• Arylglycinamide derivatives and preparative processes therefor
  申请人：Kyorin Pharmaceutical Co., Ltd.

  公开号：US05439919A1

  公开（公告）日：1995-08-08

  Arylglycinamide derivatives represented by a general formula (1) ##STR1## (wherein Ar denotes a phenyl group which may have 1 to 3 substituents or naphthyl group which may have 1 to 3 substituents, R.sub.1 and R.sub.4 denote identically or differently hydrogen atoms or lower alkyl groups with 1 to 3 carbon atoms, R.sub.2 denotes a lower alkyl group with 1 to 6 carbon atoms, cycloalkyl group with 3 to 6 carbon atoms, lower alkyl group with 1 to 4 carbon atoms which may have a phenyl group which may have 1 to 3 substituents, norbornyl group, adamantyl group or phenyl group which may have 1 to 3 substituents, R.sub.3 denotes a hydrogen atom or lower alkyl group with 1 to 6 carbon atoms or it may form a ring constituting alkylene together with R.sub.2, R.sub.5 denotes a lower alkyl group with 1 to 6 carbon atoms or cycloalkyl group with 5 or 6 carbon atoms, R.sub.6 denotes a hydrogen atom or lower alkyl group with 1 to 6 carbon atoms or it may form a ring constituting alkylene together with R.sub.5, and m denotes 2 or 3), and their salts, which function as effective therapeutic drugs for the dysurias such as urinary incontinence and pollakiuria, and the preparative processes therefor are presented.

  通式（1）所代表的芳基甘氨酸衍生物 ##STR1## （其中Ar表示苯基，可能有1-3个取代基，或萘基，可能有1-3个取代基；R.sub.1和R.sub.4表示相同或不同的氢原子或1-3个碳原子的低碳基；R.sub.2表示1-6个碳原子的低碳基，3-6个碳原子的环烷基，1-4个碳原子的低碳基，可能有1-3个取代基的苯基，莽环基，金刚烷基或可能有1-3个取代基的苯基；R.sub.3表示氢原子或1-6个碳原子的低碳基，或者它可以与R.sub.2形成构成烷基的环；R.sub.5表示1-6个碳原子的低碳基或5-6个碳原子的环烷基；R.sub.6表示氢原子或1-6个碳原子的低碳基，或者它可以与R.sub.5形成构成烷基的环；m表示2或3），以及它们的盐，作为治疗排尿困难（如尿失禁和尿频）的有效药物，本文介绍了它们的制备过程。
• Novel arylglycinamide derivatives and preparative processes therefor and their use for treatment of dysuria
  申请人：KYORIN PHARMACEUTICAL CO., LTD.

  公开号：EP0581167A1

  公开（公告）日：1994-02-02

  Arylglycinamide derivatives represented by a general formula (1) (wherein Ar denotes a phenyl group which may have 1 to 3 substituents or naphthyl group which may have 1 to 3 substituents, R₁ and R₄ denote identically or differently hydrogen atoms or lower alkyl groups with 1 to 3 carbon atoms, R₂ denotes a lower alkyl group with 1 to 6 carbon atoms, cycloalkyl group with 3 to 6 carbon atoms, lower alkyl group with 1 to 4 carbon atoms which may have a phenyl group which may have 1 to 3 substituents, norbornyl group, adamantyl group or phenyl group which may have 1 to 3 substituents, R₃ denotes a hydrogen atom or lower alkyl group with 1 to 6 carbon atoms or it may form a ring constituting alkylene together with R₂, R₅ denotes a lower alkyl group with 1 to 6 carbon atoms or cycloalkyl group with 5 or 6 carbon atoms, R₆ denotes a hydrogen atom or lower alkyl group with 1 to 6 carbon atoms or it may form a ring constituting alkylene together with R₅, and m denotes 2 or 3), and their salts, which function as effective therapeutic drugs for the dysurias such as urinary incontinence and pollakiuria, and the preparative processes therefor are presented.

  通式(1)代表的芳基甘氨酰胺衍生物 (其中 Ar 表示可能具有 1 至 3 个取代基的苯基或可能具有 1 至 3 个取代基的萘基，R₁ 和 R₄ 表示相同或不同的氢原子或具有 1 至 3 个碳原子的低级烷基，R₂ 表示具有 1 至 6 个碳原子的低级烷基、R₂ 表示具有 1-6 个碳原子的低级烷基、具有 3-6 个碳原子的环烷基、具有 1-4 个碳原子的低级烷基（其中可能具有 1-3 个取代基的苯基）、降冰片基、金刚烷基或具有 1-3 个取代基的苯基、R₃ 表示氢原子或 1 至 6 个碳原子的低级烷基，或可与 R₂ 一起形成环，构成亚烷基，R₅ 表示 1 至 6 个碳原子的低级烷基或 5 或 6 个碳原子的环烷基、R₆表示氢原子或具有 1 至 6 个碳原子的低级烷基，或与 R₅ 共同构成亚烷基环，且 m 表示 2 或 3）及其盐类，可作为治疗尿失禁和花粉尿等排尿障碍的有效药物，并介绍了其制备工艺。
• New Experimental Strategies in Amide Synthesis using<i>N,N</i>-Bis[2-oxo-3-oxazolidinyl]phosphorodiamidic Chloride
  作者：Juan Cabré、Antonio Luis Palomo

  DOI：10.1055/s-1984-30857

  日期：——
• Monguzzi; Libassi; Pinza, Farmaco, Edizione Scientifica, 1976, vol. 31, # 8, p. 549 - 560
  作者：Monguzzi、Libassi、Pinza、Pifferi

  DOI：——

  日期：——
• CABRE, J.;PALOMO, A. L., SYNTHESIS, BRD, 1984, N 5, 413-417
  作者：CABRE, J.、PALOMO, A. L.

  DOI：——

  日期：——