(S)-3-(二甲基氨基甲基)-N-叔丁氧羰基-哌啶 | 254905-64-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 中文名称: (S)-3-(二甲基氨基甲基)-N-叔丁氧羰基-哌啶
• 英文名称: (3S)-3-(dimethylaminomethyl)piperidine-1-carboxylic acid tert-butyl ester
• 英文别名: (S)-3-(Dimethylaminomethyl)-N-Boc-piperidine；tert-butyl (3S)-3-[(dimethylamino)methyl]piperidine-1-carboxylate
• CAS: 254905-64-1
• 化学式: C₁₃H₂₆N₂O₂
• 分子量: 242.362
• InChiKey: JGMMNOYMEULLTJ-NSHDSACASA-N

物化性质

• 沸点：
  304.6±15.0 °C(Predicted)
• 密度：
  0.985±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  32.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (S)-3-(二甲基氨基甲基)-N-叔丁氧羰基-哌啶 在 盐酸 、 N-羟基-7-氮杂苯并三氮唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三氟乙酸 作用下， 以 二氯甲烷 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 反应 163.07h， 生成 (1-{(2E)-3-[N-((1R)-1-{N-[(1R)-1-benzyl-2-((3S)-3-((dimethylamino)methyl)piperidin-1-yl)-2-oxoethyl]-N-methylcarbamoyl}-2-(2-naphthyl)ethyl)-N-methylcarbamoyl]allyl}cyclobutyl)carbamic acid tert-butyl ester
  参考文献：
  名称：

  The influence of conformational restriction in the C-terminus of growth hormone secretagogues on their potency

  摘要：

  in order to obtain more potent growth hormone secretagogues, a comparison of ipamorelin and NN703 suggested the addition of a polar group at the C-terminus of NN703. A study was conducted using constrained amines for this purpose. Here, substituted 4-piperidinylamino- and 4-dimethylaminopiperidino-substitutents were found to give the most active compounds. A replacement of the 4-dimethylaminopiperidino-substituent with 4-hydroxypiperidino resulted in a series of compounds, which showed in vitro activity with EC50 values in the low nanomolar range, and favourable kinetic properties, such as 40% oral bioavailability. The most promising compound was also tested in a swine in vivo model, resulting in a growth hormone level with a C-max of over 40 ng mL(-1). (C) 2002 Editions scientifiques et medicales Elsevier SAS. All rights reserved..

  DOI：

  10.1016/s0223-5234(02)01370-3
• 作为产物：
  描述：

  (R)-1-Boc-3-哌啶甲酸乙酯 在 molecular sieve 、 三乙酰氧基硼氢化钠 、 二异丁基氢化铝 、 溶剂黄146 作用下， 以 乙醚 、 乙醇 、 二氯甲烷 、 甲苯 为溶剂， 反应 21.5h， 生成 (S)-3-(二甲基氨基甲基)-N-叔丁氧羰基-哌啶
  参考文献：
  名称：

  The influence of conformational restriction in the C-terminus of growth hormone secretagogues on their potency

  摘要：

  in order to obtain more potent growth hormone secretagogues, a comparison of ipamorelin and NN703 suggested the addition of a polar group at the C-terminus of NN703. A study was conducted using constrained amines for this purpose. Here, substituted 4-piperidinylamino- and 4-dimethylaminopiperidino-substitutents were found to give the most active compounds. A replacement of the 4-dimethylaminopiperidino-substituent with 4-hydroxypiperidino resulted in a series of compounds, which showed in vitro activity with EC50 values in the low nanomolar range, and favourable kinetic properties, such as 40% oral bioavailability. The most promising compound was also tested in a swine in vivo model, resulting in a growth hormone level with a C-max of over 40 ng mL(-1). (C) 2002 Editions scientifiques et medicales Elsevier SAS. All rights reserved..

  DOI：

  10.1016/s0223-5234(02)01370-3

文献信息

• THERAPEUTIC ISOXAZOLE COMPOUNDS
  申请人：Kaplan Alan P.

  公开号：US20090062252A1

  公开（公告）日：2009-03-05

  The invention provides a compound of formula I: wherein A 1 , A 2 , A 3 , R 1 , X, Y, and B have any of the values described herein, as well as salts of such compounds, compositions comprising such compounds, and therapeutic methods that comprise the administration of such compounds. The compounds are inhibitors of monoamine oxidase B (MAO-B) enzyme function and are useful for improving cognitive function and for treating psychiatric disorders in animals.

  该发明提供了一种式I的化合物：其中A1、A2、A3、R1、X、Y和B具有本文所描述的任何值，以及这些化合物的盐、包含这些化合物的组合物，以及包括给予这些化合物的治疗方法。这些化合物是单胺氧化酶B（MAO-B）酶功能的抑制剂，对于改善认知功能和治疗动物的精神障碍非常有用。
• Compounds with growth hormone releasing properties
  申请人：Peschke Bernd

  公开号：US06919315B1

  公开（公告）日：2005-07-19

  Disclosed are compounds of formula I formula I wherein R 1 , R 2 , R 5 , R 6 , R 7 , R 8 , G, J, L, M, a, b, c, d, e, and f are as defined in the specification, and compositions containing them. These compounds are useful for treating medical disorders resulting from a deficiency in growth hormone.

  揭示了具有公式I的化合物，其中R1、R2、R5、R6、R7、R8、G、J、L、M、a、b、c、d、e和f如规范中定义，并含有它们的组合物。这些化合物可用于治疗由生长激素缺乏引起的医学疾病。
• [EN] COMPOUNDS WITH GROWTH HORMONE RELEASING PROPERTIES<br/>[FR] COMPOSES A PROPRIETES DE LIBERATION DE L'HORMONE DE CROISSANCE
  申请人：NOVO NORDISK AS

  公开号：WO2000001726A1

  公开（公告）日：2000-01-13

  The invention relates to novel compounds, compositions containing them, and their use for treating medical disorders resulting from a deficiency in growth hormone.

  该发明涉及新型化合物、含有它们的组合物以及它们用于治疗由生长激素缺乏引起的医疗障碍的用途。
• COMPOUNDS WITH GROWTH HORMONE RELEASING PROPERTIES
  申请人：NOVO NORDISK A/S

  公开号：EP1100824A1

  公开（公告）日：2001-05-23
• US6919315B1
  申请人：——

  公开号：US6919315B1

  公开（公告）日：2005-07-19