N-[1-(4-Nitro-benzyl)-but-3-enyl]-N-ethoxymethyl-carbamic acid benzyl ester | 177707-24-3

• 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-[1-(4-Nitro-benzyl)-but-3-enyl]-N-ethoxymethyl-carbamic acid benzyl ester
• 英文别名: Benzyl [1-(4-nitrobenzyl)but-3-enyl]ethoxymethylcarbamate；benzyl N-(ethoxymethyl)-N-[1-(4-nitrophenyl)pent-4-en-2-yl]carbamate
• CAS: 177707-24-3
• 化学式: C₂₂H₂₆N₂O₅
• 分子量: 398.459
• InChiKey: RNQHWBDRGMHYND-UHFFFAOYSA-N

物化性质

• 沸点：
  533.0±50.0 °C(Predicted)
• 密度：
  1.173±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  29
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  84.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-[1-(4-Nitro-benzyl)-but-3-enyl]-N-ethoxymethyl-carbamic acid benzyl ester 在 palladium on activated charcoal 4-二甲氨基吡啶 、 三氟甲磺酸 、 lithium methanolate 、 氢气 、 碳酸氢钠 作用下， 以 盐酸 、 甲醇 、 二氯甲烷 、 水 、 三乙胺 、 甲苯 为溶剂， 反应 0.5h， 生成
  参考文献：
  名称：

  SAR of 2-benzyl-4-aminopiperidines NK1 antagonists. Part 21. synthesis of CGP 49823

  摘要：

  CGP 49823 is a potent NK1 antagonist which is centrally active after oral administration. The SAR of the C-2 substituent was investigated with respect to the affinity to the NK1 receptor. A practical synthesis of CGP 49823, suitable for scale-up, was developed. The key-step, a tandem acyliminium ion cyclization / Ritter reaction, gave trans 2-benzyl-4-acetamido-piperidines with high diastereoselectivity. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/s0960-894x(96)00563-x
• 作为产物：
  描述：

  2-(4-Nitro-benzyl)-pent-4-enoic acid 在 sodium hydroxide 、 叠氮磷酸二苯酯 、 苄基三丁基氯化铵 作用下， 以 二氯甲烷 、 水 、 三乙胺 、 甲苯 为溶剂， 生成 N-[1-(4-Nitro-benzyl)-but-3-enyl]-N-ethoxymethyl-carbamic acid benzyl ester
  参考文献：
  名称：

  SAR of 2-benzyl-4-aminopiperidines NK1 antagonists. Part 21. synthesis of CGP 49823

  摘要：

  CGP 49823 is a potent NK1 antagonist which is centrally active after oral administration. The SAR of the C-2 substituent was investigated with respect to the affinity to the NK1 receptor. A practical synthesis of CGP 49823, suitable for scale-up, was developed. The key-step, a tandem acyliminium ion cyclization / Ritter reaction, gave trans 2-benzyl-4-acetamido-piperidines with high diastereoselectivity. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/s0960-894x(96)00563-x

文献信息

• 1-acyl-4-aliphatylaminopiperidine compounds
  申请人：Novartis Finance Corporation

  公开号：US05935951A1

  公开（公告）日：1999-08-10

  The invention relates to novel 1-acyl-4-aliphatylaminopiperidine compounds of ##STR1## formula (I), in which R.sub.1 is a benzoyl, naphthoyl or cycloalkanoyl radical which is unsubstituted or substituted by lower alkyl, lower alkoxy, halogen and/or trifluoromethyl; R.sub.2 is cycloalkyl or a phenyl or naphthyl radical which is unsubstituted or substituted by lower alkyl, lower alkoxy, halogen, nitro, cyano and/or trifluoromethyl; R.sub.3 and R.sub.4 together are lower alkylene or aza-, oxa- or thia-lower alkylene; or R.sub.3 is lower alkyl, lower alkoxy-lower alky, di-lower alkylamino-lower alkyl or a radical of the formula --(CH.sub.2).sub.n --C(.dbd.O)--R.sub.5 (Ia); and R.sub.4 is hydrogen, lower alkyl or a radical of the formula --(CH.sub.2).sub.n --C(.dbd.O)--R.sub.5 (Ia); R.sub.5 is (i) hydrogen, alkyl or alkyl which is substituted by halogen, lower alkoxy amino or amino substituted by lower alkyl, amino-lower alkyl, mono- or di-lower alkylaminoalkyl, lower alkanoyl, lower alkoxycarbonyl or lower alkylene or aza-, oxa- or thia-lower alkylene, (ii) hydroxyl, cycloalkoxy, lower alkoxy or lower alkoxy which is substituted by lower alkoxy, amino or amino substituted by lower alkyl, amino-lower alkyl, mono- or di-lower alkylamino-alkyl, lower alkanoyl, lower alkoxycarbonyl or lower alkylene or aza-, oxa- or thia-lower alkylene, or (iii) amino or amino substituted by lower alkyl, cycloalkyl, amino-lower alkyl, mono- or di-lower alkylaminoalkyl, lower alkanoyl, lower alkoxycarbonyl or lower alkylene or aza-, oxa- or thia-lower alkylene; X.sub.1 is methyelene, ethylene, a direct bond; a free or ketalized carbonyl group or a free or etherified hydroxymethylene group and n is 0 or 1, and their salts, processes for the preparation of the compounds according to the invention, pharmaceutical compositions containing these and their use as pharmaceutical active ingredients.

  该发明涉及新颖的1-酰基-4-脂肪基氨基哌啶化合物的##STR1##公式(I)，其中R.sub.1是苯甲酰基、萘甲酰基或环烷酰基基团，未取代或被较低烷基、较低烷氧基、卤素和/或三氟甲基取代；R.sub.2是环烷基或未取代或被较低烷基、较低烷氧基、卤素、硝基、氰基和/或三氟甲基取代的苯基或萘基基团；R.sub.3和R.sub.4一起是较低烷基亚烷基或氧杂-或硫杂较低烷基；或R.sub.3是较低烷基、较低烷氧基较低烷基、二较低烷基氨基较低烷基或式--(CH.sub.2).sub.n--C(.dbd.O)--R.sub.5(Ia)的基团；而R.sub.4是氢、较低烷基或式--(CH.sub.2).sub.n--C(.dbd.O)--R.sub.5(Ia)的基团；R.sub.5是(i)氢、烷基或被卤素、较低烷氧基、氨基或被较低烷基取代的氨基、氨基较低烷基、单或双较低烷基氨基烷基、较低烷酰基、较低烷氧羰基或较低烷基亚烷基、氧杂-或硫杂较低烷基取代的烷基，(ii)羟基、环烷氧基、较低烷氧基或被较低烷氧基、氨基或被较低烷基取代的氨基、氨基较低烷基、单或双较低烷基氨基烷基、较低烷酰基、较低烷氧羰基或较低烷基亚烷基、氧杂-或硫杂较低烷基取代的烷基，或(iii)氨基或被较低烷基取代的氨基、环烷基、氨基较低烷基、单或双较低烷基氨基烷基、较低烷酰基、较低烷氧羰基或较低烷基亚烷基、氧杂-或硫杂较低烷基取代的烷基；X.sub.1是甲基、乙烯、直接键；自由或缩酮化的羰基或自由或醚化的羟甲基基团，n为0或1，以及它们的盐，根据本发明制备这些化合物的方法，含有这些化合物的制药组合物以及它们作为药用活性成分的用途。
• Aroyl-piperidine derivatives
  申请人：Novartis Corporation

  公开号：US05965562A1

  公开（公告）日：1999-10-12

  The invention relates to novel N-(3,5-bis-trifluoromethyl-benzoyl)-2-benzyl-4-(azanaphthoyl-amino)-piperi dines of the formula ##STR1## wherein X and Y are each independently of the other N and/or CH and the ring A is unsubstituted or mono- or poly-substituted by substituents selected from the group consisting of lower alkyl, lower alkoxy, halogen, nitro and trifluoromethyl; and the salts thereof, to the use thereof, to processes for the preparation thereof and to pharmaceutical compositions comprising a compound according to the invention or a pharmaceutically acceptable salt thereof.

  该发明涉及一种新型的N-(3,5-双三氟甲基苯甲酰)-2-苄基-4-(氮杂萘酰基氨基)-哌啶类化合物，其化学式为##STR1##其中X和Y各自独立地为N和/或CH，环A未取代或被从以下群体中选择的取代基单独或多取代，所述取代基包括低烷基、低烷氧基、卤素、硝基和三氟甲基；以及其盐，用途，制备方法和包含根据本发明的化合物或其药学上可接受的盐的制剂。
• US5935951A
  申请人：——

  公开号：US5935951A

  公开（公告）日：1999-08-10
• US5965562A
  申请人：——

  公开号：US5965562A

  公开（公告）日：1999-10-12