N-p-Toluolsulfonyl-cis-2,6-dimethyl-piperidin | 20981-74-2

• 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-p-Toluolsulfonyl-cis-2,6-dimethyl-piperidin
• 英文别名: 1-(4-methylbenzene)sulfonyl-cis-2,6-dimethylpiperidine；1-(4-Methyl benzene)-sulfonyl-cis-2,6-dimethylpiperidine；(2S,6R)-2,6-dimethyl-1-(4-methylphenyl)sulfonylpiperidine
• CAS: 20981-74-2
• 化学式: C₁₄H₂₁NO₂S
• 分子量: 267.392
• InChiKey: XZYRAPQLDBVPJJ-BETUJISGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  45.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-p-Toluolsulfonyl-cis-2,6-dimethyl-piperidin 在 三氟甲磺酸 作用下， 以 甲苯 为溶剂， 反应 72.0h， 以21.053%的产率得到
  参考文献：
  名称：

  酸催化环化反应中的哌啶：陷阱，溶液和吡咯烷的新环收缩

  摘要：

  酸-4-烷基胺衍生物对哌啶的酸催化环化成功与否很大程度上取决于胺保护基团的性质：尽管氨基甲酸酯和相关酰胺通常可以轻松干净地转化，但相应的磺酰胺通过环收缩反应进一步发生反应。吡咯烷类化合物尤其是当这些底物在空间上拥挤时。

  DOI：

  10.1016/j.tetlet.2017.07.058
• 作为产物：
  描述：

  对甲苯磺酰氯 、 (2R,6S)-2,6-dimethylpiperidine 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以85%的产率得到N-p-Toluolsulfonyl-cis-2,6-dimethyl-piperidin
  参考文献：
  名称：

  Active site directed docking studies: Synthesis and pharmacological evaluation of cis-2,6-dimethyl piperidine sulfonamides as inhibitors of acetylcholinesterase

  摘要：

  Hypocholinergic function associated with Alzheimer's disease (AD) is well-accepted hypothesis, in this regard, many research attempts have been made to elevate the reduced cholinergic neurotransmission, among them two main treatment strategies were widely explored, namely stimulation of muscarinic receptor 1 and/or reversible inhibition of acetylcholinesterase (AChE) enzyme. In an attempt to improve the efficacy and to minimize general side effects of these ACNE inhibitors, many lead molecules are developed in research; one among them is piperidine derivative. Donazepil is a widely prescribed ACNE inhibitor which displays a piperidine ring in its structure. In the present study, we have docked cis-2,6-dimethyl piperidine sulfonamides (3a-i) on ACNE enzyme and synthesized by nucleophilic substitution reaction between cis-2,6-dimethyl piperidine and alkyl/aryl sulfonyl chlorides in the presence of triethylamine. These piperidine sulfonamides were subjected to in vitro AChE enzyme inhibition studies and in vivo antiamnesic study to reverse scopolamine induced memory loss in rats. Two derivatives (3a and f) in this class of piperidines (3a-i) showed considerable inhibition against different sources of ACNE in vitro and reduced average number of mistakes done by wistar rats as compared to scopolamine treated group in vivo (rodent memory evaluation). (C) 2009 Published by Elsevier Masson SAS.

  DOI：

  10.1016/j.ejmech.2009.04.042

文献信息

• Mass Labels
  申请人：Hamon Christian

  公开号：US20100178710A1

  公开（公告）日：2010-07-15

  A mass label for labelling and detecting a biological molecule by mass spectroscopy, which label comprises the following structure: X-L-M wherein X is a mass marker moiety comprising the following group: formula (I), wherein the cyclic unit is aromatic or aliphatic and comprises from 0-3 double bonds independently between any two adjacent atoms; each Z is independently N, N(R 1 ), C(R 1 ), CO, CO(R 1 ), C(R 1 ) 2 , O or S; X is N, C or C(R 1 ); each R 1 is independently H, a substituted or unsubstituted straight or branched C 1 -C 6 alkyl group, a substituted or unsubstituted aliphatic cyclic group, a substituted or unsubstituted aromatic group or a substituted or unsubstituted heterocyclic group; and y is an integer from 0-10, L is a cleavable linker comprising an amide bond and M is a mass normalization moiety.

  一种用于质谱法标记和检测生物分子的质量标记，该标记包括以下结构：X-L-M，其中X是质量标记基团，包括以下组：公式（I），其中环状单元是芳香族或脂肪族，并且在任意两个相邻原子之间独立地包含0-3个双键；每个Z独立地是N，N（R1），C（R1），CO，CO（R1），C（R1）2，O或S；X为N，C或C（R1）；每个R1独立地是H，取代或未取代的直链或支链C1-C6烷基，取代或未取代的脂肪环状基团，取代或未取代的芳香族基团或取代或未取代的杂环基团；y为0-10的整数，L是一个可断链的连接基团，包括一个酰胺键，M是一个质量归一化基团。
• MASS LABELS
  申请人：Electrophoretics Limited

  公开号：EP1907860B1

  公开（公告）日：2010-11-17
• US9023656B2
  申请人：——

  公开号：US9023656B2

  公开（公告）日：2015-05-05
• [EN] MASS LABELS<br/>[FR] MARQUEUR DE MASSE
  申请人：ELECTROPHORETICS LTD

  公开号：WO2007012849A2

  公开（公告）日：2007-02-01

  [EN] A mass label for labelling and detecting a biological molecule by mass spectroscopy, which label comprises the following structure: X-L-M wherein X is a mass marker moiety comprising the following group: formula (I), wherein the cyclic unit is aromatic or aliphatic and comprises from 0-3 double bonds independently between any two adjacent atoms; each Z is independently N, N(R¹), C(R¹), CO, CO(R¹), C(R¹)₂, O or S; X is N, C or C(R¹); each R¹ is independently H, a substituted or unsubstituted straight or branched C₁-C₆ alkyl group, a substituted or unsubstituted aliphatic cyclic group, a substituted or unsubstituted aromatic group or a substituted or unsubstituted heterocyclic group; and y is an integer from 0-10, L is a cleavable linker comprising an amide bond and M is a mass normalization moiety.
  [FR] L'invention concerne un marqueur de masse destiné à étiqueter et à détecter une molécule biologique par spectroscopie de masse, ce marqueur comprenant la structure suivante: X-L-M, X consistant en une fraction de marqueur de masse comportant le groupe suivant: (A). Dans ce groupe, l'unité cyclique est aromatique ou aliphatique et comprend entre 0 et 3 liaisons doubles de façon indépendante entre n'importe quelle paire d'atomes adjacents; chaque Z représente indépendamment, N, N(R¹), C(R¹), CO, CO(R¹), C(R¹)₂, O ou S; X représente N, C ou C(R¹); chaque R¹ représente indépendamment H, un groupe alkyle en C₁-C₆ linéaire ou ramifié, substitué ou non substitué, un groupe cyclique aliphatique substitué ou non substitué, un groupe aromatique substitué ou non substitué ou un groupe hétérocyclique substitué ou non substitué; et y prend la valeur d'un entier compris entre 0 et 10, L représente un lieur clivable comprenant une liaison d'amide et M représente une fraction de normalisation de masse.