2-(piperidin-1-ylmethyl)pyridine | 71172-77-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2-(piperidin-1-ylmethyl)pyridine
• 英文别名: 2-Piperidinomethylpyridin
• CAS: 71172-77-5
• 化学式: C₁₁H₁₆N₂
• 分子量: 176.261
• InChiKey: KTXLDFXGPHVDFV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  16.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(piperidin-1-ylmethyl)pyridine 在 溶剂黄146 、 铂 作用下， 生成 1-(2-哌啶甲基)哌啶
  参考文献：
  名称：

  The Preparation of 1-Acyl-2-dialkylaminoalkylpiperidines¹

  摘要：

  DOI：

  10.1021/ja01097a016
• 作为产物：
  描述：

  2-吡啶甲酰氯 在 sodium hydroxide 、 lithium aluminium tetrahydride 、 乙醚 、 苯 作用下， 生成 2-(piperidin-1-ylmethyl)pyridine
  参考文献：
  名称：

  The Preparation of 1-Acyl-2-dialkylaminoalkylpiperidines¹

  摘要：

  DOI：

  10.1021/ja01097a016

文献信息

• Metal‐Free Aminomethylation of Aromatic Sulfones Promoted by Eosin Y
  作者：Thibault Thierry、Emmanuel Pfund、Thierry Lequeux

  DOI：10.1002/chem.202102124

  日期：2021.10.25

  A photocatalytic aminomethylation of heterocycles with organic dye is reported. The C−C bond formation through a aminomethyl radical formation enables access to a series of functionalized heterocycles in one step with no need of transition metals.

  报道了杂环与有机染料的光催化氨甲基化。通过氨基甲基自由基形成的 C-C 键可以一步获得一系列功能化的杂环，而无需过渡金属。
• [EN] NITROGENOUS HETEROCYCLIC DERIVATIVES AND THEIR APPLICATION IN DRUGS<br/>[FR] DÉRIVÉS HÉTÉROCYCLIQUES AZOTÉS ET LEUR APPLICATION DANS DES MÉDICAMENTS
  申请人：SUNSHINE LAKE PHARMA CO LTD

  公开号：WO2015090232A1

  公开（公告）日：2015-06-25

  The present invention relates to the field of medicine, provided herein are novel nitrogenous heterocyclic compounds, their preparation methods and their uses as drugs, especially for treatment and prevention of tissue fibrosis. Also provided herein are pharmaceutically acceptable compositions comprising the nitrogenous heterocyclic compounds and the uses of the compositions in the treatment of human or animal tissue fibrosis, especially for human or animal renal interstitial fibrosis, glomerular sclerosis, liver fibrosis, pulmonary fibrosis, IPF, peritoneal fibrosis, myocardial fibrosis, dermatofibrosis, postsurgical adhesion, benign prostatic hyperplasia, skeletal muscle fibrosis, scleroderma, multiple sclerosis, pancreatic fibrosis, cirrhosis, myosarcoma, neurofibroma, pulmonary interstitial fibrosis, diabetic nephropathy, alzheimer disease or vascular fibrosis.

  本发明涉及医学领域，提供了新颖的含氮杂环化合物，其制备方法以及作为药物的用途，特别是用于治疗和预防组织纤维化。本文还提供了包含这些含氮杂环化合物的药用可接受组合物，以及这些组合物在治疗人类或动物组织纤维化方面的用途，特别是用于人类或动物肾间质纤维化、肾小球硬化、肝纤维化、肺纤维化、IPF、腹膜纤维化、心肌纤维化、皮肤纤维化、术后粘连、良性前列腺增生、骨骼肌纤维化、硬皮病、多发性硬化、胰腺纤维化、肝硬化、肌肉肉瘤、神经纤维瘤、肺间质纤维化、糖尿病肾病、阿尔茨海默病或血管纤维化。
• Benzoylphenyl lower alkanoyl piperidines
  申请人：Sterling Drug Inc.

  公开号：US04304911A1

  公开（公告）日：1981-12-08

  1-[(3- or 4-Benzoylphenyl)-lower-alkyl]-[(CH.sub.2).sub.n -N.dbd.B]-substituted-piperidines, useful as anti-asthmatic, anti-allergic, anti-cholinergic, bronchodilator and anti-inflammatory agents, are prepared by alkylation of an appropriate substituted piperidine with a (3- or 4-benzoylphenyl)-lower-alkyl halide or tosylate; by reaction of a 1-[2-(3- or 4-lithiophenyl)-lower-alkyl]-.differential.(CH.sub.2).sub.n --N.dbd.]-substituted-piperidine with benzonitrile and hydrolysis of the resulting benzimidoyl compound; or by reduction of a 1-[.alpha.-(3- or 4-benzoylphenyl)-lower-alkanoyl]-[(CH.sub.2).sub.n --N.dbd.B]-substituted-piperidine.

  1-[(3-或4-苯甲酰基苯基)-较低烷基]-[(CH.sub.2).sub.n -N.dbd.B]-取代哌啶，用作抗哮喘、抗过敏、抗胆碱能、支气管扩张剂和抗炎药物，通过将适当取代的哌啶与(3-或4-苯甲酰基苯基)-较低烷基卤化物或对磺酸盐进行烷基化制备；通过将1-[2-(3-或4-锂苯基)-较低烷基]-.differential.(CH.sub.2).sub.n --N.dbd.]-取代哌啶与苯甲腈反应并水解生成的苯并咪唑化合物；或通过还原1-[.alpha.-(3-或4-苯甲酰基苯基)-较低烷酰基]-[(CH.sub.2).sub.n --N.dbd.B]-取代哌啶制备。
• Anti-asthmatic, anti-allergic, anti-cholinergic, bronchodilator and
  申请人：Sterling Drug Inc.

  公开号：US04339576A1

  公开（公告）日：1982-07-13

  1-[(3- or 4-Benzoylphenyl)-lower-alkyl]-[(CH.sub.2).sub.n --N.dbd.B]-substituted-piperidines, useful as anti-asthmatic, anti-allergic, anti-cholinergic, bronchodilator and anti-inflammatory agents, are prepared by alkylation of an appropriate substituted piperidine with a (3- or 4-benzoylphenyl)-lower-alkyl halide or tosylate; by reaction of a 1-[2-(3- or 4-lithiophenyl)-lower-alkyl]-[(CH.sub.2).sub.n --N.dbd.B]-substituted-piperidine with benzonitrile and hydrolysis of the resulting benzimidoyl compound; or by reduction of a 1-[.alpha.-(3- or 4-benzoylphenyl)-lower-alkanoyl]-[(CH.sub.2).sub.n --N.dbd.B]-substituted-piperidine. The analogous carbinols are prepared by reduction, with an alkali metal borohydride, of the ketone.

  1-[(3-或4-苯甲酰苯基)-较低烷基]-[(CH.sub.2).sub.n --N.dbd.B]-取代哌啶类化合物，可用作抗哮喘、抗过敏、抗胆碱能、支气管扩张剂和抗炎药物，通过将合适的取代哌啶与(3-或4-苯甲酰苯基)-较低烷基卤代物或对甲苯磺酸酯烷基化而制备；通过将1-[2-(3-或4-锂苯基)-较低烷基]-[(CH.sub.2).sub.n --N.dbd.B]-取代哌啶与苯甲腈反应，水解得到相应的苯并咪唑化合物；或通过还原1-[.alpha.-(3-或4-苯甲酰苯基)-较低烷酰基]-[(CH.sub.2).sub.n --N.dbd.B]-取代哌啶来制备。类似的羟基甲醇类化合物通过将酮还原为相应的羟基甲醇，使用碱金属硼氢化物来实现。
• Base-induced Sommelet–Hauser rearrangement of N-(pyridinylmethyl) tetraalkylammonium salts
  作者：Eiji Tayama、Goshu Shimizu、Ryo Nakao

  DOI：10.1016/j.tet.2022.132721

  日期：2022.4

  of N-(pyridinylmethyl) tetraalkylammonium salts 2 to produce N,N-dialkyl-α-pyridinylamino acid esters 4 was investigated. For example, a treatment of N-(2-pyridinylmethyl) glycine tert-butyl ester-derived tetraalkylammonium salt 2a with 1.2 equivalents of potassium tert-butoxide in THF at −40 °C gave the corresponding S–H product, tert-butyl 2-(dimethylamino)-2-(2-methylpyridin-3-yl)acetate (4a), in

  研究了各种类型的N- (吡啶基甲基) 四烷基铵盐2的碱诱导 Sommelet-Hauser (S-H) 重排以产生N , N-二烷基-α-吡啶基氨基酸酯4。例如，在 -40 °C 下，在 THF中用 1.2 当量的叔丁醇钾处理N -(2-吡啶基甲基)甘氨酸叔丁酯衍生的四烷基铵盐2a ，得到相应的 S-H 产物，叔丁基 2 -(二甲氨基)-2-(2-甲基吡啶-3-基)乙酸酯( 4a)，产率为 93%。我们的方法是在简单温和的条件下对吡啶进行有效的 C-H 官能化。