3-苄基哌啶 | 13603-25-3

• 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: 3-苄基哌啶
• 英文名称: 3-benzylpiperidine
• 英文别名: 3-phenylmethylpiperidine
• CAS: 13603-25-3
• 化学式: C₁₂H₁₇N
• mdl: MFCD03426127
• 分子量: 175.274
• InChiKey: BKDMXVREWXKZLB-UHFFFAOYSA-N

物化性质

• 熔点：
  190 °C
• 沸点：
  271.2±9.0 °C(Predicted)
• 密度：
  0.969±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xi
• 海关编码：
  2933399090
• 包装等级：
  III
• 危险类别：
  8
• 危险性防范说明：
  P264,P270,P280,P305+P351+P338,P310,P330,P501
• 危险品运输编号：
  3267
• 危险性描述：
  H302,H318

反应信息

• 作为反应物：
  描述：

  3-苄基哌啶 在 palladium on activated charcoal 氢气 、 三乙酰氧基硼氢化钠 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 20.0 ℃ 、344.74 kPa 条件下， 生成
  参考文献：
  名称：

  Discovery of CC Chemokine Receptor-3 (CCR3) Antagonists with Picomolar Potency

  摘要：

  Starting with our previously described(20) class of CC chemokine receptor-3 (CCR3) antagonist, we improved the potency by replacing the phenyl linker of 1 with a cyclohexyl linker and by replacing the 4-benzylpiperidine with a 3-benzylpiperidine. The resulting compound, 32, is a potent and selective antagonist of CCR3. SAR studies showed that the 3-acetylphenyl urea of 32 could be replaced with heterocyclic ureas or heterocyclic-substituted phenyl ureas and still maintain the potency (inhibition of eotaxin-induced chemotaxis) of this class of compounds in the low-picomolar range (IC50 = 10-60 pM), representing some of the most potent CCR3 antagonists reported to date. The potency of 32 for mouse CCR3 (chemotaxis IC50 = 41 nM) and its oral bioavailability in mice (20% F) were adequate to assess the efficacy in animal models of allergic airway inflammation. Oral administration of 32 reduced eosinophil recruitment into the lungs in a dose-dependent manner in these animal models. On the basis of its overall potency, selectivity, efficacy, and safety profile, the benzenesulfonate salt of 32, designated DPC168, entered phase 1 clinical trials.

  DOI：

  10.1021/jm049530m
• 作为产物：
  描述：

  3-苄基吡啶 在 三苯基硼烷 、 二苯基硅烷 、 二苯胺 作用下， 以 甲苯 为溶剂， 反应 24.0h， 以83%的产率得到3-苄基哌啶
  参考文献：
  名称：

  B（C6F5）3-催化的吡啶级联还原

  摘要：

  已发现B（C 6 F 5）3是一种有效的催化剂，可以用氢化硅烷（或氢硼烷）和胺作为还原剂还原吡啶和其他电子不足的N-杂芳烃。该开发的成功取决于脱芳香氢化硅烷化（或硼氢化）和转移氢化的级联过程的实现。宽泛的官能团耐受性（例如酮，酯，未活化的烯烃，硝基，腈，杂环等）暗示着很高的实用性。

  DOI：

  10.1002/anie.201702304

文献信息

• [EN] HETEROCYCLIC COMPOUNDS AND METHODS FOR THEIR USE<br/>[FR] COMPOSÉS HÉTÉROCYCLIQUES ET PROCÉDÉS POUR LEUR UTILISATION
  申请人：SPINIFEX PHARM PTY LTD

  公开号：WO2013102242A1

  公开（公告）日：2013-07-11

  The present invention relates to heterocyclic compounds useful for antagonising angiotensin II Type 2 (AT2) receptor. More particularly the invention relates to pyrrolidine and azetidine compounds, compositions containing them and their use in methods of treating or preventing disorders or diseases associated with AT2 receptor function including neuropathic pain, inflammatory pain, conditions associated with neuronal hypersensitivity, impaired nerve conduction velocity, cell proliferation disorders, disorders associated with an imbalance between bone resorption and bone formation and disorders associated with aberrant nerve regeneration.

  本发明涉及用于拮抗血管紧张素II型2（AT2）受体的杂环化合物。更具体地，本发明涉及吡咯烷和氮杂环丙烷化合物，含有它们的组合物以及它们在治疗或预防与AT2受体功能相关的疾病或疾病的方法中的使用，包括神经病性疼痛、炎症性疼痛、与神经元过敏、神经传导速度受损、细胞增殖紊乱、骨吸收和骨形成之间失衡以及与异常神经再生相关的疾病。
• Novel 3-phenylprop-2-ynylamines as inhibitors of mammalian squalene epoxidaseElectronic supplementary information (ESI) available: Proton NMR spectra for the intermediate piperidines 56–60 and acetylenes 63-81 and 85,86. See http://www.rsc.org/suppdata/ob/b2/b209165h/
  作者：David L. Musso、Morris J. Clarke、James L. Kelley、G. Evan Boswell、Grace Chen

  DOI：10.1039/b209165h

  日期：2003.1.30

  The synthesis of a novel series of 3-phenylprop-2-ynylamines as selective mammalian squalene epoxidase inhibitors is described. Structure–activity relationship studies led to the discovery of compound 19, 1-[3-(3,5-dichlorophenyl)prop-2-ynyl]-3-methylpiperidine hydrochloride with an IC50 of 2.8 ± 0.6 µM against rat liver squalene epoxidase. Against 23 strains of fungal squalene epoxidase compound 19 was found to be inactive.

  报道了一种新型3-苯基丙-2-炔基胺系列化合物的合成，这些化合物是选择性哺乳动物角鲨烯环氧化酶抑制剂。构效关系研究表明，化合物19，即1-[3-(3,5-二氯苯基)丙-2-炔基]-3-甲基哌啶盐酸盐，对大鼠肝脏角鲨烯环氧化酶的IC50值为2.8 ± 0.6 µM。化合物19对23株真菌角鲨烯环氧化酶未显示出活性。
• 4-[[3-[.alpha.-Aminobenzyl]phenyl]methyl]morpholine and
  申请人：Sterling Drug Inc.

  公开号：US04308382A1

  公开（公告）日：1981-12-29

  N-2, 3- and 4-[R.sub.1 -(phenyl)-C(=X)]-phenyl-lower-alkyl}amines, useful as anti-inflammatory agents, are prepared either by reduction of 2-, 3- or 4-[R.sub.1 -(phenyl)-CO]-phenyl-lower-alkanoylamines, which are also useful as anti-inflammatory agents; by benzoylating a phenyl-lower-alkylamine; by reaction of a 2-, 3- or 4-lithiophenyl-lower-alkylamine with a R.sub.1 -(phenyl)-carboxaldehyde, a R.sub.1 -(phenyl)-lower-alkyl ketone or a R.sub.1 -(phenyl)-carbonitrile; by reaction of a 2-, 3- or 4-[R.sub.1 -(phenyl)-CO]-phenyl-lower-alkyl tosylate with an appropriate amine; or by transformations involving manipulations of a carbonyl or carbinol group.

  N-2, 3-和4-[R1-(苯基)-C(=X)]-苯基-低碳烷基}胺，作为抗炎药很有用，可以通过还原2-, 3-或4-[R1-(苯基)-CO]-苯基-低碳烷酰胺来制备，这些低碳烷酰胺作为抗炎药也很有效；通过苯甲酰化苯基-低碳烷基胺；通过与R1-(苯基)-甲酰甲醛、R1-(苯基)-低碳烷基酮或R1-(苯基)-腈的2-, 3-或4-锂苯基-低碳烷基胺反应；通过与适当胺的2-, 3-或4-[R1-(苯基)-CO]-苯基-低碳烷基甲磺酸酯反应；或者通过涉及羰基或甲醇基团操纵的转化来制备。
• Novel N-acylated heterocycles
  申请人：Recordati S.A.

  公开号：US20030162777A1

  公开（公告）日：2003-08-28

  Described are compositions comprising a muscarinic receptor antagonist and an N-acylated heterocycle derivative having affinity for serotonergic receptors, and enantiomers, diastereoisomers, N-oxides, polymorphs, solvates and pharmaceutically acceptable salts thereof. The combination of a muscarinic receptor antagonist and an N-acylated heterocycle, or an enantiomer, diastereoisomer, N-oxide, polymorph, solvate or pharmaceutically acceptable salt thereof, is useful in the treatment of patients with neuromuscular dysfunction of the lower urinary tract and diseases related to 5-HT 1A receptors.

  描述了包含一种肌氨酸受体拮抗剂和一种对5-HT 1A 受体具有亲和力的N-酰化杂环衍生物的组合物，以及它们的对映体、二对映体、N-氧化物、多型体、溶剂合物和药用可接受盐。肌氨酸受体拮抗剂和N-酰化杂环，或其对映体、二对映体、N-氧化物、多型体、溶剂合物或药用可接受盐的组合，在治疗患有下尿路神经肌肉功能障碍和与5-HT 1A 受体相关疾病的患者中是有用的。
• [EN] HETEROCYCLIC AMIDES AS KINASE INHIBITORS<br/>[FR] AMIDES HÉTÉROCYCLIQUES À UTILISER EN TANT QU'INHIBITEURS DE KINASE
  申请人：GLAXOSMITHKLINE IP DEV LTD

  公开号：WO2014125444A1

  公开（公告）日：2014-08-21

  Disclosed are compounds having the formula (I) wherein X, Y, Z1, Z2, Z3, Z4, R5, RA, m, A. L, and B are as defined herein, and methods of making and using the same.

  揭示了具有式（I）的化合物，其中X、Y、Z1、Z2、Z3、Z4、R5、RA、m、A、L和B如本文所定义，并公开了制备和使用这些化合物的方法。