2-(4-苯基哌啶并)环己醇 | 22232-64-0

• 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: 2-(4-苯基哌啶并)环己醇
• 英文名称: vesamicol
• 英文别名: (±)-vesamicol；2-(4-Phenylpiperidin-1-yl)cyclohexan-1-ol
• CAS: 22232-64-0
• 化学式: C₁₇H₂₅NO
• 分子量: 259.392
• InChiKey: YSSBJODGIYRAMI-UHFFFAOYSA-N

物化性质

• 溶解度：
  >38.9 [ug/mL]

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  23.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(4-苯基哌啶并)环己醇 在 二对甲苯酰基-L-酒石酸 作用下， 生成 (-)-vesamicol
  参考文献：
  名称：

  LIGAND FOR VESICULAR ACETYLCHOLINE TRANSPORTER

  摘要：

  公开号：

  EP1867634B1
• 作为产物：
  描述：

  4-苯基哌啶 、 氧化环己烯 生成 2-(4-苯基哌啶并)环己醇
  参考文献：
  名称：

  In vitro characterization of radioiodinated (+)-2-[4-(4-iodophenyl) piperidino]cyclohexanol [(+)-pIV] as a sigma-1 receptor ligand

  摘要：

  We investigated the binding characteristics of a (+)-enantiomer of radioiodinated 2-[4-(4-iodophenyl)piperidino]cyclohexanol [(+)-[I-125]pIV], radioiodinated at the para-position of the 4-phenylpiperidine moiety, to sigma receptors ((sigma-1, (sigma-2) and to vesicular acetylcholine transporters (VAChT) in membranes of the rat brain and liver. In competitive inhibition studies, (+)pIV (K-i = 1.30 nM) had more than 10 times higher affinity to the sigma-1 ((sigma-1) receptor than (+)-pentazoeine (K-i = 19.9 nM) or haloperidol (K-i = 13.5 nM) known as sigma ligands. Also, the binding affinity of (+)-pIV for the sigma-1 receptor (K-i = 1.30 nM), was about 16 times higher than the sigma-2 ((sigma-2) receptor (K-i = 20.4 nM). (+)-pIV (K-i = 1260 nM) had a much lower affinity for VAChT than (-)-vesamicol (K-i = 13.0 nM) or (-)-pIV (K-i = 412 nM). (+)-[ (125)]pIV had low affinity for the dopamine, serotonin, adrenaline, and acetylcholine receptors. Furthermore, in a saturation binding study, (+)-[I-125]pIV exhibited a K-d of 6.96 nM with a B-max of 799 fmol/ mg of protein. These results showed that (+)-pIV binds to the (sigma-1 receptor with greater affinity than sigma receptor ligands such as (+)-pentazocine or haloperidol, and that radioiodinated (+)-pIV is suitable as radiotracer for (sigma-1 receptor studies in vitro. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.11.029
• 作为试剂：
  描述：

  肉桂酸 、 4-溴苯酚 、 硫酸 、 甲苯 在 甲苯 、 水 、 potassium carbonate 、 2-(4-苯基哌啶并)环己醇 、 异丙醇 作用下， 以 水 为溶剂， 反应 4.5h， 以to give 72 g of 6-bromo-4-phenylchroman-2-one (Melting poing: 117° C.; HPLC Purity: 98.5%)的产率得到6-溴-3,4-二氢-4-苯基-2H-1-苯并吡喃-2-酮
  参考文献：
  名称：

  Process for the Preparation of Fesoterodine

  摘要：

  本文披露了一种改进的、商业上可行的、工业上有利的制备Fesoterodine或其药学上可接受的盐的高产率和纯度的工艺。本文还披露了一种改进的、工业上有利的光学分辨法，用于制备Fesoterodine的外消旋体（±）-N，N-二异丙基-3-（2-苄氧基-5-溴苯基）-3-苯基丙胺及其用途。

  公开号：

  US20100217034A1

文献信息

• Compounds comprising 4-benzoylpiperidine as a Sigma-1-selective ligand
  申请人：Tu Zhude

  公开号：US20110311447A1

  公开（公告）日：2011-12-22

  Bipiperidinyl compounds and salts thereof are disclosed. The compounds include high affinity ligands for σ 1 receptors. Some compounds are also highly selective for σ 1 receptor compared to σ 2 receptor. Compounds can comprise radioisotopes, including 18 F or 11 C. Radiolabeled compounds can be used as probes for imaging distribution of σ 1 receptor in a subject such as a human using positron emission tomography (PET) scanning.

  双哌啶基化合物及其盐被披露。这些化合物包括对σ1受体具有高亲和力的配体。一些化合物相对于σ2受体也具有高选择性。化合物可以包含放射性同位素，包括18F或11C。放射标记的化合物可用作探针，用于通过正电子发射断层扫描（PET扫描）在受试者（如人类）中成像σ1受体的分布。
• SULFUR-CONTAINING COMPOUNDS TARGETING VESICULAR ACETYLCHOLINE TRANSPORTER
  申请人：Tu Zhude

  公开号：US20170355675A1

  公开（公告）日：2017-12-14

  The present invention generally relates to various compounds that are useful as vesicular acetylcholine transporter (VAChT) ligands. The invention further relates to methods of using these compounds and their radiolabeled analogs for the detection of neurodegenerative diseases including Parkinson's disease (PD), and Alzheimer's disease (AD).

  本发明一般涉及作为囊泡乙酰胆碱转运体（VAChT）配体有用的各种化合物。本发明进一步涉及使用这些化合物及其放射性标记类似物用于检测包括帕金森病（PD）和阿尔茨海默病（AD）在内的神经退行性疾病的方法。
• [EN] BIOLOGICAL METHODS<br/>[FR] MÉTHODES BIOLOGIQUES
  申请人：DARREH SHORI TAHER

  公开号：WO2018172557A1

  公开（公告）日：2018-09-27

  The present invention relates to methods for determining cholinergic function and the status of associated disorders in patients.

  本发明涉及确定患者胆碱能功能和相关疾病状态的方法。
• [EN] LIPOSOMAL PARTICLES COMPRISING BIOLOGICAL MOLECULES AND USES THEREOF<br/>[FR] PARTICULES LIPOSOMALES COMPRENANT DES MOLÉCULES BIOLOGIQUES ET UTILISATIONS ASSOCIÉES
  申请人：UNIV MICHIGAN

  公开号：WO2016123365A1

  公开（公告）日：2016-08-04

  Provided herein are liposomal particles. In particular, provided herein are liposomal particles comprising molecules (e.g., antigens or drugs) and uses thereof (e.g., as a vaccine (e.g., intranasal vaccine) or drug delivery system). For example, in some embodiments, the present disclosure provides a composition comprising: a molecule encapsulated in a liposome comprising one or more cationic lipids and hyaluronic acid (HA). In some embodiments, the one or more lipids are DOTAP and/or DOPE. In some embodiments, the HA is thiolated. In some embodiments, the thiolated HA is conjugated to thiolated PEG.

  本文提供了脂质体颗粒。特别地，本文提供了包含分子（例如抗原或药物）的脂质体颗粒及其用途（例如作为疫苗（例如鼻内疫苗）或药物输送系统）。例如，在某些实施例中，本公开提供了一个组合物，包括：分子封装在一个脂质体中，该脂质体包括一个或多个阳离子脂质和透明质酸（HA）。在某些实施例中，一个或多个脂质是DOTAP和/或DOPE。在某些实施例中，HA是硫酸化的。在某些实施例中，硫酸化的HA与硫酸化的PEG结合。
• Sigma ligands for use in the prevention and/or treatment of postoperative pain
  申请人：Laboratorios del. Dr. Esteve, S.A.

  公开号：EP2353598A1

  公开（公告）日：2011-08-10

  The invention refers to the use of a sigma ligand, particularly a sigma ligand of formulae (I), (II) or (III) to prevent and/or treat acute and chronic pain developed as a consequence of surgery, especially superficial and/or deep pain secondary to surgical tissue injury, and peripheral neuropathic pain, neuralgia, allodynia, causalgia, hyperalgesia, hyperesthesia, hyperpathia, neuritis or neuropathy secondary to surgical procedure.

  本发明涉及使用sigma配体，特别是公式（I），（II）或（III）的sigma配体，以预防和/或治疗由手术引起的急性和慢性疼痛，特别是手术组织损伤引起的表浅和/或深层疼痛，以及周围神经病理性疼痛，神经痛，触痛，烧伤性痛，痛觉过敏，疼痛过敏，神经炎或手术过程引起的神经病变。