4-(4-fluoro-2-isopropoxy-phenyl)-piperidine | 910605-66-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 4-(4-fluoro-2-isopropoxy-phenyl)-piperidine
• 英文别名: 4-(4-Fluoro-2-propan-2-yloxyphenyl)piperidine
• CAS: 910605-66-2
• 化学式: C₁₄H₂₀FNO
• 分子量: 237.317
• InChiKey: FKPFQKODQUPVED-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  21.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(4-fluoro-2-isopropoxy-phenyl)-piperidine 在 三乙酰氧基硼氢化钠 、 溶剂黄146 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 生成 4-[4-(4-fluoro-2-isopropoxy-phenyl)-piperidin-1-yl]-cyclohexylamine
  参考文献：
  名称：

  (Phenylpiperidinyl)cyclohexylsulfonamides: Development of α1a/1d-selective adrenergic receptor antagonists for the treatment of benign prostatic hyperplasia/lower urinary tract symptoms (BPH/LUTS)

  摘要：

  Although alpha(1), adrenergic receptor blockers can be very effective for the treatment of benign prostatic hyperplasia/lower urinary tract symptoms (BPH/LUTS), their usage is limited by CV-related side-effects that are caused by the subtype non-selective nature of the current drugs. To overcome this problem, it was hypothesized that a alpha(1a/1d) subtype selective antagonist would bring more benefit for the therapy of BPH/LUTS. In developing such selective alpha(1a/1d) ligands, a series of (phenylpiperidinyl)cyclohexylsulfonamides has been synthesized and evaluated for binding to three cloned human alpha(1)-adrenergic receptor subtypes. Many compounds showed equal affinity for both alpha(1a) and alpha(1d) subtypes with good selectivity versus the alpha(1b) subtype. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.04.098
• 作为产物：
  描述：

  1-溴-4-氟-2-异丙氧基苯 在 palladium on activated charcoal 正丁基锂 、 氢气 、 甲基磺酰氯 、 三乙胺 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， -78.0~20.0 ℃ 、310.27 kPa 条件下， 反应 24.0h， 生成 4-(4-fluoro-2-isopropoxy-phenyl)-piperidine
  参考文献：
  名称：

  (Phenylpiperidinyl)cyclohexylsulfonamides: Development of α1a/1d-selective adrenergic receptor antagonists for the treatment of benign prostatic hyperplasia/lower urinary tract symptoms (BPH/LUTS)

  摘要：

  Although alpha(1), adrenergic receptor blockers can be very effective for the treatment of benign prostatic hyperplasia/lower urinary tract symptoms (BPH/LUTS), their usage is limited by CV-related side-effects that are caused by the subtype non-selective nature of the current drugs. To overcome this problem, it was hypothesized that a alpha(1a/1d) subtype selective antagonist would bring more benefit for the therapy of BPH/LUTS. In developing such selective alpha(1a/1d) ligands, a series of (phenylpiperidinyl)cyclohexylsulfonamides has been synthesized and evaluated for binding to three cloned human alpha(1)-adrenergic receptor subtypes. Many compounds showed equal affinity for both alpha(1a) and alpha(1d) subtypes with good selectivity versus the alpha(1b) subtype. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.04.098

文献信息

• Piperidinyl substituted cyclohexane-1,4-diamines
  申请人：Chiu George

  公开号：US20060217419A1

  公开（公告）日：2006-09-28

  The present invention relates to piperidine substituted cyclohexane-1,4-diamine compounds of Formula (I) and pharmaceutically acceptable forms thereof, as α 1a /α 1d adrenoreceptor modulators for the treatment of benign prostatic hypertrophy and lower urinary tract symptoms. The present invention also relates to pharmaceutical compositions comprising said new compounds, new processes to prepare these new compounds and new uses as a medicine as well as method of treatments.

  本发明涉及式(I)的哌啶取代的环己烷-1,4-二胺化合物及其药学上可接受的形式，作为α1a/α1d肾上腺素受体调节剂，用于治疗良性前列腺肥大和下尿路症状。本发明还涉及包含所述新化合物的药物组合物，制备这些新化合物的新方法以及作为药物的新用途和治疗方法。
• PIPERIDINYL SUBSTITUTED CYCLOHEXANE-1,4-DIAMINES
  申请人：Janssen Pharmaceutica NV

  公开号：EP1865956A2

  公开（公告）日：2007-12-19
• US7470711B2
  申请人：——

  公开号：US7470711B2

  公开（公告）日：2008-12-30
• [EN] PIPERIDINYL SUBSTITUTED CYCLOHEXANE-1,4-DIAMINES<br/>[FR] CYCLOHEXANE-1,4-DIAMINES A SUBSTITUTION PIPERIDINYLE
  申请人：JANSSEN PHARMACEUTICA NV

  公开号：WO2006101859A2

  公开（公告）日：2006-09-28

  [EN] The present invention relates to piperidine substituted cyclohexane-1,4-diamine compounds of Formula (I) and pharmaceutically acceptable forms thereof, as a1a/a1d adrenoreceptor modulators for the treatment of benign prostatic hypertrophy and lower urinary tract symptoms. The present invention also relates to pharmaceutical compositions comprising said new compounds, new processes to prepare these new compounds and new uses as a medicine as well as method of treatments.
  [FR] L'invention concerne des composés de cyclohexane-1,4-diamine à substitution pipéridine représentés par la formule (I) et des formes de ceux-ci pharmaceutiquement acceptables, utilisés comme modulateurs d'adrénorécepteur a1a/a1d pour traiter des symptômes d'hypertrophie bénigne de la prostate et de maladies des voies urinaires inférieures. L'invention concerne également des compositions pharmaceutiques comprenant les nouveaux composés, de nouveaux procédés de préparation de ces composés, de nouvelles méthodes d'utilisation comme médicament ainsi que des méthodes de traitement.
• [EN] 2-AZASPIRO[3.4]OCTANE DERIVATIVES AS M4 AGONISTS<br/>[FR] DÉRIVÉS DE 2-AZASPIRO[3,4] OCTANE UTILISÉS EN TANT QU'AGONISTES DE M4
  申请人：NOVARTIS AG

  公开号：WO2021070090A1

  公开（公告）日：2021-04-15

  Provided herein are compounds according to Formula (I) or a pharmaceutically acceptable salt thereof, wherein R1, R2, R3, R5, and R7 are defined herein. Also provided herein are pharmaceutical compositions comprising a compound of Formula (I) as well as the use of such compounds as M4 receptor agonists.