3-phenylpropyl 3-piperidinopropyl ether | 362665-54-1

• 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: 3-phenylpropyl 3-piperidinopropyl ether
• 英文别名: FUB 637；1-(3-(3-Phenylpropoxy)propyl)piperidine；1-[3-(3-phenylpropoxy)propyl]piperidine
• CAS: 362665-54-1
• 化学式: C₁₇H₂₇NO
• 分子量: 261.407
• InChiKey: UYLNHGRGPLPMFD-UHFFFAOYSA-N

物化性质

• 沸点：
  371.5±35.0 °C(Predicted)
• 密度：
  0.974±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  19
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-哌啶丙醇 、 1-溴-3-苯基丙烷 在 15-冠醚-5 、 四丁基碘化铵 、 sodium hydride 作用下， 以 甲苯 为溶剂， 反应 4.0h， 以26%的产率得到3-phenylpropyl 3-piperidinopropyl ether
  参考文献：
  名称：

  Influence of imidazole replacement in different structural classes of histamine H3-receptor antagonists

  摘要：

  The reference compounds for histamine H(3)-receptor antagonists carry as a common feature an imidazole moiety substituted in the 4-position. Very recently novel ligands lacking an imidazole ring have been described possessing a N-containing non-aromatic heterocycle instead. In this study we investigated whether imidazole replacement, favourably by a piperidine moiety, is generally applicable to different structural classes of reference compounds, e.g., thioperamide, carboperamide, clobenpropit, FUB 181, ciproxifan, etc. While replacement led to a loss of affinity for many of the compounds, it was successfully applied to some ether derivatives. The piperidine analogues of FB 181 and ciproxifan, 3-(4-chlorophenyl)propyl 3-piperidinopropyl ether hydrogen oxalate (6) and cyclopropyl 4-(3-piperidinopropyloxy)phenyl methanone hydrogen maleate (7), almost maintained in vitro affinities, pK(i) values of 7.8 and 8.4, respectively, and showed high potency in vivo after p.o. administration (ED(50) values of 1.6 and 0.18 mg/kg, respectively). (C) 2001 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0928-0987(01)00106-3

文献信息

• COMBINATION OF MODAFINIL AND AN ANTAGONIST OR INVERSE AGONIST OF THE H3 RECEPTOR
  申请人：Schwartz Jean-Charles

  公开号：US20090312367A1

  公开（公告）日：2009-12-17

  The invention relates to a combination of modafinil and at least one histamine H3 receptor antagonist or inverse agonist, which can be used in particular for the treatment of narcolepsy-cataplexy and more generally for disorders of sleep, wakefulness and vigilance.

  本发明涉及调节药物莫达非尼和至少一种组胺H3受体拮抗剂或反向激动剂的组合，特别适用于治疗嗜睡症-猝倒症，更广泛地适用于睡眠、清醒和警觉障碍的治疗。
• Non-imidazole alkylamines as histamine H3-receptor ligands and their therapeutic applications
  申请人：——

  公开号：US20040220225A1

  公开（公告）日：2004-11-04

  Use of a compound of formula (A), wherein: 1 W is a residue which imparts antagonistic and/or agonistic activity at histamine H 3 -receptors when attached to an imidazole ring in 4(5) position; R 1 and R 2 may be identical or different and represent each independently a lower alkyl or cycloalkyl, or taken together with the nitrogen atom to which they are attached, a saturated nitrogen-containing ring (i) as defined, a non-aromatic unsaturated nitrogen-containing ring (ii) as defined, a morpholino group, or a N-substituted piperazino group as defined for preparing medicaments acting as antagonists and/or agonists at the H 3 -receptors of histamine.

  使用式(A)的化合物，其中：1W是一个残基，当附加在咪唑环的4(5)位时，赋予组合物在组胺H3受体上的拮抗和/或激动活性；R1和R2可以相同也可以不同，分别独立地表示较低的烷基或环烷基，或者与它们所连接的氮原子一起，表示饱和的含氮环(i)、非芳香性不饱和含氮环(ii)、吗啡环或N-取代哌嗪环，用于制备在组胺H3受体上作为拮抗剂和/或激动剂的药物。
• Non-imidazole alkylamines as histamine H3- receptor ligands and their therapeutic applications
  申请人：Schwartz Jean-Charles

  公开号：US20060247223A1

  公开（公告）日：2006-11-02

  Use of a compound of formula (A), wherein: W is a residue which imparts antagonistic and/or agonistic activity at histamine H 3 -receptors when attached to an imidazole ring in 4(5) position; R 1 and R 2 may be identical or different and represent each independently a lower alkyl or cycloalkyl, or taken together with the nitrogen atom to which they are attached, a saturated nitrogen-containing ring (i) as defined, a non-aromatic unsaturated nitrogen-containing ring (ii) as defined, a morpholino group, or a N-substituted piperazino group as defined for preparing medicaments acting as antagonists and/or agonists at the H 3 -receptors of histamine.

  使用公式（A）中的化合物，其中： W是一个残留物，当附加到咪唑环的4（5）位时，赋予组织胺H3受体的拮抗和/或激动活性； R1和R2可以相同也可以不同，并且独立地表示较低的烷基或环烷基，或者与它们附着的氮原子一起，表示饱和的含氮环（i）如定义，非芳香性不饱和含氮环（ii）如定义，吗啉基或N-取代的哌嗪基，如定义，用于制备作为组织胺H3受体的拮抗剂和/或激动剂的药物。
• NON-IMIDAZOLE ALKYLAMINES AS HISTAMINE H3-RECEPTOR LIGANDS AND THEIR THERAPEUTIC APPLICATIONS
  申请人：SCHWARTZ Jean-Charles

  公开号：US20110281844A1

  公开（公告）日：2011-11-17

  Use of a compound of formula (A), wherein: W is a residue which imparts antagonistic and/or agonistic activity at histamine H 3 -receptors when attached to an imidazole ring in 4(5) position; R 1 and R 2 may be identical or different and represent each independently a lower alkyl or cycloalkyl, or taken together with the nitrogen atom to which they are attached, a saturated nitrogen-containing ring (i) as defined, a non-aromatic unsaturated nitrogen-containing ring (ii) as defined, a morpholino group, or a N-substituted piperazino group as defined for preparing medicaments acting as antagonists and/or agonists at the H 3 -receptors of histamine.

  使用公式（A）中的化合物，其中： W是一个残基，当连接到咪唑环的4（5）位置时，赋予组合物在组胺H3受体上的拮抗和/或激动活性；R1和R2可能相同也可能不同，且分别独立地代表较低的烷基或环烷基，或者与它们连接的氮原子一起，代表饱和的含氮环（i），如所定义，非芳香性不饱和含氮环（ii），如所定义，吗啡啶基团，或所定义的N-取代哌嗪基团，以制备在组胺H3受体上作为拮抗剂和/或激动剂的药物。
• Non-imidazole alkylamines as histamine H3 - receptor ligands and their therapeutic applications
  申请人：SOCIETE CIVILE BIOPROJET

  公开号：EP0982300A2

  公开（公告）日：2000-03-01

  Compounds of formula (A): wherein: ― W is a residue which imparts antagonistic and/or agonistic activity at histamine H3-receptors when attached to an imidazole ring in 4(5) position. ― R1 and R2 may be identical or different and represent each independently a lower alkyl or cycloalkyl, or taken together with the nitrogen atom to which they are attached, a saturated nitrogen-containing ring (i) as defined, a non-aromatic unsaturated nitrogen-containing ring (ii) as defined, a morpholino group, or a N-substituted piperazino group as defined. Compounds (A) are useful for preparing medicaments acting as antagonists and/or agonists at the H3-receptors of histamine.

  式(A)化合物： 其中 - W 是一个残基，当它连接到 4(5) 位的咪唑环上时，可对组胺 H3 受体产生拮抗和/或激动活性。 - R1 和 R2 可以相同或不同，各自独立地代表 低级烷基或环烷基，或与所连接的氮原子一起、 定义的饱和含氮环 (i) 定义的非芳族不饱和含氮环 (ii) 吗啉基团，或 定义的 N-取代的哌嗪基团。 化合物（A）可用于制备作为组胺 H3 受体拮抗剂和/或激动剂的药物。