3-(3-甲氧基苄基)哌啶盐酸盐 | 179480-58-1

• 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-(3-甲氧基苄基)哌啶盐酸盐
• 英文名称: 3-[(3-Methoxyphenyl)methyl]piperidine hydrochloride
• 英文别名: 3-(3-Methoxybenzyl)piperidine Hydrochloride；3-[(3-methoxyphenyl)methyl]piperidine;hydrochloride
• CAS: 179480-58-1
• 化学式: C₁₃H₁₉NO*ClH
• 分子量: 241.761
• InChiKey: YYQAQRNCIJUOLX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.66
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  21.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-(3-甲氧基苄基)哌啶盐酸盐 在 盐酸 、 三乙酰氧基硼氢化钠 作用下， 以 1,4-二氧六环 、 1,2-二氯乙烷 为溶剂， 反应 17.0h， 生成
  参考文献：
  名称：

  Discovery of N-propylurea 3-benzylpiperidines as selective CC chemokine receptor-3 (CCR3) antagonists

  摘要：

  The discovery of novel and selective small molecule antagonists of the CC Chemokine Receptor-3 (CCR3) is presented. Simple conversion from a 4- to 3-benzylpiperidine gave improved selectivity for CCR3 over the serotonin 5HT(2A) receptor. Chiral resolution and exploration of mono- and disubstitution of the N-propylurea resulted in several 3-benzylpiperidine N-propylureas with CCR3 binding IC50S under 5 nM. Data from in vitro calcium mobilization and chemotaxis assays for these compounds ranged from high picomolar to low nanomolar EC(50)s and correlated well with antagonist binding IC(50)s. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.01.059
• 作为产物：
  描述：

  N-BOC-3-羟基哌啶 在 palladium on activated charcoal 盐酸 、 正丁基锂 、 N-甲基吲哚酮 、 四丙基高钌酸铵 、 4 A molecular sieve 、 氢气 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 甲醇 、 二氯甲烷 、 乙腈 为溶剂， -78.0 ℃ 、275.79 kPa 条件下， 反应 16.0h， 生成 3-(3-甲氧基苄基)哌啶盐酸盐
  参考文献：
  名称：

  Discovery of N-propylurea 3-benzylpiperidines as selective CC chemokine receptor-3 (CCR3) antagonists

  摘要：

  The discovery of novel and selective small molecule antagonists of the CC Chemokine Receptor-3 (CCR3) is presented. Simple conversion from a 4- to 3-benzylpiperidine gave improved selectivity for CCR3 over the serotonin 5HT(2A) receptor. Chiral resolution and exploration of mono- and disubstitution of the N-propylurea resulted in several 3-benzylpiperidine N-propylureas with CCR3 binding IC50S under 5 nM. Data from in vitro calcium mobilization and chemotaxis assays for these compounds ranged from high picomolar to low nanomolar EC(50)s and correlated well with antagonist binding IC(50)s. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.01.059

文献信息

• 3-alkoxybenzylpiperidine derivatives as melatonergic agents
  申请人：Bristol-Myers Squibb Co.

  公开号：US05530012A1

  公开（公告）日：1996-06-25

  Novel 3-alkoxybenzylpiperidines have melatonergic properties. They are believed useful in treating depression, jet-lag, work-shift syndrome, sleep disorders, glaucoma, some disorders associated with reproduction, cancer, immune disorders and neuroendocrine disorders.

  新型3-烷氧基苯基哌啶具有褪黑激素作用。它们被认为在治疗抑郁症、时差反应、工作轮班综合症、睡眠障碍、青光眼、与生殖有关的某些疾病、癌症、免疫障碍和神经内分泌障碍方面有用。
• 3-Alkoxybenzylpiperidine derivatives as melatonergic agents
  申请人：BRISTOL-MYERS SQUIBB COMPANY

  公开号：EP0718286A1

  公开（公告）日：1996-06-26

  Novel 3-alkoxybenzylpiperidines of formula (I) have melatonergic properties. They are believed useful in treating depression, jet-lag, work-shift syndrome, sleep disorders, glaucoma, some disorders associated with reproduction, cancer, immune disorders and neuroendocrine disorders.

  式（I）的新型 3-烷氧基苄基哌啶具有褪黑激素能。据信，它们可用于治疗抑郁症、时差、倒班综合征、睡眠障碍、青光眼、某些与生殖有关的疾病、癌症、免疫紊乱和神经内分泌失调。
• US5530012A
  申请人：——

  公开号：US5530012A

  公开（公告）日：1996-06-25
• Discovery of N-propylurea 3-benzylpiperidines as selective CC chemokine receptor-3 (CCR3) antagonists
  作者：Jeffrey G Varnes、Daniel S Gardner、Joseph B Santella、John V Duncia、Melissa Estrella、Paul S Watson、Cheryl M Clark、Soo S Ko、Patricia Welch、Maryanne Covington、Nicole Stowell、Eric Wadman、Paul Davies、Kimberley Solomon、Robert C Newton、George L Trainor、Carl P Decicco、Dean A Wacker

  DOI：10.1016/j.bmcl.2004.01.059

  日期：2004.4

  The discovery of novel and selective small molecule antagonists of the CC Chemokine Receptor-3 (CCR3) is presented. Simple conversion from a 4- to 3-benzylpiperidine gave improved selectivity for CCR3 over the serotonin 5HT(2A) receptor. Chiral resolution and exploration of mono- and disubstitution of the N-propylurea resulted in several 3-benzylpiperidine N-propylureas with CCR3 binding IC50S under 5 nM. Data from in vitro calcium mobilization and chemotaxis assays for these compounds ranged from high picomolar to low nanomolar EC(50)s and correlated well with antagonist binding IC(50)s. (C) 2004 Elsevier Ltd. All rights reserved.