(S)-1-BOC-2-(3-(acetamido)phenoxymethyl)pyrrolidine | 174213-46-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (S)-1-BOC-2-(3-(acetamido)phenoxymethyl)pyrrolidine
• 英文别名: tert-butyl (2S)-2-[(3-acetamidophenoxy)methyl]pyrrolidine-1-carboxylate
• CAS: 174213-46-8
• 化学式: C₁₈H₂₆N₂O₄
• 分子量: 334.415
• InChiKey: WBBODBAEHUIMEX-HNNXBMFYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  67.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (S)-1-BOC-2-(3-(acetamido)phenoxymethyl)pyrrolidine 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 2(S)-(3-(acetamido)phenoxymethyl)pyrrolidine
  参考文献：
  名称：

  2-(Aryloxymethyl) azacyclic analogues as novel nicotinic acetylcholine receptor (nAChR) ligands

  摘要：

  A series of 2-(aryloxymethyl) azetidine and pyrrolidine nAChR ligands in which the 3-pyridyl moiety of a previously described series(1) was replaced by a substituted phenyl group was explored. Aromatic substitution afforded analogues with K-i values ranging from 3 Co >10,000 nM. Generally, substitution at the ortho- and para-position was unfavorable, whereas electron-withdrawing groups at the meta-position improved the Ki values. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0960-894x(96)00416-7
• 作为产物：
  描述：

  BOC-L-脯氨酸 在 硼烷 作用下， 生成 (S)-1-BOC-2-(3-(acetamido)phenoxymethyl)pyrrolidine
  参考文献：
  名称：

  2-(Aryloxymethyl) azacyclic analogues as novel nicotinic acetylcholine receptor (nAChR) ligands

  摘要：

  A series of 2-(aryloxymethyl) azetidine and pyrrolidine nAChR ligands in which the 3-pyridyl moiety of a previously described series(1) was replaced by a substituted phenyl group was explored. Aromatic substitution afforded analogues with K-i values ranging from 3 Co >10,000 nM. Generally, substitution at the ortho- and para-position was unfavorable, whereas electron-withdrawing groups at the meta-position improved the Ki values. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0960-894x(96)00416-7

文献信息

• 2-((nitro)phenoxymethyl) heterocyclic compounds that enhance cognitive
  申请人：Abbott Laboratories

  公开号：US05472958A1

  公开（公告）日：1995-12-05

  Selective and potent cholinergic ligands selective for neuronal nicotinic cholinergic channel receptors, which ligands have the formula: ##STR1## as well as pharmaceutically-acceptable salts or prodrugs thereof, which are useful in the treatment of dementias, attentional hyperactivity disorder, or substance abuse withdrawal characterized by decreased cholinergic function, one of which is also an analgesic agent, and one of which is an agent useful for treating anxiety associated with cognitive impairment.

  具有以下公式的选择性和有效的胆碱能配体，选择性作用于神经元烟碱性胆碱通道受体，以及其药学上可接受的盐或前药，用于治疗因胆碱能功能降低而表现出的痴呆症、注意力过度活动障碍或物质滥用戒断症状，其中一个还是镇痛剂，另一个是用于治疗与认知障碍相关的焦虑症的药物。
• US5472958A
  申请人：——

  公开号：US5472958A

  公开（公告）日：1995-12-05
• 2-(Aryloxymethyl) azacyclic analogues as novel nicotinic acetylcholine receptor (nAChR) ligands
  作者：Richard L. Elliott、Hana Kopecka、David E. Gunn、Nan-Horng Lin、David S. Garvey、Keith B. Ryther、Mark W. Holladay、David J. Anderson、Jeffrey E. Campbell、James P. Sullivan、Michael J. Buckley、Karen L. Gunther、Alyssa B. O'Neill、Michael W. Decker、Stephen P. Arnerić

  DOI：10.1016/0960-894x(96)00416-7

  日期：1996.10

  A series of 2-(aryloxymethyl) azetidine and pyrrolidine nAChR ligands in which the 3-pyridyl moiety of a previously described series(1) was replaced by a substituted phenyl group was explored. Aromatic substitution afforded analogues with K-i values ranging from 3 Co >10,000 nM. Generally, substitution at the ortho- and para-position was unfavorable, whereas electron-withdrawing groups at the meta-position improved the Ki values. Copyright (C) 1996 Elsevier Science Ltd