N-(2-pyridinylmethyl)-N'-[2-(S)-pyrollidinylmethyl]-N'-(5,6,7,8-tetrahydro-8-quinolinyl)-1,4-benzenedimethanamine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: N-(2-pyridinylmethyl)-N'-[2-(S)-pyrollidinylmethyl]-N'-(5,6,7,8-tetrahydro-8-quinolinyl)-1,4-benzenedimethanamine
• 英文别名: N-[[4-[(pyridin-2-ylmethylamino)methyl]phenyl]methyl]-N-[[(2S)-pyrrolidin-2-yl]methyl]-5,6,7,8-tetrahydroquinolin-8-amine
• 化学式: C₂₈H₃₅N₅
• 分子量: 441.6
• InChiKey: IKZCJMKAYGBAGH-QBHOUYDASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  33
• 可旋转键数：
  9
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  53.1
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (S)-N-Boc-吡咯烷-2-甲醛 N-(叔丁氧羰基)-L-脯氨醛 、 N-(tert-butoxycarbonyl)-N-(2-pyridinylmethyl)-N'-(5,6,7,8-tetrahydro-8-quinolinyl)-1,4-benzenedimethanamine 、 氰基硼氢化钠 在 crude intermediate 、 silica gel 、 甲醇 、 二氯甲烷 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以in yields of 80 mg (16%) and 64 mg (13%) respectively的产率得到N-(2-pyridinylmethyl)-N'-[2-(S)-pyrollidinylmethyl]-N'-(5,6,7,8-tetrahydro-8-quinolinyl)-1,4-benzenedimethanamine
  参考文献：
  名称：

  CHEMOKINE RECEPTOR BINDING HETEROCYCLIC COMPOUNDS

  摘要：

  本发明涉及一种能够结合趋化因子受体并抑制其天然配体结合的杂环化合物。这些化合物对HIV感染具有保护作用，并具有CXCR4受体拮抗剂的特征作用。

  公开号：

  US20100105915A1

文献信息

• Methods to mobilize progenitor/stem cells
  申请人：Genzyme Global S.à.r.l.

  公开号：EP2371361A1

  公开（公告）日：2011-10-05

  Methods to elevate progenitor and stem cell counts in animal subjects using compounds which bind to the chemokine receptor CXCR4 are disclosed. Preferred embodiments of such compounds are of the formula Z-linker-Z' (1) or pharmaceutically acceptable salt thereofwherein Z is a cyclic polyamine containing 9-32 ring members of which 3-8 are nitrogen atoms, said nitrogen atoms separated from each other by at least 2 carbon atoms, and wherein said heterocycle may optionally contain additional heteroatoms besides nitrogen and/or may be fused to an additional ring system; or Z is of formula (a), wherein A comprises a monocyclic or bicyclic fused ring system containing at least one N and B is H or an organic moiety of 1-20 atoms, Z' may be embodied in a form as defined by Z above, or alternatively may be of the formula -N(R)-(CR2)n-X wherein each R is independently H or straight, branched or cyclic alkyl (1-6C), n is 1 or 2, and X is an aromatic ring, including heteroaromatic rings, or is a mercaptan; "linker" represents a bond, alkylene (1-6C) or may comprise aryl, fused aryl, oxygen atoms contained in an alkylene chain, or may contain keto groups or nitrogen or sulphur atoms.

  本研究公开了使用与趋化因子受体 CXCR4 结合的化合物提高动物体内祖细胞和干细胞数量的方法。此类化合物的优选实施方案为式 Z-linker-Z' (1) 或其药学上可接受的盐，其中 Z 是环状多胺，包含 9-32 个环成员，其中 3-8 个为氮原子，所述氮原子之间至少相隔 2 个碳原子，所述杂环除氮原子外还可选择包含其他杂原子和/或可与其他环系统融合；或 Z 为式(a)，其中 A 包含单环或双环融合环系统，至少含有一个 N，B 为 H 或 1-20 个原子的有机分子，Z'可以如上文 Z 所定义的形式体现，或者可以为式-N(R)-(CR2)n-X，其中每个 R 独立地为 H 或直链、支链或环状烷基（1-6C），n 为 1 或 2，X 为芳香环，包括杂芳香环，或者为硫醇；"连接剂 "代表键、亚烷基（1-6C），或可包括芳基、融合芳基、亚烷基链中包含的氧原子，或可包含酮基或氮或硫原子。
• METHODS TO MOBILIZE PROGENITOR/STEM CELLS
  申请人：Genzyme Global S.à.r.l.

  公开号：EP3632425A1

  公开（公告）日：2020-04-08

  Methods to elevate progenitor and stem cell counts in animal subjects using compounds which bind to the chemokine receptor CXCR4 are disclosed. Preferred embodiments of such compounds are of the formula Z-linker-Z' (1) or pharmaceutically acceptable salt thereof wherein Z is a cyclic polyamine containing 9-32 ring members of which 3-8 are nitrogen atoms, said nitrogen atoms separated from each other by at least 2 carbon atoms, and wherein said heterocycle may optionally contain additional heteroatoms besides nitrogen and/or may be fused to an additional ring system; or Z is of formula (a), wherein A comprises a monocyclic or bicyclic fused ring system containing at least one N and B is H or an organic moiety of 1-20 atoms, Z' may be embodied in a form as defined by Z above, or alternatively may be of the formula -N(R)-(CR2)n-X wherein each R is independently H or straight, branched or cyclic alkyl (1-6C), n is 1 or 2, and X is an aromatic ring, including heteroaromatic rings, or is a mercaptan; "linker" represents a bond, alkylene (1-6C) or may comprise aryl, fused aryl, oxygen atoms contained in an alkylene chain, or may contain keto groups or nitrogen or sulphur atoms.

  本研究公开了使用与趋化因子受体 CXCR4 结合的化合物提高动物体内祖细胞和干细胞数量的方法。此类化合物的优选实施方案为式 Z-linker-Z' (1) 或其药学上可接受的盐，其中 Z 是环状多胺，包含 9-32 个环成员，其中 3-8 个为氮原子，所述氮原子之间至少相隔 2 个碳原子，所述杂环除氮原子外还可选择包含其他杂原子和/或可与其他环系统融合；或 Z 为式(a)，其中 A 包含单环或双环融合环系统，至少含有一个 N，B 为 H 或 1-20 个原子的有机分子，Z'可以如上文 Z 所定义的形式体现，或者可以为式-N(R)-(CR2)n-X，其中每个 R 独立地为 H 或直链、支链或环状烷基（1-6C），n 为 1 或 2，X 为芳香环，包括杂芳香环，或者为硫醇；"连接剂 "代表键、亚烷基（1-6C），或可包括芳基、融合芳基、亚烷基链中包含的氧原子，或可包含酮基或氮或硫原子。
• CHEMOKINE RECPETOR BINDING HETEROCYCLIC COMPOUNDS
  申请人：ANORMED INC.

  公开号：EP1163238B1

  公开（公告）日：2006-05-31
• CHEMOKINE RECEPTOR BINDING HETEROCYCLIC COMPOUNDS
  申请人：BRIDGER Gary J.

  公开号：US20100105915A1

  公开（公告）日：2010-04-29

  Heterocyclic compounds that bind chemokine receptors and inhibit the binding of their natural ligands are disclosed. The invention compounds are protective against infection by HIV and exert effects characteristic of antagonists to the CXCR4 receptor.

  本发明涉及一种能够结合趋化因子受体并抑制其天然配体结合的杂环化合物。这些化合物对HIV感染具有保护作用，并具有CXCR4受体拮抗剂的特征作用。