4-(4-异丙基哌嗪-1-羰基)噻吩-2-甲醛 | 1056984-61-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 中文名称: 4-(4-异丙基哌嗪-1-羰基)噻吩-2-甲醛
• 英文名称: 4-(4-isopropylpiperazine-1-carbonyl)thiophene-2-carbaldehyde
• 英文别名: 4-(4-isopropyl-piperazine-1-carbonyl)-thiophene-2-carbaldehyde；4-(4-Propan-2-ylpiperazine-1-carbonyl)thiophene-2-carbaldehyde
• CAS: 1056984-61-2
• 化学式: C₁₃H₁₈N₂O₂S
• 分子量: 266.364
• InChiKey: XEHOOIVQMLMYMV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  18
• 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：
  68.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  哌啶 、 4-(4-异丙基哌嗪-1-羰基)噻吩-2-甲醛 在 三乙酰氧基硼氢化钠 、 溶剂黄146 作用下， 以 二氯甲烷 为溶剂， 以58%的产率得到(4-isopropylpiperazin-1-yl)-(5-(piperidin-1-yl)methylthiophen-3-yl)methanone
  参考文献：
  名称：

  Heterocyclic replacement of the central phenyl core of diamine-based histamine H3 receptor antagonists

  摘要：

  A series of small molecules consisting of a heterocyclic core flanked by two basic functionalities were synthesized and screened for in vitro affinity at the human histamine H-3 receptor (hH(3)R). Nine of the twenty-eight compounds tested were found to possess a hH(3)R K-i of less than 5 nM and consisted of a diverse range of central hetero-aromatic linkers (pyridine, pyrazine, oxazole, isoxazole, thiazole, furan, thiophene, and pyrrole). One member of this series, (4-isopropyl-piperazin-1-yl)-(6-piperidin-1-ylmethyl-pyridin-3-yl)-methanone (37), was found to be a high affinity, selective antagonist that crosses the blood-brain barrier and occupies H-3 receptors after oral administration in the rat. (C) 2009 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2009.06.007
• 作为产物：
  描述：

  1-异丙基哌嗪 、 5-Formylthiophene-3-carbonyl chloride 以 二氯甲烷 为溶剂， 生成 4-(4-异丙基哌嗪-1-羰基)噻吩-2-甲醛
  参考文献：
  名称：

  Heterocyclic replacement of the central phenyl core of diamine-based histamine H3 receptor antagonists

  摘要：

  A series of small molecules consisting of a heterocyclic core flanked by two basic functionalities were synthesized and screened for in vitro affinity at the human histamine H-3 receptor (hH(3)R). Nine of the twenty-eight compounds tested were found to possess a hH(3)R K-i of less than 5 nM and consisted of a diverse range of central hetero-aromatic linkers (pyridine, pyrazine, oxazole, isoxazole, thiazole, furan, thiophene, and pyrrole). One member of this series, (4-isopropyl-piperazin-1-yl)-(6-piperidin-1-ylmethyl-pyridin-3-yl)-methanone (37), was found to be a high affinity, selective antagonist that crosses the blood-brain barrier and occupies H-3 receptors after oral administration in the rat. (C) 2009 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2009.06.007

文献信息

• Non-imidazole heterocyclic compounds
  申请人：Carruthers I. Nicholas

  公开号：US20050222129A1

  公开（公告）日：2005-10-06

  Certain non-imidazole heterocyclic compounds are histamine H 3 modulators useful in the treatment of histamine H 3 receptor mediated diseases.

  某些非咪唑杂环化合物是组胺H3调节剂，可用于治疗组胺H3受体介导的疾病。
• NON-IMIDAZOLE HETEROCYCLIC COMPOUNDS
  申请人：Carruthers Nicholas I.

  公开号：US20080317671A1

  公开（公告）日：2008-12-25

  Certain non-imidazole heterocyclic compounds are histamine H 3 modulators useful in the treatment of histamine H 3 receptor mediated diseases.

  某些非咪唑杂环化合物是组胺H3调节剂，可用于治疗组胺H3受体介导的疾病。
• NON-IMIDAZOLE HETEROCYCLIC COMPOUNDS AS HISTAMINE H3 RECEPTOR MODULATORS
  申请人：JANSSEN PHARMACEUTICA N.V.

  公开号：EP1771432A2

  公开（公告）日：2007-04-11
• US7429659B2
  申请人：——

  公开号：US7429659B2

  公开（公告）日：2008-09-30
• [EN] NON-IMIDAZOLE HETEROCYCLIC COMPOUNDS<br/>[FR] COMPOSES HETEROCYCLIQUES EXEMPTS D'IMIDAZOLE
  申请人：JANSSEN PHARMACEUTICA NV

  公开号：WO2005096734A2

  公开（公告）日：2005-10-20

  Certain non-imidazole heterocyclic compounds are histamine H3 modulators useful in the treatment of histamine H3 receptor mediated diseases.