4-(1-三苯甲基-1H-咪唑-4-基)丁酸乙酯 | 887276-82-6

• 物质功能分类: 有机原料 - 羧酸类化合物及衍生物
• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 中文名称: 4-(1-三苯甲基-1H-咪唑-4-基)丁酸乙酯
• 英文名称: 4-(1-trityl-1H-imidazol-4-yl)butyric acid ethyl ester
• 英文别名: Ethyl 4-(1-trityl-1h-imidazol-4-yl)butanoate；ethyl 4-(1-tritylimidazol-4-yl)butanoate
• CAS: 887276-82-6
• 化学式: C₂₈H₂₈N₂O₂
• 分子量: 424.543
• InChiKey: ZCJWUALROCNBGI-UHFFFAOYSA-N

物化性质

• 沸点：
  561.5±38.0 °C(Predicted)
• 密度：
  1.08±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  32
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  44.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(1-三苯甲基-1H-咪唑-4-基)丁酸乙酯 在 lithium aluminium tetrahydride 、 草酰氯 、 二甲基亚砜 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 0.25h， 生成 4-[1-(Triphenylmethyl)imidazol-4-yl]butan-1-al
  参考文献：
  名称：

  A Chemical Switch for the Modulation of the Functional Activity of Higher Homologues of Histamine on the Human Histamine H₃ Receptor:  Effect of Various Substitutions at the Primary Amino Function

  摘要：

  In ail effort to establish the structural requirements for agonism, neutral antagonism, and inverse agonism at the human histamine H-3 receptor (H3R) we have prepared a series of higher homologues of histamine in which the terminal nitrogen of the side chain has been either mono- or disubstituted with several aliphatic, alicyclic, and aromatic moieties or incorporated in cyclic systems. The novel ligands have been pharmacologically investigated in vitro for their affinities on the human H3R and H4R subtypes by radioligand displacement experiments and for their intrinsic H3R activities via a CRE-mediated P-galactosidase reporter gene assay. Subtle changes of the substitution pattern at the side chain nitrogen alter enormously the pharmacological activity of the ligands, resulting in a series of compounds with a wide spectrum of pharmacological activities. Among the several neutral H3R antagonists identified within this series, compounds 2b and 2h display an H3R affinity in the low nanomolar concentration range (pK(i) values of 8.1 and 8.4, respectively). A very potent and selective H3R agonist (1l, pEC(50) 8.9, alpha = 0.94) and a very potent, though not highly selective, H3R inverse agonist (2k, pIC(50) = 8-9, alpha -0.97) have been identified as well.

  DOI：

  10.1021/jm0504353
• 作为产物：
  描述：

  5-羟基戊酸甲酯 在 草酰氯 、 氰化钠 、 氨 、 二甲基亚砜 、 三乙胺 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 52.5h， 生成 4-(1-三苯甲基-1H-咪唑-4-基)丁酸乙酯
  参考文献：
  名称：

  A Chemical Switch for the Modulation of the Functional Activity of Higher Homologues of Histamine on the Human Histamine H₃ Receptor:  Effect of Various Substitutions at the Primary Amino Function

  摘要：

  In ail effort to establish the structural requirements for agonism, neutral antagonism, and inverse agonism at the human histamine H-3 receptor (H3R) we have prepared a series of higher homologues of histamine in which the terminal nitrogen of the side chain has been either mono- or disubstituted with several aliphatic, alicyclic, and aromatic moieties or incorporated in cyclic systems. The novel ligands have been pharmacologically investigated in vitro for their affinities on the human H3R and H4R subtypes by radioligand displacement experiments and for their intrinsic H3R activities via a CRE-mediated P-galactosidase reporter gene assay. Subtle changes of the substitution pattern at the side chain nitrogen alter enormously the pharmacological activity of the ligands, resulting in a series of compounds with a wide spectrum of pharmacological activities. Among the several neutral H3R antagonists identified within this series, compounds 2b and 2h display an H3R affinity in the low nanomolar concentration range (pK(i) values of 8.1 and 8.4, respectively). A very potent and selective H3R agonist (1l, pEC(50) 8.9, alpha = 0.94) and a very potent, though not highly selective, H3R inverse agonist (2k, pIC(50) = 8-9, alpha -0.97) have been identified as well.

  DOI：

  10.1021/jm0504353

文献信息

• Imidazole derivatives as histamine receptor H3 (ANT) agonists
  申请人：Institut National de la Sante et de la Recherche Medical

  公开号：US06248765B1

  公开（公告）日：2001-06-19

  Novel imidazole derivatives as histamine receptor H3 antagonists and/or agonists, preparation thereof and therapeutical uses thereof. Chemical compounds for use as histamine receptor H3 agonists, partial agonists or antagonists, having general formula (Ia) or (Ib), the use thereof for making drugs, and methods for revealing the agonist, partial agonist or antagonist activity of such compounds in vivo, are disclosed.

  小说咪唑衍生物作为组胺受体H3的拮抗剂和/或激动剂，其制备方法和治疗用途。公开了用作组胺受体H3激动剂、部分激动剂或拮抗剂的化学化合物，其具有一般式（Ia）或（Ib），其用于制药，并公开了在体内揭示这些化合物的激动剂、部分激动剂或拮抗剂活性的方法。
• DERIVES D'IMIDAZOLE (ANT)AGONISTES DU RECEPTEUR H 3? DE L'HISTAMINE
  申请人：INSTITUT NATIONAL DE LA SANTE ET DE LA RECHERCHE MEDICALE (INSERM)

  公开号：EP0760811A1

  公开（公告）日：1997-03-12
• DERIVES D'IMIDAZOLE MODULATEURS DU RECEPTEUR H3 DE L'HISTAMINE
  申请人：INSTITUT NATIONAL DE LA SANTE ET DE LA RECHERCHE MEDICALE (INSERM)

  公开号：EP0760811B1

  公开（公告）日：2009-11-18
• US6248765B1
  申请人：——

  公开号：US6248765B1

  公开（公告）日：2001-06-19
• [EN] IMIDAZOLE DERIVATIVES AS HISTAMINE RECEPTOR H3 (ANT)AGONISTS<br/>[FR] DERIVES D'IMIDAZOLE (ANT)AGONISTES DU RECEPTEUR H3 DE L'HISTAMINE
  申请人：——

  公开号：WO1996029315A2

  公开（公告）日：1996-09-26

  [EN] Novel imidazole derivatives as histamine receptor H3 antagonists and/or agonists, preparation thereof and therapeutical uses thereof. Chemical compounds for use as histamine receptor H3 agonists, partial agonists or antagonists, having general formula (Ia) or (Ib), the use thereof for making drugs, and methods for revealing the agonist, partial agonist or antagonist activity of such compounds in vivo, are disclosed.
  [FR] Nouveaux dérivés de l'imidazole antagonistes et/ou agonistes du récepteur H3 de l'histamine, leur préparation et leurs applications thérapeutiques. Composés chimiques agonistes, agonistes partiels ou antagonistes des récepteurs H3 de l'histamine répondant à la formule générale (Ia) ou (Ib), leur utilisation pour la fabrication de médicaments et procédés de mise en évidence in vivo de l'effet agoniste, agoniste partiel ou antagoniste de tels composés.