[5-cyclohexyl-1-(2-cyclopentyl-2-oxo-ethyl)-2-oxo-1,2-dihydro-benzo[e][1,2,4]triazepin-3-yl]-acetic acid ethyl ester | 929710-14-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: [5-cyclohexyl-1-(2-cyclopentyl-2-oxo-ethyl)-2-oxo-1,2-dihydro-benzo[e][1,2,4]triazepin-3-yl]-acetic acid ethyl ester
• 英文别名: ethyl 2-[5-cyclohexyl-1-(2-cyclopentyl-2-oxoethyl)-2-oxo-1,3,4-benzotriazepin-3-yl]acetate
• CAS: 929710-14-5
• 化学式: C₂₅H₃₃N₃O₄
• 分子量: 439.555
• InChiKey: DQCSJTXFUFRDLS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  32
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  79.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  [5-cyclohexyl-1-(2-cyclopentyl-2-oxo-ethyl)-2-oxo-1,2-dihydro-benzo[e][1,2,4]triazepin-3-yl]-acetic acid ethyl ester 在 sodium hydroxide 、 水 、 盐酸 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 生成 (5-cyclohexyl-1-(2-cyclopentyl-2-oxo-ethyl)-2-oxo-1,2-dihydro-3H-1,3,4-benzotriazepin-3-yl)-acetic acid
  参考文献：
  名称：

  PROCESS FOR THE PREPARATION OF BENZOTRIAZEPINE DERIVATIVES

  摘要：

  本发明涉及一种新型制备苯并[e][1,2,4]三唑啶-2-酮衍生物的方法，该方法在胃泌素和胆囊收缩素受体配体的制备中具有用途。

  公开号：

  US20070066819A1
• 作为产物：
  描述：

  (2-aminophenyl)cyclohexylmethanone 在 吡啶 、 sodium hydride 、 三乙胺 作用下， 以 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 75.5h， 生成 [5-cyclohexyl-1-(2-cyclopentyl-2-oxo-ethyl)-2-oxo-1,2-dihydro-benzo[e][1,2,4]triazepin-3-yl]-acetic acid ethyl ester
  参考文献：
  名称：

  Optimization of 1,3,4-Benzotriazepine-Based CCK₂ Antagonists to Obtain Potent, Orally Active Inhibitors of Gastrin-Mediated Gastric Acid Secretion

  摘要：

  Starting from a novel, achiral 1,3,4-benzotriazepine-based CCK2 receptor antagonist, a process of optimization has afforded further compounds of this type that maintain the nanomolar affinity for recombinant, human CCK2 receptors and high selectivity over CCK1 receptors observed in the initial lead but display more potent inhibition of pentagastrin-stimulated gastric acid secretion in vivo. Moreover, this has largely been achieved without altering their potency at wild-type canine and rat receptors, as judged by their displacement of [I-125]-BH-CCK-8S in a radioligand binding assay and by their activity in an isolated, perfused rat stomach bioassay, respectively. 2-(5-Cyclohexyl-1-(2-cyclopentyl-2-oxo-ethyl)-2-oxo-1,2-dihydro-3H-1,3,4-benzotriazepin-3-yl)-N-(3-(5-oxo-2,5-dihydro- [1,2,4]oxadiazol-3-yl)-phenyl)-acetamide (47) was identified as the most effective compound stemming from this approach, proving to be a potent inhibitor of pentagastrin-stimulated gastric acid secretion in rats and dogs by intravenous bolus as well as by enteral administration.

  DOI：

  10.1021/jm070139l

文献信息

• Process for the preparation of benzotriazepine derivatives
  申请人：JanssenPharmaceutica, NV

  公开号：US07582753B2

  公开（公告）日：2009-09-01

  The present invention is directed to a novel process for the preparation of benzo[e][1,2,4]triazepin-2-one derivatives, useful in the preparation of gastrin and cholecystokinin receptor ligands.

  本发明涉及一种新型制备benzo[e][1,2,4]三氮杂环己烷-2-酮衍生物的方法，该方法可用于制备胃泌素和胆囊收缩素受体配体。
• PROCESS FOR THE PREPARATION OF BENZO[E][1,2,4]TRIAZEPIN-2-ONE DERIVATIVES
  申请人：Janssen Pharmaceutica, N.V.

  公开号：EP1948624A2

  公开（公告）日：2008-07-30
• BINDER FOR MINERAL FIBRES
  申请人：Rockwool International A/S

  公开号：EP2051950A1

  公开（公告）日：2009-04-29
• US7582753B2
  申请人：——

  公开号：US7582753B2

  公开（公告）日：2009-09-01
• [EN] PROCESS FOR THE PREPARATION OF BENZOTRIAZEPINE DERIVATIVES<br/>[FR] PROCEDE DE PREPARATION DES DERIVES DE BENZOTRIAZEPINE
  申请人：JANSSEN PHARMACEUTICA NV

  公开号：WO2007035430A2

  公开（公告）日：2007-03-29

  [EN] The present invention is directed to a novel process for the preparation of benzo[e][1,2,4]triazepin-2-one derivatives, useful in the preparation of gastrin and cholecystokinin receptor ligands.
  [FR] La présente invention porte sur un nouveau procédé de préparation de dérivés de benzo[e][1,2,4]triazepin-2-one utiles dans la préparation de la gastrine et de ligands du récepteur de la cholécystokinine.