benzyl N-[1-[2-(1-methylcyclopentyl)-2-oxoethyl]-2-oxo-5-phenyl-3H-1,4-benzodiazepin-3-yl]carbamate | 155412-46-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯二氮卓类
• 英文名称: benzyl N-[1-[2-(1-methylcyclopentyl)-2-oxoethyl]-2-oxo-5-phenyl-3H-1,4-benzodiazepin-3-yl]carbamate
• CAS: 155412-46-7
• 化学式: C₃₁H₃₁N₃O₄
• 分子量: 509.605
• InChiKey: KOCHXYBUOLIKGT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  38
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  88.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  benzyl N-[1-[2-(1-methylcyclopentyl)-2-oxoethyl]-2-oxo-5-phenyl-3H-1,4-benzodiazepin-3-yl]carbamate 在 palladium on activated charcoal 氢气 作用下， 生成 N-((3RS)-1-((1-methylcyclopentyl)carbonylmethyl)-2,3-dihydro-2-oxo-5-phenyl-1H-1,4-benzodiazepin-3-yl)-N'-(3-methylphenyl)urea
  参考文献：
  名称：

  Synthesis and biological activity of 1-alkylcarbonylmethyl analogues of YM022

  摘要：

  A novel series of 1-alkylcarbonylmethyl analogues of the potent gastrin/CCK-B receptor antagonist YM022 have been prepared. A number of analogues retained good affinity for the gastrin/CCK-B receptor and one compound (6d) showed improved binding and enhanced selectivity for this receptor over CCK-A. A second compound (6j) gave improved in vivo inhibition of gastric acid secretion in rats. Both analogues were shown to have significantly better activity in the same model following i.d. dosing than either YM022 or L-365,260.

  DOI：

  10.1016/0960-894x(95)00556-9
• 作为产物：
  描述：

  2-溴-1-(1-甲基环戊基)乙酮 、 苄基(2-氧代-5-苯基-2,3-二氢-1H-苯并[E][1,4]二氮杂-3-基)氨基甲酸叔丁酯 在 sodium hydride 作用下， 生成 benzyl N-[1-[2-(1-methylcyclopentyl)-2-oxoethyl]-2-oxo-5-phenyl-3H-1,4-benzodiazepin-3-yl]carbamate
  参考文献：
  名称：

  Synthesis and biological activity of 1-alkylcarbonylmethyl analogues of YM022

  摘要：

  A novel series of 1-alkylcarbonylmethyl analogues of the potent gastrin/CCK-B receptor antagonist YM022 have been prepared. A number of analogues retained good affinity for the gastrin/CCK-B receptor and one compound (6d) showed improved binding and enhanced selectivity for this receptor over CCK-A. A second compound (6j) gave improved in vivo inhibition of gastric acid secretion in rats. Both analogues were shown to have significantly better activity in the same model following i.d. dosing than either YM022 or L-365,260.

  DOI：

  10.1016/0960-894x(95)00556-9

文献信息

• Benzodiazepine derivatives useful as CCK-Receptor Antagonists
  申请人：YAMANOUCHI PHARMACEUTICAL CO., LTD.

  公开号：EP1342719A1

  公开（公告）日：2003-09-10

  A benzodiazepine derivative of formula I, or a pharmaceutically acceptable salt thereof: wherein (a) R1 is -CH2CHOH(CH2)aR4 or a ketone group -CH2CO(CH2)aR5 in which a is 0 or 1 and R4 and R5 are selected from alkyl groups of up to 8 carbon atoms; (b) R2 and R3 are independently selected from optionally substituted monocyclic aromatic carbocylic and heterocyclic residues of 5 or 6 ring atoms of which one, two or three may be heteroatoms, the optional substituents being selected from halogen atoms and hydroxy, amino, nitro, carboxylic acid, carboxamido and cyano groups and alkyl, alkoxy, alkylamino and dialkylamino groups in which the or each alkyl group is of up to 8 carbon atoms; and (c) W and X are selected independently from halogen and hydrogen atoms and C1-C8 alkyl and C1-C8 alkoxy groups. These compounds are gastrin and/or CCK-B receptor antagonists.

  式 I 的苯并二氮杂卓衍生物或其药学上可接受的盐： 其中 (a) R1 是-CH2CHOH(CH2)aR4 或酮基 -CH2CO(CH2)aR5，其中 a 是 0 或 1，R4 和 R5 选自碳原子数不超过 8 的烷基； (b) R2 和 R3 独立地选自具有 5 或 6 个环原子的任选取代的单环芳香族羰基和杂环残基， 其中 1、2 或 3 个环原子可以是杂原子，任选取代基选自卤素原子和羟基、氨基、硝基、 羧酸基、羧酰胺基和氰基以及烷基、烷氧基、烷基氨基和二烷基氨基，其中烷基 或每个烷基最多为 8 个碳原子；以及 (c) W 和 X 分别选自卤素、氢原子、C1-C8 烷基和 C1-C8 烷氧基。 这些化合物是胃泌素和/或 CCK-B 受体拮抗剂。
• BENZODIAZEPIN DERIVATIVES USEFUL AS CCK-RECEPTOR ANTAGONISTS
  申请人：YAMANOUCHI PHARMACEUTICAL CO., LTD.

  公开号：EP0628033B1

  公开（公告）日：2003-07-23
• US5688943A
  申请人：——

  公开号：US5688943A

  公开（公告）日：1997-11-18
• US5962451A
  申请人：——

  公开号：US5962451A

  公开（公告）日：1999-10-05
• Synthesis and biological activity of 1-alkylcarbonylmethyl analogues of YM022
  作者：Graeme Semple、Hamish Ryder、David A. Kendrick、Michael Szelke、Mitsuaki Ohta、Masato Satoh、Akito Nishida、Shinobu Akuzawa、Keiji Miyata

  DOI：10.1016/0960-894x(95)00556-9

  日期：1996.1

  A novel series of 1-alkylcarbonylmethyl analogues of the potent gastrin/CCK-B receptor antagonist YM022 have been prepared. A number of analogues retained good affinity for the gastrin/CCK-B receptor and one compound (6d) showed improved binding and enhanced selectivity for this receptor over CCK-A. A second compound (6j) gave improved in vivo inhibition of gastric acid secretion in rats. Both analogues were shown to have significantly better activity in the same model following i.d. dosing than either YM022 or L-365,260.