benzyl N-[1-(2-cyclobutyl-2-oxoethyl)-2-oxo-5-phenyl-3H-1,4-benzodiazepin-3-yl]carbamate | 152665-61-7

• 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-cyclobutyl-2-oxoethyl)-2-oxo-5-phenyl-3H-1,4-benzodiazepin-3-yl]carbamate
• CAS: 152665-61-7
• 化学式: C₂₉H₂₇N₃O₄
• 分子量: 481.551
• InChiKey: QYTWBGYJKQNNEX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  36
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.24
• 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-cyclobutyl-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-Cyclobutylcarbonylmethyl-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-环丁基-1-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-cyclobutyl-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

• 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
• Benzodiazepine derivatives useful as CCK-Receptor Antagonists
  申请人：Ferring BV

  公开号：EP1342719B1

  公开（公告）日：2011-04-13
• 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
• [EN] BENZODIAZEPIN DERIVATIVES USEFUL AS CCK-RECEPTOR ANTAGONISTS
  申请人：——

  公开号：WO1993016999A1

  公开（公告）日：1993-09-02

  [EN] A benzodiazepine derivative of formula (I), or a pharmaceutically acceptable salt thereof, wherein (a) R<1> is -CH2CHOH(CH2)aR<4> or a ketone group -CH2CO(CH2)aR<5> in which a is 0 or 1 and R<4> and R<5> are selected from alkyl and cycloalkyl groups and saturated heterocyclic groups optionally substituted at a hetero-atom; (b) R<2> and R<3> are independently selected from aromatic carbocyclic and heterocylic residues; and (c) W and X are selected independently from halogen and hydrogen atoms and alkyl and alkoxy groups. These compounds are gastrin and/or CCK-B receptor antagonists.
  [FR] L'invention concerne un dérivé de benzodiazépine de la formule (I) ou un sel pharmaceutiquement acceptable de celui-ci, dans laquelle: (a) R1 représente -CH2CHOH(CH2)aR4 ou un groupe cétone -CH2CO(CH2)aR5 dans lequel a est 0 ou 1 et R4 et R5 sont sélectionnés parmi des groupes alkyle et cycloalkyle, ainsi que parmi des groupes hétérocycliques saturés éventuellement substitués au niveau d'un hétéro-atome; (b) R2 et R3 sont indépendamment sélectionnés parmi des résidus carbocycliques et hétérocycliques aromatiques; et (c) W et X sont indépendamment sélectionnés parmi halogène et des atomes d'hydrogène, et parmi des groupes alkyle et alcoxy. Ces composés sont des antagonistes récepteurs de gastrine et/ou de CCK-B.