氨甲酸,[2,3-二氢-5-(1-甲基-1H-咪唑-2-基)-2-羰基-1H-1,4-苯并二氮卓-3-基]-,苯基甲基酯 | 168161-74-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯二氮卓类
• 中文名称: 氨甲酸,[2,3-二氢-5-(1-甲基-1H-咪唑-2-基)-2-羰基-1H-1,4-苯并二氮卓-3-基]-,苯基甲基酯
• 英文名称: benzyl N-[5-(1-methylimidazol-2-yl)-2-oxo-1,3-dihydro-1,4-benzodiazepin-3-yl]carbamate
• CAS: 168161-74-8
• 化学式: C₂₁H₁₉N₅O₃
• 分子量: 389.414
• InChiKey: ZIMROYSXFBZBLL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  97.6
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  氨甲酸,[2,3-二氢-5-(1-甲基-1H-咪唑-2-基)-2-羰基-1H-1,4-苯并二氮卓-3-基]-,苯基甲基酯 在 palladium on activated charcoal 氢气 、 sodium hydride 作用下， 生成 3-Amino-1-(3,3-dimethyl-2-oxo-butyl)-5-(1-methyl-1H-imidazol-2-yl)-1,3-dihydro-benzo[e][1,4]diazepin-2-one
  参考文献：
  名称：

  Synthesis and biological activity of 5-heteroaryl benzodiazepines: analogues of YM022

  摘要：

  A novel series of analogues of the potent gastrin/CCK-B receptor antagonist YM022 have been prepared which incorporate 5- and 6-membered heteroaromatic rings in the benzodiazepine 5-position. The 5-(2-pyridyl) derivatives in particular retained good in vitro and in vivo potency and one such compound 9i was shown to inhibit acid secretion after oral dosing in dogs. improved bioavailability for 9i over the 5-phenyl analogue, 9h was demonstrated in rats.

  DOI：

  10.1016/0960-894x(95)00557-a
• 作为产物：
  描述：

  2-(1H-苯并[d][1,2,3]噻唑-1-基)-2-(((苄氧基)羰基)氨基)乙酸 在 氨 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 作用下， 以 甲醇 为溶剂， 生成 氨甲酸,[2,3-二氢-5-(1-甲基-1H-咪唑-2-基)-2-羰基-1H-1,4-苯并二氮卓-3-基]-,苯基甲基酯
  参考文献：
  名称：

  Synthesis and biological activity of 5-heteroaryl benzodiazepines: analogues of YM022

  摘要：

  A novel series of analogues of the potent gastrin/CCK-B receptor antagonist YM022 have been prepared which incorporate 5- and 6-membered heteroaromatic rings in the benzodiazepine 5-position. The 5-(2-pyridyl) derivatives in particular retained good in vitro and in vivo potency and one such compound 9i was shown to inhibit acid secretion after oral dosing in dogs. improved bioavailability for 9i over the 5-phenyl analogue, 9h was demonstrated in rats.

  DOI：

  10.1016/0960-894x(95)00557-a

文献信息

• [EN] BENZODIAZEPINE DERIVATIVES, COMPOSITIONS CONTAINING THEM AND THEIR USE IN THERAPY
  申请人：MERCK SHARP & DOHME LIMITED

  公开号：WO1993002078A1

  公开（公告）日：1993-02-04

  (EN) Compounds of formula (I), and salts and prodrugs thereof, wherein one of W, X, Y or Z is N, another of W, X, Y or Z is N, O or S atom or NR8, and the other two of W, X, Y and Z are N or CR8, and the dotted circle represents two double bonds; R1 represents optionally substituted C1-6 alkyl, or C3-7 cycloalkyl; R2 represents optionally substituted C1-6 alkyl, halo, CONR6R7, SO(C1-6alkyl), SO2(C1-4alkyl), CONHSO2R9, SO2NHCOR9, SONHR10, cyano, or B(OH)2; R3 represents H, C1-6 alkyl or halo; m is 0, 1 or 2; n is 0, 1, 2 or 3; are CCK and/or gastrin antagonists. They and compositions thereof are therefore useful in therapy.(FR) Composés répondant à la formule (I), leurs sels et leurs promédicaments, dans laquelle, l'un parmi W, X, Y ou Z représente N, un autre parmi W, X, Y ou Z représente un atome de N, O ou S ou NR8, et les deux restants parmi W, X, Y et Z représentent N ou CR8, et le cercle en pointillés représente deux liaisons doubles; R' représente alkyle C1-6 éventuellement substitué, ou cycloalkyle C3-7; R2 représente alkyle C1-6 éventuellement substitué, halo, CONR6R7, SO (alkyle C1-6), SO2 (alkyle C1-4), CONHSO2R9, SO2NHCOR9, SONHR10, cyano ou B(OH)2; R3 représente H, alkyle C1-6 ou halo; m vaut 0, 1 ou 2; n vaut 0, 1, 2 ou 3; ces composés servant d'antagonistes de CCK et/ou de gastrine. De ce fait, lesdits composés, ainsi que les compositions qui les contiennent, sont utilisés en thérapeutique.