1-[3-(4-methoxyphenyl)-4-oxo-1H-indeno[1,2-c]pyrazol-5-yl]-3-(pyridine-3-carbonylamino)urea

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-[3-(4-methoxyphenyl)-4-oxo-1H-indeno[1,2-c]pyrazol-5-yl]-3-(pyridine-3-carbonylamino)urea
• 化学式: C₂₄H₁₈N₆O₄
• 分子量: 454.445
• InChiKey: QMHDSFMOYAUERE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.16
• 重原子数：
  34.0
• 可旋转键数：
  4.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  138.1
• 氢给体数：
  4.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  5-氨基-3-(4-甲氧基苯基)-茚并[1,2-c]吡唑-4(2H)-酮 在 盐酸 、 potassium carbonate 、 三乙胺 作用下， 以 1,4-二氧六环 、 乙醇 、 氯仿 、 二甲基亚砜 、 丙酮 为溶剂， 反应 0.5h， 生成 1-[3-(4-methoxyphenyl)-4-oxo-1H-indeno[1,2-c]pyrazol-5-yl]-3-(pyridine-3-carbonylamino)urea
  参考文献：
  名称：

  Parallel synthesis of acylsemicarbazide libraries: preparation of potent cyclin dependent kinase (cdk) inhibitors

  摘要：

  Potent cyclin dependent kinase inhibitors were prepared using parallel synthesis methodology. Treating advanced intermediate 2 with a variety of hydrazides in DMSO at 80degreesC for 30 min gave the desired acylsemicarbazides in good to excellent yield. Several compounds were active against cdk4/D1 and cdk2/E in the low nanomolar range. The SAR indicates a wide variety of substituents are tolerated at the acylsemicarbazide moiety. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.09.023

文献信息

• Acylsemicarbazides as cyclin dependent kinase inhibitors useful as anti-cancer and anti-proliferative agents
  申请人：Bristol-Myers Squibb Pharma Company

  公开号：US20040048844A1

  公开（公告）日：2004-03-11

  The present invention relates to the synthesis of a new class of indeno[1,2-c]pyrazol-4-ones of formula (I): 1 that are potent inhibitors of the class of enzymes known as cyclin dependent kinases, which relate to the catalytic subunits cdk1-7 and their regulatory subunits know as cyclins A-G. This invention also provides a novel method of treating cancer or other proliferative diseases by administering a therapeutically effective amount of one of these compounds or a pharmaceutically acceptable salt form thereof. Alternatively, one can treat cancer or other proliferative diseases by administering a therapeutically effective combination of one of the compounds of the present invention and one or more other known anti-cancer or anti-proliferative agents.

  本发明涉及合成一类新的indeno[1,2-c]pyrazol-4-ones化合物，其化学式为(I):1，它们是强效的cyclin dependent kinases酶抑制剂，这些酶与催化亚单位cdk1-7及其调节亚单位cyclin A-G有关。本发明还提供了一种新的治疗癌症或其他增生性疾病的方法，即通过给患者服用这些化合物或其药学上可接受的盐形式的治疗有效剂量来治疗。另外，可以通过给患者同时服用本发明化合物和一种或多种其他已知的抗癌或抗增生剂来治疗癌症或其他增生性疾病。
• US6291504B1
  申请人：——

  公开号：US6291504B1

  公开（公告）日：2001-09-18
• US6593356B2
  申请人：——

  公开号：US6593356B2

  公开（公告）日：2003-07-15
• US7250435B2
  申请人：——

  公开号：US7250435B2

  公开（公告）日：2007-07-31
• Parallel synthesis of acylsemicarbazide libraries: preparation of potent cyclin dependent kinase (cdk) inhibitors
  作者：David A. Nugiel、Anup Vidwans、Carolyn D. Dzierba

  DOI：10.1016/j.bmcl.2004.09.023

  日期：2004.11

  Potent cyclin dependent kinase inhibitors were prepared using parallel synthesis methodology. Treating advanced intermediate 2 with a variety of hydrazides in DMSO at 80degreesC for 30 min gave the desired acylsemicarbazides in good to excellent yield. Several compounds were active against cdk4/D1 and cdk2/E in the low nanomolar range. The SAR indicates a wide variety of substituents are tolerated at the acylsemicarbazide moiety. (C) 2004 Elsevier Ltd. All rights reserved.