1-isopropyl-2-methoxymethyl-5-acetylimidazole | 600638-60-6

• 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-isopropyl-2-methoxymethyl-5-acetylimidazole
• 英文别名: 1-[2-(methoxymethyl)-3-propan-2-ylimidazol-4-yl]ethanone
• CAS: 600638-60-6
• 化学式: C₁₀H₁₆N₂O₂
• 分子量: 196.249
• InChiKey: QBBLHDBTLLCPLT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  44.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-isopropyl-2-methoxymethyl-5-acetylimidazole 在 氮气 、 乙醚 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 18.0h， 以to yield the title compound as a brown solid (2.25 g, 53%)的产率得到5-(3-dimethylaminoprop-2-en-1-oyl)-1-isopropyl-2-methoxymethylimidazole
  参考文献：
  名称：

  4-imidazolyl substituted pyrimidine derivatives with CDK inhibitory activity

  摘要：

  化合物的公式（I）：其中R1，R2，R3，R4，R5和p的定义如文中所述，并描述了药学上可接受的盐和体内可水解酯。还描述了它们的制备过程以及它们作为药物的用途，特别是用于在温血动物（例如人）中产生细胞周期抑制（抗细胞增殖）效应的药物。

  公开号：

  US07442697B2
• 作为产物：
  描述：

  在 sodium hydroxide 作用下， 以 1,4-二氧六环 为溶剂， 生成 1-isopropyl-2-methoxymethyl-5-acetylimidazole
  参考文献：
  名称：

  Imidazole pyrimidine amides as potent, orally bioavailable cyclin-dependent kinase inhibitors

  摘要：

  The development of a novel series of imidazole pyrimidine amides as cyclin-dependent kinase (CDK) inhibitors is described. The series was found to have much improved CDK2 inhibition and potent in vitro anti-proliferative effects against cancer cell lines. Control of overall lipophilicity was important to achieve good in vitro potency along with acceptable physiochemical properties and margins against inhibition of both CYP isoforms and the hERG potassium ion channel. A compound with an attractive overall balance of properties was pro. led in vivo and possessed suitable physiochemical and pharmacokinetic profiles for oral dosing. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.10.075

文献信息

• [EN] 4- IMIDAZOLYL SUBSTUITED PYRIMIDINE DERIVATIVES WITH CDK INHIBITIORY ACTIVITY<br/>[FR] DERIVES DE LA PYRIMIDINE SUBSTITUEE PAR 4-IMIDAZOLYLE PRESENTANT UNE ACTIVITE D'INHIBITION DE CDK
  申请人：ASTRAZENECA AB

  公开号：WO2003076434A1

  公开（公告）日：2003-09-18

  Compounds of the formula (I): wherein R1, R2, R3, R4, R5 and p are as defined within and a pharmaceutically acceptable salts and in vivo hydrolysable esters are described. Also described are processes for their preparation and their use as medicaments, particularly medicaments for producing a cell cycle inhibitory (anti-cell-proliferation) effect in a warm-blooded animal, such as man.

  公式（I）的化合物：其中R1、R2、R3、R4、R5和p的定义如内所述，并描述了一种药学上可接受的盐和体内可水解酯。还描述了它们的制备过程以及它们作为药物的用途，特别是用于在温血动物（如人）中产生细胞周期抑制（抗细胞增殖）效应的药物。
• 4-Imidazolyl substituted pyrimidine derivatives with cdk inhibitory activity
  申请人：Newcombe John Nicholas

  公开号：US20060074096A1

  公开（公告）日：2006-04-06

  Compounds of the formula (I): wherein R 1 , R 2 , R 3 , R 4 , R 5 and p are as defined within and a pharmaceutically acceptable salts and in vivo hydrolysable esters are described. Also described are processes for their preparation and their use as medicaments, particularly medicaments for producing a cell cycle inhibitory (anti-cell-proliferation) effect in a warm-blooded animal, such as man.

  本文描述了式(I)的化合物，其中R1、R2、R3、R4、R5和p的定义如文中所述，并描述了其药学上可接受的盐和体内可水解的酯。还描述了它们的制备过程以及它们作为药物的用途，特别是作为产生细胞周期抑制（抗细胞增殖）效应的药物，用于温血动物，如人类。
• US7442697B2
  申请人：——

  公开号：US7442697B2

  公开（公告）日：2008-10-28
• Imidazole pyrimidine amides as potent, orally bioavailable cyclin-dependent kinase inhibitors
  作者：Clifford D. Jones、David M. Andrews、Andrew J. Barker、Kevin Blades、Kate F. Byth、M. Raymond V. Finlay、Catherine Geh、Clive P. Green、Marie Johannsen、Mike Walker、Hazel M. Weir

  DOI：10.1016/j.bmcl.2008.10.075

  日期：2008.12

  The development of a novel series of imidazole pyrimidine amides as cyclin-dependent kinase (CDK) inhibitors is described. The series was found to have much improved CDK2 inhibition and potent in vitro anti-proliferative effects against cancer cell lines. Control of overall lipophilicity was important to achieve good in vitro potency along with acceptable physiochemical properties and margins against inhibition of both CYP isoforms and the hERG potassium ion channel. A compound with an attractive overall balance of properties was pro. led in vivo and possessed suitable physiochemical and pharmacokinetic profiles for oral dosing. (C) 2008 Elsevier Ltd. All rights reserved.
• 4-imidazolyl substituted pyrimidine derivatives with CDK inhibitory activity
  申请人：AstraZeneca AB

  公开号：US07442697B2

  公开（公告）日：2008-10-28

  Compounds of the formula (I): wherein R1, R2, R3, R4, R5 and p are as defined within and a pharmaceutically acceptable salts and in vivo hydrolysable esters are described. Also described are processes for their preparation and their use as medicaments, particularly medicaments for producing a cell cycle inhibitory (anti-cell-proliferation) effect in a warm-blooded animal, such as man.

  化合物的公式（I）：其中R1，R2，R3，R4，R5和p的定义如文中所述，并描述了药学上可接受的盐和体内可水解酯。还描述了它们的制备过程以及它们作为药物的用途，特别是用于在温血动物（例如人）中产生细胞周期抑制（抗细胞增殖）效应的药物。