tert-butyl 2-methyl-4-oxo-5,6,8,9-tetrahydro-3H-pyrimido[4,5-d]azepine-7-carboxylate | 1023953-89-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吖庚因类
• 英文名称: tert-butyl 2-methyl-4-oxo-5,6,8,9-tetrahydro-3H-pyrimido[4,5-d]azepine-7-carboxylate
• CAS: 1023953-89-0
• 化学式: C₁₄H₂₁N₃O₃
• 分子量: 279.339
• InChiKey: SWCSRTYGAFNROH-UHFFFAOYSA-N

物化性质

• 沸点：
  411.2±55.0 °C(Predicted)
• 密度：
  1.24±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  71
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  tert-butyl 2-methyl-4-oxo-5,6,8,9-tetrahydro-3H-pyrimido[4,5-d]azepine-7-carboxylate 在 盐酸 作用下， 以 1,4-二氧六环 、 二氯甲烷 、 甲醇 为溶剂， 反应 12.5h， 生成 2-methyl-6,7,8,9-tetrahydro-5H-pyrimido[4,5-d]azepin-4-ol
  参考文献：
  名称：

  发现和合成6,7,8,9-四氢-5 H-嘧啶-[4,5- d ]氮杂唑作为新型TRPV1拮抗剂

  摘要：

  利用四氢嘧啶并氮杂卓核作为哌嗪-尿素的生物等效替代物，导致发现了一系列新的TRPV1强效拮抗剂。已经确定四氢嘧啶并氮杂卓具有良好的体外和体内效力以及可接受的物理性质。

  DOI：

  10.1016/j.bmcl.2010.09.023
• 作为产物：
  描述：

  盐酸乙脒 、 1-BOC-5-氧代氮杂环庚烷-甲酸乙酯 在 三乙胺 作用下， 以 叔丁醇 为溶剂， 反应 48.0h， 生成 tert-butyl 2-methyl-4-oxo-5,6,8,9-tetrahydro-3H-pyrimido[4,5-d]azepine-7-carboxylate
  参考文献：
  名称：

  2-Alkyl-4-aryl-pyrimidine fused heterocycles as selective 5-HT2A antagonists

  摘要：

  The synthesis and SAR for a novel series of 2-alkyl-4-aryl-tetrahydro-pyrido-pyrimidines and 2-alkyl-4-aryl-tetrahydropyrimido-azepines is described. Representative compounds were shown to be subtype selective 5-HT2A antagonists. Optimal placement of a basic nitrogen relative to the pyrimidine and the presence of a 4-fluorophenyl group in the pyrimidine 4-position was found to have a profound effect on affinity and selectivity. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.01.090

文献信息

• [EN] INHIBITORS OF CYCLIN-DEPENDENT KINASE (CDK) 12 AND/OR CDK13 AND USES THEREOF<br/>[FR] INHIBITEURS DE KINASE 12 DÉPENDANTE DE LA CYCLINE (CDK) ET/OU CDK13 ET LEURS UTILISATIONS
  申请人：[en]INSILICO MEDICINE IP LIMITED

  公开号：WO2024032561A1

  公开（公告）日：2024-02-15

  Described herein are inhibitors of cyclin-dependent kinase (CDK) 12 and/or CDK13 (and pharmaceutical compositions comprising the inhibitors. The subject compounds and compositions are useful for the treatment of a disease or disorder associated with overexpression of CDK 12 and/or CDK13.
• Discovery and synthesis of 6,7,8,9-tetrahydro-5H-pyrimido-[4,5-d]azepines as novel TRPV1 antagonists
  作者：Natalie A. Hawryluk、Jeffrey E. Merit、Alec D. Lebsack、Bryan J. Branstetter、Michael D. Hack、Nadia Swanson、Hong Ao、Michael P. Maher、Anindya Bhattacharya、Qi Wang、Jamie M. Freedman、Brian P. Scott、Alan D. Wickenden、Sandra R. Chaplan、J. Guy Breitenbucher

  DOI：10.1016/j.bmcl.2010.09.023

  日期：2010.12

  Utilization of a tetrahydro-pyrimdoazepine core as a bioisosteric replacement for a piperazine-urea resulted in the discovery a novel series of potent antagonists of TRPV1. The tetrahydro-pyrimdoazepines have been identified as having good in vitro and in vivo potency and acceptable physical properties.

  利用四氢嘧啶并氮杂卓核作为哌嗪-尿素的生物等效替代物，导致发现了一系列新的TRPV1强效拮抗剂。已经确定四氢嘧啶并氮杂卓具有良好的体外和体内效力以及可接受的物理性质。
• 2-Alkyl-4-aryl-pyrimidine fused heterocycles as selective 5-HT2A antagonists
  作者：Brock T. Shireman、Curt A. Dvorak、Dale A. Rudolph、Pascal Bonaventure、Diane Nepomuceno、Lisa Dvorak、Kirsten L. Miller、Timothy W. Lovenberg、Nicholas I. Carruthers

  DOI：10.1016/j.bmcl.2008.01.090

  日期：2008.3

  The synthesis and SAR for a novel series of 2-alkyl-4-aryl-tetrahydro-pyrido-pyrimidines and 2-alkyl-4-aryl-tetrahydropyrimido-azepines is described. Representative compounds were shown to be subtype selective 5-HT2A antagonists. Optimal placement of a basic nitrogen relative to the pyrimidine and the presence of a 4-fluorophenyl group in the pyrimidine 4-position was found to have a profound effect on affinity and selectivity. (c) 2008 Elsevier Ltd. All rights reserved.