tert-butyl ((6-(3-(N-benzylsulfamoyl)phenyl)-[1,2,4]triazolo[3,4-a]phthalazin-3-yl)methyl)carbamate | 1527471-12-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: tert-butyl ((6-(3-(N-benzylsulfamoyl)phenyl)-[1,2,4]triazolo[3,4-a]phthalazin-3-yl)methyl)carbamate
• 英文别名: tert-butyl N-[[6-[3-(benzylsulfamoyl)phenyl]-[1,2,4]triazolo[3,4-a]phthalazin-3-yl]methyl]carbamate
• CAS: 1527471-12-0
• 化学式: C₂₈H₂₈N₆O₄S
• 分子量: 544.634
• InChiKey: DNXSPHDLFXTFKQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  39
• 可旋转键数：
  9
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  136
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  tert-butyl ((6-(3-(N-benzylsulfamoyl)phenyl)-[1,2,4]triazolo[3,4-a]phthalazin-3-yl)methyl)carbamate 在 盐酸 作用下， 以 水 、 乙酸乙酯 为溶剂， 以100%的产率得到3-(3-(aminomethyl)-[1,2,4]triazolo[3,4-a]phthalazin-6-yl)-N-benzylbenzenesulfonamide
  参考文献：
  名称：

  [1,2,4]Triazolo[4,3-a]phthalazines: Inhibitors of Diverse Bromodomains

  摘要：

  Bromodomains are gaining increasing interest as drug targets. Commercially sourced and de novo synthesized substituted [1,2,4]triazolo[4,3-a]phthalazines are potent inhibitors of both the BET bromodomains such as BRD4 as well as bromodomains outside the BET family such as BRD9, CECR2, and CREBBP. This new series of compounds. is the first example of submicromolar inhibitors of bromodomains outside the BET subfamily. Representative compounds are active in cells exhibiting potent cellular inhibition activity in a FRAP model of CREBBP and chromatin association. The compounds described are valuable starting points for discovery of selective bromodomain inhibitors and inhibitors with mixed bromodomain pharmacology.

  DOI：

  10.1021/jm401568s
• 作为产物：
  描述：

  1,4-二氯酞嗪 在 四(三苯基膦)钯 、 potassium carbonate 、 肼 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 水 为溶剂， 生成 tert-butyl ((6-(3-(N-benzylsulfamoyl)phenyl)-[1,2,4]triazolo[3,4-a]phthalazin-3-yl)methyl)carbamate
  参考文献：
  名称：

  [1,2,4]Triazolo[4,3-a]phthalazines: Inhibitors of Diverse Bromodomains

  摘要：

  Bromodomains are gaining increasing interest as drug targets. Commercially sourced and de novo synthesized substituted [1,2,4]triazolo[4,3-a]phthalazines are potent inhibitors of both the BET bromodomains such as BRD4 as well as bromodomains outside the BET family such as BRD9, CECR2, and CREBBP. This new series of compounds. is the first example of submicromolar inhibitors of bromodomains outside the BET subfamily. Representative compounds are active in cells exhibiting potent cellular inhibition activity in a FRAP model of CREBBP and chromatin association. The compounds described are valuable starting points for discovery of selective bromodomain inhibitors and inhibitors with mixed bromodomain pharmacology.

  DOI：

  10.1021/jm401568s

文献信息

• [1,2,4]Triazolo[4,3-<i>a</i>]phthalazines: Inhibitors of Diverse Bromodomains
  作者：Oleg Fedorov、Hannah Lingard、Chris Wells、Octovia P. Monteiro、Sarah Picaud、Tracy Keates、Clarence Yapp、Martin Philpott、Sarah J. Martin、Ildiko Felletar、Brian D. Marsden、Panagis Filippakopoulos、Susanne Müller、Stefan Knapp、Paul E. Brennan

  DOI：10.1021/jm401568s

  日期：2014.1.23

  Bromodomains are gaining increasing interest as drug targets. Commercially sourced and de novo synthesized substituted [1,2,4]triazolo[4,3-a]phthalazines are potent inhibitors of both the BET bromodomains such as BRD4 as well as bromodomains outside the BET family such as BRD9, CECR2, and CREBBP. This new series of compounds. is the first example of submicromolar inhibitors of bromodomains outside the BET subfamily. Representative compounds are active in cells exhibiting potent cellular inhibition activity in a FRAP model of CREBBP and chromatin association. The compounds described are valuable starting points for discovery of selective bromodomain inhibitors and inhibitors with mixed bromodomain pharmacology.