10-butylbenzo[g]pteridine-2,4(3H,10H)-dione | 55432-32-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 蝶啶及其衍生物
• 英文名称: 10-butylbenzo[g]pteridine-2,4(3H,10H)-dione
• 英文别名: 10-butyl-10H-benzo[g]pteridine-2,4-dione；10-n-Butylisoalloxazin；10-butylbenzo[g]pteridine-2,4-dione
• CAS: 55432-32-1
• 化学式: C₁₄H₁₄N₄O₂
• 分子量: 270.291
• InChiKey: LRJZEQPKFQVNKG-UHFFFAOYSA-N

物化性质

• 熔点：
  335 °C
• 密度：
  1.41±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  74.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  10-butylbenzo[g]pteridine-2,4(3H,10H)-dione 、 溴代十六烷 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 苯 为溶剂， 反应 2.5h， 以90%的产率得到10-butyl-3-hexadecylisoalloxazine
  参考文献：
  名称：

  在苯中使用 1,8-二氮杂双环 [5.4.0] undec-7- 烯对 10-取代异恶嗪进行新的改进 N-3 烷基化

  摘要：

  摘要 1,8-二氮杂双环[5.4.0]十一碳-7-烯(DBU) 已被鉴定为在无水苯中用烷基卤在10-取代异恶嗪的N-3 位进行烷基化反应的显着碱。

  DOI：

  10.1081/scc-120015816
• 作为产物：
  描述：

  5-amino-6-(N-butyl-anilino)-1H-pyrimidine-2,4-dione 以77%的产率得到
  参考文献：
  名称：

  YONEDA F.; SAKUMA Y., HETEROCYCLES, 1977, 6, NO 1, 25-28

  摘要：

  DOI：

文献信息

• Discovery of isoalloxazine derivatives as a new class of potential anti-Alzheimer agents and their synthesis
  作者：Ashish M. Kanhed、Anshuman Sinha、Jatin Machhi、Ashutosh Tripathi、Zalak S. Parikh、Prakash P. Pillai、Rajani Giridhar、Mange Ram Yadav

  DOI：10.1016/j.bioorg.2015.05.005

  日期：2015.8

  This article describes discovery of a novel and new class of cholinesterase inhibitors as potential therapeutics for Alzheimer's disease. A series of novel isoalloxazine derivatives were synthesized and biologically evaluated for their potential inhibitory outcome for both acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE). These compounds exhibited high activity against both the enzymes AChE as well as BuChE. Of the synthesized compounds, the most potent isoalloxazine derivatives (7m and 7q) showed IC50 values of 4.72 mu M and 5.22 mu M respectively against AChE; and, 6.98 mu M and 5.29 mu M respectively against BuChE. These two compounds were further evaluated for their anti-aggregatory activity for beta-amyloid (A beta) in presence and absence of AChE by performing Thioflavin-T (ThT) assay and Congo red (CR) binding assay. In order to evaluate cytotoxic profile of these two potential compounds, cell viability assay of SH-SY5Y human neuroblastoma cells was performed. Further, to understand the binding behavior of these two compounds with AChE and BuChE enzymes, docking studies have been reported. (C) 2015 Elsevier Inc. All rights reserved.
• US5153236A
  申请人：——

  公开号：US5153236A

  公开（公告）日：1992-10-06