4-N-methylamino-5,6,7,8-tetrahydrobenzothieno[2,3-d]pyrimidine | 303066-04-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩并嘧啶酮衍生物
• 英文名称: 4-N-methylamino-5,6,7,8-tetrahydrobenzothieno[2,3-d]pyrimidine
• 英文别名: N-methyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-amine
• CAS: 303066-04-8
• 化学式: C₁₁H₁₃N₃S
• mdl: MFCD00459264
• 分子量: 219.31
• InChiKey: YKMNGLGIQNNJHU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.454
• 拓扑面积：
  66
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-氯-5,6,7,8-四氢-1-苯并噻吩[2,3-D]嘧啶 、 甲胺 以 水 、 二甲基亚砜 为溶剂， 反应 1.0h， 以90%的产率得到4-N-methylamino-5,6,7,8-tetrahydrobenzothieno[2,3-d]pyrimidine
  参考文献：
  名称：

  鉴定5,6-取代的4-氨基噻吩并[2,3- d ]嘧啶为LIMK1抑制剂

  摘要：

  4-氨基苯并噻吩并[3,2- d ]嘧啶先前在高通量筛选活动中被鉴定为LIMK1抑制剂。支架逆转导致鉴定了一系列简单的5,6-取代的4-氨基噻吩并[2,3- d ]嘧啶，对LIMK1的抑制作用很小。

  DOI：

  10.1016/j.bmcl.2011.07.050

文献信息

• Tricyclic Proteasome Activity Enhancing Compounds
  申请人：Finley Daniel J.

  公开号：US20130210845A1

  公开（公告）日：2013-08-15

  Proteinopathies result from the proteasome not acting efficiently enough to eliminate harmful proteins and prevent the formation of the pathogenic aggregates. As described herein, inhibition of proteasome-associated deubiquitinase Usp14 results in increased proteasome efficiency. The present invention therefore provides novel compositions and methods for inhibition of Usp14, enhancement of proteasome activity and treatment of proteinopathies.
• US8933087B2
  申请人：——

  公开号：US8933087B2

  公开（公告）日：2015-01-13
• US9981981B2
  申请人：——

  公开号：US9981981B2

  公开（公告）日：2018-05-29
• [EN] TRICYCLIC PROTEASOME ACTIVITY ENHANCING COMPOUNDS<br/>[FR] COMPOSÉS RENFORÇANT L'ACTIVITÉ PROTÉASOME TRICYCLIQUE
  申请人：HARVARD COLLEGE

  公开号：WO2012012712A2

  公开（公告）日：2012-01-26

  Proteinopathies result from the proteasome not acting efficiently enough to eliminate harmful proteins and prevent the formation of the pathogenic aggregates. As described herein, inhibition of proteasome-associated deubiquitinase Usp14 results in increased proteasome efficiency. The present invention therefore provides novel compositions and methods for inhibition of Usp14, enhancement of proteasome activity and treatment of proteinopathies.
• Identification of 5,6-substituted 4-aminothieno[2,3-d]pyrimidines as LIMK1 inhibitors
  作者：Brad E. Sleebs、George Nikolakopoulos、Ian P. Street、Hendrik Falk、Jonathan B. Baell

  DOI：10.1016/j.bmcl.2011.07.050

  日期：2011.10

  4-Aminobenzothieno[3,2-d]pyrimidines were previously identified in a high throughput screening campaign as LIMK1 inhibitors. Scaffold reversal led to the identification of a series of simple 5,6-substituted 4-aminothieno[2,3-d]pyrimidines with low micromolar inhibition of LIMK1.

  4-氨基苯并噻吩并[3,2- d ]嘧啶先前在高通量筛选活动中被鉴定为LIMK1抑制剂。支架逆转导致鉴定了一系列简单的5,6-取代的4-氨基噻吩并[2,3- d ]嘧啶，对LIMK1的抑制作用很小。