4,5-二乙基-1,3-噻唑-2-胺 | 105955-86-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 4,5-二乙基-1,3-噻唑-2-胺
• 中文别名: 磷脂酶A1
• 英文名称: 4,5-diethyl-thiazol-2-ylamine
• 英文别名: 4,5-Diaethyl-thiazol-2-ylamin；2-Thiazolamine, 4,5-diethyl-；4,5-diethyl-1,3-thiazol-2-amine
• CAS: 105955-86-0
• 化学式: C₇H₁₂N₂S
• 分子量: 156.252
• InChiKey: JYHVHVQRSULLBJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  67.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4,5-二乙基-1,3-噻唑-2-胺 、 2,5-二甲基-3-呋喃酸 在 4-二甲氨基吡啶 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 N-(4,5-diethyl-1,3-thiazol-2-yl)-2,5-dimethylfuran-3-carboxamide
  参考文献：
  名称：

  Discovery and hit-to-lead optimization of novel allosteric glucokinase activators

  摘要：

  We report on a hit generation and hit-to-lead program of a novel class of glucokinase activators (GKAs). Hit compounds, activators at low glucose concentration only were identified by vHTS. Scaffold modification reliably afforded activators also at high substrate level. Potency was increased by introduction of a hydrogen bond acceptor as proposed by molecular docking. Replacement of the initial alkylene linkers with a rigid 1,2-phenylene motif followed by further studies eventually furnished a series of potent lead compounds exhibiting steep SAR. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.06.128
• 作为产物：
  描述：

  二乙基酮醇 在 吡啶 作用下， 以 乙醇 、 氯仿 为溶剂， 反应 22.0h， 生成 4,5-二乙基-1,3-噻唑-2-胺
  参考文献：
  名称：

  Discovery and hit-to-lead optimization of novel allosteric glucokinase activators

  摘要：

  We report on a hit generation and hit-to-lead program of a novel class of glucokinase activators (GKAs). Hit compounds, activators at low glucose concentration only were identified by vHTS. Scaffold modification reliably afforded activators also at high substrate level. Potency was increased by introduction of a hydrogen bond acceptor as proposed by molecular docking. Replacement of the initial alkylene linkers with a rigid 1,2-phenylene motif followed by further studies eventually furnished a series of potent lead compounds exhibiting steep SAR. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.06.128

文献信息

• NEW AMINOTHIAZOLES AS FBPASE INHIBITORS FOR DIABETES
  申请人：Hebeisen Paul

  公开号：US20090143448A1

  公开（公告）日：2009-06-04

  Compounds of formula (I) as well as pharmaceutically acceptable salts and esters thereof, wherein R 1 to R 3 have the significance given in claim 1 and which can be used in the form of pharmaceutical compositions.

  式(I)的化合物以及其药用可接受的盐和酯，其中R1至R3具有权利要求1中给定的含义，并可用于制成药物组合物。
• Aminothiazoles as FBPase inhibitors for diabetes
  申请人：Hoffman-La Roche Inc.

  公开号：US07973051B2

  公开（公告）日：2011-07-05

  Compounds of formula (I) as well as pharmaceutically acceptable salts and esters thereof, wherein R1 to R3 have the significance given in claim 1 and which can be used in the form of pharmaceutical compositions.

  化合物(I)的公式，以及其药学上可接受的盐和酯，其中R1到R3具有权利要求1中给出的意义，并且可以用于制成药物组成物的形式。
• Metzger; Koether, Annales Universitatis Saraviensis, Scientia, 1952, vol. 1, p. 151,154
  作者：Metzger、Koether

  DOI：——

  日期：——
• KADIN, S. B.
  作者：KADIN, S. B.

  DOI：——

  日期：——
• AMINOTHIAZOLE DERIVATIVES
  申请人：F. Hoffmann-La Roche AG

  公开号：EP2227468A1

  公开（公告）日：2010-09-15