3-(2-methyl-2,3-dihydro-1H-perimidin-2-yl)propan-1-ol | 1345959-61-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 3-(2-methyl-2,3-dihydro-1H-perimidin-2-yl)propan-1-ol
• 英文别名: 3-(2-Methyl-1,3-dihydroperimidin-2-yl)propan-1-ol
• CAS: 1345959-61-6
• 化学式: C₁₅H₁₈N₂O
• 分子量: 242.321
• InChiKey: VXPMEJVQYHQNHU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  44.3
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(2-methyl-2,3-dihydro-1H-perimidin-2-yl)propan-1-ol 在 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 丙酮 、 乙腈 为溶剂， 反应 3.0h， 生成
  参考文献：
  名称：

  Multi-Path Quenchers: Efficient Quenching of Common Fluorophores

  摘要：

  Fluorescence quenching groups are widely employed in biological detection, sensing, and imaging. To date, a relatively small number of such groups are in common use. Perhaps the most commonly used quencher, dabcyl, has limited efficiency with a broad range of fluorophores. Here, we describe a molecular approach to improve the efficiency of quenchers by increasing their electronic complexity. Multi-Path Quenchers (MPQ) are designed to have multiple donor or acceptor groups in their structure, allowing for a multiplicity of conjugation pathways of varied length. This has the effect of broadening the absorption spectrum, which in turn can increase quenching efficiency and versatility. Six such MPQ derivatives are synthesized and tested for quenching efficiency in a DNA hybridization context. Duplexes placing quenchers and fluorophores within contact distance or beyond this distance are used to measure quenching via contact or FRET mechanisms. Results show that several of the quenchers are considerably more efficient than dabcyl at quenching a wider range of. common fluorophores, and two quench fluorescein and TAMRA as well as or better than a Black Hole Quencher.

  DOI：

  10.1021/bc200424r
• 作为产物：
  描述：

  5-羟基-2-戊酮 、 1,8-二氨基萘 在 对甲苯磺酸 作用下， 以 乙醇 为溶剂， 反应 1.5h， 以43%的产率得到3-(2-methyl-2,3-dihydro-1H-perimidin-2-yl)propan-1-ol
  参考文献：
  名称：

  Multi-Path Quenchers: Efficient Quenching of Common Fluorophores

  摘要：

  Fluorescence quenching groups are widely employed in biological detection, sensing, and imaging. To date, a relatively small number of such groups are in common use. Perhaps the most commonly used quencher, dabcyl, has limited efficiency with a broad range of fluorophores. Here, we describe a molecular approach to improve the efficiency of quenchers by increasing their electronic complexity. Multi-Path Quenchers (MPQ) are designed to have multiple donor or acceptor groups in their structure, allowing for a multiplicity of conjugation pathways of varied length. This has the effect of broadening the absorption spectrum, which in turn can increase quenching efficiency and versatility. Six such MPQ derivatives are synthesized and tested for quenching efficiency in a DNA hybridization context. Duplexes placing quenchers and fluorophores within contact distance or beyond this distance are used to measure quenching via contact or FRET mechanisms. Results show that several of the quenchers are considerably more efficient than dabcyl at quenching a wider range of. common fluorophores, and two quench fluorescein and TAMRA as well as or better than a Black Hole Quencher.

  DOI：

  10.1021/bc200424r

文献信息

• Compounds for the detection of senescent cells
  申请人：THE UNIVERSITY OF MANCHESTER

  公开号：US10947390B2

  公开（公告）日：2021-03-16

  The present disclosure relates to de novo synthesized, chemical compounds of the formula (1) or (2) that function as senescent cell detectors wherein R1, R2, R3, R4 and Z are as defined herein. The present invention also relates to processes for the preparation of these compounds, to their use in the detection of senescent cells, to methods of detecting senescence in cells and to kits comprising said compounds. The compounds have the ability to react with lipofuscin, in an analogous manner to the histochemical dye Sudan Black B (SBB).

  本发明涉及从头合成的、具有衰老细胞检测器功能的式 (1) 或 (2) 化合物，其中 R1、R2、R3、R4 和 Z 如本文所定义。本发明还涉及这些化合物的制备工艺、它们在衰老细胞检测中的用途、检测细胞衰老的方法以及包含上述化合物的试剂盒。这些化合物具有与脂褐素反应的能力，其反应方式类似于组织化学染料苏丹黑 B（SBB）。
• Compounds, linked with haptens, for the detection of senescent cells
  申请人：THE UNIVERSITY OF MANCHESTER

  公开号：US11034839B2

  公开（公告）日：2021-06-15

  The present disclosure relates to compounds of the formula (1) that function as senescent cell detectors: wherein the SBB analogues refer to de novo synthesized derivatives with structural similarity to the Sudan Black B dye, L is an appropriate chemical bond and hapten is biotin, or digoxigenin, or 2,4-dinitrophenol, or fluorescein, but more preferably biotin. The present invention also relates to processes for the preparation of these compounds, to their use in the detection of senescent cells, to methods of detecting senescence in cells and to kits comprising said compounds.

  本发明公开了可作为衰老细胞检测剂的式(1)化合物：其中SBB类似物是指与苏丹黑B染料结构相似的从头合成的衍生物，L是适当的化学键，合体是生物素、或地高辛、或2,4-二硝基苯酚、或荧光素，但更优选生物素。本发明还涉及这些化合物的制备工艺、它们在检测衰老细胞中的用途、检测细胞衰老的方法以及包含上述化合物的试剂盒。
• COMPOUNDS FOR THE DETECTION OF SENESCENT CELLS
  申请人：The University Of Manchester

  公开号：EP3475265B1

  公开（公告）日：2021-06-16
• COMPOUNDS, LINKED WITH HAPTENS, FOR THE DETECTION OF SENESCENT CELLS
  申请人：THE UNIVERSITY MANCHESTER

  公开号：US20190225812A1

  公开（公告）日：2019-07-25

  The present disclosure relates to compounds of the formula (1) that function as senescent cell detectors: wherein the SBB analogues refer to de novo synthesized derivatives with structural similarity to the Sudan Black B dye, L is an appropriate chemical bond and hapten is biotin, or digoxigenin, or 2,4-dinitrophenol, or fluorescein, but more preferably biotin. The present invention also relates to processes for the preparation of these compounds, to their use in the detection of senescent cells, to methods of detecting senescence in cells and to kits comprising said compounds.