N-(2-chlorobenzyl)-N-methylprop-2-yn-1-amine | 2520-91-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(2-chlorobenzyl)-N-methylprop-2-yn-1-amine
• 英文别名: Benzylamine, o-chloro-N-methyl-N-2-propynyl-；N-[(2-chlorophenyl)methyl]-N-methylprop-2-yn-1-amine
• CAS: 2520-91-4
• 化学式: C₁₁H₁₂ClN
• mdl: MFCD14645246
• 分子量: 193.676
• InChiKey: MHSYOEXUHOXGIY-UHFFFAOYSA-N

物化性质

• 沸点：
  120-122 °C(Press: 20 Torr)
• 密度：
  1.108±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.272
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-methyl-N-propargyl-4-chlorobenzylamine 、 N-(2-chlorobenzyl)-N-methylprop-2-yn-1-amine 生成 优降宁
  参考文献：
  名称：

  Pesticides

  摘要：

  该规范披露了使用具有以下公式的化合物作为杀虫剂和杀卵剂：##STR1## 其中R是可能被取代的芳香族碳氢基团。

  公开号：

  US04156017A1
• 作为产物：
  描述：

  N-甲基炔丙基胺 、 2-氯苄溴 在 potassium carbonate 、 potassium iodide 作用下， 以 乙腈 为溶剂， 以60%的产率得到N-(2-chlorobenzyl)-N-methylprop-2-yn-1-amine
  参考文献：
  名称：

  A fragment-like approach to PYCR1 inhibition

  摘要：

  Pyrroline-5-carboxylate reductase 1 (PYCR1) is the final enzyme involved in the biosynthesis of proline and has been found to be upregulated in various forms of cancer. Due to the role of proline in maintaining the redox balance of cells and preventing apoptosis, PYCR1 is emerging as an attractive oncology target. Previous PYCR1 knockout studies led to a reduction in tumor growth. Accordingly, a small molecule inhibitor of PYCR1 could lead to new treatments for cancer, and a focused screening effort identified pargyline as a fragment-like hit. We report the design and synthesis of the first tool compounds as PYCR1 inhibitors, derived from pargyline, which were assayed to assess their ability to attenuate the production of proline. Structural activity studies have revealed the key determinants of activity, with the most potent compound (4) showing improved activity in vitro in enzyme (IC50 = 8.8 mu M) and pathway relevant effects in cell-based assays.

  DOI：

  10.1016/j.bmcl.2019.07.047

文献信息

• A fragment-like approach to PYCR1 inhibition
  作者：Kirsty Milne、Jianhui Sun、Esther A. Zaal、Jenna Mowat、Patrick H.N. Celie、Alexander Fish、Celia R. Berkers、Giuseppe Forlani、Fabricio Loayza-Puch、Craig Jamieson、Reuven Agami

  DOI：10.1016/j.bmcl.2019.07.047

  日期：2019.9

  Pyrroline-5-carboxylate reductase 1 (PYCR1) is the final enzyme involved in the biosynthesis of proline and has been found to be upregulated in various forms of cancer. Due to the role of proline in maintaining the redox balance of cells and preventing apoptosis, PYCR1 is emerging as an attractive oncology target. Previous PYCR1 knockout studies led to a reduction in tumor growth. Accordingly, a small molecule inhibitor of PYCR1 could lead to new treatments for cancer, and a focused screening effort identified pargyline as a fragment-like hit. We report the design and synthesis of the first tool compounds as PYCR1 inhibitors, derived from pargyline, which were assayed to assess their ability to attenuate the production of proline. Structural activity studies have revealed the key determinants of activity, with the most potent compound (4) showing improved activity in vitro in enzyme (IC50 = 8.8 mu M) and pathway relevant effects in cell-based assays.
• Pesticides
  申请人：Schering Aktiengesellschaft

  公开号：US04156017A1

  公开（公告）日：1979-05-22

  The specification discloses the use of compounds having the formula: ##STR1## wherein R is a possibly substituted aromatic hydrocarbon radical as insecticides and ovicides.

  该规范披露了使用具有以下公式的化合物作为杀虫剂和杀卵剂：##STR1## 其中R是可能被取代的芳香族碳氢基团。