2,2-dimethyl-N-phenylpropane-1,3-diamine | 1259791-60-0

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2,2-dimethyl-N-phenylpropane-1,3-diamine
• 英文别名: 2,2-dimethyl-N'-phenylpropane-1,3-diamine
• CAS: 1259791-60-0
• 化学式: C₁₁H₁₈N₂
• 分子量: 178.277
• InChiKey: BEGLKTFDPHAICY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  38
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,2-dimethyl-N-phenylpropane-1,3-diamine 、 对氟苯甲酰氯 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 N-(2,2-dimethyl-3-(phenylamino)propyl)-4-fluorobenzamide
  参考文献：
  名称：

  Substituted N-{3-[(1,1-dioxido-1,2-benzothiazol-3-yl)(phenyl)amino]propyl}benzamide analogs as potent Kv1.3 ion channel blockers. Part 2

  摘要：

  We report the synthesis and in vitro activity of a series of novel substituted N-{3-[(1,1-dioxido-1,2-benzothiazol-3-yl)(phenyl)amino]propyl}benzamide analogs. These analogs showed potent inhibitory activity against Kv1.3. Several demonstrated similar potency to the known Kv1.3 inhibitor PAP-1 when tested under the IonWorks patch clamp assay conditions. Two compounds 13i and 13rr were advanced further as potential tool compounds for in vivo validation studies. (C) 2010 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2010.09.131
• 作为产物：
  描述：

  2-bromo-2-methyl-N-phenylpropanamide 在 potassium phosphate 、 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 、 1,4-二氧六环 为溶剂， 反应 44.0h， 生成 2,2-dimethyl-N-phenylpropane-1,3-diamine
  参考文献：
  名称：

  Copper-Catalyzed Tertiary Alkylative Cyanation for the Synthesis of Cyanated Peptide Building Blocks

  摘要：

  In this paper, we report efficient cyanation of various peptides containing the a-bromocarbonyl moiety using a Cu-catalyzed radical-based methodology employing zinc cyanide as the cyanide source. Mechanistic studies revealed that in situ formed CuCN was a key intermediate during the catalytic cycle. Our method could be useful for the synthesis of modified peptides containing quaternary carbons.

  DOI：

  10.1021/jacs.9b11349

文献信息

• Copper-Catalyzed Tertiary Alkylative Cyanation for the Synthesis of Cyanated Peptide Building Blocks
  作者：Naoki Miwa、Chihiro Tanaka、Syo Ishida、Goki Hirata、Jizhou Song、Takeru Torigoe、Yoichiro Kuninobu、Takashi Nishikata

  DOI：10.1021/jacs.9b11349

  日期：2020.1.29

  In this paper, we report efficient cyanation of various peptides containing the a-bromocarbonyl moiety using a Cu-catalyzed radical-based methodology employing zinc cyanide as the cyanide source. Mechanistic studies revealed that in situ formed CuCN was a key intermediate during the catalytic cycle. Our method could be useful for the synthesis of modified peptides containing quaternary carbons.
• Substituted N-{3-[(1,1-dioxido-1,2-benzothiazol-3-yl)(phenyl)amino]propyl}benzamide analogs as potent Kv1.3 ion channel blockers. Part 2
  作者：Curt D. Haffner、Stephen A. Thomson、Yu Guo、Kimberly Petrov、Andrew Larkin、Pierette Banker、Gregory Schaaf、Scott Dickerson、Jeff Gobel、Dan Gillie、J. Patrick Condreay、Chuck Poole、Tiffany Carpenter、John Ulrich

  DOI：10.1016/j.bmcl.2010.09.131

  日期：2010.12

  We report the synthesis and in vitro activity of a series of novel substituted N-3-[(1,1-dioxido-1,2-benzothiazol-3-yl)(phenyl)amino]propyl}benzamide analogs. These analogs showed potent inhibitory activity against Kv1.3. Several demonstrated similar potency to the known Kv1.3 inhibitor PAP-1 when tested under the IonWorks patch clamp assay conditions. Two compounds 13i and 13rr were advanced further as potential tool compounds for in vivo validation studies. (C) 2010 Published by Elsevier Ltd.