N1-(4-isopropylbenzylidene)-N4,N4-dimethylbenzene-1,4-diamine

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: N1-(4-isopropylbenzylidene)-N4,N4-dimethylbenzene-1,4-diamine
• 英文别名: N-[4-(dimethylamino)phenyl]-N-(4-isopropylbenzylidene)amine；N,N-dimethyl-4-[(4-propan-2-ylphenyl)methylideneamino]aniline
• 化学式: C₁₈H₂₂N₂
• 分子量: 266.386
• InChiKey: YRXRFRAONGCGAY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  15.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N1-(4-isopropylbenzylidene)-N4,N4-dimethylbenzene-1,4-diamine 、 2-(1,3-dioxo-1,3,3a,4,7,7a-hexahydro-2H-4,7-methanoisoindol-2-yl)acetic acid 在 三乙胺 、 对甲苯磺酰氯 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以62%的产率得到2-(1-(4-(dimethylamino)phenyl)-2-(4-isopropylphenyl)-4-oxoazetidin-3-yl)-3a,4,7,7a-tetrahydro-1H-4,7-methanoisoindole-1,3(2H)-dione
  参考文献：
  名称：

  Synthesis and biological evaluation of some new β-lactam-triazole hybrids

  摘要：

  A series of novel b-lactams was synthesized from different imines and a special ketene derived from N-endo-5-norbornene-2,3-dicarboxyloylglycine 1 via the [2 + 2] ketene imine cycloaddition. Then, beta-lactams 3a-h were treated with 1-azido-4-nitrobenzene 4 to afford beta-lactam-triazole hybrids 5a-h. Of the twenty-three beta-lactams tested against chloroquine-resistant P. falciparum K14 strain, 3a and 3d showed IC50 < 20 mu M, while 3j, 3m, 5a-5f exhibited IC50 < 50. These newly synthesized beta-lactams were also tested against S. aureus, E. coli, P. aeruginosa, C. albicans and C. glabrata and showed no activity below 125 mu g/mL.

  DOI：

  10.1007/s00044-015-1474-x
• 作为产物：
  描述：

  N,N-二甲基-对苯二胺 、 4-异丙基苯甲醛 以 乙醇 为溶剂， 以95%的产率得到N1-(4-isopropylbenzylidene)-N4,N4-dimethylbenzene-1,4-diamine
  参考文献：
  名称：

  Synthesis and biological evaluation of some new β-lactam-triazole hybrids

  摘要：

  A series of novel b-lactams was synthesized from different imines and a special ketene derived from N-endo-5-norbornene-2,3-dicarboxyloylglycine 1 via the [2 + 2] ketene imine cycloaddition. Then, beta-lactams 3a-h were treated with 1-azido-4-nitrobenzene 4 to afford beta-lactam-triazole hybrids 5a-h. Of the twenty-three beta-lactams tested against chloroquine-resistant P. falciparum K14 strain, 3a and 3d showed IC50 < 20 mu M, while 3j, 3m, 5a-5f exhibited IC50 < 50. These newly synthesized beta-lactams were also tested against S. aureus, E. coli, P. aeruginosa, C. albicans and C. glabrata and showed no activity below 125 mu g/mL.

  DOI：

  10.1007/s00044-015-1474-x

文献信息

• Synthesis and biological evaluation of some novel diastereoselective benzothiazole β-lactam conjugates
  作者：Maryam Alborz、Aliasghar Jarrahpour、Roya Pournejati、Hamid Reza Karbalaei-Heidari、Véronique Sinou、Christine Latour、Jean Michel Brunel、Hashem Sharghi、Mahdi Aberi、Edward Turos、Lukasz Wojtas

  DOI：10.1016/j.ejmech.2017.11.053

  日期：2018.1

  Highly diastereoselective synthesis of some novel benzothiazole-substituted β-lactam hybrids was achieved starting from (benzo[d]thiazol-2-yl)phenol as an available precursor. This is the first time (benzo[d]thiazol-2-yl)phenoxyacetic acid has been used as ketene source in synthesizing monocyclic 2-azetidinones. These compounds were evaluated for their antimicrobial activities against a large panel

  从（苯并[ d ]噻唑-2-基）苯酚作为可用的前体开始，实现了一些新型苯并噻唑取代的β-内酰胺杂化物的高度非对映选择性合成。这是（苯并[ d ]噻唑-2-基）苯氧基乙酸第一次被用作合成单环2-氮杂环丁酮的乙烯酮源。评估了这些化合物对一大批革兰氏阳性和革兰氏阴性细菌菌株的抗菌活性，并发现了中等活性。抗疟疾数据显示，在β-内酰胺环上添加甲氧基苯基或乙氧基苯基会使化合物更有效。此外，该化合物的溶血活性和哺乳动物细胞毒性调查显示了它们作为药物的潜力。
• Synthesis and biological evaluation of some new β-lactam-triazole hybrids
  作者：Aliasghar Jarrahpour、Pouria Shirvani、Véronique Sinou、Christine Latour、Jean M. Brunel

  DOI：10.1007/s00044-015-1474-x

  日期：2016.1

  A series of novel b-lactams was synthesized from different imines and a special ketene derived from N-endo-5-norbornene-2,3-dicarboxyloylglycine 1 via the [2 + 2] ketene imine cycloaddition. Then, beta-lactams 3a-h were treated with 1-azido-4-nitrobenzene 4 to afford beta-lactam-triazole hybrids 5a-h. Of the twenty-three beta-lactams tested against chloroquine-resistant P. falciparum K14 strain, 3a and 3d showed IC50 < 20 mu M, while 3j, 3m, 5a-5f exhibited IC50 < 50. These newly synthesized beta-lactams were also tested against S. aureus, E. coli, P. aeruginosa, C. albicans and C. glabrata and showed no activity below 125 mu g/mL.