N¹-Benzo[1,3]dioxol-5-ylmethyl-ethane-1,2-diamine | 69840-56-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: N¹-Benzo[1,3]dioxol-5-ylmethyl-ethane-1,2-diamine
• 英文别名: N'-(1,3-benzodioxol-5-ylmethyl)ethane-1,2-diamine
• CAS: 69840-56-8
• 化学式: C₁₀H₁₄N₂O₂
• 分子量: 194.233
• InChiKey: ZPJRLCBTIJVXFH-UHFFFAOYSA-N

物化性质

• 沸点：
  330.7±37.0 °C(Predicted)
• 密度：
  1.195±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  56.5
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N¹-Benzo[1,3]dioxol-5-ylmethyl-ethane-1,2-diamine 生成 1-(1,3-Benzodioxol-5-ylmethyl)imidazolidin-2-one
  参考文献：
  名称：

  TOMIYAMA, TAKEHSI;TOMIYAMA, TSUTOMU

  摘要：

  DOI：
• 作为产物：
  描述：

  胡椒醇 在 四溴化碳 、 三苯基膦 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 2.0h， 生成 N¹-Benzo[1,3]dioxol-5-ylmethyl-ethane-1,2-diamine
  参考文献：
  名称：

  Binding activity of substituted benzyl derivatives of chloronicotinyl insecticides to housefly-head membranes, and its relationship to insecticidal activity against the houseflyMusca domestica

  摘要：

  Variously substituted benzyl derivatives of chloronicotinyl insecticides were synthesized with a wide range of substituents including halogens, NO2, CN, CF, and small alkyl and alkoxy groups at the ortho, meta and para positions, as well as multiple-substituted benzyl analogues. Their binding activity to the alpha-bungarotoxin binding site in housefly (Musca domestica) head membrane preparations was measured. Among the compounds tested, the activity of the meta-CN derivative was the highest, being 20-100 times higher than those of imidacloprid, acetamiprid and nitenpyram. The synergized insecticidal activity against houseflies was also measured for selected compounds with the metabolic inhibitor, NIA16388 (propargyl propyl phenylphosphonate). For the nitromethylene analogues, including both benzyl and pyridylmethyl analogues, higher binding activity usually resulted in higher insecticidal activity. (C) 2000 Society of Chemical Industry.

  DOI：

  10.1002/1526-4998(200010)56:10<875::aid-ps220>3.0.co;2-a

文献信息

• Design, synthesis and SAR of antitubercular benzylpiperazine ureas
  作者：Sohal Satish、Rohan Chitral、Amitkumar Kori、Basantkumar Sharma、Jayashree Puttur、Afreen A. Khan、Deepali Desle、Kavita Raikuvar、Aaron Korkegian、Elvis A. F. Martis、Krishna R. Iyer、Evans C. Coutinho、Tanya Parish、Santosh Nandan

  DOI：10.1007/s11030-020-10158-3

  日期：2022.2

  With the aim of delineating the SAR associated with (I), fifty-five analogs were synthesized and screened against Mtb. The SAR suggests that the piperazine ring, benzyl urea and piperonyl moieties are essential signatures of this series. Active compounds in this series are metabolically stable, have low cellular toxicity and are valuable leads for optimization. Molecular docking suggests these molecules

  摘要 GSK Tres Cantos 的科学家披露的N-糠基哌嗪脲被选为来自表型全细胞筛选的抗分枝杆菌。用苯环取代 GSK Tres Cantos 分子中的呋喃环产生的分子 ( I ) 对Mtb H37Rv 的 MIC 为 1 μM，细胞毒性低（HepG2 IC 50  ~ 80 μM），良好的 DMPK 特性和特异性山地车_ 为了描绘与 ( I ) 相关的 SAR，合成了 55 种类似物并针对Mtb进行了筛选. SAR 表明哌嗪环、苄基脲和胡椒基部分是该系列的基本特征。该系列中的活性化合物代谢稳定，细胞毒性低，是优化的宝贵线索。分子对接表明这些分子像 Q203 一样占据 QcrB 的 Q0 位点。 图形摘要 N-糠基哌嗪-1-羧酰胺的生物等排替代产生了分子 (I) 一种具有令人满意的 PD、代谢和毒性特征的新型先导。
• WOLINSKI, JERZY;KUJAWA, TADEUSZ;PROKOPIENKO, GRAZYNA;RAFALSKA, BOZENA, ACTA POL. PHARM., 45,(1988) N, C. 206-209
  作者：WOLINSKI, JERZY、KUJAWA, TADEUSZ、PROKOPIENKO, GRAZYNA、RAFALSKA, BOZENA

  DOI：——

  日期：——
• WOLINSKI, JERZY;KUJAWA, TADEUSZ, ACTA POL. PHARM., 44,(1987) N 2, 143-146
  作者：WOLINSKI, JERZY、KUJAWA, TADEUSZ

  DOI：——

  日期：——
• TOMIYAMA, TAKEHSI;TOMIYAMA, TSUTOMU
  作者：TOMIYAMA, TAKEHSI、TOMIYAMA, TSUTOMU

  DOI：——

  日期：——
• Binding activity of substituted benzyl derivatives of chloronicotinyl insecticides to housefly-head membranes, and its relationship to insecticidal activity against the houseflyMusca domestica
  作者：Hisashi Nishiwaki、Yoshiaki Nakagawa、David Y Takeda、Atsushi Okazawa、Miki Akamatsu、Hisashi Miyagawa、Tamio Ueno、Keiichiro Nishimura

  DOI：10.1002/1526-4998(200010)56:10<875::aid-ps220>3.0.co;2-a

  日期：2000.10

  Variously substituted benzyl derivatives of chloronicotinyl insecticides were synthesized with a wide range of substituents including halogens, NO2, CN, CF, and small alkyl and alkoxy groups at the ortho, meta and para positions, as well as multiple-substituted benzyl analogues. Their binding activity to the alpha-bungarotoxin binding site in housefly (Musca domestica) head membrane preparations was measured. Among the compounds tested, the activity of the meta-CN derivative was the highest, being 20-100 times higher than those of imidacloprid, acetamiprid and nitenpyram. The synergized insecticidal activity against houseflies was also measured for selected compounds with the metabolic inhibitor, NIA16388 (propargyl propyl phenylphosphonate). For the nitromethylene analogues, including both benzyl and pyridylmethyl analogues, higher binding activity usually resulted in higher insecticidal activity. (C) 2000 Society of Chemical Industry.