N,N'-(benzene-1,3-diyldi-1,3,4-thiadiazole-5,2-diyl)bis(2-[(5-benzene-1,3-diyl-1,3,4-thiadiazol-2-yl)amino]acetamide) | 1370035-69-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N,N'-(benzene-1,3-diyldi-1,3,4-thiadiazole-5,2-diyl)bis(2-[(5-benzene-1,3-diyl-1,3,4-thiadiazol-2-yl)amino]acetamide)
• 英文别名: N,N'-(benzene-1,3-diyldi-1,3,4-thiadiazole-5,2-diyl)bis{2-[(5-benzene-1,3-diyl-1,3,4-thiadiazol-2-yl)amino]acetamide}；36,37,39,40-Tetrathia-3,4,6,9,11,12,20,21,23,26,28,29-dodecazaheptacyclo[29.3.1.12,5.110,13.114,18.119,22.127,30]tetraconta-1(35),2,4,10,12,14(38),15,17,19,21,27,29,31,33-tetradecaene-7,25-dione；36,37,39,40-tetrathia-3,4,6,9,11,12,20,21,23,26,28,29-dodecazaheptacyclo[29.3.1.12,5.110,13.114,18.119,22.127,30]tetraconta-1(35),2,4,10,12,14(38),15,17,19,21,27,29,31,33-tetradecaene-7,25-dione
• CAS: 1370035-69-0
• 化学式: C₂₄H₁₆N₁₂O₂S₄
• 分子量: 632.734
• InChiKey: CQPNBEGIYSULFO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  42
• 可旋转键数：
  0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  298
• 氢给体数：
  4
• 氢受体数：
  16

反应信息

• 作为反应物：
  描述：

  N,N'-(benzene-1,3-diyldi-1,3,4-thiadiazole-5,2-diyl)bis(2-[(5-benzene-1,3-diyl-1,3,4-thiadiazol-2-yl)amino]acetamide) 、 copper dichloride 以 乙醇 为溶剂， 生成 [Cu(N,N'-(benzene-1,3-diyldi-1,3,4-thiadiazole-5,2-diyl)bis(2-[(5-benzene-1,3-diyl-1,3,4-thiadiazol-2-yl)amino]acetamide))]Cl2
  参考文献：
  名称：

  Synthesis, DNA-binding, DNA-photonuclease profiling and antimicrobial activity of novel tetra-aza macrocyclic Ni(II), Co(II) and Cu(II) complexes constrained by thiadiazole

  摘要：

  A new tetra-aza macrocyclic ligand, L (C24H16N12O2S4) and its complexes of type, [MLCl2] and [CuL]Cl-2 (where M = Ni(II), Co(II); L = N,N'-(benzene-1,3-diyldi-1,3,4-thiadiazole-5,2-diyl)bis{2-[(5-benzene-1,3-diyl-1,3,4-thiadiazol-2-yl)amino]acetamide}) were synthesized and characterized by the spectral and analytical techniques. An octahedral geometry has been proposed for Ni(II) and Co(II) complexes while Cu(II) complex exhibit a square planar geometry. All the synthesized metal complexes were screened for their in vitro antimicrobial activity against selected species of pathogenic bacteria and fungi. The binding property of the complexes with CT-DNA was studied by absorption spectral analysis, followed by viscosity measurement and thermal denaturation studies. The photo induced cleavage studies revealed that the complexes possess photonuclease property against pUC19 DNA under UV-visible irradiation. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2012.03.071
• 作为产物：
  描述：

  5,5'-benzene-1,3-diylbis(1,3,4-thiadiazol-2-amine) 在 potassium carbonate 、 三乙胺 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 生成 N,N'-(benzene-1,3-diyldi-1,3,4-thiadiazole-5,2-diyl)bis(2-[(5-benzene-1,3-diyl-1,3,4-thiadiazol-2-yl)amino]acetamide)
  参考文献：
  名称：

  新型四氮杂大环支架约束恶二唑、噻二唑和三唑环的合成和生物学评价

  摘要：

  N,N'-(benzo-1,3-diyldi-1,3,4-oxadiazole-5,2-diyl)bis{2-[(5-benzo-1,3-diyl-1, 3,4-恶二唑-2-基)氨基]乙酰胺}(大环1)，N,N'-(苯-1,3-二基二-1,3,4-噻二唑-5,2-二基)双{2 -[（5-苯-1,3-二基-1,3,4-噻二唑-2-基）氨基]乙酰胺}（大环2）和S，S'-[苯-1,3-二基双（4H- 1,2,4-三唑-5,3-二基)]双{[(5-苯-1,3-二基-4H-1,2,4-三唑-3-基)硫烷基]乙硫基}(大环3 ) 是由间苯二甲酸二酰肼 (4) 通过多步反应序列合成的。筛选了所有合成的化合物对四种不同细菌菌株的抑制作用：铜绿假单胞菌 ATCC-20852、肺炎克雷伯菌 MTCC-618、金黄色葡萄球菌 ATCC-29737、伤寒沙门氏菌 MTCC-3214。合成的化合物显示出显着的抑菌

  DOI：

  10.1002/ardp.201100181

文献信息

• Synthesis and Biological Evaluation of New Tetra-aza Macrocyclic Scaffold Constrained Oxadiazole, Thiadiazole and Triazole Rings
  作者：B. Vinay Kumar、H. S. Bhojya Naik、D. Girija、N. Sharath、H. V. Sudeep、H. Joy Hoskeri

  DOI：10.1002/ardp.201100181

  日期：2012.3

  A new series of N,N′‐(benzene‐1,3‐diyldi‐1,3,4‐oxadiazole‐5,2‐diyl)bis2‐[(5‐benzene‐1,3‐diyl‐1,3,4‐oxadiazol‐2‐yl)amino]acetamide}(macrocycle 1), N,N′‐(benzene‐1,3‐diyldi‐1,3,4‐thiadiazole‐5,2‐diyl)bis2‐[(5‐benzene‐1,3‐diyl‐1,3,4‐thiadiazol‐2‐yl)amino]acetamide} (macrocycle 2) and S,S′‐[benzene‐1,3‐diylbis(4H‐1,2,4‐triazole‐5,3‐diyl)]bis[(5‐benzene‐1,3‐diyl‐4H‐1,2,4‐triazol‐3‐yl)sulfanyl]ethanethioate}(macrocycle

  N,N'-(benzo-1,3-diyldi-1,3,4-oxadiazole-5,2-diyl)bis2-[(5-benzo-1,3-diyl-1, 3,4-恶二唑-2-基)氨基]乙酰胺}(大环1)，N,N'-(苯-1,3-二基二-1,3,4-噻二唑-5,2-二基)双2 -[（5-苯-1,3-二基-1,3,4-噻二唑-2-基）氨基]乙酰胺}（大环2）和S，S'-[苯-1,3-二基双（4H- 1,2,4-三唑-5,3-二基)]双[(5-苯-1,3-二基-4H-1,2,4-三唑-3-基)硫烷基]乙硫基}(大环3 ) 是由间苯二甲酸二酰肼 (4) 通过多步反应序列合成的。筛选了所有合成的化合物对四种不同细菌菌株的抑制作用：铜绿假单胞菌 ATCC-20852、肺炎克雷伯菌 MTCC-618、金黄色葡萄球菌 ATCC-29737、伤寒沙门氏菌 MTCC-3214。合成的化合物显示出显着的抑菌
• Synthesis, DNA-binding, DNA-photonuclease profiling and antimicrobial activity of novel tetra-aza macrocyclic Ni(II), Co(II) and Cu(II) complexes constrained by thiadiazole
  作者：B. Vinay Kumar、H.S. Bhojya Naik、D. Girija、N. Sharath、S.M. Pradeepa、H. Joy Hoskeri、M.C. Prabhakara

  DOI：10.1016/j.saa.2012.03.071

  日期：2012.8

  A new tetra-aza macrocyclic ligand, L (C24H16N12O2S4) and its complexes of type, [MLCl2] and [CuL]Cl-2 (where M = Ni(II), Co(II); L = N,N'-(benzene-1,3-diyldi-1,3,4-thiadiazole-5,2-diyl)bis2-[(5-benzene-1,3-diyl-1,3,4-thiadiazol-2-yl)amino]acetamide}) were synthesized and characterized by the spectral and analytical techniques. An octahedral geometry has been proposed for Ni(II) and Co(II) complexes while Cu(II) complex exhibit a square planar geometry. All the synthesized metal complexes were screened for their in vitro antimicrobial activity against selected species of pathogenic bacteria and fungi. The binding property of the complexes with CT-DNA was studied by absorption spectral analysis, followed by viscosity measurement and thermal denaturation studies. The photo induced cleavage studies revealed that the complexes possess photonuclease property against pUC19 DNA under UV-visible irradiation. (C) 2012 Elsevier B.V. All rights reserved.