3-(5-3-methyl-5-[(3-methyl-7-5-[2-(4-methylphenyl)-4-oxo-1,3-thiazolan-3-yl]-1,3,4-thiadiazol-2-ylbenzo[b]furan-5-yl)methyl]benzo[b]-furan-7-yl-1,3,4-thiadiazol-2-yl)-2-(4-methylphenyl)-1,3-thiazolan-4-one | 1252934-13-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 英文名称: 3-(5-3-methyl-5-[(3-methyl-7-5-[2-(4-methylphenyl)-4-oxo-1,3-thiazolan-3-yl]-1,3,4-thiadiazol-2-ylbenzo[b]furan-5-yl)methyl]benzo[b]-furan-7-yl-1,3,4-thiadiazol-2-yl)-2-(4-methylphenyl)-1,3-thiazolan-4-one
• 英文别名: 3,3'-{5,5'-[5,5'-methylenebis(3-methylbenzo[b]furan-7,5-diyl)]bis(1,3,4-thiadiazole-5,2-diyl)}bis[2-(4-methylphenyl)thiazolidin-4-one]；3-[5-[3-Methyl-5-[[3-methyl-7-[5-[2-(4-methylphenyl)-4-oxo-1,3-thiazolidin-3-yl]-1,3,4-thiadiazol-2-yl]-1-benzofuran-5-yl]methyl]-1-benzofuran-7-yl]-1,3,4-thiadiazol-2-yl]-2-(4-methylphenyl)-1,3-thiazolidin-4-one
• CAS: 1252934-13-6
• 化学式: C₄₃H₃₄N₆O₄S₄
• 分子量: 827.045
• InChiKey: RWRMCMVTFOGXHG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.9
• 重原子数：
  57
• 可旋转键数：
  8
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  226
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  3-(5-3-methyl-5-[(3-methyl-7-5-[2-(4-methylphenyl)-4-oxo-1,3-thiazolan-3-yl]-1,3,4-thiadiazol-2-ylbenzo[b]furan-5-yl)methyl]benzo[b]-furan-7-yl-1,3,4-thiadiazol-2-yl)-2-(4-methylphenyl)-1,3-thiazolan-4-one 在 盐酸肼 、 sodium acetate 、 溶剂黄146 作用下， 反应 14.0h， 生成 bis(7-{5-[3,5-di(4-methylphenyl)-3,3a-dihydro-2H-pyrazolo[3,4-d]thiazol-6(5H)-yl]-1,3,4-thiadiazol-2-yl}-3-methylbenzofuran-5-yl)methane
  参考文献：
  名称：

  Reddy, Cherkupally Sanjeeva; Rao, Dasari Chandrashekar; Yakub, Vookanti, Acta Chimica Slovenica, 2010, vol. 57, # 4, p. 798 - 807

  摘要：

  DOI：
• 作为产物：
  描述：

  5,5'-亚甲基二水杨酸 在 乙醇 、 硫酸 、 potassium carbonate 、 溶剂黄146 、 potassium iodide 、 potassium hydroxide 、 zinc(II) chloride 作用下， 以 N,N-二甲基甲酰胺 、 丙酮 、 甲苯 为溶剂， 反应 49.0h， 生成 3-(5-3-methyl-5-[(3-methyl-7-5-[2-(4-methylphenyl)-4-oxo-1,3-thiazolan-3-yl]-1,3,4-thiadiazol-2-ylbenzo[b]furan-5-yl)methyl]benzo[b]-furan-7-yl-1,3,4-thiadiazol-2-yl)-2-(4-methylphenyl)-1,3-thiazolan-4-one
  参考文献：
  名称：

  Reddy, Cherkupally Sanjeeva; Rao, Dasari Chandrashekar; Yakub, Vookanti, Acta Chimica Slovenica, 2010, vol. 57, # 4, p. 798 - 807

  摘要：

  DOI：

文献信息

• Synthesis, Nematicidal and Antimicrobial Activity of 3-(5-3-Methyl-5-[(3-methyl-7-5-[2-(aryl)-4-oxo-1,3-thiazolan-3-yl]-1,3,4-thiadiazol-2-ylbenzo[<i>b</i>]furan-5-yl)methyl]benzo[<i>b</i>]furan-7-yl-1,3,4-thiadiazol-2-yl)-2-(aryl)-1,3-thiazolan-4-one
  作者：Cherkupally Sanjeeva Reddy、Dasari Chandrashekar Rao、Vookanti Yakub、Adki Nagaraj

  DOI：10.1248/cpb.58.805

  日期：——

  A new series of 3-(5-3-methyl-5-[(3-methyl-7-5-[2-(aryl)-4-oxo-1,3-thiazolan-3-yl]-1,3,4-thiadiazol-2-ylbenzo[b]furan-5-yl)methyl]benzo[b]furan-7-yl-1,3,4-thiadiazol-2-yl)-2-(aryl)-1,3-thiazolan-4-one 5a—j has been synthesized by the reaction of N2-[(E)-1-(4-methylphenyl)methylidene]-5-(3-methyl-5-[3-methyl-7-(5-[(E)-1-(4-methylphenyl)methylidene]amino-1,3,4-thiadiazol-2-yl)benzo[b]furan-5-yl]methylbenzo[b]furan-7-yl)-1,3,4-thiadiazol-2-amine 4a—j with thioglycolic acid. Chemical structures of all the new compounds were established by their IR, 1H-NMR, 13C-NMR, MS and elemental data. The 5a—j have been assayed for their nematicidal activity against Ditylenchus myceliophagus and Caenorhabditis elegans by aqueous in vitro screening technique. The screened data reveal that, the 5e is most effective against D. myceliophagus and C. elegans with 50% lethal dose (LD50) of 170 and 190 ppm, respectively and is almost equal to the activity of standard levamisole. The 5h and 5j are also most active against C. elegans with LD50 of 200 ppm and D. myceliophagus with LD50 of 190 ppm, respectively. Further, the 5a—j were screened for their antibacterial activity against three representative, Gram-positive bacteria viz. Bacillus subtilis ATCC 6633, Staphylococcus aureus ATCC 6538p and Micrococcus luteus IFC 12708, and three Gram-negative bacteria viz. Proteus vulgaris ATCC 3851, Salmonella typhimurium ATCC 14028 and Escherichia coli ATCC 25922, and also screened for their antifungal activity against four fungal organisms viz. Candida albicans ATCC 10231, Aspergillus fumigatus HIC 6094, Trichophyton rubrum IFO 9185 and Trichophyton mentagrophytes IFO 40996. Most of these new compounds showed appreciable activity against the test bacteria and fungi, and emerged as potential molecules for further development.

  新系列 3-(5-3-甲基-5-[(3-甲基-7-5-[2-(芳基)-4-氧代-1,3-噻唑兰-3-基]-1,3 ,4-噻二唑-2-基苯并[b]呋喃-5-基)甲基]苯并[b]呋喃-7-基-1,3,4-噻二唑-2-基)-2-(芳基)-1,通过N2-[(E)-1-(4-甲基苯基)亚甲基]-5-(3-甲基-5-[3-甲基-7-)反应合成了3-噻唑烷-4-酮5a—j (5-[(E)-1-(4-甲基苯基)亚甲基]氨基-1,3,4-噻二唑-2-基)苯并[b]呋喃-5-基]甲基苯并[b]呋喃-7-基)-1,3,4-噻二唑-2-胺4a—j与巯基乙酸。所有新化合物的化学结构均通过IR、1H-NMR、13C-NMR、MS和元素数据确定。已通过水性体外筛选技术测定了 5a-j 对食菌茎线虫和秀丽隐杆线虫的杀线虫活性。筛选数据显示，5e对食菌丝虫和线虫最有效，50%致死剂量（LD50）分别为170和190 ppm，几乎与标准左旋咪唑的活性相同。 5h 和 5j 对秀丽隐杆线虫和食菌丝虫的 LD50 分别为 200 ppm 和 LD50 为 190 ppm。此外，还筛选了 5a-j 对三种代表性革兰氏阳性菌即 5a-j 的抗菌活性。枯草芽孢杆菌 ATCC 6633、金黄色葡萄球菌 ATCC 6538p 和藤黄微球菌 IFC 12708，以及三种革兰氏阴性菌，即。普通变形杆菌 ATCC 3851、鼠伤寒沙门氏菌 ATCC 14028 和大肠杆菌 ATCC 25922，还筛选了它们对四种真菌生物体的抗真菌活性，即：白色念珠菌 ATCC 10231、烟曲霉 HIC 6094、红色毛癣菌 IFO 9185 和须癣毛癣菌 IFO 40996。这些新化合物中的大多数都对测试细菌和真菌表现出明显的活性，并成为进一步开发的潜在分子。
• Reddy, Cherkupally Sanjeeva; Rao, Dasari Chandrashekar; Yakub, Vookanti, Acta Chimica Slovenica, 2010, vol. 57, # 4, p. 798 - 807
  作者：Reddy, Cherkupally Sanjeeva、Rao, Dasari Chandrashekar、Yakub, Vookanti、Nagaraj, Adki

  DOI：——

  日期：——