N-(5-methyl-3-isoxazolyl)-N'-(4-methylphenyl)thiourea | 638164-93-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(5-methyl-3-isoxazolyl)-N'-(4-methylphenyl)thiourea
• 英文别名: 1-(5-methyl-1,2-oxazol-3-yl)-3-(4-methylphenyl)thiourea
• CAS: 638164-93-9
• 化学式: C₁₂H₁₃N₃OS
• 分子量: 247.321
• InChiKey: QKVKGIHFCNXPHL-UHFFFAOYSA-N

物化性质

• 熔点：
  205 °C(Solv: benzene (71-43-2))
• 沸点：
  388.0±52.0 °C(Predicted)
• 密度：
  1.327±0.06 g/cm3(Predicted)
• 溶解度：
  31.8 [ug/mL]

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  82.2
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(5-methyl-3-isoxazolyl)-N'-(4-methylphenyl)thiourea 在 碘 作用下， 以 乙醇 为溶剂， 反应 6.0h， 生成 6-methyl-3'-p-tolylspiro[isoxazolo[2,3-b][1,2,4]thiadiazole-2,2'-thiazolidin]-4'-one
  参考文献：
  名称：

  Design, synthesis, and antimicrobial activity of novel spiroisoxazolo[2,3-b][1,2,4]thiadiazole-2,2′-thiazolidine- 4′-ones and spiroisoxazolo[2,3-b][1,2,4]oxadiazole-2, 2′-thiazolidine-4′-ones

  摘要：

  A new synthetic strategy for the synthesis of novel 6-methyl-3'-aryl spiro[isoxazolo[2,3-b][1,2,4]thiadiazole-2,2'-thiazolidin]-4'-ones (9a-9e) and 6-methyl-3'-aryl spiro[isoxazolo[2,3-b][1,2,4]oxadiazole-2,2'-thiazolidin]-4'-ones (12a-12e) analogs is described. These compounds showed significant antimicrobial activity against all the standard strains.[GRAPHICS].

  DOI：

  10.1080/17415993.2012.703671
• 作为产物：
  描述：

  3-氨基-5-甲基异恶唑 、 对甲苯异硫氰酸酯 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 4.0h， 生成 N-(5-methyl-3-isoxazolyl)-N'-(4-methylphenyl)thiourea
  参考文献：
  名称：

  Design, synthesis, and antimicrobial activity of novel spiroisoxazolo[2,3-b][1,2,4]thiadiazole-2,2′-thiazolidine- 4′-ones and spiroisoxazolo[2,3-b][1,2,4]oxadiazole-2, 2′-thiazolidine-4′-ones

  摘要：

  A new synthetic strategy for the synthesis of novel 6-methyl-3'-aryl spiro[isoxazolo[2,3-b][1,2,4]thiadiazole-2,2'-thiazolidin]-4'-ones (9a-9e) and 6-methyl-3'-aryl spiro[isoxazolo[2,3-b][1,2,4]oxadiazole-2,2'-thiazolidin]-4'-ones (12a-12e) analogs is described. These compounds showed significant antimicrobial activity against all the standard strains.[GRAPHICS].

  DOI：

  10.1080/17415993.2012.703671

文献信息

• Synthesis, antimicrobial, and mosquito larvicidal activity of 1-aryl-4-methyl-3,6-bis-(5-methylisoxazol-3-yl)-2-thioxo-2,3,6,10b-tetrahydro-1H-pyrimido[5,4-c]quinolin-5-ones
  作者：E. Rajanarendar、M. Nagi Reddy、K. Rama Murthy、K. Govardhan Reddy、S. Raju、M. Srinivas、B. Praveen、M. Srinivasa Rao

  DOI：10.1016/j.bmcl.2010.08.060

  日期：2010.10

  A series of 1-aryl-4-methyl-3,6-bis-(5-methylisoxazol-3-yl)-2-thioxo-2,3,6,10b-tetrahydro-1H-pyrimido[5,4-c]quinolin-5-ones (6a-h) have been synthesized by cyclization of ethyl-3-aryl-4-(2-chlorophenyl)6-methyl- 1-(5- methylisoxazol-3-yl)-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylates 4a-h with 3-amino-5-methylisoxazole5. Compounds 4a-h were obtained by Biginelli reaction, by condensation of aromatic aldehyde 1, ethyl acetoacetate 2, and isoxazolyl thioureas 3 in a one-pot reaction catalyzed by ceric ammonium nitrite (CAN). Compounds 6a-h were tested for their antibacterial and antifungal activities against various bacterial and fungal strains. The results showed that these compounds exhibited good antibacterial and antifungal activity compared with that of standard antibiotics. Mosquito larvicidal activity of the newly synthesized compounds 6a-h is also studied against fourth instar larvae Culex quinquefasciatus. Some of the compounds are proved to be lethal for mosquito larvae. (c) 2010 Elsevier Ltd. All rights reserved.
• Design, synthesis, and antimicrobial activity of novel spiroisoxazolo[2,3-<i>b</i>][1,2,4]thiadiazole-2,2′-thiazolidine- 4′-ones and spiroisoxazolo[2,3-<i>b</i>][1,2,4]oxadiazole-2, 2′-thiazolidine-4′-ones
  作者：Rajanarendar Eligeti、Ramakrishna Saini、Nagaraju Dharavath

  DOI：10.1080/17415993.2012.703671

  日期：2012.8

  A new synthetic strategy for the synthesis of novel 6-methyl-3'-aryl spiro[isoxazolo[2,3-b][1,2,4]thiadiazole-2,2'-thiazolidin]-4'-ones (9a-9e) and 6-methyl-3'-aryl spiro[isoxazolo[2,3-b][1,2,4]oxadiazole-2,2'-thiazolidin]-4'-ones (12a-12e) analogs is described. These compounds showed significant antimicrobial activity against all the standard strains.[GRAPHICS].