1-[4-(4-Chlorophenyl)-1,3-thiazol-2-yl]-3-(phenylcarbamothioylamino)urea | 1220352-89-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-[4-(4-Chlorophenyl)-1,3-thiazol-2-yl]-3-(phenylcarbamothioylamino)urea
• CAS: 1220352-89-5
• 化学式: C₁₇H₁₄ClN₅OS₂
• 分子量: 403.916
• InChiKey: YAWRMTKXEDHPKJ-UHFFFAOYSA-N

物化性质

• 密度：
  1.501±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  138
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-[4-(4-Chlorophenyl)-1,3-thiazol-2-yl]-3-(phenylcarbamothioylamino)urea 在 sodium hydroxide 作用下， 以 水 为溶剂， 反应 6.0h， 以73%的产率得到3-[4-(4-chlorophenyl)-1,3-thiazol-2-ylamino]-4-phenyl-4,5-dihydro-1H-1,2,4-triazole-5-thione
  参考文献：
  名称：

  Triazole incorporated thiazoles as a new class of anticonvulsants: Design, synthesis and in vivo screening

  摘要：

  Various 3-[4-(substituted phenyl)-1,3-thiazol-2-ylamino1-4-(substituted phenyl)-4,5-dihydro-1H-1,2,4-triazole-5-thiones (7a-t) were designed keeping in view the structural requirements suggested in the pharmacophore model for anticonvulsant activity. Thiazole and triazole moieties being anticonvulsants were clubbed together to get the titled compounds and their in vivo anticonvulsant screening were performed by two most adopted seizure models, maximal electroshock seizure (MES) and subcutaneous pentylenetetrazole (scPTZ). Two compounds 7d and 7f showed significant anticonvulsant activity in both the screens with ED50 values 23.9 mg/kg and 13.4 mg/kg respectively in MES screen and 178.6 mg/kg and 81.6 mg/kg respectively in scPTZ test. They displayed a wide margin of safety with Protective index (PI), median hypnotic dose (HD50) and median lethal dose (LD50) much higher than the standard drugs. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2009.12.062
• 作为产物：
  描述：

  2-氨基-4-(4-氯苯基)噻唑 在 三乙胺 作用下， 以 乙醇 、 苯 为溶剂， 反应 7.0h， 生成 1-[4-(4-Chlorophenyl)-1,3-thiazol-2-yl]-3-(phenylcarbamothioylamino)urea
  参考文献：
  名称：

  Synthesis, anticonvulsant and toxicity screening of thiazolyl–thiadiazole derivatives

  摘要：

  Various thiazole-substituted thiadiazole derivatives (7a-t) were designed and synthesized using substituted acetophenones and substituted anilines as starting materials. Thiazole and thiadiazole moieties being anticonvulsants were clubbed together to get the titled compounds and their in vivo anticonvulsant screening were performed by two most adopted seizure models, maximal electroshock seizure (MES) and subcutaneous pentylenetetrazole (scPTZ). Three compounds 7i, 7l and 7n were found to be potent in both the screens with comparable ED50 and better TD50 values than some standard drugs. These compounds were also found to exert lesser toxic effects on liver.

  DOI：

  10.1007/s00044-010-9313-6