4-丁氧基苯甲醛缩氨基硫脲 | 100318-30-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 4-丁氧基苯甲醛缩氨基硫脲
• 英文名称: [(4-Butoxyphenyl)methylideneamino]thiourea
• CAS: 100318-30-7
• 化学式: C₁₂H₁₇N₃OS
• mdl: MFCD00550090
• 分子量: 251.352
• InChiKey: XDJHBXUXBRZNBT-UHFFFAOYSA-N

物化性质

• 熔点：
  171-172 °C
• 沸点：
  391.7±44.0 °C(Predicted)
• 密度：
  1.15±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.333
• 拓扑面积：
  91.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-丁氧基苯甲醛缩氨基硫脲 在 三氯化铁 作用下， 以 乙醇 为溶剂， 生成 5-(4-Butoxyphenyl)-1,3,4-thiadiazol-2-amine
  参考文献：
  名称：

  Synthesis and Properties of Schiff's Bases Derived from 1,3,4-Thiadiazole as a Mesogenic Unit

  摘要：

  Some new liquid crystalline 2,5-disubstituted 1,3,3-thiadiazole derivatives incorporating a central group (-CH=N-) have been synthesized by treating 2-amino-5-(4-alkoxyphenyl)-1,3.4-thiadiazole with corresponding p-alkoxybenzaldehyde. Their structures have been characterized with Elementary Analysis, IR, (HNMR)-H-1 and MS, and their properties were determined by using DSC and Texture. All 12 compounds are enantiotropic liquid crystals, and most of them exhibit nematic mesomorphism and broad smectic C mesomorphic ranges. Several compounds show only the smectic C mesophase. By introducing an -OH group into the phenyl ring the thermal stability of the mesophases increases due to the formation of a hydrogen bond.

  DOI：

  10.1080/10587250008025240
• 作为产物：
  描述：

  氨基硫脲 、 4-丁氧基苯甲醛 在 溶剂黄146 作用下， 以 乙醇 为溶剂， 生成 4-丁氧基苯甲醛缩氨基硫脲
  参考文献：
  名称：

  Rational Design and Synthesis of 4-O-Substituted Phenylmethylenethiosemicarbazones as Novel Tyrosinase Inhibitors

  摘要：

  在我们继续进行寻找酪氨酸酶抑制剂的项目中，合理设计并合成了一系列新型的4-O取代苯甲烯硫脲衍生物，同时评估了它们对蘑菇酪氨酸酶二酚酶活性的抑制效果。发现相当多的化合物具有显著的酪氨酸酶抑制活性。特别是化合物3a—g、3j和3s的IC50值与已知的最佳酪氨酸酶抑制剂之一的特罗泊酮相当。此外，这些化合物的结构—活性关系也进行了研究。所有这些数据表明，这些分子可能被用于开发治疗皮肤疾病的新候选药物，而且对这些化合物的进一步开发可能会引起兴趣。

  DOI：

  10.1248/cpb.58.752

文献信息

• Rational Design and Synthesis of 4-O-Substituted Phenylmethylenethiosemicarbazones as Novel Tyrosinase Inhibitors
  作者：Wei Yi、Rihui Cao、Zhiyong Chen、Liang Yu、Huan Wen、Qin Yan、Lin Ma、Huacan Song

  DOI：10.1248/cpb.58.752

  日期：——

  In continuing our program aimed to search for tyrosinase inhibitors, a series of novel 4-O-substituted phenylmethylenethiosemicarbazones were rational designed, synthesized and their inhibitory effects on the diphenolase activity of mushroom tyrosinase were also evaluated. A fair number of compounds were found to have significant tyrosinase inhibitiory activity. Particularly, the IC50 values of compounds 3a—g, 3j and 3s were of the same magnitude as tropolone, one of the best tyrosinase inhibitors known so far. Furthermore, the structure–activity relationships of these compounds were also investigated. All these data suggested that these molecules might be utilized for the development of new candidate for the treatment of dermatological disorders, and further development of such compounds may be of interest.

  在我们继续进行寻找酪氨酸酶抑制剂的项目中，合理设计并合成了一系列新型的4-O取代苯甲烯硫脲衍生物，同时评估了它们对蘑菇酪氨酸酶二酚酶活性的抑制效果。发现相当多的化合物具有显著的酪氨酸酶抑制活性。特别是化合物3a—g、3j和3s的IC50值与已知的最佳酪氨酸酶抑制剂之一的特罗泊酮相当。此外，这些化合物的结构—活性关系也进行了研究。所有这些数据表明，这些分子可能被用于开发治疗皮肤疾病的新候选药物，而且对这些化合物的进一步开发可能会引起兴趣。
• Synthesis and Properties of Schiff's Bases Derived from 1,3,4-Thiadiazole as a Mesogenic Unit
  作者：Yan Xu、Wanfang Lu、Zihou Tai

  DOI：10.1080/10587250008025240

  日期：2000.10.1

  Some new liquid crystalline 2,5-disubstituted 1,3,3-thiadiazole derivatives incorporating a central group (-CH=N-) have been synthesized by treating 2-amino-5-(4-alkoxyphenyl)-1,3.4-thiadiazole with corresponding p-alkoxybenzaldehyde. Their structures have been characterized with Elementary Analysis, IR, (HNMR)-H-1 and MS, and their properties were determined by using DSC and Texture. All 12 compounds are enantiotropic liquid crystals, and most of them exhibit nematic mesomorphism and broad smectic C mesomorphic ranges. Several compounds show only the smectic C mesophase. By introducing an -OH group into the phenyl ring the thermal stability of the mesophases increases due to the formation of a hydrogen bond.