5-n-Heptylthio-1,3,4-thiadiazolyl-2-amin | 33313-10-9

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 5-n-Heptylthio-1,3,4-thiadiazolyl-2-amin
• 英文别名: 5-heptylsulfanyl-[1,3,4]thiadiazol-2-ylamine；2-amino-5-heptylthio-1,3,4-thiadiazole；5-heptylsulfanyl-1,3,4-thiadiazol-2-amine
• CAS: 33313-10-9
• 化学式: C₉H₁₇N₃S₂
• 分子量: 231.386
• InChiKey: VXNPKYLZLLWUDZ-UHFFFAOYSA-N

物化性质

• 熔点：
  112-113 °C
• 沸点：
  375.1±25.0 °C(Predicted)
• 密度：
  1.16±0.1 g/cm3(Predicted)
• 溶解度：
  3.7 [ug/mL]

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  14
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  105
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-乙氧基丙烯酸乙酯 、 5-n-Heptylthio-1,3,4-thiadiazolyl-2-amin 在 PPA 作用下， 以 5,5-dimethyl-1,3-cyclohexadiene 为溶剂， 以75%的产率得到2-heptylthio-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one
  参考文献：
  名称：

  5H-1,3,4-Thiadiazolo[3,2-a]pyrimidin-5-one derivatives and fungicidal compositions containing the same

  摘要：

  披露了一类新颖的5H-1,3,4-噻二唑并[3,2-a]嘧啶-5-酮衍生物。这些化合物对黄瓜灰霉病、黄瓜霜霉病、芥菜黑斑病、苹果曲霉病、梨黑斑病、稻瘟病、番茄晚疫病等病原真菌表现出显著的杀菌活性。

  公开号：

  EP0282635A3
• 作为产物：
  描述：

  1-碘庚烷 、 2-氨基-5-巯基-1,3,4-噻二唑 在 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 以78%的产率得到5-n-Heptylthio-1,3,4-thiadiazolyl-2-amin
  参考文献：
  名称：

  5H-1,3,4-Thiadiazolo[3,2-a]pyrimidin-5-one derivatives and fungicidal compositions containing the same

  摘要：

  披露了一类新颖的5H-1,3,4-噻二唑并[3,2-a]嘧啶-5-酮衍生物。这些化合物对黄瓜灰霉病、黄瓜霜霉病、芥菜黑斑病、苹果曲霉病、梨黑斑病、稻瘟病、番茄晚疫病等病原真菌表现出显著的杀菌活性。

  公开号：

  EP0282635A3

文献信息

• 5H-1,3,4-Thiadiazolo[3,2-a]pyrimidin-5-one derivatives and fungicidal compositions containing the same
  申请人：KUMIAI CHEMICAL INDUSTRY CO., LTD.

  公开号：EP0282635A3

  公开（公告）日：1989-11-08

  A class of novel 5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one derivatives are disclosed. These compounds exhibit remarkable fungicidal activities for pathogenic fungi of cucumber gray mold, cucumber downy mildew, Alternaria sooty spot of Chinese mustard, apple Alternaria leaf spot, pear black spot, rice blast, tomato late blight, etc.

  披露了一类新颖的5H-1,3,4-噻二唑并[3,2-a]嘧啶-5-酮衍生物。这些化合物对黄瓜灰霉病、黄瓜霜霉病、芥菜黑斑病、苹果曲霉病、梨黑斑病、稻瘟病、番茄晚疫病等病原真菌表现出显著的杀菌活性。
• 5H-1,3,4-thiadiazolo(3,2-A)pyrimidin-5-one derivatives and functional
  申请人：Kumiai Chemical Industry Co., Ltd.

  公开号：US04971971A1

  公开（公告）日：1990-11-20

  A class of novel 5H-1,3,4-thiadiazolo[3,2-a]-pyrimidin-5-one derivatives are disclosed. These compounds exhibit remarkable fungicidal activities for pathogenic fungi of cucumber gray mold, cucumber downy mildew. Alternaria sooty spot of Chinese mustard, apple Alternaria leaf spot, pear black spot, rice blast, tomato late blight, etc.

  一类新型的5H-1,3,4-噻二唑并[3,2-a]-嘧啶-5-酮衍生物被揭示。这些化合物对黄瓜灰霉病、黄瓜霜霉病、芥菜黑斑病、苹果交替孢叶斑病、梨黑斑病、水稻稻瘟病、番茄晚疫病等病原真菌表现出显著的杀菌活性。
• 5H-1,3,4-Thiazole[3,2-a]pyrimidin-5-one derivatives and fungicidal compositions containing the same
  申请人：KUMIAI CHEMICAL INDUSTRY CO., LTD.

  公开号：EP0238059A2

  公开（公告）日：1987-09-23

  A class of novel 5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one derivatives are disclosed. These compounds exhibit remarkable fungicidal activities for pathogenic fungi of cucumber gray mold, cucumber downy mildew, Altemaria sooty spot of Chinese mustard, apple Alternaria leaf spot, pear black spot, rice blast, tomato late blight, etc.

  本研究公开了一类新型 5H-1,3,4-噻二唑并[3,2-a]嘧啶-5-酮衍生物，这些化合物对黄瓜灰霉病、黄瓜霜霉病、芥菜褐斑病、苹果叶斑病、梨黑斑病、稻瘟病、番茄晚疫病等病原真菌具有显著的杀菌活性。
• Design and development of 1,3,4-thiadiazole based potent new nano-fungicides
  作者：Suprabhat Pal、Vikrant Singh、Rajesh Kumar、Robin Gogoi

  DOI：10.1016/j.molstruc.2020.128507

  日期：2020.11

  Being the important organic reaction intermediates and biological scaffolds, a series of 2-alkyl/aralkyl/ heterocyclyl sulfanyl-5-amino/methyl-1,3,4-thiadiazoles have been synthesized by suitable synthetic route and characterized by analytical and spectral data. The evaluation of these compounds for their bioefficacy against two phyto-pathogenic fungi revealed their fungicidal potency against Rhizoctonia bataticola (ED50 values, 3.9-300.4 mu g/mL) and Rhizoctonia solani (ED50 values, 4.2-228.5 mu g/mL). To further augment their fungicidal efficacy, the potent five fungicidal compounds were nano-sized. The protocol for preparing 1,3,4-thiadiazole based nano-fungicide employing polyethylene glycol was developed and standardized. Characterization of nano-forms of 1,3,4-thiadiazole derivatives by particle size analyzer and electron microscopy (TEM) techniques confirmed the <100 nm average particle sizes of all nano-fungicides. The 2-4 times higher fungicidal activity was observed with nano-forms than the corresponding conventional sized 1,3,4-thiadiazole derivatives against phytopathogenic fungi, namely, Rhizoctonia solani and R. bataticola. (C) 2020 Elsevier B.V. All rights reserved.
• US4866064A
  申请人：——

  公开号：US4866064A

  公开（公告）日：1989-09-12