2-hexylsulfanyl-5-amino-1,3,4-thiadiazole | 61516-63-0

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2-hexylsulfanyl-5-amino-1,3,4-thiadiazole
• 英文别名: 5-hexylsulfanyl-[1,3,4]thiadiazol-2-ylamine；2-amino-5-hexylthio-1,3,4-thiadiazole；5-(Hexylthio)-1,3,4-thiadiazol-2-amine；5-hexylsulfanyl-1,3,4-thiadiazol-2-amine
• CAS: 61516-63-0
• 化学式: C₈H₁₅N₃S₂
• 分子量: 217.359
• InChiKey: NSOOBCMKNXDQHP-UHFFFAOYSA-N

物化性质

• 熔点：
  113-115 °C
• 沸点：
  362.8±25.0 °C(Predicted)
• 密度：
  1.19±0.1 g/cm3(Predicted)
• 溶解度：
  22.9 [ug/mL]

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  13
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 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：

  苯甲酰氯,2-(氯硒代)- 、 2-hexylsulfanyl-5-amino-1,3,4-thiadiazole 以 乙腈 为溶剂， 反应 2.0h， 生成
  参考文献：
  名称：

  Synthesis and in vitro antitumor activity of 1,3,4-thiadiazole derivatives based on benzisoselenazolone

  摘要：

  A series of novel 1,3,4-thiadiazole derivatives based on benzisoselenazolone were synthesized and evaluated for their cytotoxicity in vitro against human liver cancer cell SSMC-7721, human breast cancer cell MCF-7 and human lung cancer cell A549 by CCK-8 assay. The results showed that compounds 7e, 7f, 7h, 7k, 7I and 7m displayed good cytotoxicity against MCF-7 cell lines. Compound 71 exhibited the most potent antitumor activities among the tested compounds. (C) 2012 Bao Quan Chen. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.

  DOI：

  10.1016/j.cclet.2012.04.005
• 作为产物：
  描述：

  1-氯己烷 、 2-氨基-5-巯基-1,3,4-噻二唑 在 sodium hydroxide 作用下， 以 甲醇 、 水 为溶剂， 反应 10.0h， 生成 2-hexylsulfanyl-5-amino-1,3,4-thiadiazole
  参考文献：
  名称：

  Synthesis and in vitro antitumor activity of 1,3,4-thiadiazole derivatives based on benzisoselenazolone

  摘要：

  A series of novel 1,3,4-thiadiazole derivatives based on benzisoselenazolone were synthesized and evaluated for their cytotoxicity in vitro against human liver cancer cell SSMC-7721, human breast cancer cell MCF-7 and human lung cancer cell A549 by CCK-8 assay. The results showed that compounds 7e, 7f, 7h, 7k, 7I and 7m displayed good cytotoxicity against MCF-7 cell lines. Compound 71 exhibited the most potent antitumor activities among the tested compounds. (C) 2012 Bao Quan Chen. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.

  DOI：

  10.1016/j.cclet.2012.04.005

文献信息

• Agricultural-horticultural fungicide employing 5H-1,3,4-thiadiazolo[3,2-a]p
  申请人：Kumiai Chemical Industry Co., Ltd.

  公开号：US04742063A1

  公开（公告）日：1988-05-03

  It is disclosed that a class of 5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one derivatives exhibit remarkable fungicidal activities for cucumber gray mold, cucumber downy mildew, Alternaria sooty spot of Chinese mustard, rice blast, etc.

  据披露，一类5H-1,3,4-噻二唑并[3,2-a]嘧啶-5-酮衍生物表现出对黄瓜灰霉病、黄瓜霜霉病、芥菜黑斑病、稻瘟病等具有显著的杀菌活性。
• 5H-1,3,4-thiadiazolo(3,2-A)pyrimidin-5-one derivatives and fungicidal
  申请人：Kumiai Chemical Industry Co., Ltd.

  公开号：US04866064A1

  公开（公告）日：1989-09-12

  A class of novel 5H-1,3,4-thiadizaolo[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.

  揭示了一类新颖的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、芥菜黑粉病、苹果交链孢病、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 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。
• Agricultural-horticultural fungicide
  申请人：KUMIAI CHEMICAL INDUSTRY CO., LTD.

  公开号：EP0238997A1

  公开（公告）日：1987-09-30

  An agricultural-horticultural fungicide composition comprising a 5H-1,3,4-thiadiazolo[3,2-a]­pyrimidin-5-one derivative represented by the general formula wherein     X is a hydrogen atom, a halogen atom, a lower alkyl group or a lower alkoxycarbonyl group;     Y is a hydrogen atom, a lower alkyl group or a phenyl group; and     R is a linear or branched alkyl group, a benzyl group, a mono- or dimethylbenzyl group or a phenethyl group;     with a proviso that when Y is a hydrogen atom, or R is a mono- or dimethylbenzyl group, X is a lower alkoxycarbonyl group.

  一种农业园艺杀真菌剂组合物，包含通式为 5H-1,3,4-噻二唑并[3,2-a]嘧啶-5-酮衍生物 其中 X 是氢原子、卤素原子、低级烷基或低级烷氧羰基； Y 是氢原子、低级烷基或苯基；以及 R 是直链或支链烷基、苄基、单或二甲基苄基或苯乙基； 但当 Y 为氢原子或 R 为单或二甲基苄基时，X 为低级烷氧羰基。