5-mercapto-1,2,4-thiadiazole | 43201-08-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-mercapto-1,2,4-thiadiazole
• 英文别名: 4H-[1,2,4]thiadiazole-5-thione；1,2,4-thiadiazole-5-thiol；[A] 5-mercapto-1,2,4-thiadiazole；1,2,4-thiadiazol-5-thiol；2H-1,2,4-thiadiazole-5-thione
• CAS: 43201-08-7
• 化学式: C₂H₂N₂S₂
• 分子量: 118.183
• InChiKey: CZLFQZFHKUHTMS-UHFFFAOYSA-N

物化性质

• 沸点：
  176.0±23.0 °C(Predicted)
• 密度：
  1.73±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  6
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  81.8
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  二苯基甲基(6R,7R)-3-[(甲基磺酰基)氧基]-8-氧代-7-[(苯基乙酰基)氨基]-5-硫杂-1-氮杂双环[4.2.0]辛-2-烯-2-羧酸酯 、 5-mercapto-1,2,4-thiadiazole 在 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 以56%的产率得到benzhydryl 7β-(2-phenylacetamido)-3-(1,2,4-thiadiazol-5-yl)thio-3-cephem-4-carboxylate
  参考文献：
  名称：

  studies on anti-helicobacter pylori agents. part 2: new cephem derivatives

  摘要：

  The synthesis and optimization of the anti-Helicobacter pylori activity of a novel series of cephem derivatives are described. Introduction of thio-heterocyclic groups containing N- and S-atoms to the 3-position and phenyl or thienyl acetamido groups to the 7-position of the cephem nucleus dramatically improved the activity. From this series of derivatives, compound 13i was Found to have extremely potent in vitro anti-H. pylori activity, superior therapeutic efficacy compared to AMPC and CAM, no cross-resistance between CAM or MNZ and low potential for causing diarrhea due to instability to beta-lactamase. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(00)00163-2
• 作为产物：
  描述：

  5-溴-1,2,4-噻二唑 在 硫脲 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 1.0h， 以0.85 g的产率得到5-mercapto-1,2,4-thiadiazole
  参考文献：
  名称：

  studies on anti-helicobacter pylori agents. part 2: new cephem derivatives

  摘要：

  The synthesis and optimization of the anti-Helicobacter pylori activity of a novel series of cephem derivatives are described. Introduction of thio-heterocyclic groups containing N- and S-atoms to the 3-position and phenyl or thienyl acetamido groups to the 7-position of the cephem nucleus dramatically improved the activity. From this series of derivatives, compound 13i was Found to have extremely potent in vitro anti-H. pylori activity, superior therapeutic efficacy compared to AMPC and CAM, no cross-resistance between CAM or MNZ and low potential for causing diarrhea due to instability to beta-lactamase. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(00)00163-2

文献信息

• Thieno[2,3-d]pyrimidinediones and their use as pharmaceuticals
  申请人：——

  公开号：US20040014634A1

  公开（公告）日：2004-01-22

  The invention provides thieno[2,3-d]pyrimidinediones of general formula (I), wherein R, R 1 , R 2 and R 3 are as defined in the specification, processes for their production, pharmaceutical compositions containing them and their use in therapy. 1

  这项发明提供了通式（I）中的噻吩[2,3-d]嘧啶二酮，其中R、R1、R2和R3如规范中定义，其生产方法，含有它们的药物组合物以及它们在治疗中的用途。
• [EN] NEMATICIDAL DIFLUOROALKENES<br/>[FR] DIFLUOROALCENES NEMATICIDES
  申请人：BAYER CROPSCIENCE AG

  公开号：WO2005026139A1

  公开（公告）日：2005-03-24

  The invention relates to a compound of the formula (I) wherein R represents hydrogen, halogen, alkyl, cycloalkyl, alkoxyalkyl, alkylthioalkyl, haloalkyl, alkoxy, alkylthio, represents optionally substituted phenyl or benzyl, or represents optionally substituted heteroaryl containing at least one heteroatom selected from N, O and S, m represents 3, 4, 5, 6, 7, 8, 9 or 10, and n represents 0, 1 or 2, a process for preparing said compound, compositions comprising said compound and its use for combating pests.

  该发明涉及一种化合物，其化学式为（I），其中R代表氢、卤素、烷基、环烷基、烷氧基烷基、烷硫基烷基、卤代烷基、烷氧基、烷硫基，或者代表可选择取代的苯基或苄基，或者代表至少含有一个来自N、O和S的杂原子的可选择取代的杂芳基，m代表3、4、5、6、7、8、9或10，n代表0、1或2，一种制备该化合物的方法，包含该化合物的组合物以及其用于防治害虫的用途。
• Five-membered Heterocyclic Thiones. Part IV. 1,2,4-Thiadiazole-3-thiolates and 1,2,4-Thiadiazole-5-thione
  作者：G. Lacasse、J. M. Muchowski

  DOI：10.1139/v73-352

  日期：1973.7.15

  1,2,4-Thiadiazole-5-thione (2a) was synthesized from the corresponding 5-bromo compound. An alternative synthesis of the known 3-methyl-1,2,4-thiadiazole-5-thione is described. It was shown by i.r. spectroscopy that the parent compound and its 3-methyl derivative existed in the thione form in the solid state.Mercuric-1,2,4-thiadiazole-3-thiolate (5) was prepared by cleavage of the corresponding disulfide with mercury. The mercuric salt was converted to a stable (in solution) sodium salt, but the free thio compound was not isolable.

  1,2,4-噻二唑-5-硫酮（2a）是从相应的5-溴化合物合成的。描述了已知的3-甲基-1,2,4-噻二唑-5-硫酮的另一种合成方法。通过红外光谱显示，母体化合物及其3-甲基衍生物在固态中以硫酮形式存在。汞-1,2,4-噻二唑-3-硫酚盐（5）是通过用汞裂解相应的二硫化物而制备的。汞盐转化为稳定的（在溶液中）钠盐，但游离的硫化合物无法分离。
• Synthesis and Antibacterial Activities of 2-Oxaisocephems.
  作者：Hidetsugu TSUBOUCHI、Koichi TSUJI、Koichi YASUMURA、Hiroshi ISHIKAWA

  DOI：10.1248/cpb.42.2084

  日期：——

  A series of 2-oxaisocephems with a thio-substituted methyl group at the 3-position and a 2-aminothiazol-4-yl moiety at the 7-position was synthesized via benzyl 3-acetyloxymethyl-7-azido-8-oxo-1-aza-4-oxabicyclo[4.2.0]oct-2-ene-2-carboxylate (2), derived from benzyl acetoacetate (1). The new 2-oxaisocephems were tested for antibacterial activities. Among them, the derivatives having a [2-(2-aminothiazol-4-yl)-2-(Z)-cyclopentyloxyimino]acetamido group at the 7-position characteristically showed potent activities against gram-positive bacteria including methicillin-resistant Staphylococcus aureus (MRSA) and Enterococcus faecalis as compared with cefuzonam and cefmenoxime, which are third-generation cephalosporins.

  通过乙酰乙酸苄基酯（1）衍生的 3-乙酰氧甲基-7-叠氮-8-氧代-1-氮杂-4-氧杂双环[4.2.0]辛-2-烯-2-甲酸苄基酯（2），合成了一系列 3-位上有硫代甲基、7-位上有 2-氨基噻唑-4-基的 2-氧代aisocephems。对这些新的 2-氧代aisocephems 进行了抗菌活性测试。与属于第三代头孢菌素的头孢唑喃和头孢甲肟相比，这些在 7 位具有[2-(2-氨基噻唑-4-基)-2-(Z)-环戊基氧基亚氨基]乙酰胺基团的衍生物对革兰氏阳性菌（包括耐甲氧西林金黄色葡萄球菌（MRSA）和粪肠球菌）具有显著的抗菌活性。
• MUKUDA, TAKASI;UEHMATSU, REITI;XIRIBAYASH, SATOSI
  作者：MUKUDA, TAKASI、UEHMATSU, REITI、XIRIBAYASH, SATOSI

  DOI：——

  日期：——