2-mercapto-5-benzyl-1,3,4-thiadiazole | 29546-25-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-mercapto-5-benzyl-1,3,4-thiadiazole
• 英文别名: 5-benzyl-3H-[1,3,4]thiadiazole-2-thione；benzylmercapto-1,3,4-thiadiazole；5-Mercapto-2-benzyl-1,3,4-thiadiazol；2-Benzyl-1,3,4-thiadiazol-5-thiol；2-Benzyl-5-thio-1,3,4-thiadiazol；5-Benzyl-1,3,4-thiadiazole-2-thiol；5-benzyl-3H-1,3,4-thiadiazole-2-thione
• CAS: 29546-25-6
• 化学式: C₉H₈N₂S₂
• 分子量: 208.308
• InChiKey: KKZAOQAHLBXTLJ-UHFFFAOYSA-N

物化性质

• 熔点：
  115-116 °C
• 沸点：
  328.0±35.0 °C(Predicted)
• 密度：
  1.36±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  81.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-mercapto-5-benzyl-1,3,4-thiadiazole 在 potassium permanganate 、 溶剂黄146 、 sodium hydroxide 作用下， 生成 2-ethylsulfonyl-5-benzyl-1,3,4-thiadiazole
  参考文献：
  名称：

  Design, synthesis, and antibacterial activity against rice bacterial leaf blight and leaf streak of 2,5-substituted-1,3,4-oxadiazole/thiadiazole sulfone derivative

  摘要：

  A series of 2,5-substituted-1,3,4-oxadiazole/thiadiazole sulfone derivatives were synthesized and evaluated for their antibacterial activities against rice bacterial leaf blight and leaf streak caused by Xanthomonas oryzae pv. oryzae and Xanthomonas oryzae pv. oryzicolaby via the turbidimeter test in vitro. Antibacterial bioassay results indicated that most compounds demonstrated good inhibitory effect antibacterial bioactivities against rice bacterial leaf blight and leaf streak. Among the title compounds, compound 6c demonstrated the best inhibitory effect against rice bacterial leaf blight and leaf streak with half-maximal effective concentration (EC50)values of 1.07 and 7.14 mu g/mL, respectively, which were even better than those of commercial agents such as Bismerthiazol and Thiediazole Copper. In vivo antibacterial activities tests at greenhouse conditions demonstrated that the controlling effect of compounds 6c (43.5%) and 6g (42.4%) against rice bacterial leaf blight were better than those of Bismerthiazol (25.5%) and Thiediazole Copper (37.5%). (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.02.060
• 作为产物：
  描述：

  苯乙酸肼 在 硫酸 、 potassium hydroxide 作用下， 以 乙醇 为溶剂， 反应 3.0h， 生成 2-mercapto-5-benzyl-1,3,4-thiadiazole
  参考文献：
  名称：

  使用杂环硫酮和芳烃有效形成CS键

  摘要：

  苯硫基杂环化合物因其多样的生物学活性和医学前景而被广泛使用。在此，报道了一种简便的方法。在CsF存在下，与芳烃反应形成芳基-S键的1,3,4-氧杂噻唑并噻吩-2-硫酮的芳基化反应具有良好的收率和优异的选择性。反应在短时间内完成，无需使用昂贵的试剂和催化剂。目前的反应体系是一种处理苯硫基杂环化合物的有效方法，它揭示了一种可持续的方法，并在未来的有机合成中具有更好的应用前景。

  DOI：

  10.1016/j.tet.2020.131829

文献信息

• 一种协同抗生素靶向治疗金黄色葡萄球菌感染的抗菌药物及其合成方法和应用
  申请人：西北大学

  公开号：CN108794508A

  公开（公告）日：2018-11-13

  本发明基于β‑内酰胺类抗生素分子母核结构之β‑内酰胺环，设计、合成了一类针对金黄色葡萄球菌的新型抗菌药物ASC，ASC不仅本身是一类抗菌试剂，而且还是一类β‑内酰胺类抗生素耐药靶蛋白金属β‑内酰胺酶的广谱型抑制剂，ASC可协同β‑内酰胺类、氨基糖苷类和四环素类三类7‑8种抗生素靶向性治疗金黄色葡萄球菌的感染。联用1μg/mL剂量的ASC，使得这些抗生素的活力提高4‑128倍。
• METHOD FOR PRODUCING METAL PARTICLE DISPERSION, CONDUCTIVE INK USING METAL PARTICLE DISPERSION PRODUCED BY SUCH METHOD, AND CONDUCTIVE COATING FILM
  申请人：Toyo Ink Mfg. Co., Ltd

  公开号：EP1952918A1

  公开（公告）日：2008-08-06

  Disclosed is a method for producing a metal particle dispersion wherein a metal compound is reduced by using carbodihydrazide represented by the formula (1) below or a polybasic acid polyhydrazide represented by the formula (2) below (wherein R represents an n-valent polybasic acid residue) in a liquid medium. By reducing the metal compound in the presence of a compound having a function preventing discoloration of the metal, there can be obtained a metal particle dispersion having excellent discoloration preventing properties. Metal particles produced by such methods have a uniform particle diameter and are excellent in dispersion stability. By using a conductive resin composition or conductive ink containing a metal particle dispersion obtained by such production methods, there can be formed a conductive coating film, such as a conductive circuit or an electromagnetic layer, having good characteristics.

  本发明公开了一种生产金属颗粒分散液的方法，该方法通过在液体介质中使用下式 (1) 所代表的碳二酰肼或下式 (2) 所代表的多基酸多酰肼（其中 R 代表正价多基酸残基）还原金属化合物。通过在具有防止金属褪色功能的化合物存在下还原金属化合物，可获得具有优异防褪色性能的金属颗粒分散液。通过这种方法制得的金属颗粒具有均匀的颗粒直径和出色的分散稳定性。使用含有通过这种生产方法获得的金属颗粒分散体的导电树脂组合物或导电墨水，可以形成具有良好特性的导电涂膜，例如导电电路或电磁层。
• COMPOUNDS FOR USE IN THE TREATMENT OF COVID-19
  申请人：Dompe' Farmaceutici S.P.A.

  公开号：EP4011367A1

  公开（公告）日：2022-06-15

  The present invention relates to compounds for the treatment of a SARS-Cov-2 infection in a subject.

  本发明涉及用于治疗受试者 SARS-Cov-2 感染的化合物。
• Thiadiazole-based Thioglycosides as Sodium-glucose Co-transporter 2 (SGLT2) Inhibitors
  作者：Yunlong Gao、Guilong Zhao、Wei Liu、Yuli Wang、Weiren Xu、Jianwu Wang

  DOI：10.1002/cjoc.201090120

  日期：——

  AbstractA series of thiadiazole‐based thioglycosides were synthesized as SGLT2 inhibitors from D‐glucose, D‐galactose and a variety of phenylacetic acids via a convenient protocol in 8 steps and evaluated in vivo with an oral glucose tolerance test (OGTT), and 5‐benzyl‐1,3,4‐thiadiazol‐2‐yl 1‐thio‐β‐D‐glucopyranoside (1a) was the most efficacious to suppress the blood glucose excursion during OGTT.
• Bicyclic Thiadiazoles I: 2-(2-Thienyl)-5-phenylthiazolo[2,3-b]-1,3,4-thiadiazole
  作者：Man M. Kochhar、Mohammad Salahi-Asbahi、Byron B. Williams

  DOI：10.1002/jps.2600620239

  日期：1973.2