1-cychloprophyl-1H-tetrazole-5-thiol | 637781-10-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-cychloprophyl-1H-tetrazole-5-thiol
• 英文别名: 1-cyclopropyl-1H-1,2,3,4-tetrazole-5-thiol；1-cyclopropyl-2H-tetrazole-5-thione
• CAS: 637781-10-3
• 化学式: C₄H₆N₄S
• mdl: MFCD08271790
• 分子量: 142.184
• InChiKey: GBAMURSLHHWGCH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  72.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-cychloprophyl-1H-tetrazole-5-thiol 、 1-benzyl-5-[(3-bromopropyl)thio]-1H-tetrazole 在 potassium carbonate 作用下， 以 乙醇 为溶剂， 以70%的产率得到1-benzyl-5-[3-(1-cyclopropyl-1H-tetrazol-5-ylthio)propylthio]-1H-tetrazole
  参考文献：
  名称：

  Synthesis of selected 5-thio-substituted tetrazole derivatives and evaluation of their antibacterial and antifungal activities

  摘要：

  通过三步法高效合成了几种 5-硫代四氮唑衍生物。 通过三步法合成。取代的四唑-5-硫醇、 即 1-苄基-1H-四唑-5-硫醇（2）是通过回流 市售的异硫氰酸苄酯（1）与叠氮化钠在水中回流制备而成。 第二步是合成 1-苄基-5-[(3-溴丙基) 硫代]四氮唑（3），方法是将四唑-5-硫醇（2）与 1,3- 二溴丙烷在四氢呋喃中进行硫代烷基化。最后，5-硫代四唑 衍生物 4a-i 的制备方法是将 (3) 与相应的胺或硫醇缩合。 胺或硫醇缩合而制备。新合成化合物的结构通过核磁共振、液相色谱/质谱 通过 NMR、LC/MS/MS、IR 光谱数据和元素分析对新合成化合物的结构进行了表征。对所有 的抗菌和抗真菌活性进行了筛选。 抗真菌活性。

  DOI：

  10.2298/jsc090421001d

文献信息

• [EN] NOVEL QUINOXALINE DERIVATIVES<br/>[FR] NOUVEAUX DÉRIVÉS DE QUINOXALINE
  申请人：DONG A PHARM CO LTD

  公开号：WO2011122815A3

  公开（公告）日：2012-03-08
• [EN] NOVEL SPECIFICALLY SUBSTITUTED THIOPHENOLIC COMPOUNDS<br/>[FR] NOUVEAUX COMPOSÉS THIOPHÉNOLIQUES À SUBSTITUTION SPÉCIFIQUE
  申请人：[en]NERVIANO MEDICAL SCIENCES S.R.L.

  公开号：WO2024028169A1

  公开（公告）日：2024-02-08

  The present invention relates to novel thiophenolic compounds (I) which are useful in the treatment of proliferative and/or hyper-proliferative diseases. Preferably, the compounds of the present invention are endowed with inhibitory activity against Werner helicase protein (WRN, RECQL2) and are thus useful in the therapy or treatment of cancer. Furthermore, the invention relates to the use of the compounds according to the invention to inhibit the activity of one or more helicases, preferably including Werner Helicase (WRN) and pharmaceutical composition comprising such compounds. Formula (I).
• Synthesis of selected 5-thio-substituted tetrazole derivatives and evaluation of their antibacterial and antifungal activities
  作者：V. Dhayanithi、Syed Shafi、K. Kumaran、Sankar Jai、Venkat Ragavan、Kumar Goud、Suchetha Kumari、Hari Pati

  DOI：10.2298/jsc090421001d

  日期：——

  Several 5-thio-substituted tetrazole derivatives were efficiently synthesized by a three-step process. The substituted tetrazol-5-thiol, namely, 1-benzyl-1H-tetrazol-5-thiol (2) was prepared by refluxing commercially available benzyl isothiocyanate (1) with sodium azide in water. The second step was the synthesis of 1-benzyl-5-[(3-bromopropyl) thio]tetrazole (3) by thio alkylation of tetrazol-5-thiol (2) with 1,3- dibromopropane in tetrahydrofuran. Finally, the 5-thio-substituted tetrazole derivatives 4a-i were prepared by condensation of (3) with the corresponding amine or thiol. The structures of the newly synthesized compounds were characterized by NMR, LC/MS/MS, IR spectral data and elemental analysis. All the synthesized compounds were screened for their antibacterial and antifungal activities.

  通过三步法高效合成了几种 5-硫代四氮唑衍生物。 通过三步法合成。取代的四唑-5-硫醇、 即 1-苄基-1H-四唑-5-硫醇（2）是通过回流 市售的异硫氰酸苄酯（1）与叠氮化钠在水中回流制备而成。 第二步是合成 1-苄基-5-[(3-溴丙基) 硫代]四氮唑（3），方法是将四唑-5-硫醇（2）与 1,3- 二溴丙烷在四氢呋喃中进行硫代烷基化。最后，5-硫代四唑 衍生物 4a-i 的制备方法是将 (3) 与相应的胺或硫醇缩合。 胺或硫醇缩合而制备。新合成化合物的结构通过核磁共振、液相色谱/质谱 通过 NMR、LC/MS/MS、IR 光谱数据和元素分析对新合成化合物的结构进行了表征。对所有 的抗菌和抗真菌活性进行了筛选。 抗真菌活性。