1,3,4-噻二唑-1,2-甲基-5-(甲硫基) | 1925-78-6

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 中文名称: 1,3,4-噻二唑-1,2-甲基-5-(甲硫基)
• 英文名称: 5-methyl-2-methylsulfanyl-1,3,4-thiadiazole
• 英文别名: 2-methylthio-5-methyl-1,3,4-thiadiazole；2-methyl-5-methylsulfanyl-[1,3,4]thiadiazole；2-methyl-5-methylthio-1,3,4-thiadiazole；2-Methyl-5-(methylsulfanyl)-1,3,4-thiadiazole；2-methyl-5-methylsulfanyl-1,3,4-thiadiazole
• CAS: 1925-78-6
• 化学式: C₄H₆N₂S₂
• mdl: MFCD18805191
• 分子量: 146.237
• InChiKey: NEKCOKJRDOPRSK-UHFFFAOYSA-N

物化性质

• 熔点：
  38 °C(Solv: ethyl ether (60-29-7); ligroine (8032-32-4))
• 沸点：
  256.5±23.0 °C(Predicted)
• 密度：
  1.30±0.1 g/cm3(Predicted)
• 溶解度：
  可溶于DMSO（少许）、乙酸乙酯（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  8
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  79.3
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 危险性防范说明：
  P261,P264,P270,P271,P280,P301+P312,P302+P352,P304+P340,P305+P351+P338,P312,P330,P332+P313,P337+P313,P362,P363,P403+P233,P405,P501
• 危险性描述：
  H302,H312,H315,H319,H332,H335

反应信息

• 作为反应物：
  描述：

  1,3,4-噻二唑-1,2-甲基-5-(甲硫基) 在 四乙基氟化铵水合物 作用下， 以 乙二醇二甲醚 为溶剂， 以48%的产率得到2-fluoromethylthio-5-methyl-1,3,4-thiadiazole
  参考文献：
  名称：

  有机化合物的电解部分氟化。47. 2-噻二唑基，2-恶二唑基和2-三唑基硫化物的高度区域选择性阳极单氟化。

  摘要：

  DOI：

  10.1021/jo010300e
• 作为产物：
  描述：

  methyl ester of N²-acetyl-dithiocarbazic acid 在 tetraphosphorus decasulfide 作用下， 以 苯 为溶剂， 生成 1,3,4-噻二唑-1,2-甲基-5-(甲硫基)
  参考文献：
  名称：

  Sandstroem,J.; Wennerbeck,I., Acta Chemica Scandinavica (1947), 1966, vol. 20, p. 57 - 71

  摘要：

  DOI：

文献信息

• 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.
• Structure Modifications of 6-Aminoquinolones with Potent Anti-HIV Activity
  作者：Oriana Tabarrini、Miguel Stevens、Violetta Cecchetti、Stefano Sabatini、Micaela Dell'Uomo、Giuseppe Manfroni、Manlio Palumbo、Christophe Pannecouque、Erik De Clercq、Arnaldo Fravolini

  DOI：10.1021/jm049721p

  日期：2004.10.1

  We have recently discovered that 6-aminoquinolone derivatives could be valid leads for the development of new anti-HIV agents because of their new and diversified mode of action. In fact, studies carried out on the lead WM5 showed that this derivative is able to inhibit the Tat-mediated long terminal repeat driven transcription, an essential step in the HIV-1 replication cycle. Thus, starting from lead WM5, we performed the design and synthesis of an enlarged series of 6-aminoquinolones, which permitted some very potent anti-HIV 6-amino derivatives to be obtained and the structure-activity relationship to be delineated. Some derivatives, 26c, 26e, 26i, and 26j, proved to be highly effective in inhibiting HIV replication at 50% inhibitory concentration in the range of 0.0087-0.7 mug/mL in MT-4, PBMCs and CEM cell lines coupled with positive selectivity indexes that reach values higher than 1000 on CEM cell lines for compounds 26e and 26i. Time-of-addition experiments clearly confirm that the new, potent 6-aminoquinolones interact at a postintegration step in the replication cycle of HIV.
• Sandstroem,J.; Wennerbeck,I., Acta Chemica Scandinavica (1947), 1966, vol. 20, p. 57 - 71
  作者：Sandstroem,J.、Wennerbeck,I.

  DOI：——

  日期：——
• AYCA, E.;IKIZLER, A. A.;ASLAN, R., CHIM. ACTA TURC., 1984, 12, N 3, 409-414
  作者：AYCA, E.、IKIZLER, A. A.、ASLAN, R.

  DOI：——

  日期：——
• Shvetsov-Shilovskii,N.I. et al., Journal of general chemistry of the USSR, 1979, vol. 49, p. 1669 - 1674
  作者：Shvetsov-Shilovskii,N.I. et al.

  DOI：——

  日期：——