1-邻甲苯基-1H-四唑-5-硫醇 | 53662-42-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 1-邻甲苯基-1H-四唑-5-硫醇
• 中文别名: 1-邻甲苯-1H-四唑-5-硫醇
• 英文名称: 1-(2-methylphenyl)-1,4-dihydro-5H-tetrazole-5-thion
• 英文别名: 1-(o-Tolyl)-5-thioxo-4,5-dihydro-1H-tetrazol；CHN4S(o-C6H4CH3)；1-o-tolyl-1,4-dihydro-tetrazole-5-thione；1-o-Tolyl-1,4-dihydro-tetrazolthion；1-(2-methylphenyl)-2H-tetrazole-5-thione
• CAS: 53662-42-3
• 化学式: C₈H₈N₄S
• mdl: MFCD03672724
• 分子量: 192.244
• InChiKey: SGOYHQDJHZXSNP-UHFFFAOYSA-N

物化性质

• 熔点：
  121-123 °C
• 沸点：
  258.3±33.0 °C(Predicted)
• 密度：
  1.40±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.125
• 拓扑面积：
  72.1
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  1-邻甲苯基-1H-四唑-5-硫醇 在 一水合肼 、 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 4.0h， 生成 (1-o-Tolyl-1H-tetrazol-5-ylsulfanyl)-acetic acid hydrazide
  参考文献：
  名称：

  Synthesis and bioactivity of 5-(1-aryl-1H-tetrazol-5-ylsulfanylmethyl)-N-xylopyranosyl-1,3,4-oxa(thia)diazol-2-amines

  摘要：

  A series of new N'-[N-(2,3,4-tri-O-acetyl-beta-D-xylopyranosyl)thiocarbamoyl]-2-[(1-aryl-1H-tetrazol-5-yl) sulfanyl]acetohydrazides 5a-5e were synthesized rapidly in high yields from 2-(1-aryl-1H-tetrazol-5-ylsulfanyl)acetohydrazides 3a-3e and 2,3,4-tri-O-acetyl-beta-D-xylopyranosyl isothiocyanate 4, then 5a-5e were converted to a series of new 5-(1-aryl-1H-tetrazol-5-ylsulfanylmethyl)-N-(2,3,4-tri-O-acetyl-beta-D-xylopyranosyl)-1,3,4-oxadiazole-2-amines 6a-6e and 5-(1-aryl-1H-tetrazol-5-ylsulfanylmethyl)-N-(2,3,4-tri-O-acetyl-beta-D-xylopyranosyl)-1,3,4-thiadiazole-2-amines 7a-7e, respectively under mercuric acetate/alcohol system or acetic anhydride/phosphoric acid system, then deacetylated in the solution of CH3ONa/CH3OH. All of the novel compounds were characterized by IR. H-1 NMR, C-13 NMR, MS and elemental analysis. The structures of compounds 2e, 3e, 5a and 5c have been determined by X-ray diffraction analysis. Some of the synthesized compounds displayed PTP1B inhibition and microorganism inhibition. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2011.01.010
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 sodium carbonate 作用下， 生成 1-邻甲苯基-1H-四唑-5-硫醇
  参考文献：
  名称：

  Oliveri-Mandala, Gazzetta Chimica Italiana, 1921, vol. 51 II, p. 200

  摘要：

  DOI：

文献信息

• THE REACTION OF NITROUS ACID WITH 4-SUBSTITUTED-THIOSEMICARBAZIDES
  作者：Eugene Lieber、C. N. Pillai、Ralph D. Hites

  DOI：10.1139/v57-116

  日期：1957.8.1

  degradation to an isothiocyanate and azide ion, and (2) isomerization to a 1-substituted-tetrazole-5-thiol, the extent of path (1) or (2) depending on the nature of the substituent. Path (1) predominates when the substituent is alkyl, whereas when the substituent is aryl both paths (1) and (2) occur, the relative proportion depending on the electrical nature of the aromatic group, path (2) increasing as the

  亚硝酸与 4-烷基-或 4-芳基-氨基硫脲的反应，以及烷基-或芳基-异硫氰酸酯与肼酸的反应，产生相同的 5-（取代）氨基-1,2,3， 4-噻三唑。这是通过红外吸收和化学降解研究确定的。5-（取代）氨基-1,2,3,4-噻三唑与碱水溶液的反应导致两个竞争性反应：（1）降解为异硫氰酸盐和叠氮离子，以及（2）异构化为 1-取代-tetrazole-5-thiol，路径 (1) 或 (2) 的程度取决于取代基的性质。当取代基是烷基时，路径 (1) 占主导地位，而当取代基是芳基时，路径 (1) 和 (2) 都发生，相对比例取决于芳基的电学性质，路径（2）随着电负性的增加而增加。发现 1-芳基-四唑-5-硫醇在其熔点下是热不稳定的，或多或少地剧烈降解为 1 摩尔比例的纯镍。
• [EN] THERAPEUTIC COMPOUNDS AND USES THEREOF<br/>[FR] COMPOSÉS THÉRAPEUTIQUES ET LEURS UTILISATIONS
  申请人：BIONOMICS LTD

  公开号：WO2019126842A1

  公开（公告）日：2019-07-04

  The present invention relates to compounds useful in the modulation of ion channel activity in cells. The invention also relates to use of these compounds in the treatment of pain, and pharmaceutical compositions containing these compounds and methods for their preparation.

  本发明涉及一种在细胞中调节离子通道活性的化合物。该发明还涉及利用这些化合物治疗疼痛的方法，以及含有这些化合物的药物组合物和其制备方法。
• Transition metal complexes of 1-substituted tetrazoline-5-thiones
  作者：Umesh Agarwala、Biltu Singh

  DOI：10.1016/0022-1902(69)80584-1

  日期：1969.8

  Pt2+, Pt4+) complexes of a number of 1-substituted tetrazoline-5-thiones have been prepared. It has been proposed from conductivity and i.r. studies that the Pt2+ and Rh2+ (anhydrous) complexes are square planar and the rest of the transition metals form octahedral complexes. However, (RhL2)2 complexes have been found to be diamagnetic indicating the formation of dimeric Rh(II) complexes which with

  已经制备了许多1-取代的四唑啉-5-硫酮的过渡金属（Ru 2 +，Ru 3+，Rh 2 +，Pt 2 +，Pt 4+）配合物。从电导率和红外研究中已经提出，Pt 2+和Rh 2+（无水）络合物是正方形平面，其余过渡金属形成八面体络合物。然而，（RHL 2）2个配合物被发现是抗磁指示二聚体的Rh（II）复合物的形成，其与吡啶和水形成的加合物，（RHL 2）2 .2Py和（RHL 2）2 ·2H2 O分别具有八面体结构。还显示出有两种Pt 4+络合物，红色和黄色。红色络合物与黄色络合物在氯仿，二恶烷，丙酮中平衡存在。
• Synthesis, Anti-Inflammatory Properties and Molecular Docking of 2-(5-Aryltetrazol-2-yl)-and 2-(1H-Tetrazol-5-ylsulphanyl)-N-Thiazol-2-ylacetamides
  作者：T. I. Chaban、V. T. Foliush、V. V. Ogurtsov、V. S. Matiychuk

  DOI：10.1134/s1068162021040051

  日期：2021.7

  5-mercaptotetrazoles 2-(5-aryltetrazol-2-yl)- and 2-(1H-tetrazol-5-ylsulfanyl)-N-thiazol-2-ylacetamides were prepared. The study of the anti-inflammatory properties of the synthesized compounds was carried out. Compounds have been identified, whose activity exceeds the reference drug ibuprofen. Molecular docking to cyclooxygenase-1 and cyclooxygenase-2 was carried out and it was shown that 2-[1-(2,5-dimet

  摘要—— 通过氯代乙酰氨基噻唑与5-芳基四唑和5-巯基四唑的反应，制备了2-(5-芳基四唑-2-基)-和2-( 1H-四唑-5-基硫烷基) -N-噻唑-2-基乙酰胺。对合成化合物的抗炎特性进行了研究。已鉴定出活性超过参考药物布洛芬的化合物。与环氧合酶-1和环氧合酶-2进行分子对接，结果表明2-[1-(2,5-二甲基苯基) -1H-四唑-5-基硫烷基] -N-噻唑-2-基乙酰胺具有对环氧合酶活性中心的亲和力最高。
• Complexes of 1-(2-R(F, CH3, Cl)-phenyl)-1,4-dihydro-5H-tetrazole-5-thiones with cadmium chloride: Synthesis, molecular, crystal structures and computational investigation approach
  作者：Rizvan Kamiloglu Askerov、Youness El Bakri、Vladimir Kimovich Osmanov、Sajjad Ahmad、Kandasamy Saravanan、Galina Nikolaevna Borisova、Rovshan Hafiz oglu Nazarov、Evgeny Vladimirovich Baranov、Georgy Konstantinovich Fukin、Diana Georgievna Fukina、Victor Nikolaevich Khrustalev、Aleksandr Vladimirovich Borisov

  DOI：10.1016/j.jinorgbio.2022.111791

  日期：2022.6

  1-(2-methylphenyl)-1,4-dihydro-5H-tetrazole-5-thione (HL2) and 1-(2-chlorochlorophenyl)-1,4-dihydro-5H-tetrazole-5-thione (HL3) with cadmium chloride. By X-ray diffraction analysis, molecular and crystal structures of complexes (I), (II), (III) and (IV) are determined. (CIF files CCDC № 2,003,797 (I), 1,993,454 (II), 2,151,359 (III), 2,098,997 (IV)). Hirshfeld surface analysis, frontier orbital analysis, atomic

  1-(2-氟氟苯基)-1,4-二氢-5 H-四唑-5-硫酮( HL 1 )、1-(2-甲基苯基)反应合成新的配合物( I )-( IV ) -1,4-dihydro-5 H -tetrazole-5-thione ( HL 2 ) 和 1-(2-chlorochlorophenyl)-1,4-dihydro-5 H -tetrazole-5-thione ( HL 3 ) 与氯化镉。通过X射线衍射分析，确定了配合物( I )、( II )、( III )和( IV )的分子和晶体结构。（CIF 文件 CCDC № 2,003,797（一），1,993,454（二）)、2,151,359 ( III )、2,098,997 ( IV))。讨论了所有三镉金属-有机配合物的赫希菲尔德表面分析、前沿轨道分析、原子电荷、静电势、非线性光学性质和自然键分析。分子对接研究用于研究化合物与 DNA 分子的结合和相互作用，预测化合物