4-(5-thioxo-1,4-dihydrotetrazol-1-yl)benzoic acid methyl ester | 121933-87-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-(5-thioxo-1,4-dihydrotetrazol-1-yl)benzoic acid methyl ester
• 英文别名: methyl 4-(5-thioxo-4,5-dihydro-1H-tetrazol-1-yl)benzoate；Methyl 4-(2,5-dihydro-5-thioxo-1H-tetrazol-1-yl)benzoate；methyl 4-(5-sulfanylidene-2H-tetrazol-1-yl)benzoate
• CAS: 121933-87-7
• 化学式: C₉H₈N₄O₂S
• 分子量: 236.254
• InChiKey: KVHYNCJJNUFNBU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  98.4
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-金刚烷醇 、 4-(5-thioxo-1,4-dihydrotetrazol-1-yl)benzoic acid methyl ester 在 硫酸 、 高氯酸 作用下， 以 水 为溶剂， 反应 3.0h， 以76%的产率得到3-(1-adamantyl)-5-(1-adamantylsulfanyl)-1-[4-(methoxycarbonyl)phenyl]tetrazolium perchlorate
  参考文献：
  名称：

  Adamantylazoles: XII. Alkylation of 1-R-tetrazole-5-thiones and 1-R-tetrazol-5-ones with tertiary alcohols in sulfuric acid

  摘要：

  1-R-Substituted tetrazole-5-thiones reacted with adamantan-1-ol in sulfuric acid to give mesoionic 1-R-3-(1-adamantyl)tetrazolium-5-thiolates, isomeric 1-R-5-(1-adamantylsulfanyl)tetrazoles, 1-R-4-(1-adamantyl) tetrazole-5-thiones, and 1-R-3-(1-adamantyl)-5-(1-adamantylsulfanyl)tetrazolium salts. Adamantylation of 1-R-tetrazol-5-ones under analogous conditions afforded only the corresponding mesoionic 1-R-3-(1-adamantyl)tetrazolium-5-olates. Mesoionic 1-R-3-tert-butyltetrazolium-5-thiolates and 1-R-3-tert-butyltetrazolium-5-olates were obtained by alkylation of the same substrates with tert-butyl alcohol in sulfuric acid.

  DOI：

  10.1134/s1070363209100235
• 作为产物：
  描述：

  甲醇 、 1-(4-羧苯基)-5-巯基-1H-四唑 在 盐酸 作用下， 反应 2.0h， 以55%的产率得到4-(5-thioxo-1,4-dihydrotetrazol-1-yl)benzoic acid methyl ester
  参考文献：
  名称：

  Adamantylazoles: XII. Alkylation of 1-R-tetrazole-5-thiones and 1-R-tetrazol-5-ones with tertiary alcohols in sulfuric acid

  摘要：

  1-R-Substituted tetrazole-5-thiones reacted with adamantan-1-ol in sulfuric acid to give mesoionic 1-R-3-(1-adamantyl)tetrazolium-5-thiolates, isomeric 1-R-5-(1-adamantylsulfanyl)tetrazoles, 1-R-4-(1-adamantyl) tetrazole-5-thiones, and 1-R-3-(1-adamantyl)-5-(1-adamantylsulfanyl)tetrazolium salts. Adamantylation of 1-R-tetrazol-5-ones under analogous conditions afforded only the corresponding mesoionic 1-R-3-(1-adamantyl)tetrazolium-5-olates. Mesoionic 1-R-3-tert-butyltetrazolium-5-thiolates and 1-R-3-tert-butyltetrazolium-5-olates were obtained by alkylation of the same substrates with tert-butyl alcohol in sulfuric acid.

  DOI：

  10.1134/s1070363209100235

文献信息

• A METHOD OF MANUFACTURING A CONDUCTIVE PATTERN
  申请人：AGFA-GEVAERT NV

  公开号：EP3725853A1

  公开（公告）日：2020-10-21

  A method of preparing a conductive silver pattern on a substrate comprising the step of: - applying a silver ink on the substrate to form a silver pattern, and - sintering the applied silver pattern, characterized in that the silver ink comprises a compound A which decomposes exothermally during sintering.

  一种在基底上制备导电银图案的方法，包括以下步骤 - 在基底上涂抹银墨以形成银图案，以及 - 烧结施加的银图案、 其特征在于，银墨包括一种在烧结过程中会放热分解的化合物 A。
• Metallic nanoparticle dispersion
  申请人：AGFA-GEVAERT

  公开号：US10676630B2

  公开（公告）日：2020-06-09

  A metallic nanoparticle dispersion includes metallic nanoparticles, a liquid carrier, and a dispersion-stabilizing compound according to Formulae I, II, III or IV, wherein Q represents the necessary atoms to form a substituted or unsubstituted a five or six membered heteroaromatic ring; M is selected from the group consisting of a proton, a monovalent cationic group and an acyl group; R1 and R2 are independently selected from the group consisting of a hydrogen, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted alkynyl group, a substituted or unsubstituted alkaryl group, a substituted or unsubstituted aralkyl group, a substituted or unsubstituted aryl or heteroaryl group, a hydroxyl group, a thioether, an ether, an ester, an amide, an amine, a halogen, a ketone and an aldehyde, R1 and R2 may represent the necessary atoms to form a five to seven membered ring; R3 to R5 are independently selected from the group consisting of a hydrogen, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted alkynyl group, a substituted or unsubstituted alkaryl group, a substituted or unsubstituted aralkyl group, a substituted or unsubstituted aryl or heteroaryl group, a hydroxyl group, a thiol, a thioether, a sulfone, a sulfoxide, an ether, an ester, an amide, an amine, a halogen, a ketone, an aldehyde, a nitrile and a nitro group; and R4 and R5 may represent the necessary atoms to form a five to seven membered ring.

  金属纳米颗粒分散液包括金属纳米颗粒、液体载体和符合式 I、II、III 或 IV 的分散稳定 化合物、 其中 Q 代表形成取代或未取代的五或六成员杂芳香环所需的原子；M 选自质子、一价阳离子基团和酰基组成的组；R1 和 R2 独立地选自氢、取代或未取代的烷基、取代或未取代的烯基、取代或 未取代的炔基、取代或未取代的烷芳基组成的组、取代或未取代的芳烷基、取代或未取代的芳基或杂芳基、羟基、硫醚、醚、酯、酰胺、胺、卤素、酮和醛；R3 至 R5 独立地选自氢、取代或未取代的烷基、取代或未取代的烯基、取代或未取代的炔基、取代或未取代的烷芳基组成的组、取代或未取代的芳烷基、取代或未取代的芳基或杂芳基、羟基、硫醇、硫醚、砜、亚砜、醚、酯、酰胺、胺、卤素、酮、醛、腈和硝基；R4 和 R5 可代表形成五至七分子环所需的原子。
• Inkjet ink set for preparing conductive layers or patterns
  申请人：AGFA-GEVAERT NV

  公开号：US10870773B2

  公开（公告）日：2020-12-22

  An inkjet ink set includes a silver inkjet ink and a flushing liquid, characterized in that the flushing liquid includes at least 25 wt % of 2-phenoxy ethanol based on the total weight of the flushing liquid.

  一种喷墨墨水组包括银喷墨墨水和冲洗液，其特征在于冲洗液包括至少 25 wt % 的 2-苯氧基乙醇（基于冲洗液的总重量）。
• Method of manufacturing a conductive pattern
  申请人：AGFA-GEVAERT NV

  公开号：US11236249B2

  公开（公告）日：2022-02-01

  A method of preparing a conductive pattern on a substrate includes the steps of applying a receiving layer on a substrate, applying a metallic nanoparticle dispersion on the white receiving layer thereby forming a metallic pattern, and sintering the metallic pattern, characterized in that the receiving layer has a roughness Rz between 1 and 75.

  一种在基底上制备导电图案的方法包括以下步骤：在基底上涂敷接收层；在白色接收层上涂敷金属纳米颗粒分散液，从而形成金属图案；烧结金属图案，其特征在于接收层的粗糙度 Rz 在 1 到 75 之间。
• Synthesis and anti-viral activity of azolo-adamantanes against influenza A virus
  作者：Vladimir V. Zarubaev、Efim L. Golod、Pavel M. Anfimov、Anna A. Shtro、Victor V. Saraev、Alexey S. Gavrilov、Alexander V. Logvinov、Oleg I. Kiselev

  DOI：10.1016/j.bmc.2009.11.047

  日期：2010.1

  Chemotherapy and chemoprophylaxis of influenza is one of the most important directions of health protection activity. Due to the high rate of drug-resistant strains of influenza virus, there is a need for the search and further development of new potent antivirals against influenza with a broad spectrum of activity. In the present study, a set of di-, tri- and tetrazole derivatives of adamantane was efficiently prepared and their anti-influenza activities evaluated against rimantadine-resistant strain A/Puerto Rico/8/34. In general, derivatives of tetrazole possessed the highest virus-inhibiting activity. We demonstrated that several compounds of this set exhibited much higher activity than the currently used antiviral rimantadine, a compound of related structure. Moreover, we showed that these azolo-adamantanes were significantly less toxic. This study demonstrates that influenza viruses can be inhibited by adamantylazoles and thus have potential for developing antiviral agents with an alternate mechanism of action. (C) 2009 Elsevier Ltd. All rights reserved.