1-甲基-2-硝基-4-(五氟硫烷基)苯 | 1211580-68-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-甲基-2-硝基-4-(五氟硫烷基)苯
• 英文名称: 1-methyl-2-nitro-4-(pentafluorosulfanyl)benzene
• 英文别名: 2-Nitro-4-(pentafluorosulfanyl)toluene；pentafluoro-(4-methyl-3-nitrophenyl)-λ6-sulfane
• CAS: 1211580-68-5
• 化学式: C₇H₆F₅NO₂S
• 分子量: 263.188
• InChiKey: BZJMCWNYYWACIA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  46.8
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1-甲基-2-硝基-4-(五氟硫烷基)苯 在 chromium(VI) oxide 、 硫酸 、 三氧化硫 、 硝酸 作用下， 反应 14.0h， 生成 2,6-二硝基-4-(五氟硫烷基)苯甲酸
  参考文献：
  名称：

  Processes for Preparing 1,3-Dinitro-5-(Pentafluorosulfanyl)Benzene and its Intermediates

  摘要：

  从对4-(pentafluorosulfanyl)甲苯或(pentafluorosulfanyl)苯起始制备1,3-二硝基-5-(五氟硫基)苯的新工艺被披露。有用的中间体也被披露。

  公开号：

  US20110301382A1
• 作为产物：
  描述：

  对甲苯基五氟化硫 在 硫酸 、 硝酸 作用下， 反应 16.0h， 以13.15 g的产率得到1-甲基-2-硝基-4-(五氟硫烷基)苯
  参考文献：
  名称：

  6-SF 5-吲唑和SF 5-配伍达唑的合成†

  摘要：

  这项工作描述了一种新型的SF 5-取代的杂环系统，即6-SF 5-吲唑的有效合成方法。在该研究期间，合成并表征了6-SF 5-吲唑的各种衍生物，例如溴，碘，硝基，N-乙酰基和N-苄基取代的化合物。此外，合成方法的实用性通过6-SF 5-庚达唑的合成得到了证明，该化合物是实验男性避孕配子唑的完全匹配的类似物，它具有6-CF 3-取代的吲唑核心。

  DOI：

  10.1039/c8ob01460d

文献信息

• COMPOUNDS AS NEURONAL HISTAMINE RECEPTOR-3 ANTAGONISTS AND USES THEREOF
  申请人：XW LABORATORIES INC.

  公开号：US20200102289A1

  公开（公告）日：2020-04-02

  The present invention relates compounds of Formula (A) as H3R antagonists, as well as their preparation and uses, and further relates pharmaceutical compositions comprising these compounds and their uses as modulators of Histamine 3 Receptor (H3R) functions. The present invention also relates to the uses of the compounds or pharmaceutical compositions in treating or preventing certain disorders and diseases which relate to H3R functions in humans.

  本发明涉及作为H3R拮抗剂的化合物(A)的公式，以及它们的制备和用途，并进一步涉及包含这些化合物的药物组合物及其用途作为组胺3受体（H3R）功能调节剂。本发明还涉及这些化合物或药物组合物在治疗或预防与人类H3R功能相关的某些疾病和疾病中的用途。
• Synthesis of 4-(pentafluorosulfanyl)benzenediazonium tetrafluoroborate and analogs and their application for the preparation of SF5-aromatics
  申请人：Laali Kenneth K.

  公开号：US09238660B1

  公开（公告）日：2016-01-19

  4-(pentafluorosulfanyl)benzenediazonium tetrafluoroborate salt was synthesized and isolated. The pentafluorosulfanyl salt was examined in a wide assortment of reactions to form novel SF5-bearing alkenes, alkynes, and biaryl derivatives using Heck-Matsuda, Sonogashira, and Suzuki coupling protocols. Dediazoniation of the salt furnished the corresponding p-SF5—C6H4X,C6H4OS(O)(CF3)═NSO2CF3, and p-SF5—C6H4-NTf2 derivatives. The azide derivative p-SF5—C6H4N3 entered into click chemistry with phenylacetylenes to furnish the corresponding triazoles. Various SF5-bearing alkenes were synthesized by coupling reactions using a metal catalyst. Fluorodediazoniation selectively furnished the fluoro derivative p-SF5—C6H4F. Homolytic dediazoniation gave the unsymmetrical biaryls, thus demonstrating the broad utility of pentafluorosulfanyl diazonium salts as building blocks of SF5-aromatics that are in high demand in many branches of chemistry including biomedicine and materials chemistry.

  4-(五氟硫基)苯重氮四氟硼酸盐被合成并分离。对五氟硫基盐进行了广泛的反应研究，形成了新颖的含SF5基团的烯烃、炔烃和联苯衍生物，使用了Heck-Matsuda、Sonogashira和Suzuki偶联协议。盐的去重氮化产生了相应的p-SF5—C6H4X、C6H4OS(O)(CF3)═NSO2CF3和p-SF5—C6H4-NTf2衍生物。叠氮衍生物p-SF5—C6H4N3与苯基乙炔进行了点击化学反应，生成了相应的三唑衍生物。通过金属催化剂的偶联反应合成了各种含SF5基团的烯烃。氟去重氮化选择性地生成了氟衍生物p-SF5—C6H4F。自由基去重氮化产生了非对称联苯，从而展示了五氟硫基重氮盐作为SF5芳香化合物的构建模块在许多化学领域中的广泛用途，包括生物医药和材料化学。
• Oxidative nucleophilic substitution of hydrogen in nitro(pentafluorosulfanyl)benzenes with alkyl Grignard and lithium reagents
  作者：Norbert Vida、Petr Beier

  DOI：10.1016/j.jfluchem.2012.04.001

  日期：2012.11

  Alkyl Grignard and lithium reagents underwent nucleophilic addition to para- and meta-nitro(pentafluorosulfanyl)benzenes in ether solvents to form σH adducts, which were oxidized with potassium permanganate in liquid ammonia to yield products of oxidative nucleophilic substitution of hydrogen in moderate to good yields.

  烷基格氏和锂试剂进行亲核加成到对位-和间位-硝基（五氟硫烷基）在醚溶剂，以形成σ苯ħ加合物，这是在液体氨氧化用高锰酸钾氢的氧化亲核取代的产率的产品在中度至良好产量。
• Synthesis of 4-(pentafluorosulfanyl)benzenediazonium tetrafluoroborate and Analogs
  申请人：Laali Kenneth K.

  公开号：US20160096852A1

  公开（公告）日：2016-04-07

  4-(pentafluorosulfanyl)benzenediazonium tetrafluoroborate salt was synthesized and isolated. The pentafluorosulfanyl salt was examined in a wide assortment of reactions to form novel SF 5 -bearing alkenes, alkynes, and biaryl derivatives using Heck-Matsuda, Sonogashira, and Suzuki coupling protocols. Dediazoniation of the salt furnished the corresponding p-SF 5 —C 6 H 4 X,C 6 H 4 OS(O)(CF 3 )═NSO 2 CF 3 , and p-SF 5 —C 6 H 4 —NTf 2 derivatives. The azide derivative p-SF 5 —C 6 H 4 N 3 entered into click chemistry with phenylacetylenes to furnish the corresponding triazoles. Various SF 5 -bearing alkenes were synthesized by coupling reactions using a metal catalyst. Fluorodediazoniation selectively furnished the fluoro derivative p-SF 5 —C 6 H 4 F. Homolytic dediazoniation gave the unsymmetrical biaryls, thus demonstrating the broad utility of pentafluorosulfanyl diazonium salts as building blocks of SF5-aromatics that are in high demand in many branches of chemistry including biomedicine and materials chemistry.

  合成并分离了4-(五氟硫基)苯重氮四氟硼酸盐。使用 Heck-Matsuda、Sonogashira 和 Suzuki 偶联反应方法，对五氟硫基盐进行了广泛的反应研究，形成了新型的含 SF5 基团的烯烃、炔烃和双芳基衍生物。重氮化盐的去重氮化反应得到了相应的 p-SF5—C6H4X、C6H4OS(O)(CF3)═NSO2CF3 和 p-SF5—C6H4—NTf2 衍生物。偶氮三唑衍生物 p-SF5—C6H4N3 与苯乙炔进行了“点击化学”反应，得到了相应的三唑类化合物。使用金属催化剂进行偶联反应合成了各种含 SF5 基团的烯烃。氟去重氮化反应选择性地得到了氟衍生物 p-SF5—C6H4F。自由基去重氮化反应得到了非对称的双芳基化合物，从而展示了五氟硫基重氮化盐作为 SF5-芳香族化合物的建筑基块在生物医学和材料化学等许多化学领域中的广泛应用价值。
• Compounds as neuronal histamine receptor-3 antagonists and uses thereof
  申请人：XW LABORATORIES INC.

  公开号：US10618886B1

  公开（公告）日：2020-04-14

  The present invention relates compounds of Formula (A) as H3R antagonists, as well as their preparation and uses, and further relates pharmaceutical compositions comprising these compounds and their uses as modulators of Histamine 3 Receptor (H3R) functions. The present invention also relates to the uses of the compounds or pharmaceutical compositions in treating or preventing certain disorders and diseases which relate to H3R functions in humans.

  本发明涉及作为H3R拮抗剂的式(A)化合物及其制备方法和用途，还涉及包含这些化合物的药物组合物及其作为组胺3受体(H3R)功能调节剂的用途。本发明还涉及这些化合物或药物组合物在治疗或预防与人类 H3R 功能有关的某些失调和疾病中的用途。