5-Fluor-chinolin-N-oxid | 2338-73-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 5-Fluor-chinolin-N-oxid
• 英文别名: 5-Fluoro-1-oxidoquinolin-1-ium
• CAS: 2338-73-0
• 化学式: C₉H₆FNO
• 分子量: 163.151
• InChiKey: QGUIKEUQVHGECR-UHFFFAOYSA-N

物化性质

• 熔点：
  176 °C
• 沸点：
  303.6±34.0 °C(Predicted)
• 密度：
  1.24±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  25.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-Fluor-chinolin-N-oxid 在 三氯氧磷 作用下， 反应 1.0h， 以365 mg的产率得到2-氯-5-氟喹啉
  参考文献：
  名称：

  Synthesis of a fluorine-18-labelled derivative of 6-nitroquipazine, as a radioligand for the In vivo serotonin transporter imaging with PET

  摘要：

  Considerable efforts have been engaged in the design, synthesis and pharmacological characterization of radioligands for imaging the serotonin transporter, based on its implication in several neuropsychiatric diseases, Such as depression, anxiety and schizophrenia. In the 5-halo-6-nitroquipazine series, the fluoro derivative has been designed for positron emission tomography (PET). The corresponding 5-iodo-, 5-bromo- and 5-chloro N-Boc-protected quipazines as labelling precursors, as well as 5-fluoro-6-nitroquipazine as a reference compound have been synthesized. 5-[F-18]Fluoro-6-nitroquipazine has been radiolabelled with fluorine-18 (positron-emitting isotope, 109.8 min half-life) by nucleophilic aromatic substitution from the corresponding N-Boc protected 5-bromo- and 5-chloro-precursors using K[F-18]F-K-222 complex in DMSO by conventional heating (145degreesC, 2 min) or microwave activation (50 W, 30-45 s), followed by removal of the protective group with TFA. Typically, 15-25 mCi (5.5-9.2 GBq) of 5-[F-18]fluoro-6-nitroquipazine (1-2 Ci/mumol or 37-72 GBq/mumol) could be obtained in 70-80 min starting from a 550-650 mCi (20.3-24.0 GBq) aliquot of a cyclotron [F-18]F- production batch (2.7-3.8% non decay-corrected yield based on the starting [F-18]fluoride). Ex vivo studies (biodistribution in rat), as well as PET imaging (in monkey) demonstrated that 5-[(18)]fluoro-6-nitroquipazine ([F-18]-1d) readily crossed the blood brain barrier and accumulated in the regions rich in 5-HT transporter (frontal-and posterial cortex, striata). However, the low accumulation of the tracer in the thalamus (rat and monkey) as well as the comparable displacement of the tracer observed with both citalopram, a reference 5-HT re-uptake inhibitor and maprotiline, a norepinephrine re-uptake inhibitor (rat), indicate that 5-[F-18]fluoro-6-nitroquipazine ([F-18]-1d) does not have the suggested potential for PFT imaging of the serotin transporter (SERT). (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(02)00098-6
• 作为产物：
  描述：

  5-氨基喹啉 在 间氯过氧苯甲酸 、 sodium nitrite 作用下， 以 5,5-dimethyl-1,3-cyclohexadiene 、 二氯甲烷 、 水 为溶剂， 反应 3.0h， 生成 5-Fluor-chinolin-N-oxid
  参考文献：
  名称：

  溴结构域和植物同源域指状蛋白（BRPF）家族的化学探针的设计

  摘要：

  含溴结构域和植物同源结构域的手指（BRPF）家族是支架蛋白，对于将MYST家族的组蛋白乙酰基转移酶募集到染色质中非常重要。在这里，我们将NI-57（16）描述为BRPF的溴结构域（BRD）的新pan-BRPF化学探针。与BRPF3相比，抑制剂16优先结合BRPF1和BRPF2的BRD，而与BRD9的结合较弱。化合物16对非IV类BRD蛋白具有出色的选择性。在nanoBRET和FRAP分析中证明了BRPF1B和BRPF2与16的靶标结合。绑定16通过X射线共晶结构确定，对BRPF1B的合成进行了合理化，与以前的结构相比，该结构显示出翻转的结合方向。我们报告的研究表明16在癌症和炎症模型中通过在低微摩尔浓度下调节表型在细胞测定中具有功能活性。在小鼠中单剂给药产生了16种药代动力学数据，显示出良好的口服生物利用度

  DOI：

  10.1021/acs.jmedchem.7b00611

文献信息

• Bioactivity-Guided Synthesis Accelerates the Discovery of 3-(Iso)quinolinyl-4-chromenones as Potent Fungicide Candidates
  作者：Wei Wang、Shan Zhang、Jianhua Wang、Furan Wu、Tao Wang、Gong Xu

  DOI：10.1021/acs.jafc.0c06700

  日期：2021.1.13

  Fungal infections could cause tremendous decreases in crop yield and quality. Natural products, including flavonoids and (iso)quinolines, have always been an important source for lead discovery in medicinal and agricultural chemistry. To promote the discovery and development of new fungicides, a series of 3-(iso)quinolinyl-4-chromenone derivatives was designed and synthesized by the active substructure

  真菌感染可能导致农作物产量和质量大幅下降。天然产物，包括类黄酮和（异）喹啉，一直是药物和农业化学中铅发现的重要来源。为促进新杀菌剂的发现和开发，根据活性亚结构剪接原理设计并合成了一系列3-（异）喹啉基-4-色酮衍生物，并对其抗真菌活性进行了评估。前导优化以生物活性为指导。生物测定数据表明，3-喹啉基-4-苯并吡喃13显示显著体外针对活动核盘菌，V.马里，和灰葡萄孢有EC 50值分别为3.65、2.61和2.32 mg / L。3-isoquinolinyl-4-chromenone 25表现出优异的抗链球菌的体外活性，EC 50值为1.94 mg / L，接近商业杀菌剂百菌清（EC 50 = 1.57 mg / L），但低于Boscalid（EC 50 = 0.67 mg / L）。对于V. mali和B. cinerea，3-异喹啉基-4-色酮25（EC 50 = 1.56，1.54 mg
• USE OF BAMBOO LEAF TOTAL FLAVONES IN THE PREPARATION OF MEDICINE AND HEALTH FOOD FOR PREVENTION AND TREATMENT OF PROSTATIC DISEASES
  申请人：Zhang Ying

  公开号：US20100316677A1

  公开（公告）日：2010-12-16

  This invention discloses the new uses of Lophatherum Total Flavones in medical, pharmaceutical, and healthcare fields. Lophatherum Total Flavones have effects of anti-bacteria, inhibiting bacteria, anti-inflammation, anti-prostatic hyperplasia, anti-platelet aggregation, anti-tumor, and promotion of immunity, etc., with safety and without toxicity, suitable for chronic oral administration, and especially suitable for prevention and treatment of senile chronic degenerative diseases; Lophatherum Total Flavones may be used in fields of pharmaceutical and foods, as a natural drug for prevention and treatment of prostatitis, prostatic hyperplasia, and prostate cancer, or as a dietary supplement.
• Antibiotice Susceptibility Profiling Methods
  申请人：Shi Song

  公开号：US20110269130A1

  公开（公告）日：2011-11-03

  The invention provides methods for the rapid determination of the antibiotic susceptibility of a microorganism, such as, an infectious microorganism in a biological sample, using fluorescence in situ hybridization (“FISH”). Methods of the invention may be applied to the rapid identification, typing, antibiotic susceptibility determination, and/or antibiotic minimum inhibitory concentration (MIC) determination for any infectious microorganism, such as a Gram positive bacteria, a Gram negative bacteria, or a yeast.
• [EN] ANTIBIOTIC SUSCEPTIBILITY PROFILING METHODS<br/>[FR] PROCÉDÉS DE PROFILAGE DE SENSIBILITÉ AUX ANTIBIOTIQUES
  申请人：BECTON DICKINSON CO

  公开号：WO2010048511A1

  公开（公告）日：2010-04-29

  The invention provides methods for the rapid determination of the antibiotic susceptibility of a microorganism, such as, an infectious microorganism in a biological sample, using fluorescence in situ hybridization ("FISH"). Methods of the invention may be applied to the rapid identification, typing, antibiotic susceptibility determination, and/or antibiotic minimum inhibitory concentration (MIC) determination for any infectious microorganism, such as a Gram positive bacteria, a Gram negative bacteria, or a yeast.
• [EN] INDOLE DERIVATIVES AS AGENTS AGAINST GRAM-NEGATIVE AND GRAM-POSITIVE BACTERIA<br/>[FR] DERIVES D'INDOLES EN TANT QU'AGENTS CONTRE DES BACTERIES A GRAM NEGATIF ET POSITIF
  申请人：CENTRE NAT RECH SCIENT

  公开号：WO2012084971A1

  公开（公告）日：2012-06-28

  L'invention concerne des dérivés indoliques répondant formule générale (I) ainsi que leurs sels avec des acides pharmaceutiquement acceptables, sous forme d'un mélange racémique, de mélanges d' isomères optiques dans lesquels l' isomère R est prépondérant, ou de son isomère R optiquement pur, et leur utilisation en tant qu'agents antibiotiques.