2,3,4,6-四氟苯甲酸 | 32890-92-9

• 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: 2,3,4,6-四氟苯甲酸
• 英文名称: 2,3,4,6-tetrafluorobenzoic acid
• 英文别名: 2,3,4,6-tetrafluor-benzoesaeure
• CAS: 32890-92-9
• 化学式: C₇H₂F₄O₂
• mdl: MFCD00039523
• 分子量: 194.085
• InChiKey: JMVKZWLEXQRABZ-UHFFFAOYSA-N

物化性质

• 熔点：
  98-99.5 °C(Solv: ligroine (8032-32-4))
• 沸点：
  223.1±35.0 °C(Predicted)
• 密度：
  1.633±0.06 g/cm3(Predicted)
• 溶解度：
  可溶于乙酸乙酯（少许）、甲醇（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  6

安全信息

• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

反应信息

• 作为反应物：
  描述：

  2,3,4,6-四氟苯甲酸 在 氨 、 sodium 作用下， 反应 0.5h， 生成 2,5-二氟苯甲酸
  参考文献：
  名称：

  Fragmentation of Radical Anions of Polyfluorinated Benzoates

  摘要：

  A comprehensive study of the symmetry forbidden fragmentation of short-lived radical anions (RAs) has been undertaken for the complete set of polyfluorinated benzoates (C6FnH5-nCO2-, n = 1-5) The decay rate constants (k(c)) of RAs have been determined in aqueous alkaline solution (pH 13.4) by electron photoinjection (EPI) from mercury electrodes and were found to increase dramatically from less than or equal to 3 x 10(3) s(-1) (3-F-C6H4CO2-) to (1.2 +/- 0.8) x 10(9) s(-1) (C6F5CO2-). The regioselectivity of C-F bond cleavage in the RA fragmentation has been revealed by structure assignment of reduction products of the polyfluorinated benzoic acids by Na, K, and Zn in liquid NH3, as well as by Zn in aqueous NH3 and aqueous alkaline solutions. The k(c) values depend on the position of the cleaved fluorine to the CO2- group generally in the order para > ortho > meta, and to sharply increase if adjacent fluorine atoms are present. The observed trends reveal that the kinetics of the RA fragmentation reaction is not controlled by the reaction thermodynamics. Semiempirical UHF/INDO calculations, the validity of which has been confirmed by ab initio ROHF/6-31+G calculations, were done to rationalize the observed trends. The reaction transition state (TS) was considered to arise from the RA's II and Sigma* states crossing avoided due to out-of-plane deviation of the cleaving C-F bond. The satisfactory Linear correlation (R = 0.96) between the model reaction energy barrier E-a and log k(c) has been achieved with modeling the local solvation of the CO2- group by its protonation.

  DOI：

  10.1021/jp993361d
• 作为产物：
  描述：

  四氟异酞酸 以 1,4-二氧六环 、 二甲基亚砜 为溶剂， 生成 2,3,4,6-四氟苯甲酸
  参考文献：
  名称：

  Pyridonecarboxylic Acids as Antibacterial Agents. Part XVI. Imidazo- and Triazoloquinolones as Antibacterial Agents. Synthesis and Structure-Activity Relationships.

  摘要：

  合成了4, 5-二取代的6-环丙基-6, 9-二氢-9-氧代-1H-咪唑-(30-32)和三唑并[4, 5-f]喹啉-8-羧酸(33-35)从5, 6-二氨基喹诺酮25开始。咪唑并喹诺酮30-32的体外抗菌活性等于或优于相应的三唑并喹诺酮类似物33-35。至于C-5取代基，氟原子是H、F和Cl这三个基团中最有利的。在制备的化合物中，4-(环氨基)-5-氟-咪唑并喹诺酮31a-d对革兰氏阳性菌和革兰氏阴性菌均表现出有效且均衡的抗菌活性。还详细研究了 C-4 取代基（环状氨基）的结构-活性关系。

  DOI：

  10.1248/cpb.43.2123

文献信息

• Oxo quinoline derivatives
  申请人：Dainippon Pharmaceutical Co., Ltd.

  公开号：US05013841A1

  公开（公告）日：1991-05-07

  A quinoline derivative of the formula ##STR1## wherein Z is an amino group or a halogen atom, and R.sub.1, R.sub.2 and R.sub.3 are the same or different and each represents a hydrogen atom or a lower alkyl group having 1 to 5 carbon atoms, and an ester thereof and a salt of the derivative or the ester and processes for preparation thereof. These compounds show excellent antibacterial activity and are useful as antibacterial agents.

  一种喹啉衍生物的化学式为##STR1##，其中Z是氨基团或卤素原子，R.sub.1、R.sub.2和R.sub.3相同或不同，每个代表氢原子或具有1至5个碳原子的较低烷基基团，以及其酯和衍生物的盐和其制备方法。这些化合物表现出优异的抗菌活性，并可用作抗菌剂。
• [EN] QUINOLIN-4-ONE AND 4(1H)-CINNOLINONE COMPOUNDS AND METHODS OF USING SAME<br/>[FR] COMPOSÉS DE QUINOLIN-4-ONE ET DE 4(1H)-CINNOLINONE ET PROCÉDÉS D'UTILISATION ASSOCIÉS
  申请人：FREQUENCY THERAPEUTICS INC

  公开号：WO2020163816A1

  公开（公告）日：2020-08-13

  The present disclosure relates to quinolin-4-one and 4(1H)-cinnolinone compounds and methods of using them to induce self-renewal of stem/progenitor supporting cells, including inducing the stem/progenitor cells to proliferate while maintaining, in the daughter cells, the capacity to differentiate into tissue cells.

  本公开涉及喹啉-4-酮和4(1H)-喹啉酮化合物，以及使用它们诱导干/祖细胞支持细胞自我更新的方法，包括诱导干/祖细胞增殖，同时在子细胞中保持分化为组织细胞的能力。
• INHIBITORS OF STEAROYL-COA DESATURASE
  申请人：Gillespie Paul

  公开号：US20090149466A1

  公开（公告）日：2009-06-11

  Provided herein are compounds of the formula (I): as well as pharmaceutically acceptable salts thereof, wherein the substituents are as those disclosed in the specification. These compounds, and the pharmaceutical compositions containing them, are useful for the treatment of diseases such as, for example, obesity.

  提供以下式(I)化合物： 以及药用可接受的盐，其中取代基如说明书中所披露。这些化合物以及包含它们的药物组合物可用于治疗诸如肥胖等疾病。
• Chemical Compounds
  申请人：Bell Andrew Simon

  公开号：US20120010183A1

  公开（公告）日：2012-01-12

  The invention relates to sulfonamide derivatives, to their use in medicine, to compositions containing them, to processes for their preparation and to intermediates used in such processes. More particularly the invention relates to a new sulfonamide Nav1.7 inhibitors of formula (I): or a pharmaceutically acceptable salt thereof, wherein Het 1 , X, R 1 , R 2 , R 3 , R 4 and R 5 are as defined in the description. Nav 1.7 inhibitors are potentially useful in the treatment of a wide range of disorders, particularly pain.

  这项发明涉及磺胺类衍生物，其在医学上的应用，包含它们的组合物，其制备过程以及在这些过程中使用的中间体。更具体地，该发明涉及一种新的磺胺类Nav1.7抑制剂，化学式为(I)：或其药学上可接受的盐，其中Het1、X、R1、R2、R3、R4和R5如描述中所定义。Nav 1.7抑制剂在治疗各种疾病，特别是疼痛方面具有潜在的用途。
• Direct evidence of edge-to-face CH/π interaction for PAR-1 thrombin receptor activation
  作者：Daisuke Asai、Naoko Inoue、Makiko Sugiyama、Tsugumi Fujita、Yutaka Matsuyama、Xiaohui Liu、Ayami Matsushima、Takeru Nose、Tommaso Costa、Yasuyuki Shimohigashi

  DOI：10.1016/j.bmc.2021.116498

  日期：2021.12

  present study, to prove this receptor interaction definitively, we synthesized another series of peptide analogs containing (F4)Phe-isomers, with the phenyl group of each isomer possessing only one hydrogen atom at the ortho, meta, or para position. When the peptides were assayed for their platelet aggregation activity, S/(2,3,4,6-F4)Phe/LLRNP and S/(2,3,4,5-F4)Phe/LLRNP exhibited noticeable activity (34%

  七肽 SFLLRNP 是蛋白酶激活受体 1 (PAR-1) 的受体束缚配体，其 2 位的 Phe 对人血小板的聚集至关重要。为了验证 Phe-苯基在受体激活中的结构元素，我们合成了一整套 S/Phe/LLRNP 肽，包含不同系列的氟苯丙氨酸异构体 (Fn )Phe，其中n = 1、2、3 和5. Phe-2-phenyl 被强烈建议参与与受体芳族基团的边缘-面对面CH / π 相互作用。在本研究中，为了明确证明这种受体相互作用，我们合成了另一系列含有（F 4) Phe-异构体，每个异构体的苯基在邻位、间位或对位仅具有一个氢原子。当测定这些肽的血小板聚集活性时，S/(2,3,4,6-F 4 )Phe/LLRNP 和 S/(2,3,4,5-F 4 )Phe/LLRNP 表现出明显的活性（天然肽的强度分别为 34% 和 6%），而 S/(2,3,5,6-F 4 )Phe/LLRNP 完全失活。结