2,6-二氟-3-碘苯甲酸 | 229178-74-9

• 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: 2,6-二氟-3-碘苯甲酸
• 英文名称: 2,6-difluoro-3-iodobenzoic acid
• CAS: 229178-74-9
• 化学式: C₇H₃F₂IO₂
• 分子量: 284.001
• InChiKey: LBYMGWJMJSYYKG-UHFFFAOYSA-N

物化性质

• 沸点：
  311.1±42.0 °C(Predicted)
• 密度：
  2.144±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  12
• 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：
  4

安全信息

• 海关编码：
  2916399090
• 危险性防范说明：
  P261,P280,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H332,H335

反应信息

• 作为反应物：
  描述：

  2,6-二氟-3-碘苯甲酸 在 platinum(IV) oxide bis-triphenylphosphine-palladium(II) chloride 、 氢氧化钾 、 ammonium hydroxide 、 氯化亚砜 、 氢气 、 三乙胺 作用下， 以 甲醇 、 乙酸乙酯 、 乙腈 、 苯 为溶剂， 25.0 ℃ 、101.33 kPa 条件下， 反应 8.17h， 生成 1-[4-(2-chloro-α,α,α-trifluoro-4-tolyloxy)-2-fluorophenyl]-3-[2,6-difluoro-3-(2-carbonylethyl)benzoyl]urea
  参考文献：
  名称：

  Development of a Compound-Specific ELISA for Flufenoxuron and an Improved Class-Specific Assay for Benzoylphenylurea Insect Growth Regulators

  摘要：

  This study describes immunochemical approaches for the compound-specific detection of flufenoxuron and class-specific detection of benzoylphenylurea (BPU) insecticides. With the aim of developing a highly specific immunoassay for flufenoxuron, a hapten was synthesized by introducing a spacer arm at the 2,6-difluoro substituent aromatic ring of a flufenoxuron derivative. An IC50 value of 2.4 ppb was obtained for flufenoxuron, with detection of the other four BPUs being more than 4000-fold less sensitive. For the development of class-specific ELISA for five BPUs, a new approach was used for the hapten preparation in which a butanoic acid linkage was introduced into the 3,5-dichloro-substitued aniline ring of chlorfluazuron analogue. Although the resultant ELISA still exhibited slightly differing cross-reactions for these five BPUs, this method had broader specificity than the previously reported polyclonal antibody-based ELISA. Spike and recovery studies for five BPUs in soil and water indicated that both the compound- and class-specific ELISAs were able to quantitatively detect BPU residues in soil and water. This study also provided additional insights into the influence of the immunizing hapten structure on the specificities of the antibodies obtained.

  DOI：

  10.1021/jf9812984
• 作为产物：
  描述：

  1,3-二氟苯 在 potassium tert-butylate 、 2,2,6,6-tetramethylpiperidinyl-lithium 、 水 、 碘 、 仲丁基锂 作用下， 以 四氢呋喃 、 乙醚 、 正己烷 、 环己烷 为溶剂， 反应 22.0h， 生成 2,6-二氟-3-碘苯甲酸
  参考文献：
  名称：

  The Basicity Gradient-Driven Migration of Iodine: Conferring Regioflexibility on the Substitution of Fluoroarenes

  摘要：

  DOI：

  10.1002/1099-0690(200210)2002:19<3351::aid-ejoc3351>3.0.co;2-i

文献信息

• [EN] VIRAL POLYMERASE INHIBITORS<br/>[FR] INHIBITEURS DE POLYMÉRASE VIRALE
  申请人：BOEHRINGER INGELHEIM INT

  公开号：WO2009076747A1

  公开（公告）日：2009-06-25

  Compounds of formula I: wherein X, R2, R3, R3a, R3b,R5 and R6 are defined herein, are useful as inhibitors of the hepatitis C virus NS5B polymerase.

  式I的化合物：其中X，R2，R3，R3a，R3b，R5和R6在此处定义，可用作乙型肝炎病毒NS5B聚合酶的抑制剂。
• Promoting or Preventing Haloaryllithium Isomerizations: Differential Basicities and Solvent Effects as the Crucial Variables
  作者：Manfred Schlosser、Christophe Heiss、Thierry Rausis

  DOI：10.1055/s-2005-861787

  日期：——

  Deprotonation-triggered heavy halogen migrations should become a favorite tool in arene synthesis if their occurrence and outcome could be made predictable. Particularly attractive, though extremely rare, are stop-and-go situations where a first intermediate, generated by metalation, can be trapped at -100 DegC, whereas at -75 DegC halogen migration gives rise to an isomer. As shown now, one can conveniently

  如果去质子化引发的重卤素迁移的发生和结果可以预测，那么它们应该成为芳烃合成中最受欢迎的工具。特别吸引人但极其罕见的是停停的情况，其中由金属化产生的第一个中间体可以在 -100 摄氏度时被捕获，而在 -75 摄氏度时卤素迁移会产生异构体。如现在所示，人们可以在-100 摄氏度的甲苯中，在防止卤素迁移的条件下，通过卤素/金属相互转化方便地生产初始芳基锂物质，并通过在-75 摄氏度下添加 THF 来释放异构化过程。[关于 SciFinder (R)]
• Quinolone Carboxylic Acids as a Novel Monoketo Acid Class of Human Immunodeficiency Virus Type 1 Integrase Inhibitors
  作者：Motohide Sato、Hiroshi Kawakami、Takahisa Motomura、Hisateru Aramaki、Takashi Matsuda、Masaki Yamashita、Yoshiharu Ito、Yuji Matsuzaki、Kazunobu Yamataka、Satoru Ikeda、Hisashi Shinkai

  DOI：10.1021/jm900460z

  日期：2009.8.13

  Human immunodeficiency virus type 1 (HIV-1) integrase is a crucial target for antiretroviral drugs, and several keto-enol acid class (often referred to as diketo acid class) inhibitors have clinically exhibited marked antiretroviral activity. Here, we show the synthesis and the detailed structure-activity relationship of the quinolone carboxylic acids as a novel monoketo acid class of integrase inhibitors. 6-(3-Chloro-2-fluorobenzyl)- 1-((2,S)-1-hydroxy-3,3-dimethylbutan-2-yl)-7-methoxy-4-oxo- 1,4-dihydroquinoline-3-carboxylic acid 51, which showed an IC50 of 5.8 nM in the strand transfer assay and an ED50 of 0.6 nM in the antiviral assay, and 6-(3-chloro-2-fluorobenzyl)-1-((2S)-1-hydroxy-3-methylbutan-2-yl)-7-methoxy-4-oxo-4-dihydroquinoline-3-carboxylic acid 49, which had an IC50 of 7.2 nM and an ED50 of 0.9 nM, were the most potent compounds in this class. The monoketo acid 49 was much more potent at inhibiting integrase-catalyzed strand transfer processes than 3'-processing reactions, as is the case with the keto-enol acids. Elvitegravir 49 was chosen as a candidate for further studies and is currently in phase 3 clinical trials.
• Structural modifications of quinolone-3-carboxylic acids with anti-HIV activity
  作者：Qiu-Qin He、Shuang-Xi Gu、Jia Liu、Hai-Qiu Wu、Xuan Zhang、Liu-Meng Yang、Yong-Tang Zheng、Fen-Er Chen

  DOI：10.1016/j.bmc.2011.06.020

  日期：2011.8

  A series of new quinolone-3-carboxylic acids featuring a hydroxyl group at C-5 position were synthesized and evaluated for their in vitro activity against HIV in C8166 cell culture. All the compounds showed anti-HIV-1 activity with low micromolar to submicromolar EC(50) values. The most active compound 2k exhibited activity against wild-type HIV-1 with an EC(50) value of 0.13 mu M. Preliminary structure-activity relationship of the newly synthesized quinolone analogues was also investigated. Further docking study revealed that the anti-HIV activity of these compounds might involve a two-metal chelating mechanism. (C) 2011 Elsevier Ltd. All rights reserved.
• VIRAL POLYMERASE INHIBITORS
  申请人：Beaulieu Pierre L.

  公开号：US20110021486A1

  公开（公告）日：2011-01-27

  Compounds of formula I: wherein X, R 2 , R 3 , R 3a , R 3b , R 5 and R 6 are defined herein, are useful as inhibitors of the hepatitis C virus NS5B polymerase.