(2-氯-4-氟苯基)甲烷磺酰氯 | 541528-45-4

• 物质功能分类: 化学试剂 - 有机试剂 - 酰卤
• 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-氯-4-氟苯基)甲烷磺酰氯
• 中文别名: (2-氯-4-氟苯基)甲基磺酰氯
• 英文名称: (2-Chloro-4-fluorophenyl)methanesulfonyl chloride
• CAS: 541528-45-4
• 化学式: C₇H₅Cl₂FO₂S
• mdl: MFCD09047529
• 分子量: 243.086
• InChiKey: CGJQTABGNOEWSS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  42.5
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 危险等级：
  IRRITANT

反应信息

• 作为反应物：
  描述：

  (2-氯-4-氟苯基)甲烷磺酰氯 在 盐酸 、 三乙胺 作用下， 以 二氯甲烷 、 乙酸乙酯 为溶剂， 反应 2.33h， 生成 [3-(2-Chloro-4-fluoro-phenylmethanesulfonylamino)-6-methyl-2-oxo-2H-pyridin-1-yl]-acetic acid
  参考文献：
  名称：

  Novel thrombin inhibitors incorporating weakly basic heterobicyclic P1-arginine mimetics: optimization via modification of P1 and P3 moieties

  摘要：

  Optimization of lead compounds I and 2 resulted in novel, selective, and potent thrombin inhibitors incorporating weakly basic heterobicyclic P-1-arginine mimetics. The design, synthesis, and biological activity of racemic thrombin inhibitors 17-29 and enantiomerically pure thrombin inhibitors 30-33 are described. The arginine side-chain mimetics used in this study are 4,5,6,7-tetrahydro-1,3-benzothiazol-2-amine, 4,5,6,7-tetrahydro-2H-indazole, and 2-imino-4,5,6,7-tetrahydro-1,3-benzothiazol-3(2H)-yl-amine. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.03.085
• 作为产物：
  描述：

  2-氯-4-氟苄氯 在 盐酸 、 N-氯代丁二酰亚胺 作用下， 以 乙醇 、 水 、 乙腈 为溶剂， 反应 1.5h， 生成 (2-氯-4-氟苯基)甲烷磺酰氯
  参考文献：
  名称：

  通过增强疏水相互作用作为有效的 c-Met 抑制剂的磺酰脒的设计、合成和生物学评价

  摘要：

  c-Met 激酶失调已成为各种人类癌症发生、进展、不良临床结果和耐药性的重要因素。在我们不断寻找有前途的 c-Met 抑制剂作为潜在抗肿瘤药物的过程中，之前报道的 c-Met 抑制剂7的对接研究揭示了一个大的未占据的疏水口袋，这可能为进一步探索结构-活性关系以改善与 c-Met 变构疏水后袋的结合亲和力。在此，我们基于先导化合物7进行了构效关系和分子建模研究。集体努力最终发现了化合物21j ，通过增加与 c-Met 活性位点疏水性后袋的疏水相互作用，其功效优于7和阳性对照 foretinib。

  DOI：

  10.1039/d3ob01156a

文献信息

• Discovery and characterization of a novel series of N -phenylsulfonyl-1 H -pyrrole picolinamides as positive allosteric modulators of the metabotropic glutamate receptor 4 (mGlu 4 )
  作者：Rocco D. Gogliotti、Anna L. Blobaum、Ryan M. Morrison、J. Scott Daniels、James M. Salovich、Yiu-Yin Cheung、Alice L. Rodriguez、Matthew T. Loch、P. Jeffrey Conn、Craig W. Lindsley、Colleen M. Niswender、Corey R. Hopkins

  DOI：10.1016/j.bmcl.2016.05.029

  日期：2016.7

  Herein we report the synthesis and characterization of a novel series of N-phenylsulfonyl-1H-pyrrole picolinamides as novel positive allosteric modulators of mGlu4. We detail our work towards finding phenyl replacements for the core scaffold of previously reported phenyl sulfonamides and phenyl sulfone compounds. Our efforts culminated in the identification of N-(1-((3,4-dimethylphenyl)sulfonyl)-1

  在此，我们报道了一系列新型 N-苯基磺酰基-1H-吡咯吡啶酰胺作为 mGlu4 的新型正变构调节剂的合成和表征。我们详细介绍了我们为先前报道的苯基磺酰胺和苯基砜化合物的核心支架寻找苯基替代物的工作。我们的努力最终确定了 N-(1-((3,4-二甲基苯基)磺酰基)-1H-吡咯-3-基)吡啶酰胺作为 mGlu4 的有效 PAM。
• Thrombin inhibitors
  申请人：Marsic Peterlin Lucija

  公开号：US20050165034A1

  公开（公告）日：2005-07-28

  Novel thrombin inhibitors of the formula I (I)and pharmaceutically acceptable salts thereof are described wherein the substituents in the description have the specific meanings. The compounds are useful as thrombin inhibitors.

  本发明提供了式I（I）及其药学上可接受的盐的新型凝血酶抑制剂，其中描述中的取代基具有特定的含义。这些化合物可用作凝血酶抑制剂。
• Novel Naphthalene-<i>N</i>-sulfonyl-<scp>d</scp>-glutamic Acid Derivatives as Inhibitors of MurD, a Key Peptidoglycan Biosynthesis Enzyme,
  作者：Jan Humljan、Miha Kotnik、Carlos Contreras-Martel、Didier Blanot、Uroš Urleb、Andréa Dessen、Tom Šolmajer、Stanislav Gobec

  DOI：10.1021/jm800762u

  日期：2008.12.11

  Mur ligases have essential roles in the biosynthesis of peptidoglycan, and they represent attractive targets for the design of novel antibacterials. MurD (UDP-N-acetylmuramoyl-L-alanine:D-glutamate ligase) is the second enzyme in the series of Mur ligases, and it catalyzes the addition of D-glutamic acid (D-Glu) to the cytoplasmic intermediate UDP-N-acetylmuramoyl-L-alanine (UMA). Because of the high binding affinity of D-Glu toward MurD, we synthesized and biochemically evaluated a series of N-substituted D-Glu derivatives as potential inhibitors of MurD from E. coli, which allowed us to explore the structure-activity relationships.The substituted naphthalene-N-sulfonyl-D-Glu inhibitors, which were synthesized as potential transition state analogues, displayed IC50 values ranging from 80 to 600 microM. In addition, the high-resolution crystal structures of MurD in complex with four novel inhibitors revealed details of the binding mode of the inhibitors within the active site of MurD. Structure-activity relationships and cocrystal structures constitute an excellent starting point for further development of novel MurD inhibitors of this structural class.
• Design, synthesis and structure–activity relationships of new phosphinate inhibitors of MurD
  作者：Katja Štrancar、Didier Blanot、Stanislav Gobec

  DOI：10.1016/j.bmcl.2005.09.086

  日期：2006.1

  A series of new phosphinate compounds were designed and synthesized as inhibitors of the D-glutamic acid-adding enzyme (MurD) involved in peptidoglycan biosynthesis. They were tested against the MurD enzyme from Escherichia coli, allowing initial structure-activity relationships to be deduced. Two compounds had IC50 values near 100 mu M and constitute a promising starting point for further development. (c) 2005 Elsevier Ltd. All rights reserved.
• THROMBIN INHIBITORS
  申请人：University of Ljubljana

  公开号：EP1451175A1

  公开（公告）日：2004-09-01