4-chloro-1-(4-chlorophenyl)-5-(2,6-difluoro-4-methoxyphenyl)-2-methyl-1H-imidazole | 1146783-07-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-chloro-1-(4-chlorophenyl)-5-(2,6-difluoro-4-methoxyphenyl)-2-methyl-1H-imidazole
• 英文别名: 4-Chloro-1-(4-chlorophenyl)-5-(2,6-difluoro-4-methoxyphenyl)-2-methylimidazole
• CAS: 1146783-07-4
• 化学式: C₁₇H₁₂Cl₂F₂N₂O
• 分子量: 369.198
• InChiKey: OSVPLBBVCUMPTJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  27
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (4-chlorophenylamino)-(2,4,6-trifluorophenyl)acetonitrile 在 盐酸 、 sodium methylate 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 甲醇 为溶剂， 反应 19.5h， 生成 4-chloro-1-(4-chlorophenyl)-5-(2,6-difluoro-4-methoxyphenyl)-2-methyl-1H-imidazole
  参考文献：
  名称：

  微管蛋白聚合促进剂的合成及其杀真菌活性。第3部分：咪唑

  摘要：

  已发现一类新型的实验杀菌剂，它由特殊的四取代的咪唑组成。它们对重要的植物病原体，如高活性灰葡萄孢（灰霉病），葡萄钩丝壳（葡萄白粉病），禾生球腔菌（小麦叶斑枯病）和茄链格孢（马铃薯和番茄早疫病）。它们的杀真菌功效是由于它们促进真菌微管蛋白聚合的能力，这导致微管动力学的破坏。这些咪唑是具有相同作用方式的类似取代的三唑并嘧啶和哒嗪的五元环类似物。简洁的四步合成路线已用于由市售起始原料制备它们。

  DOI：

  10.1016/j.bmc.2012.10.052

文献信息

• [EN] MULTI-TARGETED HETEROCYCLIC COMPOUNDS FOR THE TREATMENT OF NEURODEGENERATIVE DISEASES<br/>[FR] COMPOSÉS HÉTÉROCYCLIQUES MULTI-CIBLE POUR LE TRAITEMENT DE MALADIES NEURODÉGÉNÉRATIVES
  申请人：UNIV PENNSYLVANIA

  公开号：WO2018048969A1

  公开（公告）日：2018-03-15

  The present disclosure provides methods of treating neurodegenerative diseases, peripheral inflammatory conditions, cancers, or parasitic diseases in a subject, comprising administering to the subject a compound of Formula (I), (II), (III), and/or (IV):(I), (II), (III), (IV) or a pharmaceutically acceptable salt thereof, wherein X. R1-R8, R21-R28. R31-R38, and R41-R48 are as defined herein.

  本公开提供了治疗受试者的神经退行性疾病、外周炎症性疾病、癌症或寄生虫病的方法，包括向受试者施用式(I)、(II)、(III)和/或(IV)的化合物：(I)、(II)、(III)、(IV)或其药学上可接受的盐，其中X、R1-R8、R21-R28、R31-R38和R41-R48如本文所定义。
• FUNGICIDAL SUBSTITUTED AZOLES
  申请人：Selby Thomas Paul

  公开号：US20110045101A1

  公开（公告）日：2011-02-24

  Disclosed are compounds of Formula 1, including all geometric and stereoisomers, N-oxides, and salts thereof, wherein J is Q 2 or R 1 ; X is N, CR 2 or CQ 3 ; Y is N or CR 3 ; Z is N or CR 4 ; and Q 1 , Q 2 , Q 3 , R 1 R 2 and R 3 are as defined in the disclosure. Also disclosed are compositions containing the compounds of Formula 1 and methods for controlling plant disease caused by a fungal pathogen comprising applying an effective amount of a compound or a composition of the invention.

  揭示了公式1的化合物，包括所有的几何和立体异构体，N-氧化物和盐，其中J是Q2或R1；X是N，CR2或CQ3；Y是N或CR3；Z是N或CR4；Q1，Q2，Q3，R1，R2和R3如披露中定义的。还披露了含有公式1化合物的组合物以及控制由真菌病原体引起的植物疾病的方法，包括施用本发明的化合物或组合物的有效量。
• [EN] NOVEL IMIDAZOLE DERIVATIVES HAVING MICROBIOCIDAL ACTIVITY<br/>[FR] NOUVEAUX DÉRIVÉS D'IMIDAZOLE PRÉSENTANT UNE ACTIVITÉ MICROBICIDE
  申请人：SYNGENTA PARTICIPATIONS AG

  公开号：WO2009127615A1

  公开（公告）日：2009-10-22

  The present invention relates to novel imidazole derivatives of formula I as active ingredients which have microbiocidal activity, in particular fungicidal activity wherein (I) wherein R1 is halogen, C1-C4alkyl or C1-C4haloalkyl, R2 is an optionally substituted aryl, R3 is halogen or OR7, R4 and R5 are, independently of each other, hydrogen, halogen or OR7, R6 is halogen or C1-C4 alkyl, and R7 is hydrogen, C1-C6 alkyl, C3-C7 cycloalkyl, C3-C10 cycloalkylalkyl, C1-C6 haloalkyl, C2-C6 alkenyl, C2-C6 haloalkenyl, C3-C7 cycloalkenyl, C2-C6 alkynyl, C2-C6 haloalkynyl, C2-C6 alkyloxyalkyl, C3-C8 dialkylaminoalkyl, C4-C10 cycloalkylaminoalkyl or C4-C10 heterocyclylalkyl, or an agrochemically usable salt form thereof, provided that when R3 is halogen, at least one of R4 or R5 is OR7, or when R3 is OR7, at least one of R4 or R5 is OR7 or halogen

  本发明涉及一种新型咪唑衍生物，其化学式为I，作为活性成分具有微生物杀灭活性，特别是真菌杀灭活性，其中（I）中R1为卤素、C1-C4烷基或C1-C4卤代烷基，R2为可选择取代的芳基，R3为卤素或OR7，R4和R5分别独立地为氢、卤素或OR7，R6为卤素或C1-C4烷基，R7为氢、C1-C6烷基、C3-C7环烷基、C3-C10环烷基烷基、C1-C6卤代烷基、C2-C6烯基、C2-C6卤代烯基、C3-C7环烯基、C2-C6炔基、C2-C6卤代炔基、C2-C6烷氧烷基、C3-C8二烷基氨基烷基、C4-C10环烷基氨基烷基或C4-C10杂环烷基烷基，或其农药可用盐形式，但当R3为卤素时，至少一个R4或R5为OR7，或当R3为OR7时，至少一个R4或R5为OR7或卤素。
• Multitargeted Imidazoles: Potential Therapeutic Leads for Alzheimer’s and Other Neurodegenerative Diseases
  作者：Anne-Sophie Cornec、Ludovica Monti、Jane Kovalevich、Vishruti Makani、Michael J. James、Krishna G. Vijayendran、Killian Oukoloff、Yuemang Yao、Virginia M.-Y. Lee、John Q. Trojanowski、Amos B. Smith、Kurt R. Brunden、Carlo Ballatore

  DOI：10.1021/acs.jmedchem.7b00475

  日期：2017.6.22

  Alzheimer's disease (AD) is a complex, multifactorial disease in which different neuropathological mechanisms are likely involved, including those associated with pathological tau and A beta species as well as neuroinflammation. In this context, the development of single multitargeted therapeutics directed against two or more disease mechanisms could be advantageous. Starting from a series of 1,5-diarylimidazoles with microtubule (MT)-stabilizing activity and structural similarities with known NSALDs, we conducted structure-activity relationship studies that led to the identification of multitargeted prototypes with activities as MT-stabilizing agents and/or inhibitors of the cyclooxygenase (COX) and 5-lipoxygenase (5-LOX) pathways. Several examples are brain-penetrant and exhibit balanced multitargeted in vitro activity in the low mu M range. As brain-penetrant MT-stabilizing agents have proven effective against tau-mediated neurodegeneration in animal models, and because COX- and 5-LOX-derived eicosanoids are thought to contribute to A beta plaque deposition, these 1,5-diarylimidazoles provide tools to explore novel multitargeted strategies for AD and other neurodegenerative diseases.
• NOVEL IMIDAZOLE DERIVATIVES HAVING MICROBIOCIDAL ACTIVITY
  申请人：Syngenta Participations AG

  公开号：EP2279176A1

  公开（公告）日：2011-02-02